5 Bedroom Annapolis Real Estate

Welcome to 52 Primrose Hill Lane—the original model home in Craftmark's sought-after Primrose Hill community, where timeless architecture meets modern, low-maintenance living in the heart of Annapolis. Designed with both style and sustainability in mind, this exceptional residence offers nearly 4,000 square feet of thoughtfully curated living space, allowing you to spend less time on upkeep and more time enjoying the Chesapeake Bay lifestyle. Classic Georgian architecture is paired with a clean, sophisticated interior featuring custom built-ins, fine millwork, designer lighting, and a marble-surround gas fireplace. Every detail has been carefully selected to create a home that is both elegant and highly functional, with oversized closets and dedicated storage spaces throughout. The open-concept main level is ideal for everyday living and entertaining. A gourmet chef's kitchen features quartz countertops, an oversized island, energy-efficient appliances, and designer finishes, flowing seamlessly into light-filled dining and gathering spaces. The versatile floor plan offers two private en-suite bedrooms, making it ideal for guests or multigenerational living. The finished lower level provides flexible space for a home office, fitness studio, media room, or additional entertaining area. Step outside to a private paved patio, or take advantage of the exceptional amenities just across the street, including hiking trails, a fitness center, pickleball and tennis courts, and expansive recreation facilities. The location is truly unmatched. Bike to Eastport's vibrant waterfront restaurants, live music venues, marinas, and yacht clubs, or hop aboard the water taxi for a scenic ride into historic downtown Annapolis. Shopping, dining, and everyday conveniences are all just minutes away, offering the very best of Annapolis and Chesapeake Bay living. Additional highlights include a spacious two-car garage with room for vehicles, bicycles, and water sports equipment, a private driveway with parking for two additional vehicles, and convenient neighborhood overflow parking for guests. Beautifully appointed, exceptionally maintained, and perfectly located, 52 Primrose Hill Lane offers an elevated lifestyle in one of Annapolis's most desirable communities.

52 Primrose Hill Ln, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$999,999

Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence offering the perfect blend of space, style, and location. A stunning two-story addition creates an expansive main-level family room and an unforgettable upper-level bedroom featuring a loft and an incredible built-in slide—sure to be a favorite for kids and guests alike. The thoughtfully designed upper level also includes the convenience of a laundry room and ALL five bedrooms. The kitchen was tastefully updated in 2026 with new appliances, making it ready for everyday living and entertaining. Step outside to a fully fenced backyard that backs directly to the Goshen Farm Preservation Society, where you’ll enjoy scenic walking trails, community events, and peaceful natural surroundings right outside your gate. Convenience is another highlight of this home. Just a short walk away, you’ll find a neighborhood shopping center with a grocery store, coffee shop, restaurants, hair and nail salons, and other everyday essentials. Multiple parks are also within walking distance, making this an ideal location for enjoying an active lifestyle.

1408 Cape St Claire Rd, Annapolis

Listing courtesy of Home Towne Real Estate. Contact: 8882252736

$2,999,900

There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned at the mouth of Clements Creek, one of the Severn River's most sought-after natural hurricane holes, this remarkable estate offers the security and protection that experienced boaters value most. The impressive 180-foot private pier is a destination in itself, featuring three slips, 50-amp shore power, reinforced pilings ready for lifts, full riparian rights, and approximately 11 feet of mean low water—ideal for everything from a Hinckley or Chris-Craft to a Viking, Pursuit, Boston Whaler, or large motor yacht. Spend your days cruising the scenic Severn River, heading into Annapolis Harbor for waterfront dining, sailing with friends, or venturing onto the Chesapeake Bay whenever adventure calls—all just moments from your private dock. Inside, walls of glass capture breathtaking water views from nearly every room, creating a seamless connection between the home and its spectacular waterfront setting. More than 5,000 finished square feet of beautifully designed living space blends sophisticated coastal elegance with exceptional comfort. Soaring ceilings, rich hardwood flooring, designer lighting, and thoughtfully curated finishes create an atmosphere that is both grand and welcoming. The gourmet kitchen is designed for gathering, featuring commercial-grade appliances, granite countertops, gas cooking, and seamless flow into gracious living and dining spaces centered around a dramatic two-sided stone fireplace where conversations linger long after dinner has ended. The primary suite is a private sanctuary overlooking the water, complete with its own sitting room and fireplace, a luxurious spa bath beneath a skylight, soaking tub, oversized glass shower, and custom walk-in closet. Family and guests enjoy exceptional privacy with spacious ensuite accommodations and thoughtfully designed Jack-and-Jill bedrooms, while the walk-out lower level transforms entertaining into an experience with a recreation room, wet bar, wine storage, fitness room, fifth bedroom, full bath, and a stunning glass-enclosed sunroom ready for a future hot tub overlooking the river. Outdoor living is nothing short of spectacular. Expansive multi-level decks invite peaceful mornings with coffee overlooking the water, afternoons spent watching boats drift by, lively summer celebrations with family and friends, and unforgettable evenings as the sun sets across the Severn River. Every space has been designed to embrace the beauty, tranquility, and ever-changing scenery that make waterfront living so extraordinary. Practical luxury is equally impressive with a brand-new septic system and advanced whole-house water treatment featuring reverse osmosis and ultraviolet purification, providing confidence and peace of mind for years to come. Life in Downs on the Severn extends well beyond your property line. Residents enjoy two private marinas, a waterfront clubhouse, swimming pool, tennis and pickleball courts, and one of Annapolis' most prestigious waterfront communities—all just minutes from Historic Annapolis, exceptional dining, shopping, and convenient access to Baltimore and Washington, D.C. Properties of this caliber are exceptionally rare. Combining protected deep water, an extraordinary private pier, luxurious living, and one of the Severn River's most coveted locations, 1486 Downham Market is more than a home—it is a legacy waterfront estate where unforgettable moments, lifelong traditions, and the very best of Annapolis living begin.

1486 Downham Market, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,099,000

Originally built in 2005 and renovated with high end materials, this exceptional Craftsman-style home offers over 3,500 square feet of beautifully finished living space and has been meticulously maintained and thoughtfully updated throughout. The open-concept floor plan offers the perfect balance of comfortable everyday living and effortless entertaining, featuring abundant natural light, crown molding, recessed lighting, and seamless flow between the main living spaces. At the heart of the home is the newly renovated kitchen, complete with a large island with Quartz countertops and seating for up to eight, custom wood-paneled refrigerator and freezer, Signature custom cabinetry, and premium Wolf and Monogram appliances. The adjoining family room features custom built-in bookcases, a Montigo gas fireplace, Sonance in-wall speaker system, and direct access to the screened porch, creating an inviting space for gathering year-round. Additional highlights include a custom wet bar, a main-level bedroom and full bath, and a finished lower level offering flexible space for recreation, guests, or a home office. Outside, the fully fenced, level backyard is a private retreat with mature trees, a spacious patio with a Caldera hot tub, and a built-in outdoor fireplace making it perfect for entertaining in every season. Ideally located in the heart of West Annapolis, this home is just a few blocks from local restaurants, shops, and the community boat ramp. With easy access to Route 50, commuting is simple and convenient. As an added benefit, owners receive approximately $12,000 in rental income during Commissioning week, providing an excellent opportunity to offset ownership costs. Offering timeless style, premium updates, and thoughtful design, this home is a rare opportunity in one of Annapolis' most desirable neighborhoods.

