86 Woolson St, Watertown, CT 06795
Property image
Property image
OFF MARKET

$389,000

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 1,498 sqft (on 0.41 acres)

86 Woolson St, Watertown, CT 06795

Est. Refi. Payment $2,670/mo*
Refinance Your Home
Currently Off Market - Sold May 27, 2011 for $228,000

Home Value

Trulia Estimate
$389K
Since last month
Decreased$5K (-1.2%)
Since last year
$100 (0%)
Since last sale
Increased$161K (+70.6%)
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$389K
August 2026$389K
July 2026$394K
June 2026$406K
May 2026$404K
April 2026$391K
March 2026$385K
February 2026$375K
January 2026$369K
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
33 Chestnut Grove Road, Watertown, CT
0.18
Single-Family Home
$285,000
07/10/26
4
2
1,499
14 Northfield Road, Watertown, CT
0.13
Single-Family Home
$285,000
12/12/25
3
1.5
1,543
27 Roberts Avenue, Watertown, CT
0.13
Single-Family Home
$450,000
03/31/26
4
2
1,620
52 Chestnut Grove Road, Watertown, CT
0.12
Single-Family Home
$320,000
10/01/25
4
2
1,351
20 Dickerman Street, Watertown, CT
0.25
Single-Family Home
$276,255
01/15/26
4
1.5
1,960
101 Cutler Street, Watertown, CT
0.23
Single-Family Home
$375,000
12/22/25
3
2
1,728
27 Baldwin Street, Watertown, CT
0.19
Single-Family Home
$427,000
12/02/25
3
1.5
1,480
122 Chestnut Grove Road, Watertown, CT
0.23
Single-Family Home
$365,000
07/31/26
3
1.5
1,376
91 Cutler Street, Watertown, CT
0.23
Single-Family Home
$359,000
09/10/25
6
2
1,862
58 Steele Brook Road, Watertown, CT
0.32
Single-Family Home
$530,000
06/02/26
4
1.5
1,884

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
75 Woolson Street, Watertown, CT 06795
0.04
$349,300
2
2
1,182
Off Market
55 Woolson Street, Watertown, CT 06795
0.06
$475,500
4
2.5
2,553
Off Market
111 Woolson Street, Watertown, CT 06795
0.08
$325,000
1
1
1,116
Recently Sold
12 Woolson Street, Watertown, CT 06795
0.12
$477,033
4
1.5
2,022
Recently Sold
55 Roberts Street, Watertown, CT 06795
0.10
$328,200
4
1.5
1,600
Off Market
Lot#14D Litchfield Road, Watertown, CT 06795
0.14
$90,000
-
-
-
Recently Sold
19 Roberts Street, Watertown, CT 06795
0.13
$274,700
2
1.5
820
Off Market
52 Chestnut Grove Road, Watertown, CT 06795
0.12
$337,200
4
2
1,351
Off Market
27 Roberts Avenue, Watertown, CT 06795
0.13
$450,000
4
2
1,620
Recently Sold
66 Litchfield Road, Watertown, CT 06795
0.14
$428,700
3
1.5
1,632
Off Market
15 Roberts Avenue, Watertown, CT 06795
0.14
$337,000
3
2
1,192
Recently Sold
45 Litchfield Road, Watertown, CT 06795
0.16
$343,800
3
2
2,116
Off Market

Local Information

  • Map ViewExplore the area around 86 Woolson St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1946
0.41 acre lot
1,498 sqft
$260/sqft
Garage

About this House

CHARMIING 4 BEDROOM HOME WITH INGROUND POOL & PATIO, LIV RM,DINRM,NEWLY APPLIANCED KITCHEN,HDWD ON IST FLR;FULL DORMER UP,
2 FULL BATHS ,WALKOUT TO INGROUND POOL & PATIO, INSIDE PORCH, OUTDOOR PORCH WITH FAN, ATTACHED GARAGE, CENTRAL AC,CITY GAS,CITY UTILITIES, NEW ROOF SHINGLES, SIDING & GUTTERS.
86 Woolson St, Watertown, CT 06795 is a 4 bedroom, 2 bathroom, 1,498 sqft single-family home built in 1946. It last sold for $228,000 on May 27, 2011. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $389,000, with a rent estimate of $2,814/month.

Home Details for 86 Woolson St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Forced Air, Stove, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: VinylLawn
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1946Year Updated: 1997
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 0.41 acres

Price and Tax history

DateEventPrice
May 27, 2011
Source: Smart MLS #W1061065
Sold
$228,000
Apr 20, 2011
Source: Agent Provided
Pending
$239,900
Mar 22, 2011
Source: Agent Provided
Listed For Sale
$239,900

Market trends in Watertown

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$374K
Sale-to-List Price
—
Price per sq ft
$236
Available listings
54
1MoM

Around this home

What Locals Say about Watertown

At least 160 Trulia users voted on each feature.

