29 Winter St, Plainville, CT 06062
Property image
Property image
OFF MARKET

29 Winter St
Plainville, CT 06062

  • 2 Beds
  • 1 Bath
  • 720 sqft

$251,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $1,815/mo*
Refinance Your Home

$251,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $1,815/mo*
Refinance Your Home
2 Beds
1 Bath
720 sqft

Local Information

  • Map ViewExplore the area around 29 Winter St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1943
Living Area
720 sqft
Price/Sqft
$349

About this House

Great house for $$$, large back yard, end of street, basement add an extra 600 sqft not including in square feet with a room used as the master bedroom and bar.
29 Winter St, Plainville, CT 06062 is a 2 bedroom, 1 bathroom, 720 sqft single-family home built in 1943. It last sold for $95,000 on Feb 1, 2012. It is currently off market. The Trulia Estimate is $251,300, with a rent estimate of $2,239/month.

Home Details for 29 Winter St

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Number of Rooms: 5Types of Rooms: Recreation Room

Property Information

Year Built
Year Built: 1943
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Exterior Features

Exterior Home Features
DeckExterior: Other

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Price History for 29 Winter St

DatePriceEventSource
02/01/2012$95,000Sold
Smart MLS #G598596
10/14/2011$115,000ListingRemovedAgent Provided
08/31/2011$115,000PriceChange
Agent Provided
08/03/2011$120,000Listed For SaleAgent Provided
10/03/2005$118,400Sold
N/A

Market trends in Plainville

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
21
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Property Tax and Assessment

Year2025
Tax$3,723
Assessment$108,360
Home facts updated by county records

Comparable Sales for 29 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Winter Street, Plainville, CT
0.01
Single-Family Home
$310,000
05/29/26
2
1
756
9 Woodland Street, Plainville, CT
0.25
Single-Family Home
$275,000
05/04/26
2
1
624
68 Dallas Ave, Plainville, CT
0.48
Single-Family Home
$137,500
06/16/26
2
1
906
17 Laurel Street, Plainville, CT
0.35
Single-Family Home
$272,000
12/09/25
2
1
824
27 School Street, Plainville, CT
0.25
Single-Family Home
$220,000
12/17/25
2
1
1,291
16 1/2 E Maple St, Plainville, CT
0.21
Single-Family Home
$225,000
11/12/25
3
1
1,046
16-1/2 Maple Street, Plainville, CT
0.21
Single-Family Home
$225,000
11/03/25
3
1
1,046
16 Locust Street, Plainville, CT
0.31
Single-Family Home
$320,000
07/28/26
2
1
816
107 Diamond Ave, Plainville, CT
0.55
Single-Family Home
$189,000
10/02/25
2
1
700
31 East Broad Street, Plainville, CT
0.23
Single-Family Home
$310,000
11/14/25
2
1.5
1,300

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 29 Winter St.
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 Plainville

At least 84 Trulia users voted on each feature.

