29 Hillcrest Rd, Wakefield, MA 01880
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Property image
OFF MARKET

29 Hillcrest Rd
Wakefield, MA 01880

  • 3 Beds
  • 2 Baths
  • 2,317 sqft

$893,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $5,414/mo*
Refinance Your Home

$893,100

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $5,414/mo*
Refinance Your Home
3 Beds
2 Baths
2,317 sqft

Local Information

  • Map ViewExplore the area around 29 Hillcrest Rd.
  • Schools2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1952
Living Area
2,317 sqft
Price/Sqft
$385

About this House

Beautiful well kept 3 bedroom, 2 bath ranch on tree lined street in great neighborhood. This house is made for entertaining with it's outside oasis and finished basement, all done in the last 3 years. New roof and sprinkler system on professionally landscaped lot. This house has been meticulously maintained and completely done over. Showings begin at Open House Saturday, April 6th - 12-2 and Sunday, April 7th - 12-2.
29 Hillcrest Rd, Wakefield, MA 01880 is a 3 bedroom, 2 bathroom, 2,317 sqft single-family home built in 1952. It last sold for $630,000 on May 16, 2019. It is currently off market. The Trulia Estimate is $893,100, with a rent estimate of $4,409/month.

Home Details for 29 Hillcrest Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other

Property Information

Year Built
Year Built: 1952Year Updated: 1964
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 9147 sqft

Price History for 29 Hillcrest Rd

DatePriceEventSource
05/16/2019$630,000Sold
N/A
04/09/2019$629,000PendingAgent Provided
04/04/2019$629,000Listed For SaleAgent Provided
12/09/2010$312,500Sold
N/A
10/24/2010$299,900Listed 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$8,424
Assessment$742,200
Home facts updated by county records

Comparable Sales for 29 Hillcrest Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
25 Juniper Ave, Wakefield, MA
0.11
Single-Family Home
$885,000
03/12/26
3
2
2,364
304 Lowell St, Wakefield, MA
0.16
Single-Family Home
$795,000
10/30/25
3
2
2,592
270 Lowell St, Wakefield, MA
0.28
Single-Family Home
$768,500
03/20/26
3
2
2,195
67 Woodcrest Dr, Wakefield, MA
0.14
Single-Family Home
$800,000
04/23/26
5
2
2,667
380 Vernon St, Wakefield, MA
0.14
Single-Family Home
$815,000
11/06/25
3
1.5
1,677
7 Beebe Ln, Wakefield, MA
0.29
Single-Family Home
$775,000
07/13/26
3
2.5
2,579
284 Lowell St, Wakefield, MA
0.23
Single-Family Home
$897,000
05/28/26
4
2
2,196
22 Indian Hill Rd, Wakefield, MA
0.18
Single-Family Home
$955,000
05/21/26
3
2.5
2,490
16 Beebe Ln, Wakefield, MA
0.29
Single-Family Home
$999,999
04/10/26
3
1.5
1,668
18 Paon Blvd, Wakefield, MA
0.28
Single-Family Home
$830,000
12/15/25
3
2
1,287

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Hillcrest Rd.
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
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  • 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
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  • 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
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  • 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
    Flag
  • Sam C.
    "We are huge dog lovers and there are great places to take them for long walks."
    0
    Flag
  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

22 pet-friendly rentals in Wakefield, MA

Explore by feature - Garage

10 rentals with a garage in Wakefield, MA

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24 rentals with air conditioning in Wakefield, MA

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Homes for sale near 29 Hillcrest Rd

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Off Market Homes Near 29 Hillcrest Rd

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Frequently asked questions about 29 Hillcrest Rd

  • What is 29 Hillcrest Rd estimated to be worth?
    Trulia's estimated value for 29 Hillcrest Rd in Wakefield, MA is $893,100.
  • What is the price history for 29 Hillcrest Rd?
    29 Hillcrest Rd in Wakefield, MA last sold for $630,000 in May 2019.
  • Is Wakefield a buyer's or seller's market?
    Wakefield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Wakefield?
    The median sale price in Wakefield is $806K. That is up $89.83K from the prior month.
  • How big is the lot at 29 Hillcrest Rd?
    The lot at 29 Hillcrest Rd in Wakefield, MA is about 0.21 acres (9,147 sq ft).