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Annapolis, MD Homes for Sale under $500,000

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  • /33

    $345,000

    $15K 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 you’ll

    Lisa Gilmore Keller Williams Flagship

    40 Ironstone Ct Unit J, Annapolis, MD 21403
  • /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
  • /48

    $400,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 1,815 Sq Ft

    1428 Millwood Ct, Annapolis, MD 21409

    Beautifully renovated three-level townhome featuring modern updates and a functional floor plan throughout. The main level offers an open-concept design centered around a remodeled kitchen with quartz countertops, contemporary white cabinetry, and stainless steel appliances. The adjoining living and dining areas provide easy access to the freshly painted rear deck. The upper level includes three

    Patrick McCarthy RE/MAX Leading Edge

    1428 Millwood Ct, Annapolis, MD 21409
  • /18

    $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.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • /55

    $455,000

    $40K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,740 Sq Ft

    149 Quiet Waters Place, Annapolis, MD 21403

    MAJOR PRICE REDUCTION! Beautifully updated by the current owners, this move-in ready home offers a fresh, modern feel with stylish finishes throughout and a rare opportunity to own in Annapolis at this price point, just minutes from Eastport, Downtown Annapolis, and Quiet Waters Park. Boasting over 2,000 square feet, the spacious floor plan features a large living area, separate dining space,

    Joanna Dalton Coldwell Banker Realty

    149 Quiet Waters Place, 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
  • /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
  • /32

    $275,000

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

    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403

    Move-in ready ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a convenient Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home combines comfort and easy maintenance. The sun-filled eat-in kitchen has been upgraded with stainless steel appliances, granite countertops, a stylish tile backsplash, and abundant

    Bob Chew Samson Properties

    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
  • /25

    $430,000

    $70K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,368 Sq Ft

    406 Holly Dr, Annapolis, MD 21403

    Nestled in the highly sought-after Hillsmere community—one of Annapolis' premier waterfront neighborhoods—this charming home offers access to an exceptional array of amenities, including a private beach, boat ramp, community pool, playground, and more. This 3-bedroom, 1.5-bath residence features a full, partially finished basement, a spacious screened porch perfect for relaxing or entertaining,

    Darlene Winegardner RE/MAX Executive

    406 Holly 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
  • /39

    $499,900

    New Construction
    • 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
  • /28

    $298,500

    $12K PRICE DROP
    • 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
  • /29

    $395,000

    • 3 Beds
    • 3.5 Baths
    • 1,736 Sq Ft

    307 Sloping Woods Ct, Annapolis, MD 21409

    Welcome to 307 Sloping Woods Ct, nestled in the well-established community of Whispering Woods on the sought-after Broadneck Peninsula, conveniently tucked away just off Route 50. This spacious townhome offers 3 bedrooms, 3.5 baths, and nearly 2,000 square feet of finished living space.Designed for both everyday living and entertaining, the main level features an open living and dining area

    Stephanie Geddings Berkshire Hathaway HomeServices Homesale Realty

    307 Sloping Woods Ct, Annapolis, MD 21409
  • /25

    $269,999

    $24K 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
  • /64

    $469,999

    • 3 Beds
    • 2.5 Baths
    • 1,586 Sq Ft

    932 Yachtsman Way, Annapolis, MD 21403

    Experience Annapolis living at its finest in this stylish townhome nestled in a quiet cul-de-sac of Mariners Point. Recently refreshed with neutral paint and an elegant updated kitchen boasting Silestone counters, premium stainless appliances, and a generous island, this 3-bedroom, 2.5-bath residence offers both form and function. The main-level bedroom provides wonderful versatility as a private

    Gail Foster CENTURY 21 New Millennium

    932 Yachtsman Way, Annapolis, MD 21403
  • /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
  • /24

    $374,900

    • 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! This home offers easy access to historic Downtown Annapolis, the U.S. Naval Academy, and Westfield Annapolis Mall—putting shopping, dining, and waterfront charm just minutes away. Enjoy living with HOA amenities including TWO community pools and a pickleball court, perfect for staying active and social

    Marielys Montero RE/MAX Excellence Realty

    15 Copley Ct, Annapolis, MD 21403
  • /35

    $499,900

    $75K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,390 Sq Ft

    1407 Brenwoode Rd, Annapolis, MD 21409

    "NOW OFFERED AT $499,900 — A rare opportunity to own over 2,000 square feet on the Broadneck Peninsula for under $500,000." NOW OFFERED AT $499,900 — One of the best values on the Broadneck Peninsula! This spacious split-level home offers over 2,000 square feet of living space in one of Annapolis' most desirable waterfront-oriented communities. Featuring 3 bedrooms, 2 full baths, and a finished

    Andrea Scheidt Engel & Völkers Annapolis

    1407 Brenwoode Rd, Annapolis, MD 21409
  • /24

    $309,900

    $18K PRICE DROP
    • 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 **new price**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

    Barbara Bohan Long & Foster Real Estate, Inc.

    2001 Warners Terrace N Unit 102, Annapolis, MD 21401
  • /43

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft

    2900 Shipmaster Way, Annapolis, MD 21401

    Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional staging, this move-in-ready home offers both style and convenience. One of its most sought-after features is the private exterior entrance, allowing you to access the condo directly from the parking lot without going through the

    Jack Papaleonti Academy Realty Inc.

    2900 Shipmaster Way, Annapolis, MD 21401
  • /23

    $325,000

    • 2 Beds
    • 1 Bath
    • 1,133 Sq Ft

    1231 Gemini Dr Unit L, Annapolis, MD 21403

    Welcome to 1231 Gemini Dr Unit L, a beautifully updated top-floor home featuring a rare and highly desirable lofted floor plan. Offering 2 bedrooms and 1 bathroom 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 lighting create an open, airy feel the moment

    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
  • /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
  • /47

    $499,999

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 502, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors, soaring 10-foot ceilings, and elegant granite countertops

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 502, 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
  • /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
  • /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 Coldwell Banker Realty

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

    $285,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    10 Sandstone Ct Unit K, Annapolis, MD 21403

    Price Reduced! 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 seamlessly to a

    Sean Ussery CENTURY 21 New Millennium

    10 Sandstone Ct Unit K, Annapolis, MD 21403

Showing Results 41 - 70, Page 2 of 2

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