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12 Winding River Cir — Photo 11 / 30

$4,999,000

Active

12 Winding River Cir

Wellesley, MA 02482

Dana Hall

6Beds
7Baths
9,036Sq Ft
$553$/Sq Ft
125888Lot
1961Built
74Days on Market

Listed by Betsy Kessler at Rutledge Properties

Listing courtesy of Betsy Kessler, Rutledge Properties

About This Property

Exceptional property on the Charles River! 2.89 acres of manicured lawn rolls down to the river giving you unobstructed views & private use of a nature lover's paradise. Gorgeous stone patios, multiple decks, & sun-filled rooms w/French Doors are all designed to maximize your enjoyment of this incredible retreat. Privately nestled on a quiet cul-de-sac, this stunning Cape is beautiful in all seasons and offers a gracious and flexible floor plan including an exquisite first-floor primary bedroom suite w/ river view. A great room, expansive living room, dining and updated kitchen w/ light-filled breakfast room, an add'l bedroom suite and choice of offices complete the main floor. Upstairs, 4 more ensuite bedrooms, including a 2nd primary w/ a heavenly office. Large walk-out finished LL w/ bar, gym and media room and 3 car garage. Extensively rebuilt in 2004 renowned architect Patrick Ahearn, the design, quality and setting are a knotch above the rest. Bring your kayaks and lounge chairs!

Property Details

Key Facts

Property Type

Single Family

Style

Antique, Cape

Year Built

1961

Living Area

9,036 sqft

Lot Size

125888

Rooms

13

Bedrooms

6

Bathrooms

7 (6 full, 2 half)

Construction

Exterior

A

Basement

Full Basement

Flooring

Hardwood, Laminate

Parking Spaces

9

Garage Spaces

3

Systems & Utilities

Heating

Hot Water Baseboard, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2025)

$47,298/yr

Price / Sqft

$553/sqft

MLS #

73485582

Days on Market

74

Price History

Listed

Mar 11, 2026

$4,999,000

Price

May 14, 2026

$5,250,000

$4,999,000

Explore the Neighborhood

Schools Nearby

Wellesley Public Schools

9 schools · 11:1 student-teacher ratio

A+9/10

Elementary Schools

Bates Elementary School (K-5)8/10
Sprague Elementary School (K-5)8/10
Fiske Elementary School (K-5)8/10

Middle Schools

Wellesley Middle School (6-8)8/10

High Schools

Wellesley Senior High School (9-12)10/10
Gateways Program (therapeutic academic support at WHS)Strong AP course offerings across all academic departmentsPartnership opportunities with Wellesley CollegeComprehensive arts program (visual, performing, music)

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Betsy Kessler · Rutledge Properties
(781) 235-4663

MLS #73485582

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated May 24, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value