$4,250,000
SOLD MAR 28, 2025

36 Chestnut Hill Rd Wilton, CT 06897

7 Beds
12 Baths
11,451 Sq Ft
143,748 Sq Ft

Recently Sold

$371 Per Sq Ft

6% Above List Price

56 Days on Market

Highlights

  • Guest House
  • Pool House
  • Colonial Architecture
  • Miller-Driscoll School Rated A
  • 3.3 Acre Lot
  • Maid or Guest Quarters

About This Home

As of March 2025

Step back in time with this quintessential 1940s Connecticut estate, where classic elegance meets modern luxury. Set on 3.3 acres of professionally landscaped, park-like grounds with specimen trees & gardens, this one-of-a-kind home showcases extraordinary architectural craftsmanship and intricate millwork throughout. A grand front-to-back foyer sets the tone for the timeless sophistication found in every room. Designed for effortless entertaining, the spacious, well-appointed living areas flow seamlessly to multiple terraces adorned with vibrant perennial gardens. The renovated gourmet kitchen, breakfast room, and family room serve as the heart of the home-a perfect gathering spot for friends and family. Host memorable dinners in the Thanksgiving-sized dining room, which opens to lush gardens and patios, or unwind in the expansive living room that leads to a private conservatory-solarium. The 2nd floor offers a luxurious primary suite featuring six rooms, including dual baths, custom walk-in closets, a sitting area, and office space. Additional bedrooms are generously sized &ensuite, providing comfort and privacy for everyone. Fitness enthusiasts will appreciate the state-of-the-art gym w/ a full bath and sauna, while wine connoisseurs will love the 1,500-bottle wine cellar & tasting room. Newly installed windows bathe the home in natural light, highlighting serene garden views. Outdoors, no detail was overlooked in the construction of the pool & pool/guest house.

Last Agent to Sell the Property

Hannelore Kaplan

William Raveis Real Estate License #RES.0771569 Listed on: 01/13/2025

William Raveis Real Estate

Co-Listed By

Sarah Fair

William Raveis Real Estate License #RES.0767469

Last Buyer's Agent

Laura Davis Stahl

Brown Harris Stevens License #RES.0827179

Brown Harris Stevens

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $53,408

Year Built

  • Built in 1940

Lot Details

  • 3.3 Acre Lot
  • Stone Wall
  • Sprinkler System
  • Garden
  • Property is zoned R-2

Parking

  • 5 Car Garage

Home Design

  • Colonial Architecture
  • Concrete Foundation
  • Shake Roof
  • Clap Board Siding

Interior Spaces

  • 4 Fireplaces
  • French Doors
  • Mud Room
  • Entrance Foyer
  • Sitting Room
  • Solarium
  • Home Gym
  • Basement Fills Entire Space Under The House
  • Walkup Attic
  • Home Security System

Kitchen

  • Oven or Range
  • Gas Range
  • Microwave
  • Dishwasher
  • Wine Cooler

Bedrooms and Bathrooms

  • 7 Bedrooms
  • Maid or Guest Quarters

Laundry

  • Laundry Room
  • Laundry on lower level
  • Dryer
  • Washer

Pool

  • Pool House
  • Cabana
  • Heated In Ground Pool

Outdoor Features

  • Patio
  • Breezeway
  • Porch

Schools

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

Utilities

  • Central Air
  • Heating System Uses Oil
  • Private Company Owned Well
  • Fuel Tank Located in Basement

Additional Features

  • Guest House
  • Property is near golf course and public transit

Community Details

  • Public Transportation

Listing and Financial Details

  • Assessor Parcel Number 1923495

Home Details

Home Type

Single Family

Est. Annual Taxes

$53,408

Year Built

Built in 1940

Lot Details

3.3 Acres

Listing Details

  • Neighborhood: N/A
  • Property Type: Single Family For Sale
  • Style: Colonial
  • Sq Ft Est Heated Above Grade: 10685
  • Sq Ft Est Heated Below Grade: 766
  • Total Sq Ft: 11451
  • Year Built: 1940
  • New Construction: No/Resale
  • Nearby Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Public Transportation
  • Remarks Public Addendum: The property includes a one-bedroom pool house, featuring a full indoor kitchen, laundry, bathroom plus outdoor Viking kitchen & dining area-creating the ultimate summer oasis for gatherings & relaxation (adding an additional 750+ square feet). With mature trees, ambient night lighting, and professionally landscaped grounds, this property represents a rare opportunity to own a peaceful, gracious retreat in Fairfield County, combining timeless design with modern comfort.
  • Direct Waterfront: No
  • Home Warranty Offered: No
  • Directions: GPS Friendly
  • Financing Used: Other
  • In Law Apartment: Possible
  • Street Type: Road
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bedrooms: 7
  • Total Bathrooms: 12
  • Full Bathrooms: 9
  • Half Bathrooms: 3
  • Fireplaces: 4
  • Attic Description: Walk-up
  • Basement Description: Full
  • Interior Amenities: Security System
  • Appliances: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
  • Additional Rooms: Breezeway, Exercise Room, Foyer, Laundry Room, Mud Room, Sitting Room, Solarium, Staff Quarters
  • Laundry Room Location: 2 LAUNDRY RMS IN MAIN HSE | 1 POOL HSE
  • Laundry Room Info: Lower Level, Upper Level
  • Attic: Yes

Exterior Features

  • Exterior Features: Porch, Cabana, Garden Area, Guest House, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Roof Information: Shake
  • Waterfront Description: Not Applicable
  • Swimming Pool: Yes
  • Pool: Heated, Pool House, In Ground Pool
  • Construction Description: Other

Garage/Parking

  • Garages Number: 5
  • 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: Other
  • Water Source: Public Water Connected, Private Well
  • Sewer: Septic

Lot Info

  • Acres: 3.3
  • Lot Description: Level Lot Professionally Landscaped
  • Zoning: R-2
  • Parcel #: 1923495

Tax Info

  • Tax Year: July 2024-June 2025
  • Property Tax: 53408

MLS Schools

  • Elementary School: Miller-Driscoll
  • Middle Jr High School: Middlebrook
  • High School: Wilton
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
03/28/2025 03/28/25 Sold $4,250,000 +6.3% $371 / Sq Ft
03/10/2025 03/10/25 Pending -- -- --
01/13/2025 01/13/25 For Sale $3,999,999 -- $349 / Sq Ft
Source: SmartMLS

Tax History

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 $54,456 $2,230,900 $353,220 $1,877,680
2024 $53,408 $2,230,900 $353,220 $1,877,680
2023 $55,770 $1,906,030 $328,370 $1,577,660
2022 $53,807 $1,906,030 $328,370 $1,577,660
2021 $53,121 $1,906,030 $328,370 $1,577,660
2020 $52,340 $1,906,030 $328,370 $1,577,660
2019 $54,398 $1,906,030 $328,370 $1,577,660
2018 $59,602 $2,114,280 $343,770 $1,770,510
2017 $58,714 $2,114,280 $343,770 $1,770,510
2016 $57,804 $2,114,280 $343,770 $1,770,510
2015 $56,726 $2,114,280 $343,770 $1,770,510
2014 $56,050 $2,114,280 $343,770 $1,770,510
Source: Public Records

Agents Affiliated with this Home

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Map

Source: SmartMLS

MLS Number: 24068237

SmartMLS

APN: WILT-000028-000032-000007

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