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$1,149,500
5 Beds ⋅ 5 Baths
Beautiful colonial home in the perfect Annapolis location. Nestled on over an acre of private, tree-lined grounds, this charming property offers a peaceful retreat while remaining conveniently close to everything Annapolis has to offer. Enjoy easy access to Route 50 and just minutes from the U.S. Naval Academy, downtown Annapolis, dining, shopping, and more. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), offering comfort, flexibility, and room to entertain. The home boasts a newly updated kitchen, new carpet in the bedrooms, and a new 75 gallon water heater. Step outside to a large back deck - perfect for entertaining guests or unwinding in a peaceful, private setting. The partially finished basement provides excellent versatility, featuring two bonus rooms, a walk-out entrance, and ample storage space. Gym equipment conveys, providing a ready-to-use home fitness area. A standout feature is the expansive two-level in-law suite with its own private entrance. This flexible space can be configured as a one- or two-bedroom apartment and includes a full kitchen, laundry, living area, and enclosed dining space that can also function as a home office - perfect for extended family, guests, or potential rental income. Additional highlights include: - 240 V Electric vehicle charger in the two-car garage - Roof, HVAC, and water heater are less than 3 years old. - Ample parking for an RV, boat, and multiple vehicles. The land offers privacy and natural beauty surrounded by protected woodland - Ability to build an Accessory Dwelling Unit (ADU) on property. Conveniently located near Route 50, this property offers the perfect balance of tranquility and convenience within the sound of colors at the Naval Academy. Agent-owner.

1711 Ritchie Hwy, Annapolis

Listing courtesy of Taylor Properties. Contact:

$1,295,000
2 Beds ⋅ 2 Baths
Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space. Outside, the property becomes your private gateway to the South River. A private pier offers two deep-water slips, including one with a boat lift, while a dedicated kayak launch makes it effortless to explore the surrounding waterways. Bulkheaded shoreline, a storage shed, and ample outdoor space complete a setting designed for life along the Annapolis waterfront. Spend mornings enjoying coffee overlooking the water, afternoons boating, kayaking, or paddleboarding, and evenings unwinding on the South River as the sun sets across the waterfront. Whether you're searching for a full-time residence, weekend retreat, or Annapolis boating getaway, this is an opportunity to embrace a lifestyle centered around the Chesapeake Bay

2915 South Ct, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$845,000
4 Beds ⋅ 3 Baths
Welcome to 307 Melvin, a charming bungalow that has been home to the same family for more than seventy years. Take this opportunity to make your home in WEST ANNAPOLIS, one of the most highly sought-after neighborhoods in all of Annapolis. Whether you are a first time buyer, or downsizing and seek main level bedrooms, this impeccably maintained home offers the perfect opportunity to develop the home as is or expand to suit your design passion. This 1152 sq ft haven, built in 1954, boasts updated amenities while maintaining its original style charm. Enter the home through the front door and you are greeted by a fully enclosed 3 season sitting room. The family room and most of the home feature beautifully refinished gleaming hard wood floors. There are two main level bedrooms and a refinished full bathroom. Sweeping up the staircase, you have an additional the two bedrooms and half bath. The entire interior has been freshly painted and windows have been updated throughout the home. A fully finished basement features a large wood paneled family room, bar area, a full bath, washer/dryer & laundry area topped off with a refrigerator. This could easily be a work-out space, office, man cave or she shed! Depart through the kitchen to a spacious enclosed back porch that provides a sitting area that overlooks a canopy of mature trees, creating a private setting for outdoor dining or enjoying your favorite libation. There is a detached work room complete with a pot-belly stove connected to a 1 car garage along with parking for 2+ cars in the driveway and options for on-street parking. Adding to the property's unique character is the convenience of being walking distance to all that West Annapolis has to offer. The prime location is in close proximity to the Weems Creek water access at the Tucker Street boat ramp, the highly sought after West Annapolis elementary school, RAR Brewery, Always Ice Cream, luxury boutiques and a plethora of restaurants. including the newly opened Positano. It is also close to Downtown Annapolis, the Navy stadium and offers quick access to Route 50 for easy commuting. Your new neighborhood is one of the most "happening" in Annapolis. Welcome Home!

307 Melvin Ave, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$725,000
6 Beds ⋅ 3 Baths
Welcome to 1025 Hanson Street, offering nearly 2,880 sq. ft. of exceptionally flexible living space across three finished levels in the heart of Annapolis! Perfect for a multi-generational family. Thoughtfully improved and meticulously maintained, this turn-key home provides a rare combination of space, versatility, parking and major system upgrades. The main and upper levels feature 4 bedrooms, a full bath, a bright and open living area, an updated kitchen with granite countertops and tile backsplash, and dedicated laundry with front-loading washer and dryer, utility sink and additional storage. The fully finished ground level creates an incredible second living space featuring 2 additional bedrooms, a den/office, full bath, kitchenette with granite countertops, stainless steel appliances and tile backsplash, a second laundry setup with utility sink, and new LVP flooring throughout. A private side entrance, new fencing, paver walkway and patio access provide tremendous flexibility for multi-generational living, extended guests, a home office setup or simply additional space to spread out. Outside, you'll find features that are especially hard to come by in Annapolis—including dual driveways with parking for 6+ vehicles and/or boats, along with a two-story detached shed offering excellent storage and convenient yard and street access. Extensive improvements provide peace of mind, including a NEW 2025 roof on both the home and shed with transferable warranty, updated HVAC including heat pump and indoor coil, 60-gallon hybrid high-efficiency water heater, 200-amp electrical service, Tesla EV charger, French drain and stormwater management system, sump pump, updated attic insulation with spray foam, Nest thermostats, updated siding, additional ground-level egress, ceiling fans, fresh paint and much more. With three finished levels, two distinct living areas, exceptional parking and storage, and numerous major capital improvements already completed, 1025 Hanson Street offers the kind of versatility that's difficult to find in Annapolis. Whether you're looking for room for a growing household, multi-generational living, extended guests, midshipman sponsor hosting, or simply a home that provides plenty of space to live, work and entertain—this one is a 10/10!

1025 Hanson St, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$600,000
4 Beds ⋅ 4 Baths
Welcome to 14 A Dorsey Avenue, a brand new construction home offering modern design, quality finishes, and the opportunity to own a newly built home in Annapolis. Thoughtfully designed for today’s lifestyle, this home features a bright, open concept floor plan with spacious living and dining areas that flow seamlessly into the kitchen, perfect for everyday living and entertaining. Modern finishes, new appliances, and fresh contemporary details throughout give the home a clean, move in ready feel. Enjoy the benefits and peace of mind that come with new construction, including all new major systems, fixtures, finishes, and mechanicals. The well-planned layout provides comfortable living spaces while maximizing functionality throughout the home. Conveniently located just off West Street, the property provides easy access to Downtown Annapolis, restaurants, shopping, commuter routes, and everything the Annapolis area has to offer. A rare opportunity to purchase a brand new home in Annapolis. Schedule your private showing and be the first to call 14 A Dorsey Avenue home.

14 A Dorsey Ave, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213
$599,000
4 Beds ⋅ 3 Baths
Nestled in the charming Cape St. Claire community, this delightful split foyer home offers a perfect blend of comfort and modern living. With a major renovation in 2026, this residence is poised to become a true gem. The exterior showcases a classic combination of brick and cedar, complemented by a lot of 0.21 acres, featuring a sloping rear yard and a welcoming front yard. Step inside to discover a warm and inviting interior, where natural light dances across the luxury vinyl plank and ceramic tile flooring. The spacious family room, complete with a cozy wood-burning fireplace, seamlessly connects to the breakfast area, creating an ideal space for gatherings. The kitchen is equipped with modern appliances, including a self-cleaning oven, dishwasher, and extra refrigerator/freezer, making meal prep a breeze. With four bedrooms and two and a half bathrooms, there's ample space for everyone to enjoy their own retreat. The primary bath offers a serene escape, while the fully finished basement provides additional living space, perfect for a game room or home office. Outside, the community amenities are truly exceptional. Enjoy access to the private beach along the Magothy River, just a short stroll away, where you can indulge in boating, kayaking, or simply soaking up the sun. The community center, clubhouse, and picnic areas foster a sense of belonging, while the tot lots and playgrounds are perfect for outdoor fun. Cape St. Claire is not just a neighborhood; it's a vibrant community with a strong sense of camaraderie. Residents benefit from nearby parks, walking trails, and top-rated schools, ensuring a fulfilling lifestyle for all. Public services are readily available, enhancing the convenience of daily living. With an attached garage and ample NEW driveway parking, this home is as practical as it is inviting. The scenic vistas from the property provide a tranquil backdrop, making it a perfect retreat after a long day. Embrace the opportunity to make this house your home in a community that truly has it all.

