309

Annapolis, MD Homes for Sale

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  • 120 Island View Dr, Annapolis, MD 21401
    120 Island View Dr, Annapolis, MD 21401
    120 Island View Dr, Annapolis, MD 21401
    /135

    $1,999,900

    • 4 Beds
    • 4.5 Baths
    • 3,062 Sq Ft

    120 Island View Dr, Annapolis, MD 21401

    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

    Boyd Grainger Pearson Smith Realty, LLC

    120 Island View Dr, Annapolis, MD 21401
  • 907 Monroe St, Annapolis, MD 21403
    907 Monroe St, Annapolis, MD 21403
    907 Monroe St, Annapolis, MD 21403
    /48

    $750,000

    Open Sat 12PM - 3PM $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,053 Sq Ft

    907 Monroe St, Annapolis, MD 21403

    Welcome to Eastport. This three-bedroom and three-full-bath home, plus a lower-level den that easily serves as an on-suite; is a beautifully maintained, turn-key home offering over 2,000 square feet of fully finished living space. Originally transformed during a massive, studs-out 2017 remodel, this home offers ultimate peace of mind with entirely replaced core systems and premium finishes

    Parker Jones Engel & Völkers Annapolis

    907 Monroe St, Annapolis, MD 21403
  • 3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    3344 Harness Creek Rd, Annapolis, MD 21403
    /50

    $10,850,000

    • 4 Beds
    • 7 Baths
    • 8,264 Sq Ft

    3344 Harness Creek Rd, Annapolis, MD 21403

    An extraordinary expression of waterfront luxury, this architecturally significant estate represents a rare convergence of world class design, craftsmanship, and lifestyle. Located within the prestigious enclave of Wimbledon Farms, surrounded by grand estates and moments from local vineyards and equestrian facilities, the residence was masterfully conceived by acclaimed architect Scarlett

    Brad Kappel TTR Sotheby's International Realty

    3344 Harness Creek Rd, Annapolis, MD 21403
  • 402 Fair Hill Ct, Annapolis, MD 21403
    402 Fair Hill Ct, Annapolis, MD 21403
    402 Fair Hill Ct, Annapolis, MD 21403
    /68

    $784,900

    • 4 Beds
    • 2.5 Baths
    • 3,177 Sq Ft

    402 Fair Hill Ct, Annapolis, MD 21403

    Welcome to this wonderfully updated and beautifully decorated home in sought-after Hunt Meadow! Ideally situated on a corner lot with a large yard, this cozy and inviting home offers the perfect blend of comfort, style, and location. One of the home’s standout features is the main-level primary bedroom, providing convenience and easy one-level living. With 4 bedrooms and 2½ baths, there is plenty

    Jack Papaleonti Academy Realty Inc.

    402 Fair Hill Ct, Annapolis, MD 21403
  • 605 Lighthouse Landing Ln, Annapolis, MD 21409
    605 Lighthouse Landing Ln, Annapolis, MD 21409
    605 Lighthouse Landing Ln, Annapolis, MD 21409
    /50

    $949,900

    $25K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 5,011 Sq Ft

    605 Lighthouse Landing Ln, Annapolis, MD 21409

    Welcome to a truly exceptional offering in St. Margarets Landing! Prime location meets turn-key design on a coveted corner lot, strategically hand-selected by the original owner for its sunlit openness, minimal pass-through traffic, and immediate gate access to neighborhood walking paths.Inside, real hardwood flooring spans the main level, upper level hallway, and all staircases. Spanning 6

    Jeanie Halloran Douglas Realty LLC

    605 Lighthouse Landing Ln, Annapolis, MD 21409
  • 1016 E College Pkwy, Annapolis, MD 21409
    1016 E College Pkwy, Annapolis, MD 21409
    /2

    $1,995,000

    • Land
    • 23.33 Acres
    • $85,512 per Acre

    1016 E College Pkwy, Annapolis, MD 21409

    23-acre parcel zoned primarily R-1, with some O-S. Preliminary engineering work indicates the property can be subdivided and coul support 14 residential lots.

