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$568,000
4 Beds ⋅ 3 Baths ⋅ MDAA2134820 MLS
Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full bathrooms on a beautifully sized 0.21-acre lot. The thoughtfully designed upper level features a sun-filled living room, formal dining area, well-appointed brand new kitchen with new appliances, and seamless access to the rear deck—perfect for refined indoor-outdoor living. Three bedrooms and two full baths complete the main level. The lower level is highlighted by a private primary suite with a generously renovated full bathroom, providing an ideal owner’s retreat or guest quarters, along with a spacious family/recreation room, laundry area, and mechanical room. Luxury vinyl flooring extends throughout both levels, complemented by windows in excellent condition. Major updates include the roof and HVAC system. Serviced by well and public sewer. A well-maintained home offering comfort, privacy, and timeless appeal.

721 Fairway Dr, Annapolis
$1,079,990
4 Beds ⋅ 5 Baths ⋅ MDAA2134880 MLS
Spacious and elegant, this 4-bedroom, 4.5-bath home offers approximately 4,400 sq. ft., with the option to expand to 5,300 sq. ft. with a fourth level. The gourmet kitchen features double wall ovens (upper with air-fry), a 36" gas cooktop, and choice of cabinetry or stainless steel hood. Enjoy a sunroom, cozy fireplace, 9-foot ceilings on all levels, and a finished basement with full bath. Energy-efficient upgrades include a tankless water heater and two-zone HVAC. Private setting near Quiet Waters Park. Fully furnished model available. Estimated move-in July/August.

113 Stilly Way, Annapolis
$1,157,456
4 Beds ⋅ 4 Baths ⋅ MDAA2133126 MLS
Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and downtown Annapolis. Sold strictly AS-IS. Schedule your showing now!

371 Carriage Park Way, Annapolis
$2,950,000
4 Beds ⋅ 4 Baths ⋅ MDAA2131890 MLS
TO BE BUILT, luxury home on Back Creek adjacent to Eastport. Quiet dead end street. Only steps away from the community marina with deep water slips. Permits in process for home and private pier. Primary suite on the main level. 5075 sq/ft of finished living space. Intentionally designed large home that can also live small when guests are away. 5br 4.5 Bath with 2 car garage. Offering includes 10' tall ceilings, White European Oak Floors, Furniture Grade Cabinets, Quartz counters, Sub Zero/Wolf Appliances, Screened porch with Outdoor fireplace. Contact LA to schedule a tour of the property. Builder maintains a model home by appointment only. Witness the refined details. $10k in Free options for use of Builders approved lender and title company. Visit Whitehall Building & Company's site for additional information. 100% VA financing available.

703 B Glendon Ave, Annapolis
$949,900
4 Beds ⋅ 3 Baths ⋅ MDAA2131620 MLS
Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an optional sitting room, a half bath, garage access, and a coat closet at the front entry. Upstairs are four well-sized bedrooms, two thoughtfully updated full baths designed with a clean, timeless aesthetic, and a laundry room. The walkout lower level remains unfinished and offers excellent storage, along with a bathroom rough-in for those who may wish to explore future expansion. Exterior updates include a newer roof and a recently paved driveway. The attached two-car garage supports everyday needs, while the detached three-car garage offers access to an unfinished upper-level space that provides additional room to tailor to personal needs. A back deck extends off the main level, with a second deck accessible from the unfinished space above the three-car garage. Community water access is located across the street. The Southaven community also offers a community pier and a kayak/paddleboard launch area. Set on a generous lot with ample storage and water access, 2942 Southaven Drive combines usability with the relaxed coastal character that makes this part of Annapolis so appealing.

2942 Southaven Dr, Annapolis
$1,379,000
2 Beds ⋅ 3 Baths ⋅ MDAA2130442 MLS
Walk to everything !!! Less than 3 blocks to restaurants, marinas, water taxi, street end parks, brew pub, pools, museums and more. Downtown historic Annapolis is a short walk or water taxi ride !! You really don't even need a car !!! Incredible Opportunity in the Heart of Eastport! Beautifully updated 3-story Victorian located on the Eastport Peninsula. Features include off-street parking, a welcoming front porch (2000), Windows and roofs replaced (2025) including gutters w/gutter guards. Wood floors, and impressive chef’s kitchen with beautiful granite counters, Viking appliances (6-burner stove), and vented hood - all enhanced by a large skylight in the center of the kitchen and a captivating view into the enchanting backyard provided by a large 3 window slider. When you are inside this home you sense nature has joined you. Upper two levels offer space brought to life with a large skylight highlighting the 3rd floor bedroom w/remodeled bath. While the 2nd floor sports 3 skylights w/solar shades, small office/library, washer/dryer closet, Bedroom, and a remodeled bathroom. The detached structure introduces 2 additional large skylights w/solar shades, and lots of additional windows providing a bright and airy ambiance. Energy-efficient appliances, including a gas on-demand water heater (2020), fully encapsulated crawl space (2025), Flexible heating and cooling options with ornate radiator heat complimented by five mini-split units providing a total of 48,000 BTUs for heating and cooling (entire A/C system new 2025) - just enhance year-round comfort and efficiency & have earned this home an Energy Star Certificate from BGE The mesmerizing private & fully fenced backyard (new 2020) just calls to you! New rear porch (2024) and adjoining brick patio maneuver strategically around the mature native trees and lush landscaping. A very inviting & tranquil stage postured perfectly for relaxing and entertaining. The detached accessory structure offers endless possibilities: office, studio, hobby or game room, gym...or add a bathroom to create a charming 'casita'. And don't forget.....there is a bricked off street driveway !! This property is move-in ready—just bring your personal touch! Seller will consider all offers !!!