1075 Sun Valley Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$999,900
3 Beds ⋅ 4 Baths
Welcome to your private Annapolis retreat! Situated on a generous 1.4-acre lot, this quintessential Cape Cod offers the perfect blend of privacy, modern comfort, and convenience. Being just steps to the water and bikeable to Downtown Annapolis, this property is an ideal commuter's oasis. Step inside to discover an inviting, open floor plan designed for effortless living and entertaining. The heart of the home is a gourmet kitchen featuring a 10' quartz island with ample seating and storage, double convection wall ovens and 5-burner induction cooktop, making it ideal for any home chef. The gorgeous marble bathrooms, recently updated in 2025, have a deep soaker tub and generous walk-in shower with wide marble bench. With 2,460 finished square feet, this Insteon smart house provides plenty of room for everyone, including a versatile, partially finished walkout basement with the option for 2 additional bedrooms which offers endless possibilities. The rare expansive outdoor space is truly the highlight of this property. Whether you are looking for room for a sports field, space for gardening, or just want a private yard that backs to trees with a waterview, this property delivers. Bring your boats and recreational vehicles—with parking for up to 26, hosting family and friends is never an issue. This unique, 6 parcel water-oriented neighborhood offers easy access to the Severn River, Route50, DC, Baltimore, and all the amenities of Annapolis while maintaining a peaceful, secluded atmosphere. Don’t miss your chance to own this rare and expansive property in Annapolis. Professional Photos 9/14.

19 W Severn Ridge Rd, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$765,000
3 Beds ⋅ 3 Baths
OFFER DEADLINE - 7 PM on Sunday, August 23rd. Immaculate interior and amazing waterviews from both levels - gaze at the water from the kitchen, dining room and primary bedroom! Just one house over, jump on the water with the community boat ramp and kayak rack/launch. Nestled in the desirable Bay Highlands community of Annapolis, this charming 3-bedroom, 2.5-bath single-family home offers comfort, functionality, and valuable updates throughout. Step inside to a welcoming layout designed for everyday living and entertaining, featuring spacious living areas and plenty of natural light. Recent improvements provide peace of mind, including all-new exterior doors and premium ProVia doors on the rear of the home, enhancing both energy efficiency and curb appeal. The fully encapsulated crawlspace is equipped with a new dehumidifier and sump pump, helping to maintain a dry, healthy environment year-round. Outside, you'll find a yard perfect for relaxing, entertaining, or enjoying time with pets, thanks to the installed invisible fence system. (Note - the property faces the water but does not have a pier.) Located just minutes from downtown Annapolis, marinas, parks, shopping, dining, and major commuter routes, this home offers the perfect blend of neighborhood charm and convenient access to everything the Chesapeake Bay lifestyle has to offer. Don't miss this opportunity to own a well-maintained home in one of Annapolis' sought-after waterfront communities.

1203 Bay Highlands Dr, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454
$670,000
4 Beds ⋅ 3 Baths
Welcome to this well-maintained four-bedroom, three-full-bath single-family home in the sought-after 55+ community of Heritage Harbour. Move-in ready and thoughtfully designed, this spacious home offers an open main level that is ideal for both everyday living and entertaining. The inviting living and dining areas flow seamlessly into a bright sunroom, creating a comfortable space to relax and enjoy the surrounding setting. The main level also features the primary bedroom suite, a second bedroom, and a second full bathroom for convenient one-level living. Upstairs, guests will appreciate two additional bedrooms and a third full bathroom, providing privacy and flexibility for visitors, hobbies, or a home office. Heritage Harbour offers an exceptional active adult lifestyle with an array of amenities and activities, including golf, boating, walking trails, exercise facilities, swimming pools, organized social activities, and so much more. Come enjoy resort-style living and all that this vibrant community has to offer. Don't miss this wonderful opportunity to make Heritage Harbour your home and vacation where you live!

913 Mastline Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com
$1,875,000
6 Beds ⋅ 5 Baths
** Private first-look appointments are available. Contact the listing agent to schedule for a first-look. ** A rare find in Eastport: an oversized attached two-car garage, plus a driveway and additional off-street parking, in a walkable waterfront neighborhood where garages are hard to come by. Beyond the striking exterior is a brand-new, ground-up home spanning three expansive levels, featuring 6 bedrooms, 4.5 baths, a chef-inspired kitchen with an oversized island and walk-in pantry, a main-level bedroom, an impressive primary suite, upper-level laundry, and a third-floor loft ideal for an office, guest space, or studio. Outside, enjoy a fully fenced yard, patio, and covered front porch — all just a short walk from Eastport’s marinas, restaurants, waterfront lifestyle, and downtown Annapolis.

914 Van Buren St, Annapolis

Listing courtesy of Realty ONE Group Capital. Contact: 7032145100
$969,000
3 Beds ⋅ 3 Baths
Incredible opportunity to own in Wardour. Redo the existing footprint or build your dream house.

111 Wardour Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$2,395,000
3 Beds ⋅ 3 Baths
An exceptional offering in the heart of Eastport, where beautifully considered interiors, generous outdoor space and coveted off-street parking come together in a remarkably peaceful setting. Tucked along a quiet one-way street, this beautifully appointed home offers a rare combination of style, space and convenience. Inside, a light, neutral palette is complemented by wide-plank flooring, crisp millwork and thoughtfully selected finishes. The living spaces flow naturally for everyday living and entertaining, while expansive accordion glass doors create a seamless connection to the covered outdoor living area. The gourmet Kitchen with island features Brighton cabinets, high-end GE Cafe line appliances and stunning black and white mosaic backsplash. The spacious primary suite provides a private retreat with room for a sitting area and a beautifully finished ensuite bath. An additional upper-level flex space with charming architectural lines is ideal for a home office, reading area or creative space. Multiple outdoor spaces extend the living experience, including a covered porch and expansive upper deck with retractable awnings. Beautiful landscaping, mature plantings and lush gardens surround the property, creating a private setting for relaxing and entertaining. The detached two-car garage, private driveway and generous parking area are especially valuable amenities in Eastport. Stroll the artful and nautical streets to five-star restaurants, neighborhood pubs, and hidden street-end parks with community water access for launching kayaks and paddleboards. You'll find yourself just moments from downtown Annapolis and the Naval Academy. Eastport and Annapolis offer the perfect balance of small-town charm and world-class sophistication, with convenient access to Routes 50 and 97 for easy commuting to Baltimore, BWI Airport, Fort Meade, NSA, and Washington, D.C. Welcome Home!

519 6th St, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$645,000
5 Beds ⋅ 3 Baths
Welcome to 1309 Hawkins Lane, where comfortable living, flexible space and a generous .54-acre setting come together in a convenient Annapolis location. This inviting 5-bedroom, 3-full-bath home offers an open-concept main living level filled with thoughtful details, including LVP flooring, recessed lighting, crown molding, wainscoting and attractive built-ins. At the heart of the home, the kitchen features granite countertops, stainless steel appliances, a gas range, a spacious island with seating and built-in cabinetry with a breakfast bar. A large window overlooking the backyard fills the space with natural light, while glass doors open directly to the upper-level deck, creating an easy connection between indoor and outdoor living. The adjoining living room features a large picture window, built-in shelving and benches, and plenty of room to gather and relax. The upper level includes three bedrooms and two full baths, including a primary bedroom with an ensuite bath and conveniently located stackable washer and dryer. The finished lower level adds exceptional versatility with a spacious family room featuring a ventless gas fireplace with brick surround, two additional bedrooms and a third full bath. With five bedrooms in all, there is plenty of flexibility for guest accommodations, a home office, fitness space or whatever best suits your lifestyle. An unfinished utility and storage area provides additional functionality with extra washer/dryer and refrigerator hookups, a utility sink and direct access to the backyard. Outside, the fully fenced backyard offers plenty of room to entertain, garden, play or simply relax. Enjoy evenings around the firepit, dining on the elevated deck or taking advantage of the privacy and space afforded by more than half an acre. A private driveway, attractive carport and storage shed complete the property. Beyond the property, enjoy the sense of community found in Heritage, an established Annapolis neighborhood with a community pool and common areas. Conveniently located near shopping, dining, recreation and everything Annapolis has to offer, 1309 Hawkins Lane combines a spacious .54-acre setting, flexible living spaces and neighborhood amenities—a wonderful place to call home.

