39 Prentice Hill Rd, Hebron, CT 06248
OFF MARKET

39 Prentice Hill Rd
Hebron, CT 06248

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

$1,119,000

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $7,596/mo*

$1,119,000

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $7,596/mo*
5 Beds
4.5 Baths
7,000 sqft
(on 21.71 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
No Info
Outdoor
Patio, Deck, Pool
A/C
Cooling only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 39 Prentice Hill Rd

DatePriceEventSource
12/06/2004$675,000Sold
Smart MLS #G351652
07/14/1993$700,000Sold
N/A
01/11/1993$650,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$25,031
Assessment$679,280
Home facts updated by county records

Comparable Sales for 39 Prentice Hill Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3.25
Multi-Family Home
$640,000
01/08/26
8
4
3,072
5.48
Multi-Family Home
$310,000
09/22/25
6
4
3,600
5.91
Multi-Family Home
$555,000
11/19/25
4
3
2,254
6.88
Multi-Family Home
$575,000
01/23/26
6
5
4,914
6.51
Multi-Family Home
$335,000
09/26/25
3
3
1,602
6.91
Multi-Family Home
$339,000
05/19/25
2
2
1,200
7.02
Multi-Family Home
$1,700,000
07/22/25
22
14
18,920
7.53
Multi-Family Home
$528,000
09/30/25
5
4
3,534
7.47
Multi-Family Home
$460,000
09/02/25
8
4
3,363
7.50
Multi-Family Home
$430,000
03/23/26
6
3
2,160

Assigned Schools

These are the assigned schools for 39 Prentice Hill Rd.
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

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. "
  • 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. "
  • Bri.tracy.18
    "It’s a nice neighborhood, I’ve lived in Hebron most of my life and the neighbors are mostly friendly. "
  • Kristenlyonfl
    "This neighborhood is amazing. Great walking, jogging, and biking area. Nice main beach and a lot of friendly people. "
  • Sarahhalfon
    "Hebron fair and that’s about it. Nice library. Closish to good restaurants in Colchester and Glastonbury "
  • Kristy
    "Hebron to Storrs is an easy daily commute. Route 2 is minutes away with access to Hartford and nearby cities for work. "
  • HHF
    "This is a very friendly neighborhood. It is popular with runners, cyclists, walkers and dog-walkers."
  • Gft3
    "Good schools for children. Very quite small town not far from Boston or New York. Mountains and beaches also not far. "
  • dlovallo
    "It's a great family neighborhood. Excellent place to raise children with a high achieving school system."
  • Ralph
    "30 minutes from Hartford and fresh spring fed lake for care free life style."
  • Frank S.
    "Top notch schools and civic groups. Home of the Hebron Harvest Fair & Maple Festival"
  • 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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Homes for rent near 39 Prentice Hill Rd

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Off Market Homes Near 39 Prentice Hill Rd

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39 Prentice Hill Rd, Hebron, CT 06248 is a 5 bedroom, 5 bathroom, 7,000 sqft multi-family built in 1985. This property is not currently available for sale. 39 Prentice Hill Rd was last sold on Dec 6, 2004 for $675,000. The current Trulia Estimate for 39 Prentice Hill Rd is $1,119,000.