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

$866,100

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

21 High St, Wakefield, MA 01880

Greenwood
Est. Refi. Payment $5,211/mo*
Refinance Your Home
Currently Off Market - Sold Oct 9, 2013 for $425,000

Home Value

Trulia Estimate
$866K
Since last month
Decreased$4K (-0.5%)
Since last year
Increased$32K (+3.8%)
Since last sale
Increased$442K (+104%)
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 +76% in the last 10 years
MonthEstimated value
2026
August 2026$867K
August 2026$867K
July 2026$871K
June 2026$879K
May 2026$887K
April 2026$869K
March 2026$867K
February 2026$829K
January 2026$815K
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
5 Harrison Ave, Wakefield, MA
0.15
Single-Family Home
$700,000
11/06/25
4
1.5
1,916
34 Greenwood Ave, Wakefield, MA
0.17
Single-Family Home
$888,000
08/14/26
3
1.5
1,432
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
35 Kendrick Rd, Wakefield, MA
0.17
Single-Family Home
$999,999
07/27/26
3
2.5
1,927
16 Orchard Ave, Wakefield, MA
0.18
Single-Family Home
$820,000
05/27/26
3
1.5
1,263
34 Golden Hills Rd, Saugus, MA
0.55
Single-Family Home
$665,000
02/20/26
3
2
1,820
95 Greenwood Ave, Wakefield, MA
0.17
Single-Family Home
$1,120,000
08/06/26
4
3.5
2,400
24 Myrtle Ave, Wakefield, MA
0.33
Single-Family Home
$849,000
01/08/26
3
3
1,797
104 Myrtle Ave, Wakefield, MA
0.61
Single-Family Home
$785,000
02/20/26
3
1.5
1,778

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
32 Pine St, Wakefield, MA 01880
0.02
$781,400
4
1
2,276
Off Market
18 High St, Wakefield, MA 01880
0.05
$852,500
4
2
1,611
Off Market
14 High St, Wakefield, MA 01880
0.08
$1,346,600
4
3.5
2,752
Off Market
39 Pine St, Wakefield, MA 01880
0.12
$822,300
3
2
1,254
Off Market
47 Pine St, Wakefield, MA 01880
0.15
$914,000
3
1.5
2,189
Off Market
5 Harrison Ave, Wakefield, MA 01880
0.15
$700,000
4
1.5
1,916
Recently Sold
56 Madison Ave, Wakefield, MA 01880
0.16
$859,100
3
1.5
1,482
Off Market
54 Pine St, Wakefield, MA 01880
0.17
$747,200
3
1.5
1,162
Off Market
34 Greenwood Ave, Wakefield, MA 01880
0.17
$888,000
3
1.5
1,432
Recently Sold
12 Babson St, Wakefield, MA 01880
0.17
$672,900
3
1
1,750
Off Market
35 Kendrick Rd, Wakefield, MA 01880
0.17
$999,999
3
2.5
1,927
Recently Sold
80 Greenwood Ave, Wakefield, MA 01880
0.16
$951,600
4
2
1,928
Off Market

Local Information

  • Map ViewExplore the area around 21 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
1960
Lot Size
0.34 acres
Living Area
1,796 sqft
Price/Sqft
$482
Parking
Garage

About this House

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!
21 High St, Wakefield, MA 01880 is a 4 bedroom, 2 bathroom, 1,796 sqft single-family home in Greenwood, built in 1960. It last sold for $425,000 on Oct 9, 2013. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $866,100, with a rent estimate of $4,497/month.

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: OilHeating Fuel: Oil
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 and Tax history

DateEventPrice
Oct 9, 2013
Source: N/A
Sold
$425,000
Aug 14, 2013
Source: Agent Provided
Listed For Sale
$429,900
Dec 15, 2011
Source: N/A
Sold
$389,000
Oct 13, 2011
Source: Agent Provided
PriceChange
$399,900
Price decreased by 0%
Oct 11, 2011
Source: Agent Provided
Listed For Sale
$399,999

Market trends in Wakefield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$809K
$3.25KMoM
Sale-to-List Price
—
Price per sq ft
$490
$22MoM
Available listings
56
2MoM

Around this home

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."
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    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."
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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
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  • 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
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  • 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
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  • 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
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  • 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
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LGBTQ Local Legal Protections

Frequently asked questions about 21 High St

  • What is 21 High St estimated to be worth?
    Trulia's estimated value for 21 High St in Wakefield, MA is $866,100.
  • What is the price history for 21 High St?
    21 High St in Wakefield, MA last sold for $425,000 in October 2013.
  • 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 $809K. That is up $3.25K from the prior month.
  • Does 21 High St have laundry facilities?
    Yes, 21 High St in Wakefield, MA has in-unit laundry.
  • How big is the lot at 21 High St?
    The lot at 21 High St in Wakefield, MA is about 0.34 acres (14,700 sq ft).

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