29

Annapolis, MD Homes under $500,000

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  • 780 Fairview Ave Unit 780 E, Annapolis, MD 21403
    780 Fairview Ave Unit 780 E, Annapolis, MD 21403
    780 Fairview Ave Unit 780 E, Annapolis, MD 21403
    /32

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft

    780 Fairview Ave Unit 780 E, Annapolis, MD 21403

    Waterfront Living at Severn House for an Unbeatable Price – $499,900.Don’t miss this rare opportunity to own a beautifully situated 2-bedroom, 2-bath Severn House condominium overlooking the sparkling Severn River! This highly sought-after waterfront community offers a lifestyle that’s equal parts serene and convenient, just minutes from shops, dining, and downtown Annapolis.Step out onto your

    Agent Photo

    Angela Simonelli

    Compass

    (410) 200-0414

    780 Fairview Ave Unit 780 E, Annapolis, MD 21403
  • 2119 Hideaway Ct Unit 48, Annapolis, MD 21401
    2119 Hideaway Ct Unit 48, Annapolis, MD 21401
    2119 Hideaway Ct Unit 48, Annapolis, MD 21401
    /33

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft

    2119 Hideaway Ct Unit 48, Annapolis, MD 21401

    Luxury Living in the Heart of Annapolis – Creekside Cove EleganceWelcome to Creekside Cove—a serene, tree-lined alcove community tucked into the heart of Annapolis, the unofficial sailing capital of the world. With its charming historic downtown, vibrant restaurants, boutique shopping, waterfront festivals, and proximity to both D.C. and Baltimore, this location offers the perfect balance of

    Jason Donovan RE/MAX Leading Edge

    2119 Hideaway Ct Unit 48, Annapolis, MD 21401
  • 10 Ashford Ct, Annapolis, MD 21403
    10 Ashford Ct, Annapolis, MD 21403
    10 Ashford Ct, Annapolis, MD 21403
    /42

    $467,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,505 Sq Ft

    10 Ashford Ct, Annapolis, MD 21403

    Live the Annapolis Lifestyle in Sought-After Hunt Meadow! This charming 3-bedroom, 2.5-bath townhome offers the perfect blend of comfort, convenience, and amenities in a picturesque, park-like setting. From community pickleball and tennis courts to scenic walking paths and a vibrant neighborhood pool, you'll love calling this place home.Step inside and be greeted by an open layout filled with

    Bevia Patrick Keller Williams Flagship

    10 Ashford Ct, Annapolis, MD 21403
  • 143 Quiet Waters Place, Annapolis, MD 21403
    143 Quiet Waters Place, Annapolis, MD 21403
    143 Quiet Waters Place, Annapolis, MD 21403
    /55

    $465,000

    • 2 Beds
    • 3.5 Baths
    • 1,752 Sq Ft

    143 Quiet Waters Place, Annapolis, MD 21403

    Convenience meets charm in the heart of Annapolis! Rare opportunity for this end unit brick townhome! Light filled floorplan offers open living and dining room with beautiful wood floors, very nice eat-in kitchen with new top of the line stainless steel appliances! The upper level offers two very large owner’s suites with private bathrooms & walk-in closets! The finished basement offers a

    Sam Barbieri RE/MAX United Real Estate

    143 Quiet Waters Place, Annapolis, MD 21403
  • 543 Leftwich Ln, Annapolis, MD 21401
    543 Leftwich Ln, Annapolis, MD 21401
    543 Leftwich Ln, Annapolis, MD 21401
    /6

    $455,000 Open House 5/10

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    543 Leftwich Ln, Annapolis, MD 21401

    Welcome to this beautifully appointed 2-bedroom, 2.5 bath condo in the highly desirable community of Admiral Square, ideally situated just off Route 2 and Route 50—only a 5-minute drive to the heart of downtown Annapolis! This stunning residence features gleaming hardwood floors, luxurious Quartz countertops, and an open-concept living space that’s perfect for entertaining. The spacious living

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    543 Leftwich Ln, Annapolis, MD 21401
  • 553 Leftwich Ln, Annapolis, MD 21401
    553 Leftwich Ln, Annapolis, MD 21401
    553 Leftwich Ln, Annapolis, MD 21401
    /4

    $450,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    553 Leftwich Ln, Annapolis, MD 21401

