Annapolis Single Family Real Estate

Lovingly maintained by the original owners since 1986, this classic colonial is ready for its next chapter. Tucked away on a peaceful cul-de-sac, this home offers a wonderful setting with a spacious lot, mature trees, established gardens and a backyard that was thoughtfully designed and professionally landscaped over the years. Enjoy the changing seasons from the impressive 18x16 sunroom addition featuring walls of windows overlooking the beautiful backyard, or step outside onto the adjoining deck for outdoor entertaining and relaxation. The main level offers a traditional layout with formal living and dining rooms, while the kitchen, family room and sunroom create a spacious gathering area in the heart of the home. The large kitchen features granite countertops, abundant cabinet space and a center island with plenty of room for meal preparation and casual seating. A convenient half bathroom and attached two-car garage complete this level. Upstairs, you will find three generously sized bedrooms including the primary suite with an attached bathroom featuring a soaking tub, separate walk-in shower and dual vanity. The primary bedroom also offers excellent closet space along with a versatile adjoining sitting room/walk-in closet area that could easily be converted back into an additional bedroom. An additional walk-in closet within the primary bedroom includes a convenient second-level laundry area while still providing functional closet space. Two additional spacious bedrooms and a full hall bathroom complete the upper level. The unfinished walk-up lower level provides additional storage, a second laundry area and plenty of possibilities for future living space. With updated HVAC (2026),new siding(2025) wonderful additions and a beautiful established homesite, this special property offers the opportunity to make lasting memories for years to come.

2802 Autumn Chase Run, Annapolis

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

$1,895,000

8 Beds ⋅ 6 Baths

Set on nearly two serene acres, this stately brick-front colonial commands attention with timeless curb appeal. Inside, a formal living room and a separate office or study offer refined spaces for quiet pursuits, while the expansive great room and adjoining den are connected by a dramatic double-sided fireplace, one of four throughout the home. The partially open layout flows with intention, suited to entertaining on a grand scale or gathering in comfort. A grand formal dining room is framed by a wall of windows overlooking the side garden, and the renovated cook's kitchen impresses with stainless appliances, dual wall ovens, a 36" professional series gas cooktop, and an oversized island. A separate breakfast area and a large rear deck extend the living space outdoors, overlooking the grounds and swimming pool. Upstairs, five bedrooms include an extraordinary owner's suite with a gas fireplace, walk-in closet, and a beautifully renovated bath with soaking tub. The lower level offers exceptional versatility with three additional bedrooms, a large living area or recreation room, two full baths, a renovated kitchen, and separate access, ideal for guests or extended family. A three-car garage completes the residence. Brice Manor resides within the Meadows Community, known for its oversized lots, lush lawns, and heritage trees. Tree-canopied streets and award-winning Blue-Ribbon schools define this secluded enclave, moments from the Severn River with easy access to West Annapolis, Eastport, and historic Annapolis.

234 Meadowgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

$865,000

TIMELESS ARCHITECTURE & RESORT-STYLE LIVING IN KINGSPORT of ANNAPOLIS Nestled within the highly sought-after community of Kingsport of Annapolis, this exceptional Neo-Traditional residence offers timeless architecture, thoughtfully curated designer updates, and an idyllic setting backing to mature trees. With five bedrooms, FOUR full and one half baths, a finished walk-up lower level, and a side-entry two-car garage, the home blends elegant formal spaces with comfortable everyday living. A classic brick front, Hardi-Plank siding, covered front porch, manicured landscaping, custom Hardi-Plank storage shed, fenced rear yard, pergola entry, raised stone garden bed, and expansive stone patio create outstanding curb appeal and inviting outdoor living spaces. Inside, the entry foyer introduces beautifully proportioned living spaces filled with natural light and clad in hardwood floors. The formal living room is framed by architectural columns, multiple windows, and transoms, while the elegant dining room showcases a distinctive octagonal turret wrapped in plantation-shuttered windows. Privately tucked between the living room and great room, the study features French glass doors and tranquil views of the wooded rear landscape. The wrap-around kitchen is designed for both entertaining and everyday living, featuring crisp white cabinetry, brushed gold hardware, contrasting quartz on the center island with breakfast bar seating, gas cooktop, and designer nautical pendant lighting. The spacious breakfast area, highlighted by a striking Sputnik chandelier, flows effortlessly into the spectacular two-story great room where soaring windows and stacked clerestory windows frame peaceful tree views and flood the home with natural light. A cozy gas fireplace anchors the space, while an atrium door opens directly to the stone patio, gardens, and fenced backyard, seamlessly blending indoor and outdoor living. An upgraded main-level laundry room adds everyday convenience. Upstairs, an open loft provides the perfect work-from-home space overlooking the dramatic great room below. French doors welcome you into the luxurious primary suite featuring a tray ceiling, designer chandelier, sitting room, private balcony, and two spacious walk-in dressing closets. The renovated spa-inspired bath offers dual designer quartz vanities, custom feature walls, elegant sconces, a frameless glass shower, soaking tub, and plantation-shuttered windows. A generous ensuite bedroom with private bath and walk-in closet, plus two additional spacious bedrooms, complete the upper level. The finished walk-up lower level offers exceptional flexibility with a spacious recreation room opening directly to the backyard, an oversized guest suite with luxury vinyl plank flooring, walk-in closet and adjacent full bath, a versatile flex room ideal as a home office, gym or overflow guest space, plus abundant storage. Life in Kingsport is equally exceptional. Nestled along the scenic shores of Spa Creek and Back Creek, this award-winning planned community is known for its distinctive architecture, mature trees, village greens, pocket parks, sidewalks, tot lots, and beautifully landscaped common areas. Residents enjoy a resort-style pool and elegant brick pool house, signature stone monument entrance with fountain, walking and jogging trails, fishing dock, kayak launch, and water access. All this is located just minutes from Historic Downtown Annapolis, the U.S. Naval Academy, waterfront dining, shopping, marinas, and convenient commuter routes to Washington, D.C. and Baltimore. Come home to a coastal inspired lifestyle with a vibrant neighborhood feel.

704 Brannock Ter, Annapolis

Listing courtesy of Northrop Realty. Contact: 4105310321

$525,000

Welcome home to this four bedroom, three full bath, rancher in Cape St Clarie in sought after Cape St Claire. Walk in to living room where the beautiful hardwood floors have juste been refinished. A great vaulted ceiling spans the kitchen and dining area combo with ceramic tile, stainless appliances, and a slider leading to the private backyard. The primary bedroom also has a vaulted ceiling, along with an attached full bath, hardwood floor, and walk in closet. Refinished hardwood flooring in the other three main level bedrooms and they share the hall full bath. Down the stairs walk into a huge rec room with plenty of room to spread out. Another full bath is tucked away downstairs, along with a very big laundry room and ample sized storage room. The backyard is fully fenced, and the back gate opens to a path which leads to the elementary school fields. *********Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore***BE SURE TO CHECK OUT THE VIRTUAL FLOOR PLAN TOUR

