36 Chestnut Hill Road

Wilton, CT 06897

$3,999,999
Price
7
Beds
9
Baths
3
1/2 Baths
11,451 Sq. Ft.
$349 / Sq. Ft.
11,451
Sq. Ft.
$349
per Sq. Ft.

Description

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...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.
  1. Listed by Hannelore Kaplan • William Raveis Real Estate
    P: (203)-966-3555 C: (914)-450-3880 hannelore.kaplan@raveis.com
  2. Listed by Sarah Fair • William Raveis Real Estate
    P: (203)-762-8300 C: (203)-858-6301 sarah.fair@raveis.com

Property Details for 36 Chestnut Hill Road

Basement Description
Full
Direct Waterfront
No
Garages Number
5
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Attached Garage
Swimming Pool
Yes

Open Houses

Saturday, Jan 18th

2:00 PM - 4:00 PM

Public

Sunday, Jan 19th

2:00 PM - 4:00 PM

Public

LISTING UPDATED: 01/15/2025 12:51 AM

Property Details for 36 Chestnut Hill Road

StatusActive
MLS #24068237
Days on Market1
Taxes$53,408 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1940
Lot Size3.30 AC / 143,748 SF
CountyFairfield County

Building Information for 36 Chestnut Hill Road

Stories-Year Built1940Building Size-Lot Size3.30 AC / 143,748 SF

Property Information for 36 Chestnut Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS Friendly
  • Elementary School: Miller-Driscoll
  • High School: Wilton
  • Latitude: 41.172974
  • Longitude: -73.393295
  • Middle Jr High School: Middlebrook
  • Neighborhood Amenities: Basketball Court, Golf Course, Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Public Transportation
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2024-June 2025
  • Property Tax: $53,408
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch, Cabana, Garden Area, Guest House, Stone Wall, French Doors, Underground Sprinkler, Patio
  • Pool Description: Heated, Pool House, In Ground Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer, Wine Chiller
  • Attic Description: Walk-up
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 4
  • Interior Features: Security System
  • Laundry Room Info: Lower Level, Upper Level
  • Laundry Room Location: 2 LAUNDRY RMS IN MAIN HSE | 1 POOL HSE
  • Rooms Additional: Breezeway, Exercise Room, Foyer, Laundry Room, Mud Room, Sitting Room, Solarium, Staff Quarters
  • Rooms Total: 15
Room 1
  • Room Entry Order: 1
  • Room Length: 31.5
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 21.0
Room 2
  • Room Entry Order: 10
  • Room Length: 13.5
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 18.4
Room 3
  • Room Entry Order: 11
  • Room Length: 14.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.1
Room 4
  • Room Entry Order: 12
  • Room Length: 14.9
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 16.1
Room 5
  • Room Entry Order: 13
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 21.3
Room 6
  • Room Entry Order: 14
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 13.2
Room 7
  • Room Entry Order: 15
  • Room Length: 19.4
  • Room Level: Upper
  • Room Type: Media Room
  • Room Width: 21.2
Room 8
  • Room Entry Order: 2
  • Room Length: 19.1
  • Room Level: Main
  • Room Type: Library
  • Room Width: 15.1
Room 9
  • Room Entry Order: 3
  • Room Length: 17.6
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 21.5
Room 10
  • Room Entry Order: 4
  • Room Length: 31.5
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 19.1
Room 11
  • Room Entry Order: 5
  • Room Length: 16.6
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 21.1
Room 12
  • Room Entry Order: 6
  • Room Length: 32.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 21.3
Room 13
  • Room Entry Order: 7
  • Room Level: Other
  • Room Type: Bedroom
Room 14
  • Room Entry Order: 8
  • Room Length: 15.1
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 20.5
Room 15
  • Room Entry Order: 9
  • Room Length: 14.2
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.4
Property
Property and Assessments
  • Color: White
  • Construction Description: Other
  • Exterior Siding: Clapboard
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Shake
  • Year Built: 1940
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: Possible
  • Sq Ft Description: All measurements approximate please self verify main house 10,685 LL-766 pool house 1200 SF
  • Sq Ft Est Heated Below Grade: 766
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped
  • Parcel Number: 1923495
  • Sq Ft Est Heated Above Grade: 10685.0
  • Sq Ft Total: 11451.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Other
  • Sewage System: Septic
  • Water Source: Public Water Connected, Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner
Unit 1
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 2
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 3
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 4
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 5
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 6
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 7
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 8
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 9
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 10
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 11
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 12
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 13
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 14
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99
Unit 15
  • Listing Key: 2B85264BACCDA8ACE0631401100A8D99

Public Records for 36 Chestnut Hill Road

Taxable ValueLand$353,220Additions$1,877,680Total$2,230,900
Tax Record2023$53,408 ($4,451 / month)
Home Facts
Beds0Lot Size143,748 SqFtStyleSingle Family ResidenceZoningR-2CountyFAIRFIELDAPNWILT M:0028 B:032 L:07Fireplace TypeHas Fireplace

Schools near 36 Chestnut Hill Road

This home is within Wilton School District.
Rating
School
Type
Grades
Distance
Public - PK to 2
Public - 3 to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Miller-Driscoll School
PublicPK to 2

Cider Mill School
Public3 to 5

Middlebrook School
Public6 to 8

Wilton High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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36 Chestnut Hill Road is a single family home for sale in Wilton, CT 06897. This property was listed for sale on January 13, 2025 by William Raveis Real Estate, it's currently listed at $3,999,999. This listing's school district is Wilton School District. Nearby schools include Miller-Driscoll School, Cider Mill School and Middlebrook School. 36 Chestnut Hill Road is a 7-bed, 10.5-bath, 11,451 sqft single family home built in 1940.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of William Raveis Real Estate, Hannelore Kaplan; William Raveis Real Estate, Sarah Fair

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.