  • 88 % Say car is needed

  • 86 % Say yards are well-kept

  • 80 % Say parking is easy

  • 77 % Say it's dog friendly

  • 73 % Say there's holiday spirit

  • 63 % Say it's quiet

  • 60 % Say kids play outside

  • 60 % Say people would walk alone at night

  • 56 % Say neighbors are friendly

  • 56 % Say they plan to stay for at least 5 years

  • 55 % Say there's wildlife

  • 49 % Say streets are well-lit

  • 48 % Say there are sidewalks

  • 42 % Say it's walkable to restaurants

  • 35 % Say it's walkable to grocery stores

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Colette.dobkins
    "They would love it. Very nice and quiet. Friendly . I lived here 16 years . Raised my daughter here. "
    0
    Flag
  • Dashmurtishi
    "Well manicured with a bunch of well versed designed homes Beautiful neighborhood by a winery with beautiful views and privacy "
    0
    Flag
  • Eric Brown
    "Walks through the neighborhood and chats with neighbors while walking the dog. Meeting up with neighbors for cookouts. "
    0
    Flag
  • Lily Retallick
    "There is a lot of dog owners in Watertown and they are always taking them for walks and clean up after their dogs. The dogs are people friendly too! "
    0
    Flag
  • Trulia User
    "I don’t have a dog so I’m not sure but they have a park where you can walk dogs and everyone seems to have pets. "
    0
    Flag
  • Minicucci.erica
    "Main Street can get busy at popular hours of the day but there are ways to get around town to avoid traffic"
    2
    Flag
  • Emily L. R.
    "Lots of side walks, and they’re building a dog park but I’m not sure how far along in the process they are. "
    1
    Flag
  • Emily L. R.
    "There are downtown block parties in the summer, there are fundraisers, there’s a community theater, there are several churches, there is Halloween trunk trick or treating, there are seasonal parades through town and festivals at veterans park!"
    0
    Flag
  • Browna57
    "My neighborhood is an old Italian family-oriented area of Watertown. Everyone is very friendly, and my street is quiet. "
    2
    Flag
  • Scorpionrkg
    "It’s friendly quaint and quiet not too much stress very economicalGuess it’s a good safe neighborhood to raise your kids and go to school go shopping good quiet community I would be happy to live here I was just visiting hope it was helpful to everybody thank you have a great day"
    12
    Flag
  • Hiredjkg
    "People walk their dogs all the time up and down the street. There are also some parks nearby. From what I see they are all leashed and the people normally carry a bag for the feces. "
    1
    Flag
  • Em T.
    "great for young families! try fino pizza, it’s a great restaurant. people are friendly and trick or treating is huge. nice place to grow up in"
    2
    Flag
  • Arroyorosie
    "they would live the fact that there is a dog park here in Watertown, the Oriole are friendly. it is a quaint little town"
    0
    Flag
  • Dashmurtishi
    "Everyone has their dog on a leash on the daily walks Dogs are friendly and not barking at you when you stop n say hi to your walking neighbors Have a sidewalk for the kids and the dogs to walk on one side of the street and still feel safe around the dogs Remember it’s not the dog it’s the owners control of the dog "
    0
    Flag
  • C. Nicole
    "I've lived here in town my whole life. I loved growing up here and am glad I'm able to now taise my own family here. It's truly a great location!! "
    0
    Flag
  • Cat T.
    "Watertown is pretty good. It’s next to Waterbury which has a mall and other places to visit. My nerighborhood is amazing here, the neighbors are all very close and I even walk one of my neighbor’s dogs for her lol. I haven’t had any troubles with the public schools here either. Main Street has lots of things to visit. "
    0
    Flag
  • Cat T.
    "The side walks are great and they’re always shoveled in the winter. The traffic is very light and cars hardly pass by so it’s pretty nice. "
    2
    Flag
  • Csrelyea
    "Quiet and friendly. Neighbors wave and kids play freely. Lots of birds, and great sunrise and sunsets. "
    15
    Flag
  • Val3487
    "it's ok I don't go to far !!! I work about 4 minutes from my home !! nice and quiet the roads here are bad need to be repaired "
    2
    Flag
  • Rick M.
    "Safe & beautiful neighborhood, good neighbors. Family friendly activities available. Good schools nearby "
    0
    Flag
  • Esson
    "Live here and love it been here forever. My neighbors are so awesome. Always kind and quiet since day one I moved here."
    1
    Flag
  • Daniellerdesjardins
    "I’ve lived here since I was a kid. It will always be home despite the changes occurring in the neighborhood. "
    0
    Flag
  • Matthewbarnes873
    "It’s the first place I’ve lived on my own and I raise my son here. Everything great is around such as schools, work, and places to eat"
    0
    Flag
  • Sammygood81
    "Great place to live with children and family love taking walks to the park with the beautiful beach "
    0
    Flag
  • Carlim54
    "I've livin in the neighborhood for a little over 3 years and I can really say is a great area to live in. Is quite and peaceful and great for raising a family. The school system is fantastic. Oakville is overall a great area."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 86 Woolson St

  • What is 86 Woolson St estimated to be worth?
    Trulia's estimated value for 86 Woolson St in Watertown, CT is $389,000.
  • What is the price history for 86 Woolson St?
    86 Woolson St in Watertown, CT last sold for $228,000 in May 2011.
  • Is Watertown a buyer's or seller's market?
    Watertown is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Watertown?
    The median sale price in Watertown is $374K.
  • Does 86 Woolson St have air conditioning?
    Yes, 86 Woolson St in Watertown, CT has air conditioning.
  • Does 86 Woolson St have a pool?
    Yes, 86 Woolson St in Watertown, CT has a pool.

Explore by feature - Pet Friendly

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