21

Annapolis, MD Homes for Sale under $500,000

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  • 206 Admiral Dr, Annapolis, MD 21401
    206 Admiral Dr, Annapolis, MD 21401
    206 Admiral Dr, Annapolis, MD 21401
    /28

    $435,000

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    206 Admiral Dr, Annapolis, MD 21401

    Welcome to 206 Admiral Drive, a charming and cozy single-family home in the heart of Annapolis! This delightful residence offers 2 comfortable bedrooms and 1 full bathroom, a perfect blend of simplicity and warmth. Step inside and imagine the possibilities in this inviting home filled with character and potential. Whether enjoying a quiet morning coffee or hosting friends and family, each space

    Agent Photo

    Aryanna Carrera Dabrowski

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 936-5621

    206 Admiral Dr, Annapolis, MD 21401
  • 21 Muir Woods Ct, Annapolis, MD 21403
    21 Muir Woods Ct, Annapolis, MD 21403
    21 Muir Woods Ct, Annapolis, MD 21403
    /30

    $419,000

    • 2 Beds
    • 3.5 Baths
    • 1,304 Sq Ft

    21 Muir Woods Ct, Annapolis, MD 21403

    Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse with large basement offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, new hot water heater, Bahama shutters, and more. Step outside to enjoy a

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (410) 883-7825

    21 Muir Woods Ct, Annapolis, MD 21403
  • 1525 Hickory Wood Dr, Annapolis, MD 21409
    1525 Hickory Wood Dr, Annapolis, MD 21409
    1525 Hickory Wood Dr, Annapolis, MD 21409
    /31

    $445,000

    • 3 Beds
    • 2 Baths
    • 1,265 Sq Ft

    1525 Hickory Wood Dr, Annapolis, MD 21409

    Beautiful Split Foyer in Whispering Woods! Classic floorplan - Laminate Flooring with Oak Finish Throughout. Upper Level Living Room with Chair Rail, Eat-In Kitchen features Stainless Appliances, Double Oven, and Sliding Door access to Rear Deck overlooking Wooded Lot. Two Generously Sized Bedrooms and Updated Full Bath with Dual Entry from both Hall AND Primary Bedroom. Walkout Lower Level

    Courtney Chase Redfin Corp

    1525 Hickory Wood Dr, 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
    /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

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791896, 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
    78 Old Mill Bottom Rd N Unit 36791900, 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

    The Christopher Companies Builder
    78 Old Mill Bottom Rd N Unit 36791900, Annapolis, MD 21409
  • 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
  • 1955 Marconi Cir, Annapolis, MD 21401
    1955 Marconi Cir, Annapolis, MD 21401
    1955 Marconi Cir, Annapolis, MD 21401
    /18

    $445,000

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

    1955 Marconi Cir, Annapolis, MD 21401

    Heritage Harbour a 55 plus community. Welcome Home to 1955 Marconi Cir. This two bedroom two bath home with garage offers low maintenance one level living. As you enter from the covered front porch, you'll notice the high vaulted ceilings and lovely hardwood floors throughout. Custom shutters have been added on all windows and slider. Both bedrooms are generous in size. The primary bedroom

    Nancy Smith Coldwell Banker Realty

    1955 Marconi Cir, Annapolis, MD 21401
  • 3535 Cohasset Ave, Annapolis, MD 21403
    3535 Cohasset Ave, Annapolis, MD 21403
    3535 Cohasset Ave, Annapolis, MD 21403
    /14

    $415,000

    • 3 Beds
    • 1 Bath
    • 1,512 Sq Ft

    3535 Cohasset Ave, Annapolis, MD 21403

    **AGENTS - This property is back on the market because the BUYER did not qualify for financing. The APPAISAL came in at VALUE and no issues with the feasibility study. Please follow showing instructions. Call Agent before showing. The stairs entering the house are not sturdy and may present a fall hazard for you or your client. Owner has installed a new deep water well (2/23/2022) and has a

