Sold on Jun 2026

$615,000

•

3,180

sq ft

29 Chestnut Hill Rd, Hebron, CT 06248

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About this home

Beautifully maintained 3-bedroom, 4.5-bath home offering spacious living, thoughtful updates, and exceptional storage. Features include hardwood floors throughout the main living areas and bedrooms, a stunning two-story foyer, and a flexible layout ideal for everyday living and entertaining. All bedrooms include walk-in closets, with two bedrooms featuring ensuite full baths. The spacious primary suite offers a soaking tub and custom tile. A private office with built-in desk, French doors, and additional barn door provides an ideal work-from-home setup. The kitchen features granite countertops, double wall ovens, wine chiller, pantry, and a slider leading to the Brazilian teak deck installed in 2021. Just off the kitchen, the mudroom includes a convenient laundry area.The finished lower level offers excellent entertaining space with a large wet bar, full bath, storage area, and utility room-ideal for a recreation room, home theater, gym, or guest space.Outside, enjoy a backyard designed for relaxing and entertaining with a pergola featuring built-in swings and a fire pit area. A bus shelter at the driveway entrance adds additional convenience.This home is a rare combination of space, functionality, storage, and modern updates. ***HIGHEST AND BEST DUE BY MONDAY AT 7 PM***

Single-familyProperty Type

2000Year Built

2.61 acresLot Size

$193Price/Sq.Ft.

2 car garageParking

Listed by Jason Boice • eXp Realty

Contact: Agent Attribution Contact: (860) 690-1201 | Office Attribution Contact: (866) 828-3951

Bought with E. Tyler Della Valle • Dow Della Valle

Source:Smart MLS #24170693

Redfin Estimate

$667,008

$52K since sold in June 2026$28K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3% lower than the average sale price ($687K) of 6 comparable homes.

SOLD AUG 10, 2026
$760,000
A
3 beds2.5 baths3,104 sq ft
493 Hope Valley Rd, Amston, CT 06231
SOLD JUN 30, 2026
$610,000
B
3 beds2.5 baths2,353 sq ft
9 Rivendell Rd, Marlborough, CT 06447
SOLD MAR 27, 2026
$700,000
C
3 beds2.5 baths2,660 sq ft
54 Bissell Ridge Rd, Hebron, CT 06248
SOLD MAR 20, 2026
$605,000
D
3 beds3 baths2,308 sq ft
30 Pepperbush Dr, Amston, CT 06231
SOLD NOV 11, 2025
$900,000
E
4 beds3.5 baths3,402 sq ft
25 Smith Farm Rd, Amston, CT 06231
SOLD OCT 1, 2025
$549,000
F
3 beds2.5 baths2,440 sq ft
38 Burrows Hill Rd, Amston, CT 06231

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Market trends in 06248, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.2%

+0.0% MoM

Median sale price

$561K

$9K MoM

Avg. days on market

24d

26 days MoM

Recently sold homes

3 MoM

New listings for sale

$549,900
3 beds2 baths2,434 sq ft
30 Marjorie Cir, Hebron, CT 06248
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Rental estimate

Est. $3,926 per month, based on comparable rentals

Sale and tax history for 29 Chestnut Hill Rd

Sale History
Tax History

Date

Event

Price

Smart MLS #24170693

Jun 12, 2026

Sold

$615,000

$193/sq ft

May 12, 2026

Pending

—

May 7, 2026

Listed

$599,900

$189/sq ft

Apr 30, 2026

Coming Soon

$599,900

$189/sq ft

Smart MLS #170133175

Mar 29, 2019

Sold

$335,000

$105/sq ft

Feb 19, 2019

Contingent

—

Jan 1, 2019

Price Changed

$349,800

$110/sq ft

Oct 11, 2018

Listed

$369,900

$116/sq ft

Great, convenient location and tremendous value for this custom built colonial in Chestnut Hollow. Fabulous details including: custom built-ins in first floor study/ office, painted in-laid sinks in 1/2 bath and wet bar in basement, mudroom, laundry room, and kitchen open to family room. Three bedrooms upstairs, including a second bedroom suite with walkin closet. Full guest bath in hall. Large master bedroom suite privately situated at end of hall includes full walkin custom tiled shower in master bath, corner tub, and 2 closets. Basement adds additional square footage and includes custom millwork, custom built media storage, a 4th full bathroom, and wet bar! Possible in-law or au/pair suite on 2nd floor or lower level. Schedule a private showing today!

