39 Prentice Hill Rd, Hebron, CT 06248
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Property image
OFF MARKET

39 Prentice Hill Rd
Hebron, CT 06248

  • 5 Beds
  • 4.5 Baths
  • 7,000 sqft (on 21.71 acres)

$1,131,300

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $7,839/mo*
Refinance Your Home

$1,131,300

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $7,839/mo*
Refinance Your Home
5 Beds
4.5 Baths
7,000 sqft
(on 21.71 acres)

Home Value

Trulia Estimate
$1.13M
Since last month
Decreased$10K (-0.9%)
Since last year
Increased$12K (+1.1%)
Since last sale
Increased$473K (+70%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +79% in the last 10 years
MonthEstimated value
2026
August 2026$1.15M
July 2026$1.14M
June 2026$1.16M
May 2026$1.14M
April 2026$1.13M
March 2026$1.13M
February 2026$1.09M
January 2026$1.09M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
103-109 Hebron Rd, Marlborough, CT
3.25
Multi-Family Home
$640,000
01/08/26
8
4
3,072
131 Campmeeting Rd, Bolton, CT
5.48
Multi-Family Home
$310,000
09/22/25
6
4
3,600
1925 Manchester Road, Glastonbury, CT
5.91
Multi-Family Home
$555,000
11/19/25
4
3
2,254
38 John Paul Ln, Coventry, CT
6.88
Multi-Family Home
$575,000
01/23/26
6
5
4,914
445 S Main St #49, Manchester, CT
6.51
Multi-Family Home
$335,000
09/26/25
3
3
1,602
141 East High Street, East Hampton, CT
7.08
Multi-Family Home
$437,750
06/01/26
4
4
2,000
46 School Street, Manchester, CT
7.53
Multi-Family Home
$528,000
09/30/25
5
4
3,534
141 Eldridge St, Manchester, CT
7.47
Multi-Family Home
$460,000
09/02/25
8
4
3,363
111 Eldridge Street, Manchester, CT
7.50
Multi-Family Home
$430,000
03/23/26
6
3
2,160
14 Hackmatack Street, Manchester, CT
7.37
Multi-Family Home
$310,000
10/10/25
6
3
2,679

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
43 Prentice Hill Road, Hebron, CT 06248
0.14
$531,700
2
2
2,019
Off Market
38 Warner Pond Lane, Hebron, CT 06248
0.28
$646,700
4
2.5
2,639
Off Market
34 Warner Pond Lane, Hebron, CT 06248
0.32
$576,400
3
2
2,141
Off Market
8 Gilead Landing, Hebron, CT 06248
0.33
$608,700
4
2.5
3,000
Off Market
165 Charles Lane, Hebron, CT 06248
0.29
$566,700
3
3.5
2,704
Off Market
171 Charles Lane, Hebron, CT 06248
0.29
$590,800
4
3
2,789
Off Market
10 Gilead Landing, Hebron, CT 06248
0.36
$511,700
3
2
2,000
Off Market
258 Reidy Hill, Amston, CT 06231
0.40
$687,400
4
2.5
3,000
Off Market
54 West Branch Drive, Hebron, CT 06248
0.38
$735,000
4
2.5
3,941
Off Market
26 Tannery Hill Lane, Hebron, CT 06248
0.43
$631,300
3
2.5
2,476
Off Market
118 Joel Drive, Hebron, CT 06248
0.44
$789,900
3
2.5
3,543
Off Market
67 Birch Hill Road, Lot 18, Hebron, CT 06248
0.49
$703,000
4
2.5
3,002
Off Market

Local Information

  • Map ViewExplore the area around 39 Prentice Hill Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1985
Lot Size
21.71 acres
Living Area
7,000 sqft
Price/Sqft
$162

About this House

This multi-family home is located at 39 Prentice Hill Rd, Hebron, CT. 39 Prentice Hill Rd is in Hebron, CT and in ZIP code 06248. This property has 5 bedrooms, 5 bathrooms and approximately 7,000 sqft of floor space. This property has a lot size of 21.70 acres and was built in 1985.
39 Prentice Hill Rd, Hebron, CT 06248 is a 5 bedroom, 5 bathroom, 7,000 sqft multi-family built in 1985. It last sold for $675,000 on Dec 6, 2004. It is currently off market. The Trulia Estimate is $1,131,300, with a rent estimate of $3,144/month.