    John Johnson Trident Capital Realty LLC

    3535 Cohasset Ave, Annapolis, MD 21403
  • 78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
    /41

    $498,000

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

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409

    BY APPOINTMENT ONLY.55+ Luxury 2 bedroom/den with patio in elevator condo building. THE ELEMEMT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights throughout. Upgraded closet design w/a huge Master closet! Beautiful,

    LaTanya Drayton United Real Estate Premier

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • 12 Harbour Heights Dr, Annapolis, MD 21401
    12 Harbour Heights Dr, Annapolis, MD 21401
    12 Harbour Heights Dr, Annapolis, MD 21401
    /21

    $412,000 Open Sun 1:30PM - 3:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,556 Sq Ft

    12 Harbour Heights Dr, Annapolis, MD 21401

    OPEN SUNDAY, MARCH 1, 1:30-3:30 PM! Welcome to his adorable home backing to woods in the heart of Annapolis! This home offers comfort, space, and convenience. The kitchen features upgraded stainless steel appliances, granite countertops, a slate backsplash, and opens to a large deck—perfect for everyday living and entertaining. The inviting family room includes a cozy gas fireplace with custom

    Rachel Gontkovic EXP Realty, LLC

    12 Harbour Heights Dr, Annapolis, MD 21401
  • 1136 Lake Heron Dr, Annapolis, MD 21403
    1136 Lake Heron Dr, Annapolis, MD 21403
    /2

    $410,000 Open House 3/07

    • 2 Beds
    • 2 Baths
    • 1,412 Sq Ft

    1136 Lake Heron Dr, Annapolis, MD 21403

    Fall in love with this stylish Annapolis condo featuring 2 spacious bedrooms, 2 beautifully updated baths, a dramatic floor-to-ceiling stone fireplace, and sun-filled open living spaces that flow seamlessly to a private balcony—perfect for entertaining. The kitchen shines with quartz countertops and tile backsplash, while a versatile loft offers ideal space for a home office or family room. The

    Christine Tomlinson EXP Realty, LLC

    1136 Lake Heron Dr, Annapolis, MD 21403
  • 2702 Summerview Way Unit 303, Annapolis, MD 21401
    2702 Summerview Way Unit 303, Annapolis, MD 21401
    2702 Summerview Way Unit 303, Annapolis, MD 21401
    /35

    $400,000

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

    2702 Summerview Way Unit 303, Annapolis, MD 21401

    Top-floor penthouse loft in Summer Village with private kayak and canoe dock. Dramatic two-story spaces, water access for paddling, and completely maintenance-free living in one of Annapolis' most desirable communities. Imagine your weekends. Saturday morning starts with coffee on your private deck overlooking mature trees. You grab your kayak and walk down to your dock on Ginger Creek. Paddle

    David Moore Real Broker, LLC

    2702 Summerview Way Unit 303, Annapolis, MD 21401
  • 1250 Stonewood Ct, Annapolis, MD 21409
    1250 Stonewood Ct, Annapolis, MD 21409
    1250 Stonewood Ct, Annapolis, MD 21409
    /22

    $409,900

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

    1250 Stonewood Ct, Annapolis, MD 21409

    CHARMING WHISPERING WOODS END-UNIT TOWNHOME IN ANNAPOLIS Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhome located in the desirable Whispering Woods community. This home features assigned parking plus ample guest parking. Freshly painted and move-in ready, is filled with natural sunlight as you walk in the foyer. The home offers brand-new carpeting, new vinyl plank

    Christana Ross Weichert, REALTORS

    1250 Stonewood Ct, Annapolis, MD 21409
  • 108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    /18

    $450,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    108 Conley Dr, Annapolis, MD 21403

    Sweet, cozy, and lovely home semi-detached house. 3 bedroom, 1 1/2 baths and semi finished basement, NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • 8 Wellington Place, Annapolis, MD 21403
    8 Wellington Place, Annapolis, MD 21403
    /2

    $425,000

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

    8 Wellington Place, Annapolis, MD 21403

    Welcome to 8 Wellington Place in Annapolis! This 3-bedroom, 1.5-bath home offers a greatopportunity to make it your own. Featuring a functional layout with a bright living area, anefficiently designed kitchen, and convenient main-level half bath. The home provides solidbones and plenty of potential.Upstairs you’ll find three comfortable bedrooms and a full bath. The basement adds

