40,677

Annapolis, MD Homes

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  • 341 Dubois Rd, Annapolis, MD 21401
    341 Dubois Rd, Annapolis, MD 21401
    341 Dubois Rd, Annapolis, MD 21401
    /17

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,317 Sq Ft

    341 Dubois Rd, Annapolis, MD 21401

    Located on a picturesque tree-lined street in highly desirable Annapolis, MD, this property offers great potential for the experienced investor, contractor or developer. Potential uses include: 1) renovate the current structure - all brick rancher +/- 2,000 sqft included in the sale - HOME NEEDS TOTAL RENOVATION and will not pass conventional financing appraisal/condition requirements 2) demo the

    Adam Ellison Long & Foster Real Estate, Inc.

    341 Dubois Rd, Annapolis, MD 21401
  • 2003 Phillips Terrace Unit 6, Annapolis, MD 21401
    2003 Phillips Terrace Unit 6, Annapolis, MD 21401
    2003 Phillips Terrace Unit 6, Annapolis, MD 21401
    /11

    $2,300 per month

    • 2 Beds
    • 2 Baths
    • 1,129 Sq Ft
    • Condo for Rent

    2003 Phillips Terrace Unit 6, Annapolis, MD 21401

    One level living at it's best! Spacious Windgate condo with second floor security and limited access building features wood floors and stainless steal appliances, and Corian countertops! Also showcases 2 Master Bedrooms with walk-in closets, laundry off kitchen, cozy gas fireplace in Living Room and access to private deck. Conveniently located to hospital, major commuter routes to the Eastern

    Bill Burris Keller Williams Select Realtors of Annapolis

    2003 Phillips Terrace Unit 6, Annapolis, MD 21401
  • 3505 Cohasset Ave, Annapolis, MD 21403
    3505 Cohasset Ave, Annapolis, MD 21403
    3505 Cohasset Ave, Annapolis, MD 21403
    /66

    $715,000 Sold Oct 31, 2025

    • 2,490 Sq Ft
    • $287/SF
    • 21 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1990

    3505 Cohasset Ave, Annapolis, MD 21403

    Welcome to 3505 Cohasset Ave, a beautifully updated single-family home in the sought-after Arundel on the Bay community—surrounded by water with water access on three sides! This spacious 4-bedroom, 3-bath home offers an inviting open layout with vaulted ceilings, skylights, and an abundance of natural light. Enjoy multiple outdoor living spaces, including a screened three-season room, an upper

    Bob Chew Samson Properties

    3505 Cohasset Ave, Annapolis, MD 21403
    • 2024 Gov Thomas Bladen Way, Annapolis, MD 21401
      2024 Gov Thomas Bladen Way, Annapolis, MD 21401
      2024 Gov Thomas Bladen Way, Annapolis, MD 21401
      /54

      Est $394,470 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,307 Sq Ft

      2024 Gov Thomas Bladen Way, Annapolis, MD 21401

      2024 Gov Thomas Bladen Way, Annapolis, MD 21401
  • 1181 Ramblewood Dr, Annapolis, MD 21409
    1181 Ramblewood Dr, Annapolis, MD 21409
    1181 Ramblewood Dr, Annapolis, MD 21409
    /51

    $670,000

    • 4 Beds
    • 2.5 Baths
    • 1,888 Sq Ft

    1181 Ramblewood Dr, Annapolis, MD 21409

    Beautifully Updated 4BR Colonial in Highly Sought-After Cape St. Claire! This move-in ready home has been thoughtfully modernized and offers an inviting, open flow throughout. The remodeled kitchen features updated flooring and a wall removed to create a bright, seamless connection to the family room—perfect for everyday living, hosting, and entertaining. From the kitchen, step directly onto the

    Mary Anne Long Keller Williams Realty Centre

    1181 Ramblewood Dr, Annapolis, MD 21409
  • 202 Bertina A Nick Way Unit Shared bathroom 1, Annapolis, MD 21401
    202 Bertina A Nick Way Unit Shared bathroom 1, Annapolis, MD 21401
    202 Bertina A Nick Way Unit Shared bathroom 1, Annapolis, MD 21401
    /17

