249 Chestnut Hill Rd Wilton, CT 06897
Wilton AreaEstimated payment $15,841/month
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
William Raveis Real Estate Brokerage Phone: (203) 904-8064 License #RES.0779068 Listed on: 09/14/2026
Co-Listing Agent
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
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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 | -- |
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: SmartMLS
MLS Number: 24206451
APN: WILT-000030-000030
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