120 Chesapeake Ave, Annapolis
$800,000
3 Beds ⋅ 2 Baths ⋅ MDAA2130856 MLS
This is an estate sale and being sold "As Is." A rancher that has been in this family for years, it does require updating--the value of this property is in the land and located in Pendennis Mount as many individuals would love to build a larger home in this community or rehab an existing home. This property is located in the well-desired subdivision of Pendennis Mount with properties selling for up to $9M on the water.. This property in not located in the "city" of Anapolis so no city property tax assessed. There is a private community access to the waters of the Severn River that has a pier and boat slips.... If one wants to join the Boat Club, one can join--agent is verifying fees and will update this info. There is also a public county park, Jonas Green Park, just outside of Pendennis Mount (next to the Naval Academy Bridge off Rt. 450) that offers a sandy beach for cartop boat launching, 288-foot fishing pier, picnic tables and restrooms for public use, but no swimming--(per their website). One can access downtown Annapolis, the Naval Academy within minutes. Easy access to Rtes 2, 50 and I-97. Easy driving to DC, Baltimore, or the Eastern Shore.

16 Brice Rd, Annapolis
$489,000
2 Beds ⋅ 1 Baths ⋅ MDAA2130832 MLS
Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been tastefully renovated and includes a tub/shower combo. The newly-carpeted basement offers flexible space for a home office, gym or recreation area plus dual closets for extra storage. Utilize the savings and comfort from the high-efficiency zoned dual heating/cooling system and heat pump. Outside, enjoy the fully-fenced backyard with vinyl privacy fencing and a hardscaped patio-ideal for entertaining-and a custom 16 x 12 storage shed for tools and gear. Nature & water lovers will appreciate the home's close proximity to Quiet Waters Park, where you can enjoy walking trails, a dock and boat/kayak access to scenic Back Creek. You're also just minutes from the Severn River, the Annapolis Maritime Museum, downtown Annapolis, the Eastern Shore and major commuter routes to Washington D.C., Baltimore and beyond. Don't miss this perfect blend of location, charm and convenience-your Annapolis lifestyle awaits!

1005 Hyde Park Dr, Annapolis
$540,000
5 Beds ⋅ 2 Baths ⋅ MDAA2130284 MLS
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
$896,000
4 Beds ⋅ 3 Baths ⋅ MDAA2130056 MLS
Another fantastic new home by Vineyard Builders who has an amazing reputation in the Cape is in the final stages of completion. New Construction in Cape St. Claire. Home is now framed and under roof. Delivery date will be beginning of September. Days on the market began when lot was purchased. Please look at the documents section of the listing to see all standard features included with this home. Pictures shown in this listing are of the home now framed and a previous completed home built at 1216 Ramblewood Drive Annapolis, Md. also located in Cape St. Claire during the construction of that home. This same floor plan will be constructed on this site. Please contact listing agent with any questions.