    $600 per month

    • 1 Bed
    • 1 Bath
    • 100 Sq Ft
    • Townhouse for Rent

    202 Bertina A Nick Way Unit Shared bathroom 1, Annapolis, MD 21401

    The us brand new townhouse with premium carpet and hardwood floors and tiles has 5 brand fully furnished new 4 mixed dorm of twin bunk beds. it is near St. John college , naval academy, Anne arundel medical center and Anne arundel community college St. John college walking distance there is direct commuter bus 220/215/210/230 from the place to dc / Baltimore takes 75 minutes collected to 70 bus

    202 Bertina A Nick Way Unit Shared bathroom 1, Annapolis, MD 21401
  • 541 Second St, Annapolis, MD 21403
    541 Second St, Annapolis, MD 21403
    541 Second St, Annapolis, MD 21403
    /95

    $1,470,000 Sold Oct 31, 2025

    • 2,341 Sq Ft
    • $628/SF
    • 113 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2006

    541 Second St, Annapolis, MD 21403

    A Rare Find in the Heart of Eastport! Built in 2006 with timeless Eastport charm, this beautifully maintained home offers the perfect blend of traditional style and modern convenience. Enjoy off-street parking for 2 cars and a host of high-end features throughout. Step inside to discover hardwood flooring on all 3 levels, radiant floor heat, and zoned heating and cooling – including a private AC

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    541 Second St, Annapolis, MD 21403
    • 607 Admiral Dr Unit 101, Annapolis, MD 21401
      607 Admiral Dr Unit 101, Annapolis, MD 21401
      607 Admiral Dr Unit 101, Annapolis, MD 21401
      /50

      Est $365,726 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,283 Sq Ft

      607 Admiral Dr Unit 101, Annapolis, MD 21401

      607 Admiral Dr Unit 101, Annapolis, MD 21401
  • 6 Victor Pkwy, Annapolis, MD 21403
    6 Victor Pkwy, Annapolis, MD 21403
    6 Victor Pkwy, Annapolis, MD 21403
    /32

    $374,900

    • 3 Beds
    • 1 Bath
    • 912 Sq Ft

    6 Victor Pkwy, Annapolis, MD 21403

    Annapolis - Come and see this gorgeous Ranch style home. The updated interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, and stainless-steel appliances offers maximum versatility and functionality. Complete with open floor plan and modern finishes that will wow you the minute you walk through the

    Barry Hess Keller Williams Flagship

    6 Victor Pkwy, Annapolis, MD 21403
  • 2706 Summerview Way Unit 301, Annapolis, MD 21401
    2706 Summerview Way Unit 301, Annapolis, MD 21401
    2706 Summerview Way Unit 301, Annapolis, MD 21401
    /30

    $2,900 per month

    • 2 Beds
    • 2.5 Baths
    • 1,934 Sq Ft
    • Condo for Rent

    2706 Summerview Way Unit 301, Annapolis, MD 21401

    Available August 22.Welcome to The Villages at Summer Place in Riva Trace. Step into this two-story, spacious, luxury, upscale condominium with 2 BR, 2.5 BA. Gorgeous updates have been made throughout. There are two primary suites with full primary baths each. The main floor primary bath offers a Jacuzzi soaking tub, along with a separate shower and dual vanities. The upstairs bathroom

    Joseph Myers Long & Foster Real Estate, Inc.