1248 Hilltop Dr, Annapolis

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

$1,075,000

Don’t miss this rarely available 4-bedroom, 2.5-bath Colonial in the highly sought-after, water-privileged community of Amberley. Fresh paint and abundant natural light create a warm and inviting atmosphere throughout. The kitchen is filled with natural light and offers gray-toned cabinetry, recessed lighting, a sunny breakfast area, and peaceful tree-lined views. Perfect for both everyday living and entertaining, the spacious family room offers a cozy gas fireplace with a charming brick surround, custom built-ins, and direct access to the rear covered porch. Overlooking picturesque Whitehall Creek, this tranquil outdoor retreat provides the perfect setting to gather with friends or unwind while taking in the serene waterfront scenery at any time of day. Just beyond is a versatile formal dining area framed by lovely front lawn views. Whether hosting memorable dinners, creating a cozy sitting room, or using the space as a private home office, this room offers flexibility while enjoying a peaceful scenery. A nearby powder room and laundry room add convenience and functionality. Retreat upstairs to the spacious primary suite, where large windows adorned with plantation shutters fill the room with natural light. The walk-in closet is thoughtfully outfitted with a custom organization system, while the en-suite bath offers a tiled walk-in shower, creating a comfortable and private retreat at the end of the day. Three additional bedrooms, each with ample closet space, share a well-appointed hall bath with a tub/shower combo, completing the upper level. The unfinished lower level provides abundant storage space and shelving with the possibility for future expansion if finished. An attached two-car garage, complete with a built-in workshop, is ideal for hobbyists, DIY enthusiasts, or extra storage needs. An extended driveway offers ample off-street parking for 4+ cars. With nature as your backdrop, this spectacular 29,500 sq ft lot is an entertainer's dream. Create your own private oasis with breathtaking riverfront views and a meandering pathway leading to your private boat slip. Enjoy endless opportunities to relax or entertain outdoors, from cozy evenings around the firepit on the brick patio to peaceful mornings surrounded by mature trees that provide beauty, privacy, and a serene setting year-round. Amberley's exceptional amenities further enhance this waterfront lifestyle. Residents enjoy access to three community piers with 45 boat slips, kayak and dinghy racks, a kayak launch pier, and a boat ramp. In addition, more than 15 acres of preserved forest and open fields offer walking trails and scenic vistas, making this a truly special place to call home.

700 N Holly Dr, Annapolis

Listing courtesy of Keller Williams Capital Properties. Contact:

$849,000

Welcome to 1848 Carriage Drive! A charming home in the highly sought-after Lindamoor neighborhood! Situated on a quiet street, enjoy an easy three minute walk to the community beach for play or serene happy hours. With only a small voluntary fee ( apx. 125/yearly), enjoy kayak storage and water access to the Severn River. In addition to water accessibility, the home features convenient main level living with undeniable charm. From the pull-through driveway, step inside to a warm and inviting living room with lots of natural light that flows seamlessly into the dining area and kitchen. Functioning like a rancher, with three generous sized, sun-filled bedrooms and two full bathrooms, everything you need is on the main level. The kitchen opens onto a deck overlooking a spacious backyard — perfect for gardening, entertaining, pets, or play. The fully finished lower-level is bright and sunny with full-sized windows, a large walk out sliding door, and access to the two-car garage. With plenty of storage and flexible layout options, to include a large family room, 3rd full bathroom, and spacious 4th bedroom, the lower level offers endless possibilities. Located just minutes from historic downtown Annapolis, you’ll have easy access to waterfront dining, shopping, and cultural events, plus convenient routes to Washington, D.C., and Baltimore. Don’t miss the chance to make this rare combination of pricing and location your own!

1848 Carriage Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$6,995,000

4 Beds ⋅ 6 Baths

Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas. Completely reimagined in 2017 by renowned architect Cathy Purple Cherry, this residence was rebuilt and renovated to an exceptional standard, blending timeless coastal architecture with modern luxury and uncompromising construction quality. Spray-foam insulated walls and roof, steel reinforcement, double plywood construction, four-zone HVAC with humidifiers, gas backup heat, tankless propane water heaters, water treatment systems, generator backup, Sonos audio, and Lutron lighting create a home that is as efficient and functional as it is beautiful. Designed for both grand-scale entertaining and comfortable everyday living, the interior offers over-the-top craftsmanship and thoughtful details throughout. Maple hardwood flooring flows through elegant yet inviting spaces including a dramatic waterfront living room with a custom wet bar, an informal gathering room with built-in bookshelves, a private office with custom cabinetry, wet bar, balcony, and commanding views stretching down the Chesapeake Bay, and a state-of-the-art theater room complete with its own wet bar, refrigerator, and ice maker. The chef’s kitchen is a masterpiece featuring double Wolf ovens, Wolf cooktop, Sub-Zero refrigerator, three dishwashers, wine cooler, ice maker, built-in microwave, instant hot water, walk-in pantry with custom built-ins, and a sun-filled breakfast nook overlooking the water. The luxurious primary suite serves as a private waterfront retreat, highlighted by a stunning spa bath finished with Italian water-cut marble. Three additional bedrooms feature ensuite baths, while a full bath on the main level conveniently serves the pool and outdoor entertaining areas. Outdoor living rivals the finest resorts. Expansive Ipe decking surrounds a heated PebbleTec pool and spa, complemented by an outdoor kitchen, fire pit, integrated sound system, and extensive landscape lighting. The private pier is equipped with water, electric, approximately 4 feet of MLW, a 12,000-pound boat lift, an 8,500-pound boat lift, and a 1,500-pound personal watercraft lift, providing immediate access to the Chesapeake Bay and beyond. Offering 4 bedrooms, 5 full baths, 1 half bath, a dedicated office, and a deep four-car garage, this is a rare opportunity to own one of Annapolis’ premier waterfront properties in a setting where extraordinary architecture, unmatched craftsmanship, and world-class outdoor living come together on the shores of the Chesapeake.

3728 Ramsgate Dr, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$750,000

Major $25,000 price improvement — an incredible opportunity to own a private contemporary retreat in Annapolis! Tucked into one of the area’s most peaceful and private wooded settings, 1709 Point No Point Road offers a rare combination of total seclusion and unbeatable convenience. From the moment you arrive, the striking contemporary architecture, soaring skylights, and walls of windows connect you directly to nature, flooding the home with beautiful sunlight across all four seasons. Inside, the flexible floor plan features 4 spacious bedrooms, 2.5 bathrooms, and multiple fireplaces designed for everyday comfort and effortless entertaining. The main living areas offer a natural flow with stunning wooded views, while the versatile lower level provides excellent additional space for a home office, recreation room, gym, or guest suite. Outdoor living is a major highlight—maximize your indoor-outdoor lifestyle on the massive deck spanning the length of the home, surrounded by mature trees, serene landscaping, and a sense of calm that is hard to find. Complete with a 2-car garage and a premier location just minutes from Downtown Annapolis, the Naval Academy, shopping, dining, Route 50, and I-97. Schedule your tour today and step into your next chapter! Sellers are providing a one year home warranty to new owners! Sellers are offering a one-year home warranty to the new owners, providing added peace of mind.