1309 Hawkins Ln, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$699,721
3 Beds ⋅ 2 Baths
Charming English cottage vibe on this thoughtfully revived Cape Cod on nicely landscaped lot with lush gardens and friendly fire pit to congregate around. Enjoy the slow and friendly walkers, runners and bikers with no thru traffic of Whitehall Beach reminiscent of times past with a wooden school bus stop. When you turn at St. Margarets' Church and venture past the pastural Hollywood Farm with organic sheep, waterfront estates, and the Sod/Horse Farm on Pleasant Plains, you will find an exhale of peace. Take a left on St. Margarets Road and take a short cut to downtown Annapolis. Main level opens into gorgeous large living room framed with a wood fireplace and rich hardwoods, a kitchen recently redone with GE stainless appliances, double convection ovens, gold rimmed hardware on cabinets and quartz counters set off with a cool built-in seating area. Step down into a full-length all-season sunroom with walls of crank-out Anderson windows where you can work, play and enjoy the tranquil gardens and escape to a side pretty patio under a pergola. Gardeners will love the raised gardens and sunny flat yard but still room for games. Upstairs, the whole level is a magical primary suite with wood beamed ceilings with a work-out area, sitting area, dressing area and private bath. Lower level has a cozy rec room for chilling and a utility/storage area with a craft area. Roof was replaced in 2025 by Landmark Roofing and comes with transferrable warranty. Desired Broadneck Schools. Community access to dock was damaged by a fallen tree and will be repaired in the future. Community is a volunteer social organization with a $75/year contribution. We need a contingency to find home of choice for two weeks or longer depending on buyers timeline.

721 Black Forest Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact: (443) 292-9250
$890,000
3 Beds ⋅ 3 Baths
Welcome to Hillsmere Shores, one of Annapolis' premier waterfront communities, where coastal living meets convenience and an active lifestyle. This beautifully maintained all-brick, two-story Colonial offers a highly desirable open floor plan, hardwood floors, elevator access, and ADA-friendly design, providing comfort and accessibility for all stages of life. Enjoy seasonal water views from the main living areas and upper-level bedrooms, bringing the beauty of the Chesapeake lifestyle right into your home. Recent improvements include a new roof (2025) and new appliances (2026), offering peace of mind for years to come. The floored attic presents exciting potential for future expansion and additional living space. Primary bedroom offers spacious deck for relaxing with morning coffee and evening conversation. Situated on an attractive lot, this home is located within the sought-after Hillsmere Shores community, known for its vibrant neighborhood spirit and year-round events and celebrations. Residents enjoy access to exceptional amenities including a waterfront playground, volleyball court, two marinas with individual slips available for lease, and a community beach. The community swimming pool is available through a separate membership. Just minutes from historic Downtown Annapolis, residents can take advantage of award-winning restaurants, boutique shopping, waterfront parks, sailing, cultural events, and endless outdoor recreation. Commuters will appreciate the convenient access to Routes 50 and 97, providing easy connections to Washington, DC, Baltimore, and BWI Airport. Whether you're seeking a primary residence, a retirement-friendly home with elevator access, or a place to embrace the Annapolis waterfront lifestyle, this exceptional property offers the perfect combination of location, community, and value.

131 Kuethe Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com
$1,400,000
4 Beds ⋅ 4 Baths
(Professional Photos coming soon!) Welcome to 71 Farragut! This beautiful 4-bedroom; 3 ½ bath home is located in the highly sought-after Bay Ridge Community. The heart of the home features a large eat-in kitchen, with a cozy fireplace in the adjoining family room, and a sun-filled living room with vaulted ceilings. The private professionally designed landscaped yard showcases an in-ground swimming pool that backs to conservation land. Located in one of Annapolis’s premiere waterfront communities, don’t miss your opportunity to call Bay Ridge Home. With the optional community membership, discover a unique chance to experience a coastal lifestyle with private beaches, a marina, walking trails, playgrounds, and year-round neighborhood events. Ideally located just minutes from downtown Annapolis and has convenient access Rt. 50, 97, Washington, Baltimore and BWI Airport.

71 Farragut, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937
$1,775,000
2 Beds ⋅ 3 Baths
Waterfront on the Chesapeake Bay! Welcome to 7017 Bay Front Drive, a charming two-story summer cottage in Annapolis with unobstructed views of the Bay and Bay Bridge. Watch the Blue Angels fly overhead, catch Fourth of July fireworks, or simply enjoy the boats passing by — all from home. Swim, kayak, fish, crab, paddle board, or boat right from your front yard. The main level offers an open-concept kitchen, dining area, and family room designed to maximize waterfront views, plus a sleeping area with half bath and closet, a full bath, and laundry. Upstairs, the entire level serves as a private primary suite with sweeping Bay views and its own full bath. Outside features riprap shoreline protection, a storage shed for waterfront gear, and an existing pier and boat slip ready to be restored. More than a cottage — it’s your front-row seat to life on the Chesapeake Bay.

7017 Bay Front Dr, Annapolis

Listing courtesy of Home Towne Real Estate. Contact: 8882252736
$975,000
3 Beds ⋅ 2 Baths
The ideal Murray Hill home with a little bit of everything: one-level living, a private driveway, lovely yard, and fully updated. A wonderful single-family home and an appealing alternative to condo living, with your own outdoor space and parking right outside your door. This stylish home is fully renovated and truly move-in ready, with dramatic open-beam ceilings that give the interior a style all its own. The most recent improvements include new quartz countertops, newly reconfigured front steps with new railings, a widened and expanded driveway, and a new skylight that brings even more natural light inside. The screened front porch is a great spot for a morning cup of coffee and to enjoy the neighborhood. Inside, hardwood floors run throughout, complemented by stainless steel appliances, beautifully tiled showers, and great custom details. The kitchen offers exceptional storage, including a custom appliance garage with built-in power outlets to keep countertops clean and uncluttered. Outside, beautiful seasonal landscaping surrounds the home. An elegant iron gate opens to the rear yard, where a wide paver walkway leads to the spacious shed with its handsome wood door. There is also a large deck with plenty of room for outdoor furniture and a grill! Approximately 1,100 square feet. Tax records do not reflect the actual square footage. All of this in sought-after Murray Hill, within walking distance of Downtown Annapolis, restaurants, shops, the waterfront, and everything that makes in-town living so special.

122 Smith Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$835,000
3 Beds ⋅ 3 Baths
Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal dining room sits just off the living room for more considered entertaining. A main level powder room, a rare find in homes of this era, provides ease buyers rarely expect from an in-town address. A mudroom tucked off the kitchen doubles as an office also providing space for the pantry, a laundry closet and access to the unfinished basement and backyard. Upstairs, three bedrooms include a primary suite that is bright, generously scaled, and appointed with an ensuite bath and stall shower. The hall bath is an ode to the age of the home with a refurbished black and white clawfoot tub (with shower) set beneath classic wainscoting. A third floor of floored attic space stands ready as flexible storage today, or a defining feature tomorrow for an owner who wants to finish it into additional living space. Outside, the large, flat, fully fenced yard is anchored by a side patio off the mudroom for grilling and framed by fig trees, with a gate to a rear fenced area and a large storage shed beyond. The location is a defining feature in its own right. Walk to Navy games, boat shows, Wednesday night's "Dinner Under the Stars, and pickup pickleball on West Street, or take a short drive to the boat ramps at Amos Garrett Park or West Annapolis to launch your paddle board or kayak. 16 Woodlawn Avenue isn't just a renovated in-town home. It stands as a premier expression of Chesapeake Bay living at its most walkable and most alive. Be sure to check out the virtual walk through tour!

16 Woodlawn Ave, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$795,000
4 Beds ⋅ 3 Baths
Perfectly positioned in the heart of sought-after Admiral Heights, 290 Halsey Road offers a wonderful combination of timeless character, comfortable one-level living, and beautifully flexible space. Hardwood floors bring warmth and elegance throughout the main level, while the inviting living room is centered around a gas fireplace, creating a sophisticated yet comfortable place to gather. The kitchen is appointed with stainless steel appliances, and the light-filled sunroom provides a beautiful extension of the living space—ideal for morning coffee, casual entertaining, or simply enjoying the changing seasons. Designed with versatility in mind, the home offers the ease of one-level living, complemented by a spacious walk-out lower level that can effortlessly accommodate a family room, private guest suite, home office, fitness space, or recreation area. Three full bathrooms further enhance the home’s functionality and flexibility. All of this is set within one of Annapolis’ most desirable established neighborhoods, just moments from Downtown Annapolis, West Annapolis, the Navy-Marine Corps Memorial Stadium, Route 50, shopping, dining, and everyday conveniences. An exceptional opportunity to enjoy the charm and lifestyle of Admiral Heights with inviting interiors, flexible living spaces, and an outstanding Annapolis location.