    2706 Summerview Way Unit 301, Annapolis, MD 21401
  • 1971 Dominoe Rd, Annapolis, MD 21401
    1971 Dominoe Rd, Annapolis, MD 21401
    1971 Dominoe Rd, Annapolis, MD 21401
    /29

    $495,000 Sold Oct 31, 2025

    • 2,160 Sq Ft
    • $229/SF
    • 261 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1981

    1971 Dominoe Rd, Annapolis, MD 21401

    Welcome to this Wonderful home very close to Annapolis & the properties to be in a private area but close proximity to be in the City of Annapolis! Located in close proximity to restaurants , shopping, and entertainmemt . You will enjoy summer evenings dining - out in the over large deck out back! The Home offers an open floor plan that leads you to entertaining with a spacious living room,

    Alda Lourenco RE/MAX Realty Group

    1971 Dominoe Rd, Annapolis, MD 21401
    • 2014 Quay Village Ct Unit T1, Annapolis, MD 21403
      2014 Quay Village Ct Unit T1, Annapolis, MD 21403
      2014 Quay Village Ct Unit T1, Annapolis, MD 21403
      /46

      Est $509,608 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,189 Sq Ft

      2014 Quay Village Ct Unit T1, Annapolis, MD 21403

      2014 Quay Village Ct Unit T1, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $324,000

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome to this fully renovated, single level condo on the 2nd floor of the building. This is the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor

    Branden Schroeder GybeSet Homes

    10 Sandstone Ct, Annapolis, MD 21403
  • 2013 Governor Thomas Bladen Way Unit 303, Annapolis, MD 21401
    2013 Governor Thomas Bladen Way Unit 303, Annapolis, MD 21401
    2013 Governor Thomas Bladen Way Unit 303, Annapolis, MD 21401
    /10

    $2,230 per month

    • 2 Beds
    • 1.5 Baths
    • 1,004 Sq Ft
    • Condo for Rent

    2013 Governor Thomas Bladen Way Unit 303, Annapolis, MD 21401

    2 bedroom, 1-1/2 bath upper condo unit. Vaulted ceilings; fireplace; patio balcony. Spacious, comfortable, and pleasant. Plenty of on-site parking; laundry in unit, and new appliances. $2230 per month plus electricity. Nice neighbors, too!Near Annapolis mall. Just off Route 50 and close to Route 9

    2013 Governor Thomas Bladen Way Unit 303, Annapolis, MD 21401
  • 1003 Mastline Dr, Annapolis, MD 21401
    1003 Mastline Dr, Annapolis, MD 21401
    1003 Mastline Dr, Annapolis, MD 21401
    /71

    $535,338 Sold Oct 31, 2025

    • 2,311 Sq Ft
    • $232/SF
    • 5 Days On Market
    • 2 Beds
    • 3 Baths
    • Built 1980

    1003 Mastline Dr, Annapolis, MD 21401

    Welcome to 1003 Mastline Drive, a beautifully updated semi-detached home in the highly desirable Heritage Harbour active adult community. The main level features 2 bedrooms, 2 full baths, gleaming hardwood floors, spacious open living and dining areas, and a cozy den with access to a private deck overlooking the woods. The all-new kitchen boasts modern cabinetry, granite countertops, stainless

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    1003 Mastline Dr, Annapolis, MD 21401
    • 15 Spa Creek Landing Unit A2, Annapolis, MD 21403
      15 Spa Creek Landing Unit A2, Annapolis, MD 21403
      15 Spa Creek Landing Unit A2, Annapolis, MD 21403
      /29

      Est $789,858 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,250 Sq Ft

      15 Spa Creek Landing Unit A2, Annapolis, MD 21403

      15 Spa Creek Landing Unit A2, Annapolis, MD 21403
  • 524 Ridge Rd, Annapolis, MD 21401
    524 Ridge Rd, Annapolis, MD 21401
    524 Ridge Rd, Annapolis, MD 21401
    /53

    $799,000

    • 4 Beds
    • 3 Baths
    • 2,944 Sq Ft

    524 Ridge Rd, Annapolis, MD 21401

    Nestled in the serene enclave of Rolling Knolls, this exquisite contemporary residence offers a harmonious blend of luxury and comfort, set against a backdrop of lush trees and tranquil woods. Spanning an impressive 0.85 acres, the property is a private retreat, perfectly situated at the end of a peaceful cul-de-sac, ensuring both seclusion and a sense of community. Step inside to discover an

