Annapolis Homes with Colonial Style

Annapolis Homes with Colonial Style

Welcome to Annapolis, Maryland—a city that beautifully marries history with modern living. Nestled along the picturesque shores of the Chesapeake Bay, Annapolis is not only the state capital but also a vibrant hub of culture and charm. Known for its rich maritime heritage, this enchanting city boasts a stunning waterfront, historic landmarks, and a thriving arts scene. Whether you’re strolling through the cobblestone streets of the historic district or enjoying a meal at one of the many waterfront restaurants, Annapolis offers a unique blend of small-town warmth and urban sophistication.

One of the most appealing aspects of living in Annapolis is the array of stunning homes, particularly those showcasing the timeless elegance of Colonial architecture. These homes often feature classic brick facades, symmetrical designs, and charming details that harken back to the city’s colonial roots. With spacious layouts, large windows, and inviting front porches, Colonial-style homes in Annapolis are perfect for families and individuals who appreciate both history and comfort.

Living in a Colonial-style home in Annapolis means more than just enjoying beautiful architecture; it’s about becoming part of a community that values tradition, culture, and a strong sense of place. With access to top-rated schools, lush parks, and a plethora of recreational activities, it’s no wonder that Annapolis is a sought-after destination for homebuyers. Experience the charm and allure of this historic city, where your dream home awaits amidst the captivating backdrop of Maryland’s capital.

Newest Annapolis Homes with Colonial Style

4 Beds ⋅ 4 Baths

Welcome to 1294 Seabright Drive in Annapolis! Nestled in the sought after water privileged community of Cape St. Claire, this spacious 4 Bedroom 3.5 Bathroom Single Family Home boasts nearly 2,800 sq ft in finished living space. The main level features an inviting floor plan with hardwood floors and generous living and dining areas. Upstairs you will find 4 well sized bedrooms, including a large primary suite with private bath and ample closet space. The finished lower level provides approximately 800 finished square feet of flexible living space along with a full bathroom. Step outside to the fully fenced backyard featuring a low maintenance Trex deck perfect for entertaining or simply relaxing with family and friends. An attached 2 car garage and ample driveway parking provide convenience and additional storage. Additional features include solar panels through Tesla to help save of energy costs; as well as a variety of community amenities such as beaches, boat ramps, playgrounds, parks, and more! Conveniently situated just minutes from Broadneck schools, shopping, restaurants and downtown Annapolis. This home is being sold as is and awaits it's newest owner!

1294 Seabright Dr, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact: 4432214120

4 Beds ⋅ 5 Baths

This beautifully updated Colonial offers the perfect blend of comfort, space, and functionality. Featuring four bedrooms, three full and two half baths, this home is designed for both everyday living and effortless entertaining. Relax on the inviting covered front porch, unwind on the screened porch, soak in the 10-person hot tub, or gather around the newly built fire pit with its custom paver patio in the level, fenced backyard. Inside, you'll find hardwood floors, luxury vinyl plank flooring, new carpet upstairs, recessed lighting throughout, and a warm family room with a wood-burning fireplace. The thoughtfully designed floor plan includes a mudroom and the convenience of two laundry areas, including one in the primary suite. The finished lower level, with its private entrance, offers exceptional flexibility with a large recreation room, kitchenette, full bath, and bonus room—ideal for guests, multigenerational living, a home office, or hobby space. Recent updates include most windows and a two-zone HVAC system installed in 2024. Storage is plentiful with a spacious crawl space beneath the addition and a two-car garage featuring a floored attic, shelving, cabinets, pegboard, and pull-down stairs. An extra-wide driveway provides plenty of room for an RV, boat, or additional vehicles. Located in the water-oriented community of Annapolis Roads, residents enjoy community water access, a sandy beach, boat ramp, picnic area, and playground, all just minutes from Downtown Annapolis, Route 50, shopping, and dining. Harbor Drive is a private road maintained by the Annapolis Roads Property Owners Association (ARPOA). No HOA. Home warranty with Choice good through 2030 conveys to buyer.