290 Halsey Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$1,050,000
5 Beds ⋅ 4 Baths
Discover the Space, Style & Lifestyle You’ve Been Waiting For in Mulberry Hill! Welcome to this exceptional 4-bedroom, 3.5-bath Colonial nestled on a spacious corner lot in sought-after Mulberry Hill. Offering an impressive blend of timeless elegance, modern updates, expansive living spaces, and incredible versatility, this is a home that truly stands apart. From the moment you arrive, the charming covered front porch captures the homes inviting warmth inside. Step inside to a beautifully appointed main level featuring gorgeous hardwood floors, fresh paint, French doors, elegant crown molding, and recessed lighting. The thoughtfully designed floor plan offers the perfect balance of refined entertaining spaces and comfortable everyday living, with a formal living room, formal dining room, and inviting family room anchored by a cozy gas fireplace. The updated kitchen is sure to be the heart of the home, featuring granite countertops, a center island, new stainless steel appliances, and a sun-filled breakfast nook framed by a beautiful bay window. It’s an ideal space for everything from quiet morning coffee to lively gatherings with family and friends. Upstairs, retreat to the spacious primary suite, complete with hardwood floors, a private bath, and a versatile bonus room that can easily adapt to your lifestyle. Two additional bedrooms with new carpeting share a full bath and offer generous space for family, guests, or a home office. Then there’s the finished walk-up lower level—an incredible bonus that expands the possibilities even further. With a large recreation room, an additional flexible room, and a full bath. This level is perfectly suited for a guest suite, home office, gym, media room, playroom, or private retreat. Outside, the spacious corner-lot setting provides room to relax and entertain, while the rear deck creates an inviting spot for outdoor gatherings. The oversized three-car garage and expansive driveway offer exceptional convenience, with abundant parking, storage, and room for vehicles, hobbies, recreational equipment, or all the extras that come with everyday life. Location is the finishing touch. Tucked into a quiet and desirable community, you’re just minutes from the Naval Academy, Naval Academy golf, dining, shopping, recreation, and everything that makes the Annapolis area so special—including its iconic waterfront lifestyle. Spacious. Flexible. Ideally located. This home offers the room you need, the updates you want, and the lifestyle you’ve been waiting for—all with plenty of opportunity to make it uniquely yours. Don't miss it!

1825 Johnson Rd, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$950,000
5 Beds ⋅ 4 Baths
Sellers have just reduced the price by $25,000! Don’t miss this opportunity to own a stunning Colonial in the highly sought-after Bowen Manor community of Annapolis. Offering over 4,500 square feet of beautifully appointed living space. This is a fantastic opportunity to own one of the biggest, and most private lots in the neighborhood. Perfectly positioned with desirable southeast exposure, this exceptional home is bathed in natural sunlight from morning through early evening. Step inside the grand foyer and discover an open-concept floor plan featuring soaring ceilings, rich Brazilian tigerwood hardwood flooring, elegant architectural columns, custom plantation shutters, and extensive decorative moldings. The formal dining room is designed to impress with a tray ceiling, crown molding, and chair rail, while the adjacent living room is filled with natural light from expansive windows. At the heart of the home is the gourmet kitchen, complete with a large center island with breakfast bar seating, granite countertops, Viking microwave and dishwasher, French door refrigerator, walk-in pantry, and a sun-filled breakfast room with direct access to the expansive rear deck. The adjoining family room showcases a dramatic floor-to-ceiling stone fireplace, creating the perfect gathering space. A private home office and powder room complete the main level. Retreat upstairs to the luxurious primary suite featuring a tray ceiling, oversized walk-in closet, and a beautifully remodeled spa-inspired bath with dual granite vanities, jetted soaking tub, frameless tiled shower with built-in seating and decorative inlay, private water closet, and tray ceiling. Spacious secondary bedrooms provide generous accommodations for family and guests. The fully finished lower level offers exceptional flexibility with a large recreation and entertainment area, fifth bedroom, a renovated full bath, utility/storage room with durable epoxy flooring, and access to the garage. Outdoor living is equally impressive. Relax or entertain on the expansive tiered deck featuring Bose outdoor speakers and smart under-deck lighting, then step down to the custom stone patio overlooking a private, fully fenced backyard surrounded by mature trees and open green space. An 11-zone irrigation system services the front flower beds and both front and rear lawns for effortless landscaping. Thoughtful updates and premium features include a Trane two-stage HVAC system (2024), Hot Water Heater (2026), smart Yale front door lock, dual smart thermostats, Wi-Fi-enabled garage door opener, epoxy garage flooring, 5.1 surround sound ceiling speakers in the living room, GE Smart washer and dryer (2021), and a professionally soft-washed exterior completed in 2026. Enjoy an unbeatable location just minutes from Routes 50 and 97, Mike's Crab House, South River marinas, Annapolis Town Center, Festival at Riva, Annapolis Mall, multiple grocery stores, restaurants, and more. Outdoor enthusiasts will appreciate being just minutes from Riva Park, Quiet Waters Park, and Davidsonville Park. Luxury finishes, modern smart-home technology, an exceptional outdoor living experience, and one of Annapolis' most convenient locations combine to make this remarkable Bowen Manor residence truly one of a kind. This home won't last long!

206 Bowen Ct, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454
$899,900
3 Beds ⋅ 4 Baths
Originally built as the community’s model home with over 3,300 finished sq ft, this 3 bedroom, 3.5 bath home features tray ceilings, a built-in speaker system, and abundant natural light throughout the main level. The spacious kitchen overlooks the living and dining areas and features granite countertops, stainless steel appliances, and a large pantry. The living room features a gas fireplace with stone surround, along with direct access to the back deck. Plantation shutters add a finished touch throughout. The primary suite features a walk-in closet and en suite bath with a soaking tub and walk-in shower. Two additional bedrooms and upper-level laundry complete the bedroom level. The fully finished basement expands the living space even further, with windows bringing in natural light, a full bathroom, and plenty of room for a media space, gym, office, or additional living area. Outside, a large, low-maintenance back deck overlooks a tree lined yard, creating a private setting for relaxing or entertaining. An attached two-car garage features an epoxy-coated floor and electric vehicle charger. The location makes it easy to enjoy so much of what Annapolis has to offer, with Quiet Waters Park, Riva Park, Downtown Annapolis, Eastport, the U.S. Naval Academy, local marinas, waterfront dining, shops, and restaurants all within easy reach. Spend a day on the Chesapeake Bay, explore downtown, catch a Navy game, or head across the Bay Bridge for a day on the Eastern Shore. Route 50 and I-97 also provide convenient connections throughout the region. Meticulously maintained and beautifully finished, 108 Marquise Lane offers the opportunity to own the home originally designed to showcase the best of the community.

108 Marquise Ln, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$450,000
4 Beds ⋅ 2 Baths
Fully Renovated Rancher in a Highly Desired Neighborhood! Welcome to this beautifully renovated rancher, featuring 4 bedrooms, 2 full bathrooms, and a fully finished basement. The main level offers beautiful hardwood floors and a completely updated kitchen featuring 42-inch cabinets, quartz countertops, a separate island, and stainless steel appliances. The spacious finished basement provides a large family room, a fourth bedroom, and a full bathroom—perfect for guests, a home office, or additional living space. Enjoy the private backyard and new deck, ideal for outdoor entertaining and relaxing. Located on a quiet street in a highly sought-after neighborhood, the home is conveniently close to major routes, shopping, and everyday amenities. All required permits have been obtained for the renovations. Recent updates include: New siding; New roof; New windows; New gas furnace; New central A/C; New hot water heater; New sump pump; New deck; Fully renovated kitchen; Finished basement with bedroom and full bathroom. Nothing to do but move in and enjoy!

105 Rosecrest Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$385,000
3 Beds ⋅ 1 Baths
AUCTION! Occupied property and inspections NOT available - sold as-is. No for sale sign. Contact with occupants is prohibited. No financed offers/bids as there is NO access. Property is being sold occupied with any and all occupants in AS IS/WHERE IS condition. Neither the seller nor the listing broker can verify the existence of any lease agreement, either written or verbal, nor any rental amount being paid, due or owing. Please DO NOT disturb the occupants. Access for inspections or other purposes is NOT available. Buyer is assuming ALL responsibility for any necessary eviction action. Do not email any offers as the property is being sold via auction and all bids are to be submitted online during auction period. The sale will be subject to a 5% buyers premium pursuant to the Auction Terms & Conditions (minimums may apply). All auction bids will be processed subject to seller approval. Property information provided is estimated and not guaranteed (this includes condo fee/bedroom/bathroom count). Cash bids only as you cannot access the unit. The buyer's agent is to pay a $200 plus sales tax offer management fee at closing of an accepted offer. BIDDING STARTS Aug 24 and ENDS Aug 26.

