304 Chestnut Hill Rd

$1,660,000
Last Sold Price
4
Beds
4,162 Sq. Ft.
$399 / Sq. Ft.
4,162
Sq. Ft.
$399
per Sq. Ft.

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

    kim.harizman@compass.com

    P: (917)-270-5168

Property Details for 304 Chestnut Hill Road

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
LISTING UPDATED: 11/10/2025 03:48 PM

Property Details for 304 Chestnut Hill Road

StatusClosed
MLS #24118749
Days on Market6
Taxes$23,838 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1984
Lot Size2.21 AC / 96,267 SF
CountyFairfield County
Buyer's Agent Compensation2%

Location

Sold By Coldwell Banker Realty, Brian Hu

Add your commute

Virtual Tour

Building Information for 304 Chestnut Hill Road

Stories-Year Built1984Building Size-Lot Size2.21 AC / 96,267 SF

Payment Calculator

$10,189 per month

30 year fixed, 6.28% Interest

Principal and Interest

$8,203

Property Taxes

$1,987

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 304 Chestnut Hill Road

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
Jul 22, 2020

Closed (Public Record)

Public Record #674314017

$850,000

+0.1% / yr

Dec 12, 2011

Closed (Public Record)

Public Record #322403392

$844,000

+2.7% / yr

Jun 2, 2003

Closed (Public Record)

Public Record #120023794

$675,000—
DateEvent & SourcePrice
07/22/2020

Closed (Public Record)

Public Record #674314017

$850,000

+0.1% / yr

12/12/2011

Closed (Public Record)

Public Record #322403392

$844,000

+2.7% / yr

06/02/2003

Closed (Public Record)

Public Record #120023794

$675,000

For completeness, Compass 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 Record2024$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 Built1984ZoningR-2CountyFAIRFIELDAPNWILT M:0017 B:023 L:00Fireplace TypeHas Fireplace

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.

Similar Homes

Similar Sold Homes

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.

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.