20

Annapolis, MD Homes for Sale under $500,000

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  • 78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
    /18

    $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
  • 78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
    /15

    $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
  • 1199 Ramblewood Dr, Annapolis, MD 21409
    1199 Ramblewood Dr, Annapolis, MD 21409
    /2

    $480,000

    • 4 Beds
    • 2.5 Baths
    • 1,764 Sq Ft

    1199 Ramblewood Dr, Annapolis, MD 21409

    Make your own dream home in the charming and water-privileged community of Cape St Claire! This delightful rancher of 4 main floor bedrooms and 2.5 baths. Nestled on a large lot, the property offers plenty of outdoor space for relaxation and play. Plus, with a full basement, the possibilities for additional storage or recreational space are endless. The large deck across the back of the home

    Stacy Early Long & Foster Real Estate, Inc.

    1199 Ramblewood Dr, Annapolis, MD 21409
  • 39 Oak Ct, Annapolis, MD 21401
    39 Oak Ct, Annapolis, MD 21401
    39 Oak Ct, Annapolis, MD 21401
    /43

    $480,000

    • 4 Beds
    • 1 Bath
    • 1,440 Sq Ft

    39 Oak Ct, Annapolis, MD 21401

    COMMERCIAL AND/OR RESIDENTIAL USE!!Discover the perfect blend of comfort and functionality with this well-maintained property! Offering flexible zoning for residential or commercial use, it includes 4 bedrooms or offices, a roomy kitchen, and a spacious backyard with a shed connected to a large workshop and loft — perfect for hobbies, storage, or a home business.

    Betsy Marshall Willow Oaks Realty, LLC.

    39 Oak Ct, Annapolis, MD 21401
  • 2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    2828 Berth Ct, Annapolis, MD 21401
    /53

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    2828 Berth Ct, Annapolis, MD 21401

    Charming Home in Heritage Harbour – 55+ Community Living at Its Finest!Welcome to this beautifully maintained single-family home in the highly sought-after Heritage Harbour community! Designed for comfort and convenience, this charming residence offers 2 spacious bedrooms and 2 full baths, perfect for relaxed living.Step inside to find a bright and inviting living and dining area with

    Belinda Taylor EXP Realty, LLC

    2828 Berth Ct, Annapolis, MD 21401
  • 4 Roosevelt Dr, Annapolis, MD 21401
    4 Roosevelt Dr, Annapolis, MD 21401
    4 Roosevelt Dr, Annapolis, MD 21401
    /46

    $475,000

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    4 Roosevelt Dr, Annapolis, MD 21401

    Charming and Updated Rambler Near Downtown Annapolis. This beautifully maintained 3–4 bedroom rambler in Lincoln Heights offers comfort, convenience, and value—all just minutes from downtown Annapolis, the U.S. Naval Academy, and the Annapolis Mall. With key system upgrades completed in the last five years—including a new roof, vinyl siding, windows, and HVAC—this home is move-in ready and an

    Kyle McCarthy RE/MAX Leading Edge

    4 Roosevelt Dr, Annapolis, MD 21401
  • 302 Forbes St Unit D, Annapolis, MD 21401
    302 Forbes St Unit D, Annapolis, MD 21401
    302 Forbes St Unit D, Annapolis, MD 21401
    /24

    $450,000

    • 2 Beds
    • 2 Baths
    • 844 Sq Ft

    302 Forbes St Unit D, Annapolis, MD 21401

    Welcome to Mariners Cove, where luxury meets coastal charm along Weems Creek in walkable West Annapolis. This Pottery Barn–esque two bedroom, two-bathroom condo exudes style and comfort with its neutral color palette and high-end finishes throughout. The open concept living area showcases luxury vinyl plank hardwood flooring, setting a warm and timeless tone. The stunning kitchen features

    Chad Robertson Compass

    302 Forbes St Unit D, Annapolis, MD 21401
  • 1023 Mountain Top Dr, Annapolis, MD 21409
    1023 Mountain Top Dr, Annapolis, MD 21409
    1023 Mountain Top Dr, Annapolis, MD 21409
    /27

