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Annapolis, MD Homes for Sale under $500,000

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  • /39

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    2023 Puritan Terrace, Annapolis, MD 21401

    Beautifully updated three-level townhome in the sought-after Windgate community of Annapolis. This open and inviting home features bamboo flooring, abundant natural light, and thoughtful updates throughout. Freshly painted with a bright bay window in the front living room that flows seamlessly into the dining area and updated kitchen. The kitchen was updated with new stainless steel appliances

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (443) 400-7154

    2023 Puritan Terrace, Annapolis, MD 21401
  • /14

    $459,900

    New Construction
    • 1 Bed
    • 2 Baths
    • 1,076 Sq Ft

    Element 1 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
  • /17

    $472,070

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,210+ Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • /33

    $479,900

    • 1 Bed
    • 1 Bath
    • 839 Sq Ft

    5 Park Place Unit 431, Annapolis, MD 21401

    Exceptionally beautiful 1 BR/1 Bath with stunning sunset views in like-new condition. MANY UPGRADES: New Bosch HVAC Heat Pump costing $10K, New designer walk-in shower costing $12 K , New carpeting in Bedroom., Hardwood floors, granite counters. Many amenities : 24/7 live person at the Lobby Front Desk, very secure building, One owned/ assigned underground garage parking space with remote opener,

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • /34

    $499,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5 Park Place Unit 725, Annapolis, MD 21401

    Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in

    Megan Koppe Compass

    5 Park Place Unit 725, Annapolis, MD 21401
  • /40

    $480,000

    • 5 Beds
    • 2 Baths
    • 1,828 Sq Ft

    20 Washington Dr, Annapolis, MD 21401

    Welcome to this beautifully updated home in the heart of Annapolis offering incredible flexibility, space, and opportunity! Situated on almost half an acre, this property features 5 bedrooms, 2 full bathrooms, two full kitchens, and a fully finished walk-out basement — perfect for multi-generational living, extended guests, rental potential, or anyone needing extra space. Seller financing may

    Yvette Flores Samson Properties

    20 Washington Dr, Annapolis, MD 21401
  • /34

    $474,000

    $8K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    316 Burnside St Unit 203, Annapolis, MD 21403

    Just Reduced to 474k. Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 203, Annapolis, MD 21403
  • /47

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms, private

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • /30

    $477,900

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    5 Park Place Unit 425, Annapolis, MD 21401

    Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 425, Annapolis, MD 21401
  • /45

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403

    The Seasons change the views. Tremendous price reduction. A great opportunity just before the summer. Quiet tranquil setting for this 2 bedroom 2 bath unit with a view of the Bay in the distance, Windows in second bedroom replaced in 2024. To be sold in As-is condition. Enjoy the community amenities - 24 hour security, swimming pools, tennis courts, a beach and walking trails. Bay Ridge Rd. to

    Minnie Ramirez TTR Sotheby's International Realty

    2010 Quay Village Ct Unit 101, Annapolis, MD 21403
  • /19

    $499,000

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft

    209 Garden Gate Ln, Annapolis, MD 21403

    Spacious and thoughtfully updated, this 4-bedroom, 2.5-bath single-family home offers comfort, functionality, and modern improvements throughout. Over the past two years, the property has seen numerous upgrades, including a new rear privacy fence, concrete walkway, expansive Trex deck with dual staircases, luxury vinyl plank flooring in the primary bedroom, and an updated walk-in shower on the

    Carolyn Braun Keller Williams Flagship

    209 Garden Gate Ln, Annapolis, MD 21403
  • /44

    $489,000

    • 2 Beds
    • 1 Bath
    • 1,190 Sq Ft

    1005 Hyde Park Dr, Annapolis, MD 21403

    Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

    Michael Simi Douglas Realty LLC

    1005 Hyde Park Dr, Annapolis, MD 21403
  • /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • /34

    $414,900

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    86 Harbour Heights Dr, Annapolis, MD 21401

    Welcome to 86 Harbour Heights Dr, Annapolis! This bright, move-in ready, 3-bedroom, two-level condo, offers modern comfort and a peaceful wooded view. Freshly painted and fitted with brand-new carpet throughout, this home welcomes you with a clean, neutral palette ready for your personal touches. The generous back deck provides a private, elevated view of the community’s wooded green space,

    Nick Waldner Keller Williams Realty Centre

    86 Harbour Heights Dr, Annapolis, MD 21401
  • /45

    $419,900

    $10K PRICE INCREASE
    • 4 Beds
    • 1.5 Baths
    • 880 Sq Ft

    1014 Wells Ave, Annapolis, MD 21403

    Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric

    VIKKI MASON EXIT Spivey Professional Realty Co.

