39 School Rd, Wilton, CT 06897
OFF MARKET

39 School Rd
Wilton, CT 06897

  • 6 Beds
  • 4.5 Baths
  • 5,474 sqft

$3,747,300

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $24,637/mo*
Refinance Your Home

$3,747,300

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $24,637/mo*
Refinance Your Home
6 Beds
4.5 Baths
5,474 sqft

Home Value

Trulia Estimate
$3.75M
Since last month
Decreased$70K (-1.8%)
Since last year
Decreased$140K (-3.6%)
Since last sale
Increased$147K (+4.1%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +92% in the last 10 years
MonthEstimated value
2026
August 2026$3.75M
July 2026$3.81M
June 2026$3.82M
May 2026$3.78M
April 2026$3.75M
March 2026$3.74M
February 2026$3.62M
January 2026$3.62M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
86 Middlebrook Farm Road, Wilton, CT
0.33
Single-Family Home
$2,686,000
07/16/26
5
5.5
5,718
33 Middlebrook Farm Road, Wilton, CT
0.23
Single-Family Home
$2,335,000
03/31/26
5
6
5,860
87 Catalpa Road, Wilton, CT
0.33
Single-Family Home
$2,220,000
10/30/25
5
3.5
5,153
16 Middlebrook Lane, Wilton, CT
0.11
Single-Family Home
$3,610,000
07/29/26
5
9
11,570
125 Middlebrook Farm Rd, Wilton, CT
0.42
Single-Family Home
$2,875,000
09/19/25
5
7
6,426
330 Ridgefield Road, Wilton, CT
0.53
Single-Family Home
$1,898,200
05/28/26
5
4
5,080
69 Catalpa Road, Wilton, CT
0.44
Single-Family Home
$1,800,000
07/27/26
4
4
4,180
88 Drum Hill Road, Wilton, CT
0.61
Single-Family Home
$2,250,000
03/23/26
6
4.5
4,009
352 Ridgefield Road, Wilton, CT
0.49
Single-Family Home
$1,600,000
10/15/25
4
3.5
4,152
300 Ridgefield Road, Wilton, CT
0.46
Single-Family Home
$1,370,000
10/15/25
5
2.5
4,303

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
16 Middlebrook Lane, Wilton, CT 06897
0.11
$3,610,000
5
9
11,570
Recently Sold
33 Middlebrook Farm Road, Wilton, CT 06897
0.23
$2,335,000
5
6
5,860
Recently Sold
64 Middlebrook Farm Road, Wilton, CT 06897
0.27
-
-
-
4,739
Off Market
25 Middlebrook Farm Road, Wilton, CT 06897
0.27
$1,815,400
5
4
4,338
Off Market
86 Middlebrook Farm Road, Wilton, CT 06897
0.33
$2,686,000
5
5.5
5,718
Recently Sold
208 Ridgefield Road, Wilton, CT 06897
0.30
$1,395,400
4
3
4,674
Off Market
125 Catalpa Road, Wilton, CT 06897
0.34
$1,803,300
6
4
5,346
Off Market
87 Catalpa Road, Wilton, CT 06897
0.33
$2,220,000
5
3.5
5,153
Recently Sold
112 Middlebrook Farm Road, Wilton, CT 06897
0.39
$1,350,000
4
2.5
3,880
Recently Sold
174 Ridgefield Road, Wilton, CT 06897
0.34
$2,267,800
5
4.5
5,070
Off Market
125 Middlebrook Farm Rd, Wilton, CT 06897
0.42
$3,062,200
5
7
6,426
Off Market
274 Ridgefield Road, Wilton, CT 06897
0.41
$1,658,700
6
5
6,375
Off Market

Local Information

  • Map ViewExplore the area around 39 School Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1976
Living Area
5,474 sqft
Price/Sqft
$685

About this House

Beautiful one of a kind home on over 5 acres. Close to Middlebrook School. Pool, Tennis Court and separate guest house on the premises. Gorgeous property with mature plantings and professionally landscaped.
39 School Rd, Wilton, CT 06897 is a 6 bedroom, 5 bathroom, 5,474 sqft single-family home built in 1976. It last sold for $3,600,000 on Apr 30, 2024. It is currently off market. The Trulia Estimate is $3,747,300, with a rent estimate of $20,399/month.

Home Details for 39 School Rd

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Interior Features

Heating & Cooling
Air ConditioningCooling System: Central Air

Price and Tax history

DateEventPrice
Apr 30, 2024
Source: BHHS NE Properties sold #761a296a5351e1fdf02ff90eb0d209fa
Sold
$3,600,000
Jan 26, 2011
Source: Smart MLS #98481336
Sold
$2,015,000
Oct 28, 2010
Source: Agent Provided
Listed For Sale
$2,195,000
Apr 25, 1989
Source: N/A
Sold
$820,000

Market trends in Wilton

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.42M
Sale-to-List Price
105.8%
Price per sq ft
$424
Available listings
64
2MoM
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Around this home

What Locals Say about Wilton

At least 67 Trulia users voted on each feature.

