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253 Highland St — Photo 11 / 28

$4,199,000

Active

253 Highland St

Weston, MA 02493

South Side Estate

4Beds
5Baths
6,626Sq Ft
$634$/Sq Ft
146361Lot
1985Built
96Days on Market

Listed by Rose Hall at Blue Ocean Realty, LLC

Listing courtesy of Rose Hall, Blue Ocean Realty, LLC

About This Property

This beautiful colonial estate, located in the coveted South Side of Weston, offers an amazing combination of privacy and convenience. Set on 3.36 acres of private land, its prime location provides easy access to major highways, including I-90 and I-95. The first level features an open floor plan highlighted by a large kitchen featuring cherry wood and granite tops and equipped with premium Dacor, Bosch, and Sub-Zero appliances. The adjoining family room flows seamlessly into a sunroom with sliding doors leading to an exterior mahogany deck. The sun-filled living room showcases the floor-to-ceiling stone fireplace, while a dedicated library/office features a stately brick fireplace. The second level includes a private living area anchored by the spacious primary suite with an en-suite bath. Additionally, a large 3-car garage with plenty of off-street parking makes this home perfect for living and entertaining.

Property Details

Key Facts

Property Type

Single Family

Style

Antique

Year Built

1985

Living Area

6,626 sqft

Lot Size

146361

Rooms

10

Bedrooms

4

Bathrooms

5 (4 full, 2 half)

Construction

Exterior

A, B

Basement

Full Basement

Flooring

Wall to Wall Carpet, Hardwood, Slate, Laminate

Parking Spaces

13

Garage Spaces

3

Systems & Utilities

Heating

Hot Water Baseboard, Coal

Cooling

Central Air, Whole House Fan

Water

City/Town Water

Sewer

Septic

Financial

Taxes (2025)

$31,745/yr

Price / Sqft

$634/sqft

MLS #

73477887

Days on Market

96

Price History

Listed

Feb 17, 2026

$4,199,000

No price changes recorded.

Explore the Neighborhood

Schools Nearby

Weston Public Schools

5 schools · 11:1 student-teacher ratio

A+9/10

Elementary Schools

Country Elementary School (PK-3)10/10
Woodland Elementary School (PK-3)9/10
Field School (4-5)8/10

Middle Schools

Weston Middle School (6-8)9/10

High Schools

Weston High School (9-12)9/10
Small class sizes across all levels (11:1 ratio)Strong visual and performing arts departmentsCompetitive athletics (MIAA championships)Senior capstone projects and independent study

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Rose Hall · Blue Ocean Realty, LLC
(617) 206-5700

MLS #73477887

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated May 15, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value