66 Winterbrook Rd, Wolcott, CT 06716
Property image
Property image
OFF MARKET

$839,600

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 5,684 sqft (on 1.25 acres)

66 Winterbrook Rd, Wolcott, CT 06716

Est. Refi. Payment $5,890/mo*
Refinance Your Home
Currently Off Market - Sold Aug 28, 2019 for $370,000

Home Value

Trulia Estimate
$840K
Since last month
Increased$3K (+0.4%)
Since last year
Increased$33K (+4%)
Since last sale
Increased$474K (+128.2%)
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 +50% in the last 10 years
MonthEstimated value
2026
August 2026$844K
August 2026$839K
July 2026$841K
June 2026$847K
May 2026$843K
April 2026$839K
March 2026$816K
February 2026$795K
January 2026$801K
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
16 Crystal Brook Road, Wolcott, CT
0.20
Single-Family Home
$617,000
08/31/26
3
2.5
2,510
15 Averyll Avenue, Wolcott, CT
0.40
Single-Family Home
$705,000
08/07/26
4
5
3,372
23 North Street, Wolcott, CT
0.37
Single-Family Home
$550,000
03/20/26
3
3
2,415
32 Cameron Drive, Bristol, CT
0.86
Single-Family Home
$605,000
12/12/25
6
3.5
4,296
8 Rocco Drive, Wolcott, CT
0.27
Single-Family Home
$345,000
06/10/26
3
2
1,736
1166 Spindle Hill Road, Wolcott, CT
0.55
Single-Family Home
$375,000
07/09/26
2
2
1,686
105 North Street, Wolcott, CT
0.30
Single-Family Home
$450,000
07/09/26
3
1
954
43 Rocco Drive, Wolcott, CT
0.20
Single-Family Home
$340,000
08/14/26
3
1
1,450
1514 Woodtick Road, Wolcott, CT
0.63
Single-Family Home
$530,000
07/14/26
3
3
2,529
68 Doris Road, Bristol, CT
0.86
Single-Family Home
$510,000
04/28/26
3
2.5
2,616

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
19 Sanford Street, Wolcott, CT 06716
0.11
$574,100
3
3
2,804
Off Market
13 Sanford Street, Wolcott, CT 06716
0.13
$335,200
3
1
912
Off Market
91 Idlewood Road, Wolcott, CT 06716
0.11
$899,900
4
2.5
4,530
For Sale
37 Joseph Avenue, Wolcott, CT 06716
0.17
$349,000
3
2
1,748
Off Market
67 Idlewood Road, Wolcott, CT 06716
0.15
$647,600
4
2.5
5,639
Off Market
43 Rocco Drive, Wolcott, CT 06716
0.20
$340,000
3
1
1,450
Recently Sold
112 Idlewood Road, Wolcott, CT 06716
0.17
$799,900
4
3
4,112
For Sale
55 Idlewood Road, Wolcott, CT 06716
0.20
$642,500
4
2.5
3,002
Off Market
16 Crystal Brook Road, Wolcott, CT 06716
0.20
$617,000
3
2.5
2,510
Recently Sold
25 Rocco Drive, Wolcott, CT 06716
0.24
$443,700
3
2
1,956
Off Market
14 Rocco Avenue, Wolcott, CT 06716
0.25
$371,400
4
2
1,784
Off Market
17 Crystal Brook Road, Wolcott, CT 06716
0.22
$796,100
4
2.5
3,132
Off Market

Local Information

  • Map ViewExplore the area around 66 Winterbrook Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1992
Lot Size
1.25 acres
Living Area
5,684 sqft
Price/Sqft
$148
Parking
Garage

About this House

Welcome to the house of your dreams, this oversized colonial boasts almost 6000 sq feet sitting on just about 1.25 acres in Wolcott's finest neighborhood. Enjoy top rated schools and all the local amenities. As you walk in you are greeted by high ceilings and a open renovated kitchen with all stainless steel appliances. Too many extras to list which include a steam room, fitness area, wine cellar, high efficiency fire place, hot tub etc. The roof is just about 6 years old, mechanics all newer and regularly serviced. The downstairs features an in-law suite which was recently renovated connecting to your own personal sports bar. Most of the items in the house are going to be sold and can be negotiated as a separate agreement. There is a few buttoning up items need to be done which can be negotiated, this is a finisher upper not a fixer upper. Come take a look and bring offers, this will not last long.
66 Winterbrook Rd, Wolcott, CT 06716 is a 5 bedroom, 6 bathroom, 5,684 sqft single-family home built in 1992. It last sold for $370,000 on Aug 28, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $839,600, with a rent estimate of $5,090/month.

