Google street view image for 190 Winding River Rd, Wellesley, MA 02482

Off Market May 2020 for $3.9M

$6,389,783

Est. refi paymentEst. refi $12,601/mo

•

8,000

sq ft

190 Winding River Rd, Wellesley, MA 02482

About this home

Exquisite custom built Colonial beautifully sited on 2.5 acres on gorgeous premier waterfront lot offers sweeping views of the Charles River. This timeless Colonial features detailed mill work and craftsmanship throughout. Front to back foyer streaming with natural light sets the scene as you enter this breathtaking property. Elegant dining room with fireplace includes generous butler pantry. Lovely living room features French doors to handsome library with built ins and coffered ceilings. Gourmet Chef's kitchen offers walk in pantry, dining area with picture windows and window seat and opens to inviting family room with beamed ceilings and stone fireplace. Relax and enjoy views from the screened in porch overlooking professional landscaped park like grounds. Serene Master suite includes sitting room featuring fireplace, spa like luxurious bath and access to screened in balcony, a private oasis. Unparalleled quality and nature in all its glory makes this a rare opportunity!

Single-familyProperty Type

2011Year Built

2.47 acresLot Size

$799Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Debi Benoit • Gibson Sotheby's International Realty

Bought with Jane Neilson • Pinnacle Residential

Redfin checked: 3 minutes ago

•Source:MLS PIN #72619429

Redfin Estimate

$6,389,783

$2.5M since sold in May 2020$242K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 58.9% higher than the average sale price ($4.02M) of 6 comparable homes.

SOLD JUL 27, 2026
$5,100,000
A
6 beds6.5 baths7,322 sq ft
1 Buckingham Ter, Wellesley, MA 02482
SOLD AUG 25, 2026
$3,725,000
B
6 beds6.5 baths8,182 sq ft
365 Charles River St, Needham, MA 02492
SOLD MAY 28, 2026
$6,660,000
C
6 beds8.5 baths10,090 sq ft
121 Livingston Rd, Wellesley, MA 02482
SOLD JUN 18, 2026
$3,100,000
D
5 beds5 baths6,952 sq ft
5 Pegan Ln, Natick, MA 01760
SOLD AUG 5, 2026
$3,400,000
E
5 beds5.5 baths5,519 sq ft
389 Grove St, Needham, MA 02492
SOLD AUG 21, 2026
$2,135,000
F
4 beds5.5 baths5,216 sq ft
7 Circle Dr, Dover, MA 02030

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$3,315,105

Est. take-home

List your home with Redfin and save $31,949

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$9,523/mo

Redfin rental estimate

List your home for rent

Market trends in 02482, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.4%

0.6% MoM

Median sale price

$1.9M

$277K MoM

Avg. days on market

15d

3 days MoM

Recently sold homes

7 MoM

New listings for sale

NEW 1 HR AGO
$5,350,000
5 beds6.5 baths8,700 sq ft
55 Ridge Hill Farm Rd, Wellesley, MA 02482
NEW 19 HRS AGO
$1,375,000
4 beds2 baths1,570 sq ft
7 Dexter Rd, Wellesley, MA 02482
EARLY ACCESS
$1,299,000
2 beds2 baths1,688 sq ft
65 Grove St #5, Wellesley, MA 02482
See all

Provided by Redfin

Sale history for 190 Winding River Rd

Date

Event

Price

MLS PIN #72619429

May 29, 2020

Sold

$3,937,500

$492/sq ft

Mar 3, 2020

Pending

—

Feb 18, 2020

Contingent

—

Feb 13, 2020

Listed

$4,150,000

$519/sq ft

Public Records

May 30, 2008

Sold

$2,575,000

$322/sq ft

MLS PIN #70731381

May 30, 2008

Listing Removed

—

May 30, 2008

Sold

$2,575,000

$322/sq ft

Apr 29, 2008

Contingent

—

Apr 24, 2008

Listing Removed

—

Apr 22, 2008

Price Changed

$2,850,000

$356/sq ft

Mar 24, 2008

Listed

$2,995,000

$374/sq ft

One of a kind opportunity to own 2.5 magnificent acres on the Charles River! Lovely 4 bedroom colonial with formal step down living room, beautiful dining room, family room with fireplace and built-ins, master suite with new bath and dressing area, bright eat-in kitchen and glorious sunroom; all with expansive views of professionally landscaped grounds and river! Come lounge in the hammock or launch your canoe from this prized property in Wellesley's Estate Area.

