$2,395,000

249 Chestnut Hill Rd Wilton, CT 06897

Wilton Area

Estimated payment $15,841/month

5 Beds
7 Baths
8,685 Sq Ft
$276 Price per Sq Ft

Highlights

  • Colonial Architecture
  • Viking Appliances
  • Mud Room
  • Miller-Driscoll School Rated A
  • 3 Fireplaces
  • Home Gym

About This Home

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... 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.

Listing Agent

Meghan Gatt

William Raveis Real Estate Brokerage Phone: (203) 904-8064 License #RES.0779068 Listed on: 09/14/2026

William Raveis Real Estate

Co-Listing Agent

Carla Kupiec

William Raveis Real Estate Brokerage Phone: (203) 904-8064 License #REB.0790398

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $30,752

Year Built

  • Built in 2008

Lot Details

  • 1 Acre Lot
  • Property is zoned R-2

Parking

  • 3 Car Garage

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Frame Construction
  • Asphalt Shingled Roof
  • Shake Siding
  • Radon Mitigation System

Interior Spaces

  • 3 Fireplaces
  • French Doors
  • Mud Room
  • Entrance Foyer
  • Sitting Room
  • Workshop
  • Home Gym
  • Basement Fills Entire Space Under The House

Kitchen

  • Built-In Double Oven
  • Cooktop
  • Dishwasher
  • Viking Appliances

Bedrooms and Bathrooms

  • 5 Bedrooms

Laundry

  • Laundry Room
  • Laundry on upper level
  • Dryer
  • Washer

Outdoor Features

  • Patio

Schools

  • Miller-Driscoll Elementary School
  • Wilton High School

Utilities

  • Central Air
  • Heating System Uses Oil
  • Well
  • Oil Water Heater
  • Fuel Tank Located in Basement

Listing and Financial Details

  • Assessor Parcel Number 1923626

Home Details

Home Type

Single Family

Est. Annual Taxes

$30,752

Year Built

Built in 2008

Lot Details

1 Acres

Listing Details

  • Neighborhood: South Wilton
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 6380
  • Sq Ft Est Heated Below Grade: 2305
  • Total Sq Ft: 8685
  • Year Built: 2008
  • New Construction: No/Resale
  • Remarks Public Addendum: 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.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Radon Mitigation Air Ynu: Yes
  • Radon Mitigation Water Ynu: No
  • Directions: Wilton Road to Chestnut Hill Across from Offinger's Farm
  • Street Type: Road
  • Office Attribution Contact: (203) 854-5116
  • Reserve Prospect: No
  • Special Features: BrokerOpen
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 5
  • Total Bathrooms: 7
  • Full Bathrooms: 5
  • Half Bathrooms: 2
  • Fireplaces: 3
  • Basement Description: Full
  • Appliances: Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer
  • Additional Rooms: Foyer, Gym, Laundry Room, Mud Room, Sitting Room, Workshop
  • Laundry Room Info: Upper Level
  • Attic: No

Exterior Features

  • Exterior Features: French Doors, Patio
  • Exterior Siding: Shake
  • Foundation Type: Concrete
  • Roof Information: Asphalt Shingle
  • Waterfront Description: Not Applicable
  • Swimming Pool: No
  • Construction Description: Frame

Garage/Parking

  • Garages Number: 3
  • Garage And Parking: Attached Garage

Utilities

  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Heat Fuel Type: Oil
  • Fuel Tank Location: In Basement
  • Hot Water Description: Oil, Domestic
  • Water Source: Private Well
  • Sewer: Septic

Lot Info

  • Acres: 1
  • Lot Description: Fence - Stone Level Lot
  • Zoning: R-2
  • Parcel #: 1923626

Tax Info

  • Tax Year: July 2026-June 2027
  • Property Tax: 30752

MLS Schools

  • Elementary School: Miller-Driscoll
  • High School: Wilton

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $29,952 $1,227,030 $286,300 $940,730
2024 $29,375 $1,227,030 $286,300 $940,730
2023 $33,345 $973,140 $265,370 $707,770
2022 $27,472 $973,140 $265,370 $707,770
2021 $27,121 $973,140 $265,370 $707,770
2020 $26,722 $973,140 $265,370 $707,770
2019 $27,773 $973,140 $265,370 $707,770
2018 $32,035 $1,136,380 $279,300 $857,080
2017 $31,557 $1,136,380 $279,300 $857,080
2016 $31,069 $1,136,380 $279,300 $857,080
2015 $30,183 $1,124,970 $279,300 $845,670
2014 $29,142 $1,099,280 $279,300 $819,980
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
09/14/2026 09/14/26 For Sale $2,395,000 +49.7% $276 / Sq Ft
06/18/2013 06/18/13 Sold $1,600,000 -10.6% $251 / Sq Ft View Prior Sale
05/19/2013 05/19/13 Pending -- -- --
09/06/2012 09/06/12 For Sale $1,789,000 -- $281 / Sq Ft
Source: SmartMLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Quit Claim Deed -- --
Warranty Deed $1,600,000 --
Warranty Deed $1,540,000 --
Warranty Deed $30,300 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Loan Amount Loan Type
Closed $800,000 No Value Available
Previous Owner $1,500,000 No Value Available
Previous Owner $344,000 No Value Available
Previous Owner $230,500 No Value Available
Source: Public Records

Source: SmartMLS

MLS Number: 24206451

SmartMLS

APN: WILT-000030-000030

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