39 Winslow Rd Cheshire, CT 06410
Estimated payment $2,912/month
Highlights
- Cape Cod Architecture
- Deck
- Sitting Room
- Darcey School Rated A-
- Partially Wooded Lot
- Workshop
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 even more flexibility. Outside, enjoy a professionally landscaped front yard bursting with seasonal color, while the backyard offers a peaceful natural setting overlooking a stream. Additional highlights include a partially finished basement, updated roof, vinyl siding, thermopane windows, and ceiling fans in every bedroom. Truly move-in ready-just unpack and enjoy.
Listing Agent
Luxe Realty LLC Brokerage Phone: (860) 839-8331 License #REB.0794369 Listed on: 05/06/2026
Open House Schedule
-
Saturday, May 9, 202611:00 am to 1:00 pm5/9/2026 11:00:00 AM +00:005/9/2026 1:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,322
Year Built
- Built in 1956
Lot Details
- 25,265 Sq Ft Lot
- Partially Wooded Lot
- Property is zoned R-20
Home Design
- Cape Cod Architecture
- Concrete Foundation
- Block Foundation
- Frame Construction
- Fiberglass Roof
- Wood Siding
- Vinyl Siding
Interior Spaces
- 1,758 Sq Ft Home
- Thermal Windows
- Entrance Foyer
- Sitting Room
- Workshop
- Partially Finished Basement
- Basement Fills Entire Space Under The House
Kitchen
- Oven or Range
- Dishwasher
Bedrooms and Bathrooms
- 3 Bedrooms
- 2 Full Bathrooms
Laundry
- Laundry Room
- Laundry on lower level
Parking
- 2 Car Garage
- Parking Deck
Outdoor Features
- Balcony
- Deck
Location
- Property is near golf course
Schools
- Doolittle Elementary School
- Dodd Middle School
- Cheshire High School
Utilities
- Window Unit Cooling System
- Hot Water Heating System
- Heating System Uses Oil
- Heating System Uses Oil Above Ground
- Private Company Owned Well
- Hot Water Circulator
Listing and Financial Details
- Assessor Parcel Number 1079181
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,322 | $212,590 | $51,030 | $161,560 |
| 2024 | $5,838 | $212,590 | $51,030 | $161,560 |
| 2023 | $5,442 | $155,100 | $51,060 | $104,040 |
| 2022 | $5,323 | $155,100 | $51,060 | $104,040 |
| 2021 | $5,230 | $155,100 | $51,060 | $104,040 |
| 2020 | $5,152 | $155,100 | $51,060 | $104,040 |
| 2019 | $5,152 | $155,100 | $51,060 | $104,040 |
| 2018 | $5,022 | $153,950 | $51,410 | $102,540 |
| 2017 | $4,917 | $153,950 | $51,410 | $102,540 |
| 2016 | $4,725 | $153,950 | $51,410 | $102,540 |
| 2015 | $4,725 | $153,950 | $51,410 | $102,540 |
| 2014 | $4,657 | $153,950 | $51,410 | $102,540 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/25/2021 06/25/21 | Sold | $330,000 | +10.0% | $188 / Sq Ft | View Prior Sale |
| 05/08/2021 05/08/21 | For Sale | $299,900 | -- | $171 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $330,000 | None Available | |
| Warranty Deed | $330,000 | None Available |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $264,000 | Purchase Money Mortgage | |
| Closed | $264,000 | Purchase Money Mortgage |
Source: SmartMLS
MLS Number: 24168914
APN: CHES-000024-000054
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Ask me questions while you tour the home.