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Annapolis, MD Homes for Sale under $500,000

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  • /2

    $499,000 Coming Soon

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

    13 Alder Rd, Eastport, MD 21403

    Agent Photo

    Mr. K Oyedele

    Cornerstone Properties and Financial Services LLC

    (410) 376-5350

    13 Alder Rd, Eastport, MD 21403
  • /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
  • /29

    $499,900

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

    207 1st St, Annapolis, MD 21401

    UPDATE: Open House this Saturday from 11-2pm. Seller is offering Seller help of $10,000 for any contract closed on or before 5/13. The update to open house would be scheduled then an ad through property boost and or the Ad builder site tied to MLS would be added for the open house.This home has so much to offer. The lot is larger than you think with a fenced back yard. The home itself

    James Dick Long & Foster Real Estate, Inc.

    207 1st St, Annapolis, MD 21401
  • /33

    $479,900

    • 2 Beds
    • 2 Baths
    • 1,234 Sq Ft

    905 Yardarm Ln, Annapolis, MD 21401

    Timothy Kane D.S.A. Properties & Investments LLC

    905 Yardarm Ln, Annapolis, MD 21401
  • /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
  • /35

    $460,000

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

    921 Boom Way, Annapolis, MD 21401

    Welcome to carefree living in the desirable 55+ community in Heritage Harbour. This charming, well‐kept townhome offers a 1‐car garage, 2 bedrooms, 2.5 baths, and wonderful bonus spaces including a second‐floor study with built‐ins and a large family room that can double as a 3rd bedroom. Enjoy elegant touches like crown molding, wainscoting, and laminate floors in the living and dining rooms.

    Paul DiBari Cummings & Co. Realtors

    921 Boom Way, Annapolis, MD 21401
  • /32

    $445,000 Open Sun 12:30PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,476 Sq Ft

    185 Clay St, Annapolis, MD 21401

    “The House and a Half” is a truly distinctive and beloved downtown Annapolis residence, admired by passersby and perfectly positioned in the heart of the historic district. A sun-filled foyer with a charming wood-burning fireplace sets a warm, welcoming tone and flows seamlessly into the living and dining rooms. The kitchen continues the home’s timeless appeal, featuring gray cabinetry, stainless

    Nick Waldner Keller Williams Realty Centre

    185 Clay St, Annapolis, MD 21401
  • /27

    $469,900

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

    100 1st St, Annapolis, MD 21401

    Welcome home to this charming and well-maintained 3-bedroom, 2-bath property offering comfort, flexibility, and convenience in a sought-after location. From the moment you arrive, you’ll fall in love with the adorable front porch—perfect for relaxing, enjoying your morning coffee, and connecting with the neighborhood. Inside, the home features a functional layout with comfortable living spaces

    Jack Papaleonti Academy Realty Inc.

    100 1st St, Annapolis, MD 21401
  • /36

    $498,000

    • 2 Beds
    • 2 Baths
    • 1,433 Sq Ft

    102 Oak Dr, Annapolis, MD 21403

    Located in the highly desirable Hillsmere Shores community, 102 Oak Drive offers a comfortable lifestyle in one of Annapolis’ most well-established neighborhoods. Conveniently located just minutes from downtown Annapolis, the U.S. Naval Academy, and major commuter routes, this home provides easy access to shopping, dining, and everyday essentials. Residents of Hillsmere Shores also enjoy easy

    Amy Presley Samson Properties

    102 Oak Dr, Annapolis, MD 21403
  • /30

    $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
  • /34

    $499,000 Open Sun 11AM - 1PM

    • 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
  • /60

    $499,900

    • 3 Beds
    • 2 Baths
    • 2,354 Sq Ft

    2646 Quiet Water Cove, Annapolis, MD 21401

    Popular, one level floor plan in the 55+ community of Heritage Harbour offering just the right amount of space to enjoy the next phase of your life. You will feel right at home when you turn into this lovely, cul de sac with mature trees and attractive, brick or stone front homes. Pull into your one car garage with automatic door opener & immediate access to the kitchen for easy unloading of

