66 Windsor Road
Description
- Listed by: Benoit | Robinson | ORourke • Gibson Sotheby's International Realty
- Listed by: Debi Benoit • Gibson Sotheby's International Realty
Recent comparable sales
Median sold price
$2,800,000
Avg days on market
22
Sale-to-list ratio
97.3%
Wellesley, MA
9 comparable properties found
$2,350,000
Sold 06/09/26
- 5
- Bedrooms
- 6
- Bathrooms
- 4,550
- Square Feet
- 0.23
- Acres
$3,025,000
Sold 05/14/25
- 5
- Bedrooms
- 6
- Bathrooms
- 4,850
- Square Feet
- 0.33
- Acres
$3,100,000
Sold 06/02/26
- 5
- Bedrooms
- 6
- Bathrooms
- 4,785
- Square Feet
- 0.97
- Acres
$2,175,000
Sold 03/24/25
- 5
- Bedrooms
- 6
- Bathrooms
- 5,267
- Square Feet
- 0.92
- Acres
$3,070,000
Sold 06/06/25
- 5
- Bedrooms
- 7
- Bathrooms
- 5,727
- Square Feet
- 0.33
- Acres
$3,295,000
Sold 11/18/24
- 5
- Bedrooms
- 6
- Bathrooms
- 4,400
- Square Feet
- 0.29
- Acres
$2,800,000
Sold 07/02/25
- 5
- Bedrooms
- 6
- Bathrooms
- 4,361
- Square Feet
- 0.36
- Acres
$2,500,000
Sold 04/16/25
- 5
- Bedrooms
- 6
- Bathrooms
- 5,386
- Square Feet
- 0.24
- Acres
$2,350,000
Sold 01/10/25
- 5
- Bedrooms
- 5
- Bathrooms
- 4,800
- Square Feet
- 0.53
- Acres
Location
Sold By Gibson Sotheby's International Realty, Benoit | Robinson | ORourke
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$16,355 per month
30 year fixed, 6.55% Interest
$13,978
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1Property Information for 66 Windsor Road
- Taxes: $28,529 / year
- MLS Type: Single Family / Detached
- County: Norfolk County
- Town: Wellesley
- Area: MA-Wellesley
- Architectural Style: Colonial
- Style: Colonial
- Garage Spaces: 3
- Open Parking Spaces: 7.00
- Parking Spaces Total: 7
- Year Built: 1924
- Lot Size: 0.57 AC / 24,791 SF
- Building Area Units: Square Feet
- Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf Course, Conservation Area
- Current Financing: Other
- Living Area: 5026.0
- Color: Cream
- Property Attached: No
- Single Family Type: Detached
- Waterfront: No
- Water View: No
- Year Built Details: Actual
- Year Built Source: Public Records
- Grade School: Wps
- High School: Whs
- Middle School: Wms
- Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood, Gas Water Heater, Tankless Water Heater, Plumbed For Ice Maker, Utility Connections for Gas Range
- Basement Features: Full, Partially Finished, Sump Pump
- Num of Baths: 7.0
- Num of Full Baths: 5
- Num of Half Baths: 2
- Bathrooms Total Decimal: 6.00
- Bathrooms Total Integer: 7
- DoorFeatures: French Doors
- FireplaceFeatures: Family Room, Living Room, Master Bedroom
- FireplaceYN: Yes
- Fireplaces: 3
- Flooring: Tile, Concrete, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Wall to Wall Carpet
- Interior Features: Closet/Cabinets - Custom Built, Bathroom - Full, Recessed Lighting, Lighting - Overhead, Office, Bathroom, Bonus Room, Play Room, Exercise Room
- Interior Features: French Doors, Intercom, Security System
- Laundry Features: Flooring - Stone/Ceramic Tile, Second Floor
- Main Level Bathrooms: 2
- Other Equipment: Intercom
- Primary Bath: Yes
- Spa Features: Private
- SpaYN: Yes
- Window Features: Skylight
- Construction: Frame
