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$1,440,000

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 3,342 Sq. Ft.
  • 2 Car Garage
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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.

Full Property Details for 320 Chestnut Hill Rd

General

  • Sold For: $1,440,000
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24157806
  • Added to Site: 97 day(s) ago

Interior

  • Number of Rooms: 10
  • Rooms/Areas: Foyer, Laundry Room
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Electric Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Primary Bath - Doubl, Upper

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: 2 Story Window(s), Cathedral Ceiling, Ceiling Fan, Wa, Upper
  • Bedroom 1: Bedroom - Full Bath, Hardwood Floor, Stall Shower, Tile Floor, Main
  • Bedroom 2: Bedroom - 2 Story Window(s), Cathedral Ceiling, Full Bath, Walk-In Closet, Hardwood Floor, Stall Shower, Upper

Other Rooms

  • Living Room: Living Room - Hardwood Floor, Main
  • Great Room: Great Room - 2 Story Window(s), Cathedral Ceiling, Balcony/Deck, Fireplace, Sliders, Hardwood Floor, Main
  • Eat In Kitchen: Eat-In Kitchen - 2 Story Window(s), Cathedral Ceiling, Balcony/Deck, Granite C, Main
  • Dining Room: Dining Room - Sliders, Hardwood Floor, Main
  • Loft: Loft - Hardwood Floor, Upper
  • Laundry: Main Level

Additional Information

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

Exterior

  • Exterior Features: Wrap Around Deck, Lighting, Underground Sprinkler
  • Color: Beige

Parking

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

Location

  • County: Fairfield
  • Neighborhood: North Stamford
  • Driving Directions: Take Long Ridge to Chestnut Hill House on right.

School Information

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

Community

  • Community Name: North Stamford

Heating & Cooling

  • Cooling Type: Ceiling Fans, Central Air, Zoned
  • Heating Type: Hot Air, Zoned, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Shingle, Stone, Wood
  • Basement Desc.: Full, Unfinished, Sump Pump, Interior Access, Concrete Floor
  • Roof: Asphalt Shingle
  • Square Feet: 3,342
  • Above Ground: 3,342 Sq. Ft.
  • Year Built: 1985

Lot Features

  • Lot Size (Acres): 3.15
  • Driveway/Sidewalk: Private, Gravel
  • Zoning: RA1
  • Lot Description: Some Wetlands, Interior Lot, Treed, Level Lot, Professionally Landscaped, Water View

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: Pond, View, Access

Green Features

  • Energy Features: Generator, Programmable Thermostat

Financial Considerations

  • Assessment Amount: $831,440
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Exclusions: Please see exclusion document
  • Property ID: 337400

Listed by William Raveis Real Estate, Penny Schwartz
Sold by Keller Williams Realty, Erin Valiska

Listing agent

— 320 Chestnut Hill Rd —

  • Penny Schwartz

    William Raveis Real Estate

Agent Contact: (203) 253-6851 Office Contact: (203) 762-8300

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 320 Chestnut Hill Rd

School District:Stamford School District
NameGradesDistance
Roxbury School
751 West Hill Road, Stamford, CT 06902
K-52.6 mi
Cloonan School
11 West North Street, Stamford, CT 06902
6-84.7 mi
Westhill High School, Stamford, CT
125 Roxbury Road, Stamford, CT 06902
9-122.4 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 320 Chestnut Hill Rd

Date
Details
Price
Change
Source
6/18/2026
Sold
$1,440,000
-2.7%
MLS
4/09/2026
Listed
$1,480,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by William Raveis Real Estate, Penny Schwartz
Sold by Keller Williams Realty, Erin Valiska

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320 Chestnut Hill Road, Stamford, CT 06903 (MLS# 24157806) is a Single Family property that was sold at $1,440,000 on June 18, 2026. Want to learn more about 320 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.