    Step inside this gorgeous recently built (2017) 2 bedroom, 2.5 bath brick front condo in the desirable Admirals Square! This home is beautifully designed with a modern, open concept. The stunning 2 story living/dining room and gourmet kitchen complete with granite countertops, white shaker cabinets, stainless steel appliances and an island, are sure to impress. Gleaming hardwood floors, a half

    Lindsey Yokitis Veterans First Realty

    553 Leftwich Ln, Annapolis, MD 21401
  • 126 Quiet Waters Place, Annapolis, MD 21403
    126 Quiet Waters Place, Annapolis, MD 21403
    /2

    $450,000 Coming Soon

    • 2 Beds
    • 2.5 Baths
    • 1,756 Sq Ft

    126 Quiet Waters Place, Annapolis, MD 21403

    COMING SOON

    Kelly Schuit Next Step Realty

    126 Quiet Waters Place, Annapolis, MD 21403
  • 55 Harbour Heights Dr, Annapolis, MD 21401
    55 Harbour Heights Dr, Annapolis, MD 21401
    55 Harbour Heights Dr, Annapolis, MD 21401
    /21

    $409,000 Open Sun 12PM - 2PM

    • 2 Beds
    • 2.5 Baths
    • 1,478 Sq Ft

    55 Harbour Heights Dr, Annapolis, MD 21401

    Welcome to Harbour Gates – where style, comfort, and convenience come together in the heart of Annapolis!This beautifully maintained and updated 2-bedroom, 2.5-bath, two-level condo townhome offers an open-concept layout that’s perfect for both everyday living and entertaining. The bright and inviting main level features gleaming hardwood floors, crown molding, custom built-ins, and a spacious

    Amelia Caraker Redfin Corp

    55 Harbour Heights Dr, Annapolis, MD 21401
  • 1142 Neptune Place, Annapolis, MD 21409
    1142 Neptune Place, Annapolis, MD 21409
    1142 Neptune Place, Annapolis, MD 21409
    /34

    $499,900 Open Sat 1PM - 3PM

    • 4 Beds
    • 2 Baths
    • 1,537 Sq Ft

    1142 Neptune Place, Annapolis, MD 21409

    Welcome to 1142 Neptune Place, where charm, updates, and community all come together in one perfect package.This 3+ bedroom, 2 full bath split-level home in the heart of the Broadneck Peninsula offers a flexible layout that fits your lifestyle—whether you're working from home, need space for guests, or just want room to grow. With fresh paint throughout, new carpet on the lower level, and luxury

    Jen Denney EXP Realty, LLC

    1142 Neptune Place, Annapolis, MD 21409
  • 908 Van Buren St, Annapolis, MD 21403
    908 Van Buren St, Annapolis, MD 21403
    908 Van Buren St, Annapolis, MD 21403
    /23

    $500,000

    • 2 Beds
    • 1 Bath
    • 884 Sq Ft

    908 Van Buren St, Annapolis, MD 21403

    Welcome to your Eastport escape! This beautifully updated, move-in-ready home puts you right in the heart of one of Annapolis’ most vibrant neighborhoods—just minutes from downtown and an easy stroll to marinas, waterfront parks, local restaurants, and all the charm that Eastport has to offer.Inside, you’re greeted by a bright, airy layout and stunning original hardwood floors that have been

    Dawn Riley RE/MAX One

    908 Van Buren St, Annapolis, MD 21403
  • 5 Gilmer St, Annapolis, MD 21401
    5 Gilmer St, Annapolis, MD 21401
    5 Gilmer St, Annapolis, MD 21401
    /41

    $415,000

    • 3 Beds
    • 2 Baths
    • 987 Sq Ft

    5 Gilmer St, Annapolis, MD 21401

    Two lots for the price of one? Yes, please! This raised rancher in Annapolis comes with the adjoining lot—perfect if you’ve been dreaming of building a second home, starting a garden oasis, or just having more space to play. Cruise down the long driveway and park in your very own 1-car carport—covered parking is always a win! The home includes a bonus side addition that gives you an enclosed

    Wendy Slaughter VYBE Realty

    5 Gilmer St, Annapolis, MD 21401
  • 1008 Sextant Ct, Annapolis, MD 21401
    1008 Sextant Ct, Annapolis, MD 21401
    1008 Sextant Ct, Annapolis, MD 21401
    /47

