35

Annapolis, MD Homes for Sale under $400,000

Section Image Section Image
  • /27

    $372,000

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    2058 Quaker Way Unit 12, Annapolis, MD 21401

    Nestled within the serene Windgate Condominium community, this exquisite 2-bedroom, 2-bathroom, loft residence offers a harmonious blend of contemporary design and luxurious comfort. Spanning 1,440 square feet, this thoughtfully designed unit is perfect for those seeking an elevated lifestyle. As you step inside, you are greeted by an inviting open floor plan that seamlessly connects the living

    Agent Photo

    Bob Swarm

    Keller Williams Select Realtors of Annapolis

    (410) 896-6929

    2058 Quaker Way Unit 12, Annapolis, MD 21401
  • /20

    $390,000

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft

    933 Breakwater Dr, Annapolis, MD 21403

    This spacious and well-maintained townhouse offers comfortable living in a highly desirable Annapolis location. The main level features a welcoming living room centered around a classic wood-burning fireplace, creating a warm focal point and cozy atmosphere, while the French doors provide access to the backyard, allowing natural light to fill the space while offering an easy transition to outdoor

    Agent Photo

    Scott Smolen

    RE/MAX Leading Edge

    (443) 323-0308

    933 Breakwater Dr, Annapolis, MD 21403
  • /33

    $345,000

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

    2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401

    Welcome to this beautiful 2-bedroom, 2-bath condo in the highly sought-after Tidewater Colony community of Annapolis. Inside, you’ll find 9-foot ceilings, luxury vinyl plank floors, custom blinds, and a modern kitchen with granite countertops, gas cooking, and a built-in microwave. The spacious primary suite features a double vanity and a luxurious bath with separate shower and soaking tub.

    Agent Photo

    Julie Procopio

    Berkshire Hathaway HomeServices Homesale Realty

    (443) 501-2774

    2006 Peggy Stewart Way Unit 204, Annapolis, MD 21401
  • /37

    $360,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Hearthstone Ct, Annapolis, MD 21403

    NEW KITCHEN just installed! The eat-in kitchen has been updated with NEW tall, white kitchen cabinetry w/brushed bronze handles, NEW upgraded quartz countertops,NEW lighting, freshly painted, and boasts all stainless steel appliances including a gas range, french door refrigerator, dishwasher, and microwave—all installed within the past year. Enjoy Annapolis living with a community pool and

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 989-4664

    50 Hearthstone Ct, Annapolis, MD 21403
  • /36

    $359,999 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 1,680 Sq Ft

    40 Ironstone Ct, Annapolis, MD 21403

    Beautifully maintained 3-level townhome in the desirable Annapolis Overlook community in Annapolis! This spacious home offers approximately 1,680 sq ft with 3 bedrooms, 2.5 baths, and a functional layout designed for comfortable living. The main level features a bright living area, separate dining space, and an updated kitchen with ample cabinet storage and room for entertaining. Upstairs you’ll

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct, Annapolis, MD 21403
  • /41

    $395,000

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft

    605 Admiral Dr, Annapolis, MD 21401

    HURRY! This location is EVERTHING! Ready for a low-maintenance lifestyle? Experience effortless living in this beautifully updated & meticulously maintained Penthouse/Loft unit in the heart of ALL that is Annapolis. Step inside & prepare to be dazzled by it's soaring ceilings & bright open vibe adorned with all the fun "toppings" necessary for comfort in living. NEW (2021-present) FANTASTIC

    Amy Faust Long & Foster Real Estate, Inc.