    Alex Tower Sears TTR Sotheby's International Realty

    1016 E College Pkwy, Annapolis, MD 21409
  • 78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
    /39

    $499,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409

    Welcome to brand-new luxury living at Element at Mill Creek, a new construction community of modern condominiums designed for style, comfort, and convenience. This spacious, light-filled home offers southern exposure and a private balcony with serene views of lush forest retention—perfect for relaxing or entertaining. Inside, enjoy a chef-inspired kitchen with quartz countertops, upgraded

    Dee Hodge McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
  • 1309 President St, Annapolis, MD 21403
    1309 President St, Annapolis, MD 21403
    1309 President St, Annapolis, MD 21403
    /67

    $575,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    1309 President St, Annapolis, MD 21403

    There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and

    Stealey Ashley Coldwell Banker Realty

    1309 President St, Annapolis, MD 21403
  • 2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    2915 South Ct, Annapolis, MD 21401
    /34

    $1,295,000

    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    2915 South Ct, Annapolis, MD 21401

    Experience the Annapolis waterfront lifestyle from this charming A-frame cottage, where days on the water begin just steps from your door. Designed for relaxed coastal living, the 2-bedroom, 2-bath home features a light-filled, open interior with soaring vaulted ceilings and an inviting sense of space.Outside, the property becomes your private gateway to the South River. A private pier

    Brad Kappel TTR Sotheby's International Realty

    2915 South Ct, Annapolis, MD 21401
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $265,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 228 Dewey Dr, Annapolis, MD 21401
    228 Dewey Dr, Annapolis, MD 21401
    228 Dewey Dr, Annapolis, MD 21401
    /49

    $745,000

    Open Fri 5PM - 7PM Coming Soon Sep 18
    • 3 Beds
    • 2 Baths
    • 1,523 Sq Ft

    228 Dewey Dr, Annapolis, MD 21401

    Welcome to this thoughtfully updated home in the water-privileged community of Admiral Heights. Beautifully maintained and improved over the years, this inviting home combines comfortable everyday living, stylish updates and wonderful outdoor spaces in an exceptionally convenient Annapolis location.The main level is filled with natural light and features warm hardwood floors and an open, easy

    Teresa Klem Long & Foster Real Estate, Inc.

    228 Dewey Dr, Annapolis, MD 21401
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /3

    $96,000

    $46K PRICE INCREASE
    • Land
    • 10,018 Sq Ft
    • $417,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    POST AUCTION! Make an offer, buy it now! Deposit: $10,000.This +/- 10,000 ft² parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy access to major traffic artery Forest Dr. This property is vacant.

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
    /49

    $614,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403

    Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-after, 24-hour gated Chesapeake Harbour community. This beautifully renovated 1-bedroom, 1.5-bath terrace-level condo offers effortless coastal living paired with resort-style amenities and some of the most breathtaking views in Annapolis. Completely rehabbed from top to bottom, this home features all-new

    Steven Lane LPT Realty, LLC

    7036 Harbour Village Ct Unit 1, Annapolis, MD 21403
  • 418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    418 Chesapeake Ave, Annapolis, MD 21403
    /39

    $799,900

    $50K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,128 Sq Ft

    418 Chesapeake Ave, Annapolis, MD 21403

    Quintessential Eastport charm in this sought-after Lower Eastport location. A welcoming front porch invites you to enjoy the vibrant local lifestyle. Inside, the light-filled layout features a spacious kitchen with a breakfast bar, a dedicated dining area, a convenient mudroom side entrance, half bath, & first-floor laundry. The upper level offers two generously sized bedrooms and a full bath.

    Steven Knopf Engel & Völkers Annapolis

    418 Chesapeake Ave, Annapolis, MD 21403
  • 602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    602 James Walker Place, Annapolis, MD 21037
    /46

    $579,900

    $20K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft

    602 James Walker Place, Annapolis, MD 21037

    Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this beautifully maintained, move-in-ready townhome offers the perfect blend of modern luxury and urban convenience.Versatile Ground Level: Features a flexible bonus space perfect for a home office, yoga studio, or media room, leading to a rear brick patio and a rare two-car garage.Gourmet Dream Kitchen:

    Qiang Tian Taylor Properties

    602 James Walker Place, Annapolis, MD 21037
  • 38 Heritage Ct, Annapolis, MD 21401
    38 Heritage Ct, Annapolis, MD 21401
    38 Heritage Ct, Annapolis, MD 21401
    /30

    $265,000

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    38 Heritage Ct, Annapolis, MD 21401

    **Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living.Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for

    Olga Kogan Allfirst Realty, Inc.