1709 Point No Point Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,175,000

This STUNNINGLY UPDATED brick colonial is set on almost an acre of land on a private cul-de-sac. Move-in ready with 4,000+ square feet on three levels... this sun-filled home features dark wood floors and quality fixtures and features throughout. The fresh GOURMET KITCHEN has expansive quartz counter tops, new high-end appliances, gas cooking, Samsung “Family Hub” refrigerator, double drawer dishwasher, custom shelving and a gleaming white farmhouse sink. The kitchen is open to a large bright family room with a feature wall fireplace and tons of windows. A great place to gather and watch the game! Right outside the kitchen door is a large flagstone patio with built-in brick barbecue, making this home an ENTERTAINER'S DREAM ... whether indoors or out! The living room features a wood-burning fireplace, built-in shelving and custom lighting, and is open to a large dining area that allows for comfortable flow to the kitchen and living areas. Owner’s IMPRESSIVE BEDROOM SUITE has wood floors, large walk-in closet and stunning bathroom with marble double sink, walk-in shower and custom shelving. Three additional generous-sized bedrooms have loads of closet space, ceiling fans and hardwood floors. Second floor laundry features high-end washer and dryer and custom cabinets and shelving while the guest bath has a classic navy blue cabinet with quartz counter top, tile floor and fresh white bathtub/shower combo. Lower level features full gourmet kitchen, full bath with walk-in shower, and open living area with glass sliding doors to lower patio and back yard. A lower level “bonus” room is perfect for home gym or a dedicated media room! And if that isn’t enough to tempt you, in addition to the two-car attached garage there is an 1100 sf detached garage with high ceilings that can accommodate an RV, boat, trucks, cars or any number of outdoor toys! Doors operate via phone or remote. Above the detached garage is a 700sf apartment with galley kitchen, bedroom, living space and full bath. Plus the large shed on the property is out-fitted with electricity and perfect for storing outdoor equipment. Tasteful touches such as wallpaper, light-up closets, built-ins and more make this MOVE-IN READY A REAL GEM! This location has easy access to Annapolis shopping and the Historic Downtown district, and to major commuting routes to Fort Meade, Baltimore, and Washington. Plus BWI is a hop, skip and a jump away! Smith’s Marina on the Severn River is five (5) miles from this home, and offers access to slips (17-40 feet), a boat ramp, fuel dock and boat maintenance services.

1602 Locksley Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$539,900

3 Beds ⋅ 1 Baths

3 Level Colonial Brimming with Classic Charm and Timeless Character. This Home Features a Welcoming Covered Front Porch, Perfect for Relaxing and Enjoying the Neighborhood Setting. Inside, you’ll Find Spacious Bedrooms and Hardwood Floors that Add Warmth and Potential Throughout. This Property is Ready for a Full Renovation, Offering an Incredible Opportunity for Investors, Builders or Buyers Looking to Restore and Customize a Classic Colonial to its Former Glory. With Vision and Updates, this Home can be Transformed into a Stunning Showcase Property. Ideally Located in Annapolis, this Home Offers Convenient Access to Downtown Annapolis, United States Naval Academy, and the Scenic Chesapeake Bay. Enjoy Nearby Shopping, Dining, Parks, and Waterfront Activities, along with Easy Commuter Routes to Baltimore and DC. A Fantastic Location Combining Historic Charm, Coastal Lifestyle, and Everyday Convenience. Sold As-Is

40 Munroe Ct, Annapolis

Listing courtesy of ANR Realty, LLC. Contact: 8773284400

$680,000

3 Beds ⋅ 2 Baths

Wake up to exceptional views of the Magothy and Lake Claire from this meticulously maintained raised rancher in the highly sought-after waterfront community of Cape St. Claire. Recent renovations have been completed, allowing a new family to move right in and begin enjoying everything this property has to offer. With the community marina just a block away, you'll enjoy the rare combination of water views from home and the convenience of walking to your boat in minutes. Designed to embrace its coastal setting, the main level opens to an oversized waterside deck that serves as a natural extension of the living space—perfect for outdoor dining, entertaining, or simply unwinding as boats pass by on the river. Downstairs, a spacious screened porch creates the ideal setting for summer crab feasts and relaxing with friends. The flexible lower-level layout includes a second kitchen and full bathroom, making it well-suited for an in-law suite, au pair quarters, guest accommodations, or multigenerational living. Cape St. Claire is one of Annapolis' most desirable waterfront communities, offering residents access to beaches, marinas, a fishing pier, boat ramp, parks, playgrounds, and a vibrant calendar of community events. Located within the highly regarded Broadneck School District and just minutes from downtown Annapolis, the neighborhood blends the best of Chesapeake Bay living with everyday convenience and easy commuter access to Washington, D.C., Baltimore, and Fort Meade. Whether you're searching for a full-time residence or a weekend retreat, this is a rare opportunity to enjoy the lifestyle, views, and community that make Cape St. Claire one of Annapolis’ most sought-after waterfront destinations. Please don't forget to check out the I-Guide and virtual tour! Feel free to contact me directly for a personal tour.

1000 Lakeview Ln, Annapolis

Listing courtesy of Real Broker, LLC. Contact: 8504500442

$1,950,000

Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence recently underwent a comprehensive renovation inside and out while honoring Mid-Century authenticity and maintaining an effortless flow and contemporary preference. From the street side, the home presents a timeless silhouette with a recent 70K Elevator with ramp that serves as a secondary entrance servicing 2 out of the 3 levels. Waterside, the home is the ultimate expression of blurring the line between nature and interior with floor to ceiling glass walls, 8' sliding glass doors and unobstructed views from the deck. This home wasn't designed to look at the water but rather live with it. A massive stone central fireplace is the heart of the living area creating a cozy architectural retreat. Tasteful modernization but true to its mid-century roots, every element of the home has been considered preserving the architectural integrity while offering the comfort and convenience expected today. More than a home, this is a rare opportunity to own a piece of design history- reimagined for modern waterfront living. Email for list of 925K spent on restoration since purchase including brand new private pier and brand new Kitchen and all 3 Full Baths. Epping Forest is a Gated Waterfront Community on the Severn River with a community beach, waterfront clubhouse with restaurant and bar, tennis/pickleball and marina (new marina is currently under construction) Strong neighborhood connections where neighbors treat each other like family and fun happens weekly! Year around community events codify friendships, 4th of July Fireworks, Oyster & Bull Roast, Boat Club, Summer Volleyball League, community chapel, yoga & summer camps. Come experience the best Chesapeake Bay Maritime Annapolitan Lifestyle around! Epping Forest Inc is a special benefit tax district with bylaws and binding rules and regulations with Non-Riparian Waterfront. Special financing via Pentagon Federal Credit Jumbo 7/6 ARM available to low as 5.50%.

1739 Vineyard Trl, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$2,685,000

Life takes on a different pace in Oakwood, where the calm waters of Fishing Creek and the South River provide an idyllic backdrop and effortless access to the Chesapeake Bay. With 93 feet of shoreline, a private pier with multiple slips, and a substantial 25,000-pound boat lift, this property is perfectly suited for boating enthusiasts and those who appreciate the beauty and tranquility of the Chesapeake lifestyle. Designed for both everyday comfort and effortless entertaining, the home offers an inviting open floor plan with seamless flow between the gourmet kitchen with center island, sunroom, soaring two-story living room, and adjacent family room. Walls of windows frame picturesque water views and fill the home with natural light. A versatile main-level room with an adjoining full bath provides ideal space for guests, a private office, or flexible living needs. Upstairs, the spacious primary suite serves as a peaceful retreat with abundant windows capturing the ever-changing waterfront scenery, a walk-in closet, and an ensuite bath featuring dual vanities, a large shower, and a relaxing soaking tub. Two additional bedrooms share an ensuite bath and a fourth bedroom provides plenty of space for family and friends. The expansive space above the garage has been transformed into a fun Margaritaville-inspired bar and game room complete with a full bath. This exceptional area offers endless possibilities and could easily become a second primary suite, private guest quarters, or an in-law suite. Outside, multiple entertaining spaces invite gatherings with family and friends while the lush lawn gently transitions to the water's edge. Whether hosting summer celebrations, launching a boat for a day on the Bay, or simply unwinding as the sun reflects across Fishing Creek, this property offers a lifestyle that feels like a vacation every day. A side-entry two-car garage and spacious driveway complete this exceptional waterfront offering in one of Annapolis Neck's most desirable communities. Welcome Home!