1007 Harbor Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

3 Beds ⋅ 4 Baths

Welcome to this beautifully maintained brick-front townhome in the desirable August Woods community, offering three finished levels of light-filled living space in an unbeatable Annapolis location just minutes from downtown. The open-concept main level features 9-foot ceilings, crown molding, a cozy gas fireplace, and a spacious eat-in kitchen with granite countertops, a center island, premium Wolf appliances, and a gas range. The bright sunroom opens to a large deck overlooking a private wooded backdrop and a fully fenced turf backyard—perfect for relaxing or entertaining. Upstairs, the spacious primary suite offers a walk-in closet and a spa-inspired bath with a Jacuzzi tub, separate shower, and double vanity. Two additional bedrooms, a full bath, and an upper-level laundry complete the second floor. The walkout lower level provides flexible space for a recreation room, home office, or gym, along with a half bath and extra storage. Recent updates include a turf backyard(2023), HVAC system (2023), hot water heater (2024), and Tesla EV charger (2024). The home also features a MyQ smart garage door, Nest thermostat, smart lock, built-in ADT security system, and an oversized one-car garage with additional storage. Residents enjoy convenient access to downtown Annapolis, the Chesapeake Bay, shopping, dining, parks, boat launches, playgrounds, Pip Moyer Recreation Center, and one of Annapolis’ most popular outdoor pool complexes. This move-in-ready home combines quality finishes, modern upgrades, and an exceptional location.

1151 August Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

2 Beds ⋅ 2 Baths

Welcome to this beautifully updated and move-in-ready home! The bright and inviting main level features stunning wood floors (2025) and flows seamlessly into a fully remodeled kitchen (2025). The kitchen boasts crisp white cabinetry, stainless steel appliances, quartz countertops, peninsula featuring a striking quartz waterfall countertop with a sleek flat cooktop, and new smart inset ceiling lights. Two large newly added windows in the kitchen add natural light. The adjacent dining room is highlighted by a new smart chandelier and upgraded French doors (2025). Upstairs, you will find two generously sized bedrooms. The entirely remodeled full bathroom (2026) serves as a luxurious retreat, showcasing a large glass walk-in shower with custom tile work and a modern rainfall showerhead. Smart inset ceiling speakers in this space pair to your cell phone for easy listening opportunities, while a contemporary front lit and anti-fog mirror sits above a burnished stone floating vanity. The basement offers a spacious finished living area alongside an unfinished utility/laundry space, a workbench with built-in shelving, and a convenient half bathroom. It is further enhanced by newly added ceiling insulation (2026). The house features many updates including windows throughout the home (2023), roof with a 30 year warranty (2020), fully refreshed exterior paint (2023), and added windows to both the bathroom and kitchen to increase natural light. Outdoor entertaining is a dream with the covered deck located right off the dining room, leading down to a beautifully landscaped yard complete with a shed for storage, brick lined gravel path, and two gorgeous wooden pergolas.

