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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.
- Heating System:
- Forced Air, Natural Gas, Hydro Air
- Cooling System:
- Central Air
- Basement:
- Walk-Out Access, Garage Access, Partially Finished
- Kitchen:
- Flooring - Hardwood, Countertops - Stone/granite/solid, Kitchen Island, Breakfast Bar / Nook, Cabinets - Upgraded, Open Floorplan, High Speed Internet Hookup
- Fireplace:
- Family Room, Living Room, Master Bedroom
- Security:
- Security System
- Patio:
- Porch, Patio
- Roof Deck:
- Shingle, Metal
- Parking:
- Attached, Off Street, Paved, Garage Door Opener
- Country:
- US
- State:
- MA
- County:
- Middlesex
- City:
- Weston
- Street:
- Holly Cir
- Street Number:
- 25
- Postal Code:
- 02493
- Architectural Style:
- Colonial, Craftsman
- Bathrooms:
- 6
- HOA Fee:
- 0
- Community Features:
- Walk/jog Trails, Conservation Area, Public Transportation, Shopping, Park, Public School, Golf, University, Private School
- Construction:
- Frame
- Electric:
- Generator Connection
- Elementary School:
- Weston Elementary
- ExteriorFeatures:
- Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Porch, Patio
- Flooring:
- Hardwood, Tile, Laminate, Flooring - Hardwood
- High School:
- Weston Hs
- Laundry:
- First Floor, Flooring - Stone/ceramic Tile, Gas Dryer Hookup
- Lot Size:
- 1.38
- Middle School:
- Weston Ms
- Property Type:
- Single Family Residence
- Sewer:
- Private Sewer
- Zoning:
- A
- Living Area (sqft):
- 7766
Residential For Sale
25 Holly Cir, Weston, Massachusetts 02493
- Property Type :
- Residential
- Listing Type :
- For Sale
- Price :
- $6,680,000
- Bedrooms :
- 5
- Bathrooms :
- 9
- Year Built :
- 2017
- Status :
- Active