    38 Heritage Ct, Annapolis, MD 21401
  • 2691 Claibourne Rd, Annapolis, MD 21403
    2691 Claibourne Rd, Annapolis, MD 21403
    2691 Claibourne Rd, Annapolis, MD 21403
    /59

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 2,533 Sq Ft

    2691 Claibourne Rd, Annapolis, MD 21403

    Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining.Step inside to hardwood floors and light-filled

    Danielle Franz EXP Realty, LLC

    2691 Claibourne Rd, Annapolis, MD 21403
  • 11680 Duckettown Rd N, Laurel, MD 20708
    11680 Duckettown Rd N, Laurel, MD 20708
    11680 Duckettown Rd N, Laurel, MD 20708
    /4

    $210,000

    • Land
    • 1 Acre
    • $210,000 per Acre

    11680 Duckettown Rd N, Laurel, MD 20708

    Discover an extraordinary opportunity to create your dream estate on this expansive 1-acre parcel in the prestigious Duckettville community. This prime land offers a blank canvas for your vision, surrounded by nature's beauty and tranquility. This property is not just land; it's a gateway to a life of luxury, where you can build a sanctuary tailored to your desires. Seize this rare chance to

    Tosin fashanu Douglas Realty, LLC

    11680 Duckettown Rd N, Laurel, MD 20708
  • 66 Franklin St Unit 418, Annapolis, MD 21401
    66 Franklin St Unit 418, Annapolis, MD 21401
    66 Franklin St Unit 418, Annapolis, MD 21401
    /80

    $995,000

    • 2 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    66 Franklin St Unit 418, Annapolis, MD 21401

    Experience the ultimate “lock & leave” lifestyle in the heart of downtown Annapolis in this rare, two-story Condo at Actons Landing with convenient elevator access to each floor. The main level is sun-drenched with banks of windows outfitted with plantation shutters, 9-foot ceilings, crown molding, custom built-ins, and a gourmet granite and stainless kitchen and half bath. The lower-level hosts

    Jenn Klarman Long & Foster Real Estate, Inc.

    66 Franklin St Unit 418, Annapolis, MD 21401
  • 16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    16 Maryland Ave, Annapolis, MD 21401
    /94

    $3,449,000

    $400K PRICE DROP
    • 6 Beds
    • 4.5 Baths
    • 4,474 Sq Ft

    16 Maryland Ave, Annapolis, MD 21401

    A truly exceptional historic residence is now available in the heart of downtown Annapolis. Welcome to 16 Maryland Avenue, a distinguished circa-1830 Greek Revival home masterfully restored in collaboration with the renowned Hammond-Wilson Architects. Perfectly positioned just steps from State Circle and the United States Naval Academy, this iconic three-story brick property seamlessly blends

    Joanna Dalton Coldwell Banker Realty

    16 Maryland Ave, Annapolis, MD 21401
  • 13 Rickover Ct, Annapolis, MD 21401
    13 Rickover Ct, Annapolis, MD 21401
    13 Rickover Ct, Annapolis, MD 21401
    /100

    $949,999

    • 5 Beds
    • 3.5 Baths
    • 2,360 Sq Ft

    13 Rickover Ct, Annapolis, MD 21401

    Nestled in the charming Admiral Heights neighborhood, this stunning split-level home exudes warmth and character, inviting you to experience its unique design and craftsmanship. Built with everyone in mind, this residence boasts timeless appeal with its classic brick-and-vinyl siding exterior, harmoniously blending with the lush surroundings. Step inside to discover a spacious layout that offers

    Abteen Teymourtash Long & Foster Real Estate, Inc.

