NOMADEReal Estate

$449,900

Under Contract

39 Winslow Road

Cheshire, Connecticut, 06410 · New Haven County

3

Beds

2

Baths

1,758

Sq Ft

1956

Built

MLS # 24168914

Price / Sq Ft

$256

Property Type

Single Family For Sale

Lot Size

0.58

Class

Property

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.

Property Details

39 Winslow Road, Cheshire Connecticut 06410 — Single Family For Sale listed at $449,900.

At a Glance

3

Bedrooms

2

Bathrooms

1,758

Sq Ft

0.58

Lot Size

--

Garage

1956

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodNew Haven
Address39 Winslow Road
MLS Number24168914
Year Built1956
Square Footage1,758
Lot Size0.58
Bedrooms3
Bathrooms2
Water SourcePrivate Well

Property Details

Availability & Terms

Acceptable FinancingFHA,VA,CHFA
Occupied ByOwner
Possession Availability30-60

Other Details

Appliances IncludedOven/Range,Refrigerator,Dishwasher
Lockbox LocationSide door of garage
Parcel Number1079181
Rooms AdditionalFoyer,Laundry Room,Sitting Room,Workshop
ZoningR-20

Financial

Assessed Value212590
Mil Rate Total33.72
Property Tax6322
Tax YearJuly 2025-June 2026

All Photos (39)

Affordability Calculator

$449,900

Down Payment$89,980
Loan Amount$359,920
Principal & Interest$2,275/mo
Property Tax$450/mo
Insurance$100/mo
Est. Monthly$2,825/mo

Listing Agent

J

Joe Snell

Luxe Realty LLC

Contact Joe Snell

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Quick Facts

StatusUnder Contract
TypeSingle Family For Sale
ClassProperty
MLS #24168914
Last Updated2026-05-13