    John Kreamer Taylor Properties

    524 Ridge Rd, Annapolis, MD 21401
  • 805 Latchmere Ct Unit 302, Annapolis, MD 21401
    805 Latchmere Ct Unit 302, Annapolis, MD 21401
    805 Latchmere Ct Unit 302, Annapolis, MD 21401
    /14

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,236 Sq Ft
    • Condo for Rent

    805 Latchmere Ct Unit 302, Annapolis, MD 21401

    AVAILABLE NOW!!. Wonderfully spacious Penthouse unit with loft. 2 full bathrooms and 2 bedrooms. Vaulted ceilings in living room and master bedroom. Kitchen opens to breakfast bar and dining area plus a loft!! Large balcony, full size washer/dryer. HVAC and water heater less than one year old. Longer lease preferred. Tucked in at the back of the cul de sac with easy access to 50, DC, AAMC and

    Travis Paez Long & Foster Real Estate, Inc.

    805 Latchmere Ct Unit 302, Annapolis, MD 21401
  • 101 Lake View Dr, Annapolis, MD 21403
    101 Lake View Dr, Annapolis, MD 21403
    101 Lake View Dr, Annapolis, MD 21403
    /50

    $670,000 Sold Oct 31, 2025

    • 1,508 Sq Ft
    • $444/SF
    • 10 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    101 Lake View Dr, Annapolis, MD 21403

    Multiple Offers – 101 Lake View (Deadline Sun 10/5 at 5pm) Welcome to 101 Lake View Drive, a charming 3-bedroom, 2-bath home tucked into the highly desirable waterfront community of Hillsmere Shores. Perfectly blending comfort, convenience, and lifestyle, this home has been thoughtfully updated and maintained. Inside, you’ll find an open and inviting layout with a spacious bump-out family room,

    Matthew Wyble Next Step Realty

    101 Lake View Dr, Annapolis, MD 21403
    • 16 Silverwood Cir Unit 7, Annapolis, MD 21403
      16 Silverwood Cir Unit 7, Annapolis, MD 21403
      16 Silverwood Cir Unit 7, Annapolis, MD 21403
      /36

      Est $261,397 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,168 Sq Ft

      16 Silverwood Cir Unit 7, Annapolis, MD 21403

      16 Silverwood Cir Unit 7, Annapolis, MD 21403
  • 30 Gentry Ct, Annapolis, MD 21403
    30 Gentry Ct, Annapolis, MD 21403
    30 Gentry Ct, Annapolis, MD 21403
    /33

    $349,000

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    30 Gentry Ct, Annapolis, MD 21403

    Welcome to 30 Gentry Court, a charming three-bedroom, two-and-a-half-bath townhouse located in the desirable Gentry community of Annapolis. This well-maintained home offers approximately 1,460 square feet of comfortable living space across three levels, blending timeless appeal with many thoughtful updates. The main level features a bright and open layout with a seamless flow between the living,

    Robert Weitzman Coldwell Banker Realty

    30 Gentry Ct, Annapolis, MD 21403
  • 1101 Primrose Rd Unit 303, Annapolis, MD 21403
    1101 Primrose Rd Unit 303, Annapolis, MD 21403
    1101 Primrose Rd Unit 303, Annapolis, MD 21403
    /21

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    1101 Primrose Rd Unit 303, Annapolis, MD 21403

    Available November 15, 20252 Bedroom/2 Full Bath Condo with balcony and washer/dryer in unit$2,100.00 per month plus electricityFlexible leasing terms availableFree reserved parking spaceFree storage unit within buildingLocated at the Landing at Spa Creek Community in Annapolis and next to Truxton ParkAmenities include - washer & dryer in unit, free water

    1101 Primrose Rd Unit 303, Annapolis, MD 21403
  • 1000 Hyde Park Dr, Annapolis, MD 21403
    1000 Hyde Park Dr, Annapolis, MD 21403
    1000 Hyde Park Dr, Annapolis, MD 21403
    /28

    $524,900 Sold Oct 31, 2025

    • 984 Sq Ft
    • $533/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1983

    1000 Hyde Park Dr, Annapolis, MD 21403

    Charming Cape Cod on a beautifully landscaped, fenced corner lot in Annapolis! Enjoy outdoor living on the rear deck overlooking the private backyard. Inside, the main level offers hardwood floors, a spacious living area, a bedroom and full bath, plus a kitchen with stainless steel appliances and granite counters. Upstairs, you’ll find two additional bedrooms and another full bath. Ideally

    Michael Lopez RE/MAX Distinctive Real Estate, Inc.