422 Blossom Tree Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900

5 Beds ⋅ 5 Baths

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

3280 Arundel On The Bay Rd, Annapolis

Listing courtesy of The KW Collective. Contact: 4435741600

5 Beds ⋅ 2 Baths

A truly extraordinary opportunity awaits in one of Annapolis' most coveted waterfront locations. Situated in the historic Ferry Farms neighborhood, 1979 Baltimore Annapolis Boulevard is one of only thirteen homes positioned directly across the Severn River from the U.S. Naval Academy, offering uninterrupted panoramic views that have captivated generations. Imagine enjoying the Blue Angels soaring overhead each May from your own front lawn or dock—an experience few will ever call home. Rich in architectural character, the residence showcases the craftsmanship and charm of its era, including original hardwood floors, a classic wood-burning fireplace, vintage kitchen, inviting sunroom, screened porch, and period details that create a warm sense of history. The home's generous square footage spans three levels, blending the original residence with a substantial 2015 addition that expanded both its living space and functionality while preserving its unique personality. For buyers with vision, this property presents an exceptional opportunity to create a landmark waterfront residence tailored to today's lifestyle. Architectural renderings, renovation plans, a professional landscape design, and contractor cost estimates are available to help bring that vision to life, allowing the next owner to build upon an already remarkable foundation. The original home includes a main-level bedroom and full bath, while the upper level offers four additional bedrooms, including a primary suite with a private balcony overlooking the water. The 2015 addition introduced a spacious three-car garage, an expansive loft, and an additional bedroom perfect for guests, a home office, or a studio. A future bathroom has already been considered, with a rough-in located beneath the connecting section of the second floor. The lower level offers even more possibilities, featuring a second wood-burning fireplace, laundry area, utility space, and an impressive workshop with soaring ceilings and direct access to the garage and backyard—ideal for craftspeople, hobbyists, or future finished living space. Outside, the waterfront amenities are equally compelling. The private deep-water pier and bulkhead, completed in 2003, feature approximately 10 feet of water depth, a 40,000-pound boat lift, a 15,000-pound lift, and two 1,500-pound personal watercraft lifts, making this an outstanding property for serious boaters. A built-in outdoor barbecue and expansive waterfront setting invite effortless entertaining and relaxed evenings watching sailboats drift past the Academy. Properties of this caliber, location, and potential rarely become available. Whether thoughtfully restoring its historic character, executing the available renovation plans, or creating a legacy waterfront estate of your own design, this is a once-in-a-generation opportunity to own an irreplaceable piece of Annapolis waterfront in one of its most prestigious and tightly held neighborhoods.

1979 Baltimore Annapolis Blvd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

4 Beds ⋅ 4 Baths

Welcome to 810 Moran Drive, a beautifully updated home in the highly desirable Monticello community, offering over 3,900 finished square feet of thoughtfully designed living space in one of Annapolis' most convenient locations. Just minutes from Historic Downtown Annapolis, the Naval Academy, shopping, dining, commuter routes, and waterfront attractions, this home perfectly blends comfort, style, and location. Backing to mature trees and neighborhood walking trails, the private backyard provides a peaceful setting to relax or entertain. Enjoy outdoor living on the spacious deck with a recently reinforced structural beam and updated trim (2026), gather around the natural gas outdoor fireplace, or fire up the included Big Green Egg and grill. Inside, you'll find freshly sanded and stained hardwood floors with new boards, updated railings, and stylish lighting fixtures throughout. The heart of the home is the beautifully renovated kitchen, featuring custom cabinetry installed approximately one year ago, generous workspace, and an ideal layout for everyday living and entertaining. The main level offers a dedicated home office, spacious living and dining areas, and a convenient powder room. Upstairs, you'll find four generously sized bedrooms, three full bathrooms, and a well-appointed laundry room, including a spacious primary suite designed for comfort and privacy. The finished lower level adds approximately 700 square feet of additional living space, while still providing ample unfinished storage. Plumbing has already been roughed in for a future bathroom, offering flexibility to create an additional bedroom, guest suite, or recreation space. Additional updates and features include a new HVAC air handler (2019), roof installed in 2010, updated fencing, natural gas fireplaces inside and out, and access to Monticello's sought-after community amenities, including a neighborhood pool and scenic walking trails. This move-in-ready home combines generous living space, quality updates, and an unbeatable Annapolis location—an exceptional opportunity you won't want to miss!

