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Affordable Homes for Sale in Annapolis, MD under $497,000

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  • 2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    /32

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401

    Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s Crossing Condominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm of downtown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with a convenient coat closet, and elegant column accents that open into a bright and airy main

    Sheena Saydam Keller Williams Capital Properties

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
  • 2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    2627 Compass Dr, Annapolis, MD 21401
    /37

    $484,900

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

    2627 Compass Dr, Annapolis, MD 21401

    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, dining area, and a remodeled kitchen

    April Heim Rosendale Realty

    2627 Compass Dr, Annapolis, MD 21401
  • 40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    40 Ironstone Ct Unit J, Annapolis, MD 21403
    /34

    $359,999

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

    40 Ironstone Ct Unit J, 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 Unit J, Annapolis, MD 21403
  • 2646 Quiet Water Cove, Annapolis, MD 21401
    2646 Quiet Water Cove, Annapolis, MD 21401
    2646 Quiet Water Cove, Annapolis, MD 21401
    /60

    $450,000

    • 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 INTHE 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
  • 300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    /61

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403

    BIG LOFT AREA**NEW PRICE-GREAT VALUE***Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the

    Christopher Fuller Long & Foster Real Estate, Inc.

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
  • 5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    /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
  • 1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, 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
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, 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
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $298,500

    • 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. One of 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
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $274,900

    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

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

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /3

    $50,000

    • Land
    • 10,018 Sq Ft
    • $217,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform Bidding begins 5/1/2026 @ 10:00 AM. Bidding ends 5/5/2026 @ 12:45 PM. List Price is Suggested Opening Bid. Deposit: $10,000. This +/- 10,000 ft2 parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy access to

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 126 Brightwater Dr, Annapolis, MD 21401
    126 Brightwater Dr, Annapolis, MD 21401
    /2

    $419,990 Coming Soon

    • 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
  • 10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    10 Amberstone Ct, Annapolis, MD 21403
    /30

    $309,900

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

    10 Amberstone Ct, Annapolis, MD 21403

    Price reduced! 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

    Wilma Richards Long & Foster Real Estate, Inc.

    10 Amberstone Ct, Annapolis, MD 21403
  • 40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    40 Greystone Ct Unit L, Annapolis, MD 21403
    /40

    $305,000

    • 2 Beds
    • 2 Baths
    • 1,229 Sq Ft

    40 Greystone Ct Unit L, Annapolis, MD 21403

    Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the

    Kara Shaffer Engel & Völkers Annapolis

    40 Greystone Ct Unit L, Annapolis, MD 21403
  • 2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
    /24

    $324,500

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401

    Welcome to effortless living in one of Annapolis' most sought-after locations. With new systems like the efficient gas furnace and hot water heater, this well-maintained 2-bedroom, 2-bathroom condominium offers 1,065 square feet of comfortable living space with one standout feature that sets it apart: main-level access. In a building with no elevator, this ground-floor location means you'll never

    Barbara Bohan Long & Foster Real Estate, Inc.

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
  • 68 Harbour Heights Dr, Annapolis, MD 21401
    68 Harbour Heights Dr, Annapolis, MD 21401
    68 Harbour Heights Dr, Annapolis, MD 21401
    /16

    $415,000

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

    68 Harbour Heights Dr, Annapolis, MD 21401

    Beautiful Move-In Ready Townhome in Annapolis! Welcome to this stunning, fully updated townhome in the heart of Annapolis—perfectly located near the hospital and ideal for commuters! This home is truly move-in ready with brand-new carpet, new garbage disposal 2025, roof 2021, washing machine 2024 and HVAC 2019. This home is offering modern comfort and peace of mind. The spacious primary suite is

    Summerlea Lee Berkshire Hathaway HomeServices PenFed Realty

    68 Harbour Heights Dr, Annapolis, MD 21401
  • 44 Belle Ct, Annapolis, MD 21401
    44 Belle Ct, Annapolis, MD 21401
    44 Belle Ct, Annapolis, MD 21401
    /50

    $299,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    44 Belle Ct, Annapolis, MD 21401

    Charming end unit in the Greenbriar II neighborhood of Annapolis offers delightful amenities in a central and convenient location. 44 Belle Court is just a 10-minute drive from Downtown Annapolis, a short walk to the Village Greens Shopping Center, and offers incredibly convenient access to Route 665. Directly across the street is a community park featuring a clubhouse, fun playground, basketball

    Alex Tower Sears TTR Sotheby's International Realty

    44 Belle Ct, Annapolis, MD 21401
  • 617 Admiral Dr Unit 403, Annapolis, MD 21401
    617 Admiral Dr Unit 403, Annapolis, MD 21401
    617 Admiral Dr Unit 403, Annapolis, MD 21401
    /32

    $380,000

    • 2 Beds
    • 2 Baths
    • 1,586 Sq Ft

    617 Admiral Dr Unit 403, Annapolis, MD 21401

    Welcome to 617 Admiral Drive Unit 403 — a beautifully maintained and move-in ready condo located in the sought-after Admirals Reach community in Annapolis! This spacious top-floor residence offers 1,586 sq. ft. of bright, open living space, featuring 2 bedrooms, 2 full baths, and a versatile loft perfect for a home office, den, or guest area. The kitchen features granite countertops, stainless

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    617 Admiral Dr Unit 403, Annapolis, MD 21401
  • 4 Boxwood Rd, Annapolis, MD 21403
    4 Boxwood Rd, Annapolis, MD 21403
    4 Boxwood Rd, Annapolis, MD 21403
    /24

    $389,900

    • 3 Beds
    • 2 Baths
    • 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
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, 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
  • 10 Sandstone Ct Unit K, Annapolis, MD 21403
    10 Sandstone Ct Unit K, Annapolis, MD 21403
    10 Sandstone Ct Unit K, Annapolis, MD 21403
    /22

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    10 Sandstone Ct Unit K, Annapolis, MD 21403

    Welcome to this beautifully updated terrace-level condo offering the perfect blend of comfort and style. This 2-bedroom unit features fresh paint, brand-new carpet, and an upgraded kitchen complete with new countertops and stainless steel appliances. Enjoy easy single-level living with a spacious, open-concept layout that flows seamlessly to a private setting with peaceful forest views—ideal for

    Sean Ussery CENTURY 21 New Millennium

    10 Sandstone Ct Unit K, Annapolis, MD 21403
  • 40 Greystone Ct Unit G, Annapolis, MD 21403
    40 Greystone Ct Unit G, Annapolis, MD 21403
    40 Greystone Ct Unit G, Annapolis, MD 21403
    /37

    $295,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    40 Greystone Ct Unit G, Annapolis, MD 21403

    Turnkey Investment Opportunity – 2 Bed, 2 Bath Condo with Tenant in Place + Rental Upside.Excellent opportunity for investors seeking immediate rental income with future growth potential. This well-maintained 2-bedroom, 2-bathroom condo is currently leased at $2,200/month, providing steady cash flow from day one, with market rents estimated around $2,600/month—offering clear upside.The

    Ramtin Zadeh Long & Foster Real Estate, Inc.

    40 Greystone Ct Unit G, Annapolis, MD 21403

Showing Results 41 - 62, Page 2 of 2

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