OFF MARKET

Off Market Apr 2022 for $3.1M

$4,034,231

Est. refi paymentEst. refi $10,305/mo

•

5,002

sq ft

158 Winding River Rd, Wellesley, MA 02482

About this home

This stunning Colonial in the coveted Dana Hall estate area is beautifully situated on the banks of the Charles River. Filled w/natural light, this captivating home features tall ceilings, gorgeous hardwood floors + generous room sizes. The 1st floor offers formal living + dining rooms, an eat-in kitchen w/high-end appliances, family room w/fireplace + custom built-ins and sun room w/breathtaking views of the private backyard. The main level also includes a large mud-room, home office, full + half baths + laundry. The 2nd floor offers an expansive master suite, 4 additional bedrooms, 2 full baths + a bonus sitting area w/lovely water views. The finished LL has play plus game/exercise rooms, ample storage + second laundry. Enjoy the outdoor space, including the level, landscaped grounds, fenced garden, private dock for canoes or kayaks + newly-rebuilt, waterfront deck - all perfect for entertaining + recreation. A nature's paradise close to trails, schools + Wellesley center!

Single-familyProperty Type

1967Year Built

1.43 acresLot Size

$807Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Beyond Boston Properties Group • Compass

Bought with Focus Team • Focus Real Estate

Redfin checked: 3 minutes ago

•Source:MLS PIN #72941357

Redfin Estimate

$4,034,231

$884K since sold in April 2022$131K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 84.1% higher than the average sale price ($2.19M) of 6 comparable homes.

SOLD JUL 8, 2026
$2,097,900
A
5 beds3.5 baths5,778 sq ft
28 Centre St, Dover, MA 02030
SOLD AUG 7, 2026
$2,200,000
B
5 beds3.5 baths2,840 sq ft
11 Sterling Rd, Wellesley, MA 02482
SOLD AUG 7, 2026
$1,452,000
C
5 beds2.5 baths3,443 sq ft
7 Clover Ln, Natick, MA 01760
SOLD APR 28, 2026
$3,000,000
D
5 beds3.5 baths2,875 sq ft
20 Arden Rd, Wellesley, MA 02482
SOLD AUG 5, 2026
$3,400,000
E
5 beds5.5 baths5,519 sq ft
389 Grove St, Needham, MA 02492
SOLD FEB 17, 2026
$1,000,000
F
5 beds3 baths4,040 sq ft
91 Glen St, Natick, MA 01760

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Earn from this home

Sell

$1,523,295

Est. take-home

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Refinance

Est. cash available

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Rent

$8,778/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

OPEN SAT, 1PM TO 2:30PM
$1,295,000
2 beds2.5 baths1,648 sq ft
5 Oakdale Ave, Wellesley, MA 02482
See all

Provided by Redfin

Sale history for 158 Winding River Rd

Date

Event

Price

MLS PIN #72941357

Apr 15, 2022

Sold

$3,150,000

$630/sq ft

Feb 14, 2022

Contingent

—

Feb 9, 2022

Listed

$2,795,000

$559/sq ft

MLS PIN #72473068

Jul 15, 2019

Sold

$2,351,000

$470/sq ft

May 20, 2019

Pending

—

Apr 25, 2019

Price Changed

$2,450,000

$490/sq ft

Mar 29, 2019

Listed

$2,775,000

$555/sq ft

+25

Rare RIVERFRONT colonial sited on 1.43 ac. on the banks of the Charles River and Elm Bank. Smart, stylish and nicely renovated on three finished levels. Freshly painted interior, new HVAC, new roof, and so much more. Gracious Living and dining rooms, renovated white kitchen with SS appliances and a large center island, 5 bedrooms, finished LL, 2 laundry rooms, glorious 4 season sunroom. Custom built-ins and closet shelving. Lush landscaping, private dock for canoes and kayaks, a waterfront deck... perfect to gaze at the river flowing by. The best of everything and lovingly maintained.

MLS PIN #72091241

Jan 20, 2017

Sold

$2,100,000

$420/sq ft

Nov 14, 2016

Pending

—

Nov 9, 2016

Listed

$2,050,000

$410/sq ft

+15

A Rare find, 1.43 acre Estate Property on the banks of the Charles River. Stately Colonial with picture perfect views of the River and Elm Bank. Renovated kitchen, family room with fireplace, formal entertaining spaces. Breathtaking grounds and gardens, circular drive way. Elevated Deck with Gazebo set on the river bank. Private Dock, Fish, Canoe or Kayak. A Premier Waterfront setting in Wellesley.

MLS PIN #71344613

May 21, 2012

Sold

$1,495,000

$299/sq ft

Apr 11, 2012

Contingent

—

Feb 29, 2012

Listed

$1,690,000

$338/sq ft

MLS PIN #30497900

Aug 15, 2001

Sold

$1,645,200

$329/sq ft

Jun 12, 2001

Listing Removed

—

Apr 25, 2001

Listed

$1,795,000

$359/sq ft

Public Records

Jul 1, 1987

Sold

$795,000

$159/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$32,071 (+16.5%)

$1,688,000 + $1,113,000

$2,801,000

2022

$27,530 (−0.6%)

$1,512,000 + $845,000

$2,357,000

2021

$27,695 (−5.4%)

$1,512,000 + $845,000

$2,357,000

2020

$29,281 (+0.6%)

$1,512,000 + $1,021,000

$2,533,000

2019

$29,099 (+10.7%)

$1,512,000 + $1,003,000

$2,515,000

2018

$26,290 (+19.8%)

$1,111,000 + $1,089,000

$2,200,000

2017

$21,941 (+2.8%)