    BILLY ANDERSON Douglas Realty LLC

    8 Wellington Place, Annapolis, MD 21403
  • 1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    1005 Hyde Park Dr, Annapolis, MD 21403
    /44

    $499,000

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

    1005 Hyde Park Dr, Annapolis, MD 21403

    Welcome to this lovely 2-bedroom, 1-bathroom home in the heart of Annapolis, offering classic charm and modern updates throughout. Featuring beautiful hardwood floors and a traditional layout, this home provides comfort and functionality in every room. The updated kitchen boasts a center island, granite and a spacious pantry all perfect for meal prep or casual dining. The bathroom has been

    Michael Simi Douglas Realty LLC

    1005 Hyde Park Dr, Annapolis, MD 21403
  • 312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    312 Severn Ave Unit W-401, Annapolis, MD 21403
    /49

    $485,000

    • 1 Bed
    • 1 Bath
    • 660 Sq Ft

    312 Severn Ave Unit W-401, Annapolis, MD 21403

    Perched on the top floor of The Tecumseh, Maryland’s first condominium building, this two-level loft offers beautiful water views and an exceptional Eastport lifestyle. W401 overlooks Spa Creek with views of Ego Alley, the community marina, and Severn Avenue. This 1-bedroom, 1-bath residence features an open-concept main level with living and dining areas, a well-equipped kitchen, mechanical

    Ashley Stanwick Coldwell Banker Realty

    312 Severn Ave Unit W-401, Annapolis, MD 21403
  • 1106 Brashears St, Annapolis, MD 21403
    1106 Brashears St, Annapolis, MD 21403
    1106 Brashears St, Annapolis, MD 21403
    /32

    $449,900

    • 3 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    1106 Brashears St, Annapolis, MD 21403

    Enjoy the ease of single-level living with a functional layout, while also benefiting from exceptional expansion potential—build up, build out, or create the outdoor space of your dreams. The generous lot provides flexibility for future potential improvements, whether that’s additional living space, a garage, or enhanced outdoor entertaining. Located just minutes from shops, restaurants, marinas,

    Matthew Wyble Next Step Realty

    1106 Brashears St, Annapolis, MD 21403
  • 1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    /10

    $495,000

    • Land
    • 0.47 Acre
    • $1,053,191 per Acre

    1546 Shipsview Rd, Annapolis, MD 21409

    Plans and permits are ready and building can start right away! Conditional Grading Permit issued! This is a rare opportunity to build a home with water views in the exclusive water-privileged neighborhood of Beacon Hill. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would fit his plan within the footprint of the current 2500 sq ft, 4-bedroom building

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • 402 Cranes Roost Ct, Annapolis, MD 21409
    402 Cranes Roost Ct, Annapolis, MD 21409
    402 Cranes Roost Ct, Annapolis, MD 21409
    /48

    $460,000

    • 1,662 Sq Ft

    402 Cranes Roost Ct, Annapolis, MD 21409

    Nestled in the sought-after Woods Landing community, this completely renovated two-story townhouse offers the perfect blend of modern comfort and serene living. A main-level master suite features an en-suite bath with a new granite-top double vanity and a walk-in closet. An inviting living room with vaulted ceiling is centered around a cozy fireplace, and flows into a formal dining space—ideal

    Branden Schroeder GybeSet Homes

    402 Cranes Roost Ct, Annapolis, MD 21409
  • 78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
    78 Old Mill Bottom Rd N Unit 307, Annapolis, MD 21409
    /39

    $499,900 Open Sat 1PM - 3PM

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

    78 Old Mill Bottom Rd N Unit 307, 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 307, Annapolis, MD 21409
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 54 days. The median sale price for homes in Annapolis, MD over the last 12 months is $625,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$801,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$355
Number of Homes for Sale
175
Last 12 months Home Sales
1,296
Months of Supply
1.60
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%

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 21 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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