    13 Rickover Ct, Annapolis, MD 21401
  • 1144 Lake Heron Dr, Annapolis, MD 21403
    1144 Lake Heron Dr, Annapolis, MD 21403
    1144 Lake Heron Dr, Annapolis, MD 21403
    /24

    $379,900

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    1144 Lake Heron Dr, Annapolis, MD 21403

    Welcome home to this beautifully updated 2-bedroom, 2-bathroom condo, offering comfortable living, stylish upgrades, and an unbeatable location within the community.The updated kitchen features new soft-close cabinets and new quartz countertops, creating a fresh and modern space for cooking and entertaining. The condo also boasts new flooring and fresh paint throughout, giving the entire

    stacey canas Fathom Realty MD, LLC

    1144 Lake Heron Dr, Annapolis, MD 21403
  • 105 Griscom Square Way, Annapolis, MD 21403
    105 Griscom Square Way, Annapolis, MD 21403
    105 Griscom Square Way, Annapolis, MD 21403
    /8

    $995,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,850 Sq Ft

    105 Griscom Square Way, Annapolis, MD 21403

    Welcome to Eastport Estates at Griscom Square, a brand-new construction community of just 11 luxury single-family homes, located within one mile of downtown Eastport! Each residence showcases high-end finishes, spacious open-concept layouts, 9-foot ceilings, 4-5 Bedrooms, gourmet kitchen, modern baths, 2-car garages with private parking, and quality craftsmanship throughout, creating a truly

    Joanna Dalton Coldwell Banker Realty

    105 Griscom Square Way, Annapolis, MD 21403
  • 1197 Carrs Rd, Annapolis, MD 21409
    1197 Carrs Rd, Annapolis, MD 21409
    1197 Carrs Rd, Annapolis, MD 21409
    /43

    $564,999

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1197 Carrs Rd, Annapolis, MD 21409

    COUNTRY LIVING MEETS ANNAPOLIS CONVENIENCE! Welcome to this unique and peaceful 1-acre retreat tucked away just minutes from Sandy Point State Park and offering easy access toward Annapolis, the Bay Bridge and beyond. Beautifully landscaped grounds create a private, resort-like setting with mature greenery, hardscape walkways, a newer Trex deck installed within the past year, and a beautiful

    Maria Palacios Keller Williams Flagship

    1197 Carrs Rd, Annapolis, MD 21409
  • 2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
    /50

    $1,119,000

    $31K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft

    2127 Beach Village Ct Unit 202, Annapolis, MD 21403

    Experience one of Annapolis' most extraordinary Chesapeake Bay waterfront homes. This is true waterfront living—not a distant glimpse of a creek or narrow shoreline, but an ever-changing front-row seat overlooking the Chesapeake Bay, the mouth of the Severn River, the Bay Bridge, and the shipping channel. From spectacular sunrises to moonlit evenings, enjoy an ever-changing panorama of sailboats,

    Alex Tower Sears TTR Sotheby's International Realty

    2127 Beach Village Ct Unit 202, Annapolis, MD 21403
  • 217 Lockwood Ct, Annapolis, MD 21403
    217 Lockwood Ct, Annapolis, MD 21403
    217 Lockwood Ct, Annapolis, MD 21403
    /66

    $4,500,000

    $495K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 4,107 Sq Ft

    217 Lockwood Ct, Annapolis, MD 21403

    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

    Sandra K. Libby Long & Foster Real Estate, Inc.

    217 Lockwood Ct, Annapolis, MD 21403
  • 1227 Cross Rd, Annapolis, MD 21403
    1227 Cross Rd, Annapolis, MD 21403
    1227 Cross Rd, Annapolis, MD 21403
    /47

    $1,285,000

    • 4 Beds
    • 3 Baths
    • 3,398 Sq Ft

    1227 Cross Rd, Annapolis, MD 21403

    Discover elegance at 1227 Cross Road in Annapolis, Maryland, a stunning 2023-built home in the water-privileged Oyster Harbor community, elevated by upgrades made by the current owner since purchase. Enter through grand double doors into an open foyer with hickory hardwood floors, soaring ceilings, and crown molding. The great room impresses with a coffered ceiling, ceiling fan, fireplace, and

    Patrick DeLeonibus TTR Sotheby's International Realty

    1227 Cross Rd, Annapolis, MD 21403
  • 109 Sellew Rd, Annapolis, MD 21401
    109 Sellew Rd, Annapolis, MD 21401
    109 Sellew Rd, Annapolis, MD 21401
    /15

