$4,199,000
253 Highland St
Weston, MA, 02493
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
Price:
$4,199,000
MLS #:
73477887
Status:
Active
Beds:
4
Baths:
5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
South Side Estate
Listed Date:
Feb 17, 2026
Finished Sq Ft:
6,626
Total Sq Ft:
6,626
Lot Size:
146,361 sqft / 3.36 acres (approx)
Year Built:
1985
Schools
Elementary School:
Field Elementary
Middle School:
Weston Middle
High School:
Weston High
Interior
Above Grade Finished Area
4876
Appliances
Gas Water Heater, Oven, Dishwasher, Trash Compactor, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Bathrooms
4 Full Bathrooms, 2 Half Bathrooms
Below Grade Finished Area
1750
Cooling
Central Air, 3 or More
Fireplaces Total
3
Flooring
Tile, Carpet, Marble, Hardwood, Flooring – Hardwood, Flooring – Wall to Wall Carpet
Heating
Forced Air, Natural Gas, Fireplace(s)
Interior Features
Closet/Cabinets – Custom Built, Bathroom – Full, Library, Sun Room, Play Room, Central Vacuum
Laundry Features
First Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
Community Features
Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Construction Materials
Frame, Brick
Covered Spaces
3
Exterior Features
Balcony / Deck, Deck, Deck – Wood, Rain Gutters, Professional Landscaping, Sprinkler System, Screens
Garage Spaces
3
Lot Features
Wooded, Gentle Sloping
Open Parking Spaces
10
Parking Features
Attached, Under, Off Street
Parking Spots
13
Parking Total
13
Patio And Porch Features
Deck, Deck – Wood
Roof
Shingle
Security Features
Security System
Window Features
Insulated Windows, Screens
Financial
Tax Year
2025
Taxes
$31,745
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Weston as of May 04, 2026
66
Single Family Listed
75
Avg DOM
705
Avg $ / SqFt
$5,591,574
Avg List Price
Community
- Address253 Highland St Weston MA
- SubdivisionSouth Side Estate
- CityWeston
- CountyMiddlesex
- Zip Code02493
Subdivisions in Weston
Similar Listings Nearby
Property Summary
- Located in the South Side Estate subdivision, 253 Highland St Weston MA is a Single Family for sale in Weston, MA, 02493. It is listed for $4,199,000 and features 4 beds, 5 baths, and has approximately 6,626 square feet of living space, and was originally constructed in 1985. The current price per square foot is $634. The average price per square foot for Single Family listings in Weston is $705. The average listing price for Single Family in Weston is $5,591,574. To schedule a showing of MLS#73477887 at 253 Highland St in Weston, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Blue Ocean Realty, LLC. 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.
253 Highland St
Weston, MA