208 Parker Ave, Annapolis

Listing courtesy of Northrop Realty. Contact: 4105310321
$550,000
4 Beds ⋅ 3 Baths
Welcome to 785 Rolling View Drive… If you’ve been waiting for a home that gives you space, outdoor living, community amenities, and access to the water without the waterfront price tag, this is it!!! 4-bedroom, 2.5-bath split foyer sits in one of the Broadneck Peninsula’s most recognizable water-privileged communities. Off-street parking, covered front porch, and a comfortable layout designed for everyday living and entertaining. The main level features an open living room and dining room combination, with a separate kitchen equipped with stainless steel appliances, including a newer refrigerator, stove, microwave, and dishwasher. From the dining area, step outside onto the oversized deck—the perfect spot for summer gatherings, morning coffee, grilling, or simply enjoying the peaceful setting. Three bedrooms are located on the main level, including a primary bedroom with a walk-in shower, along with a full bath. The lower level includes a fourth bedroom, family/rec room with wood-burning fireplace, separate laundry room, half bath, and walkout access to the rear yard. The backyard offers a private, secluded feel backing to a ravine, creating a natural buffer and peaceful outdoor setting. Major updates include: newer roof, Central A/C, flooring and updates throughout (2026). Cape St. Claire. This isn’t just a neighborhood—it’s a lifestyle. Residents enjoy access to multiple community beaches, three marinas, boat ramps, parks, recreation facilities, piers, and countless ways to enjoy the water. Go boating, launch a kayak, spend the afternoon at the beach, fish from the pier, or simply enjoy everything this unique community has to offer. Shopping and restaurants are conveniently located within the community, while Annapolis is just a short drive away. Perfect for commuters; convenient access to Washington, D.C., Baltimore, and Fort Meade. Come see why 785 Rolling View Drive is more than just an affordable Annapolis home—it’s an opportunity to live the Cape St. Claire lifestyle. Schedule a private showing today!!!

785 Rolling View Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$895,000
6 Beds ⋅ 3 Baths
Open House Cancelled - Sellers will review highest and best offers 9am Sunday 08.23. From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering pink magnolias fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests. Updates worth noting for any savvy home buyer: HVAC replaced (2026), Basement Renovation (2026), Roof (2022) and Kitchen + Primary Suite full renovation (2022).

296 Halsey Rd, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$849,900
4 Beds ⋅ 3 Baths
Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact: 4434636009
$645,000
3 Beds ⋅ 2 Baths
This adorable split level home is located on a cul-de-sac in ROLLING HILLS! The sellers just had the interior painted, carpets replaced on the main and upper levels, and the vanity replaced in the primary bath—all on top of existing updates throughout. A generous asphalt driveway and meandering paver walkway create a wonderful first impression. Once inside, you'll find hardwood floors, a bright interior, generous room sizes, and a seamless layout. The wood-burning fireplace anchors the lower-level recreation room, creating an inviting, cozy space. The laundry and utility area provides convenient access to the rear yard, which boasts a composite deck, a large double-door shed, and a lush, gently rolling lawn dotted with shade trees. Just wait until you see this one—you're going to love it!

1838 Brett Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,285,000
4 Beds ⋅ 3 Baths
Discover elegance at 1227 Cross Road in Annapolis, Maryland, a stunning 2023-built home in the water-privileged Oyster Harbor community, elevated by upgrades made by the current owner since purchase. Enter through grand double doors into an open foyer with hickory hardwood floors, soaring ceilings, and crown molding. The great room impresses with a coffered ceiling, ceiling fan, fireplace, and large windows that flood the space with natural light. The gourmet kitchen is an entertainer’s dream, featuring a 5-foot quartz island, double oven, prep sink, breakfast nook, expansive walk-in pantry, and a butler’s pantry/wet bar upgraded by the owner for effortless hosting. The formal dining room, with its trey ceiling and designer windows, adds sophistication. A main-level office or in-law suite includes a full bath, ceiling fan, and custom California Closets added post-purchase for enhanced organization. Ascend the stunning, light-filled staircase, a true architectural centerpiece to the second floor. Here, a versatile loft/flex space is perfect for a family room, home office, or play area. Two additional bedrooms with ceiling fans and owner-installed California Closet systems offer comfort, with one boasting private bath access and a walk-in closet. The primary suite is a retreat, featuring recessed lighting, a trey ceiling, a spacious dressing/sitting area, a luxurious 6x6 shower, and a large walk-in closet with a California Closet upgrade. A laundry center, enhanced by the owner with custom cabinetry, granite countertops, and a Blanco sink, adds convenience. The oversized 2-car garage features 12-foot ceilings, an owner-applied epoxy floor, and a 240V electric vehicle hookup. A mudroom with custom storage cabinetry, added post-purchase, welcomes you from the garage. Additional owner upgrades include gutter guards, Cat6 wiring, pre-installed security system wiring, and a 1,500 sq ft conditioned crawl space for storage. Outdoors, relax on the 13x10 screened porch with recessed lighting, a thoughtful owner addition. Recent updates include kitchen backsplash subway tile, wet bar backsplash subway tile, fireplace surround and painting throughout. Enjoy Oyster Harbor’s waterfront amenities, including a boat ramp, pier, private beach, and opportunities for kayaking, fishing, and paddleboarding. With the current owner’s thoughtful upgrades since 2023, this Annapolis gem combines modern luxury with unparalleled functionality. View the full HD Video Tour and contact listing agent for a private in person tour.

1227 Cross Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (703) 745-1212
$1,250,000
4 Beds ⋅ 3 Baths
Set on 2.5 beautifully landscaped acres in the desirable community of The Meadows, this distinctive three-sided brick home offers an impressive combination of privacy, spacious one-level living, custom features, and exceptional indoor and outdoor entertaining spaces. With four generously sized bedrooms and three full baths on the main level, the home provides a versatile floor plan rarely found today. At the heart of the home is a beautifully appointed chef's kitchen designed for both serious cooking and casual gatherings. Features include stainless steel appliances, granite countertops, an oversized island with seating, two separate convection ovens, an electric cooktop, and quality KraftMaid cabinetry with a double pantry, pull-out storage, and under-lit glass-front cabinets. A custom wet/dry bar with wine cooler, wine rack, oversized sink, and instant hot water creates a dedicated entertaining area. The kitchen opens to the inviting family room with a gas fireplace, while the elegant living and dining rooms feature beautiful stone flooring and an oversized bay window that brings abundant natural light into the home. Plantation shutters add both architectural character and privacy. A spacious main-level laundry and mudroom with rear entrance, garage access, custom shelving, and generous storage makes everyday living exceptionally convenient. The main-level primary suite is truly a private retreat. An extraordinary 12' x 12' walk-in closet professionally organized by California Closets provides exceptional storage. The spa-inspired primary bath features dual vanities, an air-soaking tub, an oversized separate shower, a private water closet with a bidet, and marble tile flooring. The finished lower level dramatically expands the home's possibilities. An expansive clubroom with built-in cabinetry and bookshelves offers plenty of space for a pool table, media center, gaming area, or large gatherings. A separate room currently serves as a home gym but could easily be converted into an office, craft room, or additional flexible space. Multiple exterior entrances provide convenient access to the grounds. A custom hobby/utility area with specialized wiring and a commercial-size sink is ideal for pottery, creative projects, gardening needs, or even a dog-washing station. An additional conditioned storage area with heat and air provides valuable year-round storage. The outdoor spaces are equally impressive. Stone paver walkways lead to an expansive 1,407-square-foot multi-level stone patio, creating a spectacular setting for entertaining, dining, or relaxing outdoors. A Trex deck directly off the kitchen is ideal for grilling, while professionally landscaped gardens and an underground sprinkler system enhance the 2.5-acre setting. An oversized 613-square-foot side-entry two-car garage features a custom organization system, and an additional parking pad provides ample space for guests or oversized vehicles. An owned propane tank supplies the gas range, fireplace, and whole-house generator, providing additional comfort and peace of mind. Dual-zone HVAC includes one unit replaced in 2024. Additional features include public water, a septic system, and a voluntary HOA. Conveniently located for access to Annapolis, Baltimore, and Washington, D.C., this exceptional Meadows property offers a rare opportunity to enjoy acreage and privacy without sacrificing accessibility.

1812 Millridge Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$585,000
3 Beds ⋅ 3 Baths
Welcome to 1055 Sun Valley Drive, a beautifully cared‑for Colonial in Cape St. Claire that blends thoughtful updates, flexible living space, and Broadneck Peninsula convenience. This 3BR/2.5BA home offers approximately 2,050 finished square feet. Built in 1989, the property is newer than many surrounding homes and features public sewer, well water, electric heat, and an attached garage. The heart of the home is the fully remodeled kitchen (2021), designed with marble counters, custom wood cabinetry, and a Fisher & Paykel dishwasher drawer. An open‑concept redesign creates a seamless flow into an oversized dining room with French doors to the backyard—ideal for everyday living and entertaining. The living room was updated in 2024 with custom built‑in cabinetry and bookcases, and new flooring (2021) runs throughout the first level. Three spacious bedrooms and two full bathrooms make up the second floor. The primary bedroom’s ensuite bath includes a new vanity top (2026) and a refinished tub. Outdoor highlights include professional landscaping, a new fence (2026) fully enclosing the backyard, a main shed built in 2020, and a smaller side shed added in 2026. Enjoy the seasonal reward of a productive strawberry patch each summer. Near Broadneck schools, parks, shopping and commuter routes, this home is a rare find for buyers seeking a move‑in‑ready home in a highly desirable Annapolis location. Cape St. Claire’s HOA provides water privileges—including a beach, marina access, and waterfront recreation—for just $10 per year.