    $1,275,000

    New Construction $10K PRICE INCREASE
    • 3 Beds
    • 5 Baths
    • 3,300 Sq Ft

    109 Sellew Rd, Annapolis, MD 21401

    Private Tours are now available by appointment! Delivery expected to begin December 2026.This listing is for an interior home on Lot 16. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Sales Center appointments are available now.Welcome to Towne Row - A community of 18 Luxury Townhomes in the

    Alison Wisnom Coldwell Banker Realty

    109 Sellew Rd, Annapolis, MD 21401
  • 994 Hillendale Dr, Annapolis, MD 21409
    994 Hillendale Dr, Annapolis, MD 21409
    994 Hillendale Dr, Annapolis, MD 21409
    /47

    $595,000

    $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,168 Sq Ft

    994 Hillendale Dr, Annapolis, MD 21409

    Nestled in the charming Cape St. Claire community, this exquisite split foyer home offers a perfect blend of comfort and luxury. With 2,168 square feet of thoughtfully designed living space, this residence features four spacious bedrooms including a massive owners suite and three full bathrooms, ensuring ample room for relaxation and entertaining. Step inside to discover a warm and inviting

    Justin Hilz LPT Realty, LLC

    994 Hillendale Dr, Annapolis, MD 21409
  • 1204 Dreams Landing Way, Annapolis, MD 21401
    1204 Dreams Landing Way, Annapolis, MD 21401
    1204 Dreams Landing Way, Annapolis, MD 21401
    /75

    $449,000

    • 2 Beds
    • 1 Bath
    • 981 Sq Ft

    1204 Dreams Landing Way, Annapolis, MD 21401

    Beautifully updated and meticulously cared-for condo in the sought-after Dreams Landing community, offering coastal charm and the best of the Annapolis waterfront lifestyle! In excellent condition and truly move-in ready, this home is filled with bright natural light and features hardwood floors throughout, fresh paint, and an updated kitchen with quartz countertops, stainless steel appliances,

    Joanna Dalton Coldwell Banker Realty

    1204 Dreams Landing Way, Annapolis, MD 21401
  • 11 Winslow Ct, Annapolis, MD 21403
    11 Winslow Ct, Annapolis, MD 21403
    11 Winslow Ct, Annapolis, MD 21403
    /34

    $315,000

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    11 Winslow Ct, Annapolis, MD 21403

    Tucked on a quiet court in The Landings, this move-in-ready 2-bedroom, 1.5-bath Annapolis townhome pairs easy living with rare, wooded privacy. It's about a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp and pool along Spa Creek, with Historic Downtown Annapolis, City Dock and the U.S. Naval Academy about 10 minutes away and Quiet Waters Park a short drive south.

    Mike Myslinski Kelly and Co Realty, LLC

    11 Winslow Ct, Annapolis, MD 21403
  • 1025 Hanson St, Annapolis, MD 21403
    1025 Hanson St, Annapolis, MD 21403
    1025 Hanson St, Annapolis, MD 21403
    /67

    $725,000

    • 6 Beds
    • 3 Baths
    • 2,880 Sq Ft

    1025 Hanson St, Annapolis, MD 21403

    Welcome to 1025 Hanson Street, offering nearly 2,880 sq. ft. of exceptionally flexible living space across three finished levels in the heart of Annapolis! Perfect for a multi-generational family. Thoughtfully improved and meticulously maintained, this turn-key home provides a rare combination of space, versatility, parking and major system upgrades.The main and upper levels feature 4

    Ryan Briggs Anne Arundel Properties, Inc.

    1025 Hanson St, Annapolis, MD 21403
  • 1501 Broadneck Place Unit 303, Annapolis, MD 21409
    1501 Broadneck Place Unit 303, Annapolis, MD 21409
    1501 Broadneck Place Unit 303, Annapolis, MD 21409
    /42

    $392,500

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    1501 Broadneck Place Unit 303, Annapolis, MD 21409

    Welcome to this beautifully designed 2-bedroom, 2-bath condo in the highly desirable, 55+, active community of Four Seasons at St. Margaret's! Featuring a spacious open floor plan, this home offers comfortable one-level living with a seamless flow between the living room, dining area, kitchen and balcony—perfect for everyday living and entertaining.The inviting living area with LVP