Home Details for 66 Winterbrook Rd

Interior Features

Interior Details
BasementNumber of Rooms: 9
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa

Property Information

Year Built
Year Built: 1992
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: OtherPatio
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 1.25 acres

Price and Tax history

DateEventPrice
Aug 28, 2019
Source: Smart MLS #170195306
Sold
$370,000
Jun 26, 2019
Source: Agent Provided
PriceChange
$379,000
Price decreased by 5%
Jun 6, 2019
Source: Agent Provided
PriceChange
$399,000
Price decreased by 6%
Jun 4, 2019
Source: Agent Provided
PriceChange
$425,000
Price decreased by 6%
May 30, 2019
Source: Agent Provided
PriceChange
$450,000
Price decreased by 5%

Market trends in Wolcott

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$393K
Sale-to-List Price
101.8%
Price per sq ft
$223
Available listings
56
7MoM

Around this home

What Locals Say about Wolcott

At least 63 Trulia users voted on each feature.

  • 92 % Say car is needed

  • 91 % Say yards are well-kept

  • 88 % Say parking is easy

  • 85 % Say there's holiday spirit

  • 81 % Say it's dog friendly

  • 79 % Say there's wildlife

  • 68 % Say it's quiet

  • 68 % Say kids play outside

  • 60 % Say they plan to stay for at least 5 years

  • 55 % Say people would walk alone at night

  • 54 % Say neighbors are friendly

  • 29 % Say streets are well-lit

  • 27 % Say it's walkable to grocery stores

  • 24 % Say it's walkable to restaurants

  • 22 % Say there are community events

  • 14 % Say there are sidewalks

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "You have to drive but most stores are close by. The main roads have public transportation that will bring you into the downtown areas. "
    0
    Flag
  • Anthony deleon
    "It’s quiet peaceful you can get a bird chirping. everyone waves high neighbors are nice. feel safe in this area."
    0
    Flag
  • Frederick G Manteghian
    "There are no sidewalks in most of Wolcott. We expect you to bag the poooop. we expect you to bag your poooop. Seriously though, bag your poooop."
    0
    Flag
  • Jessica Ferguson
    "It’s very quiet and there is tons of beautiful scenery/nature and wildlife. I hate that the town isn’t walkable though and doesn’t have sidewalks."
    0
    Flag
  • Drewie111
    "it's a relatively quiet town, but has a ton of things to do! there is a local bowling alley, great local grocery stores, a BEAUTIFUL 3+ mile reservoir to walk, a well kept park, family fun baseball field, and an EXCELLENT school system."
    4
    Flag
  • Christina S.
    "Car , bike, walking. There is public buses but not frequently used from wolcott. Generally roads, highway. "
    1
    Flag
  • KimC
    "Dog friendly neighborhood. Neighbors always looking out for your pet if one gets loose they will join in the search! "
    2
    Flag
  • Drewie111
    "Wolcott is a great, small community town that welcomes everyone. The school system is fantastic and I can't wait to have my own house in my hometown neighborhood"
    3
    Flag
  • Ortizlindy0414
    "I lived here for 7months and it’s really nice here so far but I can’t afford it so I’m looking for a better place for my daughter and I"
    2
    Flag
  • Jacob P.
    "I grew up in wolcott and have always really liked this town. I am currently looking to buy a bigger house still in wolcott. "
    2
    Flag
  • Sara J.
    "Besides the roads needing to be paved (potholes) it’s fine, near a main road so traffic is heavy at times "
    1
    Flag
  • Cheryl b.
    "I think Wolcott has great schools. My son went to the schools here. They also have a great walking trail for kids and adults. Lots of after school sports with a nice football field at the high school. Park and recreational activities "
    1
    Flag
  • Heather G.
    "Very dog friendly in wolcott... most sections have large areas for the pets to do there business. Most owners pick up there dogs messes "
    0
    Flag
  • Matthew T.
    "I have live here 10 years and love it. small town feel with access to neighboring cities for everything you could want. privacy. freindly. "
    0
    Flag
  • Drewie111
    "small community with a FANTASTIC school system, local reservoir to walk your pets (3+ miles along the lake), and 3 dunkin donuts"
    2
    Flag
  • Cheryl M.
    "I've lived in Wolcott for over 40 years and I love it. Its grown a lot over the years but still has the small town feel. "
    0
    Flag
  • Cameron G.
    "small community of families whose grandparents and great grandparents built the houses we live in. with a community club that most enjoy"
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 66 Winterbrook Rd

  • What is 66 Winterbrook Rd estimated to be worth?
    Trulia's estimated value for 66 Winterbrook Rd in Wolcott, CT is $839,600.
  • What is the price history for 66 Winterbrook Rd?
    66 Winterbrook Rd in Wolcott, CT last sold for $370,000 in August 2019.
  • Is Wolcott a buyer's or seller's market?
    Wolcott is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wolcott?
    The median sale price in Wolcott is $393K.
  • Does 66 Winterbrook Rd have air conditioning?
    Yes, 66 Winterbrook Rd in Wolcott, CT has air conditioning.
  • How big is the lot at 66 Winterbrook Rd?
    The lot at 66 Winterbrook Rd in Wolcott, CT is about 1.3 acres.

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