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25 Holly Cir

Middlesex County MA 02493

5
9
9
7766 sq. ft.
60112 sq. ft.
Single-Family
Currently for sale - view listing

Overview

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.

Features

5 bedrooms
9 bathrooms
9 carspaces
6 open car spaces
3 garage spaces
7766 sq. ft. floor area
60112 sq. ft. lot size
Single-Family

Property history for 25 Holly Cir

2023
Sold
$5,400,000
30 Jun 2023 by Christman Johnsson Group, of Hammond Residential Real Estate
2018
Sold
$4,125,000
07 Jun 2018 by Timothy Porter, of East Bay View Realty LLC
2015
Sold
$1,050,000
12 Feb 2015 by Kelly First, of Benoit Mizner Simon & Co. - Weston - Boston Post Rd.

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Local market activity for 5 bedroom single-family properties in Middlesex County

In the last 12 months, 41 five-bedroom single-family properties similar to 25 Holly Cir, have been sold.

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