8 Winter Haven Dr, Webster, MA 01570
OFF MARKET

8 Winter Haven Dr
Webster, MA 01570

  • 3 Beds
  • 2 Baths
  • 1,092 sqft (on 0.32 acres)

$416,900

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,574/mo*
Refinance Your Home

$416,900

Trulia Estimate
as of Jul 10, 2026
Est. Refi. Payment $2,574/mo*
Refinance Your Home
3 Beds
2 Baths
1,092 sqft
(on 0.32 acres)

Local Information

  • Map ViewExplore the area around 8 Winter Haven Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 8 Winter Haven Dr, Webster, MA. 8 Winter Haven Dr is in Webster, MA and in ZIP code 01570. This property has 3 bedrooms, 2 bathrooms and approximately 1,092 sqft of floor space. This property has a lot size of 0.32 acres and was built in 1988.
8 Winter Haven Dr, Webster, MA 01570 is a 3 bedroom, 2 bathroom, 1,092 sqft single-family home built in 1988. It last sold for $89,900 on Dec 17, 1993. It is currently off market. The Trulia Estimate is $416,900, with a rent estimate of $2,735/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 8 Winter Haven Dr

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, ElectricHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1

Exterior Features

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

Property Information

Year Built
Year Built: 1988Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.32 acres

Price History for 8 Winter Haven Dr

DatePriceEventSource
12/17/1993$89,900Sold
N/A

Market trends in Webster

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
45
7MoM
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Property Tax and Assessment

Year2025
Tax$3,875
Assessment$326,200
Home facts updated by county records

Comparable Sales for 8 Winter Haven Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
3 Sears Ave, Webster, MA
0.11
Single-Family Home
$360,000
08/11/25
3
1
1,008
1 Applebee Ave, Webster, MA
0.38
Single-Family Home
$415,000
09/19/25
3
1.5
1,368
25 Overlook Ave, Webster, MA
0.12
Single-Family Home
$375,000
09/25/25
3
1
1,168
21 Raleigh Rd, Webster, MA
0.21
Single-Family Home
$420,000
08/28/25
3
1
1,176
20 Houghton St, Webster, MA
0.35
Single-Family Home
$450,000
08/11/25
3
2
1,801
678 School St, Webster, MA
0.29
Single-Family Home
$385,000
08/11/25
3
1
1,731
5 1st St, Webster, MA
0.54
Single-Family Home
$410,000
11/07/25
3
1.5
1,394
8 Mount Pleasant St, Webster, MA
0.64
Single-Family Home
$180,000
01/22/26
3
1.5
992
6 Crosby St, Webster, MA
0.50
Single-Family Home
$363,000
10/27/25
2
1.5
1,201
8 Ridge Dr, Dudley, MA
0.36
Single-Family Home
$450,000
12/12/25
3
1
1,224

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Winter Haven Dr.
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 Webster

At least 100 Trulia users voted on each feature.

  • 82 % Say car is needed

  • 81 % Say it's dog friendly

  • 81 % Say parking is easy

  • 67 % Say yards are well-kept

  • 65 % Say there's holiday spirit

  • 65 % Say kids play outside

  • 64 % Say there are sidewalks

  • 59 % Say streets are well-lit

  • 55 % Say it's walkable to restaurants

  • 52 % Say it's walkable to grocery stores

  • 50 % Say people would walk alone at night

  • 49 % Say they plan to stay for at least 5 years

  • 47 % Say neighbors are friendly

  • 46 % Say it's quiet

  • 43 % Say there's wildlife

  • 25 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • W2hmdgy6z9
    "The neighborhood is safe and family friendly. There aren’t many parks, but schools are decent and neighbors are usually kind"
    0
    Flag
  • Patrycja Cotter
    "There ar a lot of events related to the lake and near by concert venue has concerts spring - fall. Fun restaurants, bowling alley. Dog park. "
    1
    Flag
  • Ruben c.
    "I live here in Webster for 13 years I like the neighborhood is clean and quiet my little dog are friendly and the church I go is nearby "
    0
    Flag
  • Kris
    "Very dog friendly neighborhood. Many households have one or more dogs. People clean up after their dogs and for the most part keep them on leash. "
    4
    Flag
  • Belinda R.
    "Webster is your average small town with average small town issues- good and bad. There really isn't alot of crime here, which is always a good thing."
    2
    Flag
  • Ricey513
    "close to the highways but not running through our back yards. nice central location, there are stores and restaurants in town, busy times are like 7-8am m-f, 12-1p m-f and like 4-6p"
    3
    Flag
  • Steve S.
    "If you can afford to live lakeside, Webster isn't too bad. Other than that, the town is packed full of hoods and junkies. It's gone way downhill in the last 20 years and is getting worse everyday."
    1
    Flag
  • Sonya F.
    "Easy commute can walk almost everywhere. Many stores and convenient stores are within a 1/2 mile or less walk. "
    3
    Flag
  • William Howe-hughes
    "Have lived here for 8 years and enjoy this part of town. Quiet and wildlife all around. Live on dead end street,last house, so not a lot of traffic noise."
    6
    Flag
  • Dmchapdelaine
    "only five minutes from 395, one hour to Boston, Hartford, Providence. grocery store about 10 minutes away"
    1
    Flag
  • J R.
    "There is none event other then four of july at the webster beach in the town of webster Massachusetts. "
    2
    Flag
  • Jill H.
    "Have been here for 4 years. Love how close we all are.its quite peaceful. There is a park less than a half a mile away."
    6
    Flag
  • Michael C.
    "We've lived in this home for about a little less than 9 years now, and we cannot say enough about the great neighbors, neighborhood, quietness of everything, and close location to anything and everywhere you would need to go. Time to move to the lake now!"
    0
    Flag
  • Carol H.
    "The picture looks is this in the swamp? Depending on where it is (bugs and weeds getting tangled up in boat prop) ... It is a nice lake to summer on because no one is around during the week so lots of peace and quiet (besides the roar of fish boats racing to get to the perfect spot at 5am)... choose location wisely on this lake "
    1
    Flag

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Off Market Homes Near 8 Winter Haven Dr

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