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

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  • /47

    $464,999

    $35K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    New Price!!! 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,

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • /8

    $240,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 875 Sq Ft

    2572 Riva Rd Unit 19B, Annapolis, MD 21401

    Very Nice move in ready condo with a nice deck and nice view in the back. Ask about 100 percent loans Hurry while this great home lasts. Buyers loan fell through hurry and make this home yours.

    Scott Thompson Samson Properties

    2572 Riva Rd Unit 19B, Annapolis, MD 21401
  • /26

    $244,500

    $23K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    1 Silverwood Cir Unit 8, Annapolis, MD 21403

    Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid

    Darrell Jones Keller Williams Select Realtors of Annapolis

    1 Silverwood Cir Unit 8, Annapolis, MD 21403
  • /32

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    527 Leftwich Ln, Annapolis, MD 21401

    This bright, updated end-unit townhome offers an open layout, plenty of natural light, and a convenient Annapolis location. Fresh paint, natural wood-tone luxury vinyl plank flooring, and coastal-inspired details give the home a clean and welcoming feel.The living room features a floor-to-ceiling sliding glass door that brings in lots of sunlight and opens to the front patio. The kitchen

    Missy Miller Aldave Northrop Realty

    527 Leftwich Ln, Annapolis, MD 21401
  • /33

    $329,000

    $31K PRICE DROP
    • 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

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct Unit J, Annapolis, MD 21403
  • /15

    $399,000

    $59K 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
  • /44

    $380,000

    $19K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    6 Belvedere Ct, Annapolis, MD 21403

    PRICE IMPROVEMENT - If you overlooked this home - Look Again!Welcome to 6 Belvedere Court ideally situated in the sought-after Copperwood community within The Landings. This recently updated home offers a fantastic townhome in a wonderful neighborhood close to all things Annapolis. Newly updated kitchen with all new appliances. New luxury vinyl plank on the main level. New carpet on stairs

    Susan Clements Coldwell Banker Realty

    6 Belvedere Ct, Annapolis, MD 21403
  • /32

    $395,000

    $90K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Owner is offering $ 5,000.00 for helping buyer with closings costs!!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.

    Ms. Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, 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
  • /50

    $289,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft

    930 Astern Way Unit 510, Annapolis, MD 21401

    Price Improvement! Welcome to 930 Astern Way — now featuring a brand-new HVAC system and a new improved price! This completely renovated, spacious 1-bedroom, 11⁄2-bath condominium is located in the sought-after 55+ community of Heritage Harbour and offers modern comfort with worry-free, low-maintenance living. The open floor plan creates a bright and airy atmosphere, with abundant natural light

    Jack Papaleonti Academy Realty Inc.

    930 Astern Way Unit 510, Annapolis, MD 21401
  • /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
  • /30

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,067 Sq Ft

    1227 Gemini Dr Unit C, Annapolis, MD 21403

    MOVE-IN READY! Beautifully updated ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a desirable Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home offers low-maintenance living with stylish updates.The bright, eat-in kitchen has been tastefully renovated with granite countertops, stainless steel

    Bob Chew Samson Properties

    1227 Gemini Dr Unit C, Annapolis, MD 21403
  • /27

    $190,000

    • 1 Bed
    • 1 Bath
    • 595 Sq Ft

    709 Glenwood St Unit 57, Annapolis, MD 21401

    Welcome home to this charming 1-bedroom, 1-bath condo ideally located in the heart of Annapolis. Just moments from vibrant West Street, historic Downtown Annapolis, and Navy-Marine Corps Memorial Stadium, this home offers the perfect blend of convenience and city living. Inside, you'll find a comfortable, low-maintenance living space that's perfect for first-time buyers, professionals, weekend

