66 Circle Dr, Waltham, MA 02452
OFF MARKET

$804,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,269 sqft

66 Circle Dr, Waltham, MA 02452

Est. Refi. Payment $4,837/mo*
Refinance Your Home
Currently Off Market - Sold Jul 8, 2015 for $459,500

Home Value

Trulia Estimate
$805K
Since last month
Decreased$12K (-1.5%)
Since last year
Increased$12K (+1.5%)
Since last sale
Increased$347K (+75.5%)
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 +67% in the last 10 years
MonthEstimated value
2026
August 2026$807K
July 2026$819K
June 2026$827K
May 2026$841K
April 2026$829K
March 2026$831K
February 2026$794K
January 2026$774K
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
21 Circle Dr, Waltham, MA
0.08
Single-Family Home
$800,000
10/15/25
3
1.5
1,773
750 Trapelo Rd, Waltham, MA
0.28
Single-Family Home
$675,000
12/12/25
3
2
1,548
3 Helen St, Waltham, MA
0.22
Single-Family Home
$795,000
09/29/25
3
2
2,292
65 Woburn St, Waltham, MA
0.32
Single-Family Home
$670,000
01/15/26
3
2
1,458
88 Temple Rd, Waltham, MA
0.25
Single-Family Home
$820,000
07/17/26
3
2
1,907
23 Wight St, Waltham, MA
0.18
Single-Family Home
$910,000
12/12/25
3
2.5
2,300
4 Abbott Rd, Waltham, MA
0.34
Single-Family Home
$827,000
08/27/26
3
1.5
1,931
55 Circle Dr, Waltham, MA
0.03
Single-Family Home
$750,000
01/23/26
2
1
889
39 Wight St, Waltham, MA
0.20
Single-Family Home
$931,500
10/31/25
4
2.5
1,971
62 Temple Rd, Waltham, MA
0.30
Single-Family Home
$825,000
11/05/25
3
1
1,630

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
55 Circle Dr, Waltham, MA 02452
0.03
$750,000
2
1
889
Recently Sold
74 Circle Dr, Waltham, MA 02452
0.02
$816,900
3
1.5
1,435
Off Market
26 Circle Dr, Waltham, MA 02452
0.06
$1,181,800
2
1
784
Off Market
65 Hobbs Rd, Waltham, MA 02452
0.07
$1,599,000
4
3.5
4,000
Off Market
39 Circle Dr, Waltham, MA 02452
0.08
$1,397,800
3
3.5
3,000
Off Market
15 Coolidge Ave, Waltham, MA 02452
0.07
$935,100
2
3
1,928
Off Market
21 Circle Dr, Waltham, MA 02452
0.08
$819,700
3
1.5
1,773
Off Market
33 Circle Dr, Waltham, MA 02452
0.08
$1,444,800
4
3.5
3,303
Off Market
600 Trapelo Rd #5, Waltham, MA 02452
0.08
$829,700
3
3.5
1,687
Off Market
656 Trapelo Rd, Waltham, MA 02452
0.10
$971,100
3
2
1,541
Off Market
600 Trapelo Rd #1, Waltham, MA 02452
0.10
$830,000
3
3.5
1,582
Recently Sold
155 Marguerite Ave, Waltham, MA 02452
0.13
$2,050,000
6
3.5
4,200
Recently Sold

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Living Area
1,269 sqft
Price/Sqft
$634

About this House

***SHOWINGS BEGIN AT OPEN HOUSE, SUNDAY, MAY 31st, 2-4pm****Wonderfully cared for & upgraded Cape in desirable Briarwood locale. This bright & airy home is available for sale for the first time in almost 40 years! Hardwood floors throughout, first floor bedroom option with 1/2 bath or office and bright white kitchen overlooking perennial garden. West facing three season porch with 5 sets of sliders is perfect for letting in the summer breezes & relaxing at the end of the day to enjoy the sunset. This home is awaiting it's new owners. Maintenance free siding, newer windows, gas heat, cooking & hot water are a few of the efficient features of this home. Minutes to Beaver Brook Reservation, shopping and super easy commuter location.
66 Circle Dr, Waltham, MA 02452 is a 3 bedroom, 2 bathroom, 1,269 sqft single-family home built in 1952. It last sold for $459,500 on Jul 8, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $804,600, with a rent estimate of $3,837/month.

Home Details for 66 Circle Dr

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1952
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 6098 sqft

Price and Tax history

DateEventPrice
Jul 8, 2015
Source: N/A
Sold
$459,500
Jun 3, 2015
Source: Agent Provided
Pending
$450,000
May 28, 2015
Source: Agent Provided
Listed For Sale
$450,000

Market trends in Waltham

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$786K
$8.83KMoM
Sale-to-List Price
99.9%
0.1%MoM
Price per sq ft
$496
$24MoM
Available listings
102
7MoM

Around this home

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 Circle Dr

  • What is 66 Circle Dr estimated to be worth?
    Trulia's estimated value for 66 Circle Dr in Waltham, MA is $804,600.
  • What is the price history for 66 Circle Dr?
    66 Circle Dr in Waltham, MA last sold for $459,500 in July 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 $786K. That is down $8.83K from the prior month.
  • How big is the lot at 66 Circle Dr?
    The lot at 66 Circle Dr in Waltham, MA is about 0.14 acres (6,098 sq ft).

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