27

Annapolis, MD Homes for Sale under $500,000

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  • 1943 Marconi Cir, Annapolis, MD 21401
    1943 Marconi Cir, Annapolis, MD 21401
    1943 Marconi Cir, Annapolis, MD 21401
    /27

    $430,000

    • 2 Beds
    • 2 Baths
    • 1,032 Sq Ft

    1943 Marconi Cir, Annapolis, MD 21401

    Back on the market! Buyer's loss is your gain.One-level living in the highly desired 55+ community of Heritage Harbour! This well-maintained 2-bedroom, 2-bath villa townhome offers updates including: NEW ANDERSON WINDOWS, roof approximately 3 years old, luxury vinyl plank flooring, carpeted bedrooms, and solar tubes providing added natural light.The renovated kitchen (approx. 5 years)

    Deborah Wade RE/MAX Executive

    1943 Marconi Cir, Annapolis, MD 21401
  • 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
  • 207 1st St, Annapolis, MD 21401
    207 1st St, Annapolis, MD 21401
    207 1st St, Annapolis, MD 21401
    /29

    $499,900

    • 4 Beds
    • 2 Baths
    • 1,435 Sq Ft

    207 1st St, Annapolis, MD 21401

    This home has so much to offer. The lot is larger than you think with a fenced back yard. The home itself features hardwood floors, a modern kitchen with custom cabinets, granite countertops, upgraded appliances. It boasts 3 bedrooms upstairs with hardwoods and a renovated bath (2020) with ceramic tile. Master bedroom includes full master bath with oversized shower. Lower level is great for

    James Dick Long & Foster Real Estate, Inc.

    207 1st St, Annapolis, MD 21401
  • 926 Perry Landing Ct, Annapolis, MD 21401
    926 Perry Landing Ct, Annapolis, MD 21401
    926 Perry Landing Ct, Annapolis, MD 21401
    /40

    $445,000

    • 2 Beds
    • 2.5 Baths
    • 2,106 Sq Ft

    926 Perry Landing Ct, Annapolis, MD 21401

    Welcome to 926 Perry Landing Court, located in the highly sought-after Heritage Harbour, Annapolis’ premier 55+ active adult waterfront community. Tucked away on a quiet court, this home offers a functional layout, generous room sizes, and great natural light throughout. The property will need some cosmetic updates and improvements to truly make it your own and has been priced accordingly to

    Rick Gloekler RE/MAX Executive

    926 Perry Landing Ct, Annapolis, MD 21401
  • 1513 Chester Town Cir, Annapolis, MD 21409
    1513 Chester Town Cir, Annapolis, MD 21409
    1513 Chester Town Cir, Annapolis, MD 21409
    /20

    $495,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,096 Sq Ft

    1513 Chester Town Cir, Annapolis, MD 21409

    Freshly painted and move-in ready, this spacious end-unit townhome in Courts at Belle Pointe offers over 2,000 square feet of thoughtfully designed living across three levels. The main level features a bright and sunny living space with formal dining area seamlessly connected to your updated eat-in kitchen with stainless steel appliances and a custom tile backsplash. Step outside to the rear deck

    Colleen Kerrigan Redfin Corp

    1513 Chester Town Cir, Annapolis, MD 21409
  • 5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    5 Park Place Unit 425, Annapolis, MD 21401
    /10

    $477,900

    • 1 Bed
    • 1 Bath
    • 838 Sq Ft

    5 Park Place Unit 425, Annapolis, MD 21401

    Beautiful 1Br/1Bath facing east w pool/courtyard view. Hardwood floor, GE Stainless Steel appliances, Granite counter. Full Size W/D inside unit. 24 Hour concierge/security in lobby. 25 amenities including most utilities included in condo fee. Outdoor Pool, Fitness center, Party Room, Library, Outdoor Dining area with BBQ grills, Hot Tub, Dog Park and much more. Blocks to downtown City Dock

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 425, Annapolis, MD 21401
  • 5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    5 Park Place Unit 725, Annapolis, MD 21401
    /34

    $499,000

    • 1 Bed
    • 1 Bath
    • 792 Sq Ft

    5 Park Place Unit 725, Annapolis, MD 21401

    Downtown living at its finest! A Naval Academy family dream location! An open layout combines living and dining areas with a modern kitchen, creating a comfortable, functional main living space that’s ideal for everyday living and easy entertaining. Beautiful hardwood floors, stainless steel appliances, in-unit laundry, and plenty of storage enhance the interior, while large windows bring in