    605 Admiral Dr, Annapolis, MD 21401
  • /30

    $389,000

    • 2 Beds
    • 1.5 Baths
    • 902 Sq Ft

    198 Clay St, Annapolis, MD 21401

    Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water views of College Creek and a short stroll to downtown and West Annapolis, where shops, dining, entertainment, and the U.S. Naval Academy are right at your doorstep. The location also provides easy commuter access to Routes 50 and 97 for Washington, D.C., Baltimore, and BWI Airport. Thoughtfully updated in

    Kerry O'Hara Engel & Völkers Annapolis

    198 Clay St, Annapolis, MD 21401
  • /33

    $325,000

    • 3 Beds
    • 2 Baths
    • 1,670 Sq Ft

    21 Silverwood Cir Unit 11, Annapolis, MD 21403

    Perched on the top floor of the sought-after Fairwinds of Annapolis community, this beautifully updated condo offers a quiet retreat with no neighbors above and serene courtyard views. Surrounded by mature trees and thoughtfully landscaped common areas, residents enjoy a well-maintained setting complete with a pool, tennis courts, tot lots, snow removal, picnic areas for grilling, bike and kayak

    Mr. Mason Lyon Northrop Realty

    21 Silverwood Cir Unit 11, Annapolis, MD 21403
  • /33

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft

    103 Roselawn Rd, Annapolis, MD 21403

    Discover the charm of this delightful ranch-style home nestled in the serene Primrose Acres neighborhood. Built in 1956, this well-maintained residence boasts 1,287 square feet of inviting living space, featuring three spacious bedrooms and two full bathrooms, perfect for comfortable living. Step inside to find a warm and welcoming atmosphere, enhanced by thoughtful interior features that create

    Rosalie Petsu Long & Foster Real Estate, Inc.

    103 Roselawn Rd, Annapolis, MD 21403
  • /23

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,096 Sq Ft

    2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401

    Discover the charm of this inviting 2-bedroom, 2-bathroom condo in the desirable Scotts Crossing community. Built in 2001, this well-maintained unit features a warm blend of hardwood and carpet flooring, creating a cozy atmosphere throughout. The spacious dining area is perfect for gatherings, while the living room, complete with a gas fireplace, offers a serene retreat for relaxation. Enjoy the

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    2159 Scotts Crossing Ct Unit 201, Annapolis, MD 21401
  • /17

    $349,000

    • 2 Beds
    • 2 Baths
    • 1,127 Sq Ft

    2002 Phillips Terrace Unit 6, Annapolis, MD 21401

    2002 Phillips Terrace – Apartment 6 Annapolis, Maryland 21401 March 9, 2026 Beautifully updated two bedroom, two bathroom second floor condo in the Windgate community of Annapolis. Updated kitchen with a breakfast area and granite countertops. Ceiling fans in the living room and both bedrooms and luxury vinyl plank flooring throughout. Large open plan living and dining area with a gas fireplace

    Alex Hodges Cottage Street Realty LLC

    2002 Phillips Terrace Unit 6, Annapolis, MD 21401
  • /40

    $335,000

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    2013 Warners Terrace S Unit 242, Annapolis, MD 21401

    Fabulous Annapolis Condo Featuring 2 Bedrooms & 2 Full Baths! Tasteful Decor Thru-Out. Spacious Living Room Boasts a Corner Gas Fireplace. Updated Kitchen has Granite Counter Tops & a Breakfast Bar. Master Bedroom has an En-Suite Bath & Walk-In Closet. Access the Huge 20 x 8 Composite Deck w/ Attached Storage via the Living Room & Master Suite. Community Tot Lot & Walking Trail. Great Location w/

    Bill Beam Beam Realty Group, Inc.

    2013 Warners Terrace S Unit 242, Annapolis, MD 21401
  • /30

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,138 Sq Ft

    10 Amberstone Ct, Annapolis, MD 21403

    This lovely first floor condo, conveniently located in Annapolis, has two bedrooms, a den and two full bathrooms. Open concept living room, dining area and kitchen with a nice patio overlooking the woods behind it. Ceramic floors in the front hall and kitchen. Freshly painted throughout. New carpet in the den and two bedrooms. Luxury vinyl plank flooring in the living room and dining room area.

