Private waterfront estate on the Wellesley/Weston line! Enjoy nearly 9,000 sq ft of elegant, sun-filled living with breathtaking views of Pierce Pond from almost every room. This custom Southside Weston home blends sophisticated architectural detail with modern updates and a flexible layout ideal for today’s lifestyle. Features include a dramatic foyer, gourmet chef’s kitchen with Wolf & Sub-Zero appliances, and six en suite bedrooms including a serene primary suite with spa-like bath and dual walk-in closets. Multiple rooms offer options for offices, gym, or guest space. Expansive terraces and decks overlook lush landscaping and the tranquil pond. With five fireplaces, artisan millwork, and a three-car garage, this property offers a rare combination of privacy, beauty, and convenience just minutes to Wellesley, Weston Center, and Boston.
Single-familyProperty Type
1998Year Built
1.53 acresLot Size
$387Price/Sq.Ft.
3 garage spacesParking
Listed by Donahue Maley and Burns Team• Compass
Listed by Compass
Bought with Jonathan Russell• Columbus and Over Group, LLC
Est. $4,948 per month, based on comparable rentals
Sale and tax history for 100 Westcliff Rd
Sale History
Tax History
Date
Event
Price
MLS PIN #73480059
Jul 27, 2026
Sold
$3,500,000
$387/sq ft
Apr 13, 2026
Contingent
—
Apr 1, 2026
Price Changed
$3,995,000
$442/sq ft
Mar 12, 2026
Price Changed
$4,195,000
$464/sq ft
Feb 25, 2026
Listed
$4,295,000
$475/sq ft
MLS PIN #72628459
Apr 28, 2021
Sold
$2,860,000
$316/sq ft
Nov 23, 2020
Contingent
—
Aug 5, 2020
Price Changed
$3,295,000
$365/sq ft
May 21, 2020
Relisted
—
Mar 17, 2020
Listing Removed
—
Mar 4, 2020
Listed
$3,495,000
$387/sq ft
Tranquil pond vistas from spectacular windows, a flexible modern floor plan and a private setting amidst lush specimen plantings in a coveted Southside Weston neighborhood provide this 9,000 sq. ft. multi-level custom home with prized attributes rarely available in one property. Stunning sun-drenched rooms for entertaining and comfortable family living feature vaulted ceilings, contemporary picture/Palladian windows, skylights, five fireplaces, artisan millwork, gleaming hardwood and a deck with serene views of Pierce Pond. Magnificent first floor offers grand foyer, gracious living room, banquet dining room, updated gourmet kitchen and dramatic family room. Six en suite bedrooms on two levels feature two family bedrooms off a cozy lounge/homework area, and stairs to garden-access level with luxurious master suite with fireplace/walk-in closets/spa bath, a paneled study and three bedrooms including au pair/office with separate entrance. Ideal access to commuter routes, train, shopping
MLS PIN #71378002
Jul 18, 2012
Sold
$2,597,883
$287/sq ft
Jun 2, 2012
Contingent
—
May 4, 2012
Listed
$2,799,000
$310/sq ft
+8
Location, Easy Commute, Exquisite Views of Peirce Pond and landscaping enhance this custom 9,000 sq. ft 1998 home with flexible floor plan. Gracious entertaining spaces. Kitchen/Family room with 1 1/2 story ceilings, fireplace, deck access, breakfast area, butler's pantry, chef's kitchen. Master Bedroom suite with fireplace, office & views to the pond, two over-sized walk in closet. Exquisite wood paneled sitting room. Private gardens and space for outdoor play. Rec. Rm and aupair
MLS PIN #30676547
Mar 28, 2003
Sold
$3,300,000
$365/sq ft
Jan 11, 2003
Listing Removed
—
Jan 1, 2003
Listed
$3,450,000
$382/sq ft
MLS PIN #30331732
Aug 13, 1999
Sold
$2,800,000
$310/sq ft
Jul 11, 1999
Listing Removed
—
Jun 21, 1999
Listed
$2,800,000
$310/sq ft
MLS PIN #50390320
May 20, 1998
Sold
$878,000
$97/sq ft
Mar 11, 1998
Listing Removed
—
Jan 12, 1998
Listed
$899,000
$99/sq ft
Year
Property tax
