19 Windy Hill Dr, Wareham, MA 02571
OFF MARKET

19 Windy Hill Dr
Wareham, MA 02571

  • 4 Beds
  • 3 Baths
  • 1,758 sqft (on 1.38 acres)

$739,900

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,492/mo*
Refinance Your Home

$739,900

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $4,492/mo*
Refinance Your Home
4 Beds
3 Baths
1,758 sqft
(on 1.38 acres)

Home Value

Trulia Estimate
$740K
Since last month
Decreased$2K (-0.2%)
Since last year
Increased$48K (+6.9%)
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 +100% in the last 10 years
MonthEstimated value
2026
August 2026$739K
July 2026$741K
June 2026$744K
May 2026$753K
April 2026$739K
March 2026$725K
February 2026$704K
January 2026$698K
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
11 Fonseca Way, Wareham, MA
0.32
Single-Family Home
$825,000
01/15/26
4
2.5
3,075
8 Windy Hill Dr, Wareham, MA
0.20
Single-Family Home
$482,500
03/26/26
3
2
1,310
715 County Rd, Rochester, MA
0.39
Single-Family Home
$699,900
05/29/26
3
3.5
1,872
41 Papermill Rd, West Wareham, MA
0.46
Single-Family Home
$763,000
09/15/25
4
2.5
2,975
850 Main St, Wareham, MA
0.63
Single-Family Home
$805,000
01/29/26
4
2.5
2,283
898 Main St, Wareham, MA
0.52
Single-Family Home
$725,000
09/30/25
3
2.5
2,528
4 White Pine Ave, Wareham, MA
0.41
Single-Family Home
$500,000
04/23/26
6
2
1,550
152 Fearing Hill Rd, Wareham, MA
0.70
Single-Family Home
$765,000
11/12/25
4
3
2,896
46 Helen St, West Wareham, MA
0.21
Single-Family Home
$569,900
03/27/26
3
2
1,352
7 Helen St, Wareham, MA
0.28
Single-Family Home
$530,000
05/29/26
3
2
1,331

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
17 Windy Hill Dr, Wareham, MA 02571
0.04
$620,700
3
2
1,664
Off Market
46 Helen St, West Wareham, MA 02576
0.21
$569,900
3
2
1,352
Recently Sold
8 Windy Hill Dr, Wareham, MA 02571
0.20
$482,500
3
2
1,310
Recently Sold
9 Helen St, Wareham, MA 02571
0.27
$493,700
3
1
1,008
Off Market
7 Helen St, Wareham, MA 02571
0.28
$530,000
3
2
1,331
Recently Sold
6 Helen St, Wareham, MA 02571
0.31
$515,800
3
1
1,320
Off Market
11 Fonseca Way, Wareham, MA 02571
0.32
$825,000
4
2.5
3,075
Recently Sold
2 Helen St, Wareham, MA 02571
0.37
$455,800
3
1
960
Off Market
10 Griffin Way, Wareham, MA 02571
0.31
-
3
2.5
2,642
Off Market
10 White Pine Ave, Wareham, MA 02571
0.38
$458,300
3
1
1,254
Off Market
24 White Pine Ave, Wareham, MA 02571
0.38
$674,200
3
2
2,200
Off Market
715 County Rd, Rochester, MA 02770
0.39
$699,900
3
3.5
1,872
Recently Sold

Local Information

  • Map ViewExplore the area around 19 Windy Hill Dr.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1988
Lot Size
1.38 acres
Living Area
1,758 sqft
Price/Sqft
$421
Parking
Garage

About this House

Large 3 bay garage
20x40 inground pool new salt water filter system
Storage shed, cabana, gazebo, garden shed
Potters shed
Gazebo
Pool cabana
Beautiful landscaping
Central air
New wall to wall carpet upstairs
Security system
Irrigation system
Seasonal half bath
19 Windy Hill Dr, Wareham, MA 02571 is a 4 bedroom, 4 bathroom, 1,758 sqft single-family home built in 1988. It is currently off market. The Trulia Estimate is $739,900, with a rent estimate of $4,145/month.

Home Details for 19 Windy Hill Dr

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 8Types of Rooms: Walk In Closet, Dining Room, Family Room, Master Bath, Mud Room, WorkshopStorageCeiling Fan
Heating & Cooling
Heating: Oil, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: VinylGardenLawnPorchSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 6Parking: Garage Detached, Off Street

Property Information

Year Built
Year Built: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 1.38 acres

Price and Tax history

YearProperty taxTax assessment
2025
$7,140
$685,200
Home facts updated by county records

Market trends in Wareham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$493K
$9.67KMoM
Sale-to-List Price
100.8%
0.3%MoM
Price per sq ft
$383
$10MoM
Available listings
89
5MoM

Around this home

What Locals Say about Wareham

At least 138 Trulia users voted on each feature.

