320 Chestnut Hill Road

Closed 6/18/26
Closed 6/18/26
Gallery Image 1
Sold
Last Sold Price
$1,440,000
3 beds3,342 sqft

320 Chestnut Hill Rd, Stamford, CT 06903

Single FamilyProperty Type
3.15 acresLot Size
1985Year Built
$431/sq ftPrice per sq ft
4 carsParking Spaces

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...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 203.762.8300 penny.schwartz@raveis.com • William Raveis Real Estate
Listing closed: 06/18/2026 12:00 AM • Source: SMARTMLS, MLS#: 24157806
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Location

Listing Courtesy of William Raveis Real Estate, Penny Schwartz

Sold By Keller Williams Realty, Erin Valiska

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$9,300 per month

30 year fixed, 7.03% Interest

Principal and Interest

$7,688

Property Taxes

$1,612

HOA Dues

$0

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Property Information for 320 Chestnut Hill Road

Property Details

  • Taxes: $19,348 / year
  • MLS Type: Residential
  • County: Fairfield County
  • Basement Description: Full, Unfinished, Sump Pump, Interior Access, Concrete Floor
  • Direct Waterfront: Yes
  • Expected Active Date: 04-09-2026
  • Garages Number: 2
  • Neighborhood: North Stamford
  • Style: Contemporary
  • Garage Parking Info: Attached Garage, Under House Garage, Off Street Parking, Driveway, Unpaved
  • Swimming Pool: Yes
  • Expected On Market Date: 04-09-2026

Building Information

  • Year Built: 1985
  • Lot Size: 3.15 AC / 137,214 SF

Summary

Property and Location
  • Acres Source: Public Records
  • Directions: Take Long Ridge to Chestnut Hill House on right.
  • Elementary School: Roxbury
  • Flood Zone: No
  • High School: Westhill
  • Latitude: 41.126064
  • Longitude: -73.569004
  • Middle Jr High School: Cloonan
  • Neighborhood Amenities: Basketball Court, Golf Course, Library, Medical Facilities, Park, Playground/Tot Lot, Private School(s), Stables/Riding
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $19,348

Interior and Exterior Features

Exterior Features
  • Exterior Features: Wrap Around Deck, Lighting, Underground Sprinkler
  • Pool Description: Gunite, Heated, In Ground Pool
  • Waterfront Description: Pond, View, Access
Interior Features
  • Appliances Included: Electric Cooktop, Wall Oven, Range Hood, Refrigerator, Freezer, Icemaker, Dishwasher, Washer, Electric Dryer
  • Cooling System: Ceiling Fans, Central Air, Zoned
  • Heat Type: Hot Air, Zoned
  • Attic YN: No
  • Fireplaces Total: 1
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Laundry Room off Kitchen
  • Rooms Additional: Foyer, Laundry Room
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Features: Sliders,Hardwood Floor
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Features: 2 Story Window(s),Cathedral Ceiling,Balcony/Deck,Granite Counters,Island,Hardwood Floor
  • Room Level: Main
  • Room Type: Eat-In Kitchen
Room 4
  • Room Entry Order: 4
  • Room Features: 2 Story Window(s),Cathedral Ceiling,Balcony/Deck,Fireplace,Sliders,Hardwood Floor
  • Room Level: Main
  • Room Type: Great Room
Room 5
  • Listing Key: 4C4DC58760F9EDF5E0631A01100A5107
  • Room Entry Order: 5
  • Room Features: Full Bath,Hardwood Floor,Stall Shower,Tile Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Features: 2 Story Window(s),Cathedral Ceiling,Ceiling Fan,Walk-In Closet,Hardwood Floor
  • Room Level: Upper
  • Room Type: Primary BR Suite
Room 7
  • Room Entry Order: 7
  • Room Features: Double-Sink,Stall Shower,Whirlpool Tub,Travertine Floor
  • Room Level: Upper
  • Room Type: Primary Bath
Room 8
  • Room Entry Order: 8
  • Room Features: Hardwood Floor
  • Room Level: Upper
  • Room Type: Loft
Room 9
  • Listing Key: 4C4DC58760F9EDF5E0631A01100A5107
  • Room Entry Order: 9
  • Room Features: 2 Story Window(s),Cathedral Ceiling,Full Bath,Walk-In Closet,Hardwood Floor,Stall Shower
  • Room Level: Upper
  • Room Type: Bedroom

Property

Property and Assessments
  • Color: Beige
  • Construction Description: Frame
  • Driveway Type: Private, Gravel
  • Exclusions: Please see exclusion document
  • Exterior Siding: Shingle, Stone, Wood
  • Foundation Type: Block
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1985
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Description: Unfinished Basement Space 1746 per property records
Lot Information
  • Lot Description: Some Wetlands, Interior Lot, Treed, Level Lot, Professionally Landscaped, Water View
  • Parcel Number: 337400
  • Sq Ft Est Heated Above Grade: 3342.0
  • Sq Ft Total: 3342.0
  • Zoning: RA1
Utilities
  • Energy Features: Generator, Programmable Thermostat
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well

Multi Family

Income and Expenses
  • Occupied By: Owner

Property History for 320 Chestnut Hill Road

DateEvent & SourcePriceAppreciation
Jun 15, 2026

Closed (Public Record)

Public Record #1943332205

$1,440,000

+7.3% / yr

Oct 18, 2020

Closed (Public Record)

Public Record #681700889

$969,000—
Oct 18, 2020

Closed (Public Record)

Public Record #1418075336

$969,000

-2.1% / yr

DateEvent & SourcePrice
06/15/2026

Closed (Public Record)

Public Record #1943332205

$1,440,000

+7.3% / yr

10/18/2020

Closed (Public Record)

Public Record #681700889

$969,000
10/18/2020

Closed (Public Record)

Public Record #1418075336

$969,000

-2.1% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 320 Chestnut Hill Road

Taxable Value

Land

$369,560

Additions

$461,880
Total$831,440

Tax Record

2025

$19,348 ($1,612 / month)

Home Facts

Beds

3

Baths

3.5

Total Finished SqFt

3,342 SqFt

Above Grade Finished SqFt

3,342 SqFt

Unfinished Basement SqFt

1,746 SqFt

Stories

2

Lot Size

137,214 SqFt

Style

Single Family Residence

Year Built

1985

Year Renovated

1985

Zoning

RA1

County

WESTERN CONNECTICUT

APN

STAM M:002 B:8531

Schools near 320 Chestnut Hill Road

This home is within Stamford School District.
Rating
School
Type
Grades
Distance
Roxbury School
Public - K to 5
Cloonan School
Public - 6 to 8
Westhill High School
Public - 9 to 12
Rogers International School
Public - K to 8
Rating
School
Distance
Roxbury School
PublicK to 5

Cloonan School
Public6 to 8

Westhill High School
Public9 to 12

Rogers International School
PublicK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 320 Chestnut Hill Road, Stamford, CT 06903
$1,440,000
3
3,342
137,214
298 Chestnut Hill Road, Stamford, CT 06903
$775,000
3
3,099
53,143
340 Chestnut Hill Road, Stamford, CT 06903
$436,000
4
5.5
4,390
197,762
29 Jordan Lane, Stamford, CT 06903
–
–
–
–
65,776
321 Chestnut Hill Road, Stamford, CT 06903
$1,050,000
4
4,152
44,431
299 Chestnut Hill Road, Stamford, CT 06903
$1,200,000
4
2,904
47,480

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Listing Courtesy of William Raveis Real Estate, Penny Schwartz

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.