66 Bennett St, Waltham, MA 02453
Property image
Property image
OFF MARKET

$858,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,931 sqft

66 Bennett St, Waltham, MA 02453

Est. Refi. Payment $5,386/mo*
Refinance Your Home
Currently Off Market - Sold Dec 31, 2015 for $504,000

Home Value

Trulia Estimate
$859K
Since last month
Decreased$13K (-1.5%)
Since last year
Decreased$10K (-1.2%)
Since last sale
Increased$354K (+70.2%)
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 +62% in the last 10 years
MonthEstimated value
2026
September 2026$858K
August 2026$871K
July 2026$890K
June 2026$900K
May 2026$920K
April 2026$903K
March 2026$893K
February 2026$859K
January 2026$839K
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
20 Gale St, Waltham, MA
0.14
Single-Family Home
$712,500
06/04/26
3
2
1,685
11 Bright St, Waltham, MA
0.28
Single-Family Home
$730,000
08/20/26
3
2
1,505
142 Calvary St, Waltham, MA
0.35
Single-Family Home
$610,000
09/11/26
2
1.5
1,923
136 Willow St, Waltham, MA
0.17
Single-Family Home
$840,000
03/31/26
6
1.5
1,966
164 Grove St, Waltham, MA
0.21
Single-Family Home
$735,000
12/31/25
3
1.5
1,248
18 Hagar St, Waltham, MA
0.05
Single-Family Home
$760,000
02/13/26
2
1
1,526
9 John St, Waltham, MA
0.46
Single-Family Home
$715,000
12/04/25
3
2
1,285
268 Newton St, Waltham, MA
0.54
Single-Family Home
$723,000
08/31/26
4
2
1,932
59 Farnum Rd, Waltham, MA
0.39
Single-Family Home
$605,000
09/01/26
4
1.5
2,050
19 Clements Rd, Waltham, MA
0.64
Single-Family Home
$975,000
11/13/25
3
2
2,165

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
126 Bright St, Waltham, MA 02453
0.04
$855,000
3
2
1,310
Recently Sold
18 Hagar St, Waltham, MA 02453
0.05
$760,000
2
1
1,526
Recently Sold
65 Bennett St, Waltham, MA 02453
0.02
$1,026,600
2
1
1,058
Off Market
123 Bright St, Waltham, MA 02453
0.06
$930,800
3
2
2,016
Off Market
56-58 Dix St, Waltham, MA 02453
0.05
$1,211,000
5
3
2,665
Recently Sold
12 Hagar St #2, Waltham, MA 02453
0.07
$812,300
3
2.5
2,416
Off Market
139 Bright St #1, Waltham, MA 02453
0.08
-
3
2.5
2,800
Off Market
139 Bright St #2, Waltham, MA 02453
0.08
-
3
2.5
2,800
Off Market
125 Clark St, Waltham, MA 02453
0.05
$811,900
3
2.5
2,066
Off Market
99 Bright St #2, Waltham, MA 02453
0.07
$900,300
3
2.5
2,691
Off Market
61 Gale St #2, Waltham, MA 02453
0.08
$903,500
3
2.5
2,458
Off Market
61 Gale St #A, Waltham, MA 02453
0.08
$999,000
3
2.5
2,458
For Sale

Local Information

  • Map ViewExplore the area around 66 Bennett St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1916
1,931 sqft
$445/sqft

About this House

A beautiful 7 room Colonial, 3 bedroom, 2 full bath in the desirable Bleachery area of Waltham, located minutes from the Newton and Watertown line. This well maintained home features an updated kitchen with granite countertops and stainless steel appliances, an open floor plan that is perfect for family gatherings and entertainment, includes a large cedar closet in master bedroom, an expanded fully finished basement and a well maintained yard. Many updates include central air, newer heating and water tank, newer roof, and spacious deck with a cozy hot tub!. Absolutely move-in condition! Will not last! Your new home is awaiting your visit!
66 Bennett St, Waltham, MA 02453 is a 3 bedroom, 2 bathroom, 1,931 sqft single-family home built in 1916. It last sold for $504,000 on Dec 31, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $858,500, with a rent estimate of $3,692/month.