  • 86 % Say car is needed

  • 86 % Say it's dog friendly

  • 86 % Say yards are well-kept

  • 83 % Say parking is easy

  • 75 % Say there's holiday spirit

  • 72 % Say there's wildlife

  • 62 % Say people would walk alone at night

  • 59 % Say kids play outside

  • 56 % Say neighbors are friendly

  • 54 % Say it's walkable to restaurants

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

  • 48 % Say it's quiet

  • 41 % Say it's walkable to grocery stores

  • 40 % Say there are sidewalks

  • 33 % Say streets are well-lit

  • 28 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • ElliceAnn
    "Very walkable, but it would be nice to see more local small shops be welcoming of dogs, even if it was just water bowls/treats outside"
    0
    Flag
  • Deemoff23
    "I’ve been in this area for about 3 years now. Very family oriented neighborhood, was invited for a few things even though people didn’t know me. I have enjoyed my time here so far. "
    0
    Flag
  • Trulia User
    "The downtown is quaint with shopping, eating, and laundry. Nearby are art galaries and beautiful beaches! There is so much to do with many planned events throughout the year. "
    4
    Flag
  • Trulia User
    "is a beautiful area to live in surrounded by water. friendly neighborhoods neighbors watch out for each other. great restaurants."
    0
    Flag
  • Trulia User
    "no sidewalks in most spaces for safety. Dogs aren't allowed on beaches. There are some areas they could be reasonably be allowed as long as owners picked up after them. There are parks & grassy areas. little shade. No dog parks. Lots of side streets."
    1
    Flag
  • Michellezine
    "It’s a beach community that is private. The neighbors are wonderful and it’s a great place to spend summers! "
    4
    Flag
  • Product 3.
    "It’s right off 195. Also cranberry highway and route 6 that goes to RI. It’s not bad. Mostly town roads aside from the 195"
    8
    Flag
  • Beth C. F.
    "My neighbors are friendly and helpful. We’ve lived here eight years and we love it. There aren’t many kids here my daughters age, but that’s my only complaint "
    2
    Flag
  • Dakota A.
    "There is a lot of wildlife around. Most dogs chase after wildlife so their dog might go to chase after the animal. It’s a good neighborhood. "
    2
    Flag
  • Bill.labossiere
    "Most of the time people keep to themselves. People drive too fast. Not much of a community based town. Lots of low income. "
    6
    Flag
  • Darla F.
    "My neighborhoods has five homes on the street, they are all on 1+ acres. Very quiet and private. Good access to Providence, Boston and sitting just before you cross the Bourne Bridge to Cape Cod. Walking distance to downtown. One block off the water."
    5
    Flag
  • Patrick S.
    "Summertime activities are the best in Onset. Fireworks on the Fourth of July concerts in the park every Wednesday night and even a kite festivals "
    5
    Flag
  • Cindy L.
    "what parts of Wareham to keep their children away from where there is criminal activity going on and twin to look into the school systems and see which school is best for their children"
    10
    Flag
  • Mileswatson22
    "Cape Verdean festival Portuguese festival Small town community action Fireworks in Onset And most importantly, Cazimir’s Barbershop. EST. 2003"
    0
    Flag
  • Ewhite1288
    "I think it’s great for dogs. Plenty of socialization. If they have a dog that is dog or people aggressive not a good neighborhood. "
    2
    Flag
  • Main Street Resident
    "I work in the North Dartmouth area, and my morning commute is usually incident free. The same goes for coming back to this area. Coming home there is sometimes traffic congestion on my street due to the “Pot Shop” located a few hours away from where I live."
    5
    Flag
  • Leslie P
    "Lots of dogs in area. Wide variety from pit bulls to Chihuahuas. Most people are respectful but there are a few that don’t pick up after them."
    0
    Flag
  • Jude
    "Extremely convenient with walkable destinations. Tobey Hospital, convenient stores, Dunk’n, Park with water pier, school, library, CVS, and restaurants are all in walking distance,"
    0
    Flag
  • Trulia User
    "You are near a river and boat pier. You can walk to a convenient store, several restaurants, Library, gas station, commuter train stop, and pot shop."
    1
    Flag
  • Judy
    "It has a nice park near the Wareham Pier, quite, safe, homes are key well, hospital close, walkable to Convenient store and restaurants."
    0
    Flag
  • Judithelopes
    "There is a park located at the Wareham Pier. A lot of people walk their dog past my house. Great place to live."
    1
    Flag
  • Nicole D.
    "I work 5 miles from work. It is on a divided highway. There are 2 sets of lights, 3 gas stations, 2 Dunkin Donuts and 2 convenience stores."
    1
    Flag
  • Watercomm
    " Great neighborhood to raise children and have fun. A little out of the way but nice. Please check things out to know you would like to live here."
    0
    Flag
  • Lisa S.
    "Sitting in my back yard watching the boats go by. The view is very calming. Kayaking or paddle boating is great too. Watching the sunrise in the morning."
    1
    Flag
  • Watercomm
    "We have lived here for many many years and enjoy our quaint community. Local businesses and near all major highways "
    0
    Flag
  • Watercomm
    "Friendly, quiet, clean and wonderful to raise a family or retire in. Several ponds near by for swimming and fishing."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 19 Windy Hill Dr

  • What is 19 Windy Hill Dr estimated to be worth?
    Trulia's estimated value for 19 Windy Hill Dr in Wareham, MA is $739,900.
  • Is Wareham a buyer's or seller's market?
    Wareham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wareham?
    The median sale price in Wareham is $493K. That is up $9.67K from the prior month.
  • What do residents say about Wareham?
    Residents describe Wareham, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Wareham, MA.
  • Does 19 Windy Hill Dr have air conditioning?
    Yes, 19 Windy Hill Dr in Wareham, MA has air conditioning.
  • Does 19 Windy Hill Dr have a pool?
    Yes, 19 Windy Hill Dr in Wareham, MA has a pool.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Wareham, MA

Explore by feature - Air Conditioning

10 rentals with air conditioning in Wareham, MA

Explore by feature - Pool

7 rentals with a pool in Wareham, MA

Explore by feature - Washer/dryer

16 rentals with a washer/dryer in Wareham, MA

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