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,404 Sq Ft

    1023 Mountain Top Dr, Annapolis, MD 21409

    Charming Cape Cod with Endless Potential in Cape St. Claire! Bring your vision to life in this classic 4-bedroom, 2-bath Cape Cod located in the sought-after Cape St. Claire community. Freshly painted , hardwood floors, plenty of natural light, and ready for your personal touch. The main level features a spacious floor plan with living room and dining room combined, featuring a pellet fire

    Mary Zimmerman American Dream Realty and Management

    1023 Mountain Top Dr, Annapolis, MD 21409
  • 2664 Compass Dr, Annapolis, MD 21401
    2664 Compass Dr, Annapolis, MD 21401
    2664 Compass Dr, Annapolis, MD 21401
    /35

    $455,000

    • 2 Beds
    • 2 Baths
    • 1,145 Sq Ft

    2664 Compass Dr, Annapolis, MD 21401

    Welcome to Heritage Harbour, one of Annapolis’s most desirable 55+ communities, where comfort, connection, and convenience come together. This single-level ranch-style townhome at 2664 Compass Drive offers an ideal blend of low-maintenance living and access to resort-style amenities, just minutes from the Chesapeake Bay and historic downtown Annapolis. Inside, you’ll find a bright open layout

    Romeo Santos Coldwell Banker Realty

    2664 Compass Dr, Annapolis, MD 21401
  • 944 Yachtsman Way, Annapolis, MD 21403
    944 Yachtsman Way, Annapolis, MD 21403
    944 Yachtsman Way, Annapolis, MD 21403
    /39

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,354 Sq Ft

    944 Yachtsman Way, Annapolis, MD 21403

    Buyer backed out last minute for nothing house related - their mistake is your opportunity!! It went quickly last time and is sure to do the same this time, don't hesitate!! Stunning townhome ideally located in a cul-de-sac in the sought-after community of Mariner's Point. You will immediately feel at home the moment you walk in. You will immediately notice the spaciousness of the house,

    Scott Schuetter Berkshire Hathaway HomeServices PenFed Realty

    944 Yachtsman Way, Annapolis, MD 21403
  • 1012 Mastline Dr, Annapolis, MD 21401
    1012 Mastline Dr, Annapolis, MD 21401
    1012 Mastline Dr, Annapolis, MD 21401
    /85

    $479,900

    • 2 Beds
    • 3 Baths
    • 2,354 Sq Ft

    1012 Mastline Dr, Annapolis, MD 21401

    Welcome to this beautifully maintained duplex home in the highly sought-after 55+ Heritage Harbourcommunity, where elegance, comfort, and resort-style living come together. From the moment youarrive, you are greeted by a charming front porch and beautifully landscaped surroundings that set thetone for this pristine residence. Step inside to a welcoming open foyer that leads into a

    Angela Demattia Berkshire Hathaway HomeServices PenFed Realty

    1012 Mastline Dr, Annapolis, MD 21401
  • 633 Baystone Ct, Annapolis, MD 21409
    633 Baystone Ct, Annapolis, MD 21409
    633 Baystone Ct, Annapolis, MD 21409
    /35

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft

    633 Baystone Ct, Annapolis, MD 21409

    Price just reduced! Also for Rent for $3000/Mo. Welcome to easy living on the Broadneck Peninsula! This three-level garage townhome blends comfort and flexibility with ample space to gather or unwind. The entry-level offers a versatile space—use it as a legal 4th bedroom, theater, office, or hobby room—plus a garage with extra storage for a workbench, gear - it even comes with a second fridge.

    Christine Joyce Long & Foster Real Estate, Inc.

    633 Baystone Ct, Annapolis, MD 21409
  • 251 Cape Saint John Rd, Annapolis, MD 21401
    251 Cape Saint John Rd, Annapolis, MD 21401
    251 Cape Saint John Rd, Annapolis, MD 21401
    /55

    $435,000

    • 2 Beds
    • 1 Bath
    • 1,002 Sq Ft

    251 Cape Saint John Rd, Annapolis, MD 21401

    Step into an unparalleled opportunity to own a piece of Cape St. John — all for under $500,000! This rare gem offers the perfect blend of coastal charm, modern upgrades, and an enviable location in one of the area’s most beloved waterfront communities. Welcome to your dream retreat! Just a short stroll from your door, you’ll find one of the community’s best private beaches, complete with a sandy

