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$599,900 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,180 Sq. Ft.
  • 2 Car Garage
  • Updated 6 hours ago

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Open House: 2:30 PM - 4:00 PM

Saturday 5/9 2:30 PM - 4:00 PM

29 Chestnut Hill Road,Hebron, CT 06248

29 Chestnut Hill RoadHebronCT06248

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29 Chestnut Hill Road, Hebron, CTVideo Tour of 29 Chestnut Hill Road, Hebron, CT.
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.

Full Property Details for 29 Chestnut Hill Rd

General

  • Price: $599,900
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24170693
  • Updated: Today (5/7/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Interior Features: Auto Garage Door Opener
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Cook Top, Wall Oven, Microwave, Refrigerator, Washer, Dryer, Wine Chiller

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Primary Bathroom: Primary Bath - Grani, 9.75 x 9.58, Upper
  • Full Bath: Granite Counters, Full Bath, Tub w/Shower, 8.08 x 4.75, Lower
  • Partial Bath: Granite Counters, 7.58 x 3.33, Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Bedroom: Primary Bedroom - Remodeled, Bedroom Suite, Full Bath, Walk-In Closet, Hardwood Floor, 24.83 x 22.33, Upper
  • Bedroom 1: Bedroom - Built-Ins, Walk-In Closet, Hardwood Floor, 13.33 x 10.67, Upper
  • Bedroom 2: Bedroom - Built-Ins, Full Bath, Walk-In Closet, Hardwood Floor, 16.67 x 13.67, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Sliders, Hardwood Floor, 21.17 x 12.25, Main
  • Kitchen: Kitchen - Granite Counters, Eating Space, Island, Pantry, Hardwood Floor, 14.5 x 12.25, Main
  • Dining Room: Dining Room - Hardwood Floor, 12.17 x 12.08, Main
  • Office: Office - Built-Ins, Hardwood Floor, 13.67 x 12.17, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Remodeled, Wet Bar, Vinyl Floor, 29.08 x 23.58, Lower
  • Rec Room: Remodeled, Wet Bar, Vinyl Floor, 29.08 x 23.58, Lower
  • Laundry: Main Level

Exterior

  • Exterior Features: Shed, Deck, Gutters
  • Color: Beige

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Parking: Attached Garage

Location

  • County: Tolland
  • Driving Directions: 29 Chestnut Hill Rd, Hebron, CT 06248

School Information

  • Elementary School: Gilead Hill
  • Middle School: RHAM
  • Intermediate School: Hebron
  • High School: RHAM

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Water, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, Domestic, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Vinyl Siding
  • Basement Desc.: Full, Heated, Interior Access, Partially Finished, Liveable Space, Full With Hatchway
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 3,180
  • Above Ground: 2,564 Sq. Ft.
  • Below Ground: 616 Sq. Ft.
  • Year Built: 2000

Lot Features

  • Lot Size (Acres): 2.61
  • Zoning: R-1
  • Lot Description: Secluded, Lightly Wooded, Cleared

Financial Considerations

  • Assessment Amount: $294,490
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 2326390

Listed by eXp Realty, Jason Boice

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Listing agent

— 29 Chestnut Hill Rd —

  • Jason Boice

    eXp Realty

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

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 29 Chestnut Hill Rd

School Districts:Hebron School District, Regional High School District 08
NameGradesDistance
Hebron Elementary School
92 Church Street, Hebron, CT 06248
3-60.7 mi
Gilead Hill School
580 Gilead Street, Hebron, CT 06248
PK-22.3 mi
Rham Middle School
25 Rham Road, Hebron, CT 06248
7-80.6 mi
Rham High School
85 Wall Street, Hebron, CT 06248
9-120.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 29 Chestnut Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Listed
$599,900
79.07%
MLS
3/28/2019
Sold
$335,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 29 Chestnut Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$10,852
7%
$294,490
—
2023
$10,160
4%
$294,490
—
2023
$9,774
5%
$294,490
—
2022
$9,335
5%
$294,490
20%
2021
$8,921
—
$245,560
—
2020
$8,921
-2%
$245,560
—
2019
$9,098
12%
$245,560
13%
2018
$8,131
1%
$217,180
—
2017
$8,036
-7%
$217,180
-10%
2016
$8,607
-1%
$241,500
—
2015
$8,694
1%
$241,500
—
2014
$8,634
3%
$241,500
—
2011
$8,380
—
$241,500
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by eXp Realty, Jason Boice

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29 Chestnut Hill Road, Hebron, CT 06248 (MLS# 24170693) is a Single Family property with 3 bedrooms, 4 full bathrooms and 1 partial bathroom. 29 Chestnut Hill Road is currently listed for $599,900 and was received on May 07, 2026. Want to learn more about 29 Chestnut Hill Road? Do you have questions about finding other Single Family real estate for sale in Hebron? You can browse all Hebron real estate or contact a Coldwell Banker agent to request more information.

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