810 Moran Dr, Annapolis

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

4 Beds ⋅ 3 Baths

You will immediately feel at home when you walk into this beautifully upgraded townhome! The current owner has thoughtfully enhanced the home with countless upgrades, including new luxury vinyl plank flooring throughout the upper level, new carpet on the stairs and in the basement, designer light fixtures, plantation shutters on every window, a freshly painted interior, and ceiling-mounted storage racks in the oversized 2-car garage. The open and inviting main level was designed with entertaining in mind, featuring a spacious family room, two separate dining areas, and a beautifully appointed kitchen complete with granite countertops, stainless steel appliances, custom cabinetry, and a large island with seating. Step outside to the spacious rear deck, where the outdoor gazebo conveys for your ease and enjoyment. This space creates the perfect setting to relax or entertain from day one. Upstairs, the impressive primary suite showcases vaulted ceilings, a walk-in closet with a custom organization system, and a spacious en-suite bath with dual vanities, a soaking tub, and a separate shower. Two additional generously sized bedrooms also feature vaulted ceilings, creating an airy and spacious feel throughout the upper level. The finished lower level offers exceptional flexibility with a fourth bedroom and plumbing already in place for a future half bathroom, providing an outstanding opportunity to easily expand the home's functionality and value. Combining thoughtful upgrades, abundant living space, and true move-in-ready condition, this home is an exceptional opportunity that you won't want to miss!

607 S Cherry Grove Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

4 Beds ⋅ 5 Baths

COMING SOON – Available August 16, 2026! Floor plans, and a full virtual tour are coming soon. The current online photos are only a preview of what is truly one of the most spectacular waterfront properties to hit the market this year. Prepare to be amazed by this rare waterfront opportunity offering 4 bedrooms, 4.5 baths with over 3000 square feet of living space with approximately 270-degree panoramic views of Gingerville Creek. Situated at the end of a quiet cul-de-sac, this exceptional property combines luxury, privacy, and an unbeatable location just minutes from Annapolis. Commuters will love the convenience of being just minutes from Exit 22, approximately 10 minutes to Route 50, and only 15 minutes to historic downtown Annapolis. For boating enthusiasts, this property is truly second to none. The private pier features a 10,000-pound boat lift, water and electric service, including two 220-volt outlets, three boat slips, floating dock and approximately 5+ feet of water at mean low water, making it ideal for larger vessels. A nearby marina and gas dock provide exceptional convenience for fueling, maintenance, and everyday boating adventures. The owners have meticulously maintained and updated the home with major improvements, including a new roof (2021) and upper-level HVAC system (2025). The exterior is equally impressive, featuring an attached two-car garage and driveway parking for up to six additional vehicles. Whether you're hosting family gatherings or waterfront celebrations, there's room for everyone. Step inside and you'll immediately be captivated by breathtaking water views. The welcoming living room features the first of two fireplaces and overlooks the creek, creating the perfect setting to relax year-round. As you continue into the heart of the home, you'll discover an expansive dining area surrounded by panoramic water views that will have you lingering over every meal. Sliding doors lead to a covered brick patio and an incredible backyard designed for entertaining on any scale—from everyday cookouts to milestone celebrations, weddings, corporate events, and unforgettable waterfront parties. Pet owners will appreciate the professionally installed invisible fence, allowing your four-legged family members to safely enjoy the expansive yard. The main level also offers a spacious kitchen, large family room, private office with a convenient half bath, a generously sized bedroom, and a full laundry room. Upstairs, the luxurious owner's suite offers stunning sunrise views over the creek and features an incredible layout with his-and-her bathrooms, a walk-in closet, and a true owner's retreat experience. Two additional bedrooms share a spacious full bath, while the loft provides the perfect second gathering space for movie nights, gaming, reading, or studying. A second laundry room on the upper level adds everyday convenience, and the walk-up attic with pull-down stairs provides abundant storage. Need even more flexibility? A detached waterfront office equipped with its own mini-split heating and cooling system creates the ideal work-from-home environment, art studio, or private retreat—all while enjoying incredible views of Gingerville Creek. Properties offering this combination of panoramic waterfront views, exceptional boating amenities, generous living space, thoughtful updates, and an unbeatable Annapolis-area location are extraordinarily rare. Complete photos, floor plans, and additional details will be available soon. Don't miss your opportunity to own one of the area's premier waterfront homes