MLS PIN #50321010

May 15, 1996

Sold

$735,000

$92/sq ft

Mar 20, 1996

Listing Removed

—

Mar 14, 1996

Listed

$742,000

$93/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$54,113 (+3.5%)

$2,217,000 + $2,509,000

$4,726,000

2022

$52,280 (−0.3%)

$1,986,000 + $2,490,000

$4,476,000

2021

$52,417 (+0.7%)

$1,986,000 + $2,475,000

$4,461,000

2020

$52,078

$1,986,000 + $2,519,000

$4,505,000

2019

$52,123 (+16.0%)

$1,986,000 + $2,519,000

$4,505,000

2018

$44,932 (+2.4%)

$1,169,000 + $2,591,000

$3,760,000

2017

$43,871 (−2.1%)

$1,169,000 + $2,552,000

$3,721,000

2015

$44,830 (+0.6%)

$1,149,000 + $2,729,000

$3,878,000

2014

$44,556 (+4.1%)

$951,000 + $2,910,000

$3,861,000

2013

$42,787 (+1.9%)

$892,000 + $2,765,000

$3,657,000

2012

$41,982 (−4.4%)

$892,000 + $2,765,000

$3,657,000

2011

$43,925 (+217.5%)

$884,000 + $2,959,000

$3,843,000

2010

$13,834 (−30.4%)

$947,000 + $373,000

$1,320,000

2009

$19,868

$1,040,000 + $1,058,000

$2,098,000

Tax history for 190 Winding River Rd

Year

Property tax

Land + Additions

Assessment*

2023

$54,113 (+3.5%)

$2,217,000 + $2,509,000

$4,726,000

2022

$52,280 (−0.3%)

$1,986,000 + $2,490,000

$4,476,000

2021

$52,417 (+0.7%)

$1,986,000 + $2,475,000

$4,461,000

2020

$52,078

$1,986,000 + $2,519,000

$4,505,000

2019

$52,123 (+16.0%)

$1,986,000 + $2,519,000

$4,505,000

2018

$44,932 (+2.4%)

$1,169,000 + $2,591,000

$3,760,000

2017

$43,871 (−2.1%)

$1,169,000 + $2,552,000

$3,721,000

2015

$44,830 (+0.6%)

$1,149,000 + $2,729,000

$3,878,000

2014

$44,556 (+4.1%)

$951,000 + $2,910,000

$3,861,000

2013

$42,787 (+1.9%)

$892,000 + $2,765,000

$3,657,000

2012

$41,982 (−4.4%)

$892,000 + $2,765,000

$3,657,000

2011

$43,925 (+217.5%)

$884,000 + $2,959,000

$3,843,000

2010

$13,834 (−30.4%)

$947,000 + $373,000

$1,320,000

2009

$19,868

$1,040,000 + $1,058,000

$2,098,000

*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

2.47 Acres

Year renovated

—

Sq. Ft.

7,057

Year built

2009

Style

Single Family Residential

County

Norfolk County

APN

262896

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: 3
# of Covered Spaces: 3
Parking Spaces: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 285
Length: 19
Width: 15
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood,Balcony - Exterior

Bedroom #2 Information
Area: 240
Length: 16
Width: 15
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 256
Length: 16
Width: 16
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #4 Information
Area: 216
Length: 18
Width: 12
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #5 Information
Area: 260
Length: 20
Width: 13
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 6
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

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

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

Bathroom #3 Information
Level: Basement
Features: Bathroom - Full

Living Room Information
Area: 285
Length: 15
Width: 19
Level: Main,First
Features: Flooring - Hardwood,Recessed Lighting

Family Room Information
Area: 432
Length: 24
Width: 18
Level: Main,First
Features: Cathedral Ceiling(s),Flooring - Hardwood,Window(s) - Picture,Exterior Access,Open Floorplan,Recessed Lighting

Dining Room Information
Area: 270
Length: 15
Width: 18
Level: Main,First
Features: Flooring - Hardwood

Kitchen Information
Area: 300
Length: 20
Width: 15
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Open Floorplan,Recessed Lighting

Office Room Information
Area: 54
Length: 9
Width: 6
Level: First
Features: Closet/Cabinets - Custom Built

