18

Annapolis, MD Homes for Sale under $300,000

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  • 20 Silverwood Cir Unit 5, Annapolis, MD 21403
    20 Silverwood Cir Unit 5, Annapolis, MD 21403
    20 Silverwood Cir Unit 5, Annapolis, MD 21403
    /15

    $289,000

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    20 Silverwood Cir Unit 5, Annapolis, MD 21403

    Professional Photos to come! COMING SOON! Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    20 Silverwood Cir Unit 5, Annapolis, MD 21403
  • 796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
    /37

    $299,900

    $15K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 756 Sq Ft

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403

    Welcome to effortless waterfront living in the sought-after Severn House community! This charming 1-bedroom, 1-bath condo offers the perfect blend of tranquility and Annapolis lifestyle—whether you're paddleboarding out for your morning coffee, hopping on the water taxi for an evening in town, or enjoying sunset cruises from your own rented boat slip. Spend your days lounging by the waterfront

    Agent Photo

    Jennifer Marsh

    Cummings & Co. Realtors

    796 Fairview Ave Unit 796 F, Annapolis, MD 21403
  • 1012 Carrs Rd, Annapolis, MD 21403
    1012 Carrs Rd, Annapolis, MD 21403
    /2

    $98,000

    • Land
    • 6,969 Sq Ft
    • $612,500 per Acre

    1012 Carrs Rd, Annapolis, MD 21403

    Level lot, 2017 perc evaluation indicated a possible home up to a 2,500 sq ft . Buyer to verify all information.

    John Freeman Coldwell Banker Realty

    1012 Carrs Rd, Annapolis, MD 21403
  • 122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    122 Merryman Ct, Annapolis, MD 21401
    /30

    $255,000

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    122 Merryman Ct, Annapolis, MD 21401

    Great Brick Townhouse in Annapolis offering two bedrooms with brand new carpet and hallway with full bath upstairs* Main level offers large Living Room area, Hallway with half bath, Dining and Eat-in Area off of kitchen with Sliding Door to backyard* Kitchen has new Stainless Steel appliances that include the refrigerator, dishwasher and stove as well as new countertop * There is also a closet

    Constance Golihew Coldwell Banker Realty

    122 Merryman Ct, Annapolis, MD 21401
  • 302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    302 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    302 Hilltop Ln Unit H, Annapolis, MD 21403

    FHA - APPROVED !! Welcome to 302-H Hilltop Lane, a beautifully maintained home that offers a perfect blend of comfort, convenience, and low-maintenance living , close to water, boating activities, concert venues.and more. Freshly painted 2BR/2BA condo in sought-after North Green Condominiums! Features a spacious living room filled with natural light, an inviting kitchen complete with stainless

    Tammy Perkins-Mack RESCOM, REALTORS

    302 Hilltop Ln Unit H, Annapolis, MD 21403
  • LOT 6 Gilmer St, Annapolis, MD 21401
    LOT 6 Gilmer St, Annapolis, MD 21401
    LOT 6 Gilmer St, Annapolis, MD 21401
    /3

    $99,000

    • Land
    • 4,791 Sq Ft
    • $900,000 per Acre

    LOT 6 Gilmer St, Annapolis, MD 21401

    Builder Special ... Vacant Lot ready for your vision for a small and functional single family home that would be super close to downtown. The parcel is partially fenced and has an existing paved driveway that leads to a one car carport that was once used by the owners of the adjoining lot. Buyer responsible for feasibility study, or lot use interpretation request, with the City of Annapolis

    Grant Warner RE/MAX Leading Edge

    LOT 6 Gilmer St, Annapolis, MD 21401
  • 205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    /14

    $269,999

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

    Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
  • 1227 Creek Dr, Annapolis, MD 21403
    1227 Creek Dr, Annapolis, MD 21403
    1227 Creek Dr, Annapolis, MD 21403
    /13

    $15,000

    $10K PRICE DROP
    • Land
    • 17,859 Sq Ft
    • $36,585 per Acre

    1227 Creek Dr, Annapolis, MD 21403

    ONLINE AUCTION: Bidding begins 07/03/2026 @ 10:00 AM. Bidding ends 07/07/2026 @ 11:55 AM. List Price is Suggested Opening Bid. Deposit: $5,000. Tucked inside the sought-after Oyster Harbor community of Annapolis, this 0.41-acre homesite at 1227 Creek Dr offers something increasingly rare in Anne Arundel County: land in an established waterfront neighborhood just minutes from the heart of

    Adam Shpritz

    1227 Creek Dr, Annapolis, MD 21403
  • 16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    /38

    $265,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    16 Silverwood Cir Unit 1, Annapolis, MD 21403

    Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this

    Bill Beam Beam Realty Group, Inc.