- Exterior Features: Rain Gutters, Professional Landscaping, Sprinkler System, Stone Wall
- Exterior Features: Professional Landscaping, Sprinkler System, Stone Wall, Porch - Screened, Deck
- Patio And Porch Features: Screened, Deck
- Roof Material: Shingle
- Attached Garage: Yes
- Carport: No
- Covered Spaces: 3.00
- Garage: Yes
- Garage Parking: Attached, Heated, Paved Drive, Off-Street, Paved Driveway
- Open Parking: Yes
- Parking Features: Attached, Heated, Paved Drive, Off-Street, Paved Driveway
- Parking Features: Heated, Off-Street, Paved Driveway
- Cooling: Central Air
- Cooling: Yes
- Heating: Baseboard, Radiant, Natural Gas
- Heating: Yes
- Sewer: City/Town Sewer
- Utility Connections: for Gas Range, Icemaker Connection
- Water: Public
- Room Primary Bedroom Area: 272.0
- Room Primary Bedroom Features: Bathroom - Full,Vaulted Ceiling(s),Walk-In Closet(s),Hot Tub / Spa,Recessed Lighting,Lighting - Sconce
- Room Primary Bedroom Length: 16.0
- Primary Bedroom Level: Second Floor
- Room Primary Bedroom Width: 17.0
- Bedroom2 Area: 143.0
- Bedroom2 Features: Closet,Flooring - Hardwood,Crown Molding
- Bedroom2 Length: 13.0
- Bedroom2 Level: Second
- Bedroom2 Width: 11.0
- Bedroom3 Area: 130.0
- Bedroom3 Features: Closet,Flooring - Hardwood,Crown Molding
- Bedroom3 Length: 13.0
- Bedroom3 Level: Second
- Bedroom3 Width: 10.0
- Bedroom4 Area: 182.0
- Bedroom4 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Crown Molding
- Bedroom4 Length: 14.0
- Bedroom4 Level: Second
- Bedroom4 Width: 13.0
- Bedroom5 Area: 270.0
- Bedroom5 Features: Bathroom - Full,Ceiling Fan(s),Vaulted Ceiling(s),Flooring - Hardwood
- Bedroom5 Length: 15.0
- Bedroom5 Level: Second
- Bedroom5 Width: 18.0
- Bathroom1 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile
- Bathroom1 Level: Main
- Bathroom2 Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Pedestal Sink
- Bathroom2 Level: Main
- Bathroom3 Features: Bathroom - Full,Flooring - Stone/Ceramic Tile
- Bathroom3 Level: Second
- Dining Room Area: 168.0
- Dining Room Features: Flooring - Hardwood,Crown Molding
- Dining Room Length: 14.0
- Dining Room Level: Main
- Dining Room Width: 12.0
- Family Room Area: 552.0
- Family Room Features: Skylight,Flooring - Hardwood,Recessed Lighting
- Family Room Length: 23.0
- Family Room Level: Main
- Family Room Width: 24.0
- Kitchen Area: 273.0
- Kitchen Features: Flooring - Hardwood,Dining Area,French Doors,Breakfast Bar / Nook,Exterior Access,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant,Crown Molding
- Kitchen Length: 21.0
- Kitchen Level: Main
- Kitchen Width: 13.0
- Room Living Room Area: 299.0
- Room Living Room Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Exterior Access,Lighting - Sconce,Crown Molding
- Room Living Room Length: 13.0
- Room Living Room Level: Main
- Room Living Room Width: 23.0
- Room Office Area: 110.0
- Room Office Features: Exterior Access
- Room Office Length: 10.0
- Room Office Level: Main
- Room Office Width: 11.0
- Farm Land Area Units: Square Feet
- Lot Size Units: Acres
- Road Frontage Type: Public
- Road Surface Type: Paved
- Disclosures: Does not include finished lower level with playroom,bonus room,exercise room and full bathroom.
