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For sale
  • $649,900

    7737 Westerly Dr, Preston, MD 21655

    3beds
    2,343sqft
    : 
    $4,535/mo
    Get pre-qualified
    Single Family Residence
    Built in 1994
    1.07 Acres Lot
    $-- Zestimate®
    $277/sqft
    $-- HOA

    What's special

    Private rear yardFlexible bonus spaceBrand-new sidingStainless steel appliancesNew interior doorsNew exterior doorsNew exterior lighting
    **Thoughtfully Renovated & Move-In Ready** Welcome to a beautifully renovated home offering 3 bedrooms plus a flexible bonus space with potential for a 4th bedroom in the water front community of Two Johns. Extensively updated from top to bottom, this home offers a fresh, modern feel while maintaining a warm and inviting atmosphere. As you enter, you’ll immediately notice the all-new flooring and lighting throughout, freshly painted rooms, new interior doors, and crown molding featured in most spaces, creating a clean and cohesive look throughout the home. The updated kitchen combines style and functionality with beautiful quartz countertops and stainless steel appliances, making it the perfect space for everyday living and entertaining. All three bathrooms have been thoughtfully updated, including a beautifully redesigned and custom-appointed primary suite bathroom. Step outside and enjoy the best of outdoor living from the spacious screened-in porch overlooking the private rear yard. The backyard retreat features an inviting in-ground pool and a 1,000-gallon pond with a tranquil waterfall, creating a peaceful setting for relaxing, entertaining, and enjoying your own private oasis. The exterior has received an impressive facelift as well, featuring brand-new siding, Azek window trim, new exterior doors, and new exterior lighting, giving the home a fresh and welcoming appearance from the moment you arrive. The spacious two-car garage offers even more versatility with a full bonus room on the second floor, complete with heat and A/C on both levels—perfect for a home office, gym, entertainment space, guest area, or potential additional living space. A lean-to extends off the back of the garage, providing even more room for storage, hobbies, equipment, or outdoor necessities. With extensive updates throughout and incredible indoor and outdoor living spaces, this home is move-in ready and waiting for its new owners!
    10 days
    438
    18

    Zillow last checked:

    Listing updated:

    Listed by:

    Amy Endzel 443-786-5189,

    Keller Williams Select Realtors of Annapolis 4109724000

    Source: Bright MLS,MLS#: MDCM2007772MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      • Main level bathrooms: 3
      • Main level bedrooms: 3
      Rooms
      • Room types: Living Room, Kitchen, Bonus Room
      Bonus room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Heat Pump, Electric
      Cooling
      • Central Air, Electric
      Appliances
      • Included: Microwave, Dishwasher, Refrigerator, Cooktop, Washer, Dryer, Tankless Water Heater
      • Laundry: Main Level
      Features
      • Bathroom - Tub Shower, Bathroom - Walk-In Shower, Ceiling Fan(s), Combination Kitchen/Dining, Family Room Off Kitchen, Recessed Lighting, Upgraded Countertops, Walk-In Closet(s), Dry Wall
      • Flooring: Engineered Wood, Luxury Vinyl, Tile/Brick
      • Has basement: No
      • Has fireplace: No
      Interior area
      • Total structure area: 2,343
      • Total interior livable area: 2,343 sqft
      • Finished area above ground: 2,343
      • Finished area below ground: 0

      Property

      Parking
      • Total spaces: 6
      • Parking features: Garage Faces Front, Garage Faces Side, Storage, Other, Asphalt, Driveway, Detached
      • Garage spaces: 2
      • Uncovered spaces: 4
      Accessibility
      • Accessibility features: None
      Features
      • Levels: One
      • Stories: 1
      • Patio & porch: Deck, Screened, Porch
      • Exterior features: Lighting, Other
      • Has private pool: Yes
      • Pool features: In Ground, Private
      • Spa features: Hot Tub
      Lot
      • Size: 1.07 Acres
      • Features: Corner Lot/Unit
      Details
      • Additional structures: Above Grade, Below Grade
      • Parcel number: 0608013667
      • Zoning: R
      • Special conditions: Standard

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch/Rambler
      • Property subtype: Single Family Residence
      Materials
      • Combination
      • Foundation: Crawl Space
      • Roof: Shingle
      Condition
      • New construction: No
      • Year built: 1994
      • Major remodel year: 2026

      Utilities & green energy

      • Sewer: Private Septic Tank
      • Water: Private

      Community & HOA

      Community
      • Subdivision: Two Johns
      HOA
      • Has HOA: No
      Location
      • Region: Preston

      Financial & listing details

      • Price per square foot: $277/sqft
      • Tax assessed value: $388,433
      • Annual tax amount: $4,264
      • Date on market: 9/7/2026
      • Listing agreement: Exclusive Right To Sell
      • Inclusions: Hot Tub(unknown Condition), Pool Table & Accessories, Picnic Tables
      • Ownership: Fee Simple

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/7/2026Listed for sale$649,900+233.3%$277/sqft
        Source: Bright MLS #MDCM2007772 Report a problem
        1/5/2017Sold$195,000$83/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$3,807 -1.5%$385,000 +8.7%
        2024$3,867 +9.6%$354,100 +9.6%
        2023$3,529 +10.6%$323,200 +10.6%
        2022$3,192 +2.8%$292,300 +2.8%
        2021$3,105 +2.9%$284,367 +2.9%
        2020$3,019 +3%$276,433 +3%
        2019$2,932 $268,500
        2018$2,932 $268,500
        2017$2,932 +3.5%$268,500 -5.6%
        2016$2,832 $284,300
        2015$2,832 $284,300
        2014$2,832 $284,300 -6.3%
        2013-- $303,400
        2012-- $303,400
        2011-- $303,400 -24.7%
        2010-- $403,050 +15.5%
        2009-- $348,832 +18.4%
        2008-- $294,616 +22.6%
        2007-- $240,400 +8.4%
        2006-- $221,716 +9.2%
        2005-- $203,033 +10.1%
        2004-- $184,350 +2.8%
        2003-- $179,260 +43.7%
        2002-- $124,773 +4.6%
        2001-- $119,340
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
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        Climate risks

        Neighborhood: 21655

        Getting around

        0 / 100
        Car-Dependent
        25 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • District: Caroline County Public Schools

        Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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