    Rick Mudd RE/MAX Executive

    709 Glenwood St Unit 57, Annapolis, MD 21401
  • /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
  • /26

    $414,999

    • 3 Beds
    • 1.5 Baths
    • 1,288 Sq Ft

    200 Woods Dr, Annapolis, MD 21403

    Welcome home to this charming 3-bedroom, 1.5 bath home conveniently located near Downtown Annapolis! Featuring beautiful hardwood floors and a finished basement, this home offers comfortable living with plenty of additional space to make your own. Step outside to a large, fully fenced backyard perfect for entertaining, pets, gardening, or simply relaxing outdoors. Move in and enjoy as-is or bring

    Heather Edmond Keller Williams Flagship

    200 Woods Dr, Annapolis, MD 21403
  • /25

    $265,000

    $29K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***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

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, 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 7/24/2026, 10:00 AM. Bidding ends 7/28/2026, 12:15 PM. The list price is the 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

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • /30

    $265,000

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    38 Heritage Ct, Annapolis, MD 21401

    **Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living. Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for relaxing

    Olga Kogan Allfirst Realty, Inc.

    38 Heritage Ct, Annapolis, MD 21401
  • /23

    $365,000

    $10K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,704 Sq Ft

    15 Copley Ct, Annapolis, MD 21403

    Welcome to 15 Copley Ct, ideally situated in one of Annapolis’s most convenient locations! Here you’ll enjoy easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall, keeping shopping, dining, and waterfront charm just minutes away. The HOA amenities make this neighborhood special, with TWO community pools and a pickleball court to keep you active and

    Marielys Montero RE/MAX Excellence Realty

    15 Copley Ct, Annapolis, MD 21403
  • /2

    $370,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    1107 Commanders Way S, Annapolis, MD 21409

    Discover the perfect combination of value, comfort, and convenience in this beautifully updated 3-bedroom, 1 full and 1 half bath townhome in the highly desirable Broadneck area. Move-in ready, this home features new LVP flooring installed throughout the main level, creating a warm and inviting space for everyday living and entertaining. Upstairs, three spacious bedrooms offer brand-new carpeting

    Tracey Bellotte Coldwell Banker Realty

    1107 Commanders Way S, Annapolis, MD 21409
  • /75

    $449,000

    • 2 Beds
    • 1 Bath
    • 981 Sq Ft

    1204 Dreams Landing Way, Annapolis, MD 21401

    Beautifully updated and meticulously cared-for condo in the sought-after Dreams Landing community, offering coastal charm and the best of the Annapolis waterfront lifestyle! In excellent condition and truly move-in ready, this home is filled with bright natural light and features hardwood floors throughout, fresh paint, and an updated kitchen with quartz countertops, stainless steel appliances,

    Joanna Dalton Coldwell Banker Realty

    1204 Dreams Landing Way, Annapolis, MD 21401
  • /34

    $315,000

    • 2 Beds
    • 1.5 Baths
    • 1,222 Sq Ft

    11 Winslow Ct, Annapolis, MD 21403

    Tucked on a quiet court in The Landings, this move-in-ready 2-bedroom, 1.5-bath Annapolis townhome pairs easy living with rare, wooded privacy. It's about a 5-minute stroll to Truxtun Park for tennis, ball fields, trails, boat ramp and pool along Spa Creek, with Historic Downtown Annapolis, City Dock and the U.S. Naval Academy about 10 minutes away and Quiet Waters Park a short drive south.

    Mike Myslinski Kelly and Co Realty, LLC

    11 Winslow Ct, Annapolis, MD 21403
  • /2

    $392,500

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    1501 Broadneck Place Unit 303, Annapolis, MD 21409

    Beautiful 2 Bedroom 2 Bath Condo in Highly Desirable Four Seasons At St Margaret's..... Coming Soon!

