Sold
Last Sold Price
4 beds6,050 sqft
38 Chestnut Hill Rd, Wilton, CT 06897
Single FamilyProperty Type
1.14 acresLot Size
1989Year Built
$165/sq ftPrice per sq ft
3 carsParking Spaces

Description

Very special home with over $100k in recent improvements in desirable southern Wilton. Unique contemporary style home with dramatic two-story entry that gives the home the "Wow Factor". Large sundrenched rooms with natural light from the many windows, skylights and sliding glass doors. Renovated bathrooms, including a stunning Master Bath. Unbelievable closet & storage space in this home; every bedroom has double closets! Enjoy All-Season Swimming in the heated pool in a fully enclosed heated room....Very special home with over $100k in recent improvements in desirable southern Wilton. Unique contemporary style home with dramatic two-story entry that gives the home the "Wow Factor". Large sundrenched rooms with natural light from the many windows, skylights and sliding glass doors. Renovated bathrooms, including a stunning Master Bath. Unbelievable closet & storage space in this home; every bedroom has double closets! Enjoy All-Season Swimming in the heated pool in a fully enclosed heated room. Swim in the sunlight or moonlight, rain or shine, summer or winter! Invite family & friends for pool parties with no worries about the weather! Fabulous add'l 1,646 sqft in lower level with billiard room, game room and family room wth fireplace.
  • Listed by: Kathryn Schmitt 203.952.4996 kathyhomes@hotmail.com • William Pitt Sotheby's Int'l
Listing closed: 09/09/2013 12:00 AM • Source: SMARTMLS, MLS#: 99029620

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Recent comparable sales

Median sold price

$1,694,750

Avg days on market

31

Sale-to-list ratio

102.5%

Wilton, CT

9 comparable properties found

$1,680,000 | 10-four 10-four Winds Drive, Wilton, CT 06897
1

$1,680,000

Sold 06/16/25

4
Bedrooms
5,373
Square Feet
0.82
Acres
$2,300,000 | 18 West Meadow Road, Wilton, CT 06897
2

$2,300,000

Sold 08/24/26

4
Bedrooms
4,808
Square Feet
1
Acres
$1,935,000 | 42 Old Highway, Wilton, CT 06897
3

$1,935,000

Sold 07/28/26

4
Bedrooms
5,040
Square Feet
1.13
Acres
$1,337,500 | 331 Sturges Ridge Road, Wilton, CT 06897
4

$1,337,500

Sold 01/23/25

4
Bedrooms
5,783
Square Feet
2.01
Acres
$975,000 | 10 Gaylord Drive South, Wilton, CT 06897
5

$975,000

Sold 10/25/24

4
Bedrooms
4,245
Square Feet
1.1
Acres
$1,694,750 | 301 Sturges Ridge Road, Wilton, CT 06897
6

$1,694,750

Sold 07/24/25

4
Bedrooms
5,368
Square Feet
2.01
Acres
$1,750,000 | 309 Sturges Ridge Road, Wilton, CT 06897
7

$1,750,000

Sold 05/29/26

4
Bedrooms
5,588
Square Feet
2.01
Acres
8

$1,680,000

Sold 06/16/25

4
Bedrooms
4.5
Bathrooms
4,283
Square Feet
0.82
Acres
$2,250,000 | 181 Westport Road, Wilton, CT 06897
9

$2,250,000

Sold 06/04/25

4
Bedrooms
5,546
Square Feet
1.45
Acres

Location

Listing Courtesy of William Pitt Sotheby's Int'l, Kathryn Schmitt

Sold By Coldwell Banker Residential Brokerage, Anatolia Tsilfides

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$7,190 per month

30 year fixed, 7.03% Interest

Principal and Interest

$5,339

Property Taxes

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Property Information for 38 Chestnut Hill Road

