Bluma Katz
mygoodagent
(475) 800-8811
89 Total Sales
3 in Cheshire
$440K - $695K Price Range
39 Winslow Rd Cheshire, CT 06410
Cheshire Area
3
Beds
2
Baths
1,758
Sq Ft
0.58
Acre Lot
Highlights
- Cape Cod Architecture
- Deck
- Sitting Room
- Darcey School Rated A-
- Partially Wooded Lot
- Workshop
About This Home
As of June 2026Welcome 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.
Last Agent to Sell the Property
Luxe Realty LLC Brokerage Phone: (860) 839-8331 License #REB.0794369 Listed on: 05/06/2026
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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
- Well
Listing and Financial Details
- Assessor Parcel Number 1079181
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Cheshire, CT
-
Bluma Katz
-
Sandra Blevins
Sandra Blevins
William Raveis Real Estate
(855) 908-1937
80 Total Sales
1 in Cheshire
$515,000 Price
-
Catherine Leake
Catherine Leake
Coldwell Banker Realty
(860) 483-3126
125 Total Sales
3 in Cheshire
$325K - $616K Price Range
-
Sarah Andrea
Sarah Andrea
Coldwell Banker Realty
(475) 224-4665
63 Total Sales
17 in Cheshire
$227K - $830K Price Range
-
Susan Cassidy
Susan Cassidy
Coldwell Banker Realty
(475) 476-2101
77 Total Sales
2 in Cheshire
$290K - $640K Price Range
-
Linda Fercodini
Linda Fercodini
Fercodini Properties, Inc.
(959) 800-0932
120 Total Sales
4 in Cheshire
$415K - $560K Price Range
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 06/25/2026 06/25/26 | Sold | $450,000 | 0.0% | $256 / Sq Ft | |
| 05/13/2026 05/13/26 | Pending | -- | -- | -- | |
| 05/07/2026 05/07/26 | For Sale | $449,900 | +36.3% | $256 / Sq Ft | |
| 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 |
Source: SmartMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 |
Source: Public Records
Agents Affiliated with this Home
-
Joseph Snell
Seller's Agent in 2026
Joseph Snell
Luxe Realty LLC
(860) 839-8331
252 Total Sales
-
Simonne Corriveau
Buyer's Agent in 2026
Simonne Corriveau
KW Legacy Partners
(860) 777-6236
130 Total Sales
-
S
Seller's Agent in 2021
Sarah Ashton
Century 21 AllPoints Realty
-
Aimee DeLeon
Buyer's Agent in 2021
Aimee DeLeon
RE/MAX
(203) 233-1662
34 Total Sales
-
Mike Albert
Buyer Co-Listing Agent in 2021
Mike Albert
RE/MAX
(203) 228-3738
255 Total Sales
Map
Source: SmartMLS
MLS Number: 24168914
APN: CHES-000024-000054
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
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