    Martin Lanzino Douglas Realty, LLC

    2646 Quiet Water Cove, Annapolis, MD 21401
  • /40

    $459,990

    • 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

    Linda Pelton Taylor Properties

    2150 Hideaway Ct Unit 28, Annapolis, MD 21401
  • /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
  • /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
  • /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
  • /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
  • /41

    $464,800 Open Sun 3PM - 4PM

    • 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
  • /52

    $499,000

    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    2568 Glen Cove, Annapolis, MD 21401

    Tucked away at the end of a quiet cul-de-sac, this two-level home offers privacy and tranquility, surrounded by mature trees and lush landscaping. Inside, the updated main level features durable and stylish LVP flooring, and it's truly move-in ready. SELLER OFFERING A $2000 credit towards new carpet. The kitchen, remodeled in 2015, includes Corian countertops, a tile backsplash, updated cabinets,

    Laura Gayvert Compass

    2568 Glen Cove, Annapolis, MD 21401
  • /18

    $400,000 Open Sun 11AM - 2PM

    • 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
  • /30

    $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
  • /23

    $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
  • /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
  • /48

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    3365 Arundel on The Bay Rd, Annapolis, MD 21403

    New Price. Welcome Home!!! Beautiful Single Family Home, a peaceful retreat nestled in the water-privileged community of Oyster Harbor. Updates include all new oak hardwood flooring, custom kitchen cabinets with island and lots of counter space, quartz countertops and stainless steel appliances, sun filled living room, dining room, upscale bathrooms w/ custom tile and vanities, large bedrooms,

    Olisa Akpati Fairfax Realty Select

    3365 Arundel on The Bay Rd, Annapolis, MD 21403
  • /33

    $484,950

    • 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. 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 building, One owned/ assigned underground garage parking space with remote opener,

    George Gorayeb Anne Arundel Properties, Inc.

    5 Park Place Unit 431, Annapolis, MD 21401
  • /2

    $410,000

    • 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
  • /2

    $439,900

    • 3 Beds
    • 2 Baths
    • 916 Sq Ft

    1531 Hickory Wood Dr, Annapolis, MD 21409

    FRESHLY PAINTED AND NEW CARPET THROUGHTOUT. WALKOUT BASEMENT.THANK YOU FOR SHOWING

    Curtis LeMay Real Estate Depot

    1531 Hickory Wood Dr, Annapolis, MD 21409
  • /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
  • /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
  • /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
  • /2

    $435,000 Coming Soon

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

    434 Peach Ct, Annapolis, MD 21409

    END UNIT Townhouse in Walnut Ridge! What makes this one stand out are all of the thoughtful upgrades the Seller put into it. The main level features a renovated kitchen with stainless steel appliances, granite countertops, glass-front lighted cabinetry, peninsula with pendant lighting, and wainscotting, giving it that coastal feel. The adjacent breakfast room provides direct access to a newer

    Jenn Klarman Long & Foster Real Estate, Inc.

    434 Peach Ct, Annapolis, MD 21409
  • /2

    $404,900 Coming Soon

    • 5 Beds
    • 1.5 Baths
    • 1,613 Sq Ft

    1604 Secretariat Dr, Annapolis, MD 21409

    PHOTOS COMING SOON! ACTIVE APRIL 14TH ! DONT MISS OUT! Welcome to this well-maintained semi-detached home offering 5 bedrooms and 1.5 bathrooms. Located in a highly desirable neighborhood just outside of Annapolis, this home offers the best of both worlds—a peaceful residential setting with quick access to the dining, shopping, and waterfront charm of Annapolis and surrounding areas. Commuters

    John Crisafulli RE/MAX Advantage Realty

    1604 Secretariat Dr, Annapolis, MD 21409
  • /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
  • /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

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$625,000
Median Single Family Sale Price
$815,000
Median Townhouse Sale Price
$459,000
Median 2 Bedroom Sale Price
$440,000
Median 1 Bedroom Sale Price
$453,700
Average Price Per Sq Ft
$354
Number of Homes for Sale
250
Last 12 months Home Sales
1,304
Months of Supply
2.30
Median List Price
$640,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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