3733 Thomas Point Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$520,000

5 Beds ⋅ 3 Baths

Motivated seller! New price reflects home and pool "as is." This spacious split-level home offers an exceptional combination of comfort and functionality. The main level features an updated kitchen with adjoining dining area, creating a welcoming space for meals and gatherings. A stunning 400-square-foot sunroom addition provides year-round enjoyment and opens directly to an expansive 400-square-foot composite deck, perfect for entertaining or relaxing outdoors. The primary suite includes a private ensuite bathroom, while two additional bedrooms and a full hall bath complete the upper level. The walk-out lower level offers incredible flexibility with a spacious family room, a separate living room featuring a wood-burning fireplace, two additional bedrooms, and a convenient half bath—ideal for guests, a home office, or multi-generational living. Outside, you'll find driveways on both sides of the house, with parking for up to four vehicles. There are two storage sheds for all your tools and equipment, and a portable generator that conveys with the property and is capable of powering approximately three-quarters of the home. Pool, pool equipment and home convey "as is." Mortgage savings may be available for buyers of this listing.

1115 Skyway Dr, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$600,000

3 Beds ⋅ 3 Baths

Welcome home to this thoughtfully redesigned home in Eastport just blocks from Spa Creek and minutes to downtown Annapolis. This beautifully updated 3-bedroom, 3-bath residence offers approximately 1,600 finished square feet across two levels, combining a functional layout with quality finishes and extensive upgrades throughout. The main level features a bright living room and an updated kitchen with quartz countertops, shaker cabinetry, stainless steel appliances, and a dining area. A main-level bedroom and full bath provide flexibility for guests or a home office. A dedicated laundry and utility space leads to the rear addition, where the private primary suite includes vaulted ceilings, a walk-in closet, and an en-suite bath with double vanities, custom tile, and a walk-in shower. The upper level offers a finished attic suite with a third bedroom, full bath, and bonus flex space suitable for an office or additional living area. Interior features include durable flooring, recessed lighting, and a cohesive, modern design. Exterior highlights include a fully fenced backyard with new sod and a concrete patio, ideal for outdoor enjoyment. The property also features professional landscaping, a new asphalt driveway for off-street parking, and durable exterior materials including Hardie Plank siding, Andersen 200 Series windows, and a new architectural shingle roof. Major system upgrades include 200-amp electric service, new plumbing, dual-zone HVAC, and a whole-house sprinkler system. Conveniently located near restaurants, marinas, parks, downtown Annapolis, and Truxton Park.

1210 President St, Annapolis

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

$989,000

6 Beds ⋅ 4 Baths

Ready to move in and designed for modern living, this beautifully updated Germantown-Homewood home features six bedrooms plus flexible living spaces that can evolve with your needs. Whether used as home offices, guest accommodations, playroom, a fitness room, media room, or hobby space, every room offers exceptional versatility in one of Annapolis' most walkable locations. With over 3,100 finished square feet, the home has been thoughtfully updated with significant system improvements, including a new roof, HVAC, boiler, water heater, and natural gas line. A fully renovated walkout lower level with a kitchenette and full bath provides exceptional flexibility for guests, recreation, or additional living space. These extensive updates offer peace of mind while preserving the home's timeless character and charm. The covered front porch is made for morning coffee, evening conversations, and neighborhood gatherings, while parking for approximately eight vehicles makes entertaining effortless. Location is where this home truly shines. Nestled in the heart of Germantown-Homewood next to Busch Library and steps from the Poplar Trail, you'll enjoy an easy stroll to Ceremony Coffee, Black Market Bakers, Carlson's Donuts, Paul’s Cafe, West Street, neighborhood restaurants, and downtown Annapolis. It's also the perfect home base for Navy football Saturdays, Blues games, and hosting family and friends visiting Annapolis. Close to major highways for commuters. Originally built in 1938 as the historic Gables Tourist Home, the property still carries charming reminders of its past—including the numbered bedroom doors—while offering all the comforts of modern living. With no HOA and eligibility for the Admiral Heights Pool, this is a rare opportunity to enjoy space, character, and one of Annapolis' most walkable & accessible neighborhoods.

1422 West St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$12,950,000

6 Beds ⋅ 9 Baths

Imagine arriving home each day to a place where the pace slows, the views stretch for miles, and every amenity for recreation, relaxation, and entertaining is right outside your door. Tucked away along the Chesapeake Bay, this extraordinary waterfront retreat offers a lifestyle that few properties can match, a private oasis where luxury and nature exist in perfect balance. Originally constructed by the renowned Pyramid Builders and later transformed through an extraordinary $7 million top-to-bottom renovation, also completed by Pyramid Builders, the estate has been reimagined to an uncompromising standard. Every space, finish, and amenity was thoughtfully designed and curated to create a residence that is as functional as it is beautiful, blending timeless craftsmanship with modern luxury. State of the art features include the Crestron Home Automation and integrated Lutron lighting systems while the modern luxuries entail top of the line Miele appliances including a built-in coffee maker, microwave and convection oven, BlueStar range, radiant heated floors in all bedroom bathrooms and much more. Here, days can begin with coffee overlooking the pond and its abundant wildlife, followed by a swim in the heated saltwater pool, a match on the tennis or pickleball court, a workout in the gym, or a stroll down to the sandy beach. Evenings are spent gathered with family and friends around the pool and hot tub, watching the game on the hydraulic television that rises from the landscape, enjoying a glass of wine from the tasting room, or simply taking in the stars above the Bay. The ever-changing waterfront scenery, southern exposure, and remarkable sense of privacy create a backdrop that feels more like a luxury resort than a private residence. Designed for those who believe home should be a destination, the property offers an incredible collection of indoor and outdoor amenities rarely found in a single estate. Tennis, pickleball, basketball, a climbing wall, playground, in-ground trampoline, expansive lawns, sandy beach, pond with fountain, indoor racquetball court with basketball and volleyball capabilities, golf simulator, game room, fitness center, indoor lap pool, infrared sauna, wine tasting and cellar area, and countless spaces to gather ensure there is always something to enjoy for every generation. The residence itself is beautifully designed and thoughtfully appointed, with spacious living and entertaining areas, a wraparound screened porch that embraces the waterfront setting, private ensuite bedrooms throughout, and a dedicated guest or in-law suite that welcomes family and friends in comfort and style. Abundant storage, an attached two-car garage, and a detached garage with additional space for vehicles, golf carts, recreational equipment, and storage provide the functionality expected of a property of this caliber. What makes this estate truly special is not simply the remarkable list of amenities—it is the feeling it creates. The extraordinary combination of peace, beauty, privacy, and convenience is increasingly difficult to find. Just minutes from Annapolis, yet seemingly a world away, this is the kind of property where children spend their days outdoors, guests never want to leave, and every sunset reminds you why you chose to call it home. A rare opportunity to own a true Chesapeake Bay waterfront compound where every day feels like a vacation, every detail has been thoughtfully considered, and the lifestyle is every bit as exceptional as the home itself. Welcome Home!