    Wilma Richards Long & Foster Real Estate, Inc.

    10 Amberstone Ct, Annapolis, MD 21403
  • /43

    $390,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1014 Cedar Ridge Ct, Annapolis, MD 21403

    Welcome to 1014 Cedar Ridge Ct in beautiful Annapolis , a stylish 3-bedroom, 2 full bath, 1 half bath townhome designed for easy living in a prime location (21403). This is not your typical HOA. The association fee includes roof repair and replacement, all exterior maintenance (painting and staining), landscaping, gutter cleaning, and parking lot maintenance. Inside, the home is completely

    Bob Chew Samson Properties

    1014 Cedar Ridge Ct, Annapolis, MD 21403
  • /21

    $399,999

    • 3 Beds
    • 2.5 Baths
    • 1,566 Sq Ft

    12 Harbour Heights Dr, Annapolis, MD 21401

    AMAZING NEW PRICE! Welcome to this adorable home backing to woods in the heart of Annapolis! Ideally located near Anne Arundel Medical Center, Annapolis Mall, downtown Annapolis, shopping, dining and major commuter routes. This home offers comfort, space, and convenience. The kitchen features upgraded stainless steel appliances, granite countertops, a slate backsplash, and opens to a large

    Rachel Gontkovic EXP Realty, LLC

    12 Harbour Heights Dr, Annapolis, MD 21401
  • /15

    $355,000

    • 2 Beds
    • 2 Baths
    • 1,285 Sq Ft

    2702 Summerview Way Unit 103, Annapolis, MD 21401

    Move-in ready condo in the sought-after Riva Trace community! Freshly painted with brand-new carpet throughout, this home features a bright solarium, a spacious primary bedroom with a walk-in closet, and a primary bath complete with a soaking tub and separate shower. All appliances convey, making this home truly turnkey. Step outside to enjoy your own private patio. The Riva Trace community

    Carol-Ann Wyrostek Long & Foster Real Estate, Inc.

    2702 Summerview Way Unit 103, Annapolis, MD 21401
  • /51

    $321,349

    • 1 Bed
    • 1 Bath
    • 1,073 Sq Ft

    940 Astern Way Unit 102A, Annapolis, MD 21401

    OPEN HOUSE THIS SUNDAY MARCH 8TH 12 P.M. - 2:00 P.M. Serenity Meets Convenience at The Reserve in Heritage Harbour: 1st-Floor Living in Prime Annapolis 55+ Community Discover the perfect blend of peace and accessibility in this immaculately maintained first-floor condo. Tucked away amidst mature trees and set well back from the main road, this secure building offers a quiet retreat just minutes

    Christine Vorsteg Keller Williams Flagship

    940 Astern Way Unit 102A, Annapolis, MD 21401
  • /15

    $339,995

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft

    2013 Warners Terrace S Unit 138, Annapolis, MD 21401

    Beautifully updated first floor condo! Featuring new LVP flooring, carpet, paint and appliances. Truley a must see.

    Michael Tresansky JPAR Real Estate Professionals

    2013 Warners Terrace S Unit 138, Annapolis, MD 21401
  • /32

    $364,000

    • 2 Beds
    • 2 Baths
    • 1,077 Sq Ft

    2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401

    Welcome to 2015 #204 Governor Thomas Bladen Way**Freshly painted Unit w/Neutral Paint on Walls and Ceilings**Kitchen was Updated with New Cabinets and Appliances in 2021**Eating Space in Kitchen**Large Living Area w/Breakfast Bar and Gas Fireplace**Newly Carpeted Living/Dining/Bedrooms**New Washer and Dryer**Private Balcony**Spacious Primary Bedroom w/Private Bath and Walk In Closet**Second

    Nathalie Mullinix Nathalie Mullinix Realty Universal, Inc.

