25 Holly Cir

Taxes: $31,406.18 (2026)

About this home

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 outdoor living areas 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.

Property details

Sewer

On-Site

Style

Single Wide, Craftsman

Water

City/Town Water

Cooling

Central Air

Heating

Forced Air, Hot Air Gravity, Hydro Air

Type

Detached

Flooring

Tile, Hardwood

Appliances

Range, Wall Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Vent Hood

Master Bath

Yes

Construction

Aluminum

Roof

Aluminum, Metal

Garage

Attached, Garage Door Opener

Lot

Cleared, Gentle Slope

Parking

1-10 Spaces, Paved Driveway

Basement

Partially Finished, Walk Out, Garage Access

Electric

400 Amps

Exterior

Porch, Patio, Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting

Interior

Central Vacuum, Security System