2045 Maidstone Farm Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$1,699,000

5 Beds ⋅ 6 Baths

** PRICE IMPROVEMENT** GREAT OPPORTUNITY TO OWN A PRIVATE LUXURY ESTATE ON THE BROADNECK PENINSULA!! Built in 2001, this stately brick Koch Colonial offers 4,648 square feet above grade and is nestled on a private 5.73-acre cul-de-sac lot in the highly sought-after Broadneck School District, delivering the perfect blend of luxury, privacy, and timeless elegance. Featuring a stunning 2022 gourmet kitchen renovation, 5 bedrooms, 5.5 baths, a 3-car garage with new epoxy flooring, an extended driveway, and a 2,392-square-foot finished walk-up basement, this exceptional estate is designed for both comfortable living and grand-scale entertaining. A magnificent front portico with oversized columns, paver entry, and private side guest entrance welcomes you into a dramatic two-story foyer featuring a sweeping staircase, Palladian window, hardwood floors, and detailed custom moldings. The home's thoughtfully designed floor plan also features dual staircases, providing both elegance and everyday convenience. The remodeled gourmet kitchen is the heart of the home, showcasing stacked custom white and light seafoam-green cabinetry, quartz countertops, designer backsplash, under-cabinet lighting, a large center island with storage, premium appliances, and a butler's pantry. The inviting family room boasts 10-foot ceilings, a wood-burning fireplace, and a wet bar, while the formal dining room is accented by crown molding, picture-frame trim, and elegant fixtures from Annapolis Lighting. The main level also features 9-foot ceilings, a private office, laundry room, updated full bath, and a versatile fifth bedroom or guest suite. Upstairs, the massive primary suite offers a sitting area, spa-inspired bath, and oversized walk-in closet. Three additional generously sized bedrooms each feature private en-suite baths and walk-in closets. Two of the secondary bedrooms have been enhanced with custom-themed murals painted by a local artist, adding character and charm. The expansive walk-out lower level adds 2,392 square feet of finished living space with abundant storage and a bath rough-in, providing endless opportunities for recreation, fitness, a home theater, guest quarters, or multi-generational living. Outside, enjoy your own private resort featuring a heated saltwater PebbleTec pool with three waterfalls and a diving rock, surrounded by multiple paver and flagstone patios, extensive hardscaping, professional landscaping, outdoor lighting, irrigation, and a combination of aluminum and wood fencing. The property is also outdoor speaker ready, making it ideal for entertaining poolside or hosting gatherings throughout the grounds. Additional amenities include Andersen windows, low HOA fees, a Generac generator, radon mitigation system, alarm system, a whole-home sound system with indoor and outdoor audio capability, and invisible fence readiness. Recent improvements include a 30-year architectural roof (2022), complete gourmet kitchen renovation (2022), main-level full bath renovation (2022), new upper-level and lower-level quality carpeting (2026), and epoxy garage flooring (2026). Offering more than 7,000 square feet of finished living space, resort-style amenities, exceptional craftsmanship, and a premier location within the highly sought-after Broadneck School District, this extraordinary Annapolis estate presents a rare opportunity to enjoy luxury living at its finest. Enjoy convenient access to the new Anne Arundel County Walking Trail, perfect for outdoor recreation and exercise. This home is located adjacent to Windsor Farm Elementary School and just minutes from Rt. 50, providing easy access to Downtown Annapolis, Washington, D.C., Baltimore, and Maryland's Eastern Shore beaches. Contact me today to schedule your private tour.

1322 Windsor Ridge Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$4,995,000

5 Beds ⋅ 4 Baths

There are places where you visit the water, and there are places where the water becomes part of your everyday life. Perfectly positioned along the shores of Spa Creek in the heart of Eastport, this exceptional waterfront residence offers a front-row seat to one of Annapolis' most coveted lifestyles. Imagine stepping from your back door onto your private pier, casting off for an evening cruise, a sunset sail, or a waterfront dinner in Annapolis Harbor just minutes away. Paddleboards and kayaks launch effortlessly from the floating dock, while the protected waters of Spa Creek become your backyard playground. Life here unfolds both on and off the water. Mornings begin with coffee on the balcony overlooking the creek as the masts in Annapolis Harbor come to life. Afternoons are spent entertaining friends across multiple waterfront terraces, watching sailboats glide past and city lights reflect across the water. Evenings conclude with a short stroll to Eastport's restaurants, marinas, yacht clubs, and waterfront gathering spots. Thoughtfully rebuilt and extensively updated, the home blends timeless craftsmanship with sophisticated coastal living. Wide-plank white oak flooring, custom millwork, designer finishes, and walls of glass frame breathtaking views from nearly every room. The open-concept living spaces flow seamlessly to the waterfront, creating an ideal setting for both intimate gatherings and large-scale entertaining. With a private 40-foot pier, 12,500-pound boat lift, floating dock, and direct access to the Chesapeake Bay, this is more than a waterfront home—it is an opportunity to embrace the Eastport lifestyle that draws people from around the world to Annapolis, . Properties that combine protected deep-water access, exceptional views, and walkability to Downtown Annapolis rarely become available. This is a home best experienced from the waterfront, where the views, the setting, and the lifestyle speak for themselves.

217 Lockwood Ct, Annapolis

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

$995,995

Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small covered front porch, surrounded by mature trees and extensive landscaping. HVAC 2 zone system replaced with high efficiency units in 2021 & 2022. Driveway repaved and expanded in 2020. Great room with cathedral beamed ceiling, wide blank redwood walls, floor to ceiling brick fireplace, and Andersen slider to deck. Oversized 2 car garage with floored attic above for future expansion. Drywell was replaced and expanded in 2015. Exterior trim boards replaced in 2024. Rear deck is 45ft.x16ft. built for large gatherings. Back yard is level with ample play area and room for a pool, overlooks wooded community open space. Spacious living room with hardwood floors and brick fireplace. Gourmet kitchen features solid cherry cabinets, stainless steel upgraded appliance package and large kitchen island with quartz top. First floor guest room with wood floors and large closet with shelving.Three of the four bathrooms have been renovated. Lower level has large clubroom, office/study and full bath with walk-in shower. Large storage room with built-in storage. Community has water access to Saltworks Creek with fishing pier & dock for canoes and Kayaks. Sidewalks for walking your favorite pet or walking for exercise. Convenient location for commuting to DC or Baltimore, 20 minutes to BWI Airport and five miles to Annapolis historic District and Naval Academy. Tons of great restaurants close by and lots of shopping within 5 minutes.

553 Choptank Cove Ct, Annapolis

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

$1,295,000

6 Beds ⋅ 6 Baths

Set on a private .75-acre lot backing to the 14th hole of the Navy Golf Course, this exceptional home is located in a prime Broadneck School District location just minutes from Downtown Annapolis. The backyard is what truly sets this property apart. With a screened-in porch, fire pit, multiple seating areas, basketball and pickleball court, full playground, and expansive lawn, it feels more like your own private park than a typical backyard. Whether hosting a crowd, watching the kids play, or enjoying a quiet evening outdoors, this is really a magical setting. Inside, 9-foot ceilings, generous room sizes, custom finishes, and abundant natural light create comfortable living spaces throughout. A main-level bedroom and full bath offer flexibility for guests or multi-generational living. The walk-out lower level includes a family room, bar, office, gym, and dedicated playroom. Additional features include Hardiplank siding, a two-car garage, and ample side parking for several cars in the driveway. A voluntary Pendennis Mount HOA of just $50 per year provides water access on the Severn River near the Severn Inn. Homes offering this combination of outdoor space, recreation, privacy, and convenience are few and far between.