8 Shiley St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$925,000

Welcome to the sought-after Chesapeake Preserve community on the Broadneck Peninsula! This stunning Colonial is ideally situated on a beautifully landscaped half-acre lot and offers over three finished levels of exceptional living space. Featuring five spacious bedrooms upstairs, this home is designed for both comfortable everyday living and effortless entertaining. The open floor plan offers hardwood floors, a welcoming living room, elegant dining room, private home office, spacious family room with a cozy wood-burning fireplace, and a beautifully appointed kitchen with granite countertops, stainless steel appliances, abundant cabinetry, and a seamless flow into the main living area. Upstairs, you’ll find five generously sized bedrooms with brand-new carpet (2026), including a spacious primary suite. The finished lower level offers a large recreation room with a bar, an exercise room or bonus room, a full bath, and ample storage space. Step outside to enjoy the rescreened screened porch (2025), overlooking a private, fenced backyard complete with a hardscape patio and fire pit (2024)—perfect for relaxing or entertaining family and friends. Located in one of Broadneck’s most desirable communities, this exceptional home offers space, updates, and an outstanding setting just minutes from parks, shopping, dining, and commuter routes.

909 White Marlin Way, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$899,000

Welcome to 13 Annapolis Street, a rare opportunity to own a charming home in the heart of sought-after West Annapolis. Perfectly positioned within one of Annapolis' most walkable and vibrant neighborhoods, this unique property offers the ideal blend of character, convenience, and lifestyle. Enjoy being just steps from beloved restaurants, boutique shopping, coffee shops, parks, and everything West Annapolis has to offer, while remaining just minutes from Downtown Annapolis, the Naval Academy, and major commuter routes. Inside, you'll find a home filled with warmth and opportunity, ready to be enjoyed as a primary residence, second home, or investment property. One of its most exceptional features is the private driveway with abundant off-street parking—an amenity rarely found in West Annapolis and a tremendous convenience for homeowners and guests alike. Whether you're searching for a place to call home, a weekend retreat, or a property in one of Annapolis' most desirable neighborhoods, 13 Annapolis Street offers an exceptional opportunity to enjoy the very best of coastal living. With its unbeatable location, walkability, and timeless appeal, this is a home that truly captures the charm and character that make West Annapolis one of the city's most sought-after communities.

13 Annapolis St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,500,000

Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

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

$879,400

***PROFESSIONAL REMARKS COMING SOON*** ON-MARKET 7/10***OFFERS PRESENTED AS RECEIVED***OPEN HOUSE SUN 7/12 12PM-2PM***

1920 Eamons Way, Annapolis

Listing courtesy of Samson Properties. Contact: 7033788810

$650,000

Welcome to this one-of-a-kind, fully updated rancher! Offering 5 bedrooms and 3 full bathrooms, this versatile home combines modern style, thoughtful design, and exceptional functionality—all within the desirable Broadneck School District! The main level features an open-concept layout with a stunning modern kitchen showcasing quartz countertops, stainless steel appliances, sleek finishes, and an inviting dining area centered around a charming brick wood-burning fireplace. An additional living room just off the dining area provides the perfect flex space for entertaining, relaxing, or gathering with family. Four spacious bedrooms, beautifully updated bathrooms, upgraded flooring, and contemporary fixtures complete the main level. Need space for extended family, guests, or additional income potential? The separate 1-bedroom, 1-bath apartment offers its own beautifully finished kitchen with quartz countertops, stainless steel appliances, and the same modern finishes carried throughout the home, making it ideal for multigenerational living, a private guest suite, or potential rental opportunities where permitted. Outside, enjoy a quiet, generously sized lot with room to entertain, garden, or simply unwind. The attached garage provides direct access into the living area, making everyday living and unloading groceries effortless. With designer finishes, flexible living spaces, and an unbeatable location just minutes from parks, beaches, shopping, dining, and commuter routes, this move-in-ready home truly has it all. Modern homes with this much versatility in Cape St. Claire don't come along often—schedule your private showing today!

1328 Yorktown Rd, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$2,250,000

Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is designed for both everyday living and entertaining, featuring a formal dining room, private office, dramatic two-story family room with a fireplace, and a sunroom connected by French doors that fills the home with natural light. The gourmet kitchen serves as the heart of the home with an oversized center island, custom cabinetry, granite countertops, a spacious breakfast area, and a butler’s pantry, creating an ideal space for gatherings large and small. The main level also features a spacious primary suite with an en-suite bath, providing flexibility for a variety of living arrangements. An additional office, laundry room, and powder room complete the main level. Upstairs, a second primary suite offers a private retreat with a sitting area and en-suite bath. Three additional bedrooms each feature their own private en-suite bathrooms, providing comfort and privacy throughout the upper level. The walkout lower level expands the home’s living and entertaining space with a large recreation room, second kitchen, half bath, and abundant storage. Completed in 2023, the backyard was transformed into an exceptional outdoor living space featuring a heated saltwater pool, expansive patio, outdoor fireplace, and a fully equipped outdoor kitchen designed for entertaining and enjoying an outdoor lifestyle. Recent improvements include a new roof (2025), two new HVAC systems (2022), new wood front and garage doors, a Tesla EV charger, and a lawn irrigation system. Located in the desirable Wyatts Hill community with no HOA, this home offers convenient access to Historic Annapolis, BWI Airport, Fort Meade, Baltimore, Washington, D.C., and major commuter routes including I-97 and Route 50.

1614 Annesley Ct, Annapolis

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

$965,750

Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers the rare opportunity to enjoy a home that has been thoughtfully and extensively updated throughout while embracing the exceptional lifestyle that makes this neighborhood so beloved. Just steps from the community marina, waterfront park, swimming pool, tennis and basketball courts, playground, and walking paths, you'll quickly discover why so many families choose to call Anchorage home. Here, children ride bikes until sunset, neighbors wave from their front porches, friends gather at the marina, dogs are walked along quiet tree-lined streets, and every season brings community events and lasting friendships. Beautifully finished living space blends timeless style with everyday comfort. Rich hardwood floors, elegant finishes, updated baths, designer lighting, and beautifully renovated living spaces create a fresh, move-in ready home where every room reflects quality and care. The stunning gourmet inspired kitchen serves as the heart of the home, opening effortlessly to a sunny breakfast nook where mornings begin over coffee and family breakfasts before school. For larger celebrations, the spacious formal dining room easily accommodates holiday dinners, Thanksgiving feasts, birthday celebrations, and gatherings that become treasured family traditions. Designed for the way families truly live, the spacious living areas offer room to spread out, entertain, or simply relax together beside one of two cozy gas fireplaces. Five generously sized bedrooms and three full baths provide exceptional flexibility for growing families, guests, home offices, or multigenerational living, while the oversized two-car garage offers abundant storage for vehicles, bicycles, paddleboards, kayaks, tools, and everything needed to enjoy life on the Chesapeake Bay. Outdoor living is equally inviting. The expansive deck becomes a favorite place to unwind after a long day, whether enjoying dinner under the open sky, hosting summer barbecues, watching the kids and dogs play in the yard, or ending the evening beneath the stars with family and friends. The screened porch offers the perfect retreat to enjoy fresh Chesapeake breezes from spring through fall, making every season feel just a little more special. Living in Anchorage is about far more than owning a beautiful home—it's about becoming part of one of Annapolis' most welcoming waterfront communities, where neighbors know one another, children grow up together, evening walks are a daily tradition, and the marina, pool, parks, and waterfront become an extension of your own backyard. Just minutes from Historic Annapolis, Eastport, Quiet Waters Park, premier shopping, dining, and major commuter routes, 3115 Starboard Drive offers the perfect balance of updated luxury, community connection, and the Chesapeake Bay lifestyle so many dream of but few ever experience.

