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Annapolis, MD Homes under $500,000

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  • /25

    $475,000

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

    769 Fairview Ave Unit 769 E, Annapolis, MD 21403

    Enjoy the Best of Both Worlds – Waterfront Community Living with Condo Convenience! Experience the ease of a lock-and-leave condo lifestyle combined with the luxury of a 40' deeded boat slip. This beautifully updated 2-bedroom, 2-full bathroom condo offers exceptional comfort and style in a prime waterfront community. Step inside to find a gourmet kitchen featuring elegant countertops,

    Agent Photo

    Ann Englehart

    Coldwell Banker Realty

    (443) 296-3043

    769 Fairview Ave Unit 769 E, 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
  • /27

    $499,990

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    1178 Idylewild Dr, Annapolis, MD 21409

    Welcome to 1178 Idylewild Drive – Where Coastal Charm Meets Suburban ConvenienceNestled in the highly desirable waterfront community of Cape St. Claire, this beautifully updated 3-bedroom, 2.5-bath split-level home offers the perfect blend of modern comfort and timeless character. From the moment you arrive, the inviting curb appeal and oversized front porch set the tone for relaxed

    Agent Photo

    Michael Soper

    Next Step Realty

    (410) 862-4610

    1178 Idylewild Dr, Annapolis, MD 21409
  • /48

    $444,900

    • 2 Beds
    • 2.5 Baths
    • 2,178 Sq Ft

    113 Quiet Waters Place, Annapolis, MD 21403

    Welcome to 113 Quiet Waters Place—an updated, brick-front townhome offering the best of Annapolis living. Tucked into a quiet, tree-lined community just minutes from downtown, this home combines convenience, comfort, and flexibility.Inside, you’ll find an open-concept main level with great natural light, a spacious living area, and a well-appointed kitchen that flows seamlessly out to a

    Matthew Wyble Next Step Realty

    113 Quiet Waters Place, Annapolis, MD 21403
  • /22

    $499,900 New Construction

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

    78 Old Mill Bottom Rd N Unit 107, Annapolis, MD 21409

    Model Home Now For Sale! Bright, spacious unit at second floor elevation showcasing stylish design upgrades throughout! Start an exciting new chapter in this amenity-rich 55+ community conveniently located mere minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved parking included. Turnkey luxury includes window treatments, full-size washer and dryer and more!

    Scott Sealy McWilliams/Ballard, Inc.

    78 Old Mill Bottom Rd N Unit 107, Annapolis, MD 21409
  • /30

    $499,900 New Construction

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

    78 Old Mill Bottom N, Annapolis, MD 21409

    Bright, spacious unit at second floor elevation showcases stylish design upgrades throughout! Start an exciting new chapter in this amenity-rich 55+ community conveniently located mere minutes to downtown Annapolis, retail shopping, waterfront dining and Bay Bridge. Reserved parking space included. Turnkey luxury includes window treatments, full-size washer/dryer and more! Building One nearly

    Builder Photo

    The Christopher Companies

    Builder

    78 Old Mill Bottom N, Annapolis, MD 21409
  • /14

    $459,900 New Construction

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

    Element 1 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    Builder Photo

    The Christopher Companies

    Builder

    78 Old Mill Bottom Rd N Unit 36791896, Annapolis, MD 21409
  • /17

    $472,070 New Construction

    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    Element 2 Bed Plan at Element at Mill Creek, Annapolis, MD 21409

    Builder Photo

    The Christopher Companies

    Builder

    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • /55

    $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,

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • /32

    $489,995

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

    633 Baystone Ct, Annapolis, MD 21409

    Welcome to a home that checks all the right boxes: space, convenience, and location. With four generously sized bedrooms and two full bathrooms, this townhouse offers room to grow, work from home, or host weekend guests who end up staying just a bit longer than planned.The living space features a bright, open layout with plenty of natural light—perfect for morning coffee, afternoon naps, or

    Vikas Goel Fairfax Realty of Tysons

    633 Baystone Ct, Annapolis, MD 21409
  • /55

    $496,500

    • 2 Beds
    • 2 Baths
    • 1,514 Sq Ft

    2601 Compass Dr, Annapolis, MD 21401

    Welcome to easy living in the highly sought-after 55+ community of Heritage Harbour where the amenities rival the finest resorts! This charming one-level home offers a perfect blend of comfort, style, and convenience. Featuring 2 spacious bedrooms, 2 full bathrooms, a den, and an updated kitchen, this residence is designed for modern living. You'll love the new flooring, fresh paint, and the

    Dee Dee Miller Long & Foster Real Estate, Inc.

