Artboard 1? alert-icon? Artboard 1? ? ? delete-icon? edit-icon? email-icon hide-hover-icon? Artboard 1? login-icon-white Artboard 1? next-icon-left next-icon-right-left next-icon-left-ochre next-icon next-icon-right-grey next-icon-right-ochre plus-with-circle-iconP search-fw-icon? search-icon-ochre search-icon-white

1585 Highland Street

Holliston, MA 01746
$920,000
4 Beds
2/1 Baths
3,045 Living Area
  • 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.
  • Highlights
    • Acres: 1
    • Has View: Yes
    • Parking Spots: 6
    • Property Type: Single Family Residence
    • Total Rooms: 9
    • Status: Closed
    • Cooling: Central Air
    • Heating: Baseboard, Natural Gas
    • Property Class: Residential
    • Style: Colonial
    • Year Built: 1993
  • Additional Details
    • Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer
    • Construction: Frame
    • Fireplaces: 1
    • Foundation: Concrete Perimeter
    • Road Frontage Type: Public
    • SqFt Source: Public Record
    • Year Built Details: Actual, Renovated Since
    • Zoning: 101
    • Basement: Full, Partially Finished, Radon Remediation System
    • Exterior Features: Deck - Wood, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Screens
    • Flooring: Wood, Tile, Carpet, Laminate, Hardwood
    • Interior Features: Recessed Lighting, Beadboard, Game Room, Walk-up Attic
    • Roof: Shingle
    • View: Scenic View(s)
    • Year Built Source: Public Records
  • Amenities
    • Community Features: Walk/Jog Trails, Golf, Bike Path, Conservation Area
    • Parking Features: Attached, Garage Door Opener, Paved Drive, Paved
    • Covered Parking Spaces: 2
    • Waterfront Features: Lake/Pond, 1 to 2 Mile To Beach, Beach Ownership(Public)
  • Utilities
    • Electric: Circuit Breakers
    • Water Source: Public
    • Sewer: Private Sewer
  • Fees / Taxes
    • Assessed Value: $868,800
    • Taxes: $12,728
    • Tax Year: 2025

Location

1585 Highland Street, Holliston, MA 01746

Loading Map...

Similar Listings

243 Oak St 1
38 Photos
243 Oak St Holliston, MA 01746
$924,999
5 Beds 2/2 Baths 3,686 Sqft
View Details
543 Central Street 1
35 Photos
543 Central Street Holliston, MA 01746
$899,995
4 Beds 3/1 Baths 2,640 Sqft
View Details
865 Washington St 1
42 Photos
865 Washington St Holliston, MA 01746
$899,900
6 Beds 3/1 Baths 3,466 Sqft
View Details
85 Alden Rd 1
29 Photos
85 Alden Rd Holliston, MA 01746
$829,000
4 Beds 2/1 Baths 2,163 Sqft
View Details
Sold
3 Stable Way 1
36 Photos
3 Stable Way Medway, MA 02053
$1,125,000
4 Beds 2/1 Baths 3,166 Sqft
View Details
Sold
7 Cherry Cir 1
42 Photos
7 Cherry Cir Medway, MA 02053
$1,120,000
3 Beds 3 Baths 2,960 Sqft
View Details
Sold
41 Pleasant St 1
42 Photos
41 Pleasant St Holliston, MA 01746
$1,100,000
4 Beds 2/1 Baths 3,524 Sqft
View Details
Sold
10 Anna Place 1
39 Photos
10 Anna Place Holliston, MA 01746
$1,100,000
4 Beds 3/1 Baths 4,316 Sqft
View Details
Content © 2026 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records. Listing information provided courtesy of Affinity REALTORS®. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.
  • Request More Information:

    617.262.2500
    When you are ready, please contact us and we will put our unrivaled knowledge of the Boston real estate market to work for you. Whether you are buying a luxury condo or renting a luxury apartment, we pledge to make your experience as stress free and enjoyable as possible.

    Please call, email, or send us a message through the web form below. An LRG Real Estate agent will contact you promptly.

    For More Info Please Call:

    617.262.2500

    or

    Email Us
  • Hidden
  • This field is for validation purposes and should be left unchanged.

By joining you agree to our Terms of Use and Privacy Policy