3115 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$4,600,000

An extraordinary opportunity to own one of Annapolis’ most distinctive waterfront properties, offering some of the finest views on Spa Creek and the rare privilege of owning your own private marina in your backyard with dockside parking. Perfectly positioned to capture breathtaking panoramic vistas, this elegant Nantucket-inspired residence is filled with natural light, featuring walls of glass that showcase the ever-changing waterfront from nearly every room. Multiple balconies and an expansive waterside terrace invite effortless indoor-outdoor living, creating exceptional spaces for entertaining or simply enjoying the beauty of life on the water. A dockside workshop is a great opportunity to work and enjoy waterfront living. The thoughtfully designed floor plan includes spacious living areas, a versatile 1800 square feet (approximate) lower level with an in-law suite or private guest accommodations, and endless opportunities to personalize the home to suit your lifestyle. This home even has a koi pond in the front yard. Whether you’re an avid yachtsman, seeking a multigenerational waterfront retreat, or searching for a truly one-of-a-kind Annapolis property, this exceptional offering combines luxury, privacy, and an unmatched boating lifestyle in one remarkable setting. Additional details and professional photography coming soon.

140 Spa Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,475,000

Annapolis New Stunning Luxury Renovation: Just Completed! Experience the perfect blend of timeless elegance and modern sophistication in this stunning luxury renovation in Annapolis. Thoughtfully redesigned with impeccable craftsmanship and upscale finishes throughout, this exceptional 5-bedroom / 3.5-Bathroom residence offers refined living at its finest. A bright, open-concept floor plan showcases a designer chef’s kitchen, premium appliances, custom cabinetry, and beautifully appointed living spaces ideal for both everyday living and entertaining. Luxurious baths, spacious bedrooms, and carefully curated details create a move-in-ready retreat. Situated in one of Annapolis’ most desirable locations, Anchorage waterfront community, this remarkable home delivers the best of coastal living with convenient access to downtown Annapolis, the Chesapeake Bay, marinas, shopping, and dining. A rare opportunity to own a brand-new luxury home in the heart of Annapolis. This extraordinary residential real estate transformation is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3134 Starboard Drive a complete, down-to-the-studs renovation and expansion. They purchased this over .36-acre property from its original owner, and they turned a 2,000 square foot home into a 3,360 square foot of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedrooms, three-bathrooms, one-powder room, family room, recreation room, backyard, double garage residence was meticulously rebuilt—walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design, offering an open and elegant floor plan flooded with natural light. Situated in one of Annapolis’ premier waterfront enclaves, residents enjoy exclusive access to community amenities including a private marina with 49-boat slips, a boat ramp, pools, and scenic waterfront green spaces. If you’re seeking a truly move-in-ready home that is brand new in an established, amenity-rich community, this is your opportunity to own a masterpiece in Anchorage.

3134 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$775,000

OPEN HOUSE CANCELED PROPERTY UNDER CONTRACT Welcome to 1908 Dulaney Place! This 5-bedroom, 3-full bath home is located in the highly sought-after community of Pendennis Mount. Perfectly positioned just over the Naval Academy Bridge, this exceptional location offers quick access to the U.S. Naval Academy, Historic Downtown Annapolis, the Navy Golf Club, Sandy Point State Park, the Chesapeake Bay Bridge, and Maryland's Eastern Shore. Enjoy he highly rated Broadneck School Distric, plus easy commuting with quick access to Routes 50, 97, and 100. Designed for both everyday living and entertaining, this spacious home offers multiple gathering spaces including a bright sunroom, inviting screened porch with low-maintenance composite decking, and an extended brick patio overlooking the fully fenced backyard. The kitchen features updated appliances (2026) and natural gas is also available for the range. The living room is drenched in natural light with a large sky light with beam detail. 3 Bedrooms and 2 full bathrooms on the main level including the Primary en-suite. The cozy lower level family room is anchored by a gas fireplace insert and has built-in shelving for storage and function. 2 more bedrooms and 1 full bath, plus laundry room and access to the attached one car garage (heated and air-conditioned) on the lower level as well. The true showstopper is the incredible 600-square-foot detached garage—a rare find! Heated and air-conditioned with an oversized garage door and space for up to four vehicles, it offers endless possibilities for car enthusiasts, boat storage, a home gym, workshop, studio, hobby space, or additional recreational storage. Thoughtful updates provide peace of mind, including an updated architectural shingle roof with Velux skylights (2024), HVAC and gas furnace (2016), water heater (2016), updated windows, washer and dryer (2026), and exterior power washing (2026). Septic system was installed in 2008 with two dry wells and has been professionally maintained. Additional features include a storage shed, Lead-Free Certificate, and beautifully maintained landscaping. Offering an unbeatable combination of location, space, and one of the most versatile garage setups you'll find in the Annapolis area, this Pendennis Mount home is ready to welcome its next owners. *Square Footage is estimated. *Some photos have been virtually staged.

1908 Dulaney Pl, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$1,175,000

Seller has set an offer deadline of 4:00pm on Monday July 27th. Previous Buyers move from California fell through. Home is back on the market and ready for you! Wake up to panoramic views of the Magothy River from this beautifully updated home in the sought-after waterfront community of Cape St. Claire. Expansive windows fill the home with natural light while showcasing breathtaking water views from many of the primary living spaces. The stunning remodeled kitchen features quartz countertops, stainless steel appliances, custom cabinetry, a dry bar, and an open layout that flows seamlessly into the dining and living areas. Hardwood flooring, beautifully renovated bathrooms, updated stair railings, fresh paint, and designer finishes create a home that is both elegant and inviting. Offering a highly desirable layout with two main-level bedrooms and a private upper-level primary suite, the home provides exceptional flexibility for guests, multigenerational living, or a dedicated home office. The spacious primary retreat features a sitting area, custom walk-in closet, spa-inspired bath, and private balcony overlooking the Magothy River. The finished lower level provides additional flexible living space, abundant storage, and walk-out access to the backyard. Outdoor living shines with an expansive Ipe wood deck with glass railings, a hot tub, beautifully landscaped grounds, and stairs leading toward the shoreline—perfect for entertaining or simply enjoying the ever-changing waterfront scenery. With more than $250,000 invested in improvements over the past four years, this home combines timeless design with modern efficiency. Major updates include a complete kitchen renovation, three remodeled bathrooms, hardwood flooring, dual high-efficiency Carrier HVAC systems, updated electrical service with a Level 2 EV charger, reverse osmosis and whole-house water filtration systems, well pump replacement, waterproofing improvements, custom primary closet, backyard fencing, and much more. Conveniently located just minutes from downtown Annapolis, Broadneck schools, shopping, dining, commuter routes, and the Chesapeake Bay Bridge, this is a rare opportunity to own an extensively updated home with spectacular water views in one of Anne Arundel County's most beloved waterfront communities.

