21 School Rd, Wilton, CT 06897
OFF MARKET

21 School Rd
Wilton, CT 06897

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

$3,545,600

Trulia Estimate
as of Jun 5, 2026

$3,545,600

Trulia Estimate
as of Jun 5, 2026
6 Beds
6 Baths
7,013 sqft
(on 4.35 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

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 History for 21 School Rd

DatePriceEventSource
12/08/2022$2,825,000Sold
Smart MLS #170527107
11/23/2022$2,989,000ContingentSmart MLS #170527107
10/06/2022$2,989,000Listed For SaleSmart MLS #170527107
02/14/2018$2,850,000Sold
Smart MLS #99182920
09/06/2017$2,999,995PriceChange
Agent Provided
05/05/2017$3,195,000Listed For SaleAgent Provided
02/28/2005$2,720,000Sold
Smart MLS #98212645
12/31/1992$772,000Sold
N/A

Market trends in Wilton

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
18MoM
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Property Tax and Assessment

Year2025
Tax$49,207
Assessment$2,015,860
Home facts updated by county records

Comparable Sales for 21 School Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Middlebrook Farm Road, Wilton, CT
0.21
Single-Family Home
$2,335,000
03/31/26
5
6
5,860
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
148 Drum Hill Road, Wilton, CT
0.78
Single-Family Home
$2,800,000
08/13/25
5
5.5
6,798
192 Catalpa Road, Wilton, CT
0.56
Single-Family Home
$2,050,000
08/27/25
4
6.5
5,340
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
88 Drum Hill Road, Wilton, CT
0.61
Single-Family Home
$2,250,000
03/23/26
6
4.5
4,009
300 Ridgefield Road, Wilton, CT
0.40
Single-Family Home
$1,370,000
10/15/25
5
2.5
4,303
358 Ridgefield Road, Wilton, CT
0.50
Single-Family Home
$1,165,000
07/07/25
4
3.5
3,678

Nearby homes

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Assigned Schools

These are the assigned schools for 21 School Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

  • 18 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • 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
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  • 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
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  • 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
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  • 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."
    0
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21 School Rd, Wilton, CT 06897 is a 6 bedroom, 7 bathroom, 7,013 sqft single-family home built in 1966. This property is not currently available for sale. 21 School Rd was last sold on Dec 8, 2022 for $2,825,000. The current Trulia Estimate for 21 School Rd is $3,545,600.