SOLD NOV 17, 2025

Off Market Nov 2025 for $4.3M

$4,639,204

Est. refi paymentEst. refi $8,984/mo

•

7,000

sq ft

193 Winding River Rd, Wellesley, MA 02482

About this home

Tucked away in the highly sought-after Dana Hall neighborhood, this sun-drenched five-bedroom residence seamlessly combines elegance, comfort, and outdoor living. Set on over an acre of meticulously landscaped grounds, the property offers a rare sense of privacy and tranquility, all while being conveniently close to schools, shops, and town amenities. Inside, the expansive rooms are bathed in natural light, creating a welcoming and airy atmosphere throughout. Designed for both everyday living and entertaining, the home flows effortlessly to the outdoors, where a stunning private oasis awaits. At the heart of the grounds, a sparkling pool and charming cabana are surrounded by lush gardens, mature plantings, and multiple patios for dining, lounging, and relaxation. Whether hosting lively gatherings or savoring quiet moments, these outdoor spaces offer a truly unparalleled lifestyle, abutting acres of protected conservation land. Majestic & breathtaking in every season!

Single-familyProperty Type

1964Year Built

1.32 acresLot Size

$663Est. Price/Sq.Ft.

2 garage spacesParking

Listed by The Lara & Chelsea Collaborative • Coldwell Banker Realty - Wellesley

Bought with Beyond Boston Properties Group • Compass

Redfin checked: 3 minutes ago

•Source:MLS PIN #73426617

Redfin Estimate

$4,639,204

$264K since sold in November 2025$77K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 16.7% higher than the average sale price ($3.98M) of 6 comparable homes.

SOLD AUG 5, 2026
$3,400,000
A
5 beds5.5 baths5,519 sq ft
389 Grove St, Needham, MA 02492
SOLD JUL 27, 2026
$5,100,000
B
6 beds6.5 baths7,322 sq ft
1 Buckingham Ter, Wellesley, MA 02482
SOLD AUG 13, 2026
$5,696,375
C
6 beds6 baths7,040 sq ft
25 Kenilworth Rd, Wellesley, MA 02482
SOLD JUN 30, 2026
$3,510,000
D
5 beds5 baths6,037 sq ft
27 Radcliffe Rd, Wellesley, MA 02482
SOLD JUL 27, 2026
$3,050,000
E
5 beds4.5 baths3,773 sq ft
24 Radcliffe Rd, Wellesley, MA 02482
SOLD JUN 18, 2026
$3,100,000
F
5 beds5 baths6,952 sq ft
5 Pegan Ln, Natick, MA 01760

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Earn from this home

Sell

$955,285

Est. take-home

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Refinance

Est. cash available

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Rent

$9,277/mo

Redfin rental estimate

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Market trends in 02482, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.0%

+0.0% MoM

Median sale price

$1.6M

$119K MoM

Avg. days on market

18d

3 days MoM

Recently sold homes

18 MoM

New listings for sale

$1,295,000
2 beds2.5 baths1,648 sq ft
5 Oakdale Ave, Wellesley, MA 02482
$1,675,000
4 beds4 baths2,086 sq ft
29 Cottage St, Wellesley, MA 02482
See all

Provided by Redfin

Sale history for 193 Winding River Rd

Year

Property tax

Land + Additions

Assessment*

2023

$34,098 (+5.2%)

$1,622,000 + $1,356,000

$2,978,000

2022

$32,412 (−0.6%)

$1,453,000 + $1,322,000

$2,775,000

2021

$32,606 (+1.6%)

$1,453,000 + $1,322,000

$2,775,000

2020

$32,079

$1,453,000 + $1,322,000

$2,775,000

2019

$32,107 (+8.1%)

$1,453,000 + $1,322,000

$2,775,000

2018

$29,696 (+1.4%)

$1,107,000 + $1,378,000

$2,485,000

2017

$29,275 (−1.2%)

$1,105,000 + $1,378,000

$2,483,000

2016

$29,634 (+2.1%)

$1,086,000 + $1,419,000

$2,505,000

2015

$29,027 (+4.0%)

$1,089,000 + $1,422,000

$2,511,000

2014

$27,904 (−5.7%)

$901,000 + $1,517,000

$2,418,000

2013

$29,589 (+1.9%)

$843,000 + $1,686,000

$2,529,000

2012

$29,033 (−2.4%)

$843,000 + $1,686,000

$2,529,000

2011

$29,752 (+6.6%)

$836,000 + $1,767,000

$2,603,000

2010

$27,908 (+24.5%)

$895,000 + $1,768,000

$2,663,000

2009

$22,425

$983,000 + $1,385,000

$2,368,000

Tax history for 193 Winding River Rd

Year

Property tax

Land + Additions

Assessment*

2023

$34,098 (+5.2%)

$1,622,000 + $1,356,000

$2,978,000

2022

$32,412 (−0.6%)

$1,453,000 + $1,322,000

$2,775,000

2021

$32,606 (+1.6%)

$1,453,000 + $1,322,000

$2,775,000

2020

$32,079

$1,453,000 + $1,322,000

$2,775,000

2019

$32,107 (+8.1%)

$1,453,000 + $1,322,000

$2,775,000

2018

$29,696 (+1.4%)

$1,107,000 + $1,378,000

$2,485,000

2017

$29,275 (−1.2%)

$1,105,000 + $1,378,000

$2,483,000

2016

$29,634 (+2.1%)

$1,086,000 + $1,419,000

$2,505,000

2015

$29,027 (+4.0%)

$1,089,000 + $1,422,000

$2,511,000

2014

$27,904 (−5.7%)

$901,000 + $1,517,000

$2,418,000

2013

$29,589 (+1.9%)

$843,000 + $1,686,000

$2,529,000

2012

$29,033 (−2.4%)

$843,000 + $1,686,000

$2,529,000

2011

$29,752 (+6.6%)

$836,000 + $1,767,000

$2,603,000

2010

$27,908 (+24.5%)

$895,000 + $1,768,000

$2,663,000

2009

$22,425

$983,000 + $1,385,000

$2,368,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

1.32 Acres

Year renovated

—

Sq. Ft.

