21 Windsor Dr
Wareham, MA 02571
4 Beds
3 Baths
2,186 sqft (on 0.79 acres)
$525,000
Last Sold: Dec 24, 2025
4% below list $549K
$240/sqft
Est. Refi. Payment $3,122/mo*
$525,000
Last Sold: Dec 24, 2025
4% below list $549K
$240/sqft
Est. Refi. Payment $3,122/mo*
4 Beds
3 Baths
2,186 sqft
(on 0.79 acres)
Homes for sale near 21 Windsor Dr
NEW CONSTRUCTION0.92 ACRESNancy S. Angus, Upper Cape Realty Corp.- 0.74 ACRESKathie Palm, eXp Realty
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Description
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!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 25, 2025
Home Highlights
Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$240/sqft
Listed
126 days ago
Home Details for 21 Windsor Dr
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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 |
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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 |
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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 |
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Price List Price: $549,000Price Per Sqft: $240/sqft |
Status Change & Dates Off Market Date: Sun Nov 16 2025 |
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MLS Status: Sold |
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Direction & Address City: Wareham |
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Building Area Building Area: 2186 Square Feet |
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Community Features: Public Transportation, Shopping, Medical Facility, Laundromat, Highway Access, House of Worship, Public SchoolNot Senior Community |
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Lot Area: 0.79 acres |
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Contingencies: FinancingListing Terms: Contract |
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Rent Includes: Unit 1(Heat, Electric, Gas, Water, Hot Water), Unit 2(Heat, Electric, Gas, Water, Hot Water) |
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BasementMls Number: 73447457Above Grade Unfinished Area: 2186 |
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Public TransportationShoppingMedical FacilityLaundromatHighway AccessHouse of WorshipPublic School |
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
Price History for 21 Windsor Dr
| Date | Price | Event | Source |
|---|---|---|---|
| 12/24/2025 | $525,000 | Sold | MLS PIN #73447457 |
| 11/03/2025 | $549,000 | Contingent | MLS PIN #73447457 |
| 10/22/2025 | $549,000 | PriceChange | MLS PIN #73435309 |
| 10/08/2025 | $559,000 | PriceChange | MLS PIN #73435309 |
| 09/24/2025 | $579,000 | Listed For Sale | MLS PIN #73435309 |
| 03/04/2011 | $245,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $4,643 |
| Assessment | $445,600 |
Home facts updated by county records
Comparable Sales for 21 Windsor Dr
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
1.20 | Multi-Family Home | $750,000 | 08/13/25 | 5 | 5.5 | 2,257 | |
2.87 | Multi-Family Home | $710,000 | 06/24/25 | 6 | 3.5 | 3,355 | |
3.86 | Multi-Family Home | $577,500 | 10/23/25 | 5 | 2.5 | 1,575 | |
3.87 | Multi-Family Home | $920,000 | 08/05/25 | 6 | 4 | 2,807 | |
3.88 | Multi-Family Home | $920,000 | 08/05/25 | 6 | 4 | 2,807 | |
5.08 | Multi-Family Home | $1,440,000 | 03/27/26 | 5 | 5.5 | 4,233 | |
7.52 | Multi-Family Home | $700,000 | 12/19/25 | 5 | 2 | 2,247 |
Assigned Schools
These are the assigned schools for 21 Windsor Dr.
- Wareham Elementary School
- PK-4
- Public
- 942 Students
5/10GreatSchools RatingParent Rating AverageMinot is a brand new 90 million dollar school with outstanding and devoted teachers.Other Review2y ago - Wareham Senior High School
- 8-12
- Public
- 542 Students
3/10GreatSchools RatingParent Rating AverageI was dragged through the Wareham school system from Kindergarten, all the way through graduation. I was also bullied from kindergarten, all the way through graduation. Teachers, staff, guidance counselors, and the school disciplinary officers were all aware. Nothing was ever done to rectify the issue. In fact, an “I didn’t see it, so it didn’t happen,” attitude was adopted by the lot. As an adult, after finally seeking out the screening I needed through my entire school experience, I’ve also come to learn that while this school would lead everyone to believe “I simply wasn’t applying myself, and wasn’t exercising critical thinking skills,” I’m autistic, suffer from dyslexia and dyscalculia, and struggle with executive dysfunction. Multiple learning disabilities required accommodation, and an adapted learning structure, that I never had access to. This resulted in my failing math yearly from third grade on. A failure to understand homework, which I would be punished for my inability to do. As well as having no understanding of study, or organization skills, which, rather than doing their jobs and teaching me, I was routinely berated for. As an adult with proper support, I have learned more than I forgot while I was in school. My experience with Wareham High school, and the Wareham school system as a whole, amounts to 14 years of wasted time.Other Review1y ago - Wareham Middle School
- 5-7
- Public
- 421 Students
6/10GreatSchools RatingParent Rating Averagekids treat each other terribly, and disipline is not enforced fairly and equally. I'm afraid to keep my kids there.Parent Review1y ago 
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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
61 % 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
40 % Say there are sidewalks
40 % Say it's walkable to grocery stores
33 % Say streets are well-lit
28 % Say there are community events
Learn more about our methodology.
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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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
Homes for rent near 21 Windsor Dr
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Off Market Homes Near 21 Windsor Dr
- SOLDMAY 5, 2026Greer Real Estate, LLC
- SOLDAPR 30, 2026Kassidy Ikkela, Keller Williams Realty
- SOLDAPR 30, 2026Team Reis, Reis Real Estate & Company Inc.
- SOLDAPR 30, 2026Amy DeFeo, Century 21 Tassinari & Assoc.
- SOLDAPR 27, 2026Your Home Sold Guaranteed Realty, The Nathan Clark Team
- SOLDAPR 24, 2026Beth Van der Veer, Conway - Mattapoisett
- SOLDAPR 24, 2026Jack Conway & Co Inc
- SOLDAPR 23, 2026Amy Pierce, RE/MAX Impact
- SOLDAPR 22, 2026Amy DeFeo, Century 21 Tassinari & Assoc.
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21 Windsor Dr, Wareham, MA 02571 is a 4 bedroom, 3 bathroom, 2,186 sqft multi-family built in 1976. This property is not currently available for sale. 21 Windsor Dr was last sold on Dec 24, 2025 for $525,000 (4% lower than the asking price of $549,000). The current Trulia Estimate for 21 Windsor Dr is $532,800.