    $490,000

    • 3 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    1008 Sextant Ct, Annapolis, MD 21401

    Start enjoying the life you've worked so hard for in the sought after, 55+ community of Heritage Harbour. For a low monthly HOA fee you will have access to the ClubHouse, pools, tennis & pickle ball courts, an executive golf course & the South River all within a 5-10 minute drive to historic Annapolis, shopping, AAMC & major commuter routes. This well built, brick TH has everything you need

    Deborah Randall Next Step Realty

    1008 Sextant Ct, Annapolis, MD 21401
  • 10 Mizzen Ct, Annapolis, MD 21403
    10 Mizzen Ct, Annapolis, MD 21403
    10 Mizzen Ct, Annapolis, MD 21403
    /36

    $415,000 Open Sun 12PM - 2PM

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

    10 Mizzen Ct, Annapolis, MD 21403

    Welcome to this beautifully maintained townhome in the sought-after Mariners Landing community of Annapolis! This home has been lovingly cared for and thoughtfully updated, featuring fresh paint inside and out, stylish new lighting. The HVAC was replaced in 2023, and a new roof is expected in early April of 2025. Step inside to a bright and airy kitchen where the morning sun fills the space

    Lisa Barton Coldwell Banker Realty

    10 Mizzen Ct, Annapolis, MD 21403
  • 304 Dreams Landing Way, Annapolis, MD 21401
    304 Dreams Landing Way, Annapolis, MD 21401
    304 Dreams Landing Way, Annapolis, MD 21401
    /41

    $414,900 Open Sun 10:30AM - 12:30PM

    • 2 Beds
    • 1 Bath
    • 981 Sq Ft

    304 Dreams Landing Way, Annapolis, MD 21401

    BOAT SLIP INCLUDED! Welcome to Dreams Landing, a hidden gem offering low-maintenance living with exceptional water privileges. This beautiful 2-bedroom, 1-bath condo spans just under 1,000 sq. ft. and boasts tranquil Severn River views from both bedrooms. The bright, open kitchen and dining area features a pantry and a breakfast bar, providing extra space for entertaining or meal prep. The

    Tracy Showalter RE/MAX One

    304 Dreams Landing Way, Annapolis, MD 21401
  • 5 Park Place Unit 325, Annapolis, MD 21401
    5 Park Place Unit 325, Annapolis, MD 21401
    5 Park Place Unit 325, Annapolis, MD 21401
    /19

    $479,000

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    5 Park Place Unit 325, Annapolis, MD 21401

    Lovely one BR condo with eastern view towards courtyard and pool. Luxurious downtown Annapolis living style. Just blocks to restaurants, entertainment and Annapolis City Dock, the heart of the city.Condo fee includes several amenities and most utilities. Outdoor pool, Hot tub, Two outdoor gourmet kitchens for grilling, Lending Library, Party room, Fitness center, 24 hour live

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 325, Annapolis, MD 21401
  • 1022 Boom Ct, Annapolis, MD 21401
    1022 Boom Ct, Annapolis, MD 21401
    1022 Boom Ct, Annapolis, MD 21401
    /48

    $497,000

    • 2 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    1022 Boom Ct, Annapolis, MD 21401

    Welcome to Heritage Harbour, the premier 55+ golf course community in Annapolis. Move right in to this renovated brick front, garage townhome offering over 2,000 sqft of finished living space with 2 bedrooms, 2 full and 1 half bathrooms and a bonus loft area! Entertain family or friends in the spacious layout with soaring, vaulted ceilings in the formal living room or outside on the patio in your

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    1022 Boom Ct, Annapolis, MD 21401
  • 78 Old Mill Bottom Rd N Unit 108, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 108, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 108, Annapolis, MD 21409
    /34

    $497,000 Open Sun 11AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft

    78 Old Mill Bottom Rd N Unit 108, Annapolis, MD 21409

    Modern Luxury Meets Active Living at The Element! Welcome to this newly built active-adult (one resident must be 55+ years old) community designed for resort-style living just minutes from historic Annapolis. This ultra-spacious 2-bedroom, 2-full-bath residence offers the perfect blend of elegance, comfort, and convenience. Step inside to discover a luxury owner's suite featuring an oversized

