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25 Holly CirWeston, MA 02493

For Sale

$6,680,000

Smart Buyer Rebate $33,400

Privately sited on a cul-de-sac in Weston’s coveted South Side, this custom-built residence offers beautifully appointed living space across three finished levels, set on 1.38 acres. Designed by award-winning architect Bart O’Brien and built by Whitman Homes, the home brings together architectural distinction, exceptional craftsmanship, and professionally reimagined grounds to create a setting of impressive scale, privacy, and livability. A dramatic two-story foyer introduces formal living and dining rooms with custom millwork, hardwood floors, and multiple fireplaces. At the heart of the home, a light-filled family room with soaring ceilings and a commanding wall of windows opens seamlessly to a chef's kitchen with professional-grade appliances, center island, and two butler's pantries. A richly appointed library/home office and covered porch and bluestone patio complete a main level built for entertaining and everyday living. Five en-suite bedrooms include a luxurious primary suite with fireplace, custom walk-in closets, and beautifully appointed baths. The expansive walkout lower level extends directly to the backyard and features a great room with wet bar, media room, exercise room, and wine cellar. An attached three-car garage completes the residence. The grounds have undergone a significant professionally engineered, town-approved transformation — replacing formerly rocky terrain with an expansive, level, grassed backyard framed by mature trees and refreshed landscaping. The result is a rare combination of usable, private outdoor space for recreation, entertaining, and daily life, seldom found on estate lots of this scale. Ideally set on Weston's South Side bordering Wellesley — moments from Weston and Wellesley town centers, conservation trails, and the Weston public school district, with convenient commuter access to Boston. A distinguished offering in Weston, MA 02493 — where architecture, craftsmanship, and beautifully reimagined grounds come together.

Last updated September 12, 2026

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Source: MLSPin #73573009

Listing Facts

  • TypeSingle-family
  • NeighborhoodWeston
  • Bedrooms5
  • Bathrooms9
  • Days on Prevu7
  • Taxes$31,406.18/year
  • Size7,766 sqft
  • Price per sqft$860

Amenities

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

Location

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Listing History

09/08/2026
Listed by
$6,680,000
  1. 09/08/2026$6,680,000
    Listed by

Property Details for 25 Holly Cir

Association

Amenities

  • Community Features: Park, Golf

Exterior

Construction

  • Roof: Shingle, Metal
  • Window Features: Insulated Windows
  • Year Built: 2017
  • Year Built Details: Actual
  • Architectural Style: Colonial, Craftsman
  • Construction Materials: Frame
  • Exterior Features: Rain Gutters, Lighting

Features

  • Patio And Porch Features: Porch, Patio

Measurements

  • Building Area Total: 7,766
  • Building Area Units: Square Feet
  • Lot Features: Cleared, Gentle Sloping, Landscaped
  • Lot Size Acres: 1.38
  • Lot Size Area: 1
  • Lot Size Square Feet: 60,112
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 869559
  • Tax Annual Amount: $31,406.18
  • Tax Assessed Value: $5,477,600.00
  • Tax Year: 2026

Interior

Features

  • Appliances: Gas Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
  • Fireplace Features: Family Room, Living Room, Master Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 3
  • Flooring: Tile, Hardwood, Laminate
  • Interior Features: Walk-In Closet(s), Beamed Ceilings, Open Floorplan, Wet Bar, Central Vacuum, Recessed Lighting, Coffered Ceiling(s), Crown Molding

Measurements

  • Living Area: 7,766
  • Living Area Source: Owner

Rooms

  • Basement: Partially Finished, Walk-Out Access
  • Has Basement: Yes
  • Bathrooms Full: 6
  • Bathrooms Half: 3
  • Bathrooms Total Integer: 9
  • Bedrooms Total: 5
  • Rooms Total: 16

Other

General

  • Exclusions: See Inclusion And Exclusion List.

Location

  • Subdivision Name: South Side On The Wellesley Line
  • Tax Lot: 80

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 3
  • Garage Spaces: 3
  • Garage: Yes
  • Open Parking Spaces: 6
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Off Street, Paved, Garage
  • Parking Total: 9

Schools

Elementary School

  • Elementary School: Weston Elementary

High School

  • High School: Weston Hs

Middle or Junior School

  • Middle Or Junior School: Weston Ms

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Has Cooling: Yes
  • Heating: Natural Gas, Forced Air, Zoned
  • Has Heating: Yes
  • Laundry Features: Gas Dryer Hookup
  • Sewer: Private Sewer
  • Water Source: Public

Frequently Asked Questions

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

There are 5 bedrooms and 9 bathrooms in this single-family home at 25 Holly Cir.

What schools are nearby to 25 Holly Cir?

Nearby schools include the Weston Elementary, Weston Ms Middle School, and Weston Hs High School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 25 Holly Cir.

What are the annual taxes for 25 Holly Cir?

Annual taxes for this single-family home are estimated at $31,406.

How does 25 Holly Cir compare to other single-family homes in Weston?

This single-family home is listed 30% above the average price for single-family homes in Weston and has been on the market for 87 less 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 7,766 sqft.

25 Holly Cir is a 5-bedroom, 9-bath single-family home for sale in Weston MA 02493. Available on Prevu for 7 days at $6,680,000. This property features 7,766 square feet of living space, located in Weston. The median listing price for single-family homes in this area is $3,722,500. Nearby schools include Weston Elementary, Weston Ms Middle School, and Weston Hs High School. 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.