40,643

Annapolis, MD Homes

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  • 122 Roselawn Rd, Annapolis, MD 21403
    122 Roselawn Rd, Annapolis, MD 21403
    122 Roselawn Rd, Annapolis, MD 21403
    /39

    $360,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    122 Roselawn Rd, Annapolis, MD 21403

    Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek

    Agent Photo

    Litra Simms

    Simms and Associates

    (410) 237-0887

    122 Roselawn Rd, Annapolis, MD 21403
  • 5 Park Place Unit 427, Annapolis, MD 21401
    5 Park Place Unit 427, Annapolis, MD 21401
    5 Park Place Unit 427, Annapolis, MD 21401
    /29

    $3,875 per month

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft
    • House for Rent

    5 Park Place Unit 427, Annapolis, MD 21401

    Park Place Unit 427 in Annapolis offers upscale condominium living just two blocks from the heart of downtown, blending convenience with comfort in a sought after location. This 2 bedroom, 2 bath condo features elegant finishes and modern amenities, complemented by a host of premium building features including a 24-hour concierge, a fully equipped fitness center, a library, a meeting room, and a

    Agent Photo

    Cheryl Jersey-Lecourt

    Long & Foster Real Estate, Inc.

    (410) 701-3573

    5 Park Place Unit 427, Annapolis, MD 21401
  • 253 Cape Saint John Rd, Annapolis, MD 21401
    253 Cape Saint John Rd, Annapolis, MD 21401
    253 Cape Saint John Rd, Annapolis, MD 21401
    /44

    $780,000 Sold Sep 19, 2025

    • 1,878 Sq Ft
    • $415/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1983

    253 Cape Saint John Rd, Annapolis, MD 21401

    Cape St. John in Annapolis, MD is a welcoming, family-oriented waterfront community known for its friendly neighbors and strong sense of togetherness. Nestled along the South River, residents enjoy exclusive access to a private beach, community pier, boat launch, and kayak racks—perfect for outdoor enthusiasts and families alike. With a voluntary HOA, the community maintains its charm without

    Matthew Arnold Real Broker, LLC

    253 Cape Saint John Rd, Annapolis, MD 21401
    • 205 Wesley Brown Ln, Annapolis, MD 21401
      205 Wesley Brown Ln, Annapolis, MD 21401
      205 Wesley Brown Ln, Annapolis, MD 21401
      /33

      Est $656,250 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,652 Sq Ft

      205 Wesley Brown Ln, Annapolis, MD 21401

      205 Wesley Brown Ln, Annapolis, MD 21401
  • 778 Fairview Ave Unit 778 E, Annapolis, MD 21403
    778 Fairview Ave Unit 778 E, Annapolis, MD 21403
    778 Fairview Ave Unit 778 E, Annapolis, MD 21403
    /33

    $625,000 Pending

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    778 Fairview Ave Unit 778 E, Annapolis, MD 21403

    Waterfront Condo with exceptional water views: Experience the ease of a lock-and-leave condo lifestyle combined with the luxury of a 30' deeded boat slip (C2) on Back Creek which flows into the Severn River. Relax or entertain on the expansive outdoor deck where you and your guests can take in exceptional water views. This recently updated condo has all the improvements a buyer is looking for.

    Agent Photo

    Ann Englehart

    Coldwell Banker Realty

    (443) 745-5799

    778 Fairview Ave Unit 778 E, Annapolis, MD 21403
  • 122 E Bay View Dr, Annapolis, MD 21403
    122 E Bay View Dr, Annapolis, MD 21403
    122 E Bay View Dr, Annapolis, MD 21403
    /30

    $4,300 per month

    • 4 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    122 E Bay View Dr, Annapolis, MD 21403

    Experience your own piece of paradise. Enjoy this fully furnished, well appointed home in a river front community. 4 bedrooms 3 baths close to the end of a quiet street. See the South River from your front yard and second floor kitchen deck. Close to Maryland's state capital, commuter routes and plenty of restaurants and shopping.