844 Harbor View Ter, Annapolis

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

$985,000

Rare opportunity to buy into Annapolis Cove. Enjoy full water privileges and option for membership in the Bay Ridge Pool Club located in the adjacent Bay Ridge community. This extra-roomy 5 bedroom colonial is situated on the large corner lot of a quiet cul-de-sac. A newly renovated basement with a separate entrance can be used for a nanny or as a mother-in-law suite. The first floor features a two-story family room, informal dining area, formal dining room, formal living room, half bathroom, and a sunroom. The family room leads directly to a large screened porch adjacent to a brick patio which overlooks a generous fenced-in yard. Upstairs features a spacious loft, a large primary suite, and three additional bedrooms and bathrooms. Hardwood floors throughout the first and second floors. Portable generator and garage refrigerator convey. Kitchen includes all new appliances and reverse osmosis water system. This is a rare availability in the community of Annapolis Cove, which boasts piers, a dinghy dock, a picnic area on Lake Ogleton, and many community events/activities.

1205 Britania Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,300,000

Welcome to this impressive 4,300-square-foot waterfront residence located on the scenic Little Magothy River, renowned among the 105 homes here as Annapolis's best-kept secret. This elegant home offers five bedrooms and three full bathrooms, designed to accommodate comfort and luxury. Enjoy expansive water views and effortless access to the Chesapeake Bay, making this an ideal property for boating enthusiasts. The private 110-foot pier is equipped with electricity featuring a full slip and a boat lift, 5' depth, MLW as well as a sandy beach and a safe harbor for protection during storms. The spacious yard is perfect for hosting large gatherings, yet requires minimal maintenance. Outdoor amenities include a shuffleboard court, hot tub, and ample space for either a large or small firepit. While the home is well-maintained, it offers a unique opportunity for customization, allowing you to update and personalize the interior to your taste. The flooring consists of hardwood and tile, complemented by luxury vinyl in the lower level bedroom, the living area off that bedroom and the hallway, currently no flooring is there. See agent notes. Additionally, the lower level includes a bedroom and bathroom with a private entrance, ideal for multigenerational living or guest accommodations.

1098 Magothy Cir, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600

$1,795,000

Welcome to this 8 year young home in Murray Hill. This 2018 Craftsman style home has so many exceptional features: Hardie Board siding, covered front porch with Ipe decking, metal roof over covered porch and architectural shingles on the roof. Single car garage with EV charger. Inside the home you'll find red oak flooring on main and upper level, 9' ceilings, kitchen with high end stainless steel appliances, quartz counters, large island with breakfast bar, wine fridge. Adjacent living area has coffered ceilings, eat in area, gas fireplace, built in bookcases, French doors lead to yard with patio and established landscaping. Upper level of the home has 4 bedrooms, 2 full baths, and laundry area. The primary suite has gorgeous bath with large walk in shower, double vanity, walk in closet. 3 additional bedrooms (one used as office currently). The finished lower level has a fifth bedroom, full bath, walk up access to the rear yard. Steps away from this great home is the Amos Garrett Waterfront park where you can launch your kayak or stand up paddleboard, or grab a water taxi to head to downtown Annapolis. Walkable to downtown Annapolis...this special home really does have it all!

114 Spa View Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$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

$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

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

$1,699,000

** 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

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:

$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

$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

$1,099,000

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

$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

$2,765,000

5 Beds ⋅ 2 Baths

Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature trees, meandering roads and preserved open spaces that foster community connection. Inside, the home features five bedrooms, two bathrooms, gorgeous oak floors (recently refinished in 2026), fireplace, bright sun-porch and large 12x 32 back deck. The south-facing orientation fills the home with natural light, creating a bright and cheerful atmosphere throughout. Recent improvements include freshly painted interior and exterior spaces, a newer roof approximately four years old, new porch benches, and a beautifully installed brick paver sidewalk that enhances the home’s curb appeal. A long driveway and rear detached garage provide ample parking and storage. Residents benefit from access to seven community beach areas and a shaded walking trail traversing the neighborhood, that provide a tranquil retreat for adults and a natural wonderland to explore. Conveniently located within walking distance of the local elementary school, Navy Stadium, Annapolis Street shopping and dining, Historic Downtown Annapolis and offers easy access to Rt. 50 for commuters. With classic architecture, spacious interiors, abundant natural light, and an exceptional in-town location close to everything Annapolis has to offer, this is a rare opportunity to own in one of the area’s most beloved neighborhoods. Schedule your private tour today!

202 Wardour Dr, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact: 4433727171

$8,750,000

Commanding extraordinary panoramic Chesapeake Bay views from its south-facing setting, this exceptional waterfront estate offers 210 feet of shoreline on 3.10 private acres in the exclusive Maidstone Farm community. Designed to embrace its remarkable waterfront setting, the residence captures sweeping, unobstructed views from nearly every principal room, with magnificent sunrises, vibrant sunsets, and ever-changing Bay vistas creating a stunning backdrop for everyday living. Enjoy mornings overlooking the water, afternoons boating from your private pier, and evenings entertaining along the shoreline. The protected waters of Burley Creek feature a private pier with 6–7 feet MLW, a 34' x 15' platform, and a 10,000 lb lift, providing effortless access to the Chesapeake Bay. The shoreline offers the perfect launch point for kayaks and paddleboards, while the expansive level lawn creates an exceptional setting for outdoor entertaining and waterfront gatherings. Designed by ABS Architects and custom built in 2019, this exceptional residence blends timeless coastal architecture with sophisticated craftsmanship and modern amenities. The thoughtfully designed floor plan features expansive living spaces filled with natural light, five ensuite bedrooms, 6 full and 1 half baths, four fireplaces including two propane, extensive custom built-ins, and seamless indoor-outdoor living with covered porches and waterside verandas. Architectural details include coffered ceilings, extensive crown molding, 10-foot ceilings on the main level, 9-foot ceilings on the upper and lower levels, 8-foot solid wood doors, 8-inch baseboards, designer lighting, and provisions for a future elevator. The gourmet kitchen is designed for both everyday living and entertaining, featuring two oversized islands, Eucalyptus cabinetry, a La Cornue range, two Sub-Zero refrigerators, Sub-Zero refrigerator drawers, premium hardware, and mitered-edge countertops. The waterfront primary suite offers a private retreat with a barrel vaulted ceiling, sitting area, oversized walk-in closet, and sweeping Bay views. Additional ensuite bedrooms feature custom tile work and refined finishes. A four-car garage with a private flex space above includes a full bath and exercise room, ideal for guests, office, studio, or additional living space. The unfinished 3,664-square-foot lower level provides endless possibilities for future expansion. Additional highlights include a heated saltwater pool overlooking the water, circular driveway, six-zone HVAC, spray foam insulation, 400-amp electrical service, Kohler propane whole-house generator with 2,000-gallon tank, security system, and Control4 audio and lighting automation. Minutes from downtown Annapolis, City Dock, waterfront dining, shopping, and cultural attractions, this extraordinary Chesapeake Bay estate offers a rare opportunity to enjoy a private waterfront lifestyle defined by boating, entertaining, relaxation, and the beauty of the Bay.

