SoldJun 25, 2026

Listed by Joe Snell from Luxe Realty LLC

Bought with Simonne Corriveau from KW Legacy Partners

Source: SmartMLS Connecticut #24168914

39 Winslow Road, New Haven County, CT, 06410

$450,000

3
2
2
1758 sq. ft.
0.58 ac.

SingleFam

•

5 days on the market

Sold: Jun 25, 2026

What's around 39 Winslow Road

About this property

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.

Looking for more information on 39 Winslow Road?

Explore comparables, sales history and growth for this property.
Learn more

Contact

Similar properties sold nearby

SoldJul 27, 2026
$450,000
44 Roslyn Drive
Cheshire CT 06410
3
2
3
Single-Family
Listing courtesy of William Pitt Sotheby's Int'l and Coldwell Banker Realty
SoldJul 23, 2026
$490,000
1090 Notch Road
Cheshire CT 06410
3
2
1
Single-Family
Listing courtesy of Coldwell Banker Realty and Real Broker CT, LLC
SoldJul 21, 2026
$515,000
1241 Rice Avenue
New Haven County CT 06410
3
2
2
Single-Family
Listing courtesy of William Raveis Real Estate

Other properties sold by Luxe Realty LLC

SoldJul 24, 2026
$580,000
191 Natsisky Farm Road
Hartford County CT 06074
4
3
2
Single-Family
Listing courtesy of Coldwell Banker Realty and Luxe Realty LLC
SoldJul 24, 2026
$549,900
373 Chestnut Land Road
New Milford CT 06776
3
3
2
Single-Family
Listing courtesy of Luxe Realty LLC
SoldJul 14, 2026
$340,000
17 Layton Street
West Hartford CT 06110
3
2
1
Single-Family
Listing courtesy of Luxe Realty LLC and J Harvey Realty

Browse properties sold in nearby areas

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. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

The Digital Millennium Copyright Act of 1998, 17 U.S.C. § 512 (the "DMCA") provides recourse for copyright owners who believe that material appearing on the Internet infringes their rights under MLS GRID IDX Rules Updated September 16, 2024 7 U.S. copyright law. If you believe in good faith that any content or material made available in connection with our website or services infringes your copyright, you (or your agent) may send us a notice requesting that the content or material be removed, or access to it blocked. Notices must be sent in writing by email to: dmca@ratemyagent.com

The DMCA requires that your notice of alleged copyright infringement include the following information: (1) description of the copyrighted work that is the subject of claimed infringement; (2) description of the alleged infringing content and information sufficient to permit us to locate the content; (3) contact information for you, including your address, telephone number and email address; (4) a statement by you that you have a good faith belief that the content in the manner complained of is not authorized by the copyright owner, or its agent, or by the operation of any law; (5) a statement by you, signed under penalty of perjury, that the information in the notification is accurate and that you have the authority to enforce the copyrights that are claimed to be infringed; and (6) a physical or electronic signature of the copyright owner or a person authorized to act on the copyright owner's behalf. Failure to include all of the above information may result in the delay of the processing of your complaint.

© 2026 RateMyAgent