Stamford, CT / SOLD

320 Chestnut Hill RoadStamford, CT 06903

The buyer could have saved $10,800 in brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 30% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

Sale Price$1,440,000ClosedJune 17, 2026

Our Take

320 Chestnut Hill Road in Stamford sits on more than three acres and was rebuilt from the studs in 2008. Its Contemporary design pairs a classic New England exterior with walls of windows, water views, cathedral ceilings, and two-story windows. The main living spaces connect a formal dining room, living areas, and wraparound decks. A chef’s kitchen includes a large island, Viking double ovens, and a window-lined breakfast room overlooking a waterfall. Three bedroom suites, a heated gunite pool, spa, and custom storage round out the property.

320 Chestnut Hill Road — exterior photo
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Estimated buyer rebate

The buyer could have saved $10,800 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

See how the commission rebate works ↗

*Estimate assumes a 2.5% buyer-agent commission and a 30% rebate. Actual savings depend on final purchase price and commission received. Based on the recorded closed price; this is a hypothetical estimate, not a statement of actual commission or rebate paid.

At a glance

Closed · MLS #24157806
Bedrooms
3
BathroomsBaths
3 full / 0 half
Square feet
3,342
Year built
1985
Acres
3.15
Property taxes
$19,348

July 2025-June 2026

What stands out

  • Rebuilt from the studs in 2008
  • Walls of windows with water views
  • Chef’s kitchen with Viking double ovens
  • Breakfast room overlooking a waterfall
  • Wraparound decks off the living spaces
  • Heated gunite pool and spa
  • Three private bedroom suites
  • Primary suite with vaulted ceilings and pond views
Read the full listing description

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.

Schools

Elementary
Roxbury
Middle
Cloonan
High
Westhill

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

Price history

DateEventPrice
Closed price$1,440,000
Original list price$1,480,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $1,440,000 closed price × assumed 2.5% buyer-agent commission × 30% rebate = $10,800. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation. This is a hypothetical estimate, not a rebate paid on this sale.

Listed by William Raveis Real Estate · (203) 762-8300

Penny Schwartz

SmartMLS · Listing #24157806 · Closed

Listing data checked: Sep 26, 2026, 11:51 AM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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