5,275

Year built

1964

Style

Single Family Residential

County

Norfolk County

APN

262344

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 8
AttachedGarageYN: Yes
Parking Features: Attached, Storage, Paved Drive, Off Street

Interior

Bedroom Information
Main Level Bedrooms: 1

Master Bedroom Information
Area: 420
Length: 21
Width: 20
Level: Second
Features: Bathroom - Full,Vaulted Ceiling(s),Closet - Linen,Walk-In Closet(s),Closet,Flooring - Hardwood,Recessed Lighting,Window Seat

Bedroom #2 Information
Area: 210
Length: 14
Width: 15
Level: Second
Features: Bathroom - Full,Closet,Flooring - Wall to Wall Carpet

Bedroom #3 Information
Area: 225
Length: 15
Width: 15
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 195
Length: 13
Width: 15
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #5 Information
Area: 252
Length: 14
Width: 18
Level: Main,First
Features: Bathroom - Full,Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: First
Features: Bathroom - Half

Living Room Information
Area: 360
Length: 24
Width: 15
Level: Main,First
Features: Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Chair Rail,Exterior Access,Recessed Lighting

Family Room Information
Area: 414
Length: 23
Width: 18
Level: Main,First
Features: Flooring - Hardwood,Exterior Access,Recessed Lighting,Crown Molding

Dining Room Information
Area: 247
Length: 19
Width: 13
Level: Main,First
Features: Flooring - Hardwood,Chair Rail,Recessed Lighting,Wainscoting,Crown Molding,Pocket Door

Kitchen Information
Area: 352
Length: 16
Width: 22
Level: Main,First
Features: Closet,Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Countertops - Upgraded,Kitchen Island,Exterior Access,Open Floorplan,Recessed Lighting

Basement Information
Basement: Full

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, Washer Hookup, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 15
Door Features: French Doors
Window Features: Window(s) - Picture
Flooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Closet, Closet/Cabinets - Custom Built, Recessed Lighting, Crown Molding, Entrance Foyer, Mud Room, Library, Play Room, Exercise Room, Game Room, Wet Bar

Exterior

Building Information
Building Area (Total): 7,000
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Actual,Renovated Since

Exterior Features
Fencing: Fenced/Enclosed, Fenced
Roof: Shingle
Patio And Porch Features: Porch, Patio, Covered
Exterior Features: Porch, Patio, Covered Patio/Deck, Pool - Inground Heated, Cabana, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard

Pool Information
Has Private Pool
Pool Features: Pool - Inground Heated

Property Information
PropertySubType: Single Family Residence
Other Structures: Cabana

Lot Information
Lot Size (Acres): 1.32
Lot Features: Level
ViewYN: Has View
View: Scenic View(s)
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $32,783
Tax Year: 2025

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: Generator

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas, Fireplace
Cooling: Central Air

Location

Location Information
Directions: Dover Road to Livingston Road to Winding River Road
UnparsedAddress: 193 Winding River Road, Wellesley MA 02482

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Stable(s), Golf, Bike Path, Conservation Area, Private School, Public School, T-Station, University

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 5,275
Stories: 2.0
Lot Size: 1.32 acres
Style: Single Family Residential
Year Built: 1964
Year Renovated: —
County: Norfolk County
APN: 262344

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 6

Listing Information
Exclusions: Light Fixture Over Kitchen Table
StandardStatus: Closed

Around this home

Schools
Places
Transit

Hunnewell Elementary School

Public K-5 • Assigned • 1.4mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 2.0mi

8/10

Wellesley High School

Public 9-12 • Assigned • 2.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wellesley, MA • 02482

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$4.41M – $5.34M

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$1,295,000

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Home values near 193 Winding River Rd

Data from public records.

Address	Redfin Estimate
182 Winding River Rd, Wellesley, MA 5 Beds \| 4.5 Baths \| 4041 Sq. Ft.	$6,112,606
179 Winding River Rd, Wellesley, MA 4 Beds \| 4 Baths \| 3240 Sq. Ft.	—

Address	Redfin Estimate
199 Winding River Rd, Wellesley, MA 6 Beds \| 6 Baths \| 6171 Sq. Ft.	$4,201,356
165 Winding River Rd, Wellesley, MA 6 Beds \| 8 Baths \| 8600 Sq. Ft.	$5,888,599

Address	Redfin Estimate
185 Winding River Rd, Wellesley, MA 3 Beds \| 2.5 Baths \| - Sq. Ft.	$3,042,262
158 Winding River Rd, Wellesley, MA 5 Beds \| 3.5 Baths \| 5002 Sq. Ft.	$4,034,231

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02482, MA

Sale history for 193 Winding River Rd

Tax history for 193 Winding River Rd

Public record

Property details

Around this home

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02482

Home values near 193 Winding River Rd

More real estate resources