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29 Nathan Hale Court

Cheshire, Connecticut 06410

PENDING$650,000
Beds
4
Baths
2 | 1
SqFt
3,301
Acres
1.95
Year Built
2000
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage1 Fireplace

About This Home

Privacy & seclusion meet convenience in the heart of Cheshire at 29 Nathan Hale Court. Offered for the first time by its original owner, this well maintained, newer-built home delivers the modern features today's buyers are searching for-without the premium price tag of new construction. Step inside to a two-story foyer that welcomes you into a bright, open floor plan. The stunning, fully renovated kitchen is the centerpiece of the home, featuring plenty of cabinetry, stone countertops, stainless steel appliances, a designer tile backsplash & a spacious center island with seating & additional storage. The kitchen flows seamlessly into the inviting family room, where a gas fireplace creates the perfect focal point for everyday living and entertaining. The main level also includes a formal dining room, a versatile sitting room that can serve as a home office or additional living space, a convenient half bath & access to the oversized deck overlooking the private backyard. Upstairs, you'll find 3 generously sized guest bedrooms that share a full bath with double sinks. The spacious primary suite offers a walk-in closet & a luxurious en suite bath complete with dual sinks, soaking tub, and separate walk-in shower. The finished walk-out basement provides flexibility, making it ideal for a rec room, overnight guests, a home gym, or additional living space. Outside, enjoy your own retreat featuring a patio, hot tub, fire pit area, lawn area & a Kloter Farms shed for storage.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
2000
Days on Market
28 days
Beds
4
Baths
2 full · 1 half
Living Area
3,301 sq ft
Lot Size
1.95 acres
Garage / Parking
2 garage
Property Taxes
$11,831 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

33

24 active listings

Median $ / Sq Ft

$270

24 active listings

Sale-to-List Ratio

101.6%

238 sales

How this home compares

List Price

$650,000

vs $642,000 median

In line with median

Price / Sq Ft

$197

vs $270 median

27.0% below median

Days on Market

28 days

vs 33 days median

5 days fresher than median

Based on 24 active and 238 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 28, 2026.

Location

29 Nathan Hale Court, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,517

per month

  • Principal & Interest$3,314
  • Property Taxes$986
  • Insurance$217
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Cheshire
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
2000
New Construction
No/Resale
Living Area
3,301 sq ft
Below Grade
600 sq ft

Schools

Elementary
Doolittle
High
Cheshire

Interior

Heating
Hot Air
Heat Fuel
Propane
Cooling
Central Air
Fireplaces
1
Laundry
Upper Level
Appliances
Gas CooktopMicrowaveRange HoodRefrigeratorDishwasherWasherDryer
Basement
FullFully FinishedPartially FinishedFull With Walk-Out
In-Law Apartment
No
Interior Features
Auto Garage Door OpenerCable - AvailableOpen Floor Plan
Additional Rooms
Bonus RoomFoyer

Exterior & Lot

Lot Size
1.95 acres
Zoning
R-80
Garage / Parking
2 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGuttersLightingPatio
Lot Description
Lightly Wooded

Listing & Financials

Property Taxes
$11,831 / Annually
Days on Market
28
MLS #
24187529
MLS Status
Under Contract - Continue to Show
Financing
FHA,VA,CHFA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Lauren Freedman

(203) 889-8336

Coldwell Banker Realty

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 6:10 AM UTC.