    2015 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
  • /18

    $350,000

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403

    Live the Severn House waterfront lifestyle along scenic Back Creek, with beautifully maintained grounds and an unmatched setting. Enjoy a waterfront swimming pool with expansive patio and marina views, grilling and picnic areas, pier access, a small craft launch for kayaks, canoes, and paddleboards, and EV charging stations. Walk to restaurants, fitness options, and shopping, or hop the water

    Deborah Laggini Long & Foster Real Estate, Inc.

    790 Fairview Ave Unit 790 C, Annapolis, MD 21403
  • /18

    $400,000

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • /58

    $365,000

    • 2 Beds
    • 2 Baths
    • 1,551 Sq Ft

    930 Astern Way Unit 512, Annapolis, MD 21401

    Resort-style living awaits in this 1,551 sq ft, 2-bedroom, 2-bath condominium located in the one-of-a-kind South River 55+ Condominium within the highly sought-after community of Heritage Harbour. The secured building features a grand lobby entrance, meeting rooms, elevator access, indoor and outdoor pools including an indoor spa pool, a second-floor fitness center, resident lounge, and outdoor

    Jimmy Rupert Douglas Realty, LLC

    930 Astern Way Unit 512, Annapolis, MD 21401
  • /32

    $379,000

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1041 Cedar Ridge Ct, Annapolis, MD 21403

    ***PRICE ADJUSTMENT ***. Move-in ready and competitively positioned—schedule your showing today. Motivated seller! Welcome to easy living just minutes from downtown Annapolis. This bright, end-unit two-level townhome offers the privacy, natural light, and flexibility buyers are searching for—without the maintenance of a single-family home. Step inside to a freshly updated interior featuring new

    Connita Wilson Douglas Realty, LLC

    1041 Cedar Ridge Ct, Annapolis, MD 21403
  • /17

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,333 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with style and convenience. Located on the 3rd floor, this light-filled home offers a peaceful retreat with spacious living and thoughtful upgrades throughout. The open concept living room, dining room, and kitchen creates an inviting flow, anchored by a cozy fireplace. The renovated kitchen (2022) features a

    Sharee Covington Smart Realty, LLC

    10 Sandstone Ct, Annapolis, MD 21403
  • /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • /19

    $325,000

    • Land
    • 0.65 Acre
    • $500,000 per Acre

    668 N Bestgate Rd, Annapolis, MD 21401

    0.65-acre corner lot along Bestgate Road in Annapolis with frontage on both Bestgate and Willey. Zoned R2, allowing for a single-family detached home. Public water and sewer connections are available through Anne Arundel County. Buyers will need to apply for service, obtain a connection permit, and pay the applicable capital facility charge along with any contractor installation costs. The

    Patrick Kelley Taylor Properties

    668 N Bestgate Rd, Annapolis, MD 21401
  • /15

    $339,990

    • 2 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    1553 Star Pine Dr, Annapolis, MD 21409

    UPDATE: NEW ROOF RECENTLY INSTALLED. Discover your new home in this well-maintained duplex. Nestled in the beautiful Whispering Woods Community. Step inside this charming 2-bedroom, 1.5 bath home that presents an inviting open-concept layout featuring elegant, engineered wood floors, a convenient half-bath, and in-unit laundry with an upgraded stackable Kenmore washer/dryer in 2022. Upstairs, two

    Wendy Foard Coastal Realty Maryland

    1553 Star Pine Dr, Annapolis, MD 21409
  • /27

    $359,900

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    930 Astern Way Unit 405, Annapolis, MD 21401

    Tucked into the treetops of Heritage Harbour, this updated two-bedroom, two-bath condo offers comfortable, low-maintenance living within one of Annapolis’s established 55+ communities.The interior has been refreshed with new flooring in the main living areas and fresh paint throughout. The kitchen has been remodeled with updated countertops, and newer appliances. Major systems have also been