Smart MLS #170097031

Oct 9, 2018

Listing Removed

—

Jun 18, 2018

Listed

$389,900

$123/sq ft

Public Records

Sep 11, 2000

Sold

$267,700

$84/sq ft

Smart MLS #G215716

Nov 3, 1999

Listed

$241,900

$76/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$9,774 (+4.7%)

$58,030 + $236,460

$294,490

2022

$9,335 (+4.6%)

$58,030 + $236,460

$294,490

2021

$8,921

$58,020 + $187,540

$245,560

2020

$8,921 (−1.9%)

$58,020 + $187,540

$245,560

2019

$9,098 (+11.9%)

$58,020 + $187,540

$245,560

2018

$8,131 (+1.2%)

$58,030 + $159,150

$217,180

2017

$8,036 (−6.6%)

$58,030 + $159,150

$217,180

2016

$8,607 (−0.3%)

$93,170 + $148,330

$241,500

2014

$8,634 (+3.0%)

$93,170 + $148,330

$241,500

2011

$8,380

$93,170 + $148,330

$241,500

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

2.61 Acres

Year renovated

2012

Sq. Ft.

2,564

Year built

2000

Style

Single Family Residential

County

Tolland County

APN

2326390

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 14, 2023.

Property details

Parking

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

Interior

Virtual Tour Information

Interior Information
Total Rooms: 8
Laundry Room Location: Located off garage in mud room
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener
In-Law Apartment: No
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Cook Top, Wall Oven, Microwave, Refrigerator, Washer, Dryer, Wine Chiller

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Basement Description: Full, Heated, Interior Access, Partially Finished, Liveable Space, Full With Hatchway
Has Attic
Attic Description: Storage Space, Floored, Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Vinyl Siding
Exterior Features: Shed, Deck, Gutters

Lot Information
Lot Description: Secluded, Lightly Wooded, Cleared

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: Beige

Property Information
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 2564

Financial

Assessments Information
Assessed Value: $294,490

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil, Domestic, Tankless Hotwater
Heat Type: Hot Water
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: RHAM
Intermediate School: Hebron
High School: RHAM
Elementary School: Gilead Hill

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Library, Park
Directions: 29 Chestnut Hill Rd, Hebron, CT 06248
County: Tolland

Public facts

Beds: 3
Baths: 4.5
Sq. Ft.: 2,564
Stories: 2.0
Lot Size: 2.61 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: 2012
County: Tolland County
APN: 2326390

Home facts updated by county records on Jul 14, 2023

Other

Documents & Disclosures
Supplement Count Public: 7

Around this home

Schools

Hebron Elementary School

Public 3-6 • Assigned • 0.7mi

7/10

Rham Middle School

Public 7-8 • Assigned • 0.6mi

7/10

Rham High School

Public 9-12 • Assigned • 0.7mi

9/10

Provided by GreatSchools

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

4/10 Heat Factor

7 days above 94° expected this year, 16 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

3 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Hebron, CT • 06248

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

91/ 100

Exceptional sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

10 hrs

5.7 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$634,000 – $768,000

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FOR SALE BY OWNER

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New listings for sale in 06248

$549,900

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Home values near 29 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
62 Chestnut Hill Rd, Hebron, CT 3 Beds \| 3 Baths \| 2024 Sq. Ft.	$572,603
24 Chestnut Hill Rd, Hebron, CT 3 Beds \| 3 Baths \| 2033 Sq. Ft.	$513,411

Address	Redfin Estimate
64 Chestnut Hill Rd, Hebron, CT 3 Beds \| 3 Baths \| 2535 Sq. Ft.	—
36 Chestnut Hill Rd, Hebron, CT 2 Beds \| 1.5 Baths \| 1459 Sq. Ft.	$409,847

Address	Redfin Estimate
39 Chestnut Hill Rd, Hebron, CT 4 Beds \| 2.5 Baths \| 2539 Sq. Ft.	$626,190
20 Chestnut Hill Rd, Hebron, CT 3 Beds \| 1.5 Baths \| 1700 Sq. Ft.	$289,158

Property information provided by Smart MLS when last listed in 2026. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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29 Chestnut Hill Rd, Hebron, CT 06248

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Market trends in 06248, CT

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Sale and tax history for 29 Chestnut Hill Rd

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

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