    Megan Koppe Compass

    5 Park Place Unit 725, Annapolis, MD 21401
  • 2150 Hideaway Ct Unit 28, Annapolis, MD 21401
    2150 Hideaway Ct Unit 28, Annapolis, MD 21401
    2150 Hideaway Ct Unit 28, Annapolis, MD 21401
    /40

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft

    2150 Hideaway Ct Unit 28, Annapolis, MD 21401

    *Doctor Loans Available 100% Financing = Zero Downpayment* This Property Is Less Than 1 Mile to Luminis Medical Newer HVAC (2025) + Newer Flooring Throughout HOA Fees Cover Exterior Maintenance Including Roof Welcome to 2150 Hideaway Court! A Light-Filled & Tucked-Away Townhome in Coveted Creekside Cove. Three Bedrooms, Two Full & 1/2 Baths. This Home Is a Must-See for Those Who Want To be In The

    Linda Pelton Taylor Properties

    2150 Hideaway Ct Unit 28, Annapolis, MD 21401
  • 1014 Wells Ave, Annapolis, MD 21403
    1014 Wells Ave, Annapolis, MD 21403
    1014 Wells Ave, Annapolis, MD 21403
    /45

    $430,000

    • 4 Beds
    • 1.5 Baths
    • 880 Sq Ft

    1014 Wells Ave, Annapolis, MD 21403

    Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtown Annapolis for lunch or dinner. This cute 4-bedroom (egress in basement)1.5 bath rancher with eat-in kitchen and traditional floor plan living and dining room is perfect for you and your family. Relax and entertain on the size able deck off the kitchen. Enjoy central air conditioning, oil heating, electric

    VIKKI MASON EXIT Spivey Professional Realty Co.

    1014 Wells Ave, Annapolis, MD 21403
  • 141 West St Unit 201, Annapolis, MD 21401
    141 West St Unit 201, Annapolis, MD 21401
    141 West St Unit 201, Annapolis, MD 21401
    /30

    $482,500

    • 1 Bed
    • 1 Bath
    • 612 Sq Ft

    141 West St Unit 201, Annapolis, MD 21401

    Welcome to 141 West a boutique building styled after one of Manhattan’s most iconic neighborhoods SoHo, known for its historic cast iron architecture. At 141 West the high ceilings and large windows create an airy, open atmosphere, perfect for anyone who values spacious open living. The handful of condos fosters a sense of privacy and exclusivity, appealing to those who value a quieter, more

    Kurt Hornig Coldwell Banker Realty

    141 West St Unit 201, Annapolis, MD 21401
  • 316 Burnside St Unit 203, Annapolis, MD 21403
    316 Burnside St Unit 203, Annapolis, MD 21403
    316 Burnside St Unit 203, Annapolis, MD 21403
    /34

    $482,000

    • 1 Bed
    • 1 Bath
    • 525 Sq Ft

    316 Burnside St Unit 203, Annapolis, MD 21403

    Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets walkable Annapolis living. This beautifully updated 1 bedroom, 1 bath second-floor condo offers natural light, custom updates, and a coveted location just steps from Spa Creek and downtown Annapolis.The bright and inviting interior features built-in cabinetry, replaced windows, and stylish new light

    Jeannie Miller Long & Foster Real Estate, Inc.

    316 Burnside St Unit 203, 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
  • 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

    $464,800

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

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

    ***PRICE REDUCED - SELLER MOTIVATED***BY APPOINTMENT ONLY.55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT 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

    LaTanya Drayton United Real Estate Premier

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • 108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    108 Conley Dr, Annapolis, MD 21403
    /18

    $400,000

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

    108 Conley Dr, Annapolis, MD 21403

    Great location! Sweet, cozy, and lovely semi-detached home. 3 bedroom, 1 1/2 baths and semi finished basement. The house is ready for your personal touch! NEW ROOF 2023. Close to Truxtun Park and easy access to downtown Annapolis and US 50 /97 HWY. GREAT OPPORTUNITY! Bring your best offer.

