Off Market Nov 2020 for $1.6M

$2,996,923

Est. refi paymentEst. refi $2,895/mo

•

6,332

sq ft

308 Chestnut Hill Rd, Wilton, CT 06897

About this home

Luxury living at its best.This home offers endless custom details. State of the art amenities throughout a gourmet kitchen, beautiful flooring,exquisite millwork,wainscoting,built ins, butler’s pantry. LOTS of bonus space: a second story bonus room, finished third floor w/ a full bath & an unfinished basement running the length of the house. There are beautiful offices to work from home and lots of space for relaxing,playing, or entertaining. In addition to 4 large bedrms w/ walk in closets and ensuite baths the master includes a fireplace, walk in closet&lux marble spa bath.The flat, 2-acre lot is one of the most desirable aspects of this property, perfect for an extended patio, outdoor kitchen and pool/spa.Barn on the property has unlimited potential for pool house,party barn,in-law apartment or it can be removed if buyer wishes.Have it all

308 Chestnut Hill road intertwines the desirable luxury lifestyle with the traditional Fairfield County feel. This breath-taking 6,000+ square foot residence is surely a sight to see. Constructed by renown Polito builders this home offers endless custom details. The 2 story foyer equipped with parquet floor adds to the elegant feel of this home. State of the art amenities lay throughout the house: a gourmet kitchen, parquet flooring, crown molding & wains coting, butler’s pantry off the kitchen. This home offers more than enough space with 5 large bedrooms all with walk in closets and en-suite bathrooms. LOTS of bonus space is offered in this house, from the second story bonus room and finished third floor with a full bath to the unfinished basement which runs the length of the house. The master suite includes a fireplace, sweeping walk in closet as well as the bright master bath with sky light windows and separate tub and shower that is like no other. The flat, 2-acre lot upon which this home sits on is one of the most desirable aspects of this property, perfect for an extended patio, outdoor kitchen or pool and spa. Adjacent to the home is a 2 car garage barn which can act as an in-law suite or more bonus space for the owner.

Single-familyProperty Type

2016Year Built

2.05 acresLot Size

$473Est. Price/Sq.Ft.

3 car garageParking

Listed by Carol McMorris • Higgins Group Real Estate

Bought with Dianne deWitt • Berkshire Hathaway NE Prop.

Source:Smart MLS #170337785

Redfin Estimate

$2,996,923

$1.3M since sold in November 2020$74K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 19.5% higher than the average sale price ($2.51M) of 6 comparable homes.

SOLD JUL 17, 2026
$1,285,000
A
5 beds4.5 baths5,360 sq ft
350 Chestnut Hill Rd, Norwalk, CT 06851
SOLD JUL 8, 2026
$3,925,000
B
5 beds5.5 baths7,409 sq ft
13 Rockyfield Rd, Westport, CT 06880
SOLD JUN 3, 2026
$1,625,000
C
5 beds5 baths5,095 sq ft
52 Partrick Rd, Westport, CT 06880
SOLD JUN 29, 2026
$3,400,000
D
6 beds8.5 baths7,787 sq ft
5 Michele Ln, Westport, CT 06880
SOLD MAY 29, 2026
$1,310,000
E
5 beds4.5 baths6,774 sq ft
205 E Rocks Rd, Norwalk, CT 06851
SOLD JUL 15, 2026
$3,500,000
F
5 beds5.5 baths7,048 sq ft
123 Cross Hwy, Westport, CT 06880

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,627,815

Est. take-home

List your home with Redfin and save $29,969

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$13,235/mo

Redfin rental estimate

List your home for rent

Market trends in 06897, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

+0.1% MoM

Median sale price

$1.4M

$106K MoM

Avg. days on market

27d

1 days MoM

Recently sold homes

29 MoM

New listings for sale

$3,250,000
4 beds4 baths6,518 sq ft
347 Nod Hill Rd, Wilton, CT 06897
$3,850,000
5 beds5.5 baths5,034 sq ft
430 Nod Hill Rd, Wilton, CT 06897
$539,900
1 bed1.5 baths1,129 sq ft
35 Glen Rdg #35, Wilton, CT 06897
OPEN SUN, 1PM TO 4PM
$2,499,000
5 beds6 baths5,471 sq ft
77 Old Boston Rd, Wilton, CT 06897
COMING SOON
$3,800,000
3 beds3.5 baths4,386 sq ft
24 Graenest Ridge Rd, Wilton, CT 06897
$799,000
2 beds2.5 baths1,781 sq ft
39 Lambert Cmn #39, Wilton, CT 06897
See all

