39 Winslow Road, Cheshire, CT 06410

Cheshire
Local realty services provided by:Better Homes and Gardens Real Estate Gaetano Marra Homes
39 Winslow Road,Cheshire, CT 06410
$449,900
  • 3 Beds
  • 2 Baths
  • 1,758 sq. ft.
  • Single family
  • Pending
Listed by: joe snell(860) 839-8331
Office: luxe realty llc(860) 839-5035
MLS#:24168914
Source:CT

Price summary

  • Price:$449,900
  • Price per sq. ft.:$255.92

About this home

Welcome to 39 Winslow Rd in Cheshire-a beautifully updated Cape set in one of the town's most desirable locations. This 3-bedroom, 2 full bath home blends charm, functionality, and modern updates in all the right ways. Step inside to a spacious foyer that doubles as a cozy sitting area, complete with a built-in coffee bar-perfect for starting or ending your day. The fully renovated kitchen features stainless steel appliances, ample cabinetry, and generous counter space, flowing seamlessly into a formal dining room with refinished hardwood floors. Across the way, the sun-filled living room showcases a stunning bay window that floods the space with natural light. The main level also offers a versatile bedroom and a beautifully remodeled full bath-ideal for guests or a private home office. Upstairs, you'll find two additional bedrooms along with a large family room anchored by a wood stove, creating the perfect setting for cozy winter nights. An additional office space in the rear adds...

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Home facts

  • Year built:1956
  • Listing ID #:24168914
  • Added:7 day(s) ago
  • Updated:May 14, 2026 at 07:25 AM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:2
  • Full bathrooms:2
  • Rooms Total:9
  • Kitchen Description:Dishwasher, Oven/Range, Refrigerator
  • Basement Description:Full Basement, Partially Finished
  • Living area:1,758 sq. ft.

Heating and cooling

  • Cooling:Window Unit
  • Heating:Hot Water

Structure and exterior

  • Roof:Fiberglass Shingle
  • Year built:1956
  • Building area:1,758 sq. ft.
  • Lot area:0.58 Acres
  • Lot Features:Lightly Wooded
  • Architectural Style:Cape Cod
  • Construction Materials:Vinyl Siding, Wood
  • Exterior Features:Balcony, Deck

Schools

  • High school:Cheshire
  • Middle school:Dodd
  • Elementary school:Doolittle

Utilities

  • Water:Private Well

Finances and disclosures

  • Price:$449,900
  • Price per sq. ft.:$255.92
  • Tax amount:$6,322 (July 2025-June 2026)

Features and amenities

  • Appliances:Dishwasher, Oven/Range, Refrigerator
  • Amenities:Golf Course, Library, Park, Private School(s)

Parking

  • Parking description:Attached Garage
  • Garage:Yes
  • Garage spaces:2
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