$6,680,000

25 Holly Cir, Weston, MA

5

Beds

Baths

7,766

Square feet

1.38

Acres

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.

Facts & Features

MLS® # 73573009
Price $6,680,000
Bedrooms 5
Bathrooms 7.50
Full Baths 6
Half Baths 3
Square Footage 7,766
Acres 1.38
Year Built 2017
Type Residential
Sub-Type Single Family Residence
Style Colonial, Craftsman
Status Active
Taxes $31,406
Tax Year 2026

Community Information

Address 25 Holly Cir
Subdivision South side on the Wellesley line
City Weston
County Middlesex
State MA
Zip Code 02493

Amenities

Utilities Generator Connection
Parking Spaces 9
Parking Attached, Garage Door Opener, Off Street, Paved
Garage Spaces 3
Is Waterfront No
Has Pool No

Interior

Interior Features Beamed Ceilings, Closet/Cabinets - Custom Built, Bathroom - 3/4, Bathroom - Tiled With Shower Stall, Walk-In Closet(s), Open Floorplan, Countertops - Upgraded, Wet bar, Bathroom - Half, Library, Exercise Room, Play Room, Media Room, Central Vacuum
Appliances Gas Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Heating Forced Air, Natural Gas, Hydro Air
Cooling Central Air
Fireplace Yes
# of Fireplaces 3
Fireplaces Family Room, Living Room, Master Bedroom
Basement Yes
Basement Features Partially Finished, Walk-Out Access, Garage Access

Exterior

Exterior Features Porch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting
Lot Description Cleared, Gentle Sloping
Windows Insulated Windows
Roof Shingle, Metal
Construction Frame
Foundation Concrete Perimeter

School Information

Elementary Weston Elementary
Middle Weston Ms
High Weston Hs

Additional Information

Zoning A
Electric Generator Connection
Flooring Tile, Hardwood, Flooring - Hardwood, Laminate
Water Public
Sewer Private Sewer
Utility Connections Generator Connection

Listing Details

Agent Team Coyle
Office Compass

Listing Map

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