16 Winthrop Dr, Hebron, CT 06248
Property image
Property image
OFF MARKET

16 Winthrop Dr
Hebron, CT 06248

  • 4 Beds
  • 2.5 Baths
  • 2,356 sqft (on 1.08 acres)

$589,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $4,104/mo*
Refinance Your Home

$589,800

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $4,104/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,356 sqft
(on 1.08 acres)

Home Value

Trulia Estimate
$590K
Since last month
Decreased$1K (-0.2%)
Since last year
Increased$27K (+4.7%)
Since last sale
Increased$264K (+80.9%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$590K
July 2026$591K
June 2026$602K
May 2026$594K
April 2026$576K
March 2026$580K
February 2026$554K
January 2026$553K
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
6 Winthrop Drive, Hebron, CT
0.03
Single-Family Home
$625,000
10/20/25
3
2.5
2,445
260 West Street, Hebron, CT
0.28
Single-Family Home
$553,000
05/29/26
3
2.5
2,112
360 Martin Road, Hebron, CT
0.21
Single-Family Home
$525,000
03/27/26
3
2.5
2,447
219 Martin Road, Hebron, CT
0.47
Single-Family Home
$567,500
12/08/25
3
2.5
2,473
130 Charles Lane, Hebron, CT
0.76
Single-Family Home
$545,500
07/17/26
4
2.5
2,388
102 West Street, Hebron, CT
0.82
Single-Family Home
$719,000
05/15/26
3
2.5
2,210
9 Rivendell Road, Marlborough, CT
0.80
Single-Family Home
$610,000
06/30/26
3
2.5
2,353
44 South Stony Brook Drive #44, Marlborough, CT
0.86
Single-Family Home
$435,000
03/31/26
3
2
1,294
45 Hemlock Drive, Marlborough, CT
0.99
Single-Family Home
$435,000
01/23/26
4
2.5
2,696
6 Mayflower Drive, Marlborough, CT
0.94
Single-Family Home
$450,000
12/09/25
3
2
1,594

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
6 Winthrop Drive, Hebron, CT 06248
0.03
$648,200
3
2.5
2,445
Off Market
6 Winthrop Road, Hebron, CT 06248
0.04
$576,500
3
2.5
2,445
Off Market
20 Winthrop Road, Hebron, CT 06248
0.03
$575,800
4
2.5
2,320
Off Market
5 Winthrop Road, Hebron, CT 06248
0.07
$556,100
3
2.5
2,070
Off Market
25 Winthrop Road, Hebron, CT 06248
0.11
$618,200
4
2.5
2,382
Off Market
25 Winthrop Drive, Hebron, CT 06248
0.16
$672,700
4
2.5
2,386
Off Market
360 Martin Road, Hebron, CT 06248
0.21
$525,000
3
2.5
2,447
Recently Sold
261 West Street, Hebron, CT 06248
0.21
$749,300
4
2.5
2,641
Off Market
269 West Street, Hebron, CT 06248
0.24
$716,400
4
2.5
2,625
Off Market
274 West Street, Hebron, CT 06248
0.26
$497,500
3
1.5
1,729
Off Market
377 Martin Road, Hebron, CT 06248
0.29
$613,900
4
2.5
2,843
Off Market
260 West Street, Hebron, CT 06248
0.28
$553,000
3
2.5
2,112
Recently Sold

Local Information

  • Map ViewExplore the area around 16 Winthrop Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1994
Lot Size
1.08 acres
Living Area
2,356 sqft
Price/Sqft
$250
Parking
Garage

About this House

This single-family home is located at 16 Winthrop Dr, Hebron, CT. 16 Winthrop Dr is in Hebron, CT and in ZIP code 06248. This property has 4 bedrooms, 3 bathrooms and approximately 2,356 sqft of floor space. This property has a lot size of 1.08 acres and was built in 1994.
16 Winthrop Dr, Hebron, CT 06248 is a 4 bedroom, 3 bathroom, 2,356 sqft single-family home built in 1994. It last sold for $326,000 on May 26, 2017. It is currently off market. The Trulia Estimate is $589,800, with a rent estimate of $3,531/month.

Home Details for 16 Winthrop Dr

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1994Year Updated: 2013
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.08 acres

Price and Tax history

DateEventPrice
May 26, 2017
Source: Smart MLS #G10188755
Sold
$326,000
Apr 10, 2017
Source: Agent Provided
Pending
$324,000
Apr 1, 2017
Source: Agent Provided
PriceChange
$324,000
Price decreased by 2%
Jan 31, 2017
Source: Agent Provided
PriceChange
$329,000
Price decreased by 2%
Dec 2, 2016
Source: Agent Provided
PriceChange
$334,900
Price decreased by 1%

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

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. "
    0
    Flag
  • 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. "
    0
    Flag
  • Bri.tracy.18
    "It’s a nice neighborhood, I’ve lived in Hebron most of my life and the neighbors are mostly friendly. "
    0
    Flag
  • 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 "
    0
    Flag
  • Kristy
    "Hebron to Storrs is an easy daily commute. Route 2 is minutes away with access to Hartford and nearby cities for work. "
    0
    Flag
  • HHF
    "This is a very friendly neighborhood. It is popular with runners, cyclists, walkers and dog-walkers."
    0
    Flag
  • Gft3
    "Good schools for children. Very quite small town not far from Boston or New York. Mountains and beaches also not far. "
    0
    Flag
  • dlovallo
    "It's a great family neighborhood. Excellent place to raise children with a high achieving school system."
    0
    Flag
  • Ralph
    "30 minutes from Hartford and fresh spring fed lake for care free life style."
    0
    Flag
  • Frank S.
    "Top notch schools and civic groups. Home of the Hebron Harvest Fair & Maple Festival"
    0
    Flag
  • 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. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 16 Winthrop Dr

  • What is 16 Winthrop Dr estimated to be worth?
    Trulia's estimated value for 16 Winthrop Dr in Hebron, CT is $589,800.
  • What is the price history for 16 Winthrop Dr?
    16 Winthrop Dr in Hebron, CT last sold for $326,000 in May 2017.
  • 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.
  • How big is the lot at 16 Winthrop Dr?
    The lot at 16 Winthrop Dr in Hebron, CT is about 1.1 acres.
  • Does 16 Winthrop Dr have a garage?
    Yes, 16 Winthrop Dr in Hebron, CT has a garage.

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