$6,680,000
 $35,860 est/mo Sourced by Back At You

25 Holly Cir,Weston, MA 02493

Weston, MA 02493

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Description

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.

Details

MLS #73573009
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year2017
Days On Site10
Listing Provided ByCompass | Team Coyle

Features

Bed(s)5
Bath(s) 9 Total
SQ Feet7,766
Garage3
BasementY
ZoningA
Acreage1.38
Golf CourseYes

Interior

Rooms Total16
Cooling Yes / NoYes
CoolingCentral Air
Heating Yes / NoYes
HeatingForced Air, Natural Gas, Hydro Air
Interior FeaturesBeamed 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
Window FeaturesInsulated Windows
AppliancesGas Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Fireplace FeaturesFamily Room, Living Room, Master Bedroom
Fireplaces Total3
Fireplace Yes / NoYes
FlooringTile, Hardwood, Flooring - Hardwood, Laminate

Exterior

Exterior FeaturesPorch, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting
RoofShingle, Metal
Security FeaturesSecurity System
Construction MaterialsFrame
Foundation DetailsConcrete Perimeter
Lot FeaturesCleared, Gentle Sloping

Parking

Garage Yes / NoYes
Attached Garage Yes / NoYes
Parking FeaturesAttached, Garage Door Opener, Off Street, Paved
Open Parking Yes / NoYes

Utilities

UtilitiesGenerator Connection
SewerPrivate Sewer
ElectricGenerator Connection

Taxes

Tax Annual Amount31406.18
Tax Assessed Value5477600
Tax Lot80
Tax Year2026
Tax Map Number62

Location

Community FeaturesPublic Transportation, Shopping, Park, Walk/Jog Trails, Golf, Conservation Area, Private School, Public School, University
Senior Community Yes / NoNo

Area Information

StateMA
CountyMiddlesex
CityWeston
Zip Code02493
AreaMiddlesex
Community NameSouth side on the Wellesley line
School DistrictWeston Hs
Elementary SchoolWeston Elementary
High SchoolWeston Hs
Listing VS Median (in South side on the Wellesley line)
Price:
$6,680,000
low | high
Med:
$6,680,000
50% of Average
sqft:
7,766
low | high
Med:
7,766
50% of Average
$ / sqft:
$860
low | high
Med:
$860
50% of Average
On site:
10
low | high
Med:
10
100% of Average
Sourced by Back At You

Market Activity 02493

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Learn More About This Property

StateMA
CountyMiddlesex
CityWeston
Zip Code02493
AreaMiddlesex
Community NameSouth side on the Wellesley line
School DistrictWeston Hs
Elementary SchoolWeston Elementary
High SchoolWeston Hs
Listing VS Median (in South side on the Wellesley line)
Price:
$6,680,000
low | high
Med:
$6,680,000
50% of Average
sqft:
7,766
low | high
Med:
7,766
50% of Average
$ / sqft:
$860
low | high
Med:
$860
50% of Average
On site:
10
low | high
Med:
10
100% of Average
Sourced by Back At You
Nearby Listings (Within 1/4 mile)
Price: $5.1M - $8.35M
sqft: 5,500 - 9,500
Nearby Listings Property ImageNearby Listings Details
568 Wellesley St Property Photo 1
$4,388,000
568 Wellesley St
Weston, MA 02493
Listing Updated: September 16, 2026 at 12:11:11 PM PDT