    1000 Hyde Park Dr, Annapolis, MD 21403
    • 2900 Shipmaster Way Unit 117, Annapolis, MD 21401
      2900 Shipmaster Way Unit 117, Annapolis, MD 21401
      2900 Shipmaster Way Unit 117, Annapolis, MD 21401
      /44

      Est $302,842 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,009 Sq Ft

      2900 Shipmaster Way Unit 117, Annapolis, MD 21401

      2900 Shipmaster Way Unit 117, Annapolis, MD 21401
  • 39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    39 Southgate Ave, Annapolis, MD 21401
    /92

    $3,750,000

    • 5 Beds
    • 3.5 Baths
    • 6,789 Sq Ft

    39 Southgate Ave, Annapolis, MD 21401

    This Murray Hill masterpiece is a 5-bedroom, 4 bathroom home that was originally built in 1913 and underwent a complete custom renovation a few years ago. Situated on a double lot on one of the most desirable streets in Annapolis. It blends formal sophistication with modern luxuries including an elevator! Offering rare private driveway, a two-car garage with separate storage room. Featuring over

    Glenn Sutton TTR Sotheby's International Realty

    39 Southgate Ave, Annapolis, MD 21401
  • 2708 Summerview Way, Annapolis, MD 21401
    2708 Summerview Way, Annapolis, MD 21401
    2708 Summerview Way, Annapolis, MD 21401
    /24

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft
    • Condo for Rent

    2708 Summerview Way, Annapolis, MD 21401

    Welcome to this beautifully refreshed second-floor condo, ideally located in one of Annapolis’s most desirable communities! This bright and inviting two-bedroom, two-bath home offers an open and functional layout with an airy deck off the primary suite, a spacious walk-in closet, and an additional storage space. The kitchen and bathrooms have been stylishly updated with modern finishes, and the

    Joshua Mast HomeSource Pro Real Estate

    2708 Summerview Way, Annapolis, MD 21401
  • 1227 Hampton Rd, Annapolis, MD 21409
    1227 Hampton Rd, Annapolis, MD 21409
    1227 Hampton Rd, Annapolis, MD 21409
    /27

    $585,000 Sold Oct 31, 2025

    • 2,068 Sq Ft
    • $283/SF
    • 12 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1971

    1227 Hampton Rd, Annapolis, MD 21409

    Welcome to 1227 Hampton Road in Cape St. Claire, a home that blends comfort, flexibility, and community living. Freshly updated with refinished floors, new carpet, and fresh paint, this three-level home offers two bedrooms and a full bath on the main floor, two bedrooms and a full bath upstairs, plus a finished basement and bonus room perfect for an office or playroom. Enjoy mornings on the front

    Kevin Brown Long & Foster Real Estate, Inc.

    1227 Hampton Rd, Annapolis, MD 21409
    • 312 Severn Ave Unit W402, Annapolis, MD 21403
      312 Severn Ave Unit W402, Annapolis, MD 21403
      312 Severn Ave Unit W402, Annapolis, MD 21403
      /40

      Est $559,278 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 660 Sq Ft

      312 Severn Ave Unit W402, Annapolis, MD 21403

      312 Severn Ave Unit W402, Annapolis, MD 21403
  • 120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    120 Chesapeake Ave, Annapolis, MD 21403
    /42

    $1,449,000

    • 2 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    120 Chesapeake Ave, Annapolis, MD 21403

