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. Interior Photos coming soon
Sold for $1,440,000
$1,440,000
320 Chestnut Hill Road, Stamford, CT 06903
3beds
3,342sqft
Single Family Residence
Built in 1985
3.15 Acres Lot
$1,450,300 Zestimate®
$431/sqft
$7,415 Estimated rent
Home value
$1,450,300
$1.32M - $1.60M
$7,415/mo
Zestimate® history
Owner options
List your home for rent
$7,415/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$7,415/mo
Rent Zestimate®
Refinance and save
$8,116/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$8,116/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Listed by:
Penny Schwartz (203)253-6851,
William Raveis Real Estate 203-762-8300
Bought with:
Erin Valiska, RES.0826990
Keller Williams Realty
Source: Smart MLS,MLS#: 24157806
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Rooms
- Room types: Laundry
Primary bedroom
- Features: 2 Story Window(s), Cathedral Ceiling(s), Ceiling Fan(s), Walk-In Closet(s), Hardwood Floor
- Level: Upper
Bedroom
- Features: Full Bath, Hardwood Floor, Stall Shower, Tile Floor
- Level: Main
Bedroom
- Features: 2 Story Window(s), Cathedral Ceiling(s), Full Bath, Walk-In Closet(s), Hardwood Floor, Stall Shower
- Level: Upper
Primary bathroom
- Features: Double-Sink, Stall Shower, Whirlpool Tub, Travertine Floor
- Level: Upper
Dining room
- Features: Sliders, Hardwood Floor
- Level: Main
Great room
- Features: 2 Story Window(s), Cathedral Ceiling(s), Balcony/Deck, Fireplace, Sliders, Hardwood Floor
- Level: Main
Kitchen
- Features: 2 Story Window(s), Cathedral Ceiling(s), Balcony/Deck, Granite Counters, Kitchen Island, Hardwood Floor
- Level: Main
Living room
- Features: Hardwood Floor
- Level: Main
Loft
- Features: Hardwood Floor
- Level: Upper
Heating
- Forced Air, Zoned, Oil
Cooling
- Ceiling Fan(s), Central Air, Zoned
Appliances
- Included: Electric Cooktop, Oven, Range Hood, Refrigerator, Freezer, Ice Maker, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Open Floorplan, Entrance Foyer
- Basement: Full,Unfinished,Sump Pump,Interior Entry,Concrete
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 3,342
- Total interior livable area: 3,342 sqft
- Finished area above ground: 3,342
Property
Parking
- Total spaces: 4
- Parking features: Attached, Off Street, Driveway, Unpaved, Garage Door Opener, Private, Gravel
- Attached garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Wrap Around
- Exterior features: Lighting, Underground Sprinkler
- Has private pool: Yes
- Pool features: Gunite, Heated, In Ground
- Has view: Yes
- View description: Water
- Has water view: Yes
- Water view: Water
- Waterfront features: Waterfront, Pond, Access
Lot
- Size: 3.15 Acres
- Features: Wetlands, Interior Lot, Wooded, Level, Landscaped
Details
- Parcel number: 337400
- Zoning: RA1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Shingle Siding, Stone, Wood Siding
- Foundation: Block
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1985
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Thermostat
Community & HOA
Community
- Features: Basketball Court, Golf, Library, Medical Facilities, Park, Playground, Private School(s), Stables/Riding
- Subdivision: North Stamford
HOA
- Has HOA: No
Location
- Region: Stamford
Financial & listing details
- Price per square foot: $431/sqft
- Tax assessed value: $831,440
- Annual tax amount: $19,348
- Date on market: 4/4/2026
- Exclusions: Please see exclusion document
Price history
| Date | Event | Price |
|---|---|---|
| 6/18/2026 | Sold | $1,440,000-2.7%$431/sqft |
Source:  Smart MLS #24157806 Report a problem | ||
| 5/21/2026 | Pending sale | $1,480,000$443/sqft |
Source: Smart MLS #24157806 Report a problem | ||
| 4/9/2026 | Listed for sale | $1,480,000+52.7%$443/sqft |
Source: Smart MLS #24157806 Report a problem | ||
| 10/21/2020 | Sold | $969,000-3%$290/sqft |
Source: Smart MLS #170274287 Report a problem | ||
| 8/26/2020 | Pending sale | $999,000$299/sqft |
Source: Keller Williams Prestige Prop. #170274287 Report a problem | ||
| 8/18/2020 | Listed for sale | $999,000$299/sqft |
Source: Keller Williams Prestige Prop. #170274287 Report a problem | ||
| 7/30/2020 | Pending sale | $999,000$299/sqft |
Source: Keller Williams Prestige Prop. #170274287 Report a problem | ||
| 3/5/2020 | Listed for sale | $999,000-20.7%$299/sqft |
Source: Keller Williams Prestige Prop. #170274287 Report a problem | ||
| 8/26/2008 | Sold | $1,260,000$377/sqft |
Source: Smart MLS #98386840 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $19,422 +2.6% | $831,440 |
| 2024 | $18,924 -6.9% | $831,440 |
| 2023 | $20,337 +15.8% | $831,440 +24.7% |
| 2022 | $17,562 +1.4% | $667,000 |
| 2021 | $17,322 +2.5% | $667,000 |
| 2020 | $16,895 | $667,000 |
| 2019 | $16,895 +3.6% | $667,000 |
| 2018 | $16,308 -0.9% | $667,000 +3.7% |
| 2017 | $16,453 +3.1% | $642,930 |
| 2016 | $15,958 | $642,930 |
Find assessor info on the county website
Neighborhood: North Stamford
Nearby homes
- $2,071,6004 bd5 ba4.3k sqft340 Chestnut Hill Rd, Stamford, CT 06903Off Market
- $1,130,0003 bd3 ba3k sqft298 Chestnut Hill Rd, Stamford, CT 06903Off Market
- $510,8801 bd1 ba525 sqft29 Jordan Ln, Stamford, CT 06903Off Market
- $315,1001 bd1 ba525 sqft29 Jordan Ln #2, Stamford, CT 06903Off Market
- $1,050,0004 bd3 ba4.1k sqft321 Chestnut Hill Rd, Stamford, CT 06903Sold
- $1,139,1004 bd2 ba3.6k sqft331 Chestnut Hill Rd, Stamford, CT 06903Off Market
- $1,466,0004 bd2 ba2.9k sqft299 Chestnut Hill Rd, Stamford, CT 06903Off Market
- $1,342,0005 bd4 ba4k sqft291 Chestnut Hill Rd, Stamford, CT 06903Off Market
Nearby schools
GreatSchools rating
- 4/10Roxbury SchoolGrades: K-5Distance: 2.6 mi
- 4/10Cloonan SchoolGrades: 6-8Distance: 4.7 mi
- 3/10Westhill High SchoolGrades: 9-12Distance: 2.4 mi
Schools provided by the listing agent
- Elementary: Roxbury
- Middle: Cloonan
- High: Westhill
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Get pre-qualified for a loan
At Zillow Home Loans, we can pre-qualify you in as little as 5 minutes with no impact to your credit score.An equal housing lender. NMLS #10287.
Sell for more on Zillow
Get a Zillow Showcase℠ listing at no additional cost and you could sell for .
$1,450,300
2% more
+$29,006
With Zillow Showcase(estimated)
$1,479,306
- Connecticut
- Fairfield County
- Stamford
- 06903
- North Stamford
- 320 Chestnut Hill Road
Nearby cities
Nearby neighborhoods
Nearby zip codes
Other Stamford Topics
