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
Mortgage Calculator
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
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.
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