21 School Rd, Wilton, CT 06897
OFF MARKET

$3,571,800

Trulia Estimate
  • 6 Beds
  • 6 Baths
  • 7,013 sqft (on 4.35 acres)

21 School Rd, Wilton, CT 06897

Est. Refi. Payment $23,506/mo*
Refinance Your Home
Currently Off Market - Sold Dec 8, 2022 for $2,825,000

Home Value

Trulia Estimate
$3.57M
Since last month
Increased$25K (+0.7%)
Since last year
Increased$215K (+6.4%)
Since last sale
Increased$747K (+26.4%)
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 +46% in the last 10 years
MonthEstimated value
2026
August 2026$3.57M
July 2026$3.55M
June 2026$3.62M
May 2026$3.55M
April 2026$3.5M
March 2026$3.53M
February 2026$3.38M
January 2026$3.33M
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
0.26
Single-Family Home
$2,686,000
07/16/26
5
5.5
5,718
33 Middlebrook Farm Road, Wilton, CT
0.21
Single-Family Home
$2,335,000
03/31/26
5
6
5,860
16 Middlebrook Lane, Wilton, CT
0.09
Single-Family Home
$3,610,000
07/29/26
5
9
11,570
125 Middlebrook Farm Rd, Wilton, CT
0.39
Single-Family Home
$2,875,000
09/19/25
5
7
6,426
87 Catalpa Road, Wilton, CT
0.39
Single-Family Home
$2,220,000
10/30/25
5
3.5
5,153
330 Ridgefield Road, Wilton, CT
0.45
Single-Family Home
$1,898,200
05/28/26
5
4
5,080
352 Ridgefield Road, Wilton, CT
0.41
Single-Family Home
$1,600,000
10/15/25
4
3.5
4,152
112 Middlebrook Farm Road, Wilton, CT
0.33
Single-Family Home
$1,350,000
12/30/25
4
2.5
3,880
25 Riding Club Rd, Wilton, CT
0.59
Single-Family Home
$2,500,000
07/29/26
4
3.5
5,452
88 Drum Hill Road, Wilton, CT
0.61
Single-Family Home
$2,250,000
03/23/26
6
4.5
4,009

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
0.09
$3,610,000
5
9
11,570
Recently Sold
64 Middlebrook Farm Road, Wilton, CT 06897
0.19
-
-
-
4,739
Off Market
33 Middlebrook Farm Road, Wilton, CT 06897
0.21
$2,335,000
5
6
5,860
Recently Sold
25 Middlebrook Farm Road, Wilton, CT 06897
0.24
$1,805,700
5
4
4,338
Off Market
86 Middlebrook Farm Road, Wilton, CT 06897
0.26
$2,686,000
5
5.5
5,718
Recently Sold
208 Ridgefield Road, Wilton, CT 06897
0.32
$1,386,300
4
3
4,674
Off Market
112 Middlebrook Farm Road, Wilton, CT 06897
0.33
$1,350,000
4
2.5
3,880
Recently Sold
174 Ridgefield Road, Wilton, CT 06897
0.38
$2,257,600
5
4.5
5,070
Off Market
125 Catalpa Road, Wilton, CT 06897
0.36
$1,798,600
6
4
5,346
Off Market
274 Ridgefield Road, Wilton, CT 06897
0.36
$1,676,300
6
5
6,375
Off Market
87 Catalpa Road, Wilton, CT 06897
0.39
$2,380,600
5
3.5
5,153
Off Market
125 Middlebrook Farm Rd, Wilton, CT 06897
0.39
$3,092,100
5
7
6,426
Off Market

Local Information

  • Map ViewExplore the area around 21 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
1966
Lot Size
4.35 acres
Living Area
7,013 sqft
Price/Sqft
$509
Parking
Garage

About this House

Enter through the stately gates into a garden oasis reminiscent of a bygone era. Over the years the stunning 4 plus acres have been maintained and enhanced by the current owners. Recently the house was extensively renovated and expanded by the architectural firm of Brooks & Falotico creating a more spacious flow and natural light. The expansive kitchen is the envy of any chef. Gathering in the butler's pantry with its navy blue lacquered cabinets and stainless tiles immediately feels like a party. The house is a place to be lived in--ideally suited for great entertaining whether sitting on the deck under the pergola looking over the pool, spa and valley or seated at the kitchen island with the fire roaring. No details were spared.
21 School Rd, Wilton, CT 06897 is a 6 bedroom, 7 bathroom, 7,013 sqft single-family home built in 1966. It last sold for $2,825,000 on Dec 8, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,571,800, with a rent estimate of $7,952/month.

Home Details for 21 School Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 15Types of Rooms: Breakfast Nook
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: WoodPatio
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1966Year Updated: 1966
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 4.35 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Dec 8, 2022
Source: Smart MLS #170527107
Sold
$2,825,000
Nov 23, 2022
Source: Smart MLS #170527107
Contingent
$2,989,000
Oct 6, 2022
Source: Smart MLS #170527107
Listed For Sale
$2,989,000
Feb 14, 2018
Source: Smart MLS #99182920
Sold
$2,850,000
Sep 6, 2017
Source: Agent Provided
PriceChange
$2,999,995
Price decreased by 6%

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

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
    Flag
  • 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
    Flag
  • nrbattista
    "Outstanding area for raising children and commuting to NYC."
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 School Rd

  • What is 21 School Rd estimated to be worth?
    Trulia's estimated value for 21 School Rd in Wilton, CT is $3,571,800.
  • What is the price history for 21 School Rd?
    21 School Rd in Wilton, CT last sold for $2,825,000 in December 2022.
  • 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 21 School Rd have air conditioning?
    Yes, 21 School Rd in Wilton, CT has air conditioning.
  • Does 21 School Rd have a pool?
    Yes, 21 School Rd in Wilton, CT has a pool.

Explore by feature - Pet Friendly

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Off Market Homes Near 21 School Rd

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