100 Westcliff Rd

9,038 Sq. Ft.
$475 / Sq. Ft.
9,038
Sq. Ft.
$475
per Sq. Ft.

Description

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...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.

Listing Agents

  1. Lynn Donahue

    Lynn Donahue

    Alternative Listing Agent

    Compass

    lynn.donahue@compass.com

    P: (781)-264-5225

  2. Donna Maley

    Donna Maley

    Alternative Listing Agent

    Compass

    donna.maley@compass.com

    P: (508)-254-9288

Property Details for 100 Westcliff Road

Town
Weston
Area
MA-Weston
Architectural Style
Contemporary
Style
Contemporary
Garage Spaces
3
Parking Spaces
11.00
Parking Spaces Total
14
LISTING UPDATED: 02/25/2026 12:29 PM

Property Details for 100 Westcliff Road

StatusNew
MLS #73480059
Days on Market2
Taxes$32,837 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1998
CountyMiddlesex County

Location

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Building Information for 100 Westcliff Road

Stories-Year Built1998Building Size-Lot Size1.53 AC / 66,534 SF

Payment Calculator

$23,669 per month

30 year fixed, 6.15% Interest

Principal and Interest

$20,933

Property Taxes

$2,736

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 100 Westcliff Road

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Medical Facility, Highway Access, House of Worship, T-Station
  • Living Area: 9038.0
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: Yes
  • Water View: Yes
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Weston
  • High School: Weston
  • Middle School: Weston
Features
Interior Features
  • Appliances: Gas Water Heater, Range, Dishwasher, Refrigerator, Freezer
  • Basement Features: Partial
  • Num of Baths: 7.0
  • Num of Full Baths: 6
  • Num of Half Baths: 1
  • Bathrooms Total Decimal: 6.50
  • Bathrooms Total Integer: 7
  • FireplaceFeatures: Family Room, Living Room, Master Bedroom
  • FireplaceYN: Yes
  