Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 2 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 3 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 4 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 5 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 6 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 7 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 8 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 9 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 10 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 11 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 12 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 13 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 14 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 15 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 16 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 17 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 18 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 19 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 20 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 21 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 22 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 23 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 24 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 25 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 26 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 27 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 28 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 29 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 30 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 31 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 32 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 33 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 34 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 35 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 36 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 37 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 38 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 39 of 40
Single Family Residence at 182 Winding River Road, Wellesley MA 02482, Wellesley, photo 40 of 40
40 photos

$5,495,000

182 Winding River Road, Wellesley MA 02482
Wellesley, MA 02482
Listed by Melissa Dailey
Bedrooms
6
Bathrooms
6.5
Living area
9,848 sqft
Year built
2006

About this home

Custom home on the Charles River. Incredible views of the river and conservation land beyond plus a dock for kayaks, paddleboards & small electric boats! 2006 new construction w/over 9000 sq ft of living space on 1.73 acres. Walk into dramatic great room w/ 2 story windows plus one of four fireplaces & custom window seat perfect for entertaining. NEWLY renovated white kitchen w/ center island, walk-in food pantry, desk, breakfast room filled w/more picture windows opens to family room w/ fireplace & wall to wall bookshelves. Home office and huge mudroom next to kitchen. Private study. First floor bedroom and bath. 24 by 20 music room/ library w/ fireplace completes the first floor. Main bedroom w/ balcony overlooking river, double walk-ins and spa-like bath & steam. 4 additional beds w/ large closets and 3 baths. Lower level perfect w/ playroom,media room, craft room & wine cellar. Special location close to Wellesley Center, Hunnewell and Dana Hall.

Highlights

WaterfrontFireplace

Property details

MLS #
73428485
Property type
Single Family Residence
Subdivision
Dana Hall
Status
Active
Days on market
381
On market date
September 10, 2025
Stories
N/A
Total bathrooms
6.5
Garage spaces
3
Parking spaces
11
Lot size
1.73 acres
Loading map…

Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Memorial
1.42 mi away · Grades 0-4
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
396
Student:teacher ratio
14.1:1
District
Natick
Middle
Wellesley Middle
2.04 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,008
Student:teacher ratio
9.4:1
District
Wellesley
High
Wellesley Sr High
2.06 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,406
Student:teacher ratio
11.9:1
District
Wellesley

Walkability

Blended score for Wellesley's center: EPA's National Walkability Index (street network, transit, land-use mix) combined with nearby-amenity density. 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

62
Walkable
out of 100
EPA National Walkability Index
11.8 / 20 -- Above average walkable
Nearby-amenity density
67 / 100
Restaurants & cafes20
Grocery stores0
Parks9
Schools13
Transit stops2
Pharmacies0

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$33,242/mo
$1,099,000 down
$4,396,000 loan
Principal & interest$28,512
Property tax (est.)$4,579
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated May 20, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.