    Anne Dallam EXP Realty, LLC

    1501 Broadneck Place Unit 303, Annapolis, MD 21409
  • 9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    9 Shipwright St, Annapolis, MD 21401
    /46

    $3,495,000

    • 3 Beds
    • 2.5 Baths
    • 2,621 Sq Ft

    9 Shipwright St, Annapolis, MD 21401

    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

    Brad Kappel TTR Sotheby's International Realty

    9 Shipwright St, Annapolis, MD 21401
  • 278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    278 Hillsmere Dr, Annapolis, MD 21403
    /51

    $769,900

    Open Sun 12PM - 2PM $229K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,156 Sq Ft

    278 Hillsmere Dr, Annapolis, MD 21403

    OPEN HOUSE SUNDAY SEPTEMBER 20TH FROM 12 UNTIL 2! Fall is here and it is time to make your move and be settled in before the holiday season is here!This is your chance to get into Hillsmere Shores, one of Annapolis’ most sought‑after waterfront communities. The exterior is deceiving — step inside to discover an unexpectedly open, bright, and airy interior that buyers don’t see every

    Tommy Eicher Coldwell Banker Realty

    278 Hillsmere Dr, Annapolis, MD 21403
  • 3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    3733 Thomas Point Rd, Annapolis, MD 21403
    /46

    $2,495,000

    $485K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,082 Sq Ft

    3733 Thomas Point Rd, Annapolis, MD 21403

    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

    Brad Kappel TTR Sotheby's International Realty

    3733 Thomas Point Rd, Annapolis, MD 21403
  • 400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    400 Jefferson St, Annapolis, MD 21403
    /40

    $1,925,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 4,099 Sq Ft

    400 Jefferson St, Annapolis, MD 21403

    ***Seller will consider owner financing***Experience the best of the Annapolis lifestyle from this beautifully reimagined coastal Craftsman in the heart of Eastport. Ideally located within walking distance of downtown Annapolis, the waterfront, restaurants, shops, yacht clubs, marinas, and the many neighborhood amenities that make Eastport one of the area's most desirable communities, this

    Brad Kappel TTR Sotheby's International Realty

    400 Jefferson St, Annapolis, MD 21403
  • 211 N Pindell Ave, Annapolis, MD 21401
    211 N Pindell Ave, Annapolis, MD 21401
    211 N Pindell Ave, Annapolis, MD 21401
    /39

    $699,000

    $76K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 4,497 Sq Ft

    211 N Pindell Ave, Annapolis, MD 21401

    Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far larger than expected—4,497 square feet of light-filled, entertainer-ready space waiting to be enjoyed.Inside, walls of oversized windows pour sunshine across hardwood floors and custom trim. The living room rises to a vaulted ceiling anchored by a wood-burning fireplace, while the dining room charms

    June Steinweg Long & Foster Real Estate, Inc.

    211 N Pindell Ave, Annapolis, MD 21401
  • 1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    1529 Ritchie Ln, Annapolis, MD 21401
    /35

    $539,000

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    1529 Ritchie Ln, Annapolis, MD 21401

    Nestled in the sought-after Southwoods community just off West Street, this beautifully updated single-family home offers the perfect blend of comfort, style, and convenience with easy access to everything Annapolis has to offer. Inside, luxury vinyl plank flooring flows throughout the inviting two-story floor plan featuring arched entryways, a cozy fireplace, and flexible living spaces designed

    Dee Dee Miller Paul Wesley Real Estate

    1529 Ritchie Ln, Annapolis, MD 21401
  • 2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    2016 Quay Village Ct Unit 2, Annapolis, MD 21403
    /63

    $549,900

    $45K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403

    Welcome to 2016 Quay Village Court, Unit T-2, located in one of Annapolis' most sought-after gated waterfront communities. Tucked away in a private and secluded setting, this beautifully updated 2-bedroom, 2-bath home offers a peaceful retreat that barely feels like condo living. The walk-out location and mature landscaping create a wonderful sense of privacy, while the thoughtfully designed

    Cynthia Taylor-Hicks Long & Foster Real Estate, Inc.

    2016 Quay Village Ct Unit 2, Annapolis, MD 21403

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