29 Nathan Hale Court
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,301
- Acres
- 1.95
- Year Built
- 2000
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
24
54 under contract
Median List Price
$642,000
24 active listings
Median Closed Price
$553,750
238 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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.