66 Main St, Wakefield, MA 01880
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Property image
OFF MARKET

66 Main St
Wakefield, MA 01880

  • 3 Beds
  • 2 Baths
  • 1,562 sqft

$896,300

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $5,352/mo*
Refinance Your Home

$896,300

Trulia Estimate
as of Jul 24, 2026
Est. Refi. Payment $5,352/mo*
Refinance Your Home
3 Beds
2 Baths
1,562 sqft

Local Information

  • Map ViewExplore the area around 66 Main St.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1950
Living Area
1,562 sqft
Price/Sqft
$574

About this House

Classic Colonial on Wakefield Lake! You don't want to miss this one! This 3 bedroom 2 full bath home is directly across from Lake Quannapowitt and also boasts the dream white picket fence and tons of curb appeal. You will love sitting on your sun filled 3 season porch as you watch all the lake activities or enjoy a good book with your favorite beverage. Step down from kitchen to a large family room offering more space for your enjoyment. Lovely living room with fireplace that is set up for gas (not operational for wood buring). Head upstairs to enjoy LAKE VIEWS from nearly every window. Plenty of storage room in the basement or finish it for even more living area. The possibilities are endless. All this plus a huge fenced in yard and large deck out back. I'm seeing back yard barbecues with family and friends! Homes on the lake are rarely available and it will not last. Plan your visit now!
66 Main St, Wakefield, MA 01880 is a 3 bedroom, 2 bathroom, 1,562 sqft single-family home built in 1950. It last sold for $721,000 on Aug 18, 2021. It is currently off market. The Trulia Estimate is $896,300, with a rent estimate of $3,837/month.

Home Details for 66 Main St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, GasHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1950Year Updated: 1965
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Price History for 66 Main St

DatePriceEventSource
08/18/2021$721,000Sold
N/A
05/30/2019$595,000Sold
N/A
04/30/2019$539,900PendingAgent Provided
04/23/2019$539,900Listed For SaleAgent Provided

Market trends in Wakefield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$806K
$89.83KMoM
Sale-to-List Price
—
Price per sq ft
$468
$15MoM
Available listings
54
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Property Tax and Assessment

Year2025
Tax$8,360
Assessment$736,600
Home facts updated by county records

Comparable Sales for 66 Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
16 Beebe Ln, Wakefield, MA
0.38
Single-Family Home
$999,999
04/10/26
3
1.5
1,668
15 Quannapowitt Ave, Wakefield, MA
0.21
Single-Family Home
$600,000
07/22/26
3
1
1,332
270 Lowell St, Wakefield, MA
0.29
Single-Family Home
$768,500
03/20/26
3
2
2,195
7 Beebe Ln, Wakefield, MA
0.34
Single-Family Home
$775,000
07/13/26
3
2.5
2,579
5 Wyoma St, Wakefield, MA
0.24
Single-Family Home
$865,000
08/15/25
2
3
2,033
60 Cordis St, Wakefield, MA
0.65
Single-Family Home
$925,000
06/30/26
3
1.5
1,645
284 Lowell St, Wakefield, MA
0.36
Single-Family Home
$897,000
05/28/26
4
2
2,196
8 Fielding St, Wakefield, MA
0.65
Single-Family Home
$750,000
09/23/25
3
2
1,309
25 Juniper Ave, Wakefield, MA
0.53
Single-Family Home
$885,000
03/12/26
3
2
2,364
45 Aborn Ave, Wakefield, MA
0.73
Single-Family Home
$910,000
10/17/25
3
1.5
1,632

Nearby homes

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Assigned Schools

These are the assigned schools for 66 Main St.
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 Wakefield

At least 152 Trulia users voted on each feature.