1903 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$835,000

Refreshed Listing! Buyers who may have missed 712 Coybay Drive the first time around, now is your chance to take another look. Please be sure to view the photos and floor plans to truly appreciate the layout, room sizes, and how well this home could fit your needs. Located in the sought-after Kingsport community of Annapolis, this spacious 5-bedroom, 4.5-bath home offers 4,230 finished sq ft, including 3,395 sq ft above grade and 835 sq ft finished below grade, with an additional 1,502 sq ft of unfinished lower-level space ready for future possibilities. The basement is a true bonus, offering a finished recreation room, 5th bedroom or office, full bath, and a large unfinished storage area that serves as a blank canvas for a media room, gym, hobby space, workshop, or expanded living area. The main level features a grand kitchen with tile flooring, stainless steel appliances, a large island, and walk-in pantry, with flexible adjoining space that can function as a dining area, sitting area, or family room. The dramatic two-story room with expansive windows and gas fireplace creates a beautiful focal point for everyday living and entertaining. A private office and laundry room are also located on the main level for added convenience. Upstairs, the bedroom layout is exceptional, with generously sized bedrooms and access to full baths, including a spacious primary suite with two walk-in closets and a spa-style bath. Outside, the beautifully designed garden patio offers a peaceful setting for morning coffee, grilling, relaxing, or entertaining. The home is positioned almost directly across from the Kingsport clubhouse, community pool, playgrounds, walking/jogging paths, pier/dock, common grounds, and other neighborhood amenities. At this price point, the seller understands some buyers may want to make cosmetic updates, but that is exactly what creates the opportunity. The home has been well maintained, offers plenty of functional living space, and gives the next owner room to grow, personalize, and build value over time. With similar homes in Kingsport selling in the upper $800s to $900K+ range, this is a strong opportunity to own a fabulous home in one of Annapolis’ desirable communities. Seller requires 15–30 days to secure home of choice.-Home Warranty for 1 year as well.

712 Coybay Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$799,999

Please note, there is a basement in this home. See pictures. Welcome to Winchester On The Severn. One of Annapolis's most established waterfront community's. This home provides mature landscaping with a canopy of lovely trees and bushes both in the front and rear yard. Covered front porch! You will be pleased to enter a spacious foyer. Main level bedroom with a full bath to the left. A few steps up to the open floor plan with spacious living room that feeds into the dining room. Be prepared to enjoy the screened porch off the dining room. A wonderful spot to relax and enjoy the back yard. The eat in kitchen is filled with light! Comfortable family room is complimented with a wood burning fireplace. And you can also walk out from the family room to the back yard! The basement is dry and has a new 2025 heat pump. The 3 additional bedrooms have fresh paint. The larger bedroom is en-suite. Ready to know about the neighborhood? Amenities include private beach on the Severn River, marina, boat ramp, multiple piers, dog beach, beach pavilion, and the Chase Creek swim club. Nearby is the B&A trail. You may not want to leave the home but if you do it is a short ride to Annapolis and all major routes. Welcome. Enjoy

1518 Winchester Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$375,000

3 Beds ⋅ 1 Baths

Annapolis Living at Its Finest – Renovated, Charming & Ready to Impress! Location. Lifestyle. Value. This is the Annapolis opportunity you've been waiting for! Welcome home to this beautifully renovated and exceptionally charming ranch-style home tucked away in the sought-after Forest Villa community. Combining timeless character with today's modern updates, this move-in-ready gem delivers the perfect blend of comfort, convenience, and affordability in one of Maryland's most desirable waterfront cities. From the moment you arrive, you'll appreciate the inviting curb appeal and bright, sun-filled interior. Every detail has been thoughtfully refreshed, including a brand-new roof, new luxury flooring, fresh designer paint, updated lighting and fixtures, a completely renovated bathroom, and a stunning kitchen featuring all-new stainless steel appliances, including a gas range. The spacious floor plan offers 3 comfortable bedrooms and a beautifully updated full bath, creating a warm and welcoming space you'll be proud to call home. Natural light pours through the home, enhancing every room and creating an airy, cheerful atmosphere. Step outside to discover one of this property's standout features—a huge backyard offering endless possibilities. Host unforgettable summer barbecues, gather around a fire pit with friends, create your dream garden, or simply relax and enjoy your own private outdoor retreat. The location is truly unbeatable. Just minutes from United States Naval Academy, historic downtown Annapolis, world-class marinas, waterfront dining, boutique shopping, festivals, parks, and endless Chesapeake Bay adventures. Whether you're strolling along City Dock, enjoying fresh seafood on the water, or setting sail for the weekend, you'll love having the very best of Annapolis right at your fingertips. Commuters will appreciate quick access to Routes 50 and 97, making travel to Baltimore, Washington, and beyond remarkably convenient. Rarely does a fully renovated home in such a prime Annapolis location become available at this price point. Whether you're a first-time buyer, downsizing, or searching for the perfect investment opportunity, this home offers exceptional value and an unbeatable lifestyle. Don't just buy a home—embrace the Annapolis lifestyle. Schedule your private showing today and discover why this remarkable property won't stay on the market for long! Owner Occupants Offers will be prioritized, HUD's First Look Period Applies for the 1st 30 Days. Call for Details and to schedule and tour.

1808 Lincoln Dr, Annapolis

Listing courtesy of Metro Bay Realty. Contact: 4105623392

$2,950,000

4 Beds ⋅ 5 Baths

Perfectly positioned on one of the most coveted streets in Historic Annapolis, just steps from State Circle, the United States Naval Academy, City Dock, waterfront dining, boutiques, and yacht clubs, 238 King George Street offers a rare opportunity to own a completely reimagined luxury residence in the heart of Maryland’s capital city. Blending timeless historic charm with the modern conveniences today's discerning buyer expects, this exceptional home was extensively renovated and expanded in 2006–2007 and thoughtfully updated through 2025, including a new roof, HVAC systems, and water heater. Inside, four beautifully finished levels offer elegant living and entertaining spaces filled with natural light, custom millwork, rich hardwood flooring, high ceilings, and refined architectural details throughout. The gourmet kitchen opens seamlessly to inviting gathering spaces designed for both intimate evenings and large-scale entertaining, while the finished lower level with high ceilings and private walk-out entrance provides exceptional flexibility for guests, recreation, or a private office. The upper-level loft retreat offers additional living space ideal for guests, a studio, or a luxurious private sanctuary. Enjoy views of the iconic Naval Academy Chapel dome, a daily reminder of the unparalleled location and lifestyle this home affords. Rare off-street parking adds tremendous value and convenience, while the lock-and-leave nature of the property makes it ideal as a primary residence, weekend retreat, or executive pied-à-terre. Offered substantially furnished with only a few exclusions, this remarkable home provides the opportunity to move in and immediately begin enjoying the very best of Annapolis living. Luxury, history, walkability, and convenience converge at one of the city's most prestigious addresses.

238 King George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,199,999

Escape to your New Sanctuary on a 1.17 Acre Lot. Welcome to the Birch Model, one of our premier homes designed for those who desire the best in space, style, and comfort. This home offers everything you need for luxurious living. UP TO 5 Bedrooms: Perfect for large families or those who enjoy hosting guests, each bedroom is spacious and thoughtfully designed. UP TO 4.5 Bathrooms: Enjoy the convenience of four full bathrooms and a powder room, providing ample space and privacy for everyone. Extra Storage Space: Keep your home organized with plenty of storage throughout, including a dedicated storage room! Walk-In Pantry: A spacious pantry provides ample storage for all your kitchen essentials and more. Butler’s Bar: Entertain in style with a dedicated butler’s bar, perfect for serving drinks and hors d’oeuvres. Dedicated Office: An ideal space for working from home, studying, or managing household affairs. Open and Inviting Layout: The Birch Model features a seamless flow between the kitchen, dining, and living areas, perfect for both everyday living and entertaining. Luxurious Owner’s Suite: Retreat to your private haven, featuring a spacious bedroom, a spa-like en suite bathroom, and a large walk-in closet. Optional Upgrades and Customizations: Personalize your Birch Model with a variety of finishes, fixtures, and additional features to make it truly your own. The Birch Model offers unparalleled luxury and space, making it the perfect home for those who want it all. Discover what makes this home truly exceptional. Contact us today to schedule a tour and learn more about available customization options!