Home Details for 39 Prentice Hill Rd

Interior Features

Interior Details
BasementAtticIn-law unitTypes of Rooms: Dining Room, Family Room, Laundry Room, Library, Master Bath, Pantry, Recreation RoomWet BarCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherRefrigeratorWasher
Heating & Cooling
Air Conditioning
Fireplace & Spa
FireplaceHot Tub or SpaJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Property Information

Year Built
Year Built: 1985
Property Type / Style
Property Type: Multi Family

Exterior Features

Exterior Home Features
DeckExterior: Stone, WoodPatio
Pool
Pool

Community

Units in Building: 2

Lot Information

Lot Area: 21.71 acres

Building

Pool
Sauna
Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Dec 6, 2004
Source: Smart MLS #G351652
Sold
$675,000
Jul 14, 1993
Source: N/A
Sold
$700,000
Jan 11, 1993
Source: N/A
Sold
$650,000

Market trends in Hebron

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
7MoM
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Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Hebron

At least 18 Trulia users voted on each feature.

  • 96 % Say car is needed

  • 93 % Say parking is easy

  • 88 % Say yards are well-kept

  • 80 % Say there's wildlife

  • 75 % Say it's quiet

  • 73 % Say it's dog friendly

  • 70 % Say they plan to stay for at least 5 years

  • 69 % Say people would walk alone at night

  • 60 % Say neighbors are friendly

  • 59 % Say kids play outside

  • 56 % Say there's holiday spirit

  • 42 % Say there are community events

  • 17 % Say there are sidewalks

  • 14 % Say it's walkable to restaurants

  • 12 % Say it's walkable to grocery stores

  • 11 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Burns_nancya
    "Nice yards, clean. Neighbors get to know each other. Town gets to know each other. There are things to get involved in if you want. "
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  • Bri.tracy.18
    "It’s a nice quiet town with nice schools. Overall a nice place to raise children. Out in the country far enough to have privacy, but still relatively close to stores and shopping. "
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  • Bri.tracy.18
    "It’s a nice neighborhood, I’ve lived in Hebron most of my life and the neighbors are mostly friendly. "
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  • Kristenlyonfl
    "This neighborhood is amazing. Great walking, jogging, and biking area. Nice main beach and a lot of friendly people. "
    1
    Flag
  • Sarahhalfon
    "Hebron fair and that’s about it. Nice library. Closish to good restaurants in Colchester and Glastonbury "
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  • Kristy
    "Hebron to Storrs is an easy daily commute. Route 2 is minutes away with access to Hartford and nearby cities for work. "
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  • HHF
    "This is a very friendly neighborhood. It is popular with runners, cyclists, walkers and dog-walkers."
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  • Gft3
    "Good schools for children. Very quite small town not far from Boston or New York. Mountains and beaches also not far. "
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  • dlovallo
    "It's a great family neighborhood. Excellent place to raise children with a high achieving school system."
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  • Ralph
    "30 minutes from Hartford and fresh spring fed lake for care free life style."
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  • Frank S.
    "Top notch schools and civic groups. Home of the Hebron Harvest Fair & Maple Festival"
    0
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  • ctvandyne
    "Hebron, and specifically our area Gilead, is an amazing place to raise a family or retire. Healthy-minded people who are intelligent, friendly and welcome each other into their homes and lives. "
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Apartments for Rent

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Homes for sale near 39 Prentice Hill Rd

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Off Market Homes Near 39 Prentice Hill Rd

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Frequently asked questions about 39 Prentice Hill Rd

  • What is 39 Prentice Hill Rd estimated to be worth?
    Trulia's estimated value for 39 Prentice Hill Rd in Hebron, CT is $1,131,300.
  • What is the price history for 39 Prentice Hill Rd?
    39 Prentice Hill Rd in Hebron, CT last sold for $675,000 in December 2004.
  • Is Hebron a buyer's or seller's market?
    Hebron is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Hebron?
    Residents describe Hebron, CT as easy to park in, well-kept, and quiet. Most residents say you need a car. See recently sold homes in Hebron, CT.
  • Does 39 Prentice Hill Rd have a pool?
    Yes, 39 Prentice Hill Rd in Hebron, CT has a pool.
  • Does 39 Prentice Hill Rd have laundry facilities?
    Yes, 39 Prentice Hill Rd in Hebron, CT has laundry facilities.