Off Market Jul 2020 for $773K

$1,304,800

Est. refi paymentEst. refi $5,619/mo

•

2,553

sq ft

99 Chestnut Hill Rd, Stamford, CT 06903

About this home

Pass between 2 stone walls and you'll discover one of the prettiest homes in Stamford. A converted antique carriage house w/ midcentury design and modern updates is perfectly set on 1.9 level acres w/ southern exposure allowing natural light all day long. Come see the specimen plantings including established specimen trees, 15+ varieties of roses, perennials and young fruit trees on a lush grassy yard surrounding a totally renovated and heated gunite pool and well appointed pool house (not included in sq ft). Inside you will find a versatile Main Level floor plan w/ spacious living room/fireplace, large bay window and stately built-ins, dining room & stylish chef's kitchen w/ quartz counter tops, herringbone back splash, skylight & top-of-the-line appliances. There are 2 main level bedrooms: the Master Bedroom is an oasis of charm & comfort w/ large bay windows, WI closet, New gorgeous bathroom w/ quartz counters, double sink & oversized shower; the 2nd bedroom w/ vaulted ceiling & partial bath could double as an office/library/den. The sunlit family room w/ generous windows allowing access to the Pool & backyard completes the main level. The upper level w/ all new wall/wall carpeting has 2 oversized bedroom w/ built-ins, full bathroom w/ tub & shower, generous closets including a hallway walk-in closet & attic for storage. Don't miss this opportunity to create and treasure lifelong memories in this wonderful home. SEE drone video(movie reel Icon) & matteport.

Single-familyProperty Type

1951Year Built

1.9 acresLot Size

$511Est. Price/Sq.Ft.

2 car garageParking

Listed by Michael Feldman • William Raveis Real Estate

Bought with Joshua Caldwell • Keller Williams Prestige Prop.

Bought with Todd Auslander • Keller Williams Prestige Prop.

Source:Smart MLS #170298935

Redfin Estimate

$1,304,800

$532K since sold in July 2020$20K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.4% higher than the average sale price ($1.06M) of 6 comparable homes.

SOLD SEP 22, 2026
$764,000
A
4 beds3 baths2,963 sq ft
829 Scofieldtown Rd, Stamford, CT 06903
SOLD SEP 17, 2026
$1,575,000
B
4 beds3 baths3,350 sq ft
29 Old Logging Rd, Stamford, CT 06903
SOLD APR 2, 2026
$1,067,000
C
4 beds2 baths2,476 sq ft
106 E Hunting Ridge Rd, Stamford, CT 06903
SOLD MAR 25, 2026
$774,000
D
4 beds3 baths2,402 sq ft
27 Wellington Dr, Stamford, CT 06903
SOLD JAN 27, 2026
$1,250,000
E
4 beds3 baths3,119 sq ft
164 Janes Ln, Stamford, CT 06903
SOLD JUL 2, 2026
$915,000
F
4 beds2.5 baths2,021 sq ft
190 Red Fox Rd, Stamford, CT 06903

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Earn from this home

Sell

$685,820

Est. take-home

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Refinance

Est. cash available

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Rent

$3,393/mo

Redfin rental estimate

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Market trends in 06903, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.5%

1.2% MoM

Median sale price

$1.3M

$43K MoM

Avg. days on market

30d

4 days MoM

Recently sold homes

13 MoM

New listings for sale

OPEN TODAY, 1PM TO 3PM
$2,499,000
4 beds4.5 baths7,021 sq ft
23 Laurel Rd, Stamford, CT 06903
$619,000
3 beds1.5 baths1,125 sq ft
431 Scofieldtown Rd, Stamford, CT 06903
See all

Provided by Redfin

Sale history for 99 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$12,509 (+1.4%)

$221,630 + $253,450

$475,080

2021

$12,338 (+2.5%)

$221,630 + $253,450

$475,080

2020

$12,034 (+1.6%)

$221,630 + $253,450

$475,080

2019

$11,848 (+3.6%)

$221,630 + $246,130

$467,760

2018

$11,437 (+3.5%)

$221,630 + $246,130

$467,760

2017

$11,053 (+3.1%)

$203,160 + $228,750

$431,910

2016

$10,720 (+6.5%)

$203,160 + $228,750

$431,910

2014

$10,068

$203,160 + $228,750

$431,910

Tax history for 99 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2022

$12,509 (+1.4%)

$221,630 + $253,450

$475,080

2021

$12,338 (+2.5%)

$221,630 + $253,450

$475,080

2020

$12,034 (+1.6%)

$221,630 + $253,450

$475,080

2019

$11,848 (+3.6%)

$221,630 + $246,130

$467,760

2018

$11,437 (+3.5%)

$221,630 + $246,130

$467,760

2017

$11,053 (+3.1%)

$203,160 + $228,750

$431,910

2016

$10,720 (+6.5%)

$203,160 + $228,750

$431,910

2014

$10,068

$203,160 + $228,750

$431,910

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Public record
Zoning

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

1.9 Acres

Year renovated

—

Sq. Ft.