1353 Yorktown Rd, Annapolis

Listing courtesy of The Pinnacle Real Estate Co.. Contact:

$1,495,000

Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. Welcome Home!

962 Old Annapolis Neck Rd, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$489,900

4 Beds ⋅ 2 Baths

Fully renovated rancher with all required permits in highly desired neighborhood. Completely updated kitchen with 42" cabinets, quartz countertop, separate island and stainless steel appliances. Main level hardwood floor. Fully finished basement with 4th bedroom and full bathroom, plus huge family room. New siding. New roof. New windows. New gas furnace. New central AC. New HWH. New sump pump. New deck. Private back yard. House located on quiet street, close to major routs and shopping.

105 Rosecrest Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$1,099,000

5 Beds ⋅ 4 Baths

Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul-de-sacs, this home immediately impresses with a long, level, trail-like driveway, leading to a show stopping reveal of contemporary style living at its finest. Enjoy winter waterviews of Saltworks Creek and soak in the wonders of nature from the cozy porch, one of two bedroom balconies, expansive main level back deck (2023) or large paver patio. An abundance of square footage, offering 3 levels of living space including a large recreation room off of the updated kitchen, separate dining room, 5 bedrooms, 3 ½ baths, and finished walk out basement. The grand primary ensuite is the wow factor, with stand-alone fireplace, vaulted ceiling and updated bathroom with separate dressing room (2026). The remaining 4 bedrooms (one with a fireplace) do not disappoint continuing the connection to the outdoors offering natural light and expansive woodland views. Lovingly maintained, this home offers peace of mind with the roof installed in 2021, HVAC in 2026, owned water treatment/conditioning system in 2024, updated radon mitigation system in 2025, and new wall to wall carpet in the living room and stairs in 2026. The 2 freestanding wood stoves and 2 wood burning insert fireplaces are sold as is. No HOA and an ideal, rarely offered location, minutes from downtown, Route 50, I 97, and everything Annapolis has to offer. Welcome home!

120 Kingswood Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$525,000

Location, lifestyle, and charm come together at 216 Parker. This picture-perfect Annapolis rancher offers easy one-level living just moments from some of the city's favorite local destinations. Start your mornings with a walk to Black Market Bakers, spend weekends cheering on the Midshipmen at Navy-Marine Corps Memorial Stadium, and enjoy effortless access to commuter routes connecting you to Baltimore, Washington, D.C., and beyond. While the main level provides comfortable everyday living, the finished lower level significantly expands the home's functionality, creating space for a recreation room, home office, guest suite, gym, or whatever fits your lifestyle best. It's the perfect balance of manageable size and flexible living space. Cute as can be and ideally located, this home offers the rare opportunity to enjoy a true Annapolis lifestyle with convenience at every turn. Whether you're exploring downtown, meeting friends for dinner, or simply relaxing at home, you'll love having the best of Annapolis right outside your door.

216 Parker Ave, Annapolis

Listing courtesy of Hubble Bisbee Christie's International Real Estate. Contact:

$825,000

2 Beds ⋅ 2 Baths

Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath. Relax on the large, private screened-in back porch overlooking a huge, level backyard perfect for entertaining. A standout feature is the over-sized detached shed/barn equipped with mini split (Heat and AC), ideal for a workshop, home office, or studio. This move-in-ready home is steps away from marinas, street-end waterfront parks, shopping, dining, and downtown Annapolis.

418 Chesapeake Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$549,950

New Lower Price! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. Located within the Broadneck School District (Buyer to verify with local school board). The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior improvements include fresh paint, bathroom upgrades, and newer vinyl plank flooring, providing a clean, updated feel. Major system updates include a newer roof and water heater, helping reduce the likelihood of immediate maintenance expenses. Set on a 0.21-acre shaded lot with established trees, the property offers natural privacy and a comfortable outdoor environment. An outbuilding provides additional storage or workspace. The 1-car garage and large driveway accommodate parking up to 4+/- vehicles. Cape St. Claire is a well-established, water-privileged community known for its access to the Chesapeake Bay lifestyle. Residents have access to multiple private community beaches, boat ramps, fishing piers, playgrounds, and open recreational areas. The Little Magothy River is located approximately five blocks away, providing convenient access for kayaking, boating, and fishing. Conveniently located near Route 50, offering access to Annapolis, Baltimore, and Washington, D.C. Some Photos are virtually enhanced; see captions.

1075 Sun Valley Dr, Annapolis

Listing courtesy of Realty Navigator. Contact: 4106433404

$849,990

Our Adams model with a 2' extenstion will be built at this beautiful location near Duvall Creek. Home is priced at the base house only - act fast to choose the options and additions to make this home your own. Photos are of the model with optional In-Law Suite. Contact Listing Agent to schedule appointment.

3268 Kitty Duvall Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$470,000

4 Beds ⋅ 2 Baths

Welcome to 1354 Moyer Road, a fantastic opportunity to create your dream home in one of Annapolis' most convenient locations. Priced to reflect the updates a new owner may wish to make, this spacious split-foyer offers the perfect combination of space, location, and potential. The main level features a bright and expansive living and dining area, screened porch, three bedrooms, and two full bathrooms, including a primary suite with its own private bath. The finished lower level provides even more living space with a large family room featuring a cozy fireplace and sliding glass doors that lead directly to the backyard, plus a fourth bedroom that offers flexibility for guests, a home office, or multi-generational living. Outdoor living is just as appealing with a screened porch, deck, and a beautiful lot spanning more than half an acre. Situated at the end of a quiet cul-de-sac, the property offers privacy, room to play, garden, entertain, or simply enjoy the peaceful surroundings. Location is where this property truly shines. Enjoy being just minutes from schools, parks, shopping, dining, and everyday conveniences. Annapolis Harbor, waterfront restaurants, historic downtown Annapolis, and endless boating opportunities are all within approximately 15 minutes, allowing you to embrace the Chesapeake Bay lifestyle while enjoying the space and value this property provides. Whether you're looking for a home to personalize or an investment opportunity, 1354 Moyer Road offers incredible potential in a location that's hard to beat.