Laundry Information
Laundry Features: Skylight, Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, Second Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 5
Fireplace Features: Dining Room, Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 14
Door Features: Insulated Doors, French Doors
Window Features: Insulated Windows
Flooring: Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Interior Features: Coffered Ceiling(s), Closet/Cabinets - Custom Built, Recessed Lighting, Library, Office, Foyer, Sitting Room, Game Room, Exercise Room, Central Vacuum, Walk-Up Attic

Exterior

Building Information
Building Area (Total): 8,000
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Actual
Color: PaleYellow

Exterior Features
Roof: Wood
Patio And Porch Features: Porch, Screened, Patio
Exterior Features: Porch, Porch - Screened, Patio, Balcony, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System
Has Waterview
River

Lot Information
Lot Size (Acres): 2.47
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Road Surface Type: Unimproved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $52,123
Tax Year: 2019

Utilities

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

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

Location

Location Information
Directions: Dover Road to Livingston Road to Winding River
UnparsedAddress: 190 Winding River Rd, Wellesley MA 02482

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Stable(s), Golf, Conservation Area, Public School, T-Station

Public facts

Beds: 5
Baths: 8.0
Sq. Ft.: 7,057
Stories: 2.0
Lot Size: 2.47 acres
Style: Single Family Residential
Year Built: 2009
Year Renovated: —
County: Norfolk County
APN: 262896

Home facts updated by county records on Jul 20, 2023

Other

Listing Information
Exclusions: Please See Listing Broker.
StandardStatus: Closed

Around this home

Schools

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

$6.07M – $7.35M

Reach more buyers when you sell with Redfin. Save up to $63,898 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

NEW 14 MINS AGO

$3,650,000

5 beds4.5 baths6,550 sq ft

25 Mansfield Rd, Wellesley, MA 02481

3D WALKTHROUGH

$2,999,900

5 beds4.5 baths3,090 sq ft

37 Moseley, Needham, MA 02492

$1,550,000

4 beds3 baths2,418 sq ft

298 Marked Tree Rd, Needham, MA 02492

$1,198,000

3 beds1.5 baths1,813 sq ft

296 Linden St, Wellesley, MA 02481

$5,800,000

7 beds8 baths7,600 sq ft

45 Longmeadow Rd, Wellesley, MA 02482

$3,385,000

7 beds5 baths5,969 sq ft

80 Locust Ln, Needham, MA 02492

New listings for sale in 02482

NEW 1 HR AGO

$5,350,000

5 beds6.5 baths8,700 sq ft

55 Ridge Hill Farm Rd, Wellesley, MA 02482

NEW 19 HRS AGO

$1,375,000

4 beds2 baths1,570 sq ft

7 Dexter Rd, Wellesley, MA 02482

EARLY ACCESSCOMPASS COMING SOON

$1,299,000

2 beds2 baths1,688 sq ft

65 Grove St #5, Wellesley, MA 02482

Home values near 190 Winding River Rd

Data from public records.

Address	Redfin Estimate
182 Winding River Road, Wellesley, MA 5 Beds \| 4.5 Baths \| 4041 Sq. Ft.	$6,027,986
185 Winding River Road, Wellesley, MA 3 Beds \| 2.5 Baths \| - Sq. Ft.	$3,098,563

Address	Redfin Estimate
199 Winding River Road, Wellesley, MA 6 Beds \| 6 Baths \| 6171 Sq. Ft.	$4,445,341
179 Winding River Road, Wellesley, MA 4 Beds \| 4 Baths \| 3240 Sq. Ft.	$3,626,722

Address	Redfin Estimate
193 Winding River Road, Wellesley, MA 5 Beds \| 5.5 Baths \| 7000 Sq. Ft.	$4,561,621
165 Winding River Road, Wellesley, MA 6 Beds \| 8 Baths \| 8600 Sq. Ft.	$5,575,566

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02030 homes for sale
02481 homes for sale
02492 homes for sale
02493 homes for sale
01760 homes for sale

Dana Hall homes for sale
Cliff Estates homes for sale
Wellesley Fells homes for sale
Wellesley Farms homes for sale
Overbrook homes for sale

Houses for rent in Wellesley	Agents near me	Quincy, MA homes for sale	Wellesley Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Wellesley Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02482, MA

Sale history for 190 Winding River Rd

Tax history for 190 Winding River Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02482

Home values near 190 Winding River Rd

More real estate resources