199 Windsor Dr, Whitman, MA 02382
OFF MARKET

$660,700

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,976 sqft (on 0.66 acres)

199 Windsor Dr, Whitman, MA 02382

Est. Refi. Payment $4,026/mo*
Refinance Your Home
Currently Off Market - Sold Apr 15, 1998 for $174,000

Home Value

Trulia Estimate
$661K
Since last month
Decreased$5K (-0.8%)
Since last year
Increased$7K (+1.1%)
Since last sale
Increased$487K (+279.7%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$661K
August 2026$660K
July 2026$666K
June 2026$670K
May 2026$663K
April 2026$650K
March 2026$653K
February 2026$635K
January 2026$628K
2025
2024
2023
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
151 Windsor Dr, Whitman, MA
0.10
Single-Family Home
$610,000
04/09/26
5
3.5
2,888
93 Porter St, Whitman, MA
0.15
Single-Family Home
$644,900
01/12/26
3
2
2,395
11 Glenwood St, Whitman, MA
0.30
Single-Family Home
$650,000
12/19/25
3
3
2,391
4 Locust Hill Ln, Whitman, MA
0.42
Single-Family Home
$730,000
01/02/26
4
2.5
2,620
970 Crescent St, Brockton, MA
0.50
Single-Family Home
$730,000
06/10/26
4
2.5
2,780
36 Eames Ave, Brockton, MA
0.32
Single-Family Home
$446,220
04/21/26
3
2
1,116
5 Meier Farm, Whitman, MA
0.57
Single-Family Home
$826,000
09/26/25
3
3.5
4,063
1024 Crescent St, Brockton, MA
0.42
Single-Family Home
$571,000
12/23/25
4
1.5
2,076
63 Allen St, Abington, MA
0.33
Single-Family Home
$560,000
01/12/26
3
2.5
1,556
626 Temple St, Whitman, MA
0.71
Single-Family Home
$600,000
06/05/26
3
3
1,707

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
3 Coholan Dr, Whitman, MA 02382
0.06
$684,800
3
2
1,912
Off Market
80 Old Mansion Ln, Whitman, MA 02382
0.12
$525,200
3
1
960
Off Market
151 Windsor Dr, Whitman, MA 02382
0.10
$610,000
5
3.5
2,888
Recently Sold
93 Porter St, Whitman, MA 02382
0.15
$644,900
3
2
2,395
Recently Sold
36 Porter St, Whitman, MA 02382
0.26
$534,000
3
1
1,294
Off Market
14 Porter St, Whitman, MA 02382
0.29
$604,100
3
2
1,716
Off Market
11 Glenwood St, Whitman, MA 02382
0.30
$650,000
3
3
2,391
Recently Sold
16 Davis St, Abington, MA 02351
0.26
$370,000
3
1
864
Recently Sold
15 Davis St #1, Abington, MA 02351
0.27
$417,700
2
1.5
1,274
Off Market
33 Hayes Ave, Whitman, MA 02382
0.34
$360,900
4
2.5
1,398
For Sale
32 Wilbur St, Abington, MA 02351
0.30
$512,100
3
1
1,352
Off Market
127 Isabelle St, Abington, MA 02351
0.33
$579,900
3
2
1,653
For Sale

Local Information

  • Map ViewExplore the area around 199 Windsor Dr.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1970
0.66 acre lot
2,976 sqft
$222/sqft

About this House

This single-family home is located at 199 Windsor Dr, Whitman, MA. 199 Windsor Dr is in Whitman, MA and in ZIP code 02382. This property has 4 bedrooms, 3 bathrooms and approximately 2,976 sqft of floor space. This property has a lot size of 0.66 acres and was built in 1970.
199 Windsor Dr, Whitman, MA 02382 is a 4 bedroom, 3 bathroom, 2,976 sqft single-family home built in 1970. It last sold for $174,000 on Apr 15, 1998. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $660,700, with a rent estimate of $4,217/month.

Home Details for 199 Windsor Dr

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: OilAir ConditioningHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.66 acres

Price and Tax history

DateEventPrice
Apr 15, 1998
Source: N/A
Sold
$174,000
Jul 18, 1994
Source: N/A
Sold
$162,000

Market trends in Whitman

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
1MoM

Around this home

What Locals Say about Whitman

At least 76 Trulia users voted on each feature.