    Edilene Barros Keller Williams Select Realtors of Annapolis

    108 Conley Dr, Annapolis, MD 21403
  • 402 Cranes Roost Ct, Annapolis, MD 21409
    402 Cranes Roost Ct, Annapolis, MD 21409
    402 Cranes Roost Ct, Annapolis, MD 21409
    /48

    $455,000

    • 3 Beds
    • 2 Baths
    • 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
  • 1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    1546 Shipsview Rd, Annapolis, MD 21409
    /17

    $445,000

    • Land
    • 0.47 Acre
    • $946,809 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. Note that the lot is mostly free of trees making it cheaper and easier to build. Buyers can design their own home or use one of two gorgeous current plans. A smart buyer would

    Alex Tower Sears TTR Sotheby's International Realty

    1546 Shipsview Rd, Annapolis, MD 21409
  • 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
  • 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
  • 5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    5 Park Place Unit 431, Annapolis, MD 21401
    /34

    $484,950

    • 1 Bed
    • 1 Bath
    • 839 Sq Ft

    5 Park Place Unit 431, Annapolis, MD 21401

    PRICE REDUCED !!! 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

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • 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
  • 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 New Construction

    • 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
  • 68 Harbour Heights Dr, Annapolis, MD 21401
    68 Harbour Heights Dr, Annapolis, MD 21401
    68 Harbour Heights Dr, Annapolis, MD 21401
    /3

    $415,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,524 Sq Ft

    68 Harbour Heights Dr, Annapolis, MD 21401

    Beautiful Move-In Ready Townhome in Annapolis! Welcome to this stunning, fully updated townhome in the heart of Annapolis—perfectly located near the hospital and ideal for commuters! This home is truly move-in ready with brand-new carpet, new garbage disposal 2025, roof 2021, washing machine 2024 and HVAC 2019. This home is offering modern comfort and peace of mind. The spacious primary suite is

    Summerlea Lee Berkshire Hathaway HomeServices PenFed Realty

    68 Harbour Heights Dr, Annapolis, MD 21401
  • 3 Cypress Rd, Annapolis, MD 21403
    3 Cypress Rd, Annapolis, MD 21403
    /2

    $410,000 Coming Soon

    • 3 Beds
    • 1 Bath
    • 1,206 Sq Ft

    3 Cypress Rd, Annapolis, MD 21403

    Nestled in the heart of Annapolis, this 3-bedroom, 1-bath home offers a fantastic opportunity for investors or buyers looking to add their personal touch. The property features a solid layout with great bones and includes an unfinished ±800 sq ft addition—providing ample space to expand and customize to your needs. With a little vision and renovation, this home has tremendous potential to shine.

    Nikita Bridges-Contee Douglas Realty LLC

    3 Cypress Rd, Annapolis, MD 21403
  • 20 Washington Dr, Annapolis, MD 21401
    20 Washington Dr, Annapolis, MD 21401
    /2

    $480,000 Coming Soon

    • 5 Beds
    • 2 Baths
    • 1,828 Sq Ft

    20 Washington Dr, Annapolis, MD 21401

    Coming Soon in Annapolis! Charming single-family home located in a well-established neighborhood. This home offers great potential with a spacious lot and inviting curb appeal. Conveniently located near shopping, dining, and major commuter routes. Stay tuned for more details and professional photos—this one won’t last!

    Yvette Flores Samson Properties

    20 Washington Dr, Annapolis, MD 21401
  • 113 Legion Ave, Annapolis, MD 21401
    113 Legion Ave, Annapolis, MD 21401
    /2

    $475,000 Coming Soon

    • 6 Beds
    • 3 Baths
    • 1,949 Sq Ft

    113 Legion Ave, Annapolis, MD 21401

    Tucked just off West Street in Annapolis, this well-maintained split foyer blends space and flexibility. Freshly painted with new flooring throughout, the home offers a bright, refreshed feel from the moment you step inside. With 6 bedrooms and 3 full baths—3 bedrooms on each level—the layout is ideal for multi-generational living, guests, or work-from-home needs. The main level bath was

    Juli Blanton Keller Williams Flagship

    113 Legion Ave, Annapolis, MD 21401
  • 13 Alder Rd, Eastport, MD 21403
    13 Alder Rd, Eastport, MD 21403
    /2

    $499,000 Coming Soon

    • 4 Beds
    • 1.5 Baths
    • 1,320 Sq Ft

    13 Alder Rd, Eastport, MD 21403

    Mr. K Oyedele Cornerstone Properties and Financial Services LLC

    13 Alder Rd, Eastport, MD 21403
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 37 days on the market compared to the national average of 55 days. The median sale price for homes in Annapolis, MD over the last 12 months is $625,000, up 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$822,500
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$420,000
Median 1 Bedroom Sale Price
$447,500
Average Price Per Sq Ft
$354
Number of Homes for Sale
235
Last 12 months Home Sales
1,313
Months of Supply
2.10
Median List Price
$635,000
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 27 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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