    Jennifer Holden Compass

    78 Old Mill Bottom Rd N Unit 108, Annapolis, MD 21409
  • 114 2nd St, Annapolis, MD 21401
    114 2nd St, Annapolis, MD 21401
    114 2nd St, Annapolis, MD 21401
    /34

    $500,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    114 2nd St, Annapolis, MD 21401

    Motivated seller has a new and improved price! Well-maintained rancher in Annapolis offering over 2,300 square feet of living space on a 1/4-acre lot. This home features an updated kitchen and is complemented by a large family room/dining room. Offers a main-level, Whirlpool front loading washer and dryer for true one-level living. Expose the beauty of hardwood floors beneath the carpet in

    Kimberly O'Connor Coldwell Banker Realty

    114 2nd St, Annapolis, MD 21401
  • 803 Coxswain Way, Annapolis, MD 21401
    803 Coxswain Way, Annapolis, MD 21401
    803 Coxswain Way, Annapolis, MD 21401
    /57

    $422,900

    • 2 Beds
    • 2 Baths
    • 1,474 Sq Ft

    803 Coxswain Way, Annapolis, MD 21401

    ASK LISTING AGENT HOW YOU CAN BUY THIS BEAUTIFUL CONDO WITH VERY LITTLE $$ OUT OF POCKET AND NO MORTGAGE INSURANCE!! Enjoy this spacious 2BR 2 FULL BATH 1474 Sq ft 3rd floor Condo with elevator. Unit located in sought after secure, quiet building in Heritage Harbour 55+ Community in Annapolis. Move in condition!!Attractive fireplace in spacious living room. One of the largest units in

    Robert Holmes Samson Properties

    803 Coxswain Way, Annapolis, MD 21401
  • 960 Yachtsman Way, Annapolis, MD 21403
    960 Yachtsman Way, Annapolis, MD 21403
    960 Yachtsman Way, Annapolis, MD 21403
    /24

    $424,999

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

    960 Yachtsman Way, Annapolis, MD 21403

    2BR2B duplex in Mariner's Point - one level living - freshly painted, brand new hall bathroom, new MBR carpeting, LR with cathedral ceilings and fireplace - large rear, two level deck - Great location close to shopping, restaurants, entertainment and minutes to downtown and historic Annapolis. Easy access to Route 50 - private cul-de-sac location

    Keith Brooks Thurston Wyatt Real Estate, LLC

    960 Yachtsman Way, Annapolis, MD 21403
  • 986 Yachtsman Way, Annapolis, MD 21403
    986 Yachtsman Way, Annapolis, MD 21403
    986 Yachtsman Way, Annapolis, MD 21403
    /10

    $411,999

    • 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
  • 86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    86 Summerfield Dr, Annapolis, MD 21403
    /25

    $499,000 Open Sun 11AM - 1PM

    • 5 Beds
    • 2 Baths
    • 1,755 Sq Ft

    86 Summerfield Dr, Annapolis, MD 21403

    Lovely 5 Bedroom and 2 Full Bath home plus Finished Basement in the desirable neighborhood of Stevens Park, part of Eastport. Main Floor has Two bedrooms, Full Bath, Livingroom and Kitchen with Breakfast Nook. Upper Level has Two Bedrooms and Full Bath. Basement has One Bedroom, Large Family Room with Stepped Rear Walkout, and Laundry-Utility-Storage Room. New Roof and Gutters with Leaf Covers

    Paul Leckinger EXP Realty, LLC

    86 Summerfield Dr, Annapolis, MD 21403
  • 930 Astern Way Unit 405, Annapolis, MD 21401
    930 Astern Way Unit 405, Annapolis, MD 21401
    930 Astern Way Unit 405, Annapolis, MD 21401
    /35

    $409,900

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

    930 Astern Way Unit 405, Annapolis, MD 21401

    Renovated 2 bed, 2 bath condo with a storage unit, offering modern updates and treetop views. The kitchen features newer appliances, sleek cabinetry, and updated countertops. Fresh paint and upgraded flooring enhance the space. Enjoy a private balcony, new HVAC, hot water heater, washer and dryer, and kitchen appliances. Building amenities include indoor and outdoor pools, a game area, an

