$6,680,000
25 Holly Cir, Weston, MA
5
Beds
7½
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 |