    Incredible Opportunity in the Heart of Eastport! Beautifully remodeled Victorian located on the Eastport Peninsula. Features include a welcoming front porch, wood floors, and a chef’s kitchen with Viking appliances, a 6-burner stove, and vented hood. Windows and roof were replaced in 2025; roof includes new gutter guards. Energy-efficient appliances, including a gas on-demand water heater, have

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    120 Chesapeake Ave, Annapolis, MD 21403
  • 908 Berwick Dr, Annapolis, MD 21403
    908 Berwick Dr, Annapolis, MD 21403
    908 Berwick Dr, Annapolis, MD 21403
    /31

    $3,450 per month

    • 3 Beds
    • 2.5 Baths
    • 3,150 Sq Ft
    • House for Rent

    908 Berwick Dr, Annapolis, MD 21403

    Enjoy the Annapolis lifestyle here! You're just minutes from downtown Annapolis, the City Dock, and all the fantastic dining, shopping, and history the area has to offer. Your new home is conveniently located less than 2 miles from the scenic trails of Quiet Waters Park and the charming maritime community of Eastport. Inside, you'll find a well-maintained home complete with a first floor half

    908 Berwick Dr, Annapolis, MD 21403
  • 3245 Harness Creek Rd, Annapolis, MD 21403
    3245 Harness Creek Rd, Annapolis, MD 21403
    3245 Harness Creek Rd, Annapolis, MD 21403
    /39

    $2,100,000 Sold Oct 31, 2025

    • 3,112 Sq Ft
    • $675/SF
    • 7 Days On Market
    • 2 Beds
    • 3.5 Baths
    • Built 2005

    3245 Harness Creek Rd, Annapolis, MD 21403

    Situated on .63 acres of private waterfront, this award-winning contemporary home offers commanding views of Harness Creek and the protected woodlands of Quiet Waters Park across the water. Designed by renowned New York-based architects Robert Luntz and Joseph Tanney of Resolution: 4 Architecture, and expertly constructed by John DelSesto, this 2006 Metropolitan Modern Home of the Year

    Carol Snyder Monument Sotheby's International Realty

    3245 Harness Creek Rd, Annapolis, MD 21403
    • 802 Coxswain Way Unit 207, Annapolis, MD 21401
      802 Coxswain Way Unit 207, Annapolis, MD 21401
      802 Coxswain Way Unit 207, Annapolis, MD 21401
      /47

      Est $432,917 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,361 Sq Ft

      802 Coxswain Way Unit 207, Annapolis, MD 21401

      802 Coxswain Way Unit 207, Annapolis, MD 21401
  • 39 Oak Ct, Annapolis, MD 21401
    39 Oak Ct, Annapolis, MD 21401
    39 Oak Ct, Annapolis, MD 21401
    /49

    $480,000

    • 4 Beds
    • 1 Bath
    • 1,440 Sq Ft

    39 Oak Ct, Annapolis, MD 21401

    COMMERCIAL AND/OR RESIDENTIAL USE!!Discover the perfect blend of comfort and functionality with this well-maintained property! Offering flexible zoning for residential or commercial use, it includes 4 bedrooms or offices, a roomy kitchen, and a spacious backyard with a shed connected to a large workshop and loft — perfect for hobbies, storage, or a home business.

    Betsy Marshall Willow Oaks Realty, LLC.

    39 Oak Ct, Annapolis, MD 21401
  • 605 S Cherry Grove Ave, Annapolis, MD 21401
    605 S Cherry Grove Ave, Annapolis, MD 21401
    605 S Cherry Grove Ave, Annapolis, MD 21401
    /20

    $3,200 per month

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    605 S Cherry Grove Ave, Annapolis, MD 21401

    Gorgeous 3BR 2FB 2HB Brick Front townhome in Village Greens. Kitchen features granite counters, stainless steel appliances and large center island. Primary bedroom has vaulted ceilings, soaking tub, double vanities and walk in closet. Fully finished Lower Level for rec room, office or 4th bedroom with bath. 2 car garage with additional driveway parking space. Trex Deck that is perfect for