1055 Sun Valley Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$394,999
3 Beds ⋅ 2 Baths
Welcome home to this charming 3-bedroom, 1.5 bath home conveniently located near Downtown Annapolis! Featuring beautiful hardwood floors and a finished basement, this home offers comfortable living with plenty of additional space to make your own. Step outside to a large, fully fenced backyard perfect for entertaining, pets, gardening, or simply relaxing outdoors. Move in and enjoy as-is or bring your personal touches and create a space that truly reflects your style. With its convenient location, flexible living space, and inviting outdoor area, this home is full of opportunity. Don’t miss your chance to make it yours!

200 Woods Dr, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$669,900
2 Beds ⋅ 2 Baths
Welcome to easy, active living in Heritage Harbour! This beautifully maintained villa offers a desirable open floor plan with hardwood floors, 2 bedrooms plus a versatile den that can easily serve as a 3rd bedroom, office, or guest space. The spacious screened-in porch is the perfect place to enjoy your morning coffee, relax with a good book, or entertain friends while overlooking the beautifully landscaped grounds. A 2-car garage provides plenty of room for vehicles, bikes, golf cart, and extra storage. All this in Heritage Harbour, Annapolis’ premier 55+ community, offering an incredible array of amenities including golf, pools, tennis, pickleball, fitness facilities, clubs, activities, and so much more. Come see why Heritage Harbour is such a wonderful place to call home!

847 Rudder Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105
$1,349,000
5 Beds ⋅ 5 Baths
Rare Opportunity to own a newer home tucked away on a private cul-de-sac just a short stroll from everything Downtown Annapolis has to offer. Completed in 2022, this exceptional home showcases top of the line finishes throughout. Designer kitchen with Quartz countertops, custom cabinetry and high end GE Cafe appliances. Wide Plank hardwood floors throughout the main and upper levels. 9 foot ceilings and custom moldings. Recessed lights throughout the home. Low Maintenance Hardie Plank siding and Anderson Windows. Main level has an open floor plan with office area perfect for those that work from home. Upper level features 4 generous sized bedrooms. Primary Bedroom has cathedral ceilings, massive his and her walk in closets. Lower level is finished with indestructible Luxury Vinyl Plank floors. In the lower level there is a room perfect for a gym or 5th bedroom (there is an egress window). The .25 acre lot has community space next to it that provides extra yard space for kids to use. 2 Car attached garage with a rough in for EV Charger. Sellers recently installed Solar Panels. Energy costs are VERY minimal. Terrapin Station is a prime location. The Navy Stadium is just around the corner. Walkable to Historic Annapolis, US Naval Academy and tons of restaurants. Steps from the Poplar Path which has numerous playgrounds and the Michael Busch Annapolis Library off it. Come live the Annapolis lifestyle!

111 Ellershaw Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686
$599,000
4 Beds ⋅ 3 Baths
Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

402 S Cherry Grove Ave, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425
$725,000
4 Beds ⋅ 3 Baths
This charming Colonial-style home in the desirable Riva Trace community offers a perfect blend of comfort and convenience. Set on a spacious 0.27-acre lot, the well-maintained yard features a side yard and a rear yard with an inground pool, ideal for gardening or entertaining. Inside, the home boasts four bedrooms and two and a half bathrooms, providing ample space for relaxation. The cozy family room is enhanced by a fireplace with glass doors, perfect for creating a warm ambiance during cooler months. The family room also leads to an enclosed porch that also leads to the pool and rear yard. The unfinished basement with a walkout entrance offers potential for customization, whether for additional living space or storage. Enjoy the luxury of a personal pool, perfect for summer gatherings or quiet afternoons. The property is conveniently located near Ginger View Creek, offering a tranquil water feature for nature enthusiasts. Riva Trace is known for its strong community spirit, with nearby parks and recreational facilities that promote an active lifestyle. Residents benefit from access to quality schools and essential public services, ensuring a well-rounded living experience. With easy access to local amenities and a welcoming neighborhood atmosphere, this home is a fantastic opportunity for those seeking a vibrant community. This is the Cardiff model with many wonderful features. The price reflects TLC needed. Offers need to be submitted by Monday August 17th, 12:00pm EST

236 Autumn Chase Dr, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$1,350,000
4 Beds ⋅ 4 Baths
Welcome to this beautifully maintained, thoughtfully designed waterfront home that sits on just under a half of an acre, proudly offered by its original owner. Featuring 4 bedrooms, 3.5 bathrooms, and breathtaking water views, this exceptional property combines comfort, quality craftsmanship, and the ultimate Chesapeake Bay lifestyle. From the moment you step inside, you'll be greeted by soaring vaulted ceilings and an abundance of natural light that fills the home. The open floor plan is perfect for both everyday living and entertaining, while expansive windows showcase the stunning waterfront views. Step outside onto the impressive 48' x 12' deck, complete with a hot tub and a fully fenced backyard. Follow the path to your private pier, equipped with water and electric service, a manual Jet Ski lift, and a 10,000-pound electric boat lift. Enjoy being just minutes by boat from the mouth of the Chesapeake Bay, making this a dream location for boating, fishing, and waterfront enthusiasts. The heart of the home is the spectacular family room, featuring a floor-to-ceiling 17-foot stone fireplace with a wood-burning stove and a handcrafted wood mantel. The spacious kitchen is designed for both function and style, offering stainless steel appliances, granite countertops, stone backsplash, breakfast bar, and a large pantry. The separate dining area flows seamlessly into the main living space, creating the perfect setting for gatherings and entertaining guests. The main-level primary suite is a true retreat, featuring vaulted ceilings, two walk-in closets, private access to outside and a spacious en-suite bathroom with a walk-in shower and a relaxing jetted soaking tub. A convenient main-level laundry room completes the first floor. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bathroom featuring double sink vanity with a private shower and toilet area. An open loft/game room overlooks the main living area, providing additional flexible living space. The fully finished lower level offers an ideal in-law or guest suite with its own private entrance, laundry area, full kitchen, oversized bedroom, living room, office, full bathroom, and abundant storage. Every detail of this home has been thoughtfully designed for comfort, functionality, and the incredible waterfront setting. Whether you're relaxing on the deck, enjoying a day on the water, or entertaining family and friends, this home offers the perfect backdrop for making lifelong memories. Don't miss this rare opportunity to own an exceptional waterfront property that has it all.

1072 Little Magothy Vw, Annapolis

Listing courtesy of Real Estate Professionals, Inc.. Contact: 4102854800
$550,000
4 Beds ⋅ 3 Baths
This beautiful home pairs updated features with a flexible layout design in one of the area’s most sought-after communities. Inside, you’ll find hardwood floors (refinished in 2022), a gorgeous kitchen (2022), a spacious primary suite with cathedral ceiling and private bath, plus a finished lower level (2022) with spacious and separate laundry room (new washer / dryer 2025). Connects to an attached one car garage with interior access and huge storage space off the back of the garage. Outside, enjoy peace of mind with a newer roof (2024) and loads of fun within the fenced backyard or on your large rear deck, all just minutes from Cape St. Claire’s beaches, boat ramp, playgrounds and community amenities.

1280 Cape St Claire Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900
$1,279,000
5 Beds ⋅ 3 Baths
Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is. Coming Soon status may change to Active status prior to date noted in MLS.

1112 Little Magothy Vw, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$949,000
5 Beds ⋅ 4 Baths
Nestled in the serene enclave of Corbin Park, this exquisite Colonial-style residence offers a harmonious blend of elegance and comfort, perfect for those seeking a luxurious lifestyle. With 2,912 square feet of thoughtfully designed living space, the main home features 3 spacious bedrooms and 2 and a half bathrooms, ensuring ample room for relaxation and entertainment. The separate attached apartment is accessed through rear stairs and adds an additional 2 bedrooms, 1 full bath along with a separate kitchen. Step inside to discover a warm and inviting atmosphere, accentuated by a formal dining room that sets the stage for memorable gatherings. The heart of the home is the family room, seamlessly connected to the kitchen, where culinary dreams come to life. The upgraded countertops provide a stunning backdrop for the all new high-end stainless steel appliances. Whether you're hosting a dinner party or enjoying a quiet meal, this space is designed for both functionality and style. The fully finished basement offers additional living space, perfect for a home theater, game room, or personal gym, catering to your lifestyle needs. Cozy up by the fireplace in the family room, where the flickering flames create a perfect ambiance for relaxation on chilly evenings. The outdoor oasis is equally impressive, featuring a personal in-ground pool that invites you to unwind and soak up the sun in your private retreat. The expansive 0.38-acre lot provides plenty of space for outdoor activities, while the attached two-car garage ensures convenience and security. With an association that includes snow removal and lawn maintenance, you can enjoy a low-maintenance lifestyle, allowing you more time to savor the finer things in life. The property's location offers easy access to local amenities, enhancing your everyday experience. This home is not just a place to live; it's a sanctuary where luxury meets comfort, creating an exclusive lifestyle that you will cherish for years to come. Experience the perfect blend of sophistication and warmth in this remarkable residence, where every detail has been meticulously crafted to elevate your living experience.