    Jason Donovan RE/MAX Leading Edge

    251 Cape Saint John Rd, Annapolis, MD 21401
  • 198 Clay St, Annapolis, MD 21401
    198 Clay St, Annapolis, MD 21401
    198 Clay St, Annapolis, MD 21401
    /30

    $429,000

    • 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
  • 5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    /61

    $489,900

    • 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. The only unit available in this Luxurious Condo Building still priced below $500K. 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

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • 8 Ashford Ct, Annapolis, MD 21403
    8 Ashford Ct, Annapolis, MD 21403
    8 Ashford Ct, Annapolis, MD 21403
    /34

    $440,000

    • 2 Beds
    • 1.5 Baths
    • 1,248 Sq Ft

    8 Ashford Ct, Annapolis, MD 21403

    Price Adjustment! Welcome to 8 Ashford Ct — Modern Living in the Heart of Annapolis!Now offered at a new, more attractive price, this beautifully updated 2-bedroom, 1.5-bath contemporary townhouse is move-in ready and full of upgrades. Enjoy a spacious open floor plan featuring gleaming hardwood floors and a modern kitchen with stainless steel appliances. Located in the highly desirable Hunt

    Amanda Callahan Long & Foster Real Estate, Inc.

    8 Ashford Ct, Annapolis, MD 21403
  • 986 Yachtsman Way, Annapolis, MD 21403
    986 Yachtsman Way, Annapolis, MD 21403
    986 Yachtsman Way, Annapolis, MD 21403
    /11

    $405,999

    • 2 Beds
    • 2 Baths
    • 1,174 Sq Ft

    986 Yachtsman Way, Annapolis, MD 21403

    Beautiful 2 bedroom 2 bath home in highly sought after Mariners Point. The house has a brand new roof, kitchen cabinets, and new flooring has been installed throughout the house. The exterior of the house was freshly painted this summer. HOA is only $105 a month, can't beat that in Annapolis!This home is perfect for a those looking to get away from paying rent, or to downsize.

    Mary Saba Keller Williams Select Realtors of Annapolis

    986 Yachtsman Way, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 107, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 107, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 107, Annapolis, MD 21409
    /39

    $489,900 Open Sat 12PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,318 Sq Ft

    78 Old Mill Bottom Rd N Unit 107, 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 107, Annapolis, MD 21409
  • 1366 Almond Dr, Annapolis, MD 21409
    1366 Almond Dr, Annapolis, MD 21409
    1366 Almond Dr, Annapolis, MD 21409
    /10

    $415,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,496 Sq Ft

    1366 Almond Dr, Annapolis, MD 21409

    Sought after townhome in the Walnut Ridge community! This newly updated home offers the perfect blend of style and functionality across two levels. The heart of the home showcases a stunning new kitchen featuring crisp white cabinets and sleek quartz countertops that flow seamlessly into the dining area - perfect for both casual meals and entertaining. The main level greets you with an inviting

    Jody Buck Cummings & Co. Realtors

    1366 Almond Dr, Annapolis, MD 21409
  • 1808 Lincoln Dr, Annapolis, MD 21401
    1808 Lincoln Dr, Annapolis, MD 21401
    1808 Lincoln Dr, Annapolis, MD 21401
    /22

    $419,000

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft

    1808 Lincoln Dr, Annapolis, MD 21401

    Nestled in the charming Forest Villa neighborhood, this delightful ranch-style home offers a perfect blend of comfort and functionality. With 1,008 square feet of renovated and well-designed living space, this residence features three inviting bedrooms with new carpet flooring and an updated full bathroom with tub shower, ideal for both relaxation and everyday living. Step inside to discover an

    Gina Gargeu Century 21 Downtown

    1808 Lincoln Dr, Annapolis, MD 21401
Maryland Anne Arundel County Annapolis

Real Estate & Homes in Annapolis, MD under $500,000

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 33 days on the market compared to the national average of 53 days. The median sale price for homes in Annapolis, MD over the last 12 months is $617,895, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$617,895
Median Single Family Sale Price
$800,000
Median Townhouse Sale Price
$442,500
Median 2 Bedroom Sale Price
$410,000
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$354
Number of Homes for Sale
237
Last 12 months Home Sales
1,267
Months of Supply
2.20
Median List Price
$630,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

How to Buy a Home How to Finance a Home How to Sell a Home

In Annapolis, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 20 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Annapolis, MD and find the perfect fit for your homeownership goals.

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