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$1,066,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,527 Sq. Ft.
  • 4 Car Garage
  • Updated 1 day ago

Next open house:

Open House: 12:00 PM - 3:00 PM

Saturday 8/22 12:00 PM - 3:00 PM

237 Chestnut Hill Road,Stamford, CT 06903

237 Chestnut Hill RoadStamfordCT06903

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Join us at 237 Chestnut Hill Road on:

  • Open House: 12:00 PM - 3:00 PM

    Sunday 8/23 12:00 PM - 3:00 PM

    237 Chestnut Hill Road,Stamford, CT 06903
    237 Chestnut Hill RoadStamfordCT06903
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Welcome to this private North Stamford retreat set on 1.58 acres of beautiful, secluded property. This 4-bedroom Colonial offers spacious living areas and an impressive outdoor setting designed for relaxing and entertaining. A 30-foot sunroom with sliders opens to the expansive backyard and pool area. The heated gunite pool is the centerpiece of the property, featuring an expansive stone terrace and waterfall feature. Pool improvements include a new gunite floor and tile in 2021, plus a new filter and electrical box in 2025. The property also offers a pool cabana with electricity, whole-house generator, deer fencing, mature landscaping, and a newly paved and sealed driveway. Inside, the home offers a mix of classic character and updates, including renovated bathrooms, Anderson windows, French doors, updated well systems, and hardwood flooring. A rare 4-car garage setup includes two attached garages plus an oversized detached barn with heat and air conditioning, workshop space, storage, and an additional carport. The barn provides exceptional flexibility for vehicles, hobbies, equipment, or storage. With its private acreage, extensive outdoor amenities, versatile garage and barn spaces, and sought-after North Stamford location, this property offers a unique opportunity to create your own private retreat.

Full Property Details for 237 Chestnut Hill Rd

General

  • Price: $1,066,000
  • Taxes: (July 2026-June 2027)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24197236
  • Updated: 8/20/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Auto Garage Door Opener, Cable - Available, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 2
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Full Bath, Hardwood Floor, 17 x 13, Upper
  • Bedroom 1: Bedroom - Hardwood Floor, 13 x 10, Upper
  • Bedroom 2: Bedroom - Hardwood Floor, 13 x 11, Upper
  • Bedroom 3: Bedroom - Wall/Wall Carpet, 20 x 12, Upper

Other Rooms

  • Living Room: Living Room - Bay/Bow Window, Fireplace, Hardwood Floor, 21 x 13, Main
  • Family Room: Family Room - Fireplace, Hardwood Floor, 25 x 12, Main
  • Kitchen: Kitchen - Bay/Bow Window, Breakfast Nook, Ceiling Fan, Tile Floor, 15 x 10, Main
  • Dining Room: Dining Room - Hardwood Floor, 16 x 11, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Hardwood Floor, 19 x 13, Lower
  • Rec Room: Hardwood Floor, 19 x 13, Lower

Additional Information

  • Pool: Yes
  • Pool Description: Gunite, In Ground Pool

Exterior

  • Exterior Features: Barn, Cabana, Gutters, Lighting, Underground Sprinkler, Patio
  • Color: Yellow

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Parking: Attached Garage, Detached Garage, Barn

Location

  • County: Fairfield
  • Neighborhood: North Stamford
  • Driving Directions: Either Long Ridge or High Ridge Roads to Chestnut Hill - #237 on North side.

School Information

  • Elementary School: Roxbury
  • Middle School: Cloonan
  • High School: Westhill

Community

  • Community Name: North Stamford

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Natural Gas, Upright Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Crawl Space, Partial
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,527
  • Above Ground: 2,527 Sq. Ft.
  • Year Built: 1966

Lot Features

  • Lot Size (Acres): 1.58
  • Zoning: RA1
  • Lot Description: Fence - Partial, Some Wetlands, Treed

Green Features

  • Energy Features: Generator, Thermopane Windows

Financial Considerations

  • Assessment Amount: $639,590
  • Tax Year: July 2026-June 2027

Disclosures and Reports

  • Exclusions: None
  • Property ID: 324182

Listed by Keller Williams Prestige Prop., Chris Mrijaj

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Listing agent

— 237 Chestnut Hill Rd —

  • Chris Mrijaj

    Keller Williams Prestige Prop.

Agent Contact: (203) 561-6264 Office Contact: (203) 327-6700

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 237 Chestnut Hill Rd

School District:Stamford School District
NameGradesDistance
Roxbury School
751 West Hill Road, Stamford, CT 06902
K-52.8 mi
Cloonan School
11 West North Street, Stamford, CT 06902
6-84.9 mi
Westhill High School, Stamford, CT
125 Roxbury Road, Stamford, CT 06902
9-122.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 237 Chestnut Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/20/2026
Listed
$1,066,000
43.28%
MLS
12/17/2015
Sold
$744,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 237 Chestnut Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$14,883
2%
$639,590
—
2023
$14,557
-7%
$639,590
—
2023
$15,644
15%
$639,590
23%
2022
$13,656
1%
$518,640
—
2021
$13,469
3%
$518,640
—
2020
$13,137
—
$518,640
—
2019
$13,137
4%
$518,640
—
2018
$12,681
2%
$518,640
7%
2017
$12,441
3%
$486,160
—
2016
$12,066
3%
$486,160
—
2015
$11,736
4%
$486,160
—
2014
$11,332
3%
$486,160
—
2011
$11,021
—
$486,160
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Keller Williams Prestige Prop., Chris Mrijaj

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237 Chestnut Hill Road, Stamford, CT 06903 (MLS# 24197236) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 237 Chestnut Hill Road is currently listed for $1,066,000 and was received on August 20, 2026. Want to learn more about 237 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Stamford? You can browse all Stamford real estate or contact a Coldwell Banker agent to request more information.

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