    Agent Photo

    Lawrence Pendleton

    Rory S. Coakley Realty, Inc.

    (410) 914-1530

    122 E Bay View Dr, Annapolis, MD 21403
  • 912 Topmast Way, Annapolis, MD 21401
    912 Topmast Way, Annapolis, MD 21401
    912 Topmast Way, Annapolis, MD 21401
    /48

    $445,000 Sold Sep 19, 2025

    • 1,200 Sq Ft
    • $371/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1986

    912 Topmast Way, Annapolis, MD 21401

    *Offer deadline set for 8/18 at 5pm* Experience the best of Annapolis’ premier 55+ community in this beautifully updated 2 bedroom, 2 bathroom home. Perfectly situated just steps from the Heritage Harbour Lodge, this residence offers the ideal blend of style, comfort, and convenience. Inside, the completely renovated kitchen shines with a spacious island, modern cabinetry, and premium finishes,

    Jennifer Schaub EXP Realty, LLC

    912 Topmast Way, Annapolis, MD 21401
    • 22 Georgetown Ct Unit 3-22, Annapolis, MD 21403
      22 Georgetown Ct Unit 3-22, Annapolis, MD 21403
      22 Georgetown Ct Unit 3-22, Annapolis, MD 21403
      /35

      Est $315,421 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,162 Sq Ft

      22 Georgetown Ct Unit 3-22, Annapolis, MD 21403

      22 Georgetown Ct Unit 3-22, Annapolis, MD 21403
  • 900 Shipmaster Ct Unit 1, Annapolis, MD 21401
    900 Shipmaster Ct Unit 1, Annapolis, MD 21401
    900 Shipmaster Ct Unit 1, Annapolis, MD 21401
    /56

    $519,900 Pending

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    900 Shipmaster Ct Unit 1, Annapolis, MD 21401

    SELLER HAS REQUESTED HIGHEST AND BEST BY 12PM 8/4. One-level living with thoughtful design! Experience resort-style living at Heritage Harbour in Annapolis. This spacious and inviting townhome is designed for effortless living, with everything you need located on a single level. Enjoy your morning coffee on the sunny front porch, taking in the views of the beautifully landscaped front yard.

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    (410) 584-3299

    900 Shipmaster Ct Unit 1, Annapolis, MD 21401
  • 605 A Admiral Dr Unit 202, Annapolis, MD 21401
    605 A Admiral Dr Unit 202, Annapolis, MD 21401
    605 A Admiral Dr Unit 202, Annapolis, MD 21401
    /41

    $1,650 per month

    • 1 Bed
    • 1 Bath
    • 964 Sq Ft
    • Condo for Rent

    605 A Admiral Dr Unit 202, Annapolis, MD 21401

    Wonderful location for this beautiful large rental in sought after Admirals Reach so close to everything. Great amenities including Pool, Fitness room, Tennis Courts, Basketball, Clubhouse, community areas & walking paths. Your fall in love with the open floor plan, cozy fireplace & spacious balcony. Lots of room in the large bathroom with separate shower, tub & double sinks. Enjoy the

    Agent Photo

    Brenda Fornos

    Taylor Properties

    (410) 835-9016

    605 A Admiral Dr Unit 202, Annapolis, MD 21401
  • 1507 Circle Dr, Annapolis, MD 21409
    1507 Circle Dr, Annapolis, MD 21409
    1507 Circle Dr, Annapolis, MD 21409
    /30

    $840,000 Sold Sep 19, 2025

    • 2,600 Sq Ft
    • $323/SF
    • 14 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1960

    1507 Circle Dr, Annapolis, MD 21409

    Raised Ranch waterfront home on Chase Creek in the coveted Winchester-on-the-Severn neighborhood. This waterfront get away sites on .54 acres of land and boasts 4 bedrooms with 3 full baths and multiple living spaces. The cozy living room with fireplace, lower level family room with pellet stove and the expansive 4 seasons room spanning the waterside of the home creates ideal spaces to enjoy an

