27 Highland St, Ware, MA 01082
OFF MARKET

27 Highland St
Ware, MA 01082

  • 4 Beds
  • 2 Baths
  • 1,616 sqft (on 0.67 acres)

$323,200

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $2,054/mo*
Refinance Your Home

$323,200

Trulia Estimate
as of Jun 11, 2026
Est. Refi. Payment $2,054/mo*
Refinance Your Home
4 Beds
2 Baths
1,616 sqft
(on 0.67 acres)

Local Information

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

Description

Prepare to be transfixed by this charm-filled 4-bedroom, 2-bath home! Rare and wonderful details and features including the wood window mouldings and arched entrances. Lovely light drenches the combo living room/family room area (sellers now use as the baby play area) with classic built in shelving and a gorgeous fireplace. Classic bungalow craftsmanship including the big front porch shaded by the cedar trees. The second floor has a full bath (shower only), and two very large bedrooms, plus an area for exercise or a little library. A sink from what used to be a little kitchen area suggests an artists studio. Outside, the land is lovely. The yard is private, and enhanced by a beautiful patio with a gorgeous stone wall. Not enough can be said about the quality and integrity of this home. You MUST see it and soon, so you don't miss out. Call Now!
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
Porch, Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 27 Highland St

Interior Features

Interior Details
BasementAdditional StorageNumber of Rooms: 7Types of Rooms: Dining Room, Laundry RoomStorage
Heating & Cooling
Heating: Other, OilHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Hardwood, Linoleum Vinyl
Appliances & Utilities
DishwasherRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: VinylPatioPorch
Parking & Garage
Parking Spaces: 4Parking: Off Street

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: Single Family HomeArchitecture: Bungalow

Community

Units in Building: 1

Lot Information

Lot Area: 0.67 acres

Price History for 27 Highland St

DatePriceEventSource
04/08/2019$180,000Sold
N/A
02/20/2019$182,000PendingAgent Provided
02/13/2019$182,000Listed For SaleAgent Provided
10/17/2012$144,500Sold
N/A
09/07/2012$148,000PendingAgent Provided
08/12/2012$148,000Listed For SaleAgent Provided

Market trends in Ware

Last updated April 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
10
7MoM
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Property Tax and Assessment

Year2025
Tax$4,398
Assessment$292,000
Home facts updated by county records

Homeowner tools

Estimated monthly rent$2,643/mo
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Homes for rent near 27 Highland St

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Comparable Sales for 27 Highland St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
9 Walnut St, Ware, MA
0.28
Single-Family Home
$175,000
03/13/26
4
2
2,175
152 North St, Ware, MA
0.28
Single-Family Home
$350,000
12/23/25
3
2
2,388
4 Gareau Ave, Ware, MA
0.27
Single-Family Home
$285,000
06/12/25
4
1.5
1,434
6 Highland St, Ware, MA
0.15
Single-Family Home
$330,000
08/26/25
3
1
1,344
105 Church St, Ware, MA
0.24
Single-Family Home
$480,000
01/13/26
4
3
2,495
99 North St, Ware, MA
0.44
Single-Family Home
$295,900
05/07/26
4
1.5
1,782
4 School St, Ware, MA
0.36
Single-Family Home
$125,000
07/11/25
4
2
1,614
8 Bellevue Avenue Ext, Ware, MA
0.44
Single-Family Home
$106,000
05/22/26
4
2
1,624
97 Church St, Ware, MA
0.27
Single-Family Home
$445,000
08/20/25
4
3
3,510
84 Greenwich Rd, Ware, MA
0.84
Single-Family Home
$189,900
03/27/26
4
1
1,469

Nearby homes

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Assigned Schools

These are the assigned schools for 27 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

  • 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

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Apartments for Rent

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Homes for sale near 27 Highland St

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Off Market Homes Near 27 Highland St

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27 Highland St, Ware, MA 01082 is a 4 bedroom, 2 bathroom, 1,616 sqft single-family home built in 1930. This property is not currently available for sale. 27 Highland St was last sold on Apr 8, 2019 for $180,000. The current Trulia Estimate for 27 Highland St is $323,200.