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For sale
  • Price cut: $20K (11/20)
    $480,000

    1529 Deep Water Rd, Woolford, MD 21677

    4beds
    2,072sqft
    : 
    Single Family Residence
    Built in 1998
    2.22 Acres Lot
    $451,800 Zestimate®
    $232/sqft
    $-- HOA

    What's special

    Wood pellet stove insertSpectacular viewLarge walk-in closetWood doorsSeparate one piece showerOpen modern floor planBacks to woods
    Looking for a serene location? Peace and quiet can be found here in Woolford, in the Deep Water neighborhood. Conveniently located halfway between Cambridge and Taylors Island, Woolford is a water oriented town with close proximity to Blackwater National Wildlife Refuge. This custom-built all brick single-story home is situated on a flat and grassy 2.22 acre lot that backs to woods. The home offers an open, modern floor plan. Coming home the brick front porch leads to the front door. Inside the foyer opens into the center of the home. Note 9’ ceilings and wood doors throughout. Inviting entry to the great room from the foyer, with a spectacular view out the double set of sliding glass doors showing the majestic trees in the rear wooded backdrop. The great room has a brick fireplace that has only been used with a wood pellet stove insert. The stove can reduce the cost of your electric bills with an efficient heat source while still providing aesthetic glow of a fireplace without the mess and hassle. Off the great room there is a spacious kitchen with bay window in the dining area and abundance of counter and cabinet space including a pantry cabinet and counter overhang for stools. In total there are 4 bedrooms, 2.5 bathrooms including the primary bedroom ensuite. The primary suite is located on the opposite side of the house from the other 3 bedrooms for privacy. It has a large walk-in closet, generous bathroom with dual sinks, a whirlpool bathtub, and a separate one piece shower. The other bedrooms all have ceiling fans and the front corner bedroom offers a high vaulted ceiling with a fan and a huge front arched window. Throughout the home there are many windows providing natural light and warmth to the home. The closets are all spacious. Currently the owner has set up a bedroom for use as a home office with vinyl floor and shelved closet. Convenient 1st floor laundry/mud room has cabinets and utility sink. From there you can enter the large, attached 2-car garage with a workbench, and a garage door opener with 2 new remote controls. Some of the many 2025 updates of the home include: Fresh paint & new carpet throughout, newly refinished wood floors in the foyer, kitchen, and dining area. New 50 gal. water heater w/ booster (installed Mar 2025), Dishwasher (installed 2024), HVAC system (installed 2024). In addition, for your convenience, the home comes with a central vac system with attachments! Price reduced for quick sale. Don’t miss this opportunity! Call your agent today for your own private viewing.
    90 days
    |
    387
    |
    7
    |

    Zillow last checked: 8 hours ago

    Listing updated: November 20, 2025 at 08:25am

    Listed by:

    Patty Smallwood 301-332-3876,

    Maryland Real Estate Network (240) 456-0016,

    Listing Team: The Smallwood Team, Co-Listing Team: The Smallwood Team,Co-Listing Agent: Kenneth W Smallwood 301-332-1753,

    Maryland Real Estate Network

    Source: Bright MLS,MLS#: MDDO2010646MLS Logo

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    • Main level bathrooms: 3
    • Main level bedrooms: 4
    Basement
    • Area: 0
    Heating
    • Heat Pump, Electric
    Cooling
    • Heat Pump, Electric
    Appliances
    • Included: Dishwasher, Dryer, Exhaust Fan, Range Hood, Refrigerator, Cooktop, Washer, Water Heater, Electric Water Heater
    • Laundry: Main Level
    Features
    • Bathroom - Stall Shower, Breakfast Area, Ceiling Fan(s), Central Vacuum, Combination Kitchen/Dining, Entry Level Bedroom, Open Floorplan, Eat-in Kitchen, Primary Bath(s), Recessed Lighting, Walk-In Closet(s), 9'+ Ceilings, Vaulted Ceiling(s)
    • Flooring: Carpet, Wood, Vinyl
    • Doors: Sliding Glass, Six Panel
    • Windows: Double Hung, Palladian
    • Has basement: No
    • Number of fireplaces: 1
    • Fireplace features: Other
    Interior area
    • Total structure area: 2,072
    • Total interior livable area: 2,072 sqft
    • Finished area above ground: 2,072
    • Finished area below ground: 0

    Property

    Parking
    • Total spaces: 12
    • Parking features: Garage Faces Front, Gravel, Attached, Driveway
    • Attached garage spaces: 2
    • Uncovered spaces: 10
    Accessibility
    • Accessibility features: None
    Features
    • Levels: One
    • Stories: 1
    • Pool features: None
    • Has spa: Yes
    • Spa features: Bath
    Lot
    • Size: 2.22 Acres
    Details
    • Additional structures: Above Grade, Below Grade
    • Parcel number: 1016006173
    • Zoning: RR
    • Special conditions: Standard

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Ranch/Rambler
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Foundation: Crawl Space
    • Roof: Asphalt,Hip
    Condition
    • Very Good
    • New construction: No
    • Year built: 1998

    Utilities & green energy

    • Sewer: Septic Exists
    • Water: Well

    Community & HOA

    Community
    • Subdivision: Deep Water
    HOA
    • Has HOA: No
    Location
    • Region: Woolford

    Financial & listing details

    • Price per square foot: $232/sqft
    • Tax assessed value: $357,667
    • Annual tax amount: $3,690
    • Date on market: 9/25/2025
    • Listing agreement: Exclusive Right To Sell
    • Ownership: Fee Simple
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    Estimated market value

    $451,800

    $429,000 - $474,000

    $2,368/mo

    Price history

    Price history
    DateEventPrice
    11/20/2025Price change$480,000-4%$232/sqft
    Source: Bright MLS #MDDO2010646 Report a problem
    9/25/2025Listed for sale$500,000+72.7%$241/sqft
    Source: Bright MLS #MDDO2010646 Report a problem
    8/20/2008Sold$289,500+1058%$140/sqft
    Source: Public Record Report a problem
    5/29/1998Sold$25,000$12/sqft
    Source: Public Record Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025-- $357,667 +7.8%
    2024$3,690 +8.4%$331,833 +8.4%
    2023$3,403 +1%$306,000

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $2,865/mo
    Principal & interest
    $2317
    Property taxes
    $380
    Home insurance
    $168

      Climate risks

      Neighborhood: 21677

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • District: Dorchester 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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