  • 94 % Say car is needed

  • 88 % Say parking is easy

  • 86 % Say there's holiday spirit

  • 84 % Say it's quiet

  • 81 % Say yards are well-kept

  • 81 % Say it's dog friendly

  • 80 % Say there's wildlife

  • 68 % Say people would walk alone at night

  • 66 % Say neighbors are friendly

  • 57 % Say they plan to stay for at least 5 years

  • 56 % Say kids play outside

  • 43 % Say there are community events

  • 24 % Say it's walkable to restaurants

  • 21 % Say streets are well-lit

  • 19 % Say it's walkable to grocery stores

  • 17 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Jelani37
    "It’s a small town, and traffic can be bad during rush hours on the Merritt "
    0
    Flag
  • Aimee Calandria
    "Christmas caroling, Memorial parade, farmers market, garden sale, Halloween parade, summer outside sale"
    0
    Flag
  • Kim Biltoft
    "Family oriented, very neighborly, help is there when you ask for it. Lots of ways to get involved in the community. "
    0
    Flag
  • Avdi R.
    "Very nice and friendly town! Very quiet and peaceful. Well kept neighborhoods and town. I spend a lot of time walking trails and enjoying the local town plazas"
    2
    Flag
  • Geneveaninevanstaden
    "Wilton is a lovely town to live in and the community is kind, friendly & welcoming. The public & communal areas are well kept and the parks & recreation facilities are well maintained. Wilton has great schools & is a great town for families."
    2
    Flag
  • Kelly H.
    "Best area to raise a family! The people are great! The schools are great! The public areas are great!"
    0
    Flag
  • Geneveaninevanstaden
    "Recently moved to Wilton and absolutely love it. We love going for family walks in the nature trails, or just taking a walk to the local restaurants or cafes. The parks are clean and well maintained, the rivers and lakes are clear and looked after. The Wilton community is friendly and welcoming, it’s a great place to call home."
    3
    Flag
  • Annie O.
    "This is a small city located in Fairfield Co Connecticut, known locally as “the country” and for being a little over an hour commute outside of NYC. Getting to a major highway requires driving through neighborhoods. "
    1
    Flag
  • Ygibney
    "Great schools close to ymca close to supermarket and close to train. Convenient location to neighboring towns ."
    0
    Flag
  • Barbara S.
    "Wilton is a caring, active, and beautiful community. A terrific library and many interest groups expand the reach of the educational resources. "
    0
    Flag
  • Azlouko
    "Fun family events in town Friendly neighbors Good school system Halloween parade Memorial Day parade"
    1
    Flag
  • Nya
    "Great schools, safe to live. We don’t have a great downtown but near by towns have. We have few good restaurants, great library and a farmers market. "
    0
    Flag
  • Samwals
    "No , there is no public transportation here. Everything is done by car. The city is spread out and there is no way they could supply public transportation except for the elderly "
    1
    Flag
  • BlessedOne
    "Lived in Wilton for 11 years. Plus is Low crime rate. Negative is expensive rent for old houses that are not update and built in 1900’s."
    1
    Flag
  • Trulia User
    "Great fairs, library events, parades! Super fun place to live. Outdoor activities too including hiking and biking. "
    0
    Flag
  • Pookie368
    "Most parts near me are not good to walk a dog. Not a lot of sidewalks and a lot of traffic. There are however a few parks to walk with your dog scattered around town."
    0
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  • Samwals
    "It doesn’t feel unique . There is nothing special about the town nor the neighborhood. The people are hoodwinked by the propaganda about how great the schools are. Scores have declined each year. "
    2
    Flag
  • Elizabethalleva
    "Wilton is amazing! Great schools. Great people. Beautiful homes!! This is a wonderful place to raise a family"
    4
    Flag
  • Samwals
    "Beautiful neighborhood, over rated schools. High taxes, high debt, Low turnout on budget issues. Poor road maintenance, wasted money on new school, with declining school age population. Retail outlets closing, with no incentives to stay. No plan to attract new businesses. A pompous attitude prevails by a community who time past by"
    0
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  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
    0
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  • Liz C.
    "We live here and it is the best place we have ever lived! We thought when we bought it that we would move in a couple of years, but now we know this has everything we need and is safe, walkable, pet friendly, conveniently located and the neighborhood community is awesome. Having 4 bedrooms and a detached house with plenty of parking for our family and guests makes living easy. Our resident board and the management company are proactive and approachable. The grounds and upkeep through every season have been outstanding, nothing to complain about! These houses rarely come on the market and when they do there are always multiple bids. This has proven to be an amazing investment. Grumman Village possesses a desirable and stable mixed neighborhood of families, singles, couples and retirees."
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Explore by feature - Pet Friendly

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Homes for sale near 39 School Rd

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Off Market Homes Near 39 School Rd

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Frequently asked questions about 39 School Rd

  • What is 39 School Rd estimated to be worth?
    Trulia's estimated value for 39 School Rd in Wilton, CT is $3,747,300.
  • What is the price history for 39 School Rd?
    39 School Rd in Wilton, CT last sold for $3,600,000 in April 2024.
  • Is Wilton a buyer's or seller's market?
    Wilton is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wilton?
    The median sale price in Wilton is $1.42M.
  • Does 39 School Rd have air conditioning?
    Yes, 39 School Rd in Wilton, CT has air conditioning.