Home Details for 66 Bennett St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: GasAir ConditioningHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1916
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 4791 sqft

Price and Tax history

DateEventPrice
Dec 31, 2015
Source: N/A
Sold
$504,000
Nov 27, 2015
Source: Agent Provided
Pending
$519,000
Nov 11, 2015
Source: Agent Provided
Listed For Sale
$519,000
May 24, 1995
Source: N/A
Sold
$150,000

Market trends in Waltham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$788K
$1.65KMoM
Sale-to-List Price
100.3%
0.3%MoM
Price per sq ft
$494
$2MoM
Available listings
98
4MoM

Around this home

View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Waltham

At least 464 Trulia users voted on each feature.

  • 85 % Say it's dog friendly

  • 82 % Say there are sidewalks

  • 76 % Say it's walkable to restaurants

  • 73 % Say parking is easy

  • 72 % Say car is needed

  • 69 % Say streets are well-lit

  • 68 % Say people would walk alone at night

  • 67 % Say it's walkable to grocery stores

  • 62 % Say kids play outside

  • 61 % Say there's holiday spirit

  • 61 % Say yards are well-kept

  • 57 % Say it's quiet

  • 50 % Say neighbors are friendly

  • 50 % Say they plan to stay for at least 5 years

  • 49 % Say there's wildlife

  • 34 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Lauren Wendoloski
    "There’s alot you could do with your kids in Waltham , including parks library, and pools! And easy access to transportation "
    0
    Flag
  • Taha Abdul Rehman
    "Safe neighbourhood. Great parks for kids and adults. 10 minutes walk to public transport. Local market and grocery shopping at 10 minutes walk. Harvard sq is 15 minutes drive."
    4
    Flag
  • Trulia User
    "local neighborhood Yard sale. community events that are going to have you tried the rest of the day. "
    1
    Flag
  • Trulia User
    "Everyone picks up after themselves. Everyone is nice and keep all their areas cleaned and well maintained. "
    1
    Flag
  • Trulia User
    "Easy with 95 and 90 both close by and you usually go against traffic. Waltham has a bit of traffic going into it but it’s easy in general "
    0
    Flag
  • Geetha. G
    "I currently live in Waltham near the Waltham Square. It’s a great neighborhood with excellent restaurants, good grocery stores, public library, bus stops etc all within walking distance. It’s a relatively safe area and the neighbors are friendly."
    1
    Flag
  • Darby
    "There are tons of families here and it seems to be fairly diverse. Also has several parks, a small movie theater, and seems to be up and coming. "
    4
    Flag
  • D. Erin
    "Like that there are dog park nearby, lots of walking trails in the area. Wouldn’t like the loud, speeding cars at all hours of the day and night. "
    4
    Flag
  • Mark H.
    "Very nice, salt of the earth community. Although cramped, the area is fun & worth every dollar. We enjoy being in this area with our new family. Dog friendly."
    3
    Flag
  • Dorii
    "I see people walking their dogs all the time and they are super nice and most of the time let you pet their dog. I think people here are friendly and learn to control their dogs and pick up after them so the place is always clean. "
    4
    Flag
  • Bryantthomasj
    "Quiet, convenient, friendly neighborhood. Lots of wildlife and mature trees. A real foodie town. I have loved the 17 years I’ve been here. "
    0
    Flag
  • Chris G.
    "great people to live amongst, kids friendly, multi cultured, pleasant, non violent, lots of work opportunities, and good Colleges to attend.."
    3
    Flag
  • Allanramos1010
    "Plenty of actually decent to good schools that I went to, also there is a lot of people from all over the world which I think it’s important for children to experience from a early age! "
    2
    Flag
  • Davidlima06
    "Waltham is a unique place to live lots of Great people and also a good great workers ! Also is a very safe place you can walk knowing that you’re in a great Community"
    1
    Flag
  • Sadou07
    "they do not pick up there trash some time when I'm walking in the park I see poop all over the plase"