  • 89 % Say parking is easy

  • 86 % Say it's dog friendly

  • 84 % Say there's holiday spirit

  • 83 % Say car is needed

  • 82 % Say yards are well-kept

  • 78 % Say people would walk alone at night

  • 71 % Say there are sidewalks

  • 69 % Say kids play outside

  • 67 % Say streets are well-lit

  • 64 % Say it's walkable to restaurants

  • 59 % Say it's walkable to grocery stores

  • 58 % Say it's quiet

  • 58 % Say they plan to stay for at least 5 years

  • 57 % Say neighbors are friendly

  • 55 % Say there's wildlife

  • 29 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • SBailey
    "Plainville is a Great community to live and raise a family. One of the better places in Connecticut."
    1
    Flag
  • Jules
    "All the people waking their dogs in neighborhood are happy and there is plenty of walking sidewalks for people to walk their dogs. Plus a park is close by "
    0
    Flag
  • Kaylene K.
    "Great place to live, love the community. Small town great for families! Quiet, clean and close to everything!"
    7
    Flag
  • Christine L.
    "great schools and parks. great community environment. love this town. would 100% recommend, especially for raising a family."
    2
    Flag
  • Christine L.
    "Very safe community, great schools, fantastic daycares, many parks. A truly awesome place to raise kids."
    1
    Flag
  • Animalnurse007
    "Plainville is a great family town with great parks, restaurants, schools. I have lived here most of my life and I intend on staying. "
    3
    Flag
  • Josh B.
    "Good school systems, parks in town with splash pads, pools, and playgrounds, most people are very friendly and helpful "
    1
    Flag
  • Steve
    "Great parks, awesome town pool and splash pad. Great recreation department and schools with lighted field for night games. "
    2
    Flag
  • Karri A.
    "I live in a lovely neighborhood friendly people kids outside always playing. when I see my neighbors always talk everyone knows everyone "
    1
    Flag
  • Kaylene L.
    "Well I love dogs and I don’t see anyone else who has a problem with dogs here. Also lots of dogs in the neighborhood. "
    0
    Flag
  • Shawn P.
    "good neighborhood quiet to the extent of no heavy drug activity in the area. granted main roads r heavily traveled but east to get on and off"
    0
    Flag
  • Jessica L.
    "Nice area to walk around not too much traffic, even downtown. Sidewalks are well kept, you always see people walking their dogs around here."
    2
    Flag
  • Rose B
    "Plainville is a great middle ground. It is a small town, but right in the middle of other larger cities. There’s highway access right around the corner! It really is the best of both worlds!"
    0
    Flag
  • Albert_david
    "Easy walk to norton park where there is a mile long path to walk your dog. Can always find someone along the route to chat with."
    0
    Flag
  • Nigel D.
    "I see many owners walking their dogs in my neighborhood and they all seem very friendly and playful! "
    0
    Flag
  • Albert_david
    "Never traffic jams. Convenient to all major highways tat run through Connecticut. Quiet blue color town."
    0
    Flag
  • Asia M.
    "Neighbors are usually friendly but some aren’t there’s really no in between. A lot of pets in this area and stray cats."
    0
    Flag
  • Jamesontag
    "I love being so close to queen st. In Southington. A lot of new restaurants popping up as well as a new Aldis. Central Cafe is also amazing!"
    0
    Flag
  • Albert_david
    "Sets next to a beautiful park which allows one to walk their dogs and go to a pool or play basketball."
    1
    Flag
  • Annmarie H.
    "Great neighborhood safe and quiet right around the corner from the park and ball field People walking all the time past our house"
    0
    Flag
  • Smrollo2984
    "For the most part everyone is friendly. There are always events going on. Beautiful parks, nice schools, clean area. Quiet town but does offer a lot of stores, restaurants and even a movie theater. "
    0
    Flag
  • carrie d.
    " I live here and the area is very safe and kid friendly"
    0
    Flag
  • Amarcbuilders
    "Park within a 2 minute walk, Senior Center within 3/4 of a mile, shopping is a 10 minute drive, all major food chain restaurants, Food centers & convience stores, Movie Theaters, Home Improvement Centers, center of town within 5 minute drive, Public schools with in a 10 minute walk or 2 minute drive"
    0
    Flag
  • Stan B.
    "Easy access to pharmacies, groceries, center of town without the business. Home ownership is very stable. Close to schools and YMCA. Near bike trail, parks and for walks."
    0
    Flag
  • Shelly M.
    "I work and live in the Plainville area. Wonderful town to reside in. Great shopping and restaurants and a movie theater. "
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Plainville, CT

Explore by feature - Air Conditioning

15 rentals with air conditioning in Plainville, CT

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Plainville, CT

Homes for sale near 29 Winter St

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Off Market Homes Near 29 Winter St

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Frequently asked questions about 29 Winter St

  • What is 29 Winter St estimated to be worth?
    Trulia's estimated value for 29 Winter St in Plainville, CT is $251,300.
  • What is the price history for 29 Winter St?
    29 Winter St in Plainville, CT last sold for $95,000 in February 2012.
  • Is Plainville a buyer's or seller's market?
    Plainville is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Plainville?
    Residents describe Plainville, CT as easy to park in, dog-friendly, and well-kept. Most residents say you need a car. See recently sold homes in Plainville, CT.
  • How big is the lot at 29 Winter St?
    The lot at 29 Winter St in Plainville, CT is about 0.19 acres (8,276 sq ft).