1217 Hampton Rd, Annapolis
$1,500,000
5 Beds ⋅ 5 Baths ⋅ MDAA2125858 MLS
This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is ready to go and can do a quick occupancy! With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms and 4.5-baths and sits on the last available lot in the Twin Hills neighborhood which is 1.4 acres and borders lush trees and a preservation area. It offers a rare blend of privacy, openness and a connection to nature. Whether you are hosting friends or enjoying a quiet night in, the thoughtful layout makes everyday living feel seamless and relaxed. As you step inside, you are greeted by an inviting open floor plan with an abundance of light throughout that seamlessly connects the open-concept gourmet kitchen to the family room, creating an ideal space for both entertaining and everyday living. The kitchen features stainless steel appliances, including double wall ovens, cooktop and built-in microwave, complemented by a spacious island and quartz countertops. The Morning Room (Breakfast Room) and Conservatory offers light filled retreats year round. You will also find five generously sized bedrooms, each designed with comfort in mind. The primary suite is a true retreat, with a spacious sitting room and dual walk-in closets in addition to a luxurious en-suite bathroom featuring a soaking tub, walk-in shower, and dual vanities as well as dual water closets! The family room features 10’ ceilings and a relaxing gas fireplace to keep you warm in the cooler nights! The full basement, with an outside entrance, provides extra entertaining spaces with a extensive recreation room, true fifth bedroom and full bath as well as an unfinished area which leaves endless possibilities for customization, whether you envision a home theater, gym, or additional living space. The bedroom floor laundry adds a touch of practicality to daily routines, while the cozy family room off the kitchen serves as the heart of the home, perfect for relaxation and connection. The side-entry garage accommodates three vehicles and a generous amount of storage space, ensuring convenience and ease of access. This residence is not just a home; it's a lifestyle choice that embodies luxury, comfort, and modern living. Experience the perfect blend of sophistication and warmth in this remarkable new construction home, where every detail has been thoughtfully curated for your enjoyment. All of this with an Annapolis address (and a close proximity to the water and fine restaurants Annapolis has to offer) to add to the joy you will feel from choosing this as your next home. Howmar Homes is a local builder dedicated to treating every house as if it were his own. With no shortcuts taken, each home reflects true care and craftsmanship you can see and feel in every detail. An optional inground pool has already been approved and has been cited on property for future or present consideration. **PLEASE NOTE THAT THE NUMBER OF DAYS ON THE MARKET IS DUE TO THE FACT THAT IT WAS LISTED PRIOR TO CONSTRUCTION STARTING**

1907 Mackiebeth Ct, Annapolis
$2,375,000
4 Beds ⋅ 5 Baths ⋅ MDAA2119986 MLS
Stunning Waterfront New Construction 0n Back Creek in the Eastport area. Don't miss this rare opportunity to build your dream home in one of Annapolis’s most sought-after waterfront communities. Ideally located on a quiet, picturesque corner lot in Eastport, this beautifully designed custom home will offer expansive views of Back Creek and luxury finishes throughout. Enjoy wide plank floors, dramatic walls of glass to showcase the water views, custom built-in kitchen cabinetry, and a chef’s kitchen featuring high end appliances, quartz countertops, oversized island, and a full-height backsplash. Optional elevator can be added for additional convenience. Every detail has been thoughtfully selected to blend style, comfort, and function for modern coastal living. This home is conveniently located just close to the heart of Eastport—renowned for its strong sense of community, marinas, walkability, and vibrant dining scene. Enjoy morning strolls to your favorite coffee shop or evenings out at nearby waterfront restaurants. Located in the Parkwood Civic Association (PCA), a voluntary neighborhood group with $100 annual dues that support maintenance of local green spaces—including Hoffman Park and the community docks. PCA membership is also required to apply for a dock slip. Contact the listing agent today or check out Whitehall Building & Co's website to schedule a tour of the model home and start customizing your waterfront residence. With construction soon underway, you could be enjoying life on the water by next boating season.

703 A Glendon Ave, Annapolis
$3,495,000
3 Beds ⋅ 3 Baths ⋅ MDAA2109630 MLS
Quintessential downtown Annapolis waterfront home on the sparkling waters of Spa Creek! This amazing property combines the best of both worlds; the charming historic feel of a downtown Annapolis home with the premier waterfront lifestyle that every resident is looking for. Nestled on a quiet street, this home is the perfect size for an easy to own, lock up and go property. With 3 bedrooms and 2.5 baths it has all the elements needed to enjoy life to the fullest; either as the perfect weekend retreat or permanent residence. The Annapolis area and the surrounding waterways are sure to entertain in every season. The upper level of the home is dedicated to the spacious Primary suite with unique sitting area and expansive roof deck. Take in panoramic views of Spa Creek, Annapolis Harbor and Eastport. An unparalleled vantage point for sunrise coffee or sunset cocktails. The main level offers multiple cozy gathering areas including a formal living room with fireplace, home office and light filled gourmet kitchen with dining area. The kitchen area flows effortlessly into the dining area and out onto the rear deck overlooking Spa Creek. Perfect for gathers of all sizes and dining al fresco. The lower level provides an ideal retreat for family or guests with 2 spacious bedroom a full bath and a cozy family room with fireplace. Head out to the charming covered patio to read a book or sip your evening cocktail or venture out on the water from the private pier. The amazing location is walkable to everything Annapolis has to offer and Spa Creek provides quick access to the Chesapeake Bay and beyond. Welcome Home!

9 Shipwright St, Annapolis