2035 Maidstone Farm Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$865,000

Welcome to Kingsport—where timeless elegance meets waterfront living. Nestled within this coveted, water-privileged community, this exceptional 5-bedroom, 4.5-bath residence offers a seamless blend of sophistication, comfort, and everyday luxury. A grand entry welcomes you with rich hardwoods and graceful architectural details, leading to a formal oval dining room, refined living room, and a private main-level office—perfect for today’s lifestyle. The heart of the home is a beautifully appointed gourmet kitchen, featuring a custom center island with cooktop, dual wall ovens, gleaming granite countertops, and extensive cabinetry. The space flows effortlessly into a dramatic family room, highlighted by soaring vaulted ceilings, plantation shutters, and a warm gas fireplace. Upstairs, the primary suite is a true retreat, offering a spa-inspired bath and dual walk-in closets. An elegant en-suite bedroom and two additional bedrooms with a shared bath complete the upper level, offering both comfort and privacy. The fully finished lower level is designed for entertaining and relaxation, featuring a spacious recreation room with a wet bar, a private guest suite, a playroom, and abundant storage. Outdoors, a fully fenced backyard invites quiet moments and gatherings alike, with a paver patio, raised garden beds, and serene wooded views backing to scenic walking paths. Residents of Kingsport enjoy an exceptional lifestyle with resort-style amenities including a community pool, playgrounds, hiking and biking trails, kayak launch and storage, and a picturesque pier on Crab Creek—ideal for sunset views, fishing, or peaceful afternoons by the water. Perfectly positioned just minutes from downtown Annapolis and convenient to major commuter routes, this home offers the rare opportunity to live beautifully in one of the area’s most desirable communities.

730 Crisfield Way, Annapolis

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

$1,000,000

Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a complete shell and requires a full renovation or rebuild. Ideal for investors, builders, or buyers looking to design and construct a custom waterfront home from the ground up. Located along the protected waters of Oyster Cove, the property includes a deep-water pier and boat house. The existing footprint and favorable waterside placement offer strong potential to maximize views and overall design. Convenient access to the Chesapeake Bay and close proximity to Historic Downtown Annapolis by both land and water. Enjoy boating, sailing, and easy access to surrounding waterfront destinations throughout the region. Property is being sold strictly as-is. A unique opportunity for those ready to take on a full redevelopment project in a prime waterfront setting.

1254 Washington Dr, Annapolis

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

$12,500,000

A rare opportunity on Spa Creek, this fully reimagined Murray Hill residence offers an extraordinary waterfront lifestyle just moments from downtown Annapolis. Completed in late 2023 after a full ground-up rebuild, the home spans 5,900+ sq. ft. of impeccably crafted living space, where natural materials, refined architectural details, and top-tier systems create a seamless blend of comfort and sophistication. Set on just under a half acre of level waterfront, the property showcases one of the most complete private pier systems in the area: a heavily built main pier, two floating docks, and three boat lifts (16,000lb, 8,000lb, and 2,500lb), plus lighting, water, 30/50-amp shore power, Tide Slide moorings, and 6' MLW at the 70' T-head. A charming boathouse and waterside deck capture the magic of Spa Creek from morning to sunset. Outdoor living is exceptional. A stunning 40' x 20' PebbleTec saltwater pool—rebuilt in 2024—anchors a series of Ipe decks and natural stone patios and decks designed for effortless entertaining. The outdoor kitchen with piped natural gas grill, refrigerator, and sink extends gatherings well into the warm months, while covered and uncovered spaces offer year-round enjoyment. The exterior speaks to enduring quality with Carderock stone foundations, mahogany trim and ceilings, Loewen windows, Canadian cedar siding, copper gutters and flashings, and custom mahogany entry doors. A detached heated and cooled two-car garage includes a beautifully finished upper level with kitchenette, laundry, living/sleeping area, and private bath—ideal for guests or an au pair. Inside, the home is defined by warm natural luxury featuring a stunning barrel vaulted mahogany ceiling with cove lighting. Additional curated details include: mahogany doors, black bronze hardware, 5" Cumaru flooring, custom cabinetry, and extensive millwork throughout. The chef’s kitchen features Sub-Zero and Wolf appliances with granite and soapstone surfaces. The main level Primary suite with inspiring view of pool and waterfront provides convenience and options for aging in place. The lower-level recreation spaces provide a relaxed retreat with a private bedroom suite, family room, wet bar, gym and full laundry room. An abundance of thoughtful design is presented throughout the home with multiple wet bars, radiant heated tile floors in five bathrooms and the main-level bar, and four separate laundry areas. Less than half a mile from Church Circle, this residence delivers the rare ability to live on the water while enjoying the full walk-everywhere lifestyle of historic Annapolis. This is Spa Creek living at its finest: sophisticated, effortless, and undeniably special. Welcome Home!

5 Franklin St, Annapolis

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

$2,150,000

Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!

250 Prince George St, Annapolis

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

$11,500,000

Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining. Cruise by boat to downtown Annapolis, waterfront restaurants, ice cream shops, and the historic City Dock, or enjoy spectacular views of the Blue Angels, fireworks, and the annual boat parade from your own private retreat. Set within an exclusive enclave of only three prominent waterfront residences, this property offers a rare combination of privacy, convenience, and lifestyle. The waterside heated saltwater pool, expansive Ipe deck, and beautifully landscaped grounds create the perfect setting for entertaining family and friends. Host sunset dinners, summer gatherings, or relaxed afternoons outdoors while enjoying the water views and the sparkling lights of the Annapolis skyline. Surrounded by lush boxwoods and specimen plantings, the grounds provide a peaceful escape just minutes from downtown. Architecturally distinctive and thoughtfully updated, the residence combines refined design with comfortable waterfront living. Extensive renovations by Pyramid Builders showcase exceptional craftsmanship, including a dramatic marble foyer, floor-to-ceiling windows, solid wood doors, and rich stained black oak flooring. The gourmet kitchen features Sub-Zero refrigeration, a white six-burner Viking cooktop, high-gloss Premier cabinetry, Neolith porcelain countertops, designer lighting, and a striking floating staircase. A custom marble-topped bar provides an ideal space for entertaining. Offering 4–5 bedrooms, 5 full baths, and 1 half bath, including a desirable first-floor bedroom suite, the home provides flexibility for family and guests. A two-car garage, generous parking, and deep-water pier complete this exceptional Annapolis waterfront offering. This is more than a home—it is a rare opportunity to experience the very best of Annapolis living, where boating, entertaining, and downtown charm come together in one extraordinary setting.

