Active Under Contract
Single family home for sale at 249 Chestnut Hl Rd, Wilton, CT 06897 | MLS# 24206451 | Listing updated on 2026-10-06
Photo 1 of Single family home for sale at 249 Chestnut Hl Rd, Wilton, CT 06897 | MLS# 24206451 | Listing updated on 2026-10-06
Photo 2 of Single family home for sale at 249 Chestnut Hl Rd, Wilton, CT 06897 | MLS# 24206451 | Listing updated on 2026-10-06
Photo 3 of Single family home for sale at 249 Chestnut Hl Rd, Wilton, CT 06897 | MLS# 24206451 | Listing updated on 2026-10-06
Photo 4 of Single family home for sale at 249 Chestnut Hl Rd, Wilton, CT 06897 | MLS# 24206451 | Listing updated on 2026-10-06
36+
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Street View

$2,395,000

Monthly Est:$11,921

  • Beds Icon5 Beds
  • Beds Icon
    7 Baths
  • Beds Icon8,685sqft

249 Chestnut Hl Rd, Wilton, CT 06897

$11,921/moEst:

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  • Single Family Residence

  • Built in 2008

  • $-- HOA

  • 1 acre lot

  • $276/sq.ft

Description

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...

  • Houzeo last checked: 51 minutes ago
  • Listing updated: October 6, 2026 at 3:52 pm
  • Listing Provided by: Meghan Gatt | William Raveis Real Estate
  • Source: SMART MLS-CT | MLS#: 24206451 SMART MLS-CT

Property Details

  • Status

    Active Under Contract

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Wilton

  • Neighborhood

    --

  • Year Built

    2008

  • HOA Fees

    -

  • Finished Area

    8,685 sqft

  • Lot Size

    1 acre lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24206451

  • MLS Status

    Under Contract

  • Days on Market

    23

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 7

Interior

  • Exterior Features

    French Doors, Patio

  • Heating

    Oil

  • Cooling

    Central Air

  • Appliances

    Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

  • Sewer

    Septic

Construction

  • Year Built

    Year Built: 2008

  • Home type

    Single Family Residence

  • Roof

    Asphalt Shingle

  • Architectural Style

    Colonial

  • Foundation Details

    Concrete

Utilities & Energy

  • Water Source

    Private Well

  • Parking Features

    Attached Garage

  • Basement

    Full

  • Laundry Features

    Upper Level

Other Features

  • Lot Features

    Fence Stone, Level Lot

  • Subdivision Name

    South Wilton

Price History

DateEventPrice

10/01/2026

Source: mls_logoSMART MLS-CT #24206451

Contingent (Active Under Contract)

$2,395,000

$276/sqft

09/14/2026

Source: mls_logoSMART MLS-CT #24206451

Listed for Sale

$2,395,000

$276/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 08, 2026, 09:00AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group