33

Annapolis, MD Homes under $500,000

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  • /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
  • /46

    $479,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    1312 Cedar Park Rd, Annapolis, MD 21401

    Step into timeless character and charm in this lovely updated three-level townhome condo, wherethoughtful details and upgrades create a truly special living experience. Outside, a blooming front cottage garden sets a warm and welcoming tone, bursting with color and texture in every season. Inside, the main level features hardwood floors throughout, arched doorways, replacement windows, and an

    Mary Gatton Redfin Corp

    1312 Cedar Park Rd, Annapolis, MD 21401
  • /47

    $475,000

    • 2 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    930 Astern Way Unit 609, Annapolis, MD 21401

    Contemporary and beautifully maintained, this 2 bedroom, 2.5 bath penthouse condominium offers 1,926 square feet of stylish living in the sought-after 55+ community of South River in Heritage Harbour. Step into the welcoming foyer and into the stunning open-concept main level, where laminate flooring flows seamlessly throughout the spacious living room with a cozy wood-burning fireplace, a dining

    Bob Lucido Keller Williams Lucido Agency

    930 Astern Way Unit 609, Annapolis, MD 21401
  • /27

    $489,900

    • 4 Beds
    • 2.5 Baths
    • 2,069 Sq Ft

    1500 Chester Town Cir, Annapolis, MD 21409

    Beautifully updated 4 Bedroom, 2.5 Bath End Unit in sought-after Broadneck community, conveniently located to Downtown Annapolis & Rt 50! Updated features include new HVAC (gas heat and central air – 2023), Primary bedroom with private bath with separate shower and soaking tub. Large kitchen with granite countertops, table space and slider out to wood balcony. Huge dining/living room with bay

    Brian Gearhart Benson & Mangold, LLC

    1500 Chester Town Cir, Annapolis, MD 21409
  • /25

    $492,500

    • 2 Beds
    • 2 Baths
    • 1,000 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 deeded boat slip. This beautifully updated 2-bedroom, 2-bathroom condo offers exceptional comfort and style in a prime waterfront community. Step inside to find a gourmet kitchen featuring elegant countertops, solid wood

    Ann Englehart Coldwell Banker Realty

    769 Fairview Ave Unit 769 E, Annapolis, MD 21403
  • /34

    $485,000

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

    8 Ashford Ct, Annapolis, MD 21403

    Welcome to 8 Ashford Ct. Close to everything Annapolis has to offer. This 2 Bedroom 1.5 Bath contemporary townhouse is ready to go. Packed with upgrades and spacious floor plan. The neighborhood of Hunt Meadow offers lots of amenities including pool, tennis court and walking paths.

    Amanda Callahan Long & Foster Real Estate, Inc.

    8 Ashford Ct, Annapolis, MD 21403
  • /34

    $475,000 Open Thu 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 526 Sq Ft

    316 Burnside St Unit 304, Annapolis, MD 21403

    CALLING ALL NAVAL ACADEMY FAMILIES OPEN HOUSE THURSDAY 11-1PM 6/26/25 ON THIS THURSDAY! Live in the heart of desirable Eastport, as 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 kitchen

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 304, Annapolis, MD 21403
  • /38

    $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
  • /29

    $449,999

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

    543 Leftwich Ln, Annapolis, MD 21401

    ASSUMABLE VA RATE! 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 recently re-sealed hardwood floors, luxurious Quartz countertops, and an open-concept living space that’s perfect for

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    543 Leftwich Ln, 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
  • /6

    $449,999 Coming Soon

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

    116 Lejeune Way, Annapolis, MD 21401

    Step into contemporary comfort with this stylish 2-bedroom, 2.5-bath residence nestled in the vibrant Admiral’s Square community. Located just minutes from the heart of Annapolis and offering quick access to major routes, this home combines convenience with sophisticated living.The main level welcomes you with a bright, airy layout accented by wide-plank hardwood floors and elegant granite

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    116 Lejeune Way, Annapolis, MD 21401
  • /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

    $495,000 Open Thu 5PM - 7PM

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

    418 Cranes Roost Ct, Annapolis, MD 21409

    ** OPEN Thursday June 26 from 5-7 - Come on by and see this beauty in person! ** This beautifully updated and extra-wide interior townhome lives more like a single-family home, offering warmth, character, over 2500 finished square feet, and a spacious layout that stands out in the heart of the Broadneck Peninsula. You'll be amazed at the spaciousness - much larger than a normal townhome. The

    David Webber RE/MAX Leading Edge

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

    $484,900

    • 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 waterfront

    James Bowerman Douglas Realty, LLC

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

    $460,000

    • 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 breathtaking

    Vic Pascoe Keller Williams Select Realtors of Annapolis

    316 Burnside St Unit 101, Annapolis, MD 21403
  • /38

    $415,000

    • 4 Beds
    • 3 Baths
    • 2,258 Sq Ft

    412 Blossom Tree Dr, Annapolis, MD 21409

    Welcome to this newly renovated semi-detached 4 BR, 3 FB home nestled on a 7,600 sq ft lot in Whispering Woods. Visit this cozy 2,258 SQ FT home and you won't want to leave. LVP floors, new windows and recessed lighting in every room. Living room flows openly to the galley kitchen any gourmet chef would enjoy. Impress your guests with the dynamic quartz counter tops and backsplash that truly

    Katherine Georganas Long & Foster Real Estate, Inc.