112 Speicher Dr, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454
$1,350,000
4 Beds ⋅ 4 Baths
Beautifully updated 4-bedroom, 2 full and 2 half bath home offering the perfect blend of comfort, style, and convenience in the heart of Annapolis. Designed for both everyday living and entertaining, this home features an updated kitchen with modern finishes and newer appliances, including an induction cooktop and oven, refrigerator, dishwasher. Upstairs, the expansive primary suite serves as a private retreat, complete with a spa-inspired bathroom featuring a relaxing jetted soaking tub. The convenience of a second-floor laundry room makes everyday living even easier, with laundry located just steps from all four bedrooms. The finished basement offers exceptional flexibility and can be used as a recreation room, home office, fitness area, media room, or additional living space. Enjoy cozy evenings by the gas fireplace or relax outdoors on the updated screened porch and adjoining Trex deck—perfect for entertaining or enjoying your morning coffee. Located near shops, restaurants, and the library, this move-in-ready home offers the ideal combination of thoughtful updates, functional living space, and an exceptional Annapolis location. Don't miss the opportunity to make 203 S. Southwood Avenue your next home! Additional improvements - New HVAC system, new hot water heater and updated deck and screened patio. Additional Highlights - Community greenspace boasting zipline, fire pit and common grounds.

203 S Southwood Ave, Annapolis

Listing courtesy of ERA Martin Associates. Contact: 4107491818
$750,000
3 Beds ⋅ 3 Baths
Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes throughout. The chef’s kitchen is fully equipped with Saint Cecilia granite counter tops, an expansive island breakfast bar, premium stainless steel appliances, a mosaic tile back splash, and soft-close cabinetry. The open floor plan main level also includes 2 bedrooms and a full bathroom. Upstairs, a massive second-story addition houses a luxurious primary suite with a custom glass shower, a walk-in closet, and a sitting area. The lower level offers a family room with a storage area and a "DEN" with a full bath. No detail was spared in the renovation, which features gleaming new hardwood floors, energy-efficient double-pane tilt-in windows, and updated insulation. Enjoy worry-free living with a comprehensive HVAC setup including a gas furnace and central A/C, updated plumbing, new electrical panels, a new water heater, and a fully integrated, code-compliant interior fire sprinkler system. The exterior shines with architectural roof shingles, low-maintenance vinyl siding, new gutters, and a spacious gravel driveway. Outside, enjoy outdoor entertaining in the fully fenced, private backyard. Perfectly situated moments from historic downtown Annapolis, Eastport restaurants, and local waterways. Move right in and enjoy seamless coastal living!

907 Monroe St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767
$3,595,000
6 Beds ⋅ 6 Baths
An extraordinary opportunity to create the luxury waterfront estate you've always envisioned. Perfectly positioned on a spectacular homesite offering approximately 120 feet of pristine shoreline and 8 feet of mean low water, this exceptional to-be-built custom residence by Whitehall Building & Co. combines timeless architecture, uncompromising craftsmanship, and an unparalleled waterfront lifestyle. Designed to maximize breathtaking panoramic water views from nearly every room, the home features soaring ceilings, walls of glass, and an open-concept floor plan that seamlessly blends elegant indoor living with exceptional outdoor entertaining. Every detail has been thoughtfully curated to create a residence that is both sophisticated and comfortable. The gourmet chef's kitchen serves as the heart of the home, showcasing premium appliances, custom cabinetry, an oversized center island, and luxurious finishes that make both everyday living and grand-scale entertaining effortless. The expansive great room flows seamlessly to covered outdoor living spaces where you can enjoy spectacular sunrises, waterfront dining, and endless views of the water. The luxurious main-level owner's suite offers the convenience of first-floor living while serving as a private retreat, complete with spa-inspired bath, oversized walk-in closets, and stunning waterfront vistas. Upstairs, each spacious bedroom features its own beautifully appointed ensuite bath, ensuring comfort and privacy for family and guests alike. The lower level offers endless possibilities and can be customized to suit your lifestyle. Whether you envision a state-of-the-art home theater, fitness studio, wine cellar, golf simulator, additional guest suites, waterfront bar, or expansive recreation room, every space can be tailored to your personal vision. Outside, the property becomes your own private waterfront resort. There is room to create a spectacular waterside pool , allowing you to enjoy resort-style living without ever leaving home. The private deep-water pier, with approximately 8 feet of mean low water and 120 feet of shoreline, easily accommodates large yachts, sailboats, and multiple watercraft, providing immediate access to some of the Chesapeake Bay's finest cruising, fishing, and waterfront destinations. This is more than a new construction home, it is an opportunity to collaborate with one of the region's premier luxury builders to create a residence uniquely tailored to your lifestyle while enjoying the peace, privacy, and beauty that only an exceptional waterfront setting can provide. Rarely does a homesite of this caliber become available, offering the perfect combination of privacy, deep water, the ability to build a waterside pool, and luxury new construction. If you've been searching for a waterfront property that truly has it all, your search ends here. Begin building now and be enjoying your new waterfront lifestyle by next boating season.

1668 A Homewood Landing Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369
$3,997,000
5 Beds ⋅ 7 Baths
Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout. A welcoming bluestone walkway and front porch opens to the foyer, while a dramatic circular foyer at the foot of the staircase serves as the heart of the home, seamlessly connecting the formal dining room, elegant club room, and expansive kitchen and family room. Designed for effortless entertaining and everyday living, the chef's kitchen opens to the spacious family room featuring coffered ceilings and a striking fireplace. Just beyond, the waterside deck expands the living space with a swim spa, outdoor kitchen, and an exterior half bath, thoughtfully positioned so guests coming from boating, swimming, or relaxing by the water never need to enter the home. These exceptional amenities create the perfect setting for entertaining while embracing the waterfront lifestyle. Off the 2-car garage, the thoughtfully designed mudroom offers a built-in workspace, abundant storage, and a convenient powder room. A private main-level guest suite with an ensuite bath provides ideal accommodations for guests or multigenerational living. The upper level offers four spacious bedrooms, including two with private ensuite baths, while two additional bedrooms share a beautifully appointed bath. One bedroom has been transformed into a custom dressing room and can easily be converted back if desired. A large bonus room above the garage, complete with its own powder room, provides endless flexibility as a media room, playroom, home gym, or studio. The luxurious primary suite is a true retreat, featuring sweeping Lake Ogleton views from its wraparound balcony, a private office, spacious walk-in closet, and a spa-inspired bath with heated floors, soaking tub, oversized walk-in shower with built-in bench, and designer finishes. The top level is designed for entertaining with an expansive recreation room and a dramatic spiral staircase leading to one of the home's most remarkable features, a private rooftop deck perched among the highest elevations in Bay Ridge, offering breathtaking panoramic views and the perfect setting for morning coffee, sunset cocktails, or evening stargazing. Outside, the waterfront experience is equally impressive with a newly constructed pier featuring upgraded electrical service, LED lighting, three boat lifts, including an impressive 40,000-pound lift, and convenient waterside shed, providing exceptional accommodations for a variety of vessels and effortless access to the Chesapeake Bay. Bay Ridge offers an unmatched waterfront lifestyle with a community pool and clubhouse overlooking the Chesapeake Bay, sandy beaches on both the Bay and the river, a marina with a newly renovated clubhouse, playgrounds, basketball courts, ball fields, and miles of scenic waterfront roads for walking and biking. An active social calendar and year-round events make Bay Ridge one of Annapolis' most sought-after communities. Just minutes from Historic Downtown Annapolis and Eastport, enjoy award-winning restaurants, boutique shopping, marinas, and waterfront parks, with convenient access to Routes 50 and 97 for commuting to Baltimore, BWI Airport, Fort Meade/NSA, Washington, D.C., or Maryland's Eastern Shore. Welcome Home!

