20 Court StreetWinslow, ME 04901Price: $375,000

  • Price: $375,000
  • Est. Mortgage of $/month
  • 46 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.52% last updated on Jun 11, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • $375,000List Price
  • 2Bedrooms
  • 2Bathrooms
  • 2,752Square Feet
13088 - Welcome to 20 Court Street, nestled in Winslow's sought-after Smiley Acres neighborhood -- a home where warmth, comfort, and thoughtful design come together beautifully. Set on a quiet dead-end street, this meticulously maintained ranch invites you in from the moment you arrive, with colorful flower gardens framing the home, an inviting front porch perfect for morning coffee, and the kind of area where neighborly waves and evening conversations still exist. Step inside and feel instantly at home in the sun-filled open-concept kitchen and dining area, thoughtfully designed for everyday living and effortless entertaining. Just beyond, the spacious living room centers around a cozy built-in propane stove with rich wood mantle -- the perfect place to gather on cool Maine evenings. The first floor offers a generous primary bedroom retreat, a beautifully appointed bath with corner soaking tub, stand-up shower and double vanities, plus a second bedroom for guests or family. Down the wood staircase, the finished lower level opens a world of possibilities. Completely refinished with a full system by TC Hafford Basement Systems, including waterproof wainscoting half walls and poured concrete floors, this space is ideal for a family room, game room, or cozy den. A bonus room offers flexibility for an office, hobby room or additional bedroom, alongside a second full bath (to be completed before closing) and dedicated laundry room. Outside, enjoy an expansive two-car attached garage, paver patio, and open backyard ready for gardens, gatherings, and play -- a truly special place to call home.
Listed by Chelsea VanGorden of Allied Realty

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More Info

Tax Information

  • Parcel Number WINS-000034-000000-000099
  • Taxes$4,361

Basic Information

  • List Price$375,000
  • LocationTypeInterior Lot, Intown, Neighborhood, Subdivision
  • MLS Number1659684
  • Property SubTypeSingle Family Residence
  • Property TypeResidential
  • StatusPEN
  • Virtual TourView Tour

Interior

  • Interior Features 1st Floor Bedroom, Bathtub

Exterior

  • Exterior Vinyl Siding
  • RoofShingle

Property Information

  • Acreage0.58
  • Lot Features Well Landscaped, Open, Level, Sidewalks, Interior Lot, Intown, Neighborhood, Subdivided
  • Square Feet2,752

Water Body

  • Water AccessPrivate

Parking

  • Parking 5 - 10 Spaces
  • Parking Features Storage Above,5 - 10 Spaces, Paved, Inside Entrance

Location

  • Address20 Court Street
  • Building Number20
  • CountyKennebec
  • StateME
  • StreetCourt Street
  • TownWinslow
  • Zip04901

Property

  • Other Structures Shed(s)
  • Road Surface Type Paved
  • Site Level, Open, Sidewalks, Well Landscaped
  • Vehicle Storage 2 Car, Attached, Direct Entry to Living, Storage Above

Utilities

  • Cooling Heat Pump
  • Cooling YN Yes
  • Electric Circuit Breakers
  • Heat SystemOther, Heat Pump, Baseboard
  • Heating FuelElectric, Oil, Propane
  • Heating YN Yes
  • Waste Water DisposalPrivate Sewer

Other

  • Date Listed04/29/2026

Rooms

  • Bathroom2
  • Bathrooms Total Decimal 2
  • Bedrooms2
  • Full Bath2

Building

  • Attached Garage YN Yes
  • BasementInterior, Finished, Full
  • Basement Entry Interior
  • Building ConstructionWood Frame
  • FireplaceYes
  • Fireplaces Total 1
  • Flooring Tile, Laminate, Concrete
  • FoundationPoured Concrete
  • GarageYes
  • Garage Spaces2
  • Patio And Porch Features Porch
  • Property StyleRanch
  • Rooms9
  • Year Built1996

Amenities

  • Amenities1st Floor Bedroom, Bathtub
  • Appliances IncludedDishwasher, Dryer, Electric Range, Refrigerator
  • Other AmenitiesBasement, Fireplace
  • PetsNo Restrictions

Listing data is derived in whole or in part from the Maine IDX & is for consumers' personal, non commercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. ©2026 Maine Real Estate Information System, Inc. All Rights Reserved. equal opportunity housing logo   Privacy Policy

46 Casco Rd, Brunswick - Portside Luxury Home participates in ©2026 Maine Listings Internet Data Exchange program, allowing us to display other Maine IDX Participants' listings. This website does not display complete listings. Certain listings of other real estate brokerage firms have been excluded. Mortgage figures are estimates. Check with your bank or proposed mortgage company for actual interest rates. This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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