21 Highland St, Ware, MA 01082
Property image
Property image
OFF MARKET

$692,900

Trulia Estimate
  • 6 Beds
  • 3.5 Baths
  • 4,564 sqft (on 4.70 acres)

21 Highland St, Ware, MA 01082

Est. Refi. Payment $4,308/mo*
Refinance Your Home
Currently Off Market - Sold Sep 15, 2015 for $390,000

Home Value

Trulia Estimate
$693K
Since last month
Decreased$3K (-0.4%)
Since last year
Increased$23K (+3.4%)
Since last sale
Increased$302K (+77.5%)
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$692K
July 2026$695K
June 2026$687K
May 2026$685K
April 2026$665K
March 2026$666K
February 2026$645K
January 2026$648K
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
186 North St, Ware, MA
0.20
Single-Family Home
$360,000
08/13/26
4
2.5
2,198
105 Church St, Ware, MA
0.37
Single-Family Home
$480,000
01/13/26
4
3
2,495
152 North St, Ware, MA
0.32
Single-Family Home
$350,000
12/23/25
3
2
2,388
58 Church St, Ware, MA
0.57
Single-Family Home
$135,000
06/02/26
6
3
3,440
22 Berkshire Cir, Ware, MA
1.01
Single-Family Home
$426,000
10/17/25
4
3
2,288
9 Walnut St, Ware, MA
0.39
Single-Family Home
$175,000
03/13/26
4
2
2,175
20 Spring St, Ware, MA
0.53
Single-Family Home
$325,000
07/09/26
4
2
1,869
99 North St, Ware, MA
0.51
Single-Family Home
$295,900
05/07/26
4
1.5
1,782
106 Pleasant St, Ware, MA
0.73
Single-Family Home
$385,000
09/02/25
3
2
1,962
10 Pearl St, Ware, MA
0.27
Single-Family Home
$285,000
01/29/26
3
1
960

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
55 Highland St, Ware, MA 01082
0.13
$388,100
3
2
1,522
Off Market
32 Highland St, Ware, MA 01082
0.17
-
2
1
1,368
Off Market
83 Highland St, Ware, MA 01082
0.18
$419,700
7
4
2,800
Off Market
187 North St, Ware, MA 01082
0.18
$346,500
3
1
1,617
Off Market
221 North St #9, Ware, MA 01082
0.19
-
2
1
720
Off Market
186 North St, Ware, MA 01082
0.20
$360,000
4
2.5
2,198
Recently Sold
12 Old Gilbertville Rd #L, Ware, MA 01082
0.27
-
-
-
-
Off Market
6 Highland St, Ware, MA 01082
0.27
-
3
1
1,344
Off Market
10 Pearl St, Ware, MA 01082
0.27
$285,000
3
1
960
Recently Sold
78 Aspen St, Ware, MA 01082
0.27
$302,400
3
1
1,051
Off Market
120 Church St, Ware, MA 01082
0.30
$420,700
4
2
2,129
Off Market
152 North St, Ware, MA 01082
0.32
$350,000
3
2
2,388
Recently Sold

Local Information

  • Map ViewExplore the area around 21 Highland St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1938
Lot Size
4.7 acres
Living Area
4,564 sqft
Price/Sqft
$152

About this House

Antique chandeliers shine throughout this grand 4564 sq. ft. home. Off the spacious foyer are the LR, Library, Office, and DR. The remodeled kitchen features marble counter tops, center island, butler's pantry, breakfast room, SS appliances & large sink, & custom cabinetry. Butler's Pantry boasts warming oven, 2nd service sink, 2nd dishwasher, marble & custom cabinets. The half bath is spacious & well-lit. A cozy Library is found off the open LR. Both LR & Library access a Sun porch through French doors. The office is a perfect quiet room w/views of the backyard. The 2nd Floor features the Master, 4 additional BR's, 2 Baths, and 2nd floor sun porch. A sewing/craft room & hall closets lead to back staircase. 3rd Floor has 2 additional BR's, another Bath & storage rooms. The 4.7 acre setting provides ample privacy on an older established street. Mature trees and a classic circular driveway complete the stunning curb appeal. You will be proud to call this 1938 house your home.
21 Highland St, Ware, MA 01082 is a 6 bedroom, 4 bathroom, 4,564 sqft single-family home built in 1938. It last sold for $390,000 on Sep 15, 2015. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $692,900, with a rent estimate of $3,812/month.

