193 Winding River Rd, Wellesley, MA 02482
Property image
Property image
OFF MARKET

$4,527,800

Trulia Estimate
  • 5 Beds
  • 5.5 Baths
  • 7,000 sqft (on 1.32 acres)

193 Winding River Rd, Wellesley, MA 02482

Est. Refi. Payment $28,120/mo*
Refinance Your Home
Currently Off Market - Sold Nov 17, 2025 for $4,375,000

Home Value

Trulia Estimate
$4.53M
Since last month
Decreased$21K (-0.5%)
Since last year
Increased$138K (+3.1%)
Since last sale
Increased$169K (+3.9%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +61% in the last 10 years
MonthEstimated value
2026
September 2026$4.54M
August 2026$4.56M
July 2026$4.55M
June 2026$4.54M
May 2026$4.44M
March 2026$4.39M
February 2026$4.43M
January 2026$4.41M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
389 Grove St, Needham, MA
0.38
Single-Family Home
$3,400,000
08/05/26
5
5.5
5,519
68 Locust Ln, Needham, MA
0.35
Single-Family Home
$3,960,000
09/10/26
6
7
9,825
121 Livingston Rd, Wellesley, MA
0.19
Single-Family Home
$6,660,000
05/28/26
6
8.5
10,090
25 Longmeadow Rd, Wellesley, MA
0.39
Single-Family Home
$2,795,000
06/30/26
5
4.5
4,582
1 Buckingham Ter, Wellesley, MA
0.67
Single-Family Home
$5,100,000
07/27/26
6
6.5
7,322
222 Grove St, Wellesley, MA
0.69
Single-Family Home
$6,300,000
09/18/26
6
6.5
8,093
78 Pheasant Landing Rd, Needham, MA
0.71
Single-Family Home
$5,489,000
01/09/26
7
7
8,257
25 Kenilworth Rd, Wellesley, MA
0.77
Single-Family Home
$5,696,375
08/13/26
6
6
7,040
10 Colgate Rd, Wellesley, MA
0.71
Single-Family Home
$3,100,000
08/25/26
6
4.5
4,475

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
198 Winding River Rd, Wellesley, MA 02482
0.07
$3,820,400
5
3.5
4,669
Off Market
12 Winding River Cir, Wellesley, MA 02482
0.12
$4,999,000
6
7
8,729
For Sale
11 Winding River Cir, Wellesley, MA 02482
0.14
$3,345,000
5
4
4,125
Off Market
55 Ridge Hill Farm Rd, Wellesley, MA 02482
0.17
$5,350,000
5
6.5
8,700
For Sale
121 Livingston Rd, Wellesley, MA 02482
0.19
$6,660,000
6
8.5
10,090
Recently Sold
19 Ridge Hill Farm Rd, Wellesley, MA 02482
0.27
$2,773,900
2
3
2,930
Off Market
80 Locust Ln, Needham, MA 02492
0.32
$3,299,000
7
5
5,969
For Sale
15 Ridge Hill Farm Rd, Wellesley, MA 02482
0.36
$2,517,300
3
2.5
2,802
Off Market
68 Locust Ln, Needham, MA 02492
0.35
$3,960,000
6
7
9,825
Recently Sold
5 Sabrina Rd, Wellesley, MA 02482
0.38
$4,381,700
7
7.5
7,000
Off Market
25 Longmeadow Rd, Wellesley, MA 02482
0.39
$2,795,000
5
4.5
4,582
Recently Sold

Local Information

  • Map ViewExplore the area around 193 Winding River Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1964
1.32 acre lot
7,000 sqft
$647/sqft
2 Car Garage

About this House

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!
193 Winding River Rd, Wellesley, MA 02482 is a 5 bedroom, 7 bathroom, 7,000 sqft single-family home built in 1964. It last sold for the $4,375,000 asking price on Nov 17, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,527,800.
Last check for updates: about 9 hours ago
Listed by The Lara & Chelsea Collaborative, (617) 852-7018
Coldwell Banker Realty - Wellesley, (781) 237-9090
Bought with: Beyond Boston Properties Group, (617) 383-7810, Compass, (781) 365-9954
Source: MLS PIN, MLS#73426617

Home Details for 193 Winding River Rd

Interior Features

Interior Details
Basement: FullNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living RoomWet Bar
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 7Number of Bathrooms (full): 4Number of Bathrooms (half): 3
Dimensions and Layout
Living Area: 7000 Square Feet
Appliances & Utilities
Appliances: Oven, Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer, Dryer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Flooring - Stone/Ceramic Tile,Washer Hookup,Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural Gas,FireplaceHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 4Fireplace: Family Room, Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Generator
Windows, Doors, Floors & Walls
Window: PictureDoor: French DoorsFlooring: Tile, Carpet, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood, Flooring Hardwood, Flooring Wall To Wall Carpet
View
Has a ViewView: Scenic View(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, Patio, CoveredFencing: Fenced/Enclosed, FencedOther Structures: CabanaExterior: Porch, Patio, Covered Patio/Deck, Pool - Inground Heated, Cabana, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced YardFoundation: Concrete PerimeterHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 8No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 10Parking: Attached,Storage,Paved Drive,Off Street
Pool
Pool: Pool - Inground HeatedPool
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5275Finished Area (below surface): 1725

Property Information

Year Built
Year Built: 1964
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Light Fixture Over Kitchen TableParcel Number: M:128 R:003 S:, 262344

Price & Status

Price
List Price: $4,375,000
Status Change & Dates
Off Market Date: Mon Sep 08 2025

Active Status

MLS Status: Sold

Location

Direction & Address
City: WellesleyCommunity: Dana Hall
School Information
Elementary School: HunnewellJr High / Middle School: WmsHigh School: Whs

Building

Building Area
Building Area: 7000 Square Feet

Community

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, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.32 Acres

Miscellaneous

BasementMls Number: 73426617Above Grade Unfinished Area: 5275

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsStable(s)GolfBike PathConservation AreaPrivate SchoolPublic SchoolT-StationUniversity

Price and Tax history

DateEventPrice
Nov 17, 2025
Source: MLS PIN #73426617
Sold
$4,375,000
Sep 5, 2025
Source: MLS PIN #73426617
Listed For Sale
$4,375,000
Jun 17, 2009
Source: Agent Provided
ListingRemoved
$3,495,000
Feb 28, 2009
Source: Agent Provided
Listed For Sale
$3,495,000
Jun 24, 2004
Source: N/A
Sold
$1,600,000

Market trends in Wellesley

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.18M
$33.75KMoM
Sale-to-List Price
100.7%
0.1%MoM
Price per sq ft
$685
$19MoM
Available listings
71
16MoM

Around this home

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
    Flag
  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
    Flag
  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
    Flag

LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 193 Winding River Rd

  • What is 193 Winding River Rd estimated to be worth?
    Trulia's estimated value for 193 Winding River Rd in Wellesley, MA is $4,527,800.
  • What is the price history for 193 Winding River Rd?
    193 Winding River Rd in Wellesley, MA last sold for $4,375,000 in November 2025.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • Does 193 Winding River Rd have air conditioning?
    Yes, 193 Winding River Rd in Wellesley, MA has air conditioning.
  • Does 193 Winding River Rd have a pool?
    Yes, 193 Winding River Rd in Wellesley, MA has a pool.

Explore by feature - Pet Friendly

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Explore by feature - Washer/dryer

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Off Market Homes Near 193 Winding River Rd

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