    412 Blossom Tree Dr, Annapolis, MD 21409
  • /29

    $420,000

    • 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 insulation, and a

    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
  • /30

    $474,900

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft

    86 Summerfield Dr, Annapolis, MD 21403

    ANNAPOLIS lifestyle in this 3 Level Cape Cod, boasting 5 Bedrooms and 2 full Bathrooms. The Beautiful interior showcases contemporary finishes and a thoughtful layout that maximizes both style and functionality. The custom kitchen with quartz countertops, stainless-steel appliances and attractive cabinetry enhances your cooking and gathering experience. Complete with a traditional floor plan

    Barry Lagemann Keller Williams Flagship

    86 Summerfield Dr, Annapolis, MD 21403
  • /30

    $415,000

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

    930 Astern Way Unit 502, Annapolis, MD 21401

    Welcome to 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 place to call home. Newly installed carpet

    Gina Barton Taylor Properties

    930 Astern Way Unit 502, Annapolis, MD 21401
  • /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
  • /37

    $440,000

    • 3 Beds
    • 2.5 Baths
    • 2,126 Sq Ft

    935 Forest Hills Ave, Annapolis, MD 21403

    ***OWNER FINANCING MAY BE AVAILABLE ON A CASE BY CASE BASIS***Location, location, location! This spacious three-level, 3-bedroom, 2.5-bath end-unit townhome is perfectly situated just minutes from downtown Annapolis, Eastport, major highways, shopping, grocery stores, and more!Step inside to find beautiful hardwood floors and an open-concept main level that’s ideal for both everyday living and

    Ryan Briggs Anne Arundel Properties, Inc.

    935 Forest Hills Ave, Annapolis, MD 21403
  • /48

    $459,000

    • 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
  • /35

    $475,000

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

    114 2nd St, Annapolis, MD 21401

    Exceptional value in Annapolis. Discover the charm and comfort of the beautifully maintained rancher, offering over 2,300 sq ft of versatile living space on a generous 1/4 acre lot in a quiet, convenient neighborhood. This home features a large family room/dining room. Beneath the carpet in the living room and bedrooms, you'll find original hardwood floors just waiting to be revealed. The full,

    Kimberly O'Connor Coldwell Banker Realty

    114 2nd St, Annapolis, MD 21401
  • /22

    $421,999

    • 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
  • /32

    $449,900

    • 5 Beds
    • 2 Baths
    • 1,854 Sq Ft

    1022 Tyler Ave, Annapolis, MD 21403

    Location! Location! Resort living between two rivers in this lovely split level home! Twenty year homeowner never stopped improving the home, including recent architectural roof, HVAC with humidity control, home water filtration system, and a jumbo 75 gallon hot water heater. Oak patterned laminate floors throughout provide a warm & classy feel. The upper floor offers three bedrooms that are

    Doug Rice Fathom Realty MD, LLC

    1022 Tyler Ave, Annapolis, MD 21403
  • /33

    $499,500

    • 3 Beds
    • 2 Baths
    • 1,068 Sq Ft

    2046 Forest Dr, Annapolis, MD 21401

    PRICE IMPROVEMENT on this COMPLETELY renovated home comes with a REDUCED FLOATING INTEREST RATE with List & Lock. The seller paid program reduces the interest rate for you to qualify for the lower rate and enjoy a lower monthly payment Terms apply, call your Realtor or me for details and more information. BEAUTIFULLY renovated 1940s bungalow in a prime Annapolis location! This charming home

    Cynthia Gardner CENTURY 21 New Millennium

    2046 Forest Dr, Annapolis, MD 21401
  • /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. Also great for

    Mary Saba Keller Williams Select Realtors of Annapolis

    986 Yachtsman Way, Annapolis, MD 21403
  • /2

    $400,000

    • Land
    • 0.29 Acre
    • $1,379,310 per Acre

    29 Collison Rd, Annapolis, MD 21401

    Lovely flat lot in a private, convenient neighborhood.This lot was subdivided many years ago and used by the present owners for picnics and famly gatherings. Please contact the listing agent with any questions. And drive by but do not walk the lot without prior authorization.Please contact the listing agent regarding the potential availability of the house next door.

    Stealey Ashley Coldwell Banker Realty

    29 Collison Rd, Annapolis, MD 21401
  • /49

    $495,000 Coming Soon

    • 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
  • /2

    $496,500 Coming Soon

    • 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
  • /2

    $425,000 Coming Soon

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

    911 Breakwater Dr, Annapolis, MD 21403

    Welcome to this Updated Townhome boasting 2 Primary Bedrooms with Ensuites in the highly desired community of Mariners Landing where charm meets convenience. Open the door to this spacious home that was updated in 2021. Some of the numerous upgrades include new Kitchen Cabinets, Countertops, Microwave, all new Windows and Blinds, new HVAC, Carpeting, Vinyl Flooring, Retaining Wall and more,

    Joan Eisenhardt RE/MAX Executive

    911 Breakwater Dr, Annapolis, MD 21403
  • /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
$620,000
Median Single Family Sale Price
$820,000
Median Townhouse Sale Price
$485,000
Median 2 Bedroom Sale Price
$400,000
Median 1 Bedroom Sale Price
$350,000
Average Price Per Sq Ft
$349
Number of Homes for Sale
237
Last 12 months Home Sales
1,071
Months of Supply
2.70
Median List Price
$637,875
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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