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Annapolis, MD Homes for Sale under $400,000

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  • /39

    $360,000

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    122 Roselawn Rd, Annapolis, MD 21403

    Welcome to 122 Roselawn Road, a beautifully renovated single-family home in the heart of Annapolis, MD. This 2-bedroom, 1-bathroom gem offers the perfect blend of modern upgrades and timeless charm. Step inside to discover fresh finishes and an open layout, making this home warm and inviting. Enjoy cooking in the gourmet kitchen featuring stainless steel appliances, ample cabinet space, and sleek

    Agent Photo

    Litra Simms

    Simms and Associates

    (410) 237-0887

    122 Roselawn Rd, Annapolis, MD 21403
  • /23

    $400,000

    • Land
    • 0.47 Acre
    • $851,064 per Acre

    1009 Dulaney Ln, Annapolis, MD 21403

    The property at 1009 Dulaney Lane in Annapolis, Maryland, offers a rare opportunity to build a custom waterfront home in the sought-after Annapolis Roads community. Priced at $575,000, this 0.47-acre wooded lot is situated at the end of a quiet cul-de-sac, providing privacy and scenic views of Lake Ogleton. With 137 feet of waterfrontage, the elevated lot allows for the potential to maximize

    Agent Photo

    Shane Hall

    Compass

    (410) 305-7504

    1009 Dulaney Ln, Annapolis, MD 21403
  • /40

    $374,900 Open Sat 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 900 Sq Ft

    1007 Madison Ct, Annapolis, MD 21403

    ***Bundled service pricing available for buyers. Connect with the listing agent for details.***Charming Townhome Near Downtown Annapolis & the U.S. Naval AcademyWelcome to 1007 Madison Ct, a well-maintained 3-bedroom, 2-bathroom townhome ideally situated just minutes from historic downtown Annapolis and the U.S. Naval Academy. This versatile layout offers comfortable living across

    SHERRI SPRIGGS Redfin Corp

    1007 Madison Ct, Annapolis, MD 21403
  • /21

    $344,900

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft

    2900 Shipmaster Way Unit 211, Annapolis, MD 21401

    **NEW PRICE** Welcome to your Annapolis retreat—Unit #211 is a bright and breezy 2-bedroom, 2-bath condo with a den, offering the largest floor plan in the community with over 1,150 sq ft. Located in the vibrant and active 55+ community of Heritage Harbor, this home is just steps from the South River and offers an exceptional blend of comfort, style, and resort-style amenities. Inside, you'll

    David Bediz RLAH @properties

    2900 Shipmaster Way Unit 211, Annapolis, MD 21401
  • /70

    $395,900

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    4 Mizzen Ct, Annapolis, MD 21403

    When you walk through the door of 4 Mizzen Ct, you will love the spacious open layout in this 3 Bedroom-2.5 Bath townhouse in Mariners Landing. The family room is equipped with a wood fireplace and walks directly out to your own private patio. Your kitchen includes a bay window and a sun-filled breakfast area. The kitchen appliances are all brand new by General Electric. Vinyl plank style

    Scott Wallace Coldwell Banker Realty

    4 Mizzen Ct, Annapolis, MD 21403
  • /28

    $375,000 Open Sat 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,660 Sq Ft

    23 Janwall Ct, Annapolis, MD 21403

    Step into this beautifully updated home at 23 Janwall Court, where style meets comfort. Freshly painted and carpeted, this 2-bedroom, 2.5-bath beauty is ready for new owners. The open floor plan and natural light create a welcoming atmosphere. Enjoy cozy evenings by the fireplace or stargaze from your private deck. The generous primary suite boasts vaulted ceilings, while the second bedroom

    Jaime Watt Compass

    23 Janwall Ct, Annapolis, MD 21403
  • /31

    $389,000

    • 3 Beds
    • 2.5 Baths
    • 1,373 Sq Ft

    988 Breakwater Dr, Annapolis, MD 21403

    Welcome to this spacious 3-bedroom, 2.5-bath townhome offering brand new paint and flooring. The open floor plan provides great flow and plenty of natural light, while the eat-in kitchen is the perfect place to gather. The primary suite includes a private bath, and two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of two assigned parking spots,

    Rachel Gontkovic EXP Realty, LLC

    988 Breakwater Dr, Annapolis, MD 21403
  • /28

    $375,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,266 Sq Ft

    2709 Summerview Way Unit 201, Annapolis, MD 21401

    Open House Sunday, Aug 31, 1-3 PM! Welcome to the serene, water-privileged community of Riva Trace in Annapolis, a sought-after haven established in 1985 with 543 homes, blending single-family residences, townhomes, and stylish garden-style condos. This spacious second-floor condo offers tranquil wooded views, two full bathrooms, and a versatile layout currently designed as a chic one-bedroom

