21 Winslow Rd, Needham, MA 02492
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Property image
FOR SALE
OPEN SAT, 2-3PM
3D VIEW

$3,149,000

  • 5 Beds
  • 6.5 Baths
  • 6,179 sqft

21 Winslow Rd, Needham, MA 02492

Est. Mortgage $18,775/mo*
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Home Highlights

Parking
2 Car Garage
Outdoor
Patio
Price/Sqft
$510
Listed
19 days ago
Climate Control
Forced Air, Heat Pump & Central Air

Local Information

  • Map ViewExplore the area around 21 Winslow Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

EXCEPTIONAL LUXURY IN A PRIME NEEDHAM LOCATION! A truly extraordinary residence where sophisticated design, exceptional craftsmanship, and effortless living come together across four beautifully finished levels. This remarkable home offers four /five bedroom suites, six full baths and one half bath, with every detail thoughtfully designed using the finest materials and finishes.The stunning open-concept main level is anchored by an oversized Italian marble island and a spacious chef’s kitchen featuring exceptional cabinetry, incredible storage, and state-of-the-art materials. Custom built-ins, continuous LED lighting, beautiful accents, and special engineered hardwood flooring throughout showcase the home's exceptional attention to detail. The 10-foot first-floor ceilings and 9-foot ceilings on the three additional levels and the full height doors create an impressive sense of scale and openness. A flexible first-floor study or bedroom suite adds versatility. Wet bars on both the main and lower levels provide wonderful spaces for entertaining. A spectacular mudroom features thoughtful storage, combining beauty and functionality. The finished lower level provides additional living and entertaining space. Outside, enjoy a beautiful level, fenced-in yard and inviting patio, perfect for relaxing or entertaining. A spacious two-car garage adds convenience. Located in a wonderful neighborhood equidistant from Needham and Wellesley centers, this exceptional home offers tranquility with easy access to the amenities of both communities. Every element—from the Italian marble and custom cabinetry to the lighting, built-ins, millwork, and carefully selected materials—reflects extraordinary design and attention to detail. A truly special home that must be seen to be appreciated! Immediate occupancy!
Last check for updates: about 20 hours ago
Listing courtesy of Leena Agnihotri, (617) 331-2647
Compass, (781) 365-9954
Jill Finkelstein, (781) 258-7014
Source: MLS PIN, MLS#73561471
Also Listed on MLS PIN.

Open House

Saturday, August 29
2:00 PM to 3:00 PM

Home Details for 21 Winslow Rd

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 11Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, KitchenWet Bar
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 7Number of Bathrooms (full): 6Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6179 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Oven, Icemaker ConnectionAppliances: Electric Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator, Range Hood, Plumbed For Ice MakerDishwasherDisposalDryerLaundry: Linen Closet(s),Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Stone/Granite/Solid Countertops,Recessed Lighting,Sink,Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Heat PumpHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensFlooring: Tile, Marble, Engineered Hardwood, Flooring - Engineered Hardwood, Flooring - Stone/Ceramic Tile
Levels, Entrance, & Accessibility
Floors: Tile, Marble, Engineered Hardwood, Flooring Engineered Hardwood, Flooring Stone Ceramic Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PatioFencing: Fenced/EnclosedExterior: Patio, Rain Gutters, Professional Landscaping, Sprinkler System, ScreensFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 4763Finished Area (below surface): 1416

Days on Market

Days on Market: 19

Property Information

Year Built
Year Built: 2026
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 145387

Price & Status

Price
List Price: $3,149,000Price Per Sqft: $510

Active Status

MLS Status: Active

Media

Location

Direction & Address
City: Needham
School Information
Elementary School: NewmanJr High / Middle School: Hirock/PollardHigh School: Needham

Agent Information

Listing Agent
Listing ID: 73561471

Building

Building Area
Building Area: 6179 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 10454 sqft

Miscellaneous

BasementMls Number: 73561471Above Grade Unfinished Area: 4763

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityLaundromatBike PathConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity

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
    Flag
  • Ellen W. D.
    "I live in the neighborhood and it's close to everything and really friendly!"
    0
    Flag

Market trends in Needham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.57M
$76.33KMoM
Sale-to-List Price
101.7%
0.5%MoM
Price per sq ft
$602
$9MoM
Available listings
82
25MoM

