38 Windsor Rd
Wellesley, MA 02481
- 5 Beds
- 7 Baths
- 7,750 sqft (on 0.62 acres)
5 Beds
7 Baths
7,750 sqft
(on 0.62 acres)
Local Information
© Google
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Description
Introducing 38 Windsor Road. Situated in the heart of Wellesley's coveted Country Club location. This 17 room custom built home exceeds all expectations with unparalleled craftsmanship, functionality of design while sited to maximize the hilltop wooded views to the back yard conservation land. Over 7750 sq ft of living space on 3 floors with walkout lower level plus a 3 car heated garage. Extensive landscape architect design plan with oversized patio and built-in grill. Designed for everyday living along with fabulous spaces for entertaining. The luxuries of multiple office/work spaces and exercise room , wine room, bar/entertainment area and sports simulator space have been carefully integrated into this home. Enjoy short distance to train, coffee shops, Babson and Wellesley Country Club with access to walking trails from your backyard.
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.
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 38 Windsor Rd
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Interior Details BasementAtticNumber of Rooms: 11 |
Heating & Cooling Heating: Forced Air, Radiant, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Appliances & Utilities Cable ReadyDishwasherDisposalMicrowaveRefrigerator |
Fireplace & Spa FireplaceHot Tub or Spa |
Security Security System |
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Exterior Home Features Roof: AsphaltExterior: WoodPatioSprinkler System |
Parking & Garage GarageParking Spaces: 8Parking: Garage Attached |
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Year Built Year Built: 2020 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Units in Building: 1 |
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Lot Area: 0.62 acres |
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Pool Sauna |
Price History for 38 Windsor Rd
| Date | Price | Event | Source |
|---|---|---|---|
| 11/13/2020 | $5,211,250 | Sold | N/A |
| 08/14/2020 | $5,495,000 | Pending | Agent Provided |
| 07/06/2020 | $5,495,000 | Listed For Sale | Agent Provided |
| 01/03/2019 | $1,410,000 | Sold | N/A |
Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $53,004 |
| Assessment | $5,156,000 |
Home facts updated by county records
Comparable Sales for 38 Windsor Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.19 | Single-Family Home | $6,187,500 | 11/12/25 | 6 | 7 | 7,037 | |
0.50 | Single-Family Home | $5,400,000 | 08/11/25 | 6 | 6 | 7,817 | |
0.09 | Single-Family Home | $2,900,000 | 07/24/25 | 4 | 4.5 | 3,272 | |
0.15 | Single-Family Home | $2,600,000 | 01/09/26 | 4 | 3.5 | 3,705 | |
0.59 | Single-Family Home | $5,775,000 | 05/01/26 | 8 | 7 | 7,366 | |
0.46 | Single-Family Home | $3,600,000 | 10/22/25 | 6 | 5.5 | 5,900 | |
0.46 | Single-Family Home | $2,700,000 | 09/03/25 | 6 | 4.5 | 7,830 | |
0.52 | Single-Family Home | $3,676,750 | 06/13/25 | 5 | 7 | 5,512 | |
0.45 | Single-Family Home | $3,300,000 | 08/08/25 | 6 | 5.5 | 4,897 | |
0.80 | Single-Family Home | $3,500,000 | 05/28/25 | 6 | 6.5 | 8,228 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.Assigned Schools
These are the assigned schools for 38 Windsor Rd.
What Locals Say about Wellesley
At least 123 Trulia users voted on each feature.
92 % Say it's dog friendly
87 % Say parking is easy
85 % Say people would walk alone at night
84 % Say yards are well-kept
80 % Say car is needed
79 % Say there are sidewalks
76 % Say kids play outside
76 % Say there's holiday spirit
74 % Say streets are well-lit
73 % Say there's wildlife
72 % Say it's quiet
70 % Say they plan to stay for at least 5 years
67 % Say it's walkable to restaurants
66 % Say neighbors are friendly
65 % Say there are community events
62 % Say it's walkable to grocery stores
Sourced by Trulia users. Learn more about our methodology.
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38 Windsor Rd, Wellesley, MA 02481 is a 5 bedroom, 8 bathroom, 7,750 sqft single-family home built in 2020. This property is not currently available for sale. 38 Windsor Rd was last sold on Nov 13, 2020 for $5,211,250. The current Trulia Estimate for 38 Windsor Rd is $6,350,600.

