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$1,660,000

  • Sold
  • Closed
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 2 Partial Baths
  • 4,162 Sq. Ft.
  • 2 Car Garage
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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!

Full Property Details for 304 Chestnut Hill Rd

General

  • Sold For: $1,660,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24118749
  • Added to Site: 177 day(s) ago

Interior

  • Number of Rooms: 11
  • Rooms/Areas: Foyer, Mud Room
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Cooktop, Wall Oven, Microwave, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 4
  • Full Bathrooms: 2
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Walk-In Closet, Hardwood Floor, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Family Room: Family Room, Main
  • Eat In Kitchen: Eat-In Kitchen, Main
  • Dining Room: Dining Room, Main
  • Office: Office, Main
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Gutters, Lighting, French Doors, Underground Sprinkler, Patio
  • Color: Grey

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Fairfield
  • Neighborhood: South Wilton
  • Driving 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.

School Information

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

Community

  • Community Name: South Wilton

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Shingle
  • Basement Desc.: Full, Interior Access, Partially Finished, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 4,162
  • Above Ground: 3,722 Sq. Ft.
  • Below Ground: 440 Sq. Ft.
  • Year Built: 1984

Lot Features

  • Lot Size (Acres): 2.21
  • Zoning: R-2
  • Lot Description: Sloping Lot, On Cul-De-Sac, Cleared, Professionally Landscaped

Financial Considerations

  • Assessment Amount: $976,570
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1922969

Meet the selling agent

Meet the selling agent
— 304 Chestnut Hill Rd —

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 304 Chestnut Hill Rd

School District:Wilton School District
NameGradesDistance
Cider Mill School
240 School Road, Wilton, CT 06897
3-52.2 mi
Miller-Driscoll School
217 Wolfpit Road, Wilton, CT 06897
PK-22.4 mi
Middlebrook School, Wilton, CT
131 School Road, Wilton, CT 06897
6-82.4 mi
Wilton High School
395 Danbury Road, Wilton, CT 06897
9-122.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 304 Chestnut Hill Rd

Date
Details
Price
Change
Source
11/07/2025
Sold
$1,660,000
3.81%
MLS
9/11/2025
Listed
$1,599,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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304 Chestnut Hill Road, Wilton, CT 06897 (MLS# 24118749) is a Single Family property that was sold at $1,660,000 on November 07, 2025. This property was sold by Brian Hu from our Trumbull Regional Sales Center Office.Want to learn more about 304 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Wilton? You can browse all Wilton real estate or contact a Coldwell Banker agent to request more information.