    Brad Kappel TTR Sotheby's International Realty

    1507 Circle Dr, Annapolis, MD 21409
    • 2628 Quiet Water Cove Unit 16, Annapolis, MD 21401
      2628 Quiet Water Cove Unit 16, Annapolis, MD 21401
      2628 Quiet Water Cove Unit 16, Annapolis, MD 21401
      /29

      Est $544,579 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,461 Sq Ft

      2628 Quiet Water Cove Unit 16, Annapolis, MD 21401

      2628 Quiet Water Cove Unit 16, Annapolis, MD 21401
  • 3276 Kitty Duvall Dr, Annapolis, MD 21403
    3276 Kitty Duvall Dr, Annapolis, MD 21403
    3276 Kitty Duvall Dr, Annapolis, MD 21403
    /43

    $590,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    3276 Kitty Duvall Dr, Annapolis, MD 21403

    Beautifully Updated Home with Brand New Roof Just 10 Minutes from Downtown Annapolis!Welcome to 3276 Kitty Duvall Dr, a move-in ready 2-bedroom, 2-bathroom single-family Victorian home offering 1,430 sq. ft. of stylish living space on a beautifully landscaped 17,860 sq. ft. lot—just 4 miles from vibrant Downtown Annapolis. Recent upgrades include a brand-new roof and a freshly paved

    Agent Photo

    Edgar Reyes

    Compass

    (410) 847-7841

    3276 Kitty Duvall Dr, Annapolis, MD 21403
  • 721 S Cherry Grove Ave, Annapolis, MD 21401
    721 S Cherry Grove Ave, Annapolis, MD 21401
    721 S Cherry Grove Ave, Annapolis, MD 21401
    /74

    $1,938 - $3,754 per month

    Annapolis Bay

    1 - 3 Beds

    721 S Cherry Grove Ave, Annapolis, MD 21401

    Modern, spacious and serene garden style apartments with open breezeways for rent in Annapolis Bay, MD with desirable amenities and a dedicated team. Available one-, two-, and three-bedroom apartment homes with optional garages within a gate community providing comfort, convenience and the best rental experience in the area.

    721 S Cherry Grove Ave, Annapolis, MD 21401
  • 23 Copley Ct, Annapolis, MD 21403
    23 Copley Ct, Annapolis, MD 21403
    23 Copley Ct, Annapolis, MD 21403
    /69

    $370,000 Sold Sep 19, 2025

    • 1,822 Sq Ft
    • $203/SF
    • 24 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1979

    23 Copley Ct, Annapolis, MD 21403

    $3,000.00 seller paid closing assistance to a qualified buyer. Love where you live! Located off of Hilltop Lane, with easy access to Forest Dr, West St, Eastport and Downtown Annapolis. This three-level end unit townhome has an updated kitchen, bathrooms and has been professionally painted. Outdoor amenities include a fully fenced yard, a second level deck and ground level brick patio. The

    John Freeman Coldwell Banker Realty

    23 Copley Ct, Annapolis, MD 21403
    • 2210 Chesapeake Harbour Dr E, Annapolis, MD 21403
      2210 Chesapeake Harbour Dr E, Annapolis, MD 21403
      2210 Chesapeake Harbour Dr E, Annapolis, MD 21403
      /122

      Est $2,296,678 Not Listed For Sale

      • 3 Beds
      • 4.5 Baths
      • 3,950 Sq Ft

      2210 Chesapeake Harbour Dr E, Annapolis, MD 21403

      2210 Chesapeake Harbour Dr E, Annapolis, MD 21403
  • 901 Sextant Way, Annapolis, MD 21401
    901 Sextant Way, Annapolis, MD 21401
    901 Sextant Way, Annapolis, MD 21401
    /23