$1,113,000 + $748,000

$1,861,000

2015

$21,340 (+6.7%)

$1,093,000 + $753,000

$1,846,000

2014

$19,999 (+2.7%)

$904,000 + $829,000

$1,733,000

2013

$19,481 (+1.9%)

$849,000 + $816,000

$1,665,000

2012

$19,114 (−22.7%)

$849,000 + $816,000

$1,665,000

2011

$24,723 (+6.1%)

$842,000 + $1,321,000

$2,163,000

2010

$23,297 (+12.2%)

$902,000 + $1,321,000

$2,223,000

2009

$20,768

$990,000 + $1,203,000

$2,193,000

Tax history for 158 Winding River Rd

Year

Property tax

Land + Additions

Assessment*

2023

$32,071 (+16.5%)

$1,688,000 + $1,113,000

$2,801,000

2022

$27,530 (−0.6%)

$1,512,000 + $845,000

$2,357,000

2021

$27,695 (−5.4%)

$1,512,000 + $845,000

$2,357,000

2020

$29,281 (+0.6%)

$1,512,000 + $1,021,000

$2,533,000

2019

$29,099 (+10.7%)

$1,512,000 + $1,003,000

$2,515,000

2018

$26,290 (+19.8%)

$1,111,000 + $1,089,000

$2,200,000

2017

$21,941 (+2.8%)

$1,113,000 + $748,000

$1,861,000

2015

$21,340 (+6.7%)

$1,093,000 + $753,000

$1,846,000

2014

$19,999 (+2.7%)

$904,000 + $829,000

$1,733,000

2013

$19,481 (+1.9%)

$849,000 + $816,000

$1,665,000

2012

$19,114 (−22.7%)

$849,000 + $816,000

$1,665,000

2011

$24,723 (+6.1%)

$842,000 + $1,321,000

$2,163,000

2010

$23,297 (+12.2%)

$902,000 + $1,321,000

$2,223,000

2009

$20,768

$990,000 + $1,203,000

$2,193,000

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

1.43 Acres

Year renovated

—

Sq. Ft.

4,274

Year built

1967

Style

Single Family Residential

County

Norfolk County

APN

262366

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: 6
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Storage, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Level: Second
Features: Cathedral Ceiling(s),Flooring - Hardwood

Bedroom #3 Information
Level: Second
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #4 Information
Level: Second
Features: Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Hardwood

Bedroom #5 Information
Level: Second
Features: Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: First
Features: Bathroom - Full,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Living Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,French Doors,Recessed Lighting

Family Room Information
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Bay/Bow/Box,Recessed Lighting

Dining Room Information
Level: First
Features: Flooring - Hardwood,Recessed Lighting

Kitchen Information
Level: First
Features: Closet/Cabinets - Custom Built,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant

Basement Information
Basement: Full, Partially Finished, Interior Entry, Bulkhead

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Family Room, Living Room

Interior Features
# of Rooms (Total): 13
Door Features: Insulated Doors, Storm Door(s), French Doors
Window Features: Window(s) - Bay/Bow/Box, Insulated Windows, Screens
Flooring: Tile, Laminate, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Interior Features: Ceiling Fan(s), Recessed Lighting, Vaulted Ceiling(s), Lighting - Pendant, Closet/Cabinets - Custom Built, Sun Room, Sitting Room, Foyer, Mud Room, Play Room, Game Room, Wired for Sound

Exterior

Building Information
Building Area (Total): 5,002
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: White

Exterior Features
Roof: Shingle
Patio And Porch Features: Deck, Patio
Exterior Features: Deck, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Screens, Garden

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

Lot Information
Lot Size (Acres): 1.43
Lot Features: Wooded, Easements, Level
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $27,530
Tax Year: 2022

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

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

Location

Location Information
Directions: Dover Road to Livingston Road, which becomes Winding River Road
UnparsedAddress: 158 Winding River Rd, Wellesley MA 02482

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Walk/Jog Trails, Golf, Conservation Area, Private School, Public School

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 4,274
Stories: 2.0
Lot Size: 1.43 acres
Style: Single Family Residential
Year Built: 1967
Year Renovated: —
County: Norfolk County
APN: 262366

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 5

Listing Information
Exclusions: See Listing Agent.
StandardStatus: Closed

Around this home

Schools

Hunnewell Elementary School

Public K-5 • Assigned • 1.5mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 2.1mi

8/10

Wellesley High School

Public 9-12 • Assigned • 2.1mi

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 98° expected this year, 15 days in 30 years

6/10 Wind Factor

53% 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

$3.83M – $4.64M

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Home values near 158 Winding River Rd

Data from public records.

Address	Redfin Estimate
115 Winding River Road, Needham, MA 2 Beds \| 2.5 Baths \| 1958 Sq. Ft.	$1,771,145
161 Winding River Road, Needham, MA 4 Beds \| 3.5 Baths \| 3000 Sq. Ft.	$2,697,361

Address	Redfin Estimate
131 Winding River Road, Needham, MA 4 Beds \| 4.5 Baths \| 2836 Sq. Ft.	$2,126,229
150 Winding River Road, Needham, MA 5 Beds \| 4 Baths \| 3279 Sq. Ft.	$2,390,006

Address	Redfin Estimate
145 Winding River Road, Needham, MA 5 Beds \| 5.5 Baths \| 6346 Sq. Ft.	$3,967,520
130 Winding River Road, Needham, MA 4 Beds \| 2.5 Baths \| 3026 Sq. Ft.	$2,443,462

Property information provided by MLS PIN when last listed in 2022. 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 158 Winding River Rd

Tax history for 158 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 158 Winding River Rd

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