Provided by Redfin

Sale history for 308 Chestnut Hill Rd

Date

Event

Price

SMARTMLS #24091741

May 14, 2025

Rental Removed

$2,650

$0/sq ft

May 7, 2025

Listed for Rent

$2,650

$0/sq ft

Smart MLS #170337785

Nov 2, 2020

Sold

$1,689,000

$267/sq ft

Sep 27, 2020

Contingent

—

Sep 17, 2020

Listed

$1,679,000

$265/sq ft

Smart MLS #99182179

Oct 31, 2017

Listing Removed

—

Apr 19, 2017

Listed

$1,599,000

$253/sq ft

Smart MLS #99171480

Apr 19, 2017

Listing Removed

—

Jan 21, 2017

Listed

$1,649,000

$260/sq ft

Smart MLS #99138476

Dec 30, 2016

Listing Removed

—

Mar 21, 2016

Listed

$1,799,000

$284/sq ft

Smart MLS #99109941

Mar 21, 2016

Listing Removed

—

Jun 20, 2015

Listed

$1,875,000

$296/sq ft

Smart MLS #99084316

Jun 20, 2015

Listing Removed

—

Oct 24, 2014

Listed

$1,985,000

$313/sq ft

Public Records

May 21, 2013

Sold

$445,000

$70/sq ft

Smart MLS #98544269

Dec 26, 2012

Listing Removed

—

Jun 26, 2012

Listed

$1,999,000

$316/sq ft

Public Records

Jun 17, 2010

Sold

$500,000

$79/sq ft

Smart MLS #98456790

Mar 30, 2010

Listed

$529,900

$84/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$45,960 (+44.1%)

$279,510 + $1,291,220

$1,570,730

2022

$31,888 (+1.3%)

$279,510 + $850,080

$1,129,590

2021

$31,482 (+1.5%)

$279,510 + $850,080

$1,129,590

2020

$31,019 (−3.8%)

$279,510 + $850,080

$1,129,590

2019

$32,238 (−7.8%)

$279,510 + $850,080

$1,129,590

2018

$34,975 (+1.5%)

$294,140 + $946,540

$1,240,680

2017

$34,454 (+1.6%)

$294,140 + $946,540

$1,240,680

2016

$33,920 (+249.2%)

$294,140 + $946,540

$1,240,680

2014

$9,715

$294,140 + $72,310

$366,450

Tax history for 308 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$45,960 (+44.1%)

$279,510 + $1,291,220

$1,570,730

2022

$31,888 (+1.3%)

$279,510 + $850,080

$1,129,590

2021

$31,482 (+1.5%)

$279,510 + $850,080

$1,129,590

2020

$31,019 (−3.8%)

$279,510 + $850,080

$1,129,590

2019

$32,238 (−7.8%)

$279,510 + $850,080

$1,129,590

2018

$34,975 (+1.5%)

$294,140 + $946,540

$1,240,680

2017

$34,454 (+1.6%)

$294,140 + $946,540

$1,240,680

2016

$33,920 (+249.2%)

$294,140 + $946,540

$1,240,680

2014

$9,715

$294,140 + $72,310

$366,450

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

Public record

Beds

Baths

Stories

—

Lot width

—

Lot depth

—

Lot size

89,297

Year renovated

—

Sq. Ft.

6,332

Year built

2016

Style

Single Family Residential

County

Fairfield County

APN

1922966

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Oct 8, 2022.

Property details

Parking

Garage Information
Garage & Parking: Attached Garage, Paved
Garages Number: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 15
Interior Features: Audio System, Auto Garage Door Opener, Cable - Pre-wired, Central Vacuum, Open Floor Plan, Security System
Fireplaces Total: 3
Cooling System: Central Air, Zoned
Appliances Included: Gas Range, Wall Oven, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 5
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Bonus Room, Laundry Room
Room Count: 12
Basement Description: Full, Unfinished, Interior Access, Garage Access
Has Attic
Attic Description: Walk-up, Partially Finished

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Shake, Cedar, Stone
Exterior Features: Barn, Terrace

Lot Information
Lot Description: Level Lot, Treed

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: beachwood gray

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 5870
Driveway Type: Paved

Financial

Assessments Information
Assessed Value: $1,129,590

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 50 Gallon Tank
Heat Type: Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