    Erica Baker TTR Sotheby's International Realty

    930 Astern Way Unit 405, Annapolis, MD 21401
  • /63

    $399,900 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,691 Sq Ft

    12 Muir Woods Ct, Annapolis, MD 21403

    Beautifully updated end‐unit townhouse in Annapolis offering exceptional natural light, thoughtful upgrades, and inviting indoor/outdoor living. The sunken living room features hardwood floors, a brick‐front wood‐burning fireplace with mantel, two skylights, and views of the beautifully landscaped front yard anchored by a graceful weeping cherry tree. A spacious kitchen includes a

    Ellyn Pollack RLAH @properties

    12 Muir Woods Ct, Annapolis, MD 21403
  • /34

    $329,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    130 Dumbarton Dr, Annapolis, MD 21403

    Welcome to this charming townhouse nestled in the heart of Annapolis! This well-maintained home offers a comfortable and functional layout, perfect for everyday living. Upstairs you’ll find three cozy bedrooms, all featuring wall-to-wall carpeting, along with a full bathroom conveniently located to serve the upper level. The main floor boasts a thoughtfully updated kitchen with modern touches,

    Michelle Greenwaldt Innovative Properties, Inc.

    130 Dumbarton Dr, Annapolis, MD 21403
  • /39

    $399,000 Open House 4/11

    • 2 Beds
    • 2 Baths
    • 844 Sq Ft

    300 Forbes St Unit J, Annapolis, MD 21401

    This beautiful 2 Bedroom 2 Full Bath water privileged condo is coming to the market with fresh paint and tile, updated kitchen. Screened patio and absolute turn-key! Lobby just finished reno with fresh paint and flooring! Community Marina with slips available for lease!Located in West Annapolis! Walking distance to fantastic restaurants and shopping! Just across from the Navy Stadium and just a

    Leslee Borman Berkshire Hathaway HomeServices PenFed Realty

    300 Forbes St Unit J, Annapolis, MD 21401
  • /2

    $389,900 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,152 Sq Ft

    4 Boxwood Rd, Annapolis, MD 21403

    Located at the corner of Spa Road and Boxwood Drive, this property offers an excellent Annapolis location with convenient access to downtown, shopping, dining, and major commuter routes. The home sits on a prominent corner lot and presents a great opportunity for investors, builders, or buyers looking to renovate and customize a home to their own vision. The property is in need of updating and is

    Rick Gloekler RE/MAX Executive

    4 Boxwood Rd, Annapolis, MD 21403
  • /2

    $339,900 Coming Soon

    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /41

    $338,000

    • 3 Beds
    • 1.5 Baths
    • 1,717 Sq Ft

    391 Hilltop Ln, Annapolis, MD 21403

    +++ATTENTION ATTENTION+++ARE YOU LOOKING FOR A REHAB PROJECT?+++ THIS COULD BE THE ONE YOU HAVE BEEN WAITING FOR THEN!+++FULL PROJECT WAITING FOR YOU IN ANNAPOLIS+++MINUTES FROM DOWNTOWN ANNAPOLIS - KNOWN FOR IT'S MANY SELECTIONS OF RESTAURANTS , DIVERSE SHOPPING BOUTIQUES, AND NIGHTLIFE+++SHOPIING, SCHOOLS and PLACES OF WORSHIP NEARBY+++THIS 2 LEVEL SPLIT FOYER ALSO OFFERS AN INGROUND

    Peter Sokowski Taylor Properties

    391 Hilltop Ln, Annapolis, MD 21403
  • /20

    $379,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1808 Lincoln Dr, Annapolis, MD 21401

    Make an offer!! Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside

    Gina Gargeu Century 21 Downtown

    1808 Lincoln Dr, Annapolis, MD 21401

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$822,500
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$447,500
Average Price Per Sq Ft
$354
Number of Homes for Sale
235
Last 12 months Home Sales
1,313
Months of Supply
2.10
Median List Price
$635,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
How to Buy a Home How to Finance a Home How to Sell a Home