    $595,000

    • 3 Beds
    • 2.5 Baths
    • 2,343 Sq Ft

    901 Sextant Way, Annapolis, MD 21401

    Enjoy resort style living at amenity rich Heritage Harbour...Annapolis' premier active adult community. This 3 BR/2.5 BA end of group townhome features a main level primary bedroom with en-suite bath...perfect for those seeking single level living with additional upper level bedrooms/bath for visiting family & friends. You'll marvel at the elegant millwork throughout and the dramatic 2 story

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    (410) 604-8927

    901 Sextant Way, Annapolis, MD 21401
  • 6 Spa Creek Landing Unit B2, Annapolis, MD 21403
    6 Spa Creek Landing Unit B2, Annapolis, MD 21403
    6 Spa Creek Landing Unit B2, Annapolis, MD 21403
    /7

    $3,500 per month

    • 2 Beds
    • 2 Baths
    • 1,369 Sq Ft
    • Condo for Rent

    6 Spa Creek Landing Unit B2, Annapolis, MD 21403

    Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex. This contemporary 2 bedroom rental is located on the second floor of building 6. Witness herons, egrets, ducks, and even the newly arrived bald eagle from the comfort of your private deck in this bird and nature watchers’ paradise. Enjoy great

    Barbara Birkbeck White Coldwell Banker Realty

    6 Spa Creek Landing Unit B2, Annapolis, MD 21403
  • 5 Park Place Unit 302, Annapolis, MD 21401
    5 Park Place Unit 302, Annapolis, MD 21401
    5 Park Place Unit 302, Annapolis, MD 21401
    /46

    $660,000 Sold Sep 19, 2025

    • 1,188 Sq Ft
    • $556/SF
    • 26 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2007

    5 Park Place Unit 302, Annapolis, MD 21401

    Welcome to Park Place! Annapolis’ premier luxury condominium community where elegance, comfort, and convenience converge. This beautifully appointed 2-bedroom, 2-bath condo offers sophisticated in-town living with an easy, walkable lifestyle just steps from the vibrant waterfront, fine dining, and cultural attractions of downtown Annapolis. This condo overlooks the fountain.Step inside to

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    5 Park Place Unit 302, Annapolis, MD 21401
    • 2022 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
      2022 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
      2022 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
      /30

      Est $389,174 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,309 Sq Ft

      2022 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401

      2022 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
  • 2900 Shipmaster Way Unit 211, Annapolis, MD 21401
    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
    /21

    $344,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    2900 Shipmaster Way Unit 211, Annapolis, MD 21401

    **NEW PRICE** Welcome to your Annapolis retreat—Unit #211 is a bright and breezy 2-bedroom, 2-bath condo with a den, offering the largest floor plan in the community with over 1,150 sq ft. Located in the vibrant and active 55+ community of Heritage Harbor, this home is just steps from the South River and offers an exceptional blend of comfort, style, and resort-style amenities. Inside, you'll

    Agent Photo

    David Bediz

    RLAH @properties

    (443) 318-7009

    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
  • 2500 Riva Rd, Annapolis, MD 21401
    2500 Riva Rd, Annapolis, MD 21401
    2500 Riva Rd, Annapolis, MD 21401
    /61

    $1,895 - $3,240 per month

    Avalon Annapolis

    Studio - 2 Beds

    2500 Riva Rd, Annapolis, MD 21401

    With convenient access to downtown the Annapolis Town Center and downtown Annapolis, Avalon Annapolis offers luxury studio, 1, and 2 bedroom apartment homes for lease. Modern, open concept kitchens feature quartz countertops, stainless steel appliances, backsplash and under-cabinet lighting. Live effortlessly with amenities that include a fitness center, multiple indoor and outdoor lounges,

    2500 Riva Rd, Annapolis, MD 21401
  • 678 Genessee St, Annapolis, MD 21401
    678 Genessee St, Annapolis, MD 21401
    678 Genessee St, Annapolis, MD 21401
    /63

