37 Cheesespring Rd, Wilton, CT 06897
Property image
Property image
OFF MARKET

$1,677,100

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 3,262 sqft (on 2.43 acres)

37 Cheesespring Rd, Wilton, CT 06897

Est. Refi. Payment $11,139/mo*
Refinance Your Home
Currently Off Market - Sold Sep 15, 2021 for $1,211,500

Home Value

Trulia Estimate
$1.68M
Since last month
$800 (0%)
Since last year
Increased$146K (+9.5%)
Since last sale
Increased$468K (+38.6%)
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 +57% in the last 10 years
MonthEstimated value
2026
August 2026$1.68M
August 2026$1.68M
July 2026$1.68M
June 2026$1.71M
May 2026$1.68M
April 2026$1.64M
March 2026$1.63M
February 2026$1.55M
January 2026$1.55M
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
2 Pheasant Run Road, Wilton, CT
0.05
Single-Family Home
$1,350,000
07/31/26
4
2.5
3,817
20 Pheasant Run Road, Wilton, CT
0.14
Single-Family Home
$1,505,000
03/06/26
4
2.5
3,290
300 Ridgefield Road, Wilton, CT
0.26
Single-Family Home
$1,370,000
10/15/25
5
2.5
4,303
352 Ridgefield Road, Wilton, CT
0.45
Single-Family Home
$1,600,000
10/15/25
4
3.5
4,152
12 Walnut Place, Wilton, CT
0.42
Single-Family Home
$1,615,000
09/24/25
4
4
4,780
330 Ridgefield Road, Wilton, CT
0.32
Single-Family Home
$1,898,200
05/28/26
5
4
5,080
109 Signal Hill Road, Wilton, CT
0.38
Single-Family Home
$2,150,000
06/23/26
4
4.5
4,800
481 Thayer Pond Rd, Wilton, CT
0.70
Single-Family Home
$1,095,000
04/24/26
5
3
3,171
112 Middlebrook Farm Road, Wilton, CT
0.81
Single-Family Home
$1,350,000
12/30/25
4
2.5
3,880
88 Drum Hill Road, Wilton, CT
0.41
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
2 Pheasant Run Road, Wilton, CT 06897
0.05
$1,350,000
4
2.5
3,817
Recently Sold
20 Pheasant Run Road, Wilton, CT 06897
0.14
$1,505,000
4
2.5
3,290
Recently Sold
LOT 3 Cheese Spring Road, Wilton, CT 06897
0.18
$1,752,400
4
5
4,000
Off Market
LOT 1 Cheese Spring Road, Wilton, CT 06897
0.19
$1,940,000
4
4
4,800
Off Market
5 Hidden Lake Ridge, Wilton, CT 06897
0.21
$1,344,900
5
3.5
4,302
Off Market
75 Signal Hill South, Wilton, CT 06897
0.20
$967,500
3
3
1,838
Off Market
67 South Signal Hill Road, Wilton, CT 06897
0.21
$1,432,200
4
2.5
3,772
Off Market
34 Drum Hill Road, Wilton, CT 06897
0.23
$2,212,600
4
4
4,802
Off Market
310 Ridgefield Road, Wilton, CT 06897
0.25
$1,237,700
4
2.5
3,062
Off Market
300 Ridgefield Road, Wilton, CT 06897
0.26
$1,470,900
5
2.5
4,303
Off Market
55 Drum Hill Road, Wilton, CT 06897
0.27
$2,004,600
3
2.5
3,118
Off Market
274 Ridgefield Road, Wilton, CT 06897
0.28
$1,676,300
6
5
6,375
Off Market

Local Information

  • Map ViewExplore the area around 37 Cheesespring Rd.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1959
2.43 acre lot
3,262 sqft
$514/sqft
Garage

About this House

This single-family home is located at 37 Cheesespring Rd, Wilton, CT. 37 Cheesespring Rd is in Wilton, CT and in ZIP code 06897. This property has 4 bedrooms, 3 bathrooms and approximately 3,262 sqft of floor space. This property has a lot size of 2.43 acres and was built in 1959.
37 Cheesespring Rd, Wilton, CT 06897 is a 4 bedroom, 3 bathroom, 3,262 sqft single-family home built in 1959. It last sold for $1,211,500 on Sep 15, 2021. More recently, it was listed as a rental in July 2020 with an asking price of $25,000 per month. That rental listing was removed on July 27, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,677,100, with a rent estimate of $7,268/month.

Home Details for 37 Cheesespring Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 9Types of Rooms: Breakfast Nook, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office
Heating & Cooling
Heating: Baseboard, Forced Air, Radiant, OilAir ConditioningCooling System: CentralHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

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

Property Information

Year Built
Year Built: 1959Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Rental Terms, Policies & Fees

Furnished

Community

Units in Building: 1

Lot Information

Lot Area: 2.43 acres

Additional Information

On Site Laundry Available

Price and Tax history

DateEventPrice
Sep 15, 2021
Source: Smart MLS #170413280
Sold
$1,211,500
Jul 27, 2020
Source: Agent Provided
ListingRemoved
$25,000
Jul 16, 2020
Source: Agent Provided
Listed For Rent
$25,000
Nov 10, 2014
Source: Smart MLS #99075205
Sold
$1,080,000
Aug 8, 2014
Source: Agent Provided
Listed For Sale
$1,179,000

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

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 37 Cheesespring Rd

  • What is 37 Cheesespring Rd estimated to be worth?
    Trulia's estimated value for 37 Cheesespring Rd in Wilton, CT is $1,677,100.
  • What is the price history for 37 Cheesespring Rd?
    37 Cheesespring Rd in Wilton, CT last sold for $1,211,500 in September 2021.
  • 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 37 Cheesespring Rd have air conditioning?
    Yes, 37 Cheesespring Rd in Wilton, CT has air conditioning.
  • Does 37 Cheesespring Rd have a pool?
    Yes, 37 Cheesespring Rd in Wilton, CT has a pool.

Explore by feature - Pet Friendly

14 pet-friendly rentals in Wilton, CT

Explore by feature - Garage

13 rentals with a garage in Wilton, CT

Explore by feature - Air Conditioning

22 rentals with air conditioning in Wilton, CT

Explore by feature - Pool

7 rentals with a pool in Wilton, CT

Explore by feature - Washer/dryer

26 rentals with a washer/dryer in Wilton, CT

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 37 Cheesespring Rd

Skip to last item
Skip to first item

Homes for sale near 37 Cheesespring Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item