    16 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 1 Silverwood Cir Unit 8, Annapolis, MD 21403
    1 Silverwood Cir Unit 8, Annapolis, MD 21403
    /2

    $267,500

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    1 Silverwood Cir Unit 8, Annapolis, MD 21403

    Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid

    Darrell Jones Keller Williams Select Realtors of Annapolis

    1 Silverwood Cir Unit 8, Annapolis, MD 21403
  • 930 Astern Way Unit 510, Annapolis, MD 21401
    930 Astern Way Unit 510, Annapolis, MD 21401
    930 Astern Way Unit 510, Annapolis, MD 21401
    /50

    $289,000

    $11K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft

    930 Astern Way Unit 510, Annapolis, MD 21401

    Price Improvement! Welcome to 930 Astern Way — now featuring a brand-new HVAC system and a new improved price! This completely renovated, spacious 1-bedroom, 11⁄2-bath condominium is located in the sought-after 55+ community of Heritage Harbour and offers modern comfort with worry-free, low-maintenance living. The open floor plan creates a bright and airy atmosphere, with abundant natural light

    Jack Papaleonti Academy Realty Inc.

    930 Astern Way Unit 510, Annapolis, MD 21401
  • 1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
    /32

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,067 Sq Ft

    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403

    Move-in ready ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a convenient Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home combines comfort and easy maintenance. The sun-filled eat-in kitchen has been upgraded with stainless steel appliances, granite countertops, a stylish tile backsplash, and abundant

    Bob Chew Samson Properties

    1227 Gemini Dr Unit 1227-C, Annapolis, MD 21403
  • 10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    10 Sandstone Ct, Annapolis, MD 21403
    /28

    $298,500

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    10 Sandstone Ct, Annapolis, MD 21403

    Welcome to this fully renovated, single level condo on the 2nd floor of the building. One of the most recently updated 2-bedroom unit in the community, featuring brand-new flooring throughout and a gorgeous new kitchen with granite countertops, new stainless steel appliances, and other modern finishes. The open-concept living area is spacious and inviting. Community amenities include an outdoor

    Branden Schroeder GybeSet Homes

    10 Sandstone Ct, Annapolis, MD 21403
  • 5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    5 Silverwood Cir Unit 1, Annapolis, MD 21403
    /25

    $269,999

    $24K PRICE DROP
    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    1312 Square Ft Condo in Fairwinds of Annapolis ***NEW HVAC November 2024*** NEW LIGHTING 2024***NEW ELECTRICAL PANEL 2026 ***New shower glass door in master bathroom Popular Fairwinds Condo is a great place to live!! Two Bedroom Two Bath WITH DEN condominium ! Newer stainless steel appliances ! Freshly painted 2026 ! Luxury Vinyl thru living areas and carpet in bedrooms! Lots of closets and

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    3338 Arundel on The Bay Rd, Annapolis, MD 21403
    /3

    $50,000

    • Land
    • 10,018 Sq Ft
    • $217,391 per Acre

    3338 Arundel on The Bay Rd, Annapolis, MD 21403

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 7/24/2026, 10:00 AM. Bidding ends 7/28/2026, 12:15 PM. The list price is the suggested opening bid. Deposit: $10,000. This +/- 10,000 ft2 parcel of land is located in Annapolis, MD within Anne Arundel County. It is just minutes away to Fishing Creek and Thomas Point Park. It offers easy

    Adam Shpritz Ashland Auction Group LLC

    3338 Arundel on The Bay Rd, Annapolis, MD 21403
  • 2900 Shipmaster Way, Annapolis, MD 21401
    2900 Shipmaster Way, Annapolis, MD 21401
    2900 Shipmaster Way, Annapolis, MD 21401
    /43

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft

    2900 Shipmaster Way, Annapolis, MD 21401

    Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional staging, this move-in-ready home offers both style and convenience. One of its most sought-after features is the private exterior entrance, allowing you to access the condo directly from the parking lot without going through the

    Jack Papaleonti Academy Realty Inc.

    2900 Shipmaster Way, Annapolis, MD 21401
  • 7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
    /58

    $300,000

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403

    Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living option for those 60+ Time to let someone one else take care of the daily cooking and cleaning, you only need to relax, socialize with your friends and enjoy all Annapolis, Md has to offer! One monthly fee takes care of ALL utilities, daily meal, weekly cleaning, taxes, insurance, garage parking,

    Diane Gavin Coldwell Banker Realty

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • 10 Sandstone Ct Unit K, Annapolis, MD 21403
    10 Sandstone Ct Unit K, Annapolis, MD 21403
    10 Sandstone Ct Unit K, Annapolis, MD 21403
    /23

    $285,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    10 Sandstone Ct Unit K, Annapolis, MD 21403

    Price Reduced! Back on the market with new photos! Welcome to this beautifully updated terrace-level condo offering the perfect blend of comfort and style. This 2-bedroom unit features fresh paint, brand-new carpet, and an upgraded kitchen complete with new countertops and stainless steel appliances. Enjoy easy single-level living with a spacious, open-concept layout that flows seamlessly to a

    Sean Ussery CENTURY 21 New Millennium

    10 Sandstone Ct Unit K, Annapolis, MD 21403
Maryland Anne Arundel County Annapolis

Real Estate & Homes in Annapolis, MD under $300,000

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $632,500, up 2% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price
$632,500
Median Single Family Sale Price
$839,900
Median Townhouse Sale Price
$456,000
Median 2 Bedroom Sale Price
$457,000
Median 1 Bedroom Sale Price
$429,750
Average Price Per Sq Ft
$360
Number of Homes for Sale
287
Last 12 months Home Sales
1,320
Months of Supply
2.60
Median List Price
$651,250
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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