120 Island View Dr, Annapolis

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

2 Beds ⋅ 2 Baths

Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for relaxing after a long day or gathering with family and friends. Natural light fills the space, while sliding glass doors lead to a private deck overlooking peaceful green space—an ideal spot to enjoy your morning coffee, unwind with a good book, or simply take in the outdoors. The thoughtfully designed kitchen features generous counter space, making meal preparation both convenient and enjoyable. Just off the kitchen, the adjoining dining area provides the perfect setting for everyday meals or entertaining guests. The tranquil primary suite is filled with natural light and offers serene views of the landscaped green space behind the building. An en-suite bath with a tub/shower combination provides both comfort and privacy. The second bedroom is generously sized with wall-to-wall carpeting and a spacious closet, making it ideal for guests, a home office, or additional living space. A second full bathroom with a tub/shower combination is conveniently located nearby. Whether you're a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle, this home offers the perfect combination of space, functionality, and location. Situated just minutes from Historic Downtown Annapolis, you'll enjoy easy access to charming boutiques, waterfront dining, marinas, entertainment, and the U.S. Naval Academy. Major commuter routes, shopping centers, parks, and everyday conveniences are all within close reach, making travel to Baltimore, Washington, D.C., and surrounding areas a breeze. Don't miss the opportunity to own this inviting home in a wonderful community—50-G Sandstone Court is ready to welcome you home.

50 Sandstone Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com

4 Beds ⋅ 3 Baths

This 4-bedroom, 2.5-bath detached Colonial in Hillsmere Estates offers a spacious three-level layout with an eat-in kitchen, family room, sunroom, fenced backyard, and partially finished walkout lower level. Additional features include a primary suite with a private bath and sitting area, a wood-burning fireplace, hardwood flooring, an asphalt driveway, and access to community beaches, picnic areas, a playground, boat ramp, and marina.

318 Beach Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

4 Beds ⋅ 4 Baths

Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George Street presents a rare opportunity to own a beautifully renovated residence just steps from the U.S. Naval Academy, St. John's College, City Dock, Main Street, Spa Creek, and the Chesapeake Bay. Offering the perfect blend of historic charm and sophisticated modern living, this exceptional home places you at the center of everything that makes Downtown Annapolis one of Maryland's most desirable destinations. A welcoming covered front porch sets the tone for the home, providing the perfect place to relax, greet neighbors, or enjoy the charm of one of Annapolis' most iconic streets. Inside, timeless architectural details, including rich heart pine floors, soaring ceilings, elegant moldings, and oversized windows, are beautifully complemented by thoughtful, high-end renovations. Designed for both everyday living and effortless entertaining, the main level features elegant formal spaces, including a gracious dining room anchored by a beautiful fireplace and a spacious living room filled with natural light. The gourmet kitchen is appointed with premium appliances, custom cabinetry, generous workspace, and opens seamlessly to a sun-filled four-seasons room, creating an inviting gathering space for family and friends. Upstairs, the luxurious primary suite offers a peaceful retreat highlighted by two walk-in closets with custom built-in organization systems, providing exceptional storage rarely found in Historic Annapolis homes. The beautifully renovated bathrooms showcase designer-inspired tilework, custom vanities, and sophisticated finishes that blend timeless style with modern comfort. Additional bedrooms offer generous accommodations, while the private third-floor suite provides the ideal space for guests, a home office, fitness studio, or additional living area.Outside, a beautifully landscaped courtyard offers remarkable privacy and a tranquil setting for outdoor dining, entertaining, or quiet evenings in the heart of downtown. From your front door, enjoy easy access to award-winning restaurants, boutique shopping, waterfront parks, marinas, sailing, museums, galleries, and the vibrant energy of City Dock. Whether you're looking for a full-time residence or an exceptional Annapolis retreat, 268 King George Street offers an extraordinary opportunity to experience luxury living in one of Maryland's most treasured historic waterfront communities.

268 King George St, Annapolis

Listing courtesy of Monument Sotheby's International Realty. Contact: (443) 906-3848

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