    Carlyn Lowery EXP Realty, LLC

    2709 Summerview Way Unit 201, Annapolis, MD 21401
  • /21

    $399,999

    • 4 Beds
    • 2.5 Baths
    • 2,022 Sq Ft

    93 Clay St, Annapolis, MD 21401

    Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spacious living with its four bedrooms and three bathrooms. Designed in the stylish End Unit Attach/Row House architecture, this residence provides a blend of modern comforts and classic appeal.Inside, you're greeted with a seamless flow of carpet and laminate floors, providing a cozy yet elegant

    Michelle Kemerer Compass

    93 Clay St, Annapolis, MD 21401
  • /69

    $374,500

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

    23 Copley Ct, Annapolis, MD 21403

    Love where you live! Located off of Hilltop Lane, with easy access to Forest Dr, West St, Eastport and Downtown Annapolis. This three-level end unit townhome has an updated kitchen, bathrooms and has been professionally painted. Outdoor amenities include a fully fenced yard, a second level deck and ground level brick patio. The community offers multiple swimming pools and is located near Truxton

    John Freeman Coldwell Banker Realty

    23 Copley Ct, Annapolis, MD 21403
  • /32

    $383,000

    • 3 Beds
    • 1.5 Baths
    • 1,129 Sq Ft

    1584 Lodge Pole Ct, Annapolis, MD 21409

    Beautifully renovated Townhome in the desirable** WHISPERING WOODS** neighborhood! This 3 Bedroom 1.5 Bathroom Interior Townhome is full of new renovations. Renovations include new Architectural shingled roof, attic insulation, windows, PVC Bay window, storm door, totally remodeled Kitchen and bathrooms. Flooring on the main level has been redone with Luxury Vinyl Planking, while the upper level

    Lawrence Lessin Save 6, Incorporated

    1584 Lodge Pole Ct, Annapolis, MD 21409
  • /23

    $379,900 Coming Soon

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

    803 Coxswain Way Unit 203, Annapolis, MD 21401

    Welcome to Heritage Harbour, Annapolis’ premier 55+ community offering resort-style living and unmatched amenities. This 2-bedroom, 2-bath condo is priced to sell and provides a wonderful opportunity to make it your own.Inside, the unit offers a bright and spacious layout filled with natural light. The living room and both bedrooms open onto a private balcony with serene views of trees

    Jack Papaleonti Academy Realty Inc.

    803 Coxswain Way Unit 203, Annapolis, MD 21401
  • /36

    $379,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 1,508 Sq Ft

    1542 Star Pine Dr, Annapolis, MD 21409

    Tucked in a quiet cul-de-sac, this home offers more than just a place to live. It provides a lifestyle shaped by comfort, convenience, and community. Inside, you will notice thoughtful updates throughout, from refreshed bathrooms and flooring to new lighting and fixtures completed in 2024. An office space and generous storage make it easy to balance work and home life, while the spacious owner's

    James Bowerman Douglas Realty, LLC

    1542 Star Pine Dr, Annapolis, MD 21409
  • /16

    $369,900

    • 4 Beds
    • 3.5 Baths
    • 1,782 Sq Ft

    624 Tripp Creek Ct, Annapolis, MD 21401

    This beautifully updated four-bedroom, three-full and one-half bath interior unit townhome is located in the Oxford Landing community of Annapolis. This home has been refreshed with new landscaping and exterior lighting that enhance its curb appeal. Step inside to a foyer with new hardwood floors that extend throughout the main level. The kitchen is a chef's delight, featuring a charming box/bay

    John Burgess Samson Properties

    624 Tripp Creek Ct, Annapolis, MD 21401
  • /19

    $389,000

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    211 Janwall St, Annapolis, MD 21403

    Charming Eastport Area bungalow. Enjoy one-level living with this three-bedroom, two full bathroom home. Morning coffee can be enjoyed on the covered front porch or rear patio in your large fenced backyard. The cedar-sided family room is a vibe. Bonus storage in the attic and cellar basement. Walking distance to Quiet Waters Park and Truxton Park, Forest Drive, and minutes from historic downtown

    Michael Johnson Marathon Real Estate

    211 Janwall St, Annapolis, MD 21403
  • /27

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    805 Latchmere Ct Unit 102, Annapolis, MD 21401

    Stunning main-level condo featuring 2 BR/2 FBA in sought after Rivergate 2. The home offers a bright and inviting floor plan with fresh paint throughout and stylish luxury vinyl plank flooring. The upgraded kitchen boasts new stainless appliances and a wonderful breakfast bar for stools. Relax in the living room by the cozy gas fireplace or step outside on your large patio. Both bedrooms