Home Value

Trulia Estimate
$3.04M
Since last month
Increased$336K (+12.4%)
Since last year
Increased$1M (+94.3%)
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 +284% in the last 10 years
MonthEstimated value
2026
August 2026$3.04M
July 2026$2.71M
June 2026$2.68M
May 2026$2.66M
April 2026$2.52M
March 2026$2.46M
February 2026$2.37M
January 2026$2.25M
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
17 Whiting Way, Needham, MA
0.22
Single-Family Home
$2,750,000
08/12/26
5
5.5
5,400
60 Whiting Way, Needham, MA
0.23
Single-Family Home
$2,675,000
11/19/25
6
6.5
4,700
19 Mason Rd, Needham, MA
0.37
Single-Family Home
$2,750,000
07/01/26
6
5.5
5,271
51 Stockdale Rd, Needham, MA
0.09
Single-Family Home
$1,580,000
05/08/26
4
4
2,375
38 Fuller Brook Rd, Wellesley, MA
0.45
Single-Family Home
$3,135,000
11/05/25
6
5.5
5,991
15 Mackintosh Ave, Needham, MA
0.31
Single-Family Home
$1,310,000
04/30/26
5
2.5
4,354
11 Fuller Brook Ave, Needham, MA
0.51
Single-Family Home
$2,105,000
11/13/25
5
3.5
4,784
80 N Hill Ave, Needham, MA
0.52
Single-Family Home
$2,075,000
09/12/25
5
4
5,039
16 Stockdale Rd, Needham, MA
0.14
Single-Family Home
$1,305,000
08/14/26
4
2.5
2,345
17 Sunrise Ter, Needham, MA
0.76
Single-Family Home
$2,435,000
08/12/26
5
5.5
5,390

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
51 Pilgrim Rd, Needham, MA 02492
0.03
-
6
5
6,114
Off Market
14 Winslow Rd, Needham, MA 02492
0.03
-
6
6.5
6,200
Off Market
100 Mary Chilton Rd, Needham, MA 02492
0.08
$1,718,300
3
3
3,016
Off Market
51 Stockdale Rd, Needham, MA 02492
0.09
$1,580,000
4
4
2,375
Recently Sold
34 Mary Chilton Rd, Needham, MA 02492
0.07
-
6
6
5,800
Off Market
57 Mayflower Rd, Needham, MA 02492
0.15
-
3
1.5
1,488
Off Market
16 Stockdale Rd, Needham, MA 02492
0.14
$1,305,000
4
2.5
2,345
Recently Sold
6 Mary Chilton Rd, Needham, MA 02492
0.12
$1,236,100
3
2
1,559
Off Market
5 Mayflower Rd, Needham, MA 02492
0.17
$2,294,500
7
5
4,631
Off Market
78 Mayflower Rd, Needham, MA 02492
0.19
$2,584,500
4
3.5
4,825
Off Market
51 Alden Rd, Needham, MA 02492
0.20
$1,125,000
4
2
1,701
Recently Sold

Price and Tax history

DateEventPrice
Aug 10, 2026
Source: MLS PIN #73561471
Listed For Sale
$3,149,000

LGBTQ Local Legal Protections

Leena Agnihotri, Compass, (781) 365-9954
Agent Phone: (617) 331-2647
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.

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Frequently asked questions about 21 Winslow Rd

  • What is the estimated monthly payment for 21 Winslow Rd?
    Based on a $3,149,000 list price with 20% down at today's rates, the estimated monthly payment for 21 Winslow Rd in Needham, MA is approximately $19,242 (about $16,490 principal & interest, $2,677 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 21 Winslow Rd compare to homes in Needham?
    21 Winslow Rd in Needham, MA is listed at $3,149,000, about 101% above the $1.57M median sale price in Needham.
  • What do residents say about Needham?
    Residents describe Needham, MA as dog-friendly, pedestrian-friendly, and easy to park in. See homes for sale in Needham, MA.
  • What are the closest schools to 21 Winslow Rd?
    The closest schools to 21 Winslow Rd in Needham, MA are High Rock School (Elementary/Middle, rated 10/10), Needham High School (rated 9/10), Newman Elementary School (Pre-K, rated 9/10).
  • Does 21 Winslow Rd have air conditioning?
    Yes, 21 Winslow Rd in Needham, MA has air conditioning.
  • Does 21 Winslow Rd have a pool?
    Yes, 21 Winslow Rd in Needham, MA has a pool.
21 Winslow Rd, Needham, MA 02492 is a 5 bedroom, 7 bathroom, 6,179 sqft single-family home built in 2026. This property is currently available for sale and was listed by MLS PIN on Aug 10, 2026. The MLS # for this home is MLS# 73561471.