A Dramatic Arrival
Two-story foyer with custom millwork and hardwood floors.
FOR SALE
$6,680,000
25 Holly Circle
5 Beds
6 Full
3 Half Baths
Approx. 7,766 Sq Ft*
YEAR BUILT:
2017
ACRES:
1.38
GARAGE SPACES:
3
25 Holly Circle, Weston, MA
Listed by Team Coyle at Compass
*Approximate square footage as reported by the owner: 2,500 SF first floor, 2,642 SF second floor, 1,805 SF finished lower level and 819 SF garage. Measurements are approximate and should be independently verified by buyers and buyers’ agents.
ABOUT 25 HOLLY CIRCLE
CUSTOM-BUILT ON WESTON’S SOUTH SIDE
Custom-built in 2017, 25 Holly Circle is a five-bedroom home offering approximately 7,766 square feet of interior space on 1.38 acres. Award-winning architect Bart O’Brien designed it, and Whitman Homes built it. The result is a floor plan that combines architectural detail with the space and flexibility for everyday living and entertaining.
THE MAIN LEVEL
A two-story foyer opens to formal living and dining rooms with custom millwork and hardwood floors. Three gas fireplaces are located throughout the home. At the center of the house, a family room with soaring ceilings and a wall of windows opens to the chef’s kitchen. Professional-grade appliances, a large center island and two butler’s pantries anchor the kitchen. A library with custom built-in cabinetry and bookcases serves as a private home office. A covered porch and bluestone patio off the kitchen and family room extend the main level outside.
FIVE EN-SUITE BEDROOMS
Five en-suite bedrooms give family members and guests the privacy of their own baths. The primary suite adds a gas fireplace, sitting area, custom walk-in closets and a spacious bath with a freestanding tub and oversized glass shower.
THE WALKOUT LOWER LEVEL
The finished walkout level opens directly to the rear patio and includes a great room with wet bar, media room, exercise room and climate-controlled wine storage. The attached three-car garage has a Tesla Wall Connector, and the home is equipped with a whole-house standby generator.
Inside 25 Holly Circle
Explore the spaces and details that define 25 Holly Circle.
Soaring Family Room
Two-story ceiling, gas fireplace and a wall of windows.
Chef’s Kitchen
Professional-grade appliances, large center island and two butler’s pantries.
Formal Dining Room
Scenic wall treatment and a statement chandelier.
Library & Home Office
Custom built-in cabinetry and bookcases create a private workspace.
Primary Suite
Gas fireplace, sitting area and custom walk-in closets.
Primary Bath
Freestanding tub, oversized glass shower and extensive vanity storage.
Walkout Lower Level
Great room with wet bar opening directly to the rear patio.
Wine Room
Wine Guardian climate control in a dedicated wine room.
Three-Car Garage & EV Charging
Tesla Wall Connector installed for at-home EV charging.
1.38 Acres Reimagined
In 2025, the 1.38-acre grounds underwent a professionally engineered transformation that included significant rock removal, regrading, drainage, irrigation, landscaping, tree work and hardscape improvements.
The work created a broader, more level and usable outdoor setting framed by mature trees, established plantings and open lawn.
A Visual Transformation
A Cul-de-Sac Near the Wellesley Line
25 Holly Circle is approximately 5 minutes from Weston’s central school campus and 10 minutes from Wellesley Square, placing schools, shopping and dining within an easy drive.
For commuters, the South Side location also provides convenient access to I-95/Route 128 and the Mass Pike (I-90).
Frequently Asked Questions
Construction, mechanical systems, schools and other property details.
Who designed and built 25 Holly Circle?
Architect Bart O’Brien, a registered architect and principal of Whitman Homes, designed the home. Whitman Homes custom-built the residence. The Town of Weston issued its Certificate of Use and Occupancy on May 23, 2018.
Is there a whole-house generator?
Yes. A Briggs & Stratton whole-house standby generator with Symphony II power management serves the property.
What water and wastewater systems serve the property?
The property has town water and a private septic system. A Title 5 inspection will be completed prior to sale.
What commuter-rail station serves Weston?
Kendal Green station, approximately 12 minutes by car from 25 Holly Circle, provides MBTA Fitchburg Line service to Boston.
What heating and cooling systems does the home have?
The home has four-zone natural-gas hydro-air heating powered by a Burnham / U.S. Boiler hydronic boiler, along with four Carrier central-air systems and an Aprilaire whole-house humidifier.
What other major systems and amenities are installed?
Systems include a 119-gallon HTP SuperStor Ultra indirect water heater, Wine Guardian climate control, Tesla Wall Connector, Hunter irrigation controls and a Square D GFCI subpanel labeled for a Watkins spa.
Which public schools serve the property?
The property is served by Weston Public Schools: Country and Woodland Schools for PreK–3, Field School for Grades 4–5, Weston Middle School for Grades 6–8 and Weston High School for Grades 9–12.
Elementary students are assigned randomly between Country and Woodland, with siblings typically assigned to the same school.
Disclaimer: Property information is provided for marketing purposes only and is believed to be accurate but is not guaranteed. Square footage, measurements, acreage, room dimensions, travel times, school information, systems, permits, property features and other details may be approximate or derived from the owner, public records, municipal records, MLS data and other third-party sources. Buyers and buyers’ agents should independently verify all information material to their purchase and conduct their own due diligence and inspections. Information is subject to change without notice. Some images may include digital enhancements for marketing purposes. For additional website terms and limitations, please see our Terms of Use .