    1014 Wells Ave, Annapolis, MD 21403
  • /28

    $464,900

    Open Sun 1PM - 3PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft

    919 Blue Ridge Dr, Annapolis, MD 21409

    Welcome to this charming 3-bedroom, 2-bath rancher located on a private, tree-lined corner lot in the highly desirable Cape St. Claire community. Lovingly maintained and thoughtfully updated, this home is ready for its next owner. The kitchen features stainless steel appliances, updated countertops, and a cozy breakfast area. A spacious living room offers flexible use as a combined living and

    Karen Tamalavicz RE/MAX Realty Group

    919 Blue Ridge Dr, Annapolis, MD 21409
  • /27

    $449,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    100 1st St, Annapolis, MD 21401

    Better price! Welcome home to this charming and well-maintained 3-bedroom, 2-bath property offering comfort, flexibility, and convenience in a sought-after location. From the moment you arrive, you’ll fall in love with the adorable front porch—perfect for relaxing, enjoying your morning coffee, and connecting with the neighborhood. Inside, the home features a functional layout with comfortable

    Jack Papaleonti Academy Realty Inc.

    100 1st St, Annapolis, MD 21401
  • /39

    $457,700

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409

    ***PRICE REDUCED - SELLER MOTIVATED***BY APPOINTMENT ONLY.55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights throughout. Upgraded closet

    LaTanya Drayton United Real Estate Premier

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • /37

    $415,000

    Open Sun 12PM - 2PM
    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403

    Beautifully maintained and move-in ready, this spacious 1-bedroom, 1.5-bath condo offers an exceptional opportunity to enjoy the waterfront community lifestyle in sought-after Chesapeake Harbour. Ideally located just steps from the community pool and adjoining tennis/pickleball courts, this light-filled home features an open-concept layout with generous living and dining spaces, floor-to-ceiling

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
  • /59

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    907 Beacon Way, Annapolis, MD 21401

    BEACON WAY in HERITAGE HARBOUR! Just wait until you see the 10' x 12' Sun Room addition! It's bright and airy, and a lovely place to retreat to. Another bonus... you get to move right in! That's right, the Seller has made thoughtful updates along the way so you can envision your furniture and decorating style - the rest is done. Features I made special note of: Front porch. Vaulted ceiling in

    Jenn Klarman Long & Foster Real Estate, Inc.

    907 Beacon Way, Annapolis, MD 21401
  • /25

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    1019 President St, Annapolis, MD 21403

    Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis. This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking

    Aderyn Bright CENTURY 21 New Millennium

    1019 President St, Annapolis, MD 21403
  • /2

    $499,900

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 1,752 Sq Ft

    543 Francis Nicholson Way, Annapolis, MD 21401

    Move in ready Tidewater Colony townhome. Just completely painted throughout, complete new deck, recent carpeting and new architectural roof. This home shows beautifully! Hardwood flooring throughout the main level with updated kitchen. Living room with gas fireplace, newer slider that leads to a spacious deck. Upstairs features three generous size bedrooms, two full baths, lots of closet space

    Glenn Sutton TTR Sotheby's International Realty

    543 Francis Nicholson Way, Annapolis, MD 21401
  • /9

    $418,000

    $27K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    45 Harbour Heights Dr, Annapolis, MD 21401

    This rare 3 bedroom, 2 bath condo offers a spacious, open feel thanks to its 9'‐foot ceilings and well‐designed layout. The large primary suite includes its own private bath, while two additional bedrooms and a full hall bath provide flexibility for guests, shared living, or continued use as a high‐demand rental. The property has a proven track record as locum tenens housing for medical