8 Spa View Cir, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$2,295,000

This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove waterfront park is around the corner, and City Dock, Main Street, restaurants, shops, and the Naval Academy are all within easy walking distance. Easy parking on quiet Market Street. The new kitchen features custom cabinetry, Taj Mahal quartzite countertops, ceramic tile backsplash, unlacquered brass hardware, designer lighting, and a full suite of GE Monogram appliances. The expanded pantry area offers plenty of storage, a separate freezer, and ice maker, while the custom wet bar includes reeded glass cabinetry, brass detailing, a dedicated sink, and generous storage for entertaining. A full-width screened porch spans the front of the home, while 10-foot ceilings, original architectural details, and multiple gathering spaces create warmth and character throughout. The main level includes a paneled office, formal living and dining rooms, and a casual family room that opens to the eat-in kitchen and rear patio with gazebo. Seasonal water views can be enjoyed from several rooms. Upstairs, the primary suite offers winter water views, dual organized closets, and an updated bath. A 2nd bedroom with hall bath and laundry room are located on this level. The 3rd floor has been completely reimagined to create 3 additional rooms with built-in storage and a beautiful new full bath featuring classic finishes, custom millwork, and quartz countertops. A rare opportunity to enjoy the character of Historic Annapolis with the benefits of a major recent renovation, all tucked on a quiet street in the heart of the Historic District. Water access is just steps away, downtown Annapolis is an easy walk, and everyday convenience is rarely this effortless.

83 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,449,000

75 Shipwright Street is an enchanting Victorian semi-detached home located in the heart of the Historic District of downtown Annapolis. This is a rare opportunity to own a five-bedroom historic home directly across from St. Mary's School (Pre-K-12), allowing students to walk to class while enjoying all that Historic Annapolis has to offer. Built around 1910, this four-level residence offers a blend of original architectural character and modern updates, with significant views of Spa Creek. The property is located in Zone C1 within the historic district, ensuring the preservation of its external architectural integrity. The home features approximately 2,800 square feet of livable space across four finished levels with 5 bedrooms and 3.5 baths, all equiped with eco-friendly bidets. It maintains much of its original Victorian charm, including hardwood floors, moldings, pocket door, and a central hall with high ceilings. The main level boasts a light-filled chef’s kitchen with new quartzite countertops, newer appliances, and a breakfast bar, connecting to a living area with a gas fireplace and a private balcony with wonderful views of Spa Creek. The walk-out basement includes a family room, a full bathroom, and a workshop/laundry area. The new brick patio is surrounded with lush "cottage gardens," providing a private outdoor retreat. A deeded path allows for direct access to the waterfront from your backyard for launching your kayaks and paddleboards. Situated on a secluded street, the property is a short stroll from several major Annapolis landmarks. Residents are just steps from the end of Shipwright Street, where they can catch a water taxi or access slips at the Old Towne Marina. The home is within easy walking distance of the United States Naval Academy, City Dock, and the various shops and restaurants along Main Street. The neighborhood is noted for its tranquil atmosphere while remaining central to the city's vibrant downtown activities. The current owners not only enjoy the property as a second home, they also offer it as a profitable short-term rental, licensed with City of Annapolis. ***Records are available upon request, along with special information pertaining to the current STR license*** This is your chance to own a storied property and a little piece of Annapolis history. Don't miss it! Request your private tour today. ***WATCH THE AERIAL VIDEO TOUR. CLICK THE VIRTUAL TOUR ICON OR VISIT YOUTUBE AND SEARCH "75 Shipwright St Annapolis"***

75 Shipwright St, Annapolis

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

$669,000

5 Beds ⋅ 2 Baths

Nestled in a serene setting, this exquisite Colonial-style residence offers a harmonious blend of elegance and comfort, perfect for those seeking a luxurious lifestyle. Potenial five bedroom, Built in 2001, this detached home spans an impressive 2,399 square feet, providing ample space for both relaxation and entertainment. As you step inside, you are greeted by a warm and inviting atmosphere that flows seamlessly throughout the home. The thoughtfully designed layout features five spacious bedrooms, ensuring that everyone has their own private retreat. The two full bathrooms are tastefully appointed, showcasing high-end finishes that elevate everyday living into a spa-like experience. The heart of the home is undoubtedly the expansive living area, where natural light pours in through large windows, creating a bright and airy ambiance. This space is perfect for hosting gatherings or enjoying quiet evenings with loved ones. The open-concept design allows for effortless transitions between the living room, dining area, and kitchen, making it ideal for entertaining. The kitchen is a chef's dream, equipped with modern appliances and ample counter space, making meal preparation a delight. Whether you're hosting a dinner party or enjoying a casual breakfast, this culinary haven is sure to inspire your inner gourmet. Step outside to discover a private outdoor oasis, perfect for savoring morning coffee or unwinding after a long day. The meticulously maintained grounds offer a tranquil escape, while the driveway provides convenient parking for you and your guests. This home is not just a residence; it's a lifestyle. Enjoy the peace of mind that comes with living in a well-established neighborhood, where community and comfort are paramount. With no association fees or restrictive amenities, you have the freedom to personalize your space and create the home of your dreams. Experience the perfect balance of luxury and warmth in this stunning Colonial home. Whether you're looking to entertain, relax, or simply enjoy the finer things in life, this property is a true sanctuary that invites you to create lasting memories. Don't miss the opportunity to make this exceptional residence your own.

1200 Bay Ave, Annapolis

Listing courtesy of Powerhouse Realty, LLC.. Contact: 4109958386

$650,000

Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-bedroom, 3.5-bath home offers a finished lower level complete with a bedroom and full bath—ideal for guests, extended living, or a private retreat. The 2022 renovated kitchen is the heart of the home, featuring quartz countertops, soft-close cabinetry, and premium Samsung appliances, seamlessly connecting to the main living and dining areas. All three full bathrooms have been tastefully updated within the past four years, including a spa-inspired primary suite showcasing a soaking tub, rainfall shower, heated towel rack, dual LED vanities, and a cozy electric fireplace heater. Major system upgrades provide peace of mind, including a new electrical panel (2022), Bosch dual-fuel HVAC system (2023), new luxury vinyl plank flooring (2023), all windows replaced, and water heater (2020). Smart home enhancements include a security system, sensors, and hardwired detectors. The finished lower level is designed for both function and entertaining, featuring a dry bar with full refrigerator and cleverly concealed storage. A dedicated home office with Restoration Hardware furnishings adds both style and productivity, while Elfa closet systems throughout maximize organization. Outdoor living is equally impressive with over $30,000 in hardscaping, including an engineered retaining wall, paver patio with gazebo, main-level deck, and a private wooded backdrop. Additional highlights include an upgraded garage with built-in cabinetry, utility sink, and EV wiring. Condo classification offers the benefit of reduced exterior maintenance and sometimes lower insurance costs. Located in the non-age restricted section of Heritage Harbour, residents still have the option to enjoy access to the community’s extensive amenities. Amenities include golf course membership, indoor and outdoor pools, tennis courts, fitness center, clubhouse, boat ramp, water access, and a wide range of social and recreational offerings with a voluntary membership to Heritage Harbour. This home delivers the perfect combination of space, upgrades, and lifestyle.