    Brian Schilling EXP Realty, LLC

    805 Latchmere Ct Unit 102, Annapolis, MD 21401
  • /22

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,694 Sq Ft

    40 Amberstone Ct, Annapolis, MD 21403

    Professional photos coming soon! Tasteful updates including new Luxury Vinyl Tile flooring on main level, refreshed bathroom floors, and fresh interior paint throughout. Kitchen offers a double sink, separate pantry closet, and a gas range/stove—ideal for home chefs. Thoughtful touches include plenty of natural light and a convenient powder room on the main floor. Access to community amenities:

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    40 Amberstone Ct, Annapolis, MD 21403
  • /14

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,126 Sq Ft

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401

    Sunny and bright top-floor condo featuring an open floor plan and a cozy gas fireplace. Enjoy wooded views from the private balcony. This well-maintained home offers 2 bedrooms, 2 bathrooms, and an in-unit laundry closet. Secure building with keyed entry. Convenient location with easy access to major commuter routes.

    Betty Jans Berkshire Hathaway HomeServices PenFed Realty

    2155 Scotts Crossing Ct Unit 303, Annapolis, MD 21401
  • /34

    $389,900

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

    930 Astern Way Unit 405, Annapolis, MD 21401

    Don’t miss this updated 2-bedroom, 2-bath condo tucked into the treetops of sought-after Heritage Harbour. Freshly painted with new flooring throughout the main living areas, this home also features a remodeled kitchen with modern counters, sleek cabinetry, and newer appliances. Major upgrades already done for you: HVAC, water heater, washer, and dryer have all been replaced.Step out onto

    Erica Baker TTR Sotheby's International Realty

    930 Astern Way Unit 405, Annapolis, MD 21401
  • /30

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,164 Sq Ft

    10 Silverwood Cir Unit 10, Annapolis, MD 21403

    Welcome Home to 10 Silverwood Circle in the Fairwinds of Annapolis Community. Located minutes from shopping, dining, and everything downtown Annapolis has to offer, this beautifully renovated 2 bedroom, 2 bathroom condo blends modern style with everyday comfort. Step inside to find luxury vinyl plank flooring, updated HVAC and windows. Set the mood with dim to warm LED lighting you can adjust

    JACQUELINE ROMERO EKB Realty

    10 Silverwood Cir Unit 10, Annapolis, MD 21403
  • /36

    $375,000

    • 2 Beds
    • 2 Baths
    • 800 Sq Ft

    16 Parole St, Annapolis, MD 21401

    Check the photos - Beautiful * Immediate possession * Amazing opportunity to own a detached home at a condominium price * NO HOA or condo fees * Large yard * Remodeled / upgraded * Cutest cape cod with hardwood floors * screened in front porch * updated kitchen and baths * New stainless steel appliances * All solid wood cabinets with granite countertop * Freshly painted * Deep lot with plenty of

    Katie Neighoff RE/MAX United Real Estate

    16 Parole St, Annapolis, MD 21401
  • /33

    $319,000

    • 2 Beds
    • 2 Baths
    • 1,121 Sq Ft

    655 Burtons Cove Way Unit 8, Annapolis, MD 21401

    Immaculate condominium, move in ready* Recently painted throughout* All newer carpeting* Bright and open floorplan* Kitchen with white cabinetry and counters, gas stove* Spacious Living Room with access to deck and gas fireplace* Primary bedroom with attached full bathroom and walk in closet* Secure building* Water heater recently replaced* Easy access to downtown Annapolis

    Aidan Surlis, Jr. RE/MAX Leading Edge

    655 Burtons Cove Way Unit 8, Annapolis, MD 21401
  • /40

    $324,999

    • 3 Beds
    • 2.5 Baths
    • 1,304 Sq Ft

    1200 Gemini Dr, Annapolis, MD 21403

    Don’t miss this beautifully updated 3-bedroom, 2.5-bath end-unit townhouse located just minutes from Historic Downtown Annapolis. Freshly painted with brand-new flooring throughout, this move-in ready home offers bright, spacious living with the added privacy of an end-unit. Step outside to your fully fenced backyard, featuring a brand-new fence, pavers, a grassy area, and a convenient storage

    Mary Graw Coldwell Banker Realty

    1200 Gemini Dr, Annapolis, MD 21403
  • /43

    $320,000

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

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403

    Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet have been installed. This is one MOVE IN READY. Enjoy all the ammenities that Baywoods has to offer and enjoy being directly on the Chesapeake Bay. Luxury and convenience at it's finest.