    Sean Judge Real Broker, LLC

    605 S Cherry Grove Ave, Annapolis, MD 21401
  • 9 Tolson St, Annapolis, MD 21401
    9 Tolson St, Annapolis, MD 21401
    9 Tolson St, Annapolis, MD 21401
    /82

    $1,475,000 Sold Oct 31, 2025

    • 3,102 Sq Ft
    • $475/SF
    • 4 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1945

    9 Tolson St, Annapolis, MD 21401

    Welcome to 9 Tolson, a home that perfectly combines charm, convenience, and timeless design. Ideally located with quick access to Route 50 & I-97, this property is also just a short stroll from shops, restaurants, grocery stores, and the Naval Academy—placing the very best of Annapolis right at your doorstep. Originally built in 1945, the home was thoughtfully reimagined by the late Fred

    Brent Allen Long & Foster Real Estate, Inc.

    9 Tolson St, Annapolis, MD 21401
    • 627 Admiral Dr Unit 304, Annapolis, MD 21401
      627 Admiral Dr Unit 304, Annapolis, MD 21401
      627 Admiral Dr Unit 304, Annapolis, MD 21401
      /31

      Est $394,259 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,449 Sq Ft

      627 Admiral Dr Unit 304, Annapolis, MD 21401

      627 Admiral Dr Unit 304, Annapolis, MD 21401
  • 1831 Drew St, Annapolis, MD 21401
    1831 Drew St, Annapolis, MD 21401
    1831 Drew St, Annapolis, MD 21401
    /44

    $570,000

    • 5 Beds
    • 2 Baths
    • 2,236 Sq Ft

    1831 Drew St, Annapolis, MD 21401

    Completely renovated home with modern finishes and updates throughout. This property boasts two brand new updated bathrooms with dual-sink vanities, walk-in showers and tile flooring. Additional upgrades include electrical system with new electrical panel, brand-new HVAC and boiler installed in 2025, interior sprinkler system for added peace of mind and safety, new LVP and carpet flooring,

    Milbia Moreno Keller Williams Gateway LLC

    1831 Drew St, Annapolis, MD 21401
  • 15 Annapolis St Unit 15 A Annapolis Street, Annapolis, MD 21401
    15 Annapolis St Unit 15 A Annapolis Street, Annapolis, MD 21401
    15 Annapolis St Unit 15 A Annapolis Street, Annapolis, MD 21401
    /3

    $2,250 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Condo for Rent

    15 Annapolis St Unit 15 A Annapolis Street, Annapolis, MD 21401

    15 Annapolis St Unit 15 A Annapolis Street, Annapolis, MD 21401
  • 627 Admiral Dr Unit 203, Annapolis, MD 21401
    627 Admiral Dr Unit 203, Annapolis, MD 21401
    627 Admiral Dr Unit 203, Annapolis, MD 21401
    /29

    $355,000 Sold Oct 31, 2025

    • 1,335 Sq Ft
    • $266/SF
    • 13 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1996

    627 Admiral Dr Unit 203, Annapolis, MD 21401

    Welcome to effortless living in the heart of Annapolis! This beautifully maintained 2-bedroom, 2-bath condo offers the perfect blend of style, comfort, and convenience.Step inside to find an open, light-filled layout with a spacious living room, cozy fireplace, and private balcony, ideal for morning coffee or unwinding after work. The updated kitchen features modern appliances, ample cabinet

    Jen Denney EXP Realty, LLC

    627 Admiral Dr Unit 203, Annapolis, MD 21401
    • 2900 Shipmaster Way Unit 310, Annapolis, MD 21401
      2900 Shipmaster Way Unit 310, Annapolis, MD 21401
      2900 Shipmaster Way Unit 310, Annapolis, MD 21401
      /23

      Est $316,574 Not Listed For Sale

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

      2900 Shipmaster Way Unit 310, Annapolis, MD 21401

      2900 Shipmaster Way Unit 310, Annapolis, MD 21401

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