1585 Highland Street, Holliston, MA 01746 - Photo 1

1/1

$920,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1 Partial Bath
3,045 Sq. Ft.
1.22 Acres
2 Car Garage

1/1

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.

Full Property Details

Full Property Details for 1585 Highland St

General

Sold For: $920,000
Taxes: $12,728 (2025)
Status: Closed
Type: Single Family
MLS ID: 73371445
Added to Site: 255 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3
Full Bathrooms: 2
Half Bathrooms: 1
Bathroom 1: First
Bathroom 2: Second
Bathroom 3: Second

Bedrooms

Total Bedrooms: 4
Primary Bedroom: Second
Bedroom 2: Second
Bedroom 3: Second
Bedroom 4: Second

Other Rooms

Living Room: First
Family Room: First
Kitchen: First
Dining Room: First

Parking

Garage: Yes
Garage Spaces: 2
Parking Features: Attached, Garage Door Opener, Paved Drive, Paved

Location

County: Middlesex

Structural Information

Architectural Style: Colonial
Basement: Yes
Square Feet: 3,045
Year Built: 1993

Lot Features

Lot Size (Acres): 1.22

Financial Considerations

Tax Amount: $12,728
Tax Year: 2025

Disclosures and Reports

Disclosures/Rstr.: Updates include: new microwave (2025), new heating system (2023); exterior painted (2023); new fridge and dishwasher (2022); roof (2015); new kitchen slider (2013); primary bathroom renovation (2012); new AC installed (2008). Septic located in front yard, making backyard pool friendly.
Property ID: 522886

Listed by Realty Executives Boston West, Kathy Chisholm
Sold by Affinity REALTORSÂ®, Kevin Kilduff

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Listing agent

— 1585 Highland St —

Kathy Chisholm

Realty Executives Boston West

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Schools

Schools serving 1585 Highland St

School District:Holliston School District

Name	Grades	Distance
Placentino Elementary School 235 Woodland Street, Holliston, MA 01746	PK-2	1.9 mi
Miller School, Holliston, MA 235 Woodland Street, Holliston, MA 01746	3-5	1.9 mi
Robert H. Adams Middle School 323 Woodland Street, Holliston, MA 01746	6-8	1.7 mi
Holliston High School 370 Hollis Street, Holliston, MA 01746	9-12	1.8 mi

Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1585 Highland St

Date

Details

Price

Change

Source

7/24/2025

Sold

$920,000

-3.16%

MLS

5/07/2025

Listed

$950,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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1585 Highland Street, Holliston, MA 01746 (MLS# 73371445) is a Single Family property that was sold at $920,000 on July 24, 2025. Want to learn more about 1585 Highland Street? Do you have questions about finding other Single Family real estate for sale in Holliston? You can browse all Holliston real estate or contact a Coldwell Banker agent to request more information.

1585 Highland St Holliston, MA 01746