    $475,000 Sold Sep 18, 2025

    • 1,686 Sq Ft
    • $282/SF
    • 21 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 1986

    678 Genessee St, Annapolis, MD 21401

    OFFER DEADLINE MONDAY 8/4/2025 at 5:00 PM.Tucked away on a quiet cul-de-sac, this sunny and inviting home offers the best of both worlds—peaceful surroundings just moments from downtown Annapolis. Enjoy stunning curb appeal with mature landscaping, a welcoming front porch, and a beautiful back deck perfect for entertaining. Inside, you'll find gleaming hardwood floors, a nicely equipped

    Debra Morin Redfin Corp

    678 Genessee St, Annapolis, MD 21401
    • 2118 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
      2118 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
      2118 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
      /7

      Est $736,237 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,618 Sq Ft

      2118 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

      2118 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    187 Browns Woods Rd, Annapolis, MD 21409
    /25

    $490,000

    • 5 Beds
    • 2 Baths
    • 1,064 Sq Ft

    187 Browns Woods Rd, Annapolis, MD 21409

    HUGE PRICE REDUCTION!!! SELLER MOTIVATED — BRING YOUR OFFER! Rare opportunity for flexible living in the heart of Annapolis. This beautifully updated home features 5 bedrooms, 2 full bathrooms, and TWO complete living spaces — ideal for multigenerational living, rental income, or house hacking!The main level offers 3 bedrooms, a full bath, kitchen, and laundry. The finished lower level

    Agent Photo

    Dee Akindoyo

    Coldwell Banker Realty

    (410) 881-8916

    187 Browns Woods Rd, Annapolis, MD 21409
  • 928 Beacon Way, Annapolis, MD 21401
    928 Beacon Way, Annapolis, MD 21401
    928 Beacon Way, Annapolis, MD 21401
    /39

    $2,450 per month

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft
    • Townhouse for Rent

    928 Beacon Way, Annapolis, MD 21401

    Beautiful 2-bedroom, 2-bath home located in the highly desirable Heritage Harbour community. This home features a fully equipped kitchen, in-unit laundry, and a bright, open floor plan with carpeting throughout. Residents can enjoy all of Heritage Harbour’s incredible amenities, including indoor and outdoor pools, fitness and game rooms, an auditorium, card room, library, and more. HOA dues are

    Jack Papaleonti Academy Realty Inc.

    928 Beacon Way, Annapolis, MD 21401
  • 735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    735 Glenwood St, Annapolis, MD 21401
    /94

    $859,275 Sold Sep 18, 2025

    • 2,634 Sq Ft
    • $326/SF
    • 25 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1955

    735 Glenwood St, Annapolis, MD 21401

    Welcome to 735 Glenwood Street—where location, lifestyle, and livability come together in one of Annapolis’ most walkable neighborhoods. From here, you can stroll to the U.S. Naval Academy, grab dinner on West Street, catch a game at Navy Stadium, or head downtown for waterfront views and local events. This is the kind of address that puts you in the center of everything, without sacrificing

    Lily Vallario EXP Realty, LLC

    735 Glenwood St, Annapolis, MD 21401
    • 2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401
      2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401
      2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401
      /18

      Est $337,131 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,046 Sq Ft

      2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401

      2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401
  • 1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    1028 Sandpiper Ln, Annapolis, MD 21403
    /71

    $1,450,000

    • 3 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    1028 Sandpiper Ln, Annapolis, MD 21403

    Welcome to this beautifully maintained waterfront retreat featuring tranquil water views and a private pier equipped with a 12,500 lb. boat lift, water, and electric—just minutes by boat to downtown Annapolis! This home has been lovingly updated by its current owner and offers a perfect blend of comfort, quality, and coastal charm. Notable features include: Hardiplank siding and 2-car garage,

