25 Holly Cir
Weston, MA 02493
$6,680,000
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 ...
+ Read More| Listing ID: | 73573009 |
|---|---|
| List Price: | $6,680,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 5 |
| Bathrooms Full: | 6 |
| Bathrooms Half: | 3 |
| Living Area: | 7,766 |
| Tax Annual Amount: | $31,406 |
| Lot Size Square Feet: | 60,112 |
| Lot Size Acres: | 1.38 |
| Architectural Style: | Colonial, Craftsman |
| City: | Weston |
| County Or Parish: | Middlesex |
| Subdivision Name: | South Side On The Wellesley Line |
| Postal Code: | 02493 |
| Year Built: | 2017 |
| Appliances: | Gas Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood |
| Cooling: | Central Air |
| Flooring: | Tile, Hardwood, Flooring - Hardwood, Laminate |
| Heating: | Forced Air, Natural Gas, Hydro Air |
| Lot Features: | Cleared, Gentle Sloping |
| Parking Features: | Attached, Garage Door Opener, Off Street, Paved |
| Status: | Active |
| State Or Province: | MA |
| Water Source: | Public |
| Roof: | Shingle, Metal |
| Window Features: | Insulated Windows |
| Laundry Features: | Flooring - Stone/Ceramic Tile, Gas Dryer Hookup, First Floor |
| Foundation Details: | Concrete Perimeter |
| Electric: | Generator Connection |
| Construction Materials: | Frame |
| Fireplace Features: | Family Room, Living Room, Master Bedroom |
| Listing Contract Date: | 2026-09-08 |
| Cooling?: | Yes |
| Fireplace?: | Yes |
| Garage?: | Yes |
| Heating?: | Yes |
| Lot Size Area: | 1.38 |
| Fireplaces Total: | 3 |
| Rooms Total: | 16 |
| Bathrooms Total Integer: | 9 |
| Attached Garage?: | Yes |
| Basement: | true |
| Basement: | Partially Finished, Walk-Out Access, Garage Access |
| Building Area Source: | Owner |
| Community Features: | Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Conservation Area, Private School, Public School, University |
| Door Features: | French Doors |
| Exterior Features: | Porch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting |
| 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 |
| Living Area Units: | Square Feet |
| Lot Size Units: | Acres |
| Open Parking?: | Yes |
| Parcel Number: | 869559 |
| Patio And Porch Features: | Porch, Patio |
| Sewer: | Private Sewer |
| Utilities: | Generator Connection |
| Zoning: | A |
| Covered Spaces: | 3 |
| Elementary School: | Weston Elementary |
| Exclusions: | See Inclusion And Exclusion List. |
| Garage Spaces: | 3 |
| High School: | Weston Hs |
| Middle Or Junior School: | Weston Ms |
| Year Built Source: | Public Records |
| Farm Land Area Units: | Square Feet |
| Color: | Beige |
| Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones: | 4 |
| Disclosure: | No |
| Dpr Flag: | No |
| Heat Zones: | 4 |
| Lead Paint: | None |
| Listing Alert: | No |
| List Price Per Sqft: | $860.16 |
| Page: | 164 |
| Price Per Sqft: | $860.16 |
| Square Feet Disclosures: | 1st: 2500 SF|2nd: 2642 SF|Fin. LL: 1805 SF|Garage: 819 SF. Measured. Buyer to do own due diligence. |
| Square Feet Incl Base: | Yes |
| Original List Price: | $6,680,000 |
| Parking Total: | 9 |
| Room Bathroom1 Features: | Bathroom - Half, Flooring - Stone/Ceramic Tile |
| Room Bathroom1 Level: | First |
| Room Bathroom2 Features: | Bathroom - Full, Flooring - Stone/Ceramic Tile, Countertops - Upgraded |
| Room Bathroom2 Level: | Second |
| Room Bathroom3 Features: | Bathroom - Full, Flooring - Stone/Ceramic Tile |
| Room Bathroom3 Level: | Second |
| Room Bedroom2 Area: | 195 |
| Room Bedroom2 Features: | Bathroom - 3/4, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, High Speed Internet Hookup, Recessed Lighting |
| Room Bedroom2 Length: | 15 |
| Room Bedroom2 Level: | Second |
| Room Bedroom2 Width: | 13 |
| Room Bedroom3 Area: | 195 |
| Room Bedroom3 Features: | Bathroom - Full, Flooring - Hardwood, High Speed Internet Hookup |
| Room Bedroom3 Length: | 15 |
| Room Bedroom3 Level: | Second |
| Room Bedroom3 Width: | 13 |
| Room Bedroom4 Area: | 272 |
| Room Bedroom4 Features: | Bathroom - Full, Flooring - Wood, High Speed Internet Hookup |
| Room Bedroom4 Length: | 17 |
| Room Bedroom4 Level: | Second |
| Room Bedroom4 Width: | 16 |
| Room Bedroom5 Area: | 272 |
| Room Bedroom5 Features: | Bathroom - 3/4, Walk-In Closet(s), Flooring - Hardwood, High Speed Internet Hookup |
| Room Bedroom5 Length: | 17 |
| Room Bedroom5 Level: | Second |
| Room Bedroom5 Width: | 16 |
| Room Dining Room Area: | $240.00 |
| Room Dining Room Features: | Coffered Ceiling(s), Flooring - Hardwood, Window(s) - Bay/Bow/Box, Wainscoting, Crown Molding |
| Room Dining Room Length: | 15 |
| Room Dining Room Level: | First |
| Room Dining Room Width: | 16 |
| Room Family Room Area: | 441 |
| Room Family Room Features: | Flooring - Hardwood, Window(s) - Picture, Open Floorplan, Recessed Lighting |
| Room Family Room Length: | 21 |
| Room Family Room Level: | First |
| Room Family Room Width: | 21 |
| Room Kitchen Area: | 840 |
| Room Kitchen Features: | Flooring - Hardwood, Countertops - Stone/Granite/Solid, Kitchen Island, Breakfast Bar / Nook, Cabinets - Upgraded, High Speed Internet Hookup, Open Floorplan |
| Room Kitchen Length: | 30 |
| Room Kitchen Level: | First |
| Room Kitchen Width: | 28 |
| Room Living Room Area: | 272 |
| Room Living Room Features: | Flooring - Hardwood, Window(s) - Bay/Bow/Box, Balcony - Exterior, French Doors, Open Floorplan, Recessed Lighting |
| Room Living Room Length: | 17 |
| Room Living Room Level: | First |
| Room Living Room Width: | 16 |
| Room Master Bathroom Features: | Yes |
| Room Master Bedroom Area: | 360 |
| Room Master Bedroom Features: | Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Stone/Ceramic Tile, High Speed Internet Hookup, Recessed Lighting |
| Room Master Bedroom Length: | 24 |
| Room Master Bedroom Level: | Second |
| Room Master Bedroom Width: | 15 |
| Security Features: | Security System |
| Tax Assessed Value: | $5,477,600 |
| Tax Year: | 2026 |
| Year Built Details: | Actual |
| Waterview Flag: | No |
| Building Area Total: | 7,766 |
| Above Grade Finished Area: | 5,142 |
| Below Grade Finished Area: | 2,624 |
| Open Parking Spaces: | 6 |
| Insulation Feature: | Full |
| Living Area Source: | Owner |
| Adu: | N |
| Title5: | D |
| Beachfront Flag: | No |
Listing Courtesy of: Compass
Listing Agent: Team Coyle
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MLS Property Information Network, Inc. data last updated on October 08, 2026 04:59 PM - ET
Property Last Updated: October 08, 2026 04:59 PM - ET
