  • 98 % Say it's dog friendly

  • 89 % Say parking is easy

  • 87 % Say car is needed

  • 87 % Say yards are well-kept

  • 86 % Say there's holiday spirit

  • 74 % Say kids play outside

  • 73 % Say there are sidewalks

  • 72 % Say people would walk alone at night

  • 68 % Say there's wildlife

  • 63 % Say it's walkable to restaurants

  • 62 % Say neighbors are friendly

  • 55 % Say it's walkable to grocery stores

  • 55 % Say it's quiet

  • 53 % Say they plan to stay for at least 5 years

  • 46 % Say streets are well-lit

  • 27 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I live here and I love my community. Whitman is changing over the years but it still has a lot of great people and expanding community resources "
    0
    Flag
  • Kristen.lombardo
    "It’s friendly and its very neighborly. It’s a great small town to grow up in and raise your children in"
    0
    Flag
  • Kaglynn76
    "All kinds of dogs in the neighborhood. People can walk them easily with so many accessible sidewalks. "
    0
    Flag
  • Clavigne1
    "Friendly and Nice to walk, friendly area and circular walking course. Other animals in the area and all under adult supervision. Everyone picks up the waste."
    0
    Flag
  • Daryl R.
    "Whitman is off the beaten path, it’s a quiet neighborhood that used to be South Abington and should go back to being part of. It doesn’t have its own school (for a long time now) and so if your a parent with kids and can afford it go to Hanover where the schools are great and there are things to do. "
    6
    Flag
  • Lauren P.
    "Love this town grew up here. Lots of friends and family still here. The people are super, and the town has a lot of history if you know anything about New England."
    1
    Flag
  • Brian B.
    "commuter rail is available, Rt 18, 14, 27, 58 run through town. easy commute to Boston or Providence, RI or Cape Cod and the Southcoast."
    1
    Flag
  • Gregory S. S.
    "Whitman is nice but not convenient it isn’t close to any major highways and makes commuting just a little more difficult but if you are ok with the commuter rail then you’ll be fine "
    0
    Flag
  • Jen M.
    "we've lived here in the same street Stetson Street for 5 years it's our home my son is acclimated and completely involved with school and sports and it has been my goal to stay in Whitman I and my son love our town. since Whitman is small we enjoy going to the town pool playgrounds we take walks all the time with our dog. I feel safe allowing my son to ride his bike to the town park to play with his friends. My son has been on the swim team he goes to the camp right in Whitman.... we're involved in the community and we again we love it!"
    0
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  • Linda G.
    "Whitman is a wonderful community of people who almost everyone knows each other. Quiet, and fairly well maintained by the town. A great place to raise a family, work and live."
    0
    Flag
  • Brendan K.
    "there is a nice park and little downtown area in the center. it is a nice place to walk your dog or take your kids to the playground. "
    0
    Flag
  • Redneckscoobs05
    "Iv lived in Whitman for 14 years its a small semi-quiet place (sound depends on where you live). The schools are nice and they are nice."
    0
    Flag
  • Karencsilva
    "The town park is beautiful and within walking distance of “downtown”. Family owned pharmacy & breakfast place in center of town. Nice restaurant & bar as well. Great schools & church community here as well"
    0
    Flag
  • Kayla S.
    "Nothing really it’s a totally normal town. Average. Boring town. With some things around food streets "
    0
    Flag
  • Carliehennebury
    "Its a nice quiet suburb with a cute little quaint town center with plenty of places for food! Love the thai place! I am from the city and this is a nice place right off the main road but not in a main area! "
    0
    Flag
  • Hoodie3334
    "I grew up on the street and know a few of the people left. but the town is the small town feel. it is safe and quiet. there is a lot of community spirit "
    0
    Flag
  • Adrienne P. M.
    "This neighborhood is made up of two loops and a cul-de-sac. There are many families with children. Everyone walks their dog and cleans up after them. Yards are neat and clean. The developer must have had an affinity for trees as the whole neighborhood has the most colorful pallette of Cherry trees, red maple, mimosa, and others. Drive through in the spring, summer and fall and be dazzled! "
    0
    Flag
  • Sue
    "Quiet and interesting, many opportunities."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 199 Windsor Dr

  • What is 199 Windsor Dr estimated to be worth?
    Trulia's estimated value for 199 Windsor Dr in Whitman, MA is $660,700.
  • What is the price history for 199 Windsor Dr?
    199 Windsor Dr in Whitman, MA last sold for $174,000 in April 1998.
  • Is Whitman a buyer's or seller's market?
    Whitman is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Whitman?
    Residents describe Whitman, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Whitman, MA.
  • How big is the lot at 199 Windsor Dr?
    The lot at 199 Windsor Dr in Whitman, MA is about 0.66 acres (28,749 sq ft).

Explore by feature - Pet Friendly

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