Get Natick and Metrowest Listings and Market Information

Work with Robb Enterprises real estate to buy, sell, or lease property that is right for you

  • Properties
    • For Rent
    • For Sale
    • Vacation Rental
    • Commercial
  • Specialty Properties
    • Natick New Construction
    • Natick Waterfront
    • Natick Apartments 01760
    • Section 8 Advertised Properties
  • Agents
  • Compare
  • Blog
  • Contact Us

Properties

  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
  • 1585 Highland Street, Holliston, Massachusetts, 4 Bedrooms Bedrooms, 9 Rooms Rooms,2.5 BathroomsBathrooms,Residential,For Sale,Highland Street,73371445
Property Description

This stately home is perched upon its meticulously landscaped lot, offering an unparalleled private oasis, just steps from Wenakeening Woods and Holliston’s Upper Charles Rail Trail. Refined interior spaces are brimming with natural light, an inviting open floor plan and thoughtful updates. The sunny kitchen features updated stainless appliances, granite countertops, hardwood flooring and sliding glass door, beautifully integrating the interior and exterior spaces. Inviting family room with gas fireplace; gracious living and dining rooms; powder room and mudroom complete the main level. Four generously sized bedrooms upstairs, showcased by the tranquil primary bedroom and its stunning bathroom with oversized tiled shower. Fabulous walk-up third floor offers many possibilities; finished lower level with bead board and recessed lighting, ideal for a playroom, office and exercise space. The magazine worthy backyard boasts a large deck with a pergola, patio and mature plantings.

Features
: Baseboard, Natural Gas
: Central Air
: Full, Partially Finished
: Family Room
: Attached, Garage Door Opener, Paved, Paved Drive
: Disposal, Range, Dishwasher, Microwave, Refrigerator, Washer, Dryer, Gas Water Heater
: Frame
: Screens, Professional Landscaping, Patio, Sprinkler System, Deck - Wood, Rain Gutters, Storage
: Tile, Wood, Laminate, Hardwood, Carpet
: Private Sewer
: Colonial
: Public
: Circuit Breakers
: 2
: Walk-up Attic, Recessed Lighting, Game Room, Beadboard
: No
: Washer Hookup, Second Floor, Electric Dryer Hookup
Additional Information
Holliston High
Adams
4
2025
Active
$312
101
$950,000
1
No
New
Address Map
Holliston
Massachusetts
Middlesex
01746
W72° 34' 6.4''
N42° 10' 51.6''
  • Google Map

Residential

1585 Highland Street, Holliston, Massachusetts

4 Bedrooms
2.5 Bathrooms
53,155 Sqft
$950,000
Listing ID #73371445
Basic Details
Property Type : Residential
Listing Type : For Sale
Price : $950,000
View : Scenic View(s)
Bedrooms : 4
Rooms : 9
Bathrooms : 2.5
Half Bathrooms : 1
Square Footage : 53,155 Sqft
Year Built : 1993
Lot Area : 1.22 Acre
Listing ID : 73371445
BathroomsFull : 2
  • Share on Facebook
  • Share on Twitter
  • Share on Pinterest
  • PDF
  • Send to Friend
  • Request a Visit
Agent info
  • srobb@robbenterprises.com

Contact Agent

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

Similar Properties

Residential

Residential

25 Nicholas Road, Braintree, Massachusetts

More
10 Old Farm Ln, Sandwich, Massachusetts, 5 Bedrooms Bedrooms, 9 Rooms Rooms,3 BathroomsBathrooms,Residential,For Sale,Old Farm Ln,73371773

Residential

10 Old Farm Ln, Sandwich, Massachusetts

More
Residential

Residential

156 Lakeshore Road, Boxford, Massachusetts

More
Residential

Residential

44 Hardwick Rd, Ashland, Massachusetts

More
Residential

Residential

301 Baldwinville Road, Templeton, Massachusetts

More
Residential

Residential

19 Damon Rd, Scituate, Massachusetts

More
Residential

Residential

2 Codman Way, Westborough, Massachusetts

More
Residential

Residential

20 Driftway, Scituate, Massachusetts

More
Realtyna

Copyright © 2025