Off Market
4 beds3.5 baths3,808 sqft
39 Highfield Rd, Wilton, CT 06897

Recent comparable sales

Median sold price

$1,485,000

Avg days on market

10

Sale-to-list ratio

108.0%

Wilton, CT

9 comparable properties found

$1,831,000 | 107 New Canaan Road, Wilton, CT 06897
1

$1,831,000

Sold 08/18/25

4
Bedrooms
4,017
Square Feet
2
Acres
$1,485,000 | 30 River Ridge Lane, Unit 30, Wilton, CT 06897
2

$1,485,000

Sold 11/18/24

4
Bedrooms
3,840
Square Feet
Unavailable
Acres
$1,550,000 | 34 Horseshoe Road, Wilton, CT 06897
3

$1,550,000

Sold 06/04/26

4
Bedrooms
3,241
Square Feet
1.03
Acres
$1,750,000 | 86 Wild Duck Road, Wilton, CT 06897
4

$1,750,000

Sold 12/16/24

4
Bedrooms
3,532
Square Feet
1.92
Acres
$1,425,000 | 111 Washington Post Drive, Wilton, CT 06897
5

$1,425,000

Sold 08/04/25

4
Bedrooms
3,762
Square Feet
1
Acres
a view of a house with a yard
6

$1,420,000

Sold 04/30/26

4
Bedrooms
3,794
Square Feet
2.02
Acres
$1,400,000 | 23 Laurel Lane, Wilton, CT 06897
7

$1,400,000

Sold 07/10/26

4
Bedrooms
3,541
Square Feet
2.29
Acres
$1,500,000 | 73 Old Kings Highway, Wilton, CT 06897
8

$1,500,000

Sold 03/27/26

4
Bedrooms
3,838
Square Feet
1.04
Acres
$1,317,000 | 15 Little Brook Road, Wilton, CT 06897
9

$1,317,000

Sold 10/21/24

4
Bedrooms
3,660
Square Feet
2.11
Acres

Location

Add your commute

Property Information for 39 Highfield Road

Property Details
Building Information
  • Stories: 2
  • Year Built: 1984
  • Lot Size: 2.02 AC / 87,991 SF

Public Records for 39 Highfield Road

Taxable ValueLand$337,330Additions$599,480Total$936,810
Tax Record2025$22,868 ($1,906 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,808 SqFtAbove Grade Finished SqFt3,808 SqFtUnfinished Basement SqFt1,845 SqFtStories2Lot Size87,991 SqFtStyleSingle Family ResidenceYear Built1984Year Renovated1984ZoningR-2CountyWESTERN CONNECTICUTAPNWILT M:0111 B:043 L:01

Schools near 39 Highfield 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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Square Feet
2.05
Acres
$2,375,000 | 143 Chestnut Hill Road, Wilton, CT 06897
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Square Feet
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Acres
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2,630
Square Feet
3.1
Acres
$2,195,000 | 14 Powder Horn Hill Road, Wilton, CT 06897
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5
Bedrooms
7,843
Square Feet
2.01
Acres
$600,000 | 46 Fawn Ridge Lane, Unit 46, Wilton, CT 06897
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$600,000

2
Bedrooms
1,664
Square Feet
$2,495,000 | 20 Cherry Lane, Wilton, CT 06897
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6
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7,200
Square Feet
2.45
Acres
$975,000 | 97 Hurlbutt Street, Wilton, CT 06897
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4
Bedrooms
2,211
Square Feet
2.96
Acres
$949,000 | 51 Stonebridge Road, Wilton, CT 06897
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Under Contract - Continue To Show

$949,000

4
Bedrooms
2,909
Square Feet
1.52
Acres
a front view of a house with garden
1/32
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Square Feet
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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 39 Highfield Road, Wilton, CT 06897
–
4
3.5
3,808
87,991
$1,032,000
4
5,011
87,991
$876,000
4
4,471
164,656
$2,400,000
5
6,921
87,555
$2,147,500
5
5,036
87,120
$1,375,000
4
4
3,398
87,120

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.

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.