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253 Highland StWeston, MA 02493

For Sale

$4,199,000

Smart Buyer Rebate $20,995

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.

Listed by Rose Hall

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Blue Ocean Realty, LLC

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857-207-7579

Last updated February 21, 2026

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Source: MLSPin #73477887

Listing Facts

  • TypeSingle-family
  • NeighborhoodWeston
  • Bedrooms4
  • Bathrooms6
  • Days on Prevu72
  • Taxes$31,745/year
  • Size6,626 sqft
  • Price per sqft$634

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

02/17/2026
Listed by Blue Ocean Realty, LLC
$4,199,000

Property Details for 253 Highland St

Association

Amenities

  • Community Features: Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School, T-Station

Exterior

Construction

  • Roof: Shingle
  • Window Features: Insulated Windows, Screens
  • Year Built: 1985
  • Year Built Details: Actual
  • Architectural Style: Colonial
  • Construction Materials: Frame, Brick
  • Exterior Features: Balcony / Deck, Deck, Deck - Wood, Rain Gutters, Professional Landscaping, Sprinkler System, Screens

Features

  • Patio And Porch Features: Deck, Deck - Wood
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 6,626
  • Building Area Units: Square Feet
  • Lot Features: Wooded, Gentle Sloping
  • Lot Size Acres: 3.36
  • Lot Size Area: 3
  • Lot Size Square Feet: 146,361
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: M:037.0 L:0005 S:010.0,868395
  • Tax Annual Amount: $31,745.00
  • Tax Assessed Value: $2,860,000.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Oven, Dishwasher, Trash Compactor, Microwave, Range, Refrigerator, Washer, Dryer, Vacuum System
  • Fireplace Features: Living Room
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Tile, Carpet, Marble, Hardwood, Flooring - Hardwood, Flooring - Wall To Wall Carpet
  • Interior Features: Closet/Cabinets - Custom Built, Bathroom - Full, Library, Sun Room, Play Room, Central Vacuum

Measurements

  • Living Area: 6,626
  • Living Area Source: Appraiser

Rooms

  • Basement: Full, Finished, Interior Entry, Garage Access
  • Bathrooms Full: 4
  • Bathrooms Half: 2
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 4
  • Rooms Total: 10

Other

Location

  • Subdivision Name: South Side Estate

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking Spaces: 10
  • Parking Features: Attached, Under, Off Street
  • Parking Total: 13

Schools

Elementary School

  • Elementary School: Field Elementary

High School

  • High School: Weston High

Middle or Junior School

  • Middle Or Junior School: Weston Middle

Utilities

Equipment

  • Cooling: Central Air, 3 Or More
  • Has Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Forced Air, Natural Gas, Fireplace(s)
  • Has Heating: Yes
  • Laundry Features: First Floor
  • Sewer: Private Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 4 bedrooms and 6 bathrooms in this single-family home at 253 Highland St.

What schools are nearby to 253 Highland St?

Nearby schools include the Field Elementary, Weston Middle, and Weston High.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 253 Highland St.

What are the annual taxes for 253 Highland St?

Annual taxes for this single-family home are estimated at $31,745.

How does 253 Highland St compare to other single-family homes in Weston?

This single-family home is listed 26% below the average price for single-family homes in Weston and has been on the market for 19 more days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 6,626 sqft.

253 Highland St is a 4-bedroom, 6-bath single-family home for sale in Weston MA 02493. Listed on Prevu for 72 days at $4,199,000. This residence features 6,626 square feet of living space, located in Weston. The median listing price for single-family homes in this area is $4,150,000. Nearby schools include Field Elementary, Weston Middle, and Weston High. Property amenities include private outdoor space, dishwasher, air conditioning, parking, and washer/dryer. View other single-family home listings in Middlesex County.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting 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, leasing or renting. 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, or as to the accuracy of any of the Images, set forth herein.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.