21 High St, Wakefield, MA 01880
OFF MARKET

21 High St
Wakefield, MA 01880

Greenwood
  • 4 Beds
  • 2 Baths
  • 1,796 sqft (on 0.34 acres)

$871,000

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $5,135/mo*
Refinance Your Home

$871,000

Trulia Estimate
as of Jun 20, 2026
Est. Refi. Payment $5,135/mo*
Refinance Your Home
4 Beds
2 Baths
1,796 sqft
(on 0.34 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Looking to find your own space while staying close to the city? With this cozy Wakefield home, you can have both! The suburban location boasts an easy commute to Boston, yet still provides the charm and appeal of a residence outside the urban sprawl. Hardwood floors accent the entirety of the home, as well as beautiful wood doors and framing. Windows, sliding doors, and skylights add to the atmosphere, and create an ambiance throughout the house. Further enhanced by an open floor plan and fireplace, the spacious interior of the home is matched by what lies outdoors. A wonderful, wooded backyard with a stone patio provides even more space, and, along with the cedar shed, lends to the rustic setting of the home. A hot tub and large deck also accompany these features, serving for both entertainment and relaxation. This Wakefield offering is move-in ready and a wonderful place to call home!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21 High St

Interior Features

Interior Details
BasementAtticIn-law unitNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Laundry Room
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Laminate
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood, BrickLawn
Parking & Garage
GarageParking Spaces: 5Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1960Year Updated: 1970
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.34 acres

Price History for 21 High St

DatePriceEventSource
10/09/2013$425,000Sold
N/A
08/14/2013$429,900Listed For SaleAgent Provided
12/15/2011$389,000Sold
N/A
10/13/2011$399,900PriceChange
Agent Provided
10/11/2011$399,999Listed For SaleAgent Provided

Market trends in Wakefield

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
54
19MoM
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Property Tax and Assessment

Year2025
Tax$8,310
Assessment$732,200
Home facts updated by county records

Homeowner tools

Estimated monthly rent$4,082/mo
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Homes for rent near 21 High St

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Comparable Sales for 21 High St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
5 Harrison Ave, Wakefield, MA
0.15
Single-Family Home
$700,000
11/06/25
4
1.5
1,916
95 Greenwood Ave, Wakefield, MA
0.17
Single-Family Home
$650,000
12/15/25
4
3.5
2,400
38 Grafton St, Wakefield, MA
0.36
Single-Family Home
$775,000
06/25/25
4
2
1,498
40 Harrison Ave, Wakefield, MA
0.25
Single-Family Home
$925,000
07/16/25
4
1.5
1,679
6 Francis Ave, Wakefield, MA
0.18
Single-Family Home
$825,000
07/17/25
4
1.5
1,813
15 Hickory Hill Rd, Wakefield, MA
0.41
Single-Family Home
$830,000
03/04/26
3
2
1,696
39 Pine St, Wakefield, MA
0.12
Single-Family Home
$810,000
10/27/25
3
2
1,254
12 Babson St, Wakefield, MA
0.17
Single-Family Home
$660,000
07/31/25
3
1
1,750
50 Pitman Ave, Wakefield, MA
0.24
Single-Family Home
$925,000
08/15/25
4
2.5
2,429
16 Orchard Ave, Wakefield, MA
0.18
Single-Family Home
$820,000
05/27/26
3
1.5
1,263

Nearby homes

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Assigned Schools

These are the assigned schools for 21 High 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.

Neighborhood Overview

Greenwood
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Greenwood

At least 19 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 97 % Say there's holiday spirit

  • 96 % Say parking is easy

  • 96 % Say kids play outside

  • 89 % Say they plan to stay for at least 5 years

  • 88 % Say people would walk alone at night

  • 86 % Say there are sidewalks

  • 83 % Say it's walkable to restaurants

  • 83 % Say streets are well-lit

  • 80 % Say yards are well-kept

  • 75 % Say neighbors are friendly

  • 73 % Say car is needed

  • 71 % Say it's quiet

  • 56 % Say there are community events

  • 52 % Say there's wildlife

  • 29 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • 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
    "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
    Flag
  • Trulia User
    "Lots of people walk their dogs around. Always friendly. Nice fields to let them loose in. Everyone is respectful"
    0
    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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  • 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
    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
    Flag
  • 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
    Flag
  • David S.
    "There are lots of areas to walk dogs in Greenwood, and there is access to 20 acres of town owned. Ther are woods that you can access through the playground. Veterinary services are available in Wakefield, Melrose, Stoneham, Saugus, and Reading, and most are only a few miles from Greenwood."
    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
    Flag
  • 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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  • David S.
    "It is NOT a rough neighborhood, nor any criminal activity here. Children are safe here. We all look out for each other. Preschool and grammar school are centrally located, and bus service is provided."
    0
    Flag
  • Huyen N.
    "Beautiful wood areas with many hiking trails. Generally quiet and pretty safe neighborhood with nice neighbors."
    0
    Flag
  • Jennifer
    "Lakes, friendly, clean, close to major highways, good schools, amazing restaurants, youth sports, lovely people "
    0
    Flag
  • Ruth J.
    "Very dog friendly and most people pick up after their dogs. There is also a dog park on Main Street and when I drive by, I always look to see if anyone is there and it puts a smile on my face."
    0
    Flag
  • Ruth J.
    "Very easy to get by through any means of transportation. There is a bus line and the commuter rail and I've been seeing a lot of bike riding."
    0
    Flag
  • Ruth J.
    "There's Greenwood Plaza which has much to offer."
    0
    Flag
  • Ruth J.
    "The school system is very good. They also have Kumon Learning Center, which I sent my two children to for math and reading comprehension."
    0
    Flag
  • Ehlocke
    "I actually know my neighbors. Kids walk to school together. I get a text if I leave my garage door open. Very friendly area. "
    0
    Flag
  • Mj S.
    "Desirable Greenwood neighborhood is walkable and family friendly. Wonderful neighborhood community. Walking distance (5-10 minutes) to Greenwood Station commuter rail to downtown Boston. Town plows sidewalk in front of house. "
    0
    Flag

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Homes for sale near 21 High St

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Off Market Homes Near 21 High St

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21 High St, Wakefield, MA 01880 is a 4 bedroom, 2 bathroom, 1,796 sqft single-family home built in 1960. 21 High St is located in Greenwood, Wakefield. This property is not currently available for sale. 21 High St was last sold on Oct 9, 2013 for $425,000. The current Trulia Estimate for 21 High St is $871,000.