2576 Hidden Cove Rd Unit #154, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$1,149,000

Enjoy unobstructed views of Saltworks Creek from this ideally situated home in the sought-after, water-privileged community of Severn Grove—just minutes from downtown Annapolis. Thoughtfully designed across three spacious levels, the home offers an open, light-filled floor plan that seamlessly blends everyday comfort with effortless entertaining, all defined by picturesque water views. The main level features warm wood flooring, a welcoming living room with a fireplace, and a well-appointed kitchen anchored by a large island and accented with plantation shutters. A main-level bedroom with a full bath and a separate office provide flexible living options. Step outside to multiple decks and a screened porch—perfect for relaxing or hosting while taking in the peaceful surroundings. Upstairs, three additional bedrooms include a water side primary suite with sweeping water views. A cozy library with custom bookcases and its own fireplace creates an ideal space for reading or working from home. Finishing out the second floor is a full bathroom and two bedrooms....one with water views. The fully finished lower-level lives like a private guest suite, complete with a bedroom, full bath, kitchen, spacious living area, and walk-out access—offering exceptional versatility for extended visits or multigenerational living. Additional features include off-street parking and access to Severn Grove’s exceptional amenities, including a clubhouse, beach, water access/marina, and kayak storage. With its flexible layout, scenic setting, and prime location, this home offers a rare opportunity to enjoy the best of waterfront living.

1812 Shore Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$1,699,900

NEW PRICE! WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM. FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION SHUTTERS AND DIRECT ACCESS TO A TASTEFULLY RENOVATED FULL BATH. THE FORMAL DINING ROOM PROVIDES THE PERFECT SPACE FOR ENTERTAINING AND GATHERINGS. THE RENOVATED GOURMET KITCHEN SERVES AS THE HEART OF THE HOME, FEATURING A QUARTZITE ISLAND, SOAPSTONE COUNTERS, GE MONOGRAM APPLIANCES, GAS COOKTOP, WARMING DRAWER, BOSCH DISHWASHER, WINE COOLER, REVERSE OSMOSIS SYSTEM, WALK-IN PANTRY, AND A WINE BAR PERFECT FOR ENTERTAINING. LIVING SPACES ARE BOTH COMFORTABLE AND REFINED, INCLUDING A COFFERED CEILING FAMILY ROOM WITH PROPANE FIREPLACE, A FORMAL LIVING ROOM WITH A SECOND GAS FIREPLACE, AND A SPACIOUS LIGHT-FILLED SUNROOM WITH DIRECT ACCESS TO THE SCREENED-IN PORCH. THE BREAKFAST ROOM FEATURES A NEWER EXTERIOR DOOR, AND THE MUDROOM ADDED IN 2020 OFFERS EVERYDAY FUNCTIONALITY. UPSTAIRS, YOU WILL FIND FOUR BEDROOMS WITH NEW CARPET THROUGHOUT. THE PRIMARY SUITE OFFERS A TRUE RETREAT WITH A FULLY RENOVATED PRIMARY BATH AND SEASONAL WATER VIEWS. THE HALL BATH IS EQUALLY IMPRESSIVE WITH QUARTZITE FINISHES, PORCELAIN TILE FLOORS, SKYLIGHT, A LARGE SOAKING TUB, AND A CEDAR-LINED CLOSET. THE WALK OUT LOWER LEVEL IS FULLY FINISHED WITH NEW CARPET, A FULL BATH, BUILT-IN SPEAKERS, AND FLEXIBLE SPACE IDEAL FOR ENTERTAINING, GUESTS, OR A HOME GYM. THE EXTERIOR COMPLEMENTS THE INTERIOR BEAUTIFULLY WITH PAINTED BRICK AND FRESHLY PAINTED CEDAR SIDING ALONG THE REAR. OUTDOOR LIVING IS EXCEPTIONAL WITH AN EXPANSIVE AZEK DECK AND SCREENED PORCH DESIGNED FOR ENTERTAINING AND RELAXING, OVERLOOKING THE PRIVATE FENCED BACKYARD BACKING TO TREES. ADDITIONAL FEATURES INCLUDE A WOOD-BURNING FIRE PIT, UNDERGROUND SPRINKLER SYSTEM, AND INSULATED STORAGE UNDER THE DECK. RECENT UPGRADES INCLUDE A NEW WELL PUMP AND WATER TREATMENT SYSTEM. THIS IS A RARE OPPORTUNITY TO OWN A TURNKEY HOME IN ONE OF ANNAPOLIS’ MOST DESIRABLE WATER ACCESS COMMUNITIES, OFFERING A MARINA, WATERSIDE POOL & CLUBHOUSE, TENNIS/PICKLEBALL COURT, BEACH AND MORE! ALL JUST MINUTES TO DOWNTOWN ANNAPOLIS WITH A CONVENIENT COMMUTE TO DC, NORTHERN VA AND BALTIMORE. COME AND ENJOY THE LAND OF PLEASANT LIVING!

1207 Thomas Point Ct, Annapolis

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

$1,050,000

Discover luxurious living in this exceptional 5-bedroom, 4-bathroom home nestled on a full acre in an exclusive WATER ACCESS community. This meticulously crafted residence seamlessly blends elegant design with modern comfort, offering the perfect retreat for those seeking both tranquility and sophistication. The expansive one-acre lot offers endless possibilities for outdoor enjoyment, including gardening, relaxing on the rooftop deck, or sitting under the ceiling fans on the large front porch. Each of the five spacious bedrooms offers comfort and style, while four full bathrooms feature premium tile work, modern vanities, and spa-like amenities. All the while, enjoying the water access community amenities that offer boating, fishing, and waterfront recreation just moments from your doorstep. Easy access to local restaurants, shopping, and major roadways.

767 Bon Haven Dr, Annapolis

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

$5,775,000

Set on 4.5 picturesque acres along the Severn River, this exceptional Tudor–French Country estate designed by Scarlett Breeding of ABS blends timeless architecture with refined craftsmanship just minutes from downtown Annapolis. Panoramic river views define the property, complemented by a detached two-car garage with private guest quarters featuring a kitchenette and full bath. Outdoor living is equally compelling, with a fire pit, boathouse for convenient dockside storage, and a private pier equipped with a 20,000 lb boat lift—ideal for embracing true waterfront living. Access the dock via a scenic path and stairs or by private tram. Inside, light-filled interiors capture sweeping water views and flow effortlessly through a thoughtfully designed floor plan suited for both everyday living and elegant entertaining. A dramatic curved staircase anchors the foyer, leading to a main level that includes a gourmet kitchen, living room with a gas fireplace, bar, office, mudroom, two powder rooms, and a formal dining room. The chef’s kitchen is outfitted with a 6+ burner Wolf range, hammered copper sinks, dual dishwashers, expansive prep space, and a generous pantry. The living area opens to a spacious deck, perfect for waterfront gatherings. Upstairs, the primary suite offers a private retreat with its own balcony, wet bar, two walk-in closets, dual vanities, and a walk-in shower. This level also includes flexible bonus space, two additional bedrooms, a full bath, and a laundry room. The lower level expands the living space with two additional bedrooms, two full baths, a family room with fireplace and bar, and a game room—all with easy outdoor access and continued river views. All levels of this home can be accessed by an elevator. Some of the well executed details in this home include wooden beams, arched doorways, curved walls, extensive stone work, intricate iron work, dramatic light fixtures, walnut flooring, dramatic built-ins and the highest level of craftsmanship and execution. A rare opportunity to own a meticulously crafted waterfront retreat, with over 6500 sq. feet of finished space, that seamlessly combines old-world charm with modern luxury.

