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MLS 24206451 For Sale Open House Updated September 17, 2026
Open House An open house is scheduled — contact us for times.
249 Chestnut Hill Road

Wilton, Connecticut 06897

$2,395,000
On market 2 days
249 Chestnut Hill Road
1 / 40

About This Property

Sophisticated South Wilton Colonial: This Nantucket shingle-style residence blends timeless architectural elegance with seamless modern luxury, ideally positioned for effortless commuting to town, the train, and the Merritt Parkway. Thoughtfully designed for both grand entertaining and everyday comfort, the home features gorgeous custom details, extensive high-end upgrades, and an integrated three-zone surround sound system. The chef's kitchen is outfitted with premium appliances including a Viking six-burner gas cooktop, double ovens with a warming drawer, a built-in refrigerator, and a Miele dishwasher, opening directly into an inviting family room with custom built-ins and fireplace. On the main level, a sophisticated room provides versatile living space, seamlessly accommodating a formal dining room or private work space. Upstairs, the master bedroom serves as a luxurious private sanctuary with a cozy fireplace, a dedicated sitting area, expansive walk-in closets, and a spa-inspired primary bath. There are four additional bedrooms on this floor, two with ensuite bathrooms and two with a connected full-bath. The upper third level boasts a sixth bedroom suite and a large multi-generational living space with extensive built-ins, including cozy window-seating. The finished lower level provides an ideal versatile space featuring a spacious dedicated play/ game room, home gym, and a comfortable TV-watching area designed to grow right along with your kids...

Property Details

Interior

Heat
Hot Air — Oil
Cooling
Central Air
Fireplaces
3
Basement
Full

Exterior & Lot

Roof
Asphalt Shingle
Construction
Construction
Exterior Features
French Doors Patio
Lot Description
Fence - Stone Level Lot
Garage & Parking
Attached Garage

Utilities & Systems

Water Source
Private Well
Sewer
Septic

Community & Schools

Elementary
Miller-Driscoll
High
Wilton
Neighborhood
South Wilton

Appliances

Included
Cook Top Wall Oven Refrigerator Dishwasher Washer Dryer

249 Chestnut Hill Road

Wilton , Connecticut 06897

$2,395,000

On market 2 days

Beds
5
Baths
7
SqFt
8,685
Type
Single Family
County Fairfield
Garage 3
Rooms -
Lot Size 1.00 Acres
Property Tax $30,752
Assessed Value $1,227,030
Year Built 2008
Style Colonial
Zoning R-2

Payment Estimate

30-year fixed. Includes taxes; estimates only.

Estimated Monthly Payment
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Property Map

Map location is based on the property address.

Listing information is deemed reliable but not guaranteed and is sourced from the local MLS feed. Brokerage shown: 3838.

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