20 High St, Wakefield, MA 01880
Property image
Property image
OFF MARKET

20 High St
Wakefield, MA 01880

Greenwood
  • 4 Beds
  • 2.5 Baths
  • 2,800 sqft (on 0.74 acres)

$1,075,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $6,485/mo*
Refinance Your Home

$1,075,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $6,485/mo*
Refinance Your Home
4 Beds
2.5 Baths
2,800 sqft
(on 0.74 acres)

Local Information

  • Map ViewExplore the area around 20 High St.
  • Schools1 Preschool School3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1880
Lot Size
0.74 acres
Living Area
2,800 sqft
Price/Sqft
$384

About this House

This single-family home is located at 20 High St, Wakefield, MA. 20 High St is in the Greenwood neighborhood in Wakefield, MA and in ZIP code 01880. This property has 4 bedrooms, 3 bathrooms and approximately 2,800 sqft of floor space. This property has a lot size of 0.74 acres and was built in 1880.
20 High St, Wakefield, MA 01880 is a 4 bedroom, 3 bathroom, 2,800 sqft single-family home in Greenwood, built in 1880. It last sold for $719,000 on Jun 1, 2020. It is currently off market. The Trulia Estimate is $1,075,300, with a rent estimate of $5,532/month.

Home Details for 20 High St

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: Other, Gas, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Appliances & Utilities
DisposalMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylPorch

Property Information

Year Built
Year Built: 1880Year Updated: 1954
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.74 acres

Price History for 20 High St

DatePriceEventSource
06/01/2020$719,000Sold
N/A
03/26/2020$739,900Listed For SaleAgent Provided
09/30/2019$481,000Sold
N/A
08/15/2019$576,464PriceChange
Agent Provided
08/14/2019$577,274PriceChange
Agent Provided
08/12/2019$577,361PriceChange
Agent Provided
08/10/2019$577,243PriceChange
Agent Provided
08/08/2019$577,332PriceChange
Agent Provided
08/05/2019$577,667PriceChange
Agent Provided
07/28/2019$575,909PriceChange
Agent Provided
07/26/2019$0Listed For SaleAgent Provided
07/31/1996$215,000Sold
N/A
05/26/1992$191,000Sold
N/A

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$9,425
Assessment$830,400
Home facts updated by county records

Comparable Sales for 20 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
50 Pitman Ave, Wakefield, MA
0.25
Single-Family Home
$925,000
08/15/25
4
2.5
2,429
95 Greenwood Ave, Wakefield, MA
0.15
Single-Family Home
$1,120,000
08/06/26
4
3.5
2,400
35 Kendrick Rd, Wakefield, MA
0.15
Single-Family Home
$999,999
07/27/26
3
2.5
1,927
64 Harrison Ave, Wakefield, MA
0.38
Single-Family Home
$1,305,000
10/29/25
5
3.5
3,384
39 Pine St, Wakefield, MA
0.16
Single-Family Home
$810,000
10/27/25
3
2
1,254
53 Cooper Street Ext, Wakefield, MA
0.53
Single-Family Home
$1,400,000
12/04/25
3
2.5
3,364
15 Hickory Hill Rd, Wakefield, MA
0.45
Single-Family Home
$830,000
03/04/26
3
2
1,696
16 Orchard Ave, Wakefield, MA
0.18
Single-Family Home
$820,000
05/27/26
3
1.5
1,263
24 Myrtle Ave, Wakefield, MA
0.38
Single-Family Home
$849,000
01/08/26
3
3
1,797

Nearby homes

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Assigned Schools

These are the assigned schools for 20 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
    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
    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
    Flag
  • 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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Explore by feature - Pet Friendly

22 pet-friendly rentals in Wakefield, MA

Explore by feature - Garage

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Homes for sale near 20 High St

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Off Market Homes Near 20 High St

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Frequently asked questions about 20 High St

  • What is 20 High St estimated to be worth?
    Trulia's estimated value for 20 High St in Wakefield, MA is $1,075,300.
  • What is the price history for 20 High St?
    20 High St in Wakefield, MA last sold for $719,000 in June 2020.
  • 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 20 High St?
    The lot at 20 High St in Wakefield, MA is about 0.74 acres (32,234 sq ft).