1716 Severn Forest Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$830,000

Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished square feet of thoughtfully designed living space. Recent updates include a roof replacement, a newer water heater, fresh interior paint, and beautifully refinished flooring throughout the main level, enhancing both style and peace of mind. // The traditional layout begins with a formal living room featuring large picture windows that draw in abundant natural light and flows seamlessly into the formal dining room, creating an inviting setting for gatherings. The updated eat-in kitchen is both stylish and functional, showcasing crisp white cabinetry with sleek bar pulls, a peninsula breakfast bar, black appliances including double ovens, a built-in workstation, and a bright breakfast area with sliding door access to the screened porch. Just off the kitchen, the welcoming family room is highlighted by a white-washed brick fireplace and filled with natural light, while a convenient powder room and laundry area complete the main level. // The upper level features four generously sized bedrooms, including a spacious owner’s suite with a comfortable sitting area, dual closets—one a walk-in with a custom organization system—and a private ensuite bath with a soaking tub and separate shower. A centrally located full bathroom with an extended vanity serves the additional bedrooms. The walk-out finished lower level provides exceptional versatility, offering a large recreation space, a full bathroom, a bar area with a rough-in for a sink, and a fifth bedroom ideal for a home office, gym, or guest space. // Outdoor living is equally appealing, with a screened porch overlooking the backyard, an open-air deck that steps down to a patio, and a spacious, flat, fully fenced yard backing to trees for added privacy. // Residents of Beale Manor enjoy a wealth of community amenities, including a scenic waterfront pool, a basketball court, and a whimsical pollinator garden, fostering a vibrant, connected lifestyle.

3135 Anchorage Dr, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact: (410) 465-6900

$3,090,000

This exceptional TO-BE-BUILT opportunity awaits in the coveted West Annapolis community —a rare 0.61-acre offering with endless potential. The custom new build was designed to seamlessly incorporate onto the expansive lot, providing your dream residence in one of the area’s most sought-after neighborhoods. The approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural designs by Custom Designs Unlimited have city approvals secured and are awaiting permits to be pulled. Cypress Homes, a well-known local builder, is prepared to construct the proposed 5-bedroom, 5.5-bath home designed for connection and comfort. Featuring an exquisite exterior design, generously sized rooms, a thoughtful floor plan, and a harmonious connection between indoor and outdoor living. The main level features a stunning great room with 2 story fireplace, a gourmet kitchen, and a luxurious primary suite with a spa-like bath. The upper level boasts 2 bedrooms each with ensuite baths. The lower level has endless potential, currently offering 2 additional ensuite bedrooms with private patios, a recreation room, and a gym. The conveniently located elevator accesses all levels. The generous yard, screened porch, and multiple decks invite outdoor gatherings, summer barbecues, and relaxed evenings enjoying the vibrant West Annapolis lifestyle. Just beyond your doorstep, stroll to acclaimed restaurants, local pubs, charming boutiques, and convenient street-end water access. Ideally situated near Downtown Annapolis, Navy Stadium events, and the Naval Academy, the location also provides effortless commuter access to Route 50 and the Bay Bridge for Eastern Shore escapes or travel to Washington, D.C. Welcome Home!

4 Shiley St, Annapolis

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

$7,500,000

This Severn River estate is a rare opportunity to own one of the area’s most spectacular properties. Showcasing a negative-edge pool with beach entry and hot tub, 2 private piers to accommodate a variety of vessel sizes including a 100 ft slip, sprawling yard and sweeping views of the river and Naval Academy Bridge. Imagine waking each morning to the sun sparkling off the Severn, its reflection dancing across the water and spilling into a home designed to embrace the view at every turn. This extraordinary residence is both a private retreat and an entertainer’s dream, with expansive balconies and roof decks on every level, making indoor/outdoor living a breeze. Inside, soaring ceilings and walls of glass frame the ever-changing views like a living masterpiece, while the grand chef’s kitchen, stone-floored sunroom, and elegant dining spaces invite gatherings large and small. The primary suite is an entire level of indulgence, complete with soaring ceilings, a fireplace, spa-like bath, wet bar, expansive dressing room, laundry, and its own private balcony for starlit evenings. Additional ensuite bedrooms and a guest suite with kitchenette ensure comfort for family and friends, while the lower level—with wine cellar, kitchenette, and direct access to the pool—extends the living space to the outdoors. With a sandy beach and two private piers, one tucked into Crouches Cove and the other stretching into the Severn river, this estate offers not just a home but a lifestyle of breathtaking vistas on the water, boating adventures at your doorstep, and the unmatched beauty of Annapolis waterfront living. Located in the Blue-Ribbon Broadneck School district and just 5 miles to downtown Annapolis, convenient to Baltimore, BWI, Ft. Meade/NSA and Washington, DC., the location provides the very best this region has to offer in a 30-mile radius. If you are looking for a truly special property with EPIC water views, resort like amenities and a great private setting, this is the property you have been waiting for. Welcome Home!

125 S Winchester Rd, Annapolis

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

$2,795,000

**Open House - Sunday June 7th, 11-1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of this updated and well conceived home. Dramatic details throughout highlight the open floorplan and entertaining is a dream! Gourmet Kitchen with high end appliances, light filled formal dining room, soaring ceilings and imposing stone fireplace highlight the gathering room, cozy waterside family room off the kitchen, amazing primary suite with floor to ceiling windows, views to die for and luxurious bath and oversized closet, two additional bedrooms and a full bath complete the upper level, bright and airy lower level with family room, theater, two additional bedrooms with en suite baths, great views and plenty of storage, enjoy the flexibility of an enormous maintenance free deck and a stunning screened porch, attached two car garage and additional detached one car garage with an amazing 1 BR/1Bath updated in law suite/caretaker space, whole house generator, new tram and steps for convenient access to your pier with covered slip, two new boat lifts and jet ski lift nestled perfectly on Brewer Creek with quick access to the Severn River and the Chesapeake Bay! Located close to the community pool and sports courts with an an easy commute to Washington DC, BWI and Baltimore!

856 St Edmonds Pl, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$540,000

5 Beds ⋅ 2 Baths

Location Location location!! Modern rancher style home located near everything Annapolis has to offer! It's just minutes to Downtown Annapolis. The House is much bigger than it looks. A beautiful fenced in backyard with a composite decking awaits for outdoor entertaining. This house also features 5 bedrooms and two full bath. This home is almost 2,000 sf. finished. Entire home was fully renovated in 2025. The finished basement features a laundry room, family room, 2 spacious bedrooms, and one full bathroom. The whole top level features 3 bedrooms, one full bath, open concept style kitchen with island that opens to the dining space and large living room. New HVAC, plumbing and electrical system. Move-in ready, fully furnished!! This home really offers a wonderful opportunity to enjoy Annapolis living — just minutes from shopping, dining, and commuter routes.

1002 Tyler Ave, Annapolis

Listing courtesy of Smart Realty, LLC. Contact: 3012525515

$1,575,000