2,553

Year built

1951

Style

Single Family Residential

County

Fairfield County

APN

314427

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 12, 2023.

RA-1

Single Family Districts, Very Low Density

The purpose of these districts is to set aside and protect areas which have been or may be developed predominantly for single family dwellings on large Lots in a rural setting. Certain other uses are also permitted as-of-right or by Special Permit subject to adequate conditions and safeguards. It is intended that all uses permitted in these districts be compatible with single family Development and consistent with local Street characteristics, the use and protection of private water and sewer facilities (where public facilities are unavailable) and the level of other public services. it is hereby found and declared, further, that these regulations are necessary to the protection of these areas and that their protection is essential to the maintenance of a balanced community of sound residential area of diverse types.

Permitted uses

Include but are not limited to:

Housing-Single unit
Housing-Senior
Educational/school
Communications tower

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 8
Laundry Room Location: main level
Laundry Room Info: Main Level
Interior Features: Cable - Pre-wired
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air
Appliances Included: Cook Top, Wall Oven, Refrigerator, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Foyer
Room Count: 12
Basement Description: Crawl Space
Has Attic
Attic Description: Pull-Down Stairs, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shingle, Wood
Exterior Features: Cabana, Fruit Trees, Lighting, Patio, Stone Wall, Terrace

Lot Information
Lot Description: Level Lot, Fence - Partial, Fence - Stone

Pool Information
Swimming Pool
Pool Description: Pool House, In Ground Pool, Heated, Safety Fence, Gunite

Building Information
Foundation Type: Slab
Construction Description: Frame
Color: White

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2553
Driveway Type: Private, Crushed Stone

Financial

Assessments Information
Assessed Value: $467,760

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Domestic, Oil
Heat Type: Baseboard, Radiator
Heat Fuel Type: Electric, Oil
Fuel Tank Location: Above Ground
Energy Features: Storm Doors, Storm Windows

Location

School Information
Middle Jr High School: Turn of River
High School: Westhill
Elementary School: Northeast

Location Information
State: Connecticut
Nearby Amenities: Park, Public Transportation
Directions: Long Ridge Road / Chestnut Hill Road / to 99 Chestnut Hill Road (Stone Pillars)
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 2,553
Stories: 2.0
Lot Size: 1.9 acres
Style: Single Family Residential
Year Built: 1951
Year Renovated: —
County: Fairfield County
APN: 314427

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

Northeast School

Public K-5 • Assigned • 1.0mi

5/10

Turn Of River School

Public 6-8 • Assigned • 2.4mi

3/10

Westhill High School

Public 9-12 • Assigned • 2.7mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 100° expected this year, 15 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Stamford, CT • 06903

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.24M – $1.50M

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Nearby similar homes

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New listings for sale in 06903

OPEN TODAY, 1PM TO 3PM

$2,499,000

4 beds4.5 baths7,021 sq ft

23 Laurel Rd, Stamford, CT 06903

$619,000

3 beds1.5 baths1,125 sq ft

431 Scofieldtown Rd, Stamford, CT 06903

Home values near 99 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
47 Chestnut Hill Rd, Stamford, CT 4 Beds \| 3 Baths \| 3904 Sq. Ft.	$1,713,159
75 Chestnut Hill Rd, Stamford, CT 4 Beds \| 3 Baths \| 2192 Sq. Ft.	$1,153,505

Address	Redfin Estimate
69 Chestnut Hill Rd, Stamford, CT 4 Beds \| 4 Baths \| 4715 Sq. Ft.	$1,421,068
113 Chestnut Hill Rd, Stamford, CT 5 Beds \| 3 Baths \| 2728 Sq. Ft.	$1,477,762

Address	Redfin Estimate
100 Chestnut Hill Rd, Stamford, CT 5 Beds \| 3 Baths \| 4528 Sq. Ft.	$1,218,442
112 Chestnut Hill Rd, Stamford, CT 4 Beds \| 3.5 Baths \| 3914 Sq. Ft.	$1,378,079

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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