    2601 Compass Dr, Annapolis, MD 21401
  • /17

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,740 Sq Ft

    7 Ashford Ct, Annapolis, MD 21403

    Popular Hunt Meadow townhome model ONE-LEVEL living-2 BDRM/2 BA - with basement! Wood floors throughout- tile in kitchen, vaulted ceilings, gas fireplace. Remodeled main Bathroom. Recent new roof and deck. Reasonable HOA fees of $250/mo. covers pool/tennis/jog-bike trails, prof off-site mgmt.; lawn maintenance; trash; snow shoveling to your front door!

    Denis Hope-Ross Anne Arundel Properties, Inc.

    7 Ashford Ct, Annapolis, MD 21403
  • /49

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,588 Sq Ft

    940 Astern Way Unit 112, Annapolis, MD 21401

    Charming Condo for sale in Heritage Harbour's 55+ Community. Step into a lifestyle of ease and sophistication in this beautiful condo, nestled within the vibrant 55+ community of Heritage Harbour in Annapolis. Perfect for active adults, this sought after neighborhood offers a host of amenities tailored to enhance your daily living.Enjoy access to a state-of-the-art clubhouse,

    Jack Papaleonti Academy Realty Inc.

    940 Astern Way Unit 112, Annapolis, MD 21401
  • /35

    $497,500

    • 3 Beds
    • 3.5 Baths
    • 2,024 Sq Ft

    577 Francis Nicholson Way, Annapolis, MD 21401

    An incredible find; Welcome home to 577 Francis Nicholson Way, a rarely available end unit townhome residence in the highly desirable Tidewater Community! With fresh carpet on the main & upper floors along with new roof (1 year old), newer HVAC (under 2 years old), and newer hot water heater, move in complete peace of mind! Past the hardwood laden foyer, the kitchen flows with hardwoods, granite

    Alexander Lerner TTR Sotheby's International Realty

    577 Francis Nicholson Way, Annapolis, MD 21401
  • /29

    $410,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    3504 A Cohasset Ave, Annapolis, MD 21403

    Coastal Charm Meets Convenience in Arundel on the BayWelcome to this charming 3-bedroom, 1-bath home nestled in the desirable waterfront community of Arundel on the Bay—just minutes from downtown Annapolis. Featuring an open floor plan and a sun-drenched sunroom, this home offers relaxed, one-level living in a peaceful setting.Recent upgrades include a new well pump, conditioned

    Jennifer Thomas RE/MAX Executive

    3504 A Cohasset Ave, Annapolis, MD 21403
  • /35

    $425,000 Open Sat 10AM - 12PM

    • 2 Beds
    • 2.5 Baths
    • 1,934 Sq Ft

    2709 Summerview Way Unit 303, Annapolis, MD 21401

    Come tour this updated two story sought after 3rd floor penthouse with cathedral ceilings that offers 2 bedrooms and 2.5 bathrooms. Super clean, in the desired community of Riva Trace. Backing up to the peacefulness and quietness of the expansive forest, the outside deck will allow you to enjoy morning coffee or a glass of wine in the evening. If you want to stay inside, then grab a book and

    Lawrence Doyle Long & Foster Real Estate, Inc.

    2709 Summerview Way Unit 303, Annapolis, MD 21401
  • /32

    $409,000

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

    1507 Broadneck Place Unit 404, Annapolis, MD 21409

    Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Annapolis, MD. This elegant loft-style condominium, offering 1,235 square feet, is a testament to comfort and convenience. Revel in the grandeur of vaulted ceilings and the abundance of natural light that cascades through expansive windows, enhancing every corner of this remarkable home. Thoughtfully designed,

    Jaime Watt Compass

    1507 Broadneck Place Unit 404, Annapolis, MD 21409
  • /43

    $419,900

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

    911 Breakwater Dr, Annapolis, MD 21403

    REDUCED! WELCOME to this Updated Townhome presenting 2 Primary Bedrooms with Ensuites in the highly desired community of Mariners Landing where charm meets convenience. Open the door to this spacious home boasting approximately $40,000 in recent upgrades. Some of the numerous upgrades include new Kitchen Cabinets, Countertops, Microwave, all new Windows and Blinds, new HVAC, Carpeting, Vinyl

