21 Windsor Dr, Wareham, MA 02571
Property image
Property image
SOLD
DEC 24, 2025

$536,900

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 2,186 sqft (on 0.79 acres)

21 Windsor Dr, Wareham, MA 02571

Est. Refi. Payment $3,441/mo*
Refinance Your Home
Currently Off Market - Sold Dec 24, 2025 for $525,000 (4% below list price)

Home Value

Trulia Estimate
$537K
Since last month
Increased$2K (+0.4%)
Since last year
Decreased$53K (-9%)
Since last sale
Increased$12K (+2.4%)
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 +92% in the last 10 years
MonthEstimated value
2026
September 2026$537K
August 2026$535K
July 2026$536K
June 2026$546K
May 2026$535K
April 2026$533K
March 2026$533K
February 2026$531K
January 2026$528K
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
15 6th St, Wareham, MA
3.86
Multi-Family Home
$577,500
10/23/25
5
2.5
1,575
1 Three Doctor Hickey Ln, Rochester, MA
5.08
Multi-Family Home
$1,440,000
03/27/26
5
5.5
4,233
7 Pearl St, Mattapoisett, MA
7.52
Multi-Family Home
$700,000
12/19/25
5
2
2,247

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
18 Windsor Dr, Wareham, MA 02571
0.05
$602,100
2
2
1,879
Off Market
22 Windsor Dr, Wareham, MA 02571
0.06
$576,400
4
2
1,591
Off Market
20 Woodville Way, Wareham, MA 02571
0.12
$548,100
4
2
1,752
Off Market
9 Woodville Way, Wareham, MA 02571
0.14
$600,000
3
1.5
924
Recently Sold
261 Marion Rd, Wareham, MA 02571
0.15
$423,600
2
1
1,057
Off Market
90 Hathaway St, Wareham, MA 02571
0.19
$484,900
3
1
1,092
Recently Sold
88 Hathaway St, Wareham, MA 02571
0.19
$495,000
3
1.5
1,170
Recently Sold
78 Hathaway St, Wareham, MA 02571
0.21
$609,900
4
2
1,842
For Sale
307 Marion Road, Wareham, MA 02571
0.22
$563,400
3
2.5
1,803
Off Market
5 11th Avenue, Wareham, MA 02571
0.22
$409,600
2
1
740
Off Market
5 Old Beaver Dam Rd, Wareham, MA 02571
0.21
$224,999
-
-
-
For Sale

Local Information

  • Map ViewExplore the area around 21 Windsor Dr.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Multi-Family
Built in 1976
0.79 acre lot
2,186 sqft
$240/sqft
Garage

About this House

What's unique:Gorgeous groundsSeparate apartmentVersatile living spaceLarge newer constructed deck
MOTIVATED SELLER!! **1 year home warranty offered to buyer at closing** Spacious 4-bedroom, 3-bath raised ranch offering versatile living space and endless potential. The main level features a generous layout, ready for your personal updates to make it shine. The lower level includes an additional bonus space perfect for a family room, home office, or recreation area featuring a cozy wood burning fireplace insert. A separate apartment with its own entrance, full bath, and kitchenette. An excellent opportunity for additional rental income, extended family use, or guest accommodations. A smart way to offset expenses while adding long-term value.Outside, you’ll find a large newer constructed deck running the length of the home overlooking gorgeous grounds, an amazing horse/animal paddock ideal for a variety of animals, gardens,and so much more. In addition to a 2-car detached garage, ideal for storage, hobbies, or workshop space. This property offers endless opportunities!
21 Windsor Dr, Wareham, MA 02571 is a 4 bedroom, 3 bathroom, 2,186 sqft multi-family built in 1976. It last sold for $525,000 on Dec 24, 2025 (4% below the $549,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $536,900, with a rent estimate of $2,674/month.
Last check for updates: about 6 hours ago
Listed by Brooke Clayton, (508) 989-4056
RE/MAX Vantage, (774) 992-0297
Bought with: Thiago Monteiro, (508) 360-0205, William Raveis Real Estate & Homes Services, (774) 994-8082
Source: MLS PIN, MLS#73447457

Home Details for 21 Windsor Dr

Interior Features

Interior Details
Basement: Full,Finished,Walk-Out Access,Interior EntryNumber of Rooms: 12
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 3
Dimensions and Layout
Living Area: 2186 Square Feet
Appliances & Utilities
Utilities: for Gas Range, Washer HookupAppliances: Range, Dishwasher, Microwave, Refrigerator, Washer, DryerDishwasherDryerLaundry: Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Natural GasHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Wood BurningHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 100 Amp Service
Windows, Doors, Floors & Walls
Window: Box/Bay/Bow Window(s)Flooring: Laminate, Tile
Levels, Entrance, & Accessibility
Number of Stories: 3Floors: Laminate, Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: DeckFencing: FencedExterior: Balcony/Deck, GardenFoundation: Concrete PerimeterGarden
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 10Has a GarageHas Open ParkingParking Spaces: 12Parking: Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Farm & Range
Horse Amenities: Paddocks
Finished Area
Finished Area (above surface): 2186

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: Residential IncomeProperty Subtype: Multi Family
Building
Construction Materials: FrameDoes Not Include Home Warranty
Property Information
Not Included in Sale: Greenhouse Outside And A Portion Of Fencing.Parcel Number: 1181673

Price & Status

Price
List Price: $549,000Price Per Sqft: $240/sqft
Status Change & Dates
Off Market Date: Sun Nov 16 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: Wareham

Building

Building Area
Building Area: 2186 Square Feet

Community

Community Features: Public Transportation, Shopping, Medical Facility, Laundromat, Highway Access, House of Worship, Public SchoolNot Senior Community

Lot Information

Lot Area: 0.79 acres

Offer

Contingencies: FinancingListing Terms: Contract

Rental Terms, Policies & Fees

Rent Includes: Unit 1(Heat, Electric, Gas, Water, Hot Water), Unit 2(Heat, Electric, Gas, Water, Hot Water)

Miscellaneous

BasementMls Number: 73447457Above Grade Unfinished Area: 2186

Additional Information

Public TransportationShoppingMedical FacilityLaundromatHighway AccessHouse of WorshipPublic School

Price and Tax history

DateEventPrice
Dec 24, 2025
Source: MLS PIN #73447457
Sold
$525,000
Nov 3, 2025
Source: MLS PIN #73447457
Contingent
$549,000
Oct 22, 2025
Source: MLS PIN #73435309
PriceChange
$549,000
Price decreased by 2%
Oct 8, 2025
Source: MLS PIN #73435309
PriceChange
$559,000
Price decreased by 3%
Sep 24, 2025
Source: MLS PIN #73435309
Listed For Sale
$579,000

Market trends in Wareham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
99
10MoM

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

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 21 Windsor Dr

  • What is 21 Windsor Dr estimated to be worth?
    Trulia's estimated value for 21 Windsor Dr in Wareham, MA is $536,900.
  • What is the price history for 21 Windsor Dr?
    21 Windsor Dr in Wareham, MA last sold for $525,000 in December 2025.
  • Is Wareham a buyer's or seller's market?
    Wareham is currently a seller's market, based on recent for-sale activity.
  • 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 21 Windsor Dr have air conditioning?
    Yes, 21 Windsor Dr in Wareham, MA has air conditioning.
  • Does 21 Windsor Dr have laundry facilities?
    Yes, 21 Windsor Dr in Wareham, MA has in-unit laundry.

Explore by feature - Pet Friendly

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