Home Details for 21 Highland St

Interior Features

Interior Details
BasementNumber of Rooms: 17
Heating & Cooling
Heating: Forced Air, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1938
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 4.70 acres

Price and Tax history

DateEventPrice
Sep 15, 2015
Source: N/A
Sold
$390,000
Jul 23, 2015
Source: Agent Provided
Pending
$399,900
Apr 29, 2015
Source: Agent Provided
PriceChange
$399,900
Price decreased by 2%
Mar 1, 2015
Source: Agent Provided
PriceChange
$410,000
Price decreased by 4%
Jan 12, 2015
Source: Agent Provided
Listed For Sale
$425,000

Market trends in Ware

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
26
3MoM

Around this home

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 Ware

At least 49 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 76 % Say car is needed

  • 73 % Say there's holiday spirit

  • 72 % Say kids play outside

  • 69 % Say yards are well-kept

  • 67 % Say there are sidewalks

  • 66 % Say parking is easy

  • 63 % Say people would walk alone at night

  • 62 % Say it's walkable to restaurants

  • 58 % Say there's wildlife

  • 55 % Say it's walkable to grocery stores

  • 52 % Say it's quiet

  • 51 % Say neighbors are friendly

  • 45 % Say streets are well-lit

  • 38 % Say they plan to stay for at least 5 years

  • 14 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Victoria Morin
    "The dog park is well intentioned but lacks shade. Dog owners don’t seem to pick up after their dogs as much as other communities, as well. "
    0
    Flag
  • Bmwware
    "nice tree lined streets welcoming safe areas . friendly people and many pet lovers, great place to call home"
    3
    Flag
  • Kristen A. W.
    "we moved here from Cambridge MA to get away from the noisy city. our family has lived here for 33 years now. Great, small, quiet town. not much to do around the area. Fishing, boating, kyaking, walking the woods or quabbin. "
    4
    Flag
  • Jennifer P.
    "Fireworks in the park along with a lovely playground and hiking trails. Pride of ownership evident in my neighborhood. "
    2
    Flag
  • Victoria M.
    "Down town is crowded and traffic can be slow moving, but once past it the commute is easy yet long. Ware is quite far from all major highways."
    1
    Flag
  • Articcat621
    "4th of july event and other band playings at various restaurants make going out fun. local artists too are great."
    0
    Flag
  • Patricia P.
    "quiet road very little traffic and awesome neighbors. no loud noises everyone looks out for each other"
    0
    Flag
  • Patricia P.
    "it's quite and the people are great. the street is off any main roads, so there is little to no traffic. amazing place"
    1
    Flag
  • kathy y.
    "I currently live here and am only moving because I am remarrying. Ware is a terrific quiet little town. The peacefulness when in my yard is hard to find in other areas. I love the closeness to the Quabbin Reservoir for hiking. Shopping and restaurants are near by."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Highland St

  • What is 21 Highland St estimated to be worth?
    Trulia's estimated value for 21 Highland St in Ware, MA is $692,900.
  • What is the price history for 21 Highland St?
    21 Highland St in Ware, MA last sold for $390,000 in September 2015.
  • Is Ware a buyer's or seller's market?
    Ware is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Ware?
    Residents describe Ware, MA as dog-friendly, well-kept, and pedestrian-friendly. See recently sold homes in Ware, MA.
  • How big is the lot at 21 Highland St?
    The lot at 21 Highland St in Ware, MA is about 4.7 acres.

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