Land + Additions
Assessment*
2026
$33,160 (+1.0%)
$1,266,500 + $1,781,300
$3,047,800
2025
$32,837 (+1.8%)
$1,151,200 + $1,807,100
$2,958,300
2024
$32,269 (−0.5%)
$1,151,200 + $1,750,700
$2,901,900
2023
$32,438 (−14.0%)
$1,151,200 + $1,588,500
$2,739,700
2022
$37,716 (+5.4%)
$1,156,100 + $1,788,200
$2,944,300
2021
$35,768 (+7.2%)
$1,161,500 + $1,594,100
$2,755,600
2020
$33,375 (+1.2%)
$1,161,500 + $1,439,800
$2,601,300
2019
$32,967 (−0.3%)
$1,161,500 + $1,457,000
$2,618,500
2018
$33,055
$1,161,500 + $1,480,800
$2,642,300
2017
$33,061 (+1.1%)
$1,161,500 + $1,504,700
$2,666,200
2016
$32,710 (+1.9%)
$1,161,500 + $1,528,500
$2,690,000
2015
$32,105 (−3.3%)
$1,106,300 + $1,508,100
$2,614,400
2014
$33,214 (+3.2%)
$975,600 + $1,633,500
$2,609,100
2013
$32,183 (−16.5%)
$937,200 + $1,658,200
$2,595,400
2012
$38,555 (+4.2%)
$975,600 + $2,208,100
$3,183,700
2011
$36,988 (+0.9%)
$1,015,800 + $2,231,600
$3,247,400
2010
$36,666
$1,046,400 + $2,256,800
$3,303,200
2009
$36,698
$1,046,400 + $2,283,700
$3,330,100
Public record
Beds
7
Baths
6.5
Stories
2
Lot width
—
Lot depth
—
Lot size
1.53 Acres
Year renovated
—
Sq. Ft.
8,058
Year built
1998
Style
Single Family Residential
County
Middlesex County
APN
3028969S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Aug 27, 2026.
Property details
Parking
Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 3
# of Covered Spaces: 3
Open Parking Spaces: 8
Parking Spaces: 11
AttachedGarageYN: Yes
Parking Features: Attached, Paved Drive, Off Street
Exterior Features: Deck, Patio, Rain Gutters, Sprinkler System
Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 9038
Has Waterview
Pond
ADU: N
Lot Information
Lot Size (Acres): 1.53
ViewYN: Has View
View: Scenic View(s)
WaterfrontYN: Yes
Waterfront Features: Waterfront, Pond
Road Frontage Type: Public
Financial
Tax Information
Tax Annual Amount: $32,837
Tax Year: 2025
Utilities
Utility Information
Utilities: for Gas Range
Sewer: Private Sewer
Water Source: Public
Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas, Fireplace(s)
Cooling: Central Air
Location
School Information
Elementary School: Weston
Middle Or Junior School: Weston
High School: Weston
Location Information
Directions: Cliff to Scotch Pine to Westcliff
UnparsedAddress: 100 Westcliff Rd, Weston MA 02493
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Medical Facility, Highway Access, House of Worship, T-Station
Public facts
Beds: 7
Baths: 6.5
Sq. Ft.: 8,058
Stories: 2.0
Lot Size: 1.53 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Middlesex County
APN: 3028969S
Home facts updated by county records on Aug 27, 2026
Other
Listing Information
StandardStatus: Closed
Around this home
Schools
Woodland Elementary School
Public PreK-3 • Assigned • 2.6mi
10/10
Weston Middle School
Public 6-8 • Assigned • 1.1mi
9/10
Weston High School
Public 9-12 • Assigned • 1.1mi
10/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
1/10 Fire Factor
Unlikely to be in a wildfire in next 30 years
5/10 Heat Factor
7 days above 97° expected this year, 14 days in 30 years
6/10 Wind Factor
54% chance of strong winds in next 30 years
2/10 Air Factor
1 unhealthy days expected this year, 2 days in 30 years
Provided by First Street
Historical weather
Weston, MA • 02493
Average low and high temperatures (°F)
33
19
36
21
51
32
60
40
69
50
81
59
86
66
82
58
75
55
64
44
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
98/ 100
Exceptional sunlight
Sunscore
This home ranks in the top 2% for direct sun exposure in the zip code. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
11.2 hrs
6.4 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$4.39M – $5.31M
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