14 E Lake Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$850,000
4 Beds ⋅ 5 Baths
NEW PRICE OR- ASK ABOUT OUR LOWER-RATE PURCHASE OPTION. Space, flexibility and the Annapolis water-oriented lifestyle come together at 1007 Harbor Drive, offering 3722 finished square feet, four bedrooms, three full and two half baths, a two car garage and a finished lower level - all in the sought-after Annapolis Roads community. The versatile floor plan provides room to spread out, work from home, entertain and accommodate guests, while the finished lower level adds a recreation room, kitchenette, full bath, bonus room and private entrance. Outdoor living is equally impressive. Enjoy the screened porch, deck, 10-person hot tub and newly built fire pit with custom paver patio overlooking the level, fenced backyard. An extra-wide driveway provides parking for additional vehicles, a boat or RV, while the two-car garage offers extensive storage with a floored attic, shelving and cabinets. Inside, hardwood and luxury vinyl plank flooring, fresh paint, new upstairs carpet and recessed lighting complement a spacious main level with a wood-burning fireplace, dedicated living room/home office, dining space, kitchen with granite countertops and island, and a bright breakfast area with vaulted ceiling and skylights. Upstairs are four bedrooms, including a generous primary suite with sitting/dressing area, walk-in closet and its own laundry, plus an updated hall bath with double vanity. Major improvements include a two-zone HVAC system and most windows replaced in 2024, roof approximately 2020, refrigerator 2025, cooktop 2023 and dishwasher 2022. A Choice home warranty through 2030 conveys to the buyer. And then there's the lifestyle. Annapolis Roads residents enjoy access to a sandy community beach, boat ramp, waterfront park, playground, picnic area and pavilion along the Chesapeake Bay—all just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining and major commuter routes. No HOA.

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005
$999,999
4 Beds ⋅ 4 Baths
ALL PARTIES MUST SIGN HOLD HARMLESS AGREEMENT AND RETURN TO LISTING AGENT PRIOR TO ACCESSING THE PROPERTY. Welcome to an exceptional opportunity to build your dream waterfront estate at 1639 Colbert Road, Annapolis, MD 21409. Nestled on 5 private waterfront acres, this rare homesite offers the perfect blend of peaceful seclusion, natural beauty, and the convenience of Annapolis living. The current proposed plan features approximately 3,500 square feet of thoughtfully designed living space with 4 spacious bedrooms, 3 full baths, and 1 half bath. The open-concept floor plan is designed to maximize natural light and capture beautiful waterfront views while providing modern comfort and functionality for everyday living and entertaining. Prefer something uniquely your own? This is a to-be-built home, giving buyers the flexibility to customize the existing floor plan or work with the builder to design a completely custom home of up to 3,500 square feet that reflects their lifestyle and vision. Whether you envision a coastal-inspired retreat, a modern farmhouse, or a timeless custom residence, this extraordinary property provides the ideal canvas. Enjoy expansive outdoor living, endless opportunities for recreation on the water, and the privacy that only a five-acre waterfront setting can provide. Enjoy the privacy of a 5-acre waterfront setting while remaining just minutes from downtown Annapolis, shopping, dining, and commuter routes. Don't miss this unique opportunity to build the waterfront home you've always envisioned in one of Anne Arundel County's most desirable locations. Don't miss this rare chance to create a one-of-a-kind waterfront home in one of Annapolis' most desirable locations. Bring your vision to life and experience luxury waterfront living tailored specifically to you. See proposed floorplan in documents.

1639 Colbert Rd, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690
$3,850,000
5 Beds ⋅ 5 Baths
Discover the pinnacle of contemporary waterfront living in this extraordinary new construction residence by Cypress Homes, perfectly sited on a spectacular peninsula along the picturesque Little Magothy River. Surrounded by water on two sides and offering a rare 525 feet of waterfrontage, this remarkable property captures sweeping panoramic views extending across the Magothy River to the Chesapeake Bay beyond. This custom crafted luxury home offers an exceptional blend of refined craftsmanship, timeless elegance, and an unparalleled waterfront lifestyle. Located within the highly acclaimed Blue Ribbon Broadneck School District and just minutes from downtown Annapolis, Severna Park, Baltimore, Washington, D.C., and BWI Airport, this residence offers the perfect balance of peaceful waterfront living and everyday convenience. Designed with meticulous attention to detail, every space has been thoughtfully curated to capture the spectacular water views while offering exceptional comfort for everyday living and entertaining. The dramatic foyer immediately impresses with a stunning floor to ceiling glass wine cellar before opening to expansive living spaces where walls of glass frame the shimmering waters of the river and pool beyond. The open concept design seamlessly connects the living room with fireplace and wet bar, an elegant dining area, and a gourmet chef's kitchen featuring premium appliances, custom cabinetry, and sleek designer finishes. A private main level bedroom with an ensuite bath provides ideal accommodations for guests, extended family, or a dedicated home office. An architectural open tread staircase leads to the upper level, where four additional bedrooms and three beautifully appointed baths await. The primary suite is a true waterfront sanctuary, offering breathtaking views, a private balcony overlooking the heated saltwater pool, a spa style bath, and generous walk in closets. An additional ensuite bedroom and two spacious bedrooms connected by a shared bath provide flexibility for family and guests, while the expansive bonus room above the garage is ideal as a media room, playroom, fitness studio, or additional guest retreat. Step outside to experience a waterfront setting few can rival. Whether relaxing beside the heated saltwater pool, entertaining along the water's edge, or enjoying the serenity afforded by this rare peninsula setting, the connection to the water is ever present. Launch a kayak or paddleboard from your private pier, spend the day crabbing and fishing, or cruise the protected waters of the Little Magothy River before venturing out for endless boating adventures. Offering the rare combination of new construction, 525 feet of waterfrontage, a peninsula setting with water on two sides, luxurious finishes, panoramic water views, and an unbeatable location, this is a home designed to be enjoyed for generations. A truly remarkable opportunity to experience one of Annapolis' most extraordinary waterfront estates. Welcome home!

1100 Magothy Cir, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600
$875,000
4 Beds ⋅ 4 Baths
Welcome to 3249 Arundel On The Bay Road, an exceptional custom contemporary estate situated on over one private acre in one of Annapolis’ most exclusive waterfront communities. Appraised at $1,097,000 in January 2026, this remarkable property offers an incredible opportunity for instant equity while delivering the luxury lifestyle today's discerning buyers seek. A dramatic two-story foyer introduces light-filled interiors enhanced by oversized windows, custom finishes, and sophisticated design throughout. The open-concept layout centers around a beautifully appointed kitchen featuring stainless steel appliances, a spacious pantry, and designer lighting, creating the perfect setting for both intimate gatherings and grand entertaining. The impressive main-level primary suite serves as a private retreat with soaring ceilings, a loft, expansive walk-in closet, and spa-inspired bath. Additional bedrooms, versatile living spaces, a finished lower level with a custom fireplace feature wall, and a spectacular rooftop deck provide exceptional comfort and flexibility for family and guests. Step outside to your secluded backyard oasis surrounded by mature privacy trees, offering the perfect backdrop for outdoor entertaining and peaceful relaxation. A two-car garage with EV charging capabilities adds modern convenience, and the seller is willing to include the home's furnishings for a truly turnkey experience. Residents of Arundel On The Bay enjoy access to private beaches, boat ramps, fishing piers, kayak storage, and breathtaking Chesapeake Bay sunsets—all just minutes from downtown Annapolis, premier dining, marinas, and yacht clubs. Rarely does a property combine privacy, luxury, and the coveted Annapolis waterfront lifestyle so effortlessly. There's nothing like it in the area!

3249 Arundel On The Bay Rd, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$750,000
5 Beds ⋅ 5 Baths
Significant Price Improvement! Priced to sell, incredible value. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and Accessibility! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 large bedroom with a full bath and walk-in shower; and the lower level has another full bath and several areas to make additional bedrooms. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room and private entrance! There is even space for a kitchenette! There are so many possibilities with this extra space including an apartment or in-law suite! The home is filled with natural light and scenic views throughout. Situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! The lush backyard is fully fenced in and ready for entertaining and evening dinners on the updated trex deck! The lot next to the home is a county preserved wooded lot that offers privacy and attracts wildlife. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. The home has been well cared for and maintained; only two owners since it was built! Recent updates include: HVAC, water heater, main level LVP floors that are very durable, trex deck and renovated front porch with tile, custom plantation shutters, renovated primary suite and luxury full bath, front load w/d, professionally cleaned, professionally landscaped, backyard drainage system...and more! Sellers are MOTIVATED and ready for another family to make this their home! MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Don't miss this great opportunity! Schedule your showing today. OPEN HOUSE SATURDAY 9/12 1-3PM.

3280 Arundel On The Bay Rd, Annapolis

Listing courtesy of The KW Collective. Contact: 4435741600
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