33 Winding River Rd, Needham, MA 02492
Property image
Property image
OFF MARKET

$2,220,800

Trulia Estimate
  • 4 Beds
  • 3.5 Baths
  • 4,300 sqft (on 1 acre)

33 Winding River Rd, Needham, MA 02492

Est. Refi. Payment $14,337/mo*
Refinance Your Home
Currently Off Market - Sold Jun 8, 2018 for $1,200,000

Home Value

Trulia Estimate
$2.22M
Since last month
Decreased$13K (-0.6%)
Since last year
Increased$14K (+0.6%)
Since last sale
Increased$1M (+84.8%)
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 +73% in the last 10 years
MonthEstimated value
2026
October 2026$2.22M
September 2026$2.22M
August 2026$2.23M
July 2026$2.26M
June 2026$2.29M
May 2026$2.31M
April 2026$2.27M
March 2026$2.28M
February 2026$2.2M
January 2026$2.14M
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
42 Troutbrook Rd, Dover, MA
0.84
Single-Family Home
$1,280,000
05/22/26
4
2.5
2,565
60 Pleasant St, Natick, MA
0.75
Single-Family Home
$1,225,000
10/24/25
4
2
2,758
76 Pleasant St, Natick, MA
0.76
Single-Family Home
$980,000
11/20/25
3
2.5
2,206
60 Main St, Dover, MA
0.79
Single-Family Home
$1,650,000
11/13/25
4
3.5
3,233
193 Winding River Rd, Wellesley, MA
0.37
Single-Family Home
$4,375,000
11/17/25
5
5.5
7,000
8 Warren Rd, Natick, MA
0.60
Single-Family Home
$2,210,000
07/30/26
4
4
4,030
68 Locust Ln, Needham, MA
0.28
Single-Family Home
$3,960,000
09/10/26
6
7
9,825
7 Circle Dr, Dover, MA
0.95
Single-Family Home
$2,135,000
08/21/26
4
5.5
5,216
11 Parsons Way, Natick, MA
1.16
Single-Family Home
$1,500,000
10/17/25
4
3.5
3,753
25 Longmeadow Rd, Wellesley, MA
0.72
Single-Family Home
$2,795,000
06/30/26
5
4.5
4,582

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
59 Winding River Rd, Needham, MA 02492
0.04
$4,124,600
4
5
2,870
Off Market
42 Winding River Rd, Needham, MA 02492
0.04
$1,986,000
5
4
2,271
Off Market
901 Charles River St, Needham, MA 02492
0.04
$3,238,100
7
-
3,315
Off Market
883 Charles River St, Needham, MA 02492
0.06
$1,984,000
4
4
2,700
Off Market
56 Winding River Rd, Needham, MA 02492
0.06
$2,397,700
4
3.5
3,851
Off Market
75 Winding River Rd, Needham, MA 02492
0.08
$2,463,000
5
4
3,233
Off Market
869 Charles River St, Needham, MA 02492
0.09
$1,760,200
4
2.5
3,879
Off Market
70 Winding River Rd, Needham, MA 02492
0.09
$2,327,400
5
4
2,716
Off Market
91 Winding River Rd, Needham, MA 02492
0.12
$2,788,100
4
3
3,200
Off Market
851 Charles River St, Needham, MA 02492
0.12
$2,089,600
5
3.5
4,666
Off Market
86 Winding River Rd, Needham, MA 02492
0.12
$2,733,700
5
4.5
4,752
Off Market
9 Turtle Ln, Dover, MA 02030
0.14
$1,975,600
3
3
2,712
Off Market
11 Turtle Ln, Dover, MA 02030
0.14
$2,832,100
4
4
5,233
Off Market
827 Charles River St, Needham, MA 02492
0.15
$4,022,900
5
6
4,628
Off Market
100 Winding River Rd, Needham, MA 02492
0.15
$2,618,800
5
5
3,556
Off Market
7 Turtle Ln, Dover, MA 02030
0.17
$2,427,700
7
4.5
4,758
Off Market
12 Turtle Ln, Dover, MA 02030
0.18
$1,710,100
3
3
3,290
Off Market
827 Charles River St, Needham, MA 02492
0.18
-
-
-
-
Off Market
115 Winding River Rd, Needham, MA 02492
0.18
$1,915,200
2
3
1,958
Off Market
823 Charles River St, Needham, MA 02492
0.19
-
3
1
1,344
Off Market

