29 Windsor Rd, Needham, MA 02492
OFF MARKET

$2,424,200

Trulia Estimate
  • 5 Beds
  • 4 Baths
  • 4,191 sqft (on 1.02 acres)

29 Windsor Rd, Needham, MA 02492

Est. Refi. Payment $15,195/mo*
Refinance Your Home
Currently Off Market - Sold Nov 20, 2020 for $1,575,000

Home Value

Trulia Estimate
$2.42M
Since last month
Increased$17K (+0.7%)
Since last year
Increased$41K (+1.7%)
Since last sale
Increased$845K (+53.6%)
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 +76% in the last 10 years
MonthEstimated value
2026
September 2026$2.42M
August 2026$2.4M
July 2026$2.45M
June 2026$2.49M
May 2026$2.54M
April 2026$2.49M
March 2026$2.45M
February 2026$2.36M
January 2026$2.3M
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
24 Moseley Ave, Needham, MA
0.20
Single-Family Home
$1,735,000
03/27/26
5
3.5
3,669
362 Country Way, Needham, MA
0.15
Single-Family Home
$1,700,000
02/25/26
4
3.5
2,293
1125 South St, Needham, MA
0.43
Single-Family Home
$1,300,000
11/06/25
5
6.5
5,586
46 Charles River St, Needham, MA
0.24
Single-Family Home
$820,000
08/28/26
3
2.5
2,150
37 Carleton Dr, Needham, MA
0.50
Single-Family Home
$3,980,000
04/16/26
4
4
4,420
34 Stratford Rd, Needham, MA
0.08
Single-Family Home
$4,925,000
05/05/26
7
7.5
10,047
98 Bridle Trail Rd, Needham, MA
0.49
Single-Family Home
$2,700,000
08/20/26
3
3.5
5,149
1574 Central Ave, Needham, MA
0.61
Single-Family Home
$1,400,000
10/10/25
3
2.5
2,603
150 Dedham St, Dover, MA
0.90
Single-Family Home
$1,530,000
09/28/26
4
3.5
3,560
20 Burr Dr, Needham, MA
0.70
Single-Family Home
$2,650,000
06/25/26
4
3.5
7,023

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
20 Windsor Rd, Needham, MA 02492
0.05
$2,382,300
4
3.5
4,552
Off Market
34 Stratford Rd, Needham, MA 02492
0.08
$4,925,000
7
7.5
10,047
Recently Sold
362 Country Way, Needham, MA 02492
0.15
$1,700,000
4
3.5
2,293
Recently Sold
37 Moseley Ave, Needham, MA 02492
0.16
$2,999,900
5
4.5
3,090
For Sale
173 Stratford Rd, Needham, MA 02492
0.21
$5,041,300
6
7
9,300
Off Market
106 Windsor Rd, Needham, MA 02492
0.21
$2,608,500
4
5
5,603
Off Market
40 White Pine Rd, Needham, MA 02492
0.21
$4,298,900
5
6.5
7,816
Off Market
65 Charles River St, Needham, MA 02492
0.20
$1,714,400
4
2.5
3,100
Off Market
24 Moseley Ave, Needham, MA 02492
0.20
$1,735,000
5
3.5
3,669
Recently Sold
125 Charles River St, Needham, MA 02492
0.22
$1,684,000
5
4
3,344
Off Market
99 Country Way, Needham, MA 02492
0.22
$4,850,000
6
8
8,710
For Sale
8 Crestview Rd, Needham, MA 02492
0.26
$3,999,000
6
7.5
7,185
For Sale

Local Information

  • Map ViewExplore the area around 29 Windsor Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
1.02 acre lot
4,191 sqft
$578/sqft
Garage

About this House

One of Needham's premier estate neighborhoods with all acre lots and many large new construction homes. This 1960 5 bedroom colonial was renovated and expanded in 2002 providing an open concept kitchen / family room and a suite for au pair or office apart from the four family bedrooms. 3 full/2 half baths. The granite and stainless kitchen has a large island and a spacious eating area adjacent to the inviting family room. The living room is front to back and has a wonderful screen porch overlooking the yard and woods beyond. The large dining room gets great afternoon sun and looks out over the yard. First floor office and half bath. Side entry with wall of pantry cabinets and half bath. Mudroom with a cubbies, hooks and bench. Beautiful wood floors. Walk out basement playroom with fireplace and big windows. Wine cellar, excellent storage.
29 Windsor Rd, Needham, MA 02492 is a 5 bedroom, 5 bathroom, 4,191 sqft single-family home built in 1960. It last sold for $1,575,000 on Nov 20, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,424,200, with a rent estimate of $8,254/month.

Home Details for 29 Windsor Rd

Interior Features

Heating & Cooling
Heating: Forced Air, Gas, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDisposalMicrowaveRefrigerator
Fireplace & Spa
Fireplace
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood
Parking & Garage
GarageParking Spaces: 6Parking: Garage Attached

Property Information

Year Built
Year Built: 1960Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1.02 acres

Price and Tax history

DateEventPrice
Nov 20, 2020
Source: N/A
Sold
$1,575,000
Sep 1, 2020
Source: Agent Provided
Pending
$1,599,000
Aug 26, 2020
Source: Agent Provided
Listed For Sale
$1,599,000
Aug 15, 2005
Source: N/A
Sold
$1,493,500

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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 29 Windsor Rd

  • What is 29 Windsor Rd estimated to be worth?
    Trulia's estimated value for 29 Windsor Rd in Needham, MA is $2,424,200.
  • What is the price history for 29 Windsor Rd?
    29 Windsor Rd in Needham, MA last sold for $1,575,000 in November 2020.
  • 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 29 Windsor Rd have air conditioning?
    Yes, 29 Windsor Rd in Needham, MA has air conditioning.
  • How big is the lot at 29 Windsor Rd?
    The lot at 29 Windsor Rd in Needham, MA is about 1 acre.

Explore by feature - Pet Friendly

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Off Market Homes Near 29 Windsor Rd

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