    Erica Baker TTR Sotheby's International Realty

    930 Astern Way Unit 405, Annapolis, MD 21401
  • 2068 Forest Dr, Annapolis, MD 21401
    2068 Forest Dr, Annapolis, MD 21401
    2068 Forest Dr, Annapolis, MD 21401
    /51

    $419,900

    • 2 Beds
    • 2 Baths
    • 1,272 Sq Ft

    2068 Forest Dr, Annapolis, MD 21401

    Constance Golihew Coldwell Banker Realty

    2068 Forest Dr, Annapolis, MD 21401
  • 0 Lot 1 Overlook Melrose Unit MDAA2113226, Annapolis, MD 21401
    0 Lot 1 Overlook Melrose Unit MDAA2113226, Annapolis, MD 21401
    0 Lot 1 Overlook Melrose Unit MDAA2113226, Annapolis, MD 21401
    /5

    $400,000 Coming Soon

    • Land
    • 0.50 Acre
    • $800,000 per Acre

    0 Lot 1 Overlook Melrose Unit MDAA2113226, Annapolis, MD 21401

    Incredible Opportunity in the Heart of Annapolis!Lot 1 Overlook/Melrose Street, adjacent to 651 Genessee, offers a rare half-acre parcel tucked into a peaceful, wooded setting — yet just moments from the Naval Academy Stadium, West Annapolis, and downtown. The seller has completed a recent feasibility study (attached) showing the potential to build a beautiful single-family home, making this lot

    Justin Disborough Samson Properties

    0 Lot 1 Overlook Melrose Unit MDAA2113226, Annapolis, MD 21401
  • 1566 Lodge Pole Ct, Annapolis, MD 21409
    1566 Lodge Pole Ct, Annapolis, MD 21409
    /2

    $400,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    1566 Lodge Pole Ct, Annapolis, MD 21409

    Welcome! This beautifully updated townhouse offers modern comforts and stylish finishes throughout. Freshly painted walls and brand-new carpeting create a bright and inviting atmosphere, while new cabinets and stunning granite countertops in the kitchen provide both functionality and elegance.This spacious townhouse features 3 generously sized bedrooms on the upper level, complete with new

    John Williams RE/MAX Realty Services

    1566 Lodge Pole Ct, Annapolis, MD 21409
  • 1176 Tyler Ave, Annapolis, MD 21403
    1176 Tyler Ave, Annapolis, MD 21403
    /2

    $470,000 Coming Soon

    • 4 Beds
    • 2 Baths
    • 1,176 Sq Ft

    1176 Tyler Ave, Annapolis, MD 21403

    **Charming Single Ranch Home in the Heart of Annapolis!**Welcome to your dream home! This beautifully remodeled single ranch is not just a house; it’s a lifestyle. With 4 spacious bedrooms and 2 luxurious bathrooms, there's ample room for family, guests, or even that coveted home office you've always wanted.Step inside and be greeted by a gourmet kitchen that would make any chef

    Edwin Tabarez Keller Williams Preferred Properties

    1176 Tyler Ave, Annapolis, MD 21403
  • 40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    /15

    $434,900

    • 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
  • 40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    40 Oak Ct, Annapolis, MD 21401
    /15

    $439,000

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

    40 Oak Ct, Annapolis, MD 21401

    RARE COMMERCIAL/RESIDENTIAL FORECLOSURE IN ANNAPOLIS!! Structure is ready for your build-out. Location was prior used a dress shop. Home comes with hardwood floors, 2 Full bathrooms, rear deck, rear shed, separate entrances and 12 car off-street parking! Home is being sold AS-IS, Seller will make no repairs. All offers must have $1000 deposit and proof of deposit. Buyer responsible for all due

    Gregory Golding ExecuHome Realty

    40 Oak Ct, Annapolis, MD 21401
Maryland Annapolis

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

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 26 days on the market compared to the national average of 47 days. The average sale price for homes in Annapolis, MD over the last 12 months is $797,240, up 5% from the average home sale price over the previous 12 months.

Home Trends

Median Price (12 Mo)
$610,000
Median Single Family Price
$790,000
Median Townhouse Price
$485,000
Median 2 Bedroom Price
$405,000
Median 1 Bedroom Price
$321,499
Average Price Per Sq Ft
$352
Number of Homes for Sale
211
Last 12 months Home Sales
1,077
Months of Supply
2.40
Median List Price
$621,500
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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 29 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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