    Joan Eisenhardt RE/MAX Executive

    911 Breakwater Dr, Annapolis, MD 21403
  • /62

    $489,900

    • 5 Beds
    • 3 Baths
    • 1,724 Sq Ft

    901 Chesterfield Rd, Annapolis, MD 21401

    Welcome Home to 901 Chesterfield Road!! This Beautifully updated Single family home located in Annapolis has the space you need to create a life you desire. Boasting an array of sleek finishes throughout this 5 Bedroom, 3 Bathroom home has so much to offer!! The main level offers an open concept layout featuring spacious living room, dining area, 3 entry level bedrooms, 2 full bathrooms, and

    Lois Alberti Alberti Realty, LLC

    901 Chesterfield Rd, Annapolis, MD 21401
  • /30

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 2,016 Sq Ft

    1178 Idylewild Dr, Annapolis, MD 21409

    HVAC INSTALL BEFORE CLOSING – POSSIBLE!Welcome to this beautifully maintained, move‐in ready 3BR/2.5BA expanded home, perfectly situated on a spacious lot in the desirable, quiet community of Cape Saint Claire. Convenient parking is just steps from the front door, leading you into your forever home. Step inside to a bright and airy main level featuring soaring vaulted ceilings, abundant

    Liz Keyser VYBE Realty

    1178 Idylewild Dr, Annapolis, MD 21409
  • /27

    $440,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    796 Fairview Ave Unit 796 E, Annapolis, MD 21403

    Severn House is a sought after community on Back Creek in Eastport. This is a beautiful warm and inviting 2 bedroom 1 bath unit. Kitchen recently replaced with white soft close cabinetry, lovely backsplash and stainless steel appliances. Luxury vinyl floor with beautiful area rugs that will convey. Dining area has a lovely bar with bar fridge steps from the beautiful private deck.

    Cindy Garhart RE/MAX Leading Edge

    796 Fairview Ave Unit 796 E, Annapolis, MD 21403
  • /43

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 2,545 Sq Ft

    418 Cranes Roost Ct, Annapolis, MD 21409

    **EVEN BETTER IN PERSON – MAJOR UPDATES, BIG PRICE DROP, AND SELLER READY TO GO!**This beautifully updated, extra-wide interior townhome lives like a single-family home, offering over 2,500 square feet of finished space, a thoughtful layout, and upgrades that truly elevate the everyday—all in the heart of the Broadneck Peninsula.From the moment you arrive, you’ll notice the

    David Webber RE/MAX Leading Edge

    418 Cranes Roost Ct, Annapolis, MD 21409
  • /44

    $458,000

    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    414 Blossom Tree Ct, Annapolis, MD 21409

    It’s rare to find a home that checks all the boxes—peaceful neighborhood, functional space, and a location that keeps you connected. This one does just that. Nestled on a quiet cul-de-sac in Whispering Woods, the setting feels tucked away while still offering easy access to everything Annapolis has to offer.Step outside and you’re just minutes from Broadneck parks, local shops, and

    James Bowerman Douglas Realty, LLC

    414 Blossom Tree Ct, Annapolis, MD 21409
  • /31

    $425,000 Open Sat 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 676 Sq Ft

    316 Burnside St Unit 101, Annapolis, MD 21403

    Don’t miss this fantastic opportunity for buyers and investors!Located in the highly desirable Newport Condominiums in Eastport, this move-in ready condo is tucked away on peaceful Burnside Street—a quiet cul-de-sac ending at a lovely waterfront park. Just a short walk to downtown Annapolis, Eastport’s vibrant dining scene, yacht clubs, and marinas, the location is unbeatable.Enjoy

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    316 Burnside St Unit 101, Annapolis, MD 21403
  • /40

    $418,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft

    1324 Hazel Nut Ct, Annapolis, MD 21409

    Move-In Ready 3BR/2.5BA Townhome in the Heart of Broadneck PeninsulaWelcome to this beautifully updated townhome located on the sought-after Broadneck Peninsula in Annapolis. Situated within the highly rated Broadneck School District, this move-in ready home offers modern upgrades and a prime location.Key Features: Energy Efficiency: Equipped with upgraded Low-E windows, thick

    Tiffany Cantler Douglas Realty, LLC

    1324 Hazel Nut Ct, Annapolis, MD 21409
  • /30

    $424,000

    • 3 Beds
    • 2.5 Baths
    • 1,224 Sq Ft

    1010 Commanders Way N, Annapolis, MD 21409

    Cape St. Claire beautifully updated Townhouse featuring 3-bedroom, 2-full bath, 1-half bath home on 3 levels. Recent updates throughout, this home offers a spacious layout and a fully fenced in backyard. Main level has new LVP flooring. Large sunny primary bedroom features a newly renovated primary bathroom. The open kitchen has new quartz counter tops, stainless steel appliances and area for

    Benjamin Mueller Innovative Properties, Inc.