    0
    Flag
  • Gmanfendi
    "Movies, festivals, fairs, farmers markets and yard sales on the weekends make it a pretty cool place to live "
    1
    Flag
  • Caitlyn C.
    "Living off of moody street is fun and convenient. The area feels safe as well and I love that I’m so close to Boston. "
    0
    Flag
  • Adanary O
    "Waltham residents would like a dog park built. So majority of us don’t have to go to Watertown to bring our dogs. "
    1
    Flag
  • Gmanfendi
    "It’s a good neighborhood and pretty good place to live... I’ve lived in this area for years so I am pretty satisfied "
    0
    Flag
  • Aliza Z. C.
    "I've lived here for two years now, and I love it. Being near the Charles River makes for beautiful walks. Being in the center of restaurants and small businesses never leaves you out of things to do"
    1
    Flag
  • Gburrion
    "People walk around with their dogs all the time, but most places do not allow them inside. There is a very nice dog park at Trapelo Rd and Waverley oaks Rd intersection."
    1
    Flag
  • Dawn
    "To drive myself during the rush hour commute can stink but it is better than many towns around here."
    0
    Flag
  • Rita G.
    "Kayaking son the Charles River, canoeing, watching geese and swans. Walking dogs, seeing neighbors, eating at Brelundi restaurant "
    0
    Flag
  • Kevin W.
    "It’s all good very diverse here in Waltham lots of different people — races but also different siocioeconomics "
    1
    Flag
  • Namala E.
    "its just convenient to the city and restaurants. Good private schools . safe neighborhood and friendly "
    2
    Flag
  • Ravi
    "None. There are absolutely no community events and that has been the most disappointing experience since we moved here"
    1
    Flag
  • Garo M.
    "Great location close proximity to everything, safe, well maintained, and a great area for families. "
    0
    Flag
  • Sandra H.
    "I've lived in Waltham my whole life. it has different people here but that's what keeps it interesting"
    0
    Flag
  • Fainsue
    "Not a lot of cars, lots of side roads to walk on. Seems like more and more families are getting doggy's!!! "
    2
    Flag
  • Edixjunior
    "typical of a suburb, except on rt 20 (main st) thats a bit too much of traffic, but often clears up after 9 am and after 8 pm and the noise is not that bad"
    0
    Flag
  • Lara D.
    "Friendly people and safety spot. Easy transportation and great restaurants around. Great place for a family."
    1
    Flag
  • Lynne S
    "Numerous ways to go to minimize commute time. Close to major highways and lots of other back roads available to get into the city in a reasonable amount of time."
    1
    Flag
  • Jean C. M. R.
    "Waltham is a nice quiet Town that is self sustainable. close to the major highways and relatively close to Boston. I moved due to work up on North, and also due to the recent increases in rent for apartments "
    1
    Flag
  • Hilary B
    "Without a car commute can be a challenge at times, but it’s doable. Many buses in the area and commuter rail to north station. "
    1
    Flag
  • df
    "Easy area to walk - paths, residential, green space. Pet friendly neighbors. Plenty of dog/pet care, vets, pet supply stores."
    1
    Flag
  • Debrafletcher03
    "Great central location - morning and evening commute can be anywhere from 25-45 minutes depending on traffic."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 66 Bennett St

  • What is 66 Bennett St estimated to be worth?
    Trulia's estimated value for 66 Bennett St in Waltham, MA is $858,500.
  • What is the price history for 66 Bennett St?
    66 Bennett St in Waltham, MA last sold for $504,000 in December 2015.
  • Is Waltham a buyer's or seller's market?
    Waltham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Waltham?
    The median sale price in Waltham is $788K. That is up $1.65K from the prior month.
  • How big is the lot at 66 Bennett St?
    The lot at 66 Bennett St in Waltham, MA is about 0.11 acres (4,791 sq ft).

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