HOA Information
Association Amenities: Health Club, Medical Facilities, Park, Playground/Tot Lot, Pool, Tennis Courts

School Information
Middle Jr High School: Middlebrook
Intermediate School: Cider Mill
High School: Wilton
Elementary School: Miller-Driscoll

Location Information
State: Connecticut
Nearby Amenities: Health Club, Library, Medical Facilities, Park, Playground/Tot Lot, Tennis Courts
Directions: Rt. 33 to Chestnut Hill Road
County: Fairfield

Public facts

Beds: 6
Baths: 6.0
Sq. Ft.: 6,332
Stories: —
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 2.05 acres
Style: Single Family Residential
Year Built: 2016
Year Renovated: —
County: Fairfield County
APN: 1922966
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Oct 8, 2022

Around this home

Schools

Cider Mill School

Public 3-5 • Assigned • 2.1mi

9/10

Middlebrook School

Public 6-8 • Assigned • 2.3mi

10/10

Wilton High School

Public 9-12 • Assigned • 2.4mi

10/10

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 99° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

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

Provided by First Street

Historical weather

Wilton, CT • 06897

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$2.85M – $3.45M

Reach more buyers when you sell with Redfin. Save up to $29,969 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

OPEN SUN, 11AM TO 1PM

$2,250,000

4 beds5.5 baths5,605 sq ft

6 Old Orchard Dr, Weston, CT 06883

$1,549,900

6 beds5.5 baths4,348 sq ft

81 Trails End Rd, Weston, CT 06883

$1,299,000

4 beds3.5 baths2,958 sq ft

181 Georgetown Rd, Weston, CT 06883

$1,799,000

5 beds3.5 baths4,347 sq ft

293 Sturges Ridge Rd, Wilton, CT 06897

$1,750,000

4 beds4 baths4,234 sq ft

32 Silver Ridge Cmn, Weston, CT 06883

NEW CONSTRUCTION

$5,190,000

4 beds5.5 baths8,368 sq ft

48 Old Farm Rd, Wilton, CT 06897

New listings for sale in 06897

$3,250,000

4 beds4 baths6,518 sq ft

347 Nod Hill Rd, Wilton, CT 06897

$3,850,000

5 beds5.5 baths5,034 sq ft

430 Nod Hill Rd, Wilton, CT 06897

$539,900

1 bed1.5 baths1,129 sq ft

35 Glen Rdg #35, Wilton, CT 06897

OPEN SUN, 1PM TO 4PM3D WALKTHROUGH

$2,499,000

5 beds6 baths5,471 sq ft

77 Old Boston Rd, Wilton, CT 06897

COMING SOON

$3,800,000

3 beds3.5 baths4,386 sq ft

24 Graenest Ridge Rd, Wilton, CT 06897

$799,000

2 beds2.5 baths1,781 sq ft

39 Lambert Cmn #39, Wilton, CT 06897

Home values near 308 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
288 Chestnut Hill Rd, Wilton, CT 4 Beds \| 5.5 Baths \| 4424 Sq. Ft.	$2,272,985
286 Chestnut Hill Rd, Wilton, CT 3 Beds \| 2.5 Baths \| 2694 Sq. Ft.	$1,424,805

Address	Redfin Estimate
282 Chestnut Hill Rd, Wilton, CT 5 Beds \| 3.5 Baths \| 5765 Sq. Ft.	$2,396,290
284 Chestnut Hill Rd, Wilton, CT 5 Beds \| 5 Baths \| 5421 Sq. Ft.	$2,397,451

Address	Redfin Estimate
278 Chestnut Hill Rd, Wilton, CT 6 Beds \| 8 Baths \| 9373 Sq. Ft.	$4,018,400
295 Chestnut Hill Rd, Wilton, CT 4 Beds \| 4 Baths \| 6374 Sq. Ft.	$2,893,072

Property information provided by Smart MLS when last listed in 2025. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Wilton homes for sale
Weston homes for sale
Monroe homes for sale
Fairfield homes for sale
New Canaan homes for sale

Houses for rent in Wilton Center	Agents near me	Westport, CT homes for sale	Wilton Center Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Wilton Center Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Greenwich homes for sale
White Plains homes for sale
Stamford homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06897, CT

Sale history for 308 Chestnut Hill Rd

Tax history for 308 Chestnut Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06897

Home values near 308 Chestnut Hill Rd

More real estate resources