    1010 Commanders Way N, Annapolis, MD 21409
  • /34

    $475,000

    • 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
  • /54

    $429,000

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

    1507 Broadneck Place Unit 403, Annapolis, MD 21409

    Welcome to this stunning 2BR/2BA Loft Condo in the highly desirable 55+ community of Four Seasons at St. Margarets! Bright and beautifully updated, this model unit features soaring vaulted ceilings, fresh paint throughout, new lighting fixtures and ceiling fans, and a refrigerator less than a year old. The gourmet kitchen boasts Corian countertops, top-tier cabinetry, and a cozy eat-in area.

    Ryan Briggs Anne Arundel Properties, Inc.

    1507 Broadneck Place Unit 403, Annapolis, MD 21409
  • /34

    $460,000

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    316 Burnside St Unit 304, Annapolis, MD 21403

    PRICE IMPROVEMENT TO $460K. Great investment property, second home or live in downtown Annapolis! Located in the heart of desirable Eastport, this inviting condo offers the best of Annapolis nautically inspired living. 316 Burnside Street has big water views of the serene waters of Spa Creek! This home offers an ideal retreat for those seeking both tranquility in the city of Annapolis! Updated

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 304, Annapolis, MD 21403
  • /39

    $500,000

    • 2 Beds
    • 2 Baths
    • 1,442 Sq Ft

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409

    Enjoy a fantastic lifestyle in this beautiful and pristine 2BR/2BA condo in the very desirable and vibrant 55+ community of Four Seasons at St Margarets! Enter the very well-kept secure building and access your second floor home by stairs or elevator ...OR use your garage door remote and enter the building through your private, over-sized garage. The dramatic open floor plan is ideal with

    Joan Peacock Long & Foster Real Estate, Inc.

    1509 Feral Dae Ln Unit 204, Annapolis, MD 21409
  • /40

    $495,000

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft

    1302 Myrtle Ave, Annapolis, MD 21403

    It starts with a feeling.Maybe it’s the hush of the trees as you turn down the quiet street. Or the way the air softens near the Bay—carrying just a hint of salt, sun, and something slower.Tucked away on a generous 12,500 sq ft double lot, this fully renovated 3-bedroom, 2-bath retreat in Arundel-on-the-Bay isn’t just a house—it’s where your next chapter begins. The kind where weekends

    Shoukoufa Aboubakri Real Broker, LLC

    1302 Myrtle Ave, Annapolis, MD 21403
  • /22

    $409,999

    • 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 updated chimney 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
  • /11

    $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
  • /2

    $430,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,178 Sq Ft

    1601 Pincay Ct, Annapolis, MD 21409

    Detailed remarks & professional photos coming soon!

    Sean Hicks VYBE Realty

    1601 Pincay Ct, Annapolis, MD 21409
  • /19

    $500,000

    • 3 Beds
    • 3 Baths
    • 1,770 Sq Ft

    199 Prince George St, Annapolis, MD 21401

    ONLINE REAL ESTATE AUCTION!! Online Bidding Opens - Monday, September 1, 2025. Online Bidding Closes - Wednesday, September 3, 2025 at 11:00 AM. List price is opening bid only. 199 Prince George Street is situated in the Downtown Annapolis Historic District, one block east of State Circle, and one block northwest of the City Dock. The home is within a short walk of Maryland State government

    Daniel Billig A.J. Billig & Company

    199 Prince George St, Annapolis, MD 21401
  • /15

    $419,000

    • 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

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$550,000
Median Single Family Sale Price
$1,304,201
Median Townhouse Sale Price
$574,500
Median 2 Bedroom Sale Price
$467,500
Median 1 Bedroom Sale Price
$489,900
Average Price Per Sq Ft
$382
Number of Homes for Sale
38
Last 12 months Home Sales
328
Months of Supply
1.40
Median List Price
$574,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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