- Tax ID: M:047 R:022 S:,258306
- Assessments: $2,428,000
- Book: 36209
- Tax Year: 2021
- Zoning: SR20
- Beds Total: 5
- Foundation: Concrete Perimeter
- Cooling Zones: 4
- Heat Zones: 16
- Association Security: Security System
- Adult Community: No
- Buyer Broker Comp: 2.5
- Other Agent Compensation: 2.5
Property History for 66 Windsor Road
| Date | Event & Source | Price | Appreciation |
|---|---|---|---|
| Aug 3, 2021 | Sold MLS PIN #72830323 | $2,750,000 | — |
| May 27, 2021 | Contingent MLS PIN #72830323 | — | |
| May 12, 2021 | Listed (Active) MLS PIN #72830323 | $2,850,000 | — |
| Aug 10, 2018 | Sold MLS PIN #72318999 | $2,400,000 | — |
| Jul 12, 2018 | Contingent MLS PIN #72318999 | — | |
| May 2, 2018 | Listed (Active) MLS PIN #72318999 | $2,695,000 | — |
| May 17, 1994 | Sold (Public Record) Public Record #88444578 | $695,000 | — |
| Date | Event & Source | Price |
|---|---|---|
| 08/03/2021 | Sold MLS PIN #72830323 | $2,750,000 |
| 05/27/2021 | Contingent MLS PIN #72830323 | — |
| 05/12/2021 | Listed (Active) MLS PIN #72830323 | $2,850,000 |
| 08/10/2018 | Sold MLS PIN #72318999 | $2,400,000 |
| 07/12/2018 | Contingent MLS PIN #72318999 | — |
| 05/02/2018 | Listed (Active) MLS PIN #72318999 | $2,695,000 |
| 05/17/1994 | Sold (Public Record) Public Record #88444578 | $695,000 |
For completeness, we often displays two records for one sale: the MLS record and the public record.
Public Records for 66 Windsor Road
Schools near 66 Windsor Road
Rating | School | Type | Grades | Distance |
|---|---|---|---|---|
| Public - | K to 5 | |||
| Public - | 6 to 8 | |||
| Public - | 9 to 12 |
Rating | School | Distance |
|---|---|---|
Joseph E. Fiske Elementary School PublicK to 5 | ||
Wellesley Middle School Public6 to 8 | ||
Wellesley High School Public9 to 12 |
School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.
Similar Homes
New listings in 02481
$1,950,000
- Unavailable
- Bedrooms
- Unavailable
- Bathrooms
- Unavailable
- Square Feet
- 0.92
- Acres
Nearby home values
| Address | Sold price | Beds | Baths | Sqft | Lot (Sqft) |
|---|---|---|---|---|---|
This home: 66 Windsor Road, Wellesley, MA 02481 | $2,750,000 | 5 | 7 | 5,026 | 24,791 |
– | – | – | – | 8,748 | |
$1,850,000 | 6 | 4 | 3,695 | 14,992 | |
$650,000 | 3 | 3 | 1,790 | 21,264 | |
– | 3 | 2.5 | 2,062 | 19,624 | |
$1,149,250 | 5 | 4 | 2,861 | 17,214 | |
$1 | 3 | 3 | 2,618 | 19,010 | |
$1,925,000 | 5 | 6 | 4,665 | 12,800 | |
$2,630,000 | 3 | 3 | 2,750 | 20,753 | |
$1,100,000 | – | – | – | 4,293 | |
– | – | – | – | 6,000 | |
$1 | 3 | 2 | 1,824 | 12,000 | |
$1 | 6 | 6 | 5,090 | – | |
$1 | – | – | – | 29,872 | |
$2,515,000 | 5 | 6 | 4,500 | 12,974 | |
$2,930,000 | 6 | 8 | 6,581 | 22,882 |
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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.
Listing Courtesy of Gibson Sotheby's International Realty, Benoit | Robinson | ORourke; Gibson Sotheby's International Realty, Debi Benoit
The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, 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., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.