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (667) 226-0913

    1028 Sandpiper Ln, Annapolis, MD 21403
  • 1029 Spa Rd, Annapolis, MD 21403
    1029 Spa Rd, Annapolis, MD 21403
    1029 Spa Rd, Annapolis, MD 21403
    /39

    $1,845 - $3,340 per month

    Westwinds Apartments

    1 - 2 Beds

    1029 Spa Rd, Annapolis, MD 21403

    Discover luxury apartment living at Westwinds Apartments in Annapolis, MD. Ideally located less than 2 miles from Downtown Annapolis and 3 miles from Annapolis Harbor, this community offers unmatched convenience. Choose from renovated one and two-bedroom apartments featuring in-home washers and dryers, large closets, private storage, updated flooring, and modern kitchens with custom-style

    1029 Spa Rd, Annapolis, MD 21403
  • 930 Astern Way Unit 105, Annapolis, MD 21401
    930 Astern Way Unit 105, Annapolis, MD 21401
    930 Astern Way Unit 105, Annapolis, MD 21401
    /52

    $470,000 Sold Sep 17, 2025

    • 1,578 Sq Ft
    • $298/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    930 Astern Way Unit 105, Annapolis, MD 21401

    Beautifully Updated 2-Bedroom Condo in Heritage HarbourWelcome to this bright and spacious first-floor corner condo in the highly desirable 55+ Heritage Harbour community. This updated 2-bedroom, 2-bath home features hardwood floors throughout and an abundance of natural sunlight.Enter through your private side entrance off the walk-up patio into an open-concept living room,

    Jack Papaleonti Academy Realty Inc.

    930 Astern Way Unit 105, Annapolis, MD 21401
    • 705 Glenwood St Unit 53, Annapolis, MD 21401
      705 Glenwood St Unit 53, Annapolis, MD 21401
      705 Glenwood St Unit 53, Annapolis, MD 21401
      /20

      Est $206,911 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 595 Sq Ft

      705 Glenwood St Unit 53, Annapolis, MD 21401

      705 Glenwood St Unit 53, Annapolis, MD 21401
  • 2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    2977 Southaven Dr, Annapolis, MD 21401
    /56

    $925,000

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft

    2977 Southaven Dr, Annapolis, MD 21401

    This stunning log home on 2.48 scenic acres (with the potential to subdivide) offers the perfect blend of rustic elegance and thoughtful upgrades. Surrounded by lush landscaping, the property provides treetop views and a glimpse of the water during the winter months. The impressive two-story living room showcases a dramatic wood-burning fireplace and flows effortlessly into the dining area and

    Agent Photo

    Scott Smolen

    RE/MAX Leading Edge

    (410) 846-6686

    2977 Southaven Dr, Annapolis, MD 21401
  • 1252 Creek Dr, Annapolis, MD 21403
    1252 Creek Dr, Annapolis, MD 21403
    1252 Creek Dr, Annapolis, MD 21403
    /39

    $4,000 per month

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • House for Rent

    1252 Creek Dr, Annapolis, MD 21403

    Stunning Oyster Harbor Rental – Coastal Charm Meets ComfortThis gorgeous rental blends comfort, charm, and the best of coastal living. Nestled in the highly desirable Oyster Harbor community, residents enjoy water privileges and access to a sandy beach, picnic area, fishing pier, and playground—all just a short walk from the front door. Additional amenities include a community marina,

    Jessica Ricciardi Keller Williams Flagship

    1252 Creek Dr, Annapolis, MD 21403
  • 1115 Tyler Ave, Annapolis, MD 21403
    1115 Tyler Ave, Annapolis, MD 21403
    1115 Tyler Ave, Annapolis, MD 21403
    /65

    $670,000 Sold Sep 17, 2025

    • 1,876 Sq Ft
    • $357/SF
    • 1 Day On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1926