1354 Moyer Rd, Annapolis

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

$949,000

Rarely does a home combine over half an acre of privacy, neighborhood beach access, a heated 3-car garage, and Broadneck schools—all just minutes from downtown Annapolis and the Chesapeake Bay." Passing scenic, conservation-protected farmland before arriving in the highly sought-after Pleasant Plains neighborhood. Step inside through the welcoming foyer to a recently updated kitchen and dining area filled with beautiful natural light—an ideal space for everyday living and entertaining. Just off the main living area, a massive family room provides the perfect setting to gather with friends and family or enjoy the big game. Open the double sliding doors to a spacious deck overlooking a fully fenced 0.5+ acre lot, offering a blend of open lawn and mature trees—perfect for BBQs, outdoor games, a swing set, or simply relaxing in your private backyard retreat. Upstairs, you’ll find four generously sized bedrooms and two full baths, along with the convenience of a second-floor washer and dryer. The expansive primary suite features vaulted ceilings and a well-appointed en-suite bath with a soaking tub, stand-up shower, dual vanities, and a walk-in closet. The lower level includes two large, encapsulated dehumidfied crawlspaces with a dehumidification system installed in 2020—ideal for clean, dry storage. Additional highlights include an heated/cooled epoxied 3-car garage with ample storage space. Directly across the street, a picturesque sod farm enhances the open, rural feel. The quiet streets are perfect for walking, and neighborhood beach access is just a short stroll away—ideal for launching a kayak and simply enjoying sunsets and watching boats pass along the Chesapeake Bay. Don’t miss the opportunity to make this exceptional property your home in 2026. Recent upgrades include: • Roof (2020) • Kitchen appliances (2020) • 2 Encapsulated crawlspace with dehumidification (2020) • Sidewalk/driveway leveling (2021) • Ductless mini-split HVAC system (2022) • Freshly painted (2026) • Refurbished hardwood floors (2026)

1469 Pleasant Lake Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$395,000

3 Beds ⋅ 1 Baths

PRICE IMPROVEMENT! This is a great value! Prepare to fall in love with this totally renovated gem! A complete and tasteful remodel has just been completed for the lucky new owners. Stunning LPV flooring, a beautiful gourmet kitchen with granite counters and new Stainless Steel Appliances, a fully remodeled bath and great details like new contemporary closet doors await the new owners.. The exterior has been refreshed for great curb appeal with the same attention to detail as the interior from new house numbers to planted window boxes to a charming new mailbox and freshly painted retaining wall. Walk into the warm and welcoming sunroom which leads to the open floor plan living room and dining room. The expansive rear deck and huge fenced yard are perfect for outdoor activities and entertaining. The unfinished lower level provides storage. Huge lot provides room for future expansion! Add the off street parking and you have everything you need at a great price!

1226 Tyler Ave, Annapolis

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

$750,000

3 Beds ⋅ 4 Baths

Enjoy the water privileged lifestyle of the Annapolis Roads community on Lake Ogleton, Annapolis. This distinctive home offers an abundance of custom features, indoor and outdoor living spaces, seasonal filtered views of the water, architectural details, and access to some of Annapolis' most sought-after waterfront amenities. From the beautiful screened porch / family room, to the covered deck, ivy covered brick walled patio, and sun room, there are many special areas to relax or entertain. The property backs up to the Lake Ogleton tidal wetlands, with all the associated wildlife! The large number of windows and double doors provide natural light and amazing flow flow throughout. The sunroom is a standout feature, showcasing hand-hewn beams, custom cabinetry, and a wall of New England-style windows that fill the space with natural light, and, of course, fresh air. Entertaining is a delight with the smooth flow between rooms. Custom lighting throughout the home highlights the crown moulding, built-in shelving, cabinetry, and workspaces. The spacious primary suite features an ensuite bath with a jetted tub, walk-in closet, and an additional shoe closet. A second jetted tub is located in the upper-level hall bath. Extensive landscaping surrounds the property, creating multiple inviting outdoor spaces. Major systems and appliances recently updated include the furnace (3 years), dishwasher, two air conditioning units( approximately 9 years), washer and dryer. Updated windows. Residents enjoy access to Annapolis Roads' exceptional amenities, including a boat ramp, private beach, bayfront pavilion, bayside picnic area, playground, fire pit, community pier, kayak/SUP storage, extensive hiking trails, and a variety of neighborhood events throughout the year. Drop your boat in and visit the Annapolis Historic District by water; something very few neighborhoods offer. A unique opportunity to enjoy the waterfront lifestyle, charm, character, and community spirit that make Annapolis Roads such a special place to call home.

2644 Queen Anne Cir, Annapolis

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

$1,100,000

4 Beds ⋅ 5 Baths

Stately brick traditional in sought-after Bowen Manor community. - Turn key,move- in ready just minutes from Historic Annapolis, major commuter routes, and marinas. Offering spacious, bright living throughout. Built with numerous custom upgrades and additions by the original owner, this beautifully maintained residence combines timeless elegance with thoughtful design and very low maintenance From the moment you open the handsome front doors, you'll appreciate the rich Brazilian cherry hardwood floors,elegant crown molding and timeless architectural details throughout this beautiful home. A private first-floor office with French doors and a sunny window provides the perfect space for working from home, reading or a quiet retreat. Designed for both comfortable living and entertaining, the chef's kitchen features gas cooking, center island, and generous gathering space flowing seamlessly into the inviting family room with a cozy gas fireplace. The luxurious primary suite offers a private sitting room, tray ceilings, and an generous walk- in closet. Four spacious bedrooms provide room for family and guests alike. Bedroom level laundry room. The walkout lower level is ideal fro expansive family room, second gas fireplace, and access to a wonderful brick patio area - perfectly suited for a future hot tub installation. Generous amounts of storage, the insulated under- deck drainage system helps keep the patio protected from rain. Additional highlights include all TVs convey, security system, and electric air filtration system. Perfectly located with convenient access to BWI Airport and just 15 minutes to the Beltway, this exceptional property offers comfort, convenience, and enduring quality. A warm and welcoming home you'll proudly call "Home Sweet Home"

216 Bowen Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$430,000

3 Beds ⋅ 2 Baths

Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amenities, including a private beach, boat ramp, community pool, playground, and more. This 3-bedroom, 1.5-bath residence features a full, partially finished basement, a spacious screened porch perfect for relaxing or entertaining, ample off-street parking, and a beautifully landscaped, fenced yard with mature trees and plantings. Enjoy the best of coastal living in one of the area's most desirable communities.

406 Holly Dr, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$1,250,000

Move-in ready and beautifully upgraded, welcome to 128 Stilly Way — a barely lived-in showpiece located in Annapolis’ sought-after Parkside Preserve community. Built in 2024 and offered in pristine condition, this exceptional residence combines the advantages of brand-new construction with the convenience of immediate enjoyment. No builder delays, no design center decisions, and no construction process — every upgrade, structural enhancement, and premium finish has already been thoughtfully selected and completed including a pool. One of the home’s most extraordinary features is its private backyard retreat. Situated in one of only three lots in the entire community approved for a full-size pool, this property offers a rare opportunity to enjoy resort-style outdoor living right at home. The custom heated saltwater pool and spa create a true luxury experience, with additional gas piping already in place for a future outdoor kitchen. The highly sought-after Fitzgerald model was built at the highest level with structural bump-outs that create expansive, light-filled living spaces enhanced by oversized windows and soaring 9-foot ceilings. The open-concept main level is ideal for both everyday living and entertaining, anchored by a stunning gourmet kitchen featuring upgraded cabinetry, premium countertops, and high-end appliances. Spacious living and dining and areas flow seamlessly to the composite deck, creating effortless indoor-outdoor living and entertaining space. A charming full front porch bricked adds timeless curb appeal and a warm welcome. Upstairs, beautifully appointed bedroom suites and spa-inspired baths continue the home’s sophisticated aesthetic and attention to detail. Every space has been carefully designed to feel elevated, comfortable, and functional. Includes additional living space on bedroom level. The fully finished walk-out lower level is a true extension of the home and a standout feature of the property. Offering a possible fifth bedroom, full bath, and expansive recreation area, this level is perfectly suited for guests, multigenerational living, a home gym, or movie nights. Direct backyard access further enhances the seamless connection between indoor and outdoor spaces. Perfectly located just minutes from historic downtown Annapolis and Eastport, with convenient access to major commuter routes, shopping, dining, and waterfront attractions, this exceptional home offers luxury, convenience, and modern living in one of Annapolis’ most desirable new communities. Come see this beautiful home that all you have to do is move in!

128 Stilly Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$1,649,900