Property Details
  • Taxes: $22,214 / year
  • MLS Type: Residential
  • Basement Description: Full, Interior Access, Partially Finished, Storage, Walk-out
  • Direct Waterfront: No
  • Garages Number: 3
  • Style: Colonial, Contemporary
  • Garage Parking Info: Attached Garage
  • Swimming Pool: Yes
Building Information
  • Year Built: 1989
  • Lot Size: 1.14 AC / 49,658 SF
Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 33 to Chestnut Hill. Through stone pillars & bear left
  • Elementary School: Per Board of Ed
  • High School: Wilton
  • Intermediate School: Per Board of Ed
  • Latitude: 41.17423
  • Longitude: -73.39324
  • Middle Jr High School: Per Board of Ed
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2013-June 2014
  • Property Tax: $22,214
Virtual Tour
Interior and Exterior Features
Exterior Features
  • Pool Description: Heated, In Ground Pool, Indoor Pool
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Cook Top, Dishwasher, Dryer, Microwave, Refrigerator, Wall Oven, Washer
  • Cooling System: Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: No
  • Fireplaces Total: 2
  • Laundry Room Location: Upper
  • Rooms Additional: Foyer
  • Room Count: 10
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Features: Dining Area,Pantry,Sliders,Tile Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 2
  • Room Entry Order: 1
  • Room Features: Dining Area,Pantry,Sliders,Tile Floor
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 3
  • Room Entry Order: 10
  • Room Features: Gas Log Fireplace,Partial Bath,Sliders,Wall/Wall Carpet
  • Room Length: 40.0
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 39.0
Room 4
  • Room Entry Order: 10
  • Room Features: Gas Log Fireplace,Partial Bath,Sliders,Wall/Wall Carpet
  • Room Length: 40.0
  • Room Level: Lower
  • Room Type: Family Room
  • Room Width: 39.0
Room 5
  • Room Entry Order: 11
  • Room Features: Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Lower
  • Room Type: Office
  • Room Width: 16.0
Room 6
  • Room Entry Order: 11
  • Room Features: Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Lower
  • Room Type: Office
  • Room Width: 16.0
Room 7
  • Room Entry Order: 2
  • Room Features: Gas Log Fireplace,Hardwood Floor,Sliders,Vaulted Ceiling
  • Room Length: 26.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 8
  • Room Entry Order: 2
  • Room Features: Gas Log Fireplace,Hardwood Floor,Sliders,Vaulted Ceiling
  • Room Length: 26.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 13.0
Room 9
  • Room Entry Order: 4
  • Room Features: French Doors,Hardwood Floor,Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 16.0
Room 10
  • Room Entry Order: 4
  • Room Features: French Doors,Hardwood Floor,Wall/Wall Carpet
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 16.0
Room 11
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 15.0
Room 12
  • Room Entry Order: 5
  • Room Features: Wall/Wall Carpet
  • Room Length: 18.0
  • Room Level: Main
  • Room Type: Den
  • Room Width: 15.0
Room 13
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 13.0
Room 14
  • Room Entry Order: 6
  • Room Features: Wall/Wall Carpet
  • Room Length: 15.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 13.0
Room 15
  • Room Entry Order: 7
  • Room Features: Vaulted Ceiling,Wall/Wall Carpet
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 16
  • Room Entry Order: 7
  • Room Features: Vaulted Ceiling,Wall/Wall Carpet
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 17
  • Room Entry Order: 8
  • Room Features: Hardwood Floor,Vaulted Ceiling
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 18
  • Room Entry Order: 8
  • Room Features: Hardwood Floor,Vaulted Ceiling
  • Room Length: 15.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 19
  • Room Entry Order: 9
  • Room Features: Full Bath,Vaulted Ceiling,Wall/Wall Carpet,Walk-In Closet
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Room 20
  • Room Entry Order: 9
  • Room Features: Full Bath,Vaulted Ceiling,Wall/Wall Carpet,Walk-In Closet
  • Room Length: 18.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 13.0
Property
Property and Assessments
  • Color: Gray
  • Construction Description: Frame, Concrete
  • Exterior Siding: Clapboard, Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • Gross SQFT Per Public Records: 11634
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1989
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Sq Ft Est Heated Below Grade: 1646
  • Living Area SQFT Per Public Records: 4404
Lot Information
  • Parcel Number: 1923494
  • Sq Ft Est Heated Above Grade: 4404.0
  • Sq Ft Total: 6050.0
  • Zoning: R-2
Utilities
  • Heat Fuel Type: Oil
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Unit Count: 0

Property History for 38 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Sep 10, 2013

Closed (Public Record)

Public Record #369142530

$1,000,000—
DateEvent & SourcePrice
09/10/2013

Closed (Public Record)

Public Record #369142530

$1,000,000

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

Public Records for 38 Chestnut Hill Road

Taxable ValueLand$287,700Additions$895,650Total$1,183,350
Tax Record2025$28,886 ($2,407 / month)
Home Facts
Beds4Baths4.5Total Finished SqFt4,404 SqFtAbove Grade Finished SqFt4,404 SqFtUnfinished Basement SqFt1,216 SqFtStories2Lot Size49,658 SqFtStyleSingle Family ResidenceYear Built1989Year Renovated1989ZoningR-2CountyWESTERN CONNECTICUTAPNWILT M:0028 B:032 L:06

Schools near 38 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: 38 Chestnut Hill Road, Wilton, CT 06897
$1,000,000
4
6,050
49,658
$650,000
3
3
3,271
39,640
$752,500
4
5,335
87,120
$650,000
4
2,100
39,639
$355,000
2
1,057
47,480
$695,000
4
2,298
125,452

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.

Listing Courtesy of William Pitt Sotheby's Int'l, Kathryn Schmitt

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.