Local Information

  • Map ViewExplore the area around 33 Winding River Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1978
1 acre lot
4,300 sqft
$516/sqft
Garage

About this House

Captivating and expansive 4 bedroom New England Classic Cape beautifully nestled on 1.22 private acre with mature plantings in sought after neighborhood setting. This beautiful home offers open, well appointed rooms with large windows capturing the sunlight and scenic views of the natural landscaping. Appreciate the welcoming foyer, elegant sun filled living room with fireplace and custom built ins, gracious dining room, bright eat in kitchen plus first floor family room and study. First floor master suite with private bath. Second floor includes 2 generous bedrooms, 2 bath and 2 large walk in closets and brand new master suite. Enjoy summer evenings relaxing on the screened porch listening to the tranquil sounds of nature. Welcome home.
33 Winding River Rd, Needham, MA 02492 is a 4 bedroom, 4 bathroom, 4,300 sqft single-family home built in 1978. It last sold for $1,200,000 on Jun 8, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,220,800, with a rent estimate of $7,964/month.

Home Details for 33 Winding River Rd

Interior Features

Interior Details
BasementAdditional StorageAtticNumber of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Pantry, Recreation Room, Sun RoomStorageWet Bar
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: Central, SolarHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Carpet, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Other, VinylGardenLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1978Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Price and Tax history

DateEventPrice
Jun 8, 2018
Source: N/A
Sold
$1,200,000
May 3, 2018
Source: Agent Provided
Pending
$1,125,000
May 3, 2018
Source: Agent Provided
Listed For Sale
$1,125,000
Mar 21, 2018
Source: Agent Provided
ListingRemoved
$1,125,000
Mar 20, 2018
Source: Agent Provided
Pending
$1,125,000

Market trends in Needham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.55M
$16.67KMoM
Sale-to-List Price
100.9%
0.8%MoM
Price per sq ft
$587
$14MoM
Available listings
75
7MoM

Around this home

What Locals Say about Needham

At least 138 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 87 % Say parking is easy