  • 91 % Say it's dog friendly

  • 89 % Say parking is easy

  • 86 % Say there are sidewalks

  • 84 % Say people would walk alone at night

  • 84 % Say there's holiday spirit

  • 82 % Say yards are well-kept

  • 80 % Say car is needed

  • 77 % Say streets are well-lit

  • 75 % Say kids play outside

  • 73 % Say it's walkable to restaurants

  • 72 % Say they plan to stay for at least 5 years

  • 69 % Say it's quiet

  • 62 % Say neighbors are friendly

  • 62 % Say there's wildlife

  • 54 % Say it's walkable to grocery stores

  • 50 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "I have lived in this town for the last 25 years. I own a business downtown here and have a great sense that a small community school system is a great safe location near major highways within 45 minutes to the beaches then an hour away to the ski area and 10 miles to downtown Boston"
    0
    Flag
  • Trulia User
    "The school system is good, especially their music department It's a great marching band too. Great parks and close to Transportation "
    0
    Flag
  • Alton Zink
    "It has good schools lots of local shopping and recreational activity? Wakefield has many highways that bring access to local beaches as well as going north to New Hampshire for skiing and hiking"
    1
    Flag
  • Trulia User
    "I live and own my own business in town, for 24 years. Great place to raise kids . Safe community Walkable, close to public transportation"
    0
    Flag
  • Trulia User
    "Let's make food for Christmas, on Valentine's Day let's make suprimes, Halloween we give sweets to all the children And many other things"
    1
    Flag
  • Trulia User
    "Safe, local kids kids-friendly parks, walking areas, public transportation, good school system Near major roads "
    0
    Flag
  • Trulia User
    "been here 6 years and my neighbors and the neighborhood is the best. We all watch out for one another. It is a very peaceful area and very safe."
    0
    Flag
  • Trulia User
    "digs and walkers are always around. very friendly and secure neighborhood. everyone looks out for each other."
    0
    Flag
  • Trulia User
    "They would love to walk the lake which many residents do. Dog park close by as well. Also, break heart reservation is close by for hiking, swimming and a dog park"
    0
    Flag
  • Trulia User
    "Dog owners love this neighborhood low traffic, and plenty of sidewalk space plenty of places to let the dog off the leash and run parks etc"
    0
    Flag
  • Trulia User
    "Many families in the area, with great fields, parks, and stores within walking distance. All this but still private little neighborhoods."
    0
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  • Trulia User
    "We love dogs, they are always welcome! Messes are cleaned up and there are plenty of dog walkers and we also have dog parks in and around the area!"
    0
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  • Trulia User
    "Lots of people walk their dogs around. Always friendly. Nice fields to let them loose in. Everyone is respectful"
    0
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  • Megangobeille
    "There are two bus lines through Wakefield that end at the orange line Oak Grove or Malden Center, both busses go to both train stations. Commute is 30mins on the bus to oak grove during rush hour and 30mins on the train to Downton Crossing"
    0
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  • Jennifer B.
    "Easy on commuter rail, it’s about an hour door to door. Orange line in Malden/Medford not far either."
    0
    Flag
  • Jennifercb92
    "There’s a great school system, and it’s in close enough proximity to Boston that it’s a great place to live and raise a family."
    3
    Flag
  • Kaitlyn S.
    "Halloween is a big event . Every house is a party . My husband and I know just about everyone on our street!! We have bbq and fires with the neighbors all summer ."
    0
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  • Jen M. .
    "My commute to Boston is over an hour each way. I do not recommend driving if you can take the commuter rail to get to work. "
    0
    Flag
  • Kaitlyn S.
    "I’ve lived in this area for 5 years now . It’s like it’s own tiny community. Everyone is very friendly and knows one another . The elementary school is excellent and the commuter rail in a walk away "
    0
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  • Casey H.
    "Best place I know. Grew up here and bought a home to raise my children. Beat area I know. The schools are great. My kids still can play outside safely and I don’t have to worry. "
    4
    Flag
  • Eileen R.
    "Independence Day Parade Italian Festival Schools events Little League Community Events...….!!!!!!!!!!!"
    0
    Flag
  • Nicole C.
    "People frequently walk their dogs and even walk here from other neighborhoods. It is a safe neighborhood that is very dog friendly"
    0
    Flag
  • Universriot
    "4th of July Parade is the biggest in New England, light up of Hanukkah Menorah at Wakefield Common, every week there is some event near the lake Quannapowitt. "
    3
    Flag
  • Khintlian
    "Not a bad commute to the city. I feel as though Wakefield is a great central location. 95 south traffic is getting worse. North is better"
    2
    Flag
  • Kathleen D.
    "I have lived in this neighborhood for 19 years. The neighbors are lovely & create a friendly atmosphere."
    0
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  • Sam C.
    "We are huge dog lovers and there are great places to take them for long walks."
    0
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  • Sam C.
    "The commute is very simple. There are many different ways you can use to get to the heart of Greenwood."
    0
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  • Sam C.
    "It is a small little community within a bigger town."
    0
    Flag
  • Sam C.
    "It is a GREAT place to raise kids and the school is an awesome place to learn."
    0
    Flag
  • Rebecca R.
    "We do like dogs."
    0
    Flag
  • Rebecca R.
    "It's very beautiful with nice people."
    0
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  • Denise D.
    "A little congested weekday mornings with traffic coming off of Route 128 and cutting through town to avoid the highway back up."
    0
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  • Denise D.
    "Beautiful Lake Quannapowitt, and very close to the center of town."
    0
    Flag
  • Denise D.
    "Lots of families with small children, and a lot of town activities for children."
    0
    Flag
  • David S.
    "The rail and bus service can take you to Boston and the easy access to major highways makes commuting easy."
    0
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  • David S.
    "Quiet area, friendly neighbors, suburban bordering on rural, not crowded, lots of small businesses, but no heavy industry. Lots of trees, nice homes and scenery. Easy access to major highways, lots of places to eat or shop, no crime, fire station nearby, prompt police response if needed, & good roads. Also, local bank has a Greenwood office, and you don't have to go far to find what you need. Just a nice environment to live in. Plus, rail service to Boston, and to points North as well."
    0
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  • Arayadiane
    "very friendly and well maintained neighborhoods. good schools, very safe close to highways. very walkable. love livinh here."
    0
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  • Huyen N.
    "Beautiful wood areas with many hiking trails. Generally quiet and pretty safe neighborhood with nice neighbors."
    0
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  • Ian M.
    "It's an easy commute by car as route 128 is easily accessed. It is also on main MBTA bus and rail routes."
    0
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  • Ian M.
    "There are older homes that are well maintained, borders lake Quannapowitt."
    0
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Explore by feature - Pet Friendly

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Homes for sale near 66 Main St

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Off Market Homes Near 66 Main St

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