12

Annapolis, MD Homes for Sale under $300,000

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  • 30 Hearthstone Ct Unit J, Annapolis, MD 21403
    30 Hearthstone Ct Unit J, Annapolis, MD 21403
    30 Hearthstone Ct Unit J, Annapolis, MD 21403
    /38

    $295,000 Open Sat 12PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    30 Hearthstone Ct Unit J, Annapolis, MD 21403

    Welcome to this beautifully maintained 2-bedroom, 2-bath condominium in the desirable Annapolis Overlook community, offering 1,376 square feet of comfortable living space. This inviting home features warm wood flooring and a cozy wood-burning fireplace, creating the perfect setting for both everyday living and relaxing evenings. Step outside onto your private balcony and enjoy peaceful wooded

    Billy Barr Keller Williams Realty Delmarva

    30 Hearthstone Ct Unit J, 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

    $293,500 Open House 4/11

    • 2 Beds
    • 2 Baths

    5 Silverwood Cir Unit 1, Annapolis, MD 21403

    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 storage! Extra storage area included in basement ! Master bedroom has full bath ! Updated kitchen ! New light fixtures including eyeball lights! New glass door in shower

    Bev Langley Coldwell Banker Realty

    5 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 930 Astern Way Unit 304, Annapolis, MD 21401
    930 Astern Way Unit 304, Annapolis, MD 21401
    930 Astern Way Unit 304, Annapolis, MD 21401
    /42

    $275,000

    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft

    930 Astern Way Unit 304, Annapolis, MD 21401

    Welcome to 930 Astern Way — a spacious and beautifully updated 1-bedroom, 11⁄2-bath condominium located in the sought-after 55+ community of Heritage Harbour. This bright and inviting unit has been thoughtfully refreshed with luxury vinyl plank flooring, an updated kitchen, and renovated bathrooms, offering modern comfort and low-maintenance living. The open layout creates an airy feel, with

    Jack Papaleonti Academy Realty Inc.

    930 Astern Way Unit 304, Annapolis, MD 21401
  • 300 Hilltop Ln Unit H, Annapolis, MD 21403
    300 Hilltop Ln Unit H, Annapolis, MD 21403
    300 Hilltop Ln Unit H, Annapolis, MD 21403
    /27

    $275,000

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

    300 Hilltop Ln Unit H, Annapolis, MD 21403

    Welcome to easy Annapolis living at 300 Hilltop Lane! This well-maintained 2-bedroom, 2-bath second-level condo offers over 1,000 square feet of comfortable living space with a bright, open layout perfect for everyday living and entertaining. The spacious living and dining area features beautiful hardwood flooring and abundant natural light, creating a warm and inviting atmosphere. The kitchen is

    Christopher Sidoriak Keller Williams Flagship

    300 Hilltop Ln Unit H, Annapolis, MD 21403
  • 1113 Primrose Ct Unit 204, Annapolis, MD 21403
    1113 Primrose Ct Unit 204, Annapolis, MD 21403
    1113 Primrose Ct Unit 204, Annapolis, MD 21403
    /37

    $279,000

    • 2 Beds
    • 1 Bath
    • 922 Sq Ft

    1113 Primrose Ct Unit 204, Annapolis, MD 21403

    Welcome to 1113 Primrose Court #204 in the ultra convenient community of The Landing at Spa Creek! Step into a recently refreshed building with secure keypad entry and head up to this spacious second floor, 2 bedroom, 1 bath condo. Inside, you’ll be delighted by the light filled living room and open floor plan, perfect for everyday living and entertaining. The updated kitchen features a large

    Chad Robertson Compass

    1113 Primrose Ct Unit 204, Annapolis, MD 21403
  • 300 Hilltop Ln Unit 300B, Annapolis, MD 21403
    300 Hilltop Ln Unit 300B, Annapolis, MD 21403
    300 Hilltop Ln Unit 300B, Annapolis, MD 21403
    /24

    $285,000

    • 2 Beds
    • 2 Baths
    • 1,078 Sq Ft

    300 Hilltop Ln Unit 300B, Annapolis, MD 21403

    Take advantage of the opportunity to own this beautifully maintained two-bedroom, two full bath condo in Annapolis. Offering convenient one-level living, this home combines comfort, updates, and an ideal location.The kitchen is thoughtfully appointed with granite countertops, stainless steel appliances, updated LED lighting, and additional seating space—perfect for casual dining or

    Kristen Swartz Taylor Properties

    300 Hilltop Ln Unit 300B, Annapolis, MD 21403
  • 57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    57 Town Pines Ct, Annapolis, MD 21401
    /35

    $275,000

    • 3 Beds
    • 1.5 Baths
    • 1,037 Sq Ft

    57 Town Pines Ct, Annapolis, MD 21401

    NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations.Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a

    Yury Garamyan Jason Mitchell Group

    57 Town Pines Ct, Annapolis, MD 21401
  • 1233 Gemini Dr Unit C, Annapolis, MD 21403
    1233 Gemini Dr Unit C, Annapolis, MD 21403
    1233 Gemini Dr Unit C, Annapolis, MD 21403
    /34

    $229,999

    • 1 Bed
    • 1 Bath
    • 864 Sq Ft

    1233 Gemini Dr Unit C, Annapolis, MD 21403

    Stop searching and start living the Annapolis dream. Unit #C at 1233 Gemini Drive offers the perfect "lock-and-leave" sanctuary for the busy professional or the weekend adventurer. This isn't just a condo; it’s your home base for everything the Chesapeake Bay lifestyle has to offer. Bathed in natural light, this thoughtfully designed layout maximizes every square inch. Whether you’re hosting a

    Mike Myslinski Kelly and Co Realty, LLC

    1233 Gemini Dr Unit C, Annapolis, MD 21403
  • 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 Long & Foster Real Estate, Inc.

    7101 Bay Front Dr Unit 301, Annapolis, MD 21403
  • 300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
    /61

    $290,000

    • 2 Beds
    • 2 Baths
    • 1,321 Sq Ft

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403

    Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appliances in the kitchen, the stove is brand new, fine cabinets and granite countertops. Hardwood flooring in the living room and dining room, and a nice balcony though the living room slider. The primary bedroom has a large walk-in closet and attached full bath. And, the second bedroom is across the hall from

    Christopher Fuller Long & Foster Real Estate, Inc.

    300 Hilltop Ln Unit 300I, Annapolis, MD 21403
  • 11 Silverwood Cir Unit 1, Annapolis, MD 21403
    11 Silverwood Cir Unit 1, Annapolis, MD 21403
    /2

    $275,000 Coming Soon

    • 2 Beds
    • 2 Baths

    11 Silverwood Cir Unit 1, Annapolis, MD 21403

    Discover easy, low-maintenance living in this beautifully maintained two-bedroom, two-bath garden level condo, ideally located just minutes from downtown Annapolis, dining and shopping. And if nature is calling you, Quiet Water's park is just a few minutes away.The spacious living room opens to a private walkout patio, perfect for morning coffee or relaxed evenings. A separate dining area and

    Jackie Reinauer Long & Foster Real Estate, Inc.

    11 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    /2

    $279,999 Coming Soon

    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

    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 throughout, and entire unit

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
Maryland Anne Arundel County Annapolis

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

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.

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Browse a range of homes for sale under $300,000 in Annapolis, offering accessible options for prospective buyers. With 12 listings available, there's a variety of affordable properties to explore, from charming starter homes to spacious family residences. These homes present an excellent opportunity to enter the housing market and secure a property that fits both your preferences and your budget in Annapolis, MD.

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