66 Cutler Rd, Needham, MA 02492
OFF MARKET

66 Cutler Rd
Needham, MA 02492

  • 5 Beds
  • 8 Baths
  • 7,761 sqft (on 1 acre)

$4,952,900

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $29,538/mo*
Refinance Your Home

$4,952,900

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $29,538/mo*
Refinance Your Home
5 Beds
8 Baths
7,761 sqft
(on 1 acre)

Home Value

Trulia Estimate
$4.95M
Since last month
Decreased$33K (-0.7%)
Since last year
Increased$281K (+6%)
Since last sale
Increased$1M (+41.7%)
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 +33% in the last 10 years
MonthEstimated value
2026
August 2026$4.95M
July 2026$4.99M
June 2026$5M
May 2026$4.98M
April 2026$4.92M
March 2026$4.89M
February 2026$4.71M
January 2026$4.68M
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
130 Bridle Trail Rd, Needham, MA
0.20
Single-Family Home
$3,100,000
08/22/25
4
6
8,118
189 Bridle Trail Rd, Needham, MA
0.20
Single-Family Home
$2,850,000
04/13/26
4
5
5,689
34 Stratford Rd, Needham, MA
0.47
Single-Family Home
$4,925,000
05/05/26
7
7.5
10,047
159 Marked Tree Rd, Needham, MA
0.57
Single-Family Home
$2,650,000
08/29/25
5
6.5
6,943
37 Carleton Dr, Needham, MA
0.40
Single-Family Home
$3,980,000
04/16/26
4
4
4,420
95 Deerfield Rd, Needham, MA
0.38
Single-Family Home
$3,093,500
04/24/26
6
7.5
6,100
365 Charles River St, Needham, MA
0.84
Single-Family Home
$3,800,000
04/30/26
6
6.5
8,182
21 Cedar Springs Ln, Needham, MA
0.52
Single-Family Home
$2,450,000
05/15/26
5
3.5
5,967
24 Deerfield Rd, Needham, MA
0.46
Single-Family Home
$2,615,000
02/13/26
4
5
5,376
29 Tolman St, Needham, MA
0.64
Single-Family Home
$3,250,000
01/30/26
7
8
6,969

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
4 Cutler Rd, Needham, MA 02492
0.14
$1,588,900
4
3
3,112
Off Market
216 Country Way, Needham, MA 02492
0.15
$1,791,300
4
3
3,311
Off Market
189 Bridle Trail Rd, Needham, MA 02492
0.20
$2,850,000
4
5
5,689
Recently Sold
130 Bridle Trail Rd, Needham, MA 02492
0.20
$3,205,700
4
6
8,118
Off Market
4 Woods End, Needham, MA 02492
0.20
-
5
4
4,581
Off Market
71 Cranberry Ln, Needham, MA 02492
0.22
$2,923,600
5
4.5
5,929
Off Market
117 Bridle Trail Rd, Needham, MA 02492
0.26
$2,739,500
5
4
5,559
Off Market
160 Country Way, Needham, MA 02492
0.29
$1,663,600
4
3.5
3,847
Off Market
41 Gilbert Rd, Needham, MA 02492
0.34
$1,962,300
4
2.5
2,500
Off Market
40 White Pine Rd, Needham, MA 02492
0.33
$4,244,200
5
6.5
7,816
Off Market
298 Marked Tree Rd, Needham, MA 02492
0.36
$1,550,000
4
3
2,418
For Sale
60 Deerfield Rd, Needham, MA 02492
0.38
$1,265,000
2
2.5
1,764
Recently Sold

Local Information

  • Map ViewExplore the area around 66 Cutler Rd.
  • Schools1 Preschool School2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1995
Lot Size
1 acre
Living Area
7,761 sqft
Price/Sqft
$638
Parking
Garage

About this House

Breathtaking private residence set on 1 acre in idyllic estate neighborhood. Graced with soaring ceilings and custom millwork, this one-of-a-kind 5 bedroom, 7 full and 2- half bath estate expertly crafted inside and out. Beyond a floating double bridal staircase, discover entertainment-sized rooms with effortless flow, premium black and white kitchen with breakfast room, numerous balconies, relaxing library and elegant dining room. A massive two-story family room is at the heart of this home, with floor-to-ceiling fireplace, palatial windows and patio doors. Enjoy recreation in the state-of-the-art theatre, black Gunite pool and Har-tru tennis court. Beautiful grounds border acres of town forest.
66 Cutler Rd, Needham, MA 02492 is a 5 bedroom, 8 bathroom, 7,761 sqft single-family home built in 1995. It last sold for $3,495,000 on Apr 7, 2015. It is currently off market. The Trulia Estimate is $4,952,900, with a rent estimate of $7,198/month.

Home Details for 66 Cutler Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 14Wet Bar
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
FireplaceHot Tub or Spa

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stucco, BrickGardenLawnPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1995Year Updated: 2010
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 1 acre

Additional Information

Intercom

Building

Pool
Sauna
Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Apr 7, 2015
Source: C21 Commonwealth Sold #71734721_02492
Sold
$3,495,000
Sep 13, 2014
Source: Agent Provided
ListingRemoved
$3,495,000
Aug 31, 2014
Source: Agent Provided
Pending
$3,495,000
Aug 27, 2014
Source: Agent Provided
Listed For Sale
$3,495,000
Aug 14, 2003
Source: N/A
Sold
$2,850,000

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

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

LGBTQ Local Legal Protections

Frequently asked questions about 66 Cutler Rd

  • What is 66 Cutler Rd estimated to be worth?
    Trulia's estimated value for 66 Cutler Rd in Needham, MA is $4,952,900.
  • What is the price history for 66 Cutler Rd?
    66 Cutler Rd in Needham, MA last sold for $3,495,000 in April 2015.
  • 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 $1.57M. That is up $76.33K from the prior month.
  • Does 66 Cutler Rd have a pool?
    Yes, 66 Cutler Rd in Needham, MA has a pool.
  • How big is the lot at 66 Cutler Rd?
    The lot at 66 Cutler Rd in Needham, MA is about 1 acre.

Explore by feature - Pet Friendly

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