This home's estimate is 24.3% higher than the average sale price ($2.23M) of 6 comparable homes.
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249 Chestnut Hill Rd, Wilton, CT 06897
About this home
The warm elegance of this Nantucket shingle colonial offers well designed space for entertaining and comfortable living. The house offers numerous upgrades throughout and a sixth bedroom suite addition on the top floor. The gourmet kitchen features top end Viking double ovens with warming drawer, 6 burner gas cook top and refrigerator and Bosch dishwasher. The kitchen opens to family room with custom built ins and three zone surround sound speaker system. Master suite includes sitting area, fireplace and large walk in closets. Soak in the Bain Ultra Therapeutic bath in the spa-like master bath. Designed with great care and lovely architectural details. South Wilton location provides quick access to town, train and the Merritt.
Redfin Estimate
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Market trends in 06897, CT
Last updated August 2026
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Provided by Redfin
Sale history for 249 Chestnut Hill Rd
$251/sq ft
$259/sq ft
$242/sq ft
$242/sq ft
$243/sq ft
$345/sq ft
$345/sq ft
$345/sq ft
$392/sq ft
$49/sq ft
$53/sq ft
$51/sq ft
Tax history for 249 Chestnut Hill Rd
*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.
Public record
Property details
Parking
- Garage Information
- Garage & Parking: Attached Garage
- Garages Number: 3
Interior
- Interior Information
- Total Rooms: 11
- Laundry Room Location: Second Floor
- Interior Features: Central Vacuum, Security System
- Fireplaces Total: 3
- Cooling System: Central Air, Zoned
- Appliances Included: Cook Top, Dishwasher, Microwave, Refrigerator, Wall Oven
- Bathroom Information
- # of Baths (Full): 5
- # of Baths (Half): 1
- Bedroom Information
- Beds Total: 6
- Room Information
- Rooms Additional: Bonus Room, Foyer, Laundry Room
- Room Count: 11
- Basement Description: Full, Unfinished, Walk-out
- Has Attic
- Attic Description: Finished, Walk-up
Exterior
- Exterior Features
- Roof Information: Asphalt Shingle
- Exterior Siding: Shake
- Exterior Features: French Doors, Terrace
- Lot Information
- Lot Description: Level Lot, Fence - Stone
- Building Information
- Foundation Type: Concrete
- Construction Description: Frame
- Color: Grey
- Property Information
- Radon Mitigation Air
- Property Type: Single Family For Sale
- Living Area SQFT Per Public Record: 6368
Financial
- Assessments Information
- Assessed Value: $1,387,750
Utilities
- Utility Information
- Water Source: Private Well
- Sewage System: Septic
- Heat Type: Hot Air, Zoned
- Heat Fuel Type: Oil
- Fuel Tank Location: In Basement
- Energy Features: Thermopane Windows
Location
- School Information
- Middle Jr High School: Per Board of Ed
- High School: Wilton
- Elementary School: Per Board of Ed
- Location Information
- Subdivision: No
- State: Connecticut
- Directions: Wilton Road to Chestnut Hill. Across from Offinger's farm.
- County: Fairfield
Public facts
- Beds: 5
- Baths: 6.0
- Sq. Ft.: 6,368
- Stories: 3.0
- Lot Size: 1 acres
- Style: Single Family Residential
- Year Built: 2008
- Year Renovated: —
- County: Fairfield County
- APN: 1923626
Other
- Documents & Disclosures
- Supplement Count Public: 1
Around this home
Schools
Public PreK-2 • Assigned • 2.1mi
Public 6-8 • Assigned • 2.3mi
Public 9-12 • Assigned • 2.5mi
Lifestyle
Provided by Walk Score and Local Logic
Climate risks
Minimal risk of a flood reaching the building in the next 30 years
Unlikely to be in a wildfire in next 30 years
7 days above 99° expected this year, 16 days in 30 years
27% chance of strong winds in next 30 years
3 unhealthy days expected this year, 5 days in 30 years
Sun exposure
In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.
Nearby similar homes
New listings for sale in 06897
Home values near 249 Chestnut Hill Rd
| Address | Redfin Estimate |
|---|---|
3 Beds | 3 Baths | 2333 Sq. Ft. | $1,334,268 |
6 Beds | 5 Baths | 5199 Sq. Ft. | $2,307,624 |
| Address | Redfin Estimate |
|---|---|
3 Beds | 2.5 Baths | 2028 Sq. Ft. | $1,025,778 |
3 Beds | 2.5 Baths | 2997 Sq. Ft. | $1,432,013 |
| Address | Redfin Estimate |
|---|---|
5 Beds | 3.5 Baths | 2991 Sq. Ft. | $1,501,602 |
5 Beds | 3 Baths | 3075 Sq. Ft. | $1,606,409 |
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