Sold
Last Sold Price
4 beds4,162 sqft$399/sqft
304 Chestnut Hill Rd, Wilton, CT 06897
Single FamilyProperty Type
2.21 acresLot Size
1984Year Built
$399/sq ftPrice per sq ft
2 carsParking Spaces

Description

South Wilton living at its best! Welcome to 304 Chestnut Hill Road, a 4/5 bedroom residence privately sited at the end of a quiet country lane in South Wilton. This well maintained home offers a spacious and flexible floor plan on 2.21 acres, ideal for both everyday living and entertaining. The main level features generous living areas filled with natural light, while the finished walkout lower level provides additional living space perfect for a playroom, home office, or media room. The property...South Wilton living at its best! Welcome to 304 Chestnut Hill Road, a 4/5 bedroom residence privately sited at the end of a quiet country lane in South Wilton. This well maintained home offers a spacious and flexible floor plan on 2.21 acres, ideal for both everyday living and entertaining. The main level features generous living areas filled with natural light, while the finished walkout lower level provides additional living space perfect for a playroom, home office, or media room. The property offers mature landscaping, a serene setting, and abundant privacy, yet is conveniently located close to schools, commuting options, shopping, and amenities. Minutes to both Wilton and Westport Town Centers and Train Stations. A rare combination of space, location, and peaceful surroundings. This house is a true gem!

Listing Agent

  1. Kim Harizman

    Kim Harizman

    Listing Agent

    Compass Connecticut, LLC

    P: (917) 270-5168

    M: (917) 270-5168

Listing closed: 11/07/2025 12:00 AM • Source: SMARTMLS, MLS#: 24118749

Recent comparable sales

Median sold price

$1,505,000

Avg days on market

25

Sale-to-list ratio

102.7%

Wilton, CT

9 comparable properties found

$1,985,000 | 93 East Meadow Road, Wilton, CT 06897
1

$1,985,000

Sold 03/02/26

4
Bedrooms
3,603
Square Feet
0.98
Acres
$1,525,000 | 37 Old Wagon Road, Wilton, CT 06897
2

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Sold 11/03/25

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4,040
Square Feet
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Acres
$1,330,000 | 29 Spruce Drive, Wilton, CT 06897
3

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Sold 07/17/26

4
Bedrooms
3,524
Square Feet
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Acres
$1,850,000 | 66 Little Brook Road, Wilton, CT 06897
4

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Sold 10/24/25

4
Bedrooms
4,023
Square Feet
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Acres
a front view of house with yard and trees
5

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Sold 08/13/26

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$1,420,000 | 37 Topfield Road, Wilton, CT 06897
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Sold 08/28/25

4
Bedrooms
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Square Feet
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Acres
$1,499,000 | 44 Buckingham Ridge Road, Wilton, CT 06897
7

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Sold 07/17/25

4
Bedrooms
4,108
Square Feet
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Acres
$1,585,000 | 189 Westport Road, Wilton, CT 06897
8

$1,585,000

Sold 06/12/25

4
Bedrooms
4,602
Square Feet
1.24
Acres
$1,505,000 | 50 Calvin Road, Wilton, CT 06897
9

$1,505,000

Sold 06/26/26

4
Bedrooms
3,911
Square Feet
2.56
Acres

Location

Add your commute

Payment Calculator

$10,424 per month

30 year fixed, 6.55% Interest

Principal and Interest

$8,438

Property Taxes

$1,987

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 304 Chestnut Hill Road

Property Details
  • Taxes: $23,838 / year
  • MLS Type: Residential
  • Buyer's Agent Compensation: 2%
  • Basement Description: Full, Interior Access, Partially Finished, Full With Walk-Out
  • Direct Waterfront: No
  • Expected Active Date: 09-11-2025
  • Garages Number: 2
  • Neighborhood: South Wilton
  • Style: Colonial
  • Garage Parking Info: Attached Garage
  • Swimming Pool: No
  • Expected On Market Date: 09-11-2025
Building Information
  • Year Built: 1984
  • Lot Size: 2.21 AC / 96,267 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Chestnut Hill Road to #304. Turn at the the mailboxes and continue to the very end of the private lane. House is the last house at the very end.
  • Elementary School: Miller-Driscoll
  • Flood Zone: No
  • High School: Wilton
  • Latitude: 41.192648
  • Longitude: -73.394586
  • Middle Jr High School: Middlebrook
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $23,838
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gutters, Lighting, French Doors, Underground Sprinkler, Patio
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Electric Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Mud Room
  • Rooms Additional: Foyer, Mud Room
  • Rooms Total: 11
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 10
  • Room Level: Upper
  • Room Type: Office
Room 3
  • Room Entry Order: 11
  • Room Level: Lower
  • Room Type: Rec/Play Room
Room 4
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 5
  • Listing Key: 3C2A2B166C65D402E063E201100A3C3C
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Office
Room 6
  • Room Entry Order: 4
  • Room Level: Main
  • Room Type: Family Room
Room 7
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 8
  • Room Entry Order: 6
  • Room Features: Full Bath,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 9
  • Listing Key: 3C2A2B166C65D402E063E201100A3C3C
  • Room Entry Order: 7
  • Room Level: Upper
  • Room Type: Bedroom
Room 10
  • Room Entry Order: 8
  • Room Level: Upper
  • Room Type: Bedroom
Room 11
  • Room Entry Order: 9
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: Grey
  • Construction Description: Frame
  • Exterior Siding: Shingle
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1984
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 440
  • Living Area SQFT Per Public Records: 3722
Lot Information
  • Lot Description: Sloping Lot, On Cul-De-Sac, Cleared, Professionally Landscaped
  • Parcel Number: 1922969
  • Sq Ft Est Heated Above Grade: 3722.0
  • Sq Ft Total: 4162.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Upright Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 304 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Oct 29, 2025

Closed (Public Record)

Public Record #1924100938

$1,660,000

+13.5% / yr

Jul 22, 2020

Closed (Public Record)

Public Record #674314017

$850,000
Jul 22, 2020

Closed (Public Record)

Public Record #1391487294

$850,000

+0.1% / yr

DateEvent & SourcePrice
10/29/2025

Closed (Public Record)

Public Record #1924100938

$1,660,000

+13.5% / yr

07/22/2020

Closed (Public Record)

Public Record #674314017

$850,000
07/22/2020

Closed (Public Record)

Public Record #1391487294

$850,000

+0.1% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 304 Chestnut Hill Road

Taxable ValueLand$306,180Additions$670,390Total$976,570
Tax Record2025$23,838 ($1,986 / month)
Home Facts
Beds4Baths3Total Finished SqFt3,722 SqFtAbove Grade Finished SqFt3,722 SqFtUnfinished Basement SqFt1,016 SqFtStories3Lot Size96,268 SqFtStyleSingle Family ResidenceYear Built1984Year Renovated1984ZoningR-2CountyWESTERN CONNECTICUTAPNWILT M:0017 B:023 L:00

Schools near 304 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.

Wilton
Wilton
Indulge in away-from-it-all serenity. Once a small farming town, today's Wilton is a charming residential community spanning 27 square miles in Fairfield County, north of Merritt Parkway. Here, 18,500 residents enjoy a peaceful, community-focused lifestyle alongside bountiful outdoor space and the...

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 304 Chestnut Hill Road, Wilton, CT 06897
$1,660,000
4
4,162
96,267
$885,000
5
5,793
109,771
$1,200,000
5
4.5
4,712
108,029
$793,000
4
3.5
3,468
101,059
$300,000
2
3
1,519
90,605
$1
3
2,694
98,010

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

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.