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249 Chestnut Hill Road

Wilton, CT 06897
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Bed 5

Bed

Bath 7

Bath

SqFt8,685

Sqft

Acres1

Acre(Lot)

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 form al 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... French doors off the kitchen and living room open seamlessly to an expansive bluestone patio with a large built-in Lynx grill with slate countertops and overlooking a flat, manicured lawn with exceptional privacy and space for a pool. This home is perfectly oriented on a ridge to capture both golden and pink sunrises and sunsets. Across the street is a favorite town-farm. The home has a high end reverse-osmosis water system and Generac 20-watt generator. Experience the perfect balance of refined craftsmanship and prime convenience in this exceptional South Wilton home.

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Detail Ic Property Details

Property Type : Residential

Price : $2,395,000

AD Id : 91250778

MLS Id : 24206451

Beds : 5

Lot Size : 1 Acre

Living Area Size : 8,685 Sq. Ft

Tax Amount : $30,752

Year Built : 2008

Garage : 3

County : Fairfield

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 7 Full Baths: 5 Half Baths: 2

    Room Information

    Rooms Total: 11 Has Basement: Yes Basement: Full
  • Roofing Information

    Asphalt
  • Interior Features

    Entrance Foyer Roof: Asphalt Appliances: Cooktop, Dishwasher, Dryer, Refrigerator, Oven, Washer Laundry Features: Laundry Room
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 2008 Building Area Total: 8685 Construction Materials: Frame, Shake Siding Patio And Porch Features: Patio Private Pool: No

  • Lot Information

    Lot Size Acres: 1 Lot Description: Level

  • Listing Price Information

    Listing Price: $2395000

  • Tax Information

    Parcel Number: 1923626 Annual Tax: $30752

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3

  • School Information

    Elementary School: Miller-Driscoll
    Junior High School:
    Senior High School: Wilton
  • Location Information

    Direction: Wilton Road to Chestnut Hill Across from Offinger's Farm WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
253 Rivergate Drive, Wilton, CT, 06897 $3,125,000 5 8 9,032 2.01 Acres
89 Chestnut Hill Road, Wilton, CT, 06897 $2,395,000 6 5 5,576 2.01 Acres
146 Westport Road, Wilton, CT, 06897 $895,000 3 4 2,798 1.86 Acres
65 Whipple Road, Wilton, CT, 06897 $750,000 4 3 2,329 1.12 Acres
70 Coley Road, Wilton, CT, 06897 $1,295,000 3 3 2,644 2 Acres
39 Powder Horn Hill Road, Wilton, CT, 06897 $1,900,000 5 6 5,657 2.28 Acres
512 Belden Hill Road, Wilton, CT, 06897 $979,000 3 3 2,738 2.26 Acres
22 Bittersweet Trail, Wilton, CT, 06897 $949,000 4 2 2,240 1.03 Acres
30 Bittersweet Trail, Wilton, CT, 06897 $795,000 4 3 2,076 0.91 Acre
14 Powder Horn Hill Road, Wilton, CT, 06897 $2,399,000 5 6 7,843 2.01 Acres

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/16/2026 @ 18:29

MLS: 24206451 LISTED BY: Meghan Gatt, William Raveis Real Estate SOURCE: SmartMLS

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