    John Holt Aray Realty Corporation PC

    45 Harbour Heights Dr, Annapolis, MD 21401
  • /37

    $477,900

    Open Fri 5PM - 7PM $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    2627 Compass Dr, Annapolis, MD 21401

    OPEN HOUSE Friday, May 29th 5-7PM. Resort-Style Living in Heritage Harbour | Premier 55+ Community in Annapolis. Welcome to easy living in the sought-after Heritage Harbour active adult community! This beautifully updated ranch-style townhome offers more than just a home—it’s a lifestyle.Step onto the inviting front porch and into a bright, open floor plan featuring a spacious living room,

    April Heim Rosendale Realty

    2627 Compass Dr, Annapolis, MD 21401
  • /15

    $439,900

    $100K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /60

    $450,000

    $60K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft

    2646 Quiet Water Cove, Annapolis, MD 21401

    MASSIVE PRICE DROP! PRICE NOW RELECTS NEED FOR UPDATES. THIS IS THEE LOWEST PRICED SEMI-DETACHED HOME WITH A GARAGE IN HERITAGE HARBOUR IN THE PAST YEAR! Popular, one level floor plan in the 55+ community of Heritage Harbour offering just the right amount of space to enjoy the next phase of your life. You will feel right at home when you turn into this lovely, cul de sac with mature trees and

    Martin Lanzino Douglas Realty, LLC

    2646 Quiet Water Cove, Annapolis, MD 21401
  • /38

    $485,000

    Open Sat 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft

    2650 Compass Dr, Annapolis, MD 21401

    Welcome to easy living in Heritage Harbour!Located in one of Annapolis' most sought after 55+ communities, 2650 Compass Drive is the kind of home buyers wait for- beautifully maintained, thoughtfully updated, and completely move-in ready.This 2-bedroom, 2-bath townhouse offers over 1,500 square feet of comfortable living space with major upgrades already done for you, including a brand

    Mia Anderson-Fleming Berkshire Hathaway HomeServices Homesale Realty

    2650 Compass Dr, Annapolis, MD 21401
  • /50

    $419,990

    • 4 Beds
    • 3.5 Baths
    • 1,780 Sq Ft

    126 Brightwater Dr, Annapolis, MD 21401

    .Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenities in Annapolis.The kitchen has all stainless steel appliances and quartz counter top. The entire house has been repainted and and also the deck . The deck can be accessed from the living room... The master bedroom has a private bathroom and is a good size... There is a powder room on the main level

    Imo Umoren Samson Properties

    126 Brightwater Dr, Annapolis, MD 21401
  • /2

    $485,000

    Coming Soon
    • 2 Beds
    • 1 Bath
    • 832 Sq Ft

    2 Highland Ave, Annapolis, MD 21403

    Charming 2 bedroom 1 bathroom home in Eastport. Home has large fenced yard, finished attic, and large unfinished basement.

    Michelle Greenwaldt Innovative Properties, Inc.

    2 Highland Ave, Annapolis, MD 21403
  • /16

    $489,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,062 Sq Ft

    3 Kirkley Rd, Annapolis, MD 21401

    Charming bungalow literally steps to West Annapolis. This cozy cottage features 3 bedrooms and 2 full baths with the potential to add another bath in the unfinished basement. There is a large rec room that could also be used as a 4th bedroom. The kitchen opens to the dining area. There is a large family room with fireplace. The two guest bedrooms share a hall bath. The primary suite features a

    Melissa Murray Compass

    3 Kirkley Rd, Annapolis, MD 21401
  • /39

    $499,900

    New Construction $20K PRICE DROP
    • 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

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$835,000
Median Townhouse Sale Price
$452,500
Median 2 Bedroom Sale Price
$432,500
Median 1 Bedroom Sale Price
$464,950
Average Price Per Sq Ft
$363
Number of Homes for Sale
281
Last 12 months Home Sales
1,336
Months of Supply
2.50
Median List Price
$645,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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