    Anne Dallam EXP Realty, LLC

    1501 Broadneck Place Unit 303, Annapolis, MD 21409
  • /2

    $399,900

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,316 Sq Ft

    2016 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401

    Welcome to Tidewater Colony, one of Annapolis’ most conveniently located communities! This inviting three-bedroom, two-bath condominium offers a comfortable, move-in ready interior complemented by a peaceful wooded backdrop. Hardwood floors and crown molding enhance the main living areas, while the beautifully renovated kitchen was thoughtfully redesigned to create a more open floor plan and easy

    Cynthia Gardner CENTURY 21 New Millennium

    2016 Gov Thomas Bladen Way Unit 102, Annapolis, MD 21401
  • /23

    $309,900

    Open Sat 12PM - 2PM $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 1,133 Sq Ft

    1231 Gemini Dr Unit L, Annapolis, MD 21403

    Priced to Sell!!! Welcome to 1231 Gemini Dr Unit L, a beautifully updated top-floor home featuring a rare and highly desirable lofted floor plan. Offering 1 Main bedroom plus a 2nd bedroom/loft upstairs & across 1,133 square feet, this unit is one of the largest layouts in the building and has been fully renovated to deliver a clean, modern aesthetic throughout. Soaring ceilings and recessed

    Dorothy Bistransin Redfin Corp

    1231 Gemini Dr Unit L, Annapolis, MD 21403
  • /23

    $315,000

    • 1 Bed
    • 1.5 Baths
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403

    Experience the Baywoods lifestyle from Unit #202, a beautifully located 1BR/1.5BA cooperative residence in the sought-after Baywoods community of Annapolis. Nestled along the beautiful Chesapeake Bay, Baywoods offers residents the perfect blend of waterfront beauty, maintenance-free living, and a vibrant retirement lifestyle. Unit #202 is ideally located in the North Tower, just steps from the

    Ruth McGovern Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 202, Annapolis, MD 21403
  • /35

    $429,000

    $6K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,810 Sq Ft

    73 Gentry Ct, Annapolis, MD 21403

    A rare find in the heart of Annapolis! This truly move-in ready home features three bedrooms, two and half baths, and a modern kitchen with new electric range and generous living space throughout. Many major improvements have been completed for you within the past five years, providing added peace of mind. These include a new roof, LVP flooring throughout the main level, a basement waterproofing

    Jonathan Minerick Homecoin.com

    73 Gentry Ct, Annapolis, MD 21403
  • /30

    $375,000

    $14K PRICE DROP
    • 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
  • /44

    $475,000

    • 1 Bed
    • 1 Bath
    • 839 Sq Ft

    5 Park Place Unit 431, Annapolis, MD 21401

    Discover the perfect blend of comfort and convenience in this charming 1-bedroom, 1-bathroom condo, ideally situated in the vibrant Park Place community. Built in 2007, this unit features an entry-level bedroom and elevators in the building for easy access. Faces West for sunset views. Enjoy modern living with a fully equipped kitchen boasting a built-in microwave, gas oven/range, dishwasher, and

    Elizabeth Heinsohn Long & Foster Real Estate, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • /2

    $299,000

    Open Sun 1PM - 3PM Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,233 Sq Ft

    36 Rockwell Ct, Annapolis, MD 21403

    **Professional Photos Coming Soon** Delightful, updated, end-unit in The Landings and priced to sell. The Roof, Kitchen and HVAC were replaced in the last three years. All of the big projects have been done for you! The interior was painted in 2026. New interior light fixtures and smoke detectors. New vanity top in primary bath. New closet doors. Newer sliding doors for patio entry. Hardwood

    Martha Janney Coldwell Banker Realty

    36 Rockwell Ct, Annapolis, MD 21403
  • /58

    $275,000

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

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Wonderful Price Reduction - Motivated Seller!! 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,

    Diane Gavin Coldwell Banker Realty

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • /23

    $275,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    10 Sandstone Ct Unit K, Annapolis, MD 21403

    PRICE REDUCED FOR QUICK SALE! Back on the market with new photos! 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

    Sean Ussery CENTURY 21 New Millennium

    10 Sandstone Ct Unit K, Annapolis, MD 21403

Showing Results 41 - 72, Page 2 of 2

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