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320 Chestnut Hill RoadStamford, CT 06903

For Sale

$1,480,000

Smart Buyer Rebate $14,800

Completely rebuilt from the studs in 2008, this one-of-a-kind Contemporary blends sleek modern design with classic New England exterior charm. Set on 3+ private acres, the home was designed to capture beautiful views from every room, with walls of windows creating a bright, open, and airy feel throughout. The main living space features soaring cathedral ceilings and dramatic two-story windows with water views. A chef's kitchen with expansive island, Viking double ovens, and a sunlit breakfast room surrounded by windows overlooks your own waterfall. The layout flows seamlessly from a formal dining room to spacious living areas and out to wraparound decks, ideal for everyday living and entertaining. Outside, enjoy a resort-style setting with a heated gunite pool, spa, and tranquil natural surroundings. Three private bedroom suites include two updated baths, while the primary suite features vaulted ceilings, a sitting area, and serene pond views. Custom storage maximizes functionality throughout. Ideally located just 2 miles from the Merritt Parkway and LaRocca's Market, and within walking distance to Chestnut Hill Park, this property delivers superior construction, privacy and a lifestyle that you will love.

Listed by Penny Schwartz

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William Raveis Real Estate

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(203) 253-6851

Last updated April 30, 2026

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Source: SmartMLS #24157806

Listing Facts

  • TypeSingle-family
  • NeighborhoodNorth Stamford
  • Bedrooms3
  • Bathrooms3
  • Days on Prevu28
  • Taxes$19,348/year
  • Size3,342 sqft
  • Price per sqft$443

Location

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Listing History

04/09/2026
Status changed to Active
$1,480,000
04/03/2026
Listed by William Raveis Real Estate
$1,480,000

Property Details for 320 Chestnut Hill Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1985
  • Year Built Details: Public Records
  • Architectural Style: Contemporary
  • Construction Materials: Frame
  • Exterior Features: Wrap Around Deck, Lighting, Underground Sprinkler

Features

  • Pool Features: Gunite, Heated, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Pond, View, Access

Measurements

  • Lot Features: Some Wetlands, Interior Lot, Treed, Level Lot, Professionally Landscaped, Water View
  • Lot Size Acres: 3.15

Financial

Taxes

  • Parcel Number: 337400
  • Tax Annual Amount: $19,348.00
  • Tax Year: 25

Interior

Features

  • Appliances: Electric Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Electric Dryer
  • Fireplaces Total: 1
  • Interior Features: DROPEN, OPEN

Rooms

  • Basement: Full, Unfinished, Sump Pump, Interior Access, Concrete Floor
  • Bathrooms Full: 3
  • Bathrooms Total Integer: 3
  • Bedrooms Total: 3
  • Rooms Total: 10

Other

General

  • Exclusions: Please see exclusion document

Parking

Parking

  • Attached Garage: Attached Garage, Under House Garage, Off Street Parking, Driveway, Unpaved
  • Garage Spaces: 2
  • Parking Total: 4

Schools

Elementary School

  • Elementary School: Roxbury

High School

  • High School: Westhill

Middle or Junior School

  • Middle Or Junior School: Cloonan

Utilities

Equipment

  • Cooling: Ceiling Fans, Central Air, Zoned
  • Heating: Hot Air, Zoned
  • Laundry Features: Main Level
  • Sewer: Septic
  • Water Source: Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 3 bedrooms and 3 bathrooms in this single-family home at 320 Chestnut Hill Road.

What schools are nearby to 320 Chestnut Hill Road?

Nearby schools include the Roxbury Elementary School, Cloonan Middle School, and Westhill High School.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 320 Chestnut Hill Road.

What are the annual taxes for 320 Chestnut Hill Road?

Annual taxes for this single-family home are estimated at $19,348.

How does 320 Chestnut Hill Road compare to other single-family homes in North Stamford?

This single-family home is listed 14% below the average price for single-family homes in North Stamford and has been on the market for 29 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 3,342 sqft.

320 Chestnut Hill Road is a 3-bedroom, 3-bath single-family home for sale in Stamford CT 06903. Listed on Prevu for 28 days at $1,480,000. This property features 3,342 square feet of living space, located in North Stamford. The median listing price for single-family homes in this area is $1,295,000. Nearby schools include Roxbury Elementary School, Cloonan Middle School, and Westhill High School. Explore more single-family home listings in Stamford.

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.