21 Highland St, Ware, MA 01082
OFF MARKET

21 Highland St
Ware, MA 01082

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

$697,400

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $4,270/mo*
Refinance Your Home

$697,400

Trulia Estimate
as of May 27, 2026
Est. Refi. Payment $4,270/mo*
Refinance Your Home
6 Beds
3.5 Baths
4,564 sqft
(on 4.70 acres)

Local Information

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

Description

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.
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
No Info
Outdoor
No Info
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
No Info

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 History for 21 Highland St

DatePriceEventSource
09/15/2015$390,000Sold
N/A
07/23/2015$399,900PendingAgent Provided
04/29/2015$399,900PriceChange
Agent Provided
03/01/2015$410,000PriceChange
Agent Provided
01/12/2015$425,000Listed For SaleAgent Provided
05/17/2013$405,000Sold
N/A
03/18/2013$420,000PriceChange
Agent Provided
02/26/2013$439,500Listed For SaleAgent Provided
01/28/2012$499,000ListingRemovedAgent Provided
10/21/2011$499,000PriceChange
Agent Provided
07/22/2011$525,000PriceChange
Agent Provided
04/17/2011$549,900PriceChange
Agent Provided
02/05/2011$575,000PriceChange
Agent Provided
10/29/2010$599,000PriceChange
Agent Provided
09/02/2010$609,900PriceChange
Agent Provided
05/05/2010$650,000Listed For SaleAgent Provided
05/02/2000$270,000Sold
N/A
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Property Tax and Assessment

Year2024
Tax$9,511
Assessment$582,400
Home facts updated by county records

Comparable Sales for 21 Highland St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
97 Church St, Ware, MA
0.40
Single-Family Home
$445,000
08/20/25
4
3
3,510
105 Church St, Ware, MA
0.37
Single-Family Home
$480,000
01/13/26
4
3
2,495
84 Coffey Hill Rd, Ware, MA
0.83
Single-Family Home
$599,000
07/11/25
5
2.5
3,017
152 North St, Ware, MA
0.32
Single-Family Home
$350,000
12/23/25
3
2
2,388
22 Berkshire Cir, Ware, MA
1.01
Single-Family Home
$426,000
10/17/25
4
3
2,288
19 Sheehy Rd, Ware, MA
0.20
Single-Family Home
$100,000
07/01/25
3
2
2,188
4 Gareau Ave, Ware, MA
0.37
Single-Family Home
$285,000
06/12/25
4
1.5
1,434
9 Walnut St, Ware, MA
0.39
Single-Family Home
$175,000
03/13/26
4
2
2,175
6 Highland St, Ware, MA
0.27
Single-Family Home
$330,000
08/26/25
3
1
1,344
99 North St, Ware, MA
0.51
Single-Family Home
$295,900
05/07/26
4
1.5
1,782

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Highland 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.

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

  • 44 % Say streets are well-lit

  • 37 % Say they plan to stay for at least 5 years

  • 15 % 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

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Apartments for Rent

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Homes for sale near 21 Highland St

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Off Market Homes Near 21 Highland St

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Homes for rent near 21 Highland St

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21 Highland St, Ware, MA 01082 is a 6 bedroom, 4 bathroom, 4,564 sqft single-family home built in 1938. This property is not currently available for sale. 21 Highland St was last sold on Sep 15, 2015 for $390,000. The current Trulia Estimate for 21 Highland St is $697,400.