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253 Highland St, Weston MA 02493

Weston, MA 02493 • South Side Estate
$4,199,000
Est. $24,078/month
4
Beds
5
Baths
6,626
Sq Ft
$634
Price/Sq Ft
3.36
Acres
1985
Year Built
3
Garage Spaces
1 hour 51 minutes
Time on Market
Active Listed Jul 15, 2026 • MLS# 73550576 Copied! • Updated Jul 15, 2026

About this home

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.

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Property History

Property Timeline

🏠
Listed for Sale
Jul 16, 2026
$4,199,000
Original listing
Agent: Rose Hall Office: Blue Ocean Realty, LLC

Tax History

Year Taxes Assessment
2025 $31,745 $2,860,000

Financial Details

Annual Property Tax
$31,745
Tax Year 2025
Assessed Value
$2,860,000

Facts & Features

3 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1985
Living Area 6,626 sq ft
Lot Size 3.36 acres
Bedrooms 4
Full Baths 4
Half Baths 2
Total Rooms 10

Interior

Heating Forced Air, Natural Gas, Fireplace(s)
Cooling Central Air, 3 Or More
Flooring Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall To Wall Carpet
Appliances Gas Water Heater, Oven, Dishwasher, Trash Compactor, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Fireplace Living Room
Fireplaces 3
Basement Full, Finished, Interior Entry, Garage Access
Laundry First Floor
Features Closet/cabinets - Custom Built, Bathroom - Full, Library, Sun Room, Play Room, Central Vacuum

Exterior

Construction Frame, Brick
Architecture Colonial
Roof Shingle
Features Balcony / Deck, Deck, Deck - Wood, Rain Gutters, Professional Landscaping, Sprinkler System, Screens
Pool None
Spa None
Fencing None
Patio/Porch Deck, Deck - Wood
Garage Spaces 3
Has Garage Yes
Features Attached, Under, Off Street
Total Spaces 13
Electric Circuit Breakers
Water Public
Sewer Private Sewer
Gas None
Other None
Annual Tax $31,745
Assessed Value $2,860,000
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Appraiser
Documents None
County Middlesex

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1985
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
2
Living Area
6,626 sq ft
Total Rooms
10

Room Details

First Floor

Kitchen
Flooring - Stone/Ceramic Tile, Window(s) - Picture, Balcony / Deck, Countertops - Stone/Granite/Solid, Exterior Access, Slider, Lighting - Pendant, Lighting - Overhead

Second Floor

Bathroom1
Bathroom - Full
Bedroom4
Flooring - Hardwood, Flooring - Wall to Wall Carpet
Bedroom3
Flooring - Hardwood, Flooring - Wall to Wall Carpet
Bathroom2
Bathroom - Full
Bedroom2
Flooring - Hardwood, Flooring - Wall to Wall Carpet
Bathroom3
Bathroom - Full
Master Bedroom
Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wall to Wall Carpet

Other Floor

Bedroom5
Office
Master Bathroom
Yes

Main,First Floor

Dining Room
Flooring - Hardwood, Window(s) - Picture, Wainscoting, Lighting - Pendant, Lighting - Overhead
Living Room
Beamed Ceilings, Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Lighting - Overhead
Family Room
Skylight, Flooring - Hardwood, Window(s) - Picture, Exterior Access, Lighting - Overhead, Half Vaulted Ceiling(s)

Interior Features

Flooring: Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Appliances: Gas Water Heater, Oven, Dishwasher, Trash Compactor, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
Interior Features: Closet/Cabinets - Custom Built, Bathroom - Full, Library, Sun Room, Play Room, Central Vacuum
Windows: Insulated Windows, Screens
Basement: Full, Finished, Interior Entry, Garage Access
Laundry: First Floor
Security: Security System

Construction & Materials

Style: Colonial
Year Built: 1985
Structure Type:
Exterior Materials: Frame, Brick
Roof: Shingle
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas, Fireplace(s)
Heating Zones: 5
Cooling: Central Air, 3 or More
Cooling Zones: 5
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features: Balcony / Deck, Deck, Deck - Wood, Rain Gutters, Professional Landscaping, Sprinkler System, Screens
Patio & Porch: Deck, Deck - Wood
Fencing:
Other Structures:
Lot Features: Wooded, Gentle Sloping
Road Surface:

Parking & Garage

Garage Spaces: 3
Garage Type: Attached
Total Parking Spaces: 13
Parking Features: Attached, Under, Off Street

Special Features

Fireplaces: 3
Fireplace Type: Living Room
Community Amenities: Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
School District
Weston School District local
A+
School Safety 2024-25
0.0% Very Low (Safest)
0.6% In-School
5.5% below state avg
E

Elementary Schools

5 schools
Meadowbrook School of Weston
2.5 mi
Grades PK-08
Gifford School
2.7 mi
Grades 01-12
A+
Woodland School
1.4 mi | #30 of 824 | Score: 64.0
Dropped 20 spots from last year
+5.8 above state avg
299 students Diverse
Strong Attendance
Grades PK-03
A+
Field Elementary School
1.6 mi | #23 of 824 | Score: 64.5
Dropped 10 spots from last year
+6.3 above state avg
317 students Diverse
Strong Attendance
Grades 04-05
A+
Country School
1.6 mi | #1 of 824 | Score: 70.2
Improved 1 spots from last year
+12 above state avg
338 students Diverse
Strong Attendance
Grades PK-03
M

Middle Schools

1 school
A+
Weston Middle School
1.1 mi | #13 of 352 | Score: 63.1
Improved 9 spots from last year
+4.9 above state avg
451 students Diverse
Diverse Student Body Strong Attendance
Grades 06-08
H

High Schools

3 schools
The Rivers School
1.7 mi
Grades 06-12
A+
Weston High School
1.3 mi | #15 of 346 | Score: 74.5
Dropped 9 spots from last year
+16.3 above state avg
658 students Diverse
21 sports • 1,596 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
Cambridge School of Weston
3.6 mi
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $2,645
Homeowners Insurance $200
PMI (if <20% down) $0

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Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
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Location

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Neighborhood

South Side Estate

253 Highland St, Weston MA 02493

Weston, MA 02493

Listing Information

Listing Agent Rose Hall
Listing Office Blue Ocean Realty, LLC
Office Phone 617-206-5700
Agent MLS ID CN200679
Office MLS ID AN2056
Listing Data Updated Jul 15, 2026 9:11 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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Steven Novak
BMN Boston Real Estate
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