    1115 Tyler Ave, Annapolis, MD 21403

    Welcome to Willow Cottage, a charming, history-rich Craftsman nestled in Eastport, just minutes from all the culture, dining, and waterfront beauty of historic downtown Annapolis. Nestled on an exceptionally large lot (.55 acres), this beautiful 4-bedroom, 3.5-bathroom residence blends hosts modern living, timeless appeal, and ample space. The property has been meticulously maintained over the

    Christian Schou Berkshire Hathaway HomeServices PenFed Realty

    1115 Tyler Ave, Annapolis, MD 21403
    • 1703 Marissa Way, Annapolis, MD 21401
      1703 Marissa Way, Annapolis, MD 21401
      1703 Marissa Way, Annapolis, MD 21401
      /54

      Est $1,324,752 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 6,921 Sq Ft

      1703 Marissa Way, Annapolis, MD 21401

      1703 Marissa Way, Annapolis, MD 21401
  • 1009 Dulaney Ln, Annapolis, MD 21403
    1009 Dulaney Ln, Annapolis, MD 21403
    1009 Dulaney Ln, Annapolis, MD 21403
    /23

    $400,000

    • Land
    • 0.47 Acre
    • $851,064 per Acre

    1009 Dulaney Ln, Annapolis, MD 21403

    The property at 1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. Priced at $575,000, this 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize

    Agent Photo

    Shane Hall

    Compass

    (410) 305-7504

    1009 Dulaney Ln, Annapolis, MD 21403
  • 2445 Holly Ave, Annapolis, MD 21401
    2445 Holly Ave, Annapolis, MD 21401
    2445 Holly Ave, Annapolis, MD 21401
    /41

    $1,972 - $3,560 per month

    Maris

    Studio - 2 Beds

    2445 Holly Ave, Annapolis, MD 21401

    Maris Annapolis: Luxury Apartments in the Heart of Marylands CapitalExperience a lifestyle unlike any other at Maris in Annapolis. Our pet-friendly community offers resort-inspired living with unmatched amenities, including a state-of-the-art fitness center, yoga and spin studio, outdoor kitchen with BBQ, rooftop pool with private cabanas, and even a rooftop movie theater. Discover refined

    2445 Holly Ave, Annapolis, MD 21401
  • 13 Silverwood Cir Unit 6, Annapolis, MD 21403
    13 Silverwood Cir Unit 6, Annapolis, MD 21403
    13 Silverwood Cir Unit 6, Annapolis, MD 21403
    /27

    $262,000 Sold Sep 17, 2025

    • 1,402 Sq Ft
    • $187/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    13 Silverwood Cir Unit 6, Annapolis, MD 21403

    Welcome to 13 Silverwood Circle, Unit #6 – fantastically located 2-bedroom, 2-bath condo is nestled in the sought-after Fairwinds community of Annapolis. This spacious home offers comfortable living with a thoughtful layout, large living area, dining space, two generously sized bedrooms, office space/flex space, balcony and ample storage.Enjoy all the amenities Fairwinds has to offer,

    Matthew Spence The KW Collective

    13 Silverwood Cir Unit 6, Annapolis, MD 21403
    • 561 Deep Creek View, Annapolis, MD 21409
      561 Deep Creek View, Annapolis, MD 21409
      561 Deep Creek View, Annapolis, MD 21409
      /42

      Est $624,935 Not Listed For Sale

      • 3 Beds
      • 4 Baths
      • 2,840 Sq Ft

      561 Deep Creek View, Annapolis, MD 21409

      561 Deep Creek View, Annapolis, MD 21409

Showing Results 1 - 40, Page 1 of 18

Maryland Anne Arundel County Annapolis

Real Estate & Homes

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 32 days on the market compared to the national average of 52 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$465,000
Median 2 Bedroom Sale Price
$429,000
Median 1 Bedroom Sale Price
$407,000
Average Price Per Sq Ft
$354
Number of Homes for Sale
288
Last 12 months Home Sales
1,255
Months of Supply
2.80
Median List Price
$634,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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