    Crystal Smith RE/MAX Executive

    7101 Bay Front Dr Unit 204, Annapolis, MD 21403
  • /31

    $324,000

    • Land
    • 0.62 Acre
    • $522,581 per Acre

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity – Serene .62-Acre Homesite Near Downtown AnnapolisBuild the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • /30

    $399,999

    • 2 Beds
    • 2 Baths
    • 1,477 Sq Ft

    930 Astern Way Unit 502, Annapolis, MD 21401

    Recently adjusted price offers a great opportunity to own this charming 2-bedroom, 2-bathroom condo located in the amenity rich, Heritage Harbour 55+ community. With fresh updates and a coveted assigned parking spot in the garage, this home offers comfort, convenience, and an active lifestyle all in one place. Plenty of natural light and a comfortable, easy-going layout makes this a perfect

    Gina Barton Taylor Properties

    930 Astern Way Unit 502, Annapolis, MD 21401
  • /21

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401

    Price Just Reduced. Extremely rare 3-bedroom 2-bathroom top floor condo in the Windgate community. The condo was purchased in 2022 and was completely renovated. Please look through the photos to be walked through everything this wonderful condo has to offer its next owner. The entire condo was painted in 2022 and new flooring, kitchen cabinets, kitchen counter tops and appliances were installed

    Frank Livingston Cook Real Estate Brokerage

    655 Burtons Cove Way Unit 11, Annapolis, MD 21401
  • /32

    $350,000 Coming Soon

    • 1 Bed
    • 1 Bath
    • 486 Sq Ft

    316 Burnside St Unit 406, Annapolis, MD 21403

    Stunning, to the studs, complete renovation completed in 2021!! You will simply not find a better condo in a better location at this amazing price!! The renovation was meticulously designed and completed to beautifully balance style and function. Not a single sq. inch is wasted, and you will be amazed at the flow and feel of the condo. Custom cabinets, quartz countertops, SS appliances, solid

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    316 Burnside St Unit 406, Annapolis, MD 21403
  • /13

    $349,900 Open Sat 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    794 Fairview Ave Unit 794 C, Annapolis, MD 21403

    Professional photography and remarks coming soon. Price includes

    Justin Disborough Samson Properties

    794 Fairview Ave Unit 794 C, Annapolis, MD 21403
  • /6

    $334,000 Coming Soon

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    934 Bay Ridge Ave Unit 208, Annapolis, MD 21403

    Welcome to your new home in the heart of Eastport! This 2-bedroom, 2-bathroom condo offers the perfect blend of comfort and convenience—all on one level. Located directly across from the Eastport Shopping Center and just minutes from Downtown Annapolis and Main Street, you’ll enjoy easy access to dining, shopping, and waterfront attractions.Step inside to find fresh paint, newly cleaned

    Michael Doyle Taylor Properties

    934 Bay Ridge Ave Unit 208, Annapolis, MD 21403
  • /2

    $350,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    1577 Native Dancer Ct, Annapolis, MD 21409

    Michelle Larkin Douglas Realty, LLC

    1577 Native Dancer Ct, Annapolis, MD 21409
  • /15

    $389,900

    • 2 Beds
    • 2 Baths
    • 1,061 Sq Ft

    40 Oak Ct, Annapolis, MD 21401

    Introducing a distinctive opportunity for visionary entrepreneurs and investors: a commercial/residential property brimming with potential, situated ideally for both business and pleasure. Formerly a boutique dress shop, this structure is primed for a creative transformation, making it a unique investment. The property houses two Bedrooms/Offices, two full bathrooms, and robust hardwood flooring

    Gregory Golding ExecuHome Realty

    40 Oak Ct, Annapolis, MD 21401
  • /12

    $397,000

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

    1945 Marconi Cir, Annapolis, MD 21401

    Heritage Harbour community offers it all for its residents. Move into the convenience of one level living here. Home is also partially fenced for some added privacy. Subject is sold in as is condition, seller nor buyer can make any repairs prior to closing. Property is owned by the US Dept. of HUD, HUD Case #241-916291. Insurability Code: ie. Seller makes no representations or warranties as to

    Dana Byrd Thurston Wyatt Real Estate, LLC

    1945 Marconi Cir, Annapolis, MD 21401

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$617,000
Median Single Family Sale Price
$799,450
Median Townhouse Sale Price
$453,000
Median 2 Bedroom Sale Price
$424,000
Median 1 Bedroom Sale Price
$415,000
Average Price Per Sq Ft
$352
Number of Homes for Sale
262
Last 12 months Home Sales
1,257
Months of Supply
2.50
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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