  • 83 % Say yards are well-kept

  • 82 % Say people would walk alone at night

  • 79 % Say car is needed

  • 76 % Say there's holiday spirit

  • 75 % Say kids play outside

  • 70 % Say streets are well-lit

  • 67 % Say it's quiet

  • 65 % Say it's walkable to restaurants

  • 63 % Say they plan to stay for at least 5 years

  • 62 % Say neighbors are friendly

  • 61 % Say there's wildlife

  • 55 % Say there are community events

  • 54 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Timothy Connolly
    "I have raised six children in Needham. Best place to live "
    0
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  • Adrian Durbin
    "It is a great place for families or anyone with dogs. Extremely friendly and welcoming. I grew up here and it’s even better than it was 30 years ago. "
    0
    Flag
  • Lschneidermd1
    "People walk their dogs on leash and are good about picking up after them. There are dog friendly hiking trails. "
    0
    Flag
  • Louwf
    "There are Lots of dogs around. Good sidewalks and parks. Great dog facilities in town for dog watching and pet friendly ice cream and coffee shops"
    0
    Flag
  • Trulia User
    "Seems great for dog owners, an excellent spot. Love it! Unsure if there’s a dog park but good sidewalks etc"
    1
    Flag
  • Dikla
    "Most important is school and the Education system. Safety of the streets Family neighborhood. Nice neighborhoods. Friendly. Nice restaurants and coffee shops. "
    2
    Flag
  • Apcollins
    "My commute is easy based on simple access to the highway system and commuter rail. Most of the time I find it is a reverse commute."
    0
    Flag
  • Claire B.
    "There are lots of dogs around and most people are friendly about them. There is a dog park in town as well. Though there are some who are annoying about dogs doing their business on their lawns. I have been yelled at before which is frustrating. "
    3
    Flag
  • Jaugat
    "Respectful, caring neighbors. Kids who play together, new school, proximity to everything. Would not change a thing!"
    0
    Flag
  • Claire B.
    "There are amazing schools and lots of other families with children! There are also great parks and places to go hike."
    0
    Flag
  • Andrew M.
    "Family friendly safe neighborhood. Convenient to the town center, restaurants, stores, medical and dental service providers, etc."
    0
    Flag
  • Claire H
    "The schools in the area are too notch. Join the local parents group! Parenttalk is a wonderful way to connect with other parents "
    0
    Flag
  • Acsmith33
    "Our neighborhood has block parties twice per year. The town has events for all major holidays like NYE and 4th of July "
    0
    Flag
  • Eklayman
    "The area has nice sidewalks and is well lit at night. There are many other dog walkers so you’ll meet other dog fans. "
    1
    Flag
  • Maiken.duelund
    "A lot of good restaurants, cafés and shopping within walking distance supports a lively city center. Many physical activities for children and their parents."
    0
    Flag
  • Chelly2566
    "I really do love my area that I live then I do walk my dog I do clean up after myself but sometimes there be some people who do not and they will leave feces but I've just learned to just pay attention to my surroundings and pay attention to the individuals that don't walk with bags"
    0
    Flag
  • Jjmitchell85
    "Living n Needham and commuting to the city is very straight forward. The rail line is dedicated to the Needham commuter rail, the line ends/originated in Needham, and there are 4 stops in the small town. I walk 5min from my house to the train and get off at back Bay to walk just another 5min to my office. Delays are limited due to the fact that this rail line only serves the Needham line."
    0
    Flag
  • Bobsled
    "Block parties, kids outside, dad/mom nights, walk to school, general sense of security, community, and care. "
    0
    Flag
  • Andrew M.
    "July 4th fireworks, Memorial Day parade, neighborhood/block parties, and other events. Farmers Market. "
    0
    Flag
  • Ray S.
    "I have lived here for twelve years and neighbors are the best, looking out for everyone, friendly and taking interest in the well being of the community."
    0
    Flag
  • JAS
    "There’s a lot of dogs and friendly dog owners. Everyone loves dogs here. Everyone walks their dogs and we all have yards. "
    0
    Flag
  • Gsoldato26
    "I lived in this neighborhood for 9 years. The k-12 schools are great. Very friendly, safe and supportive community. "
    0
    Flag
  • Charlotte S.
    "Amazing school system. A safe town, never any problems. Most of the town is turning into mcmansions, but some of the charm has remained. The population is growing rapidly. The commuter rail runs right into south station in Boston "
    0
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  • Peter B.
    "It’s nice. Good access to trains and highway. Close to Boston. Very safe. Many families. Some business too across the highway."
    0
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  • Kumar P.
    "great neighborhood for raising a family. probably the best in the states. very friendly folks. good schools. brilliant library. "
    1
    Flag
  • Bradleycharleswhite
    "My wife and I have lived in Needham for 2 years now and love the community. All of our neighbors are very friendly."
    0
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  • Ellen W. D.
    "I live in the neighborhood and it's close to everything and really friendly!"
    0
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LGBTQ Local Legal Protections

Frequently asked questions about 33 Winding River Rd

  • What is 33 Winding River Rd estimated to be worth?
    Trulia's estimated value for 33 Winding River Rd in Needham, MA is $2,220,800.
  • What is the price history for 33 Winding River Rd?
    33 Winding River Rd in Needham, MA last sold for $1,200,000 in June 2018.
  • Is Needham a buyer's or seller's market?
    Needham is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Needham?
    The median sale price in Needham is $1.55M. That is down $16.67K from the prior month.
  • Does 33 Winding River Rd have air conditioning?
    Yes, 33 Winding River Rd in Needham, MA has air conditioning.
  • Does 33 Winding River Rd have laundry facilities?
    Yes, 33 Winding River Rd in Needham, MA has in-unit laundry.

Explore by feature - Pet Friendly

17 pet-friendly rentals in Needham, MA

Explore by feature - Garage

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Explore by feature - Air Conditioning

15 rentals with air conditioning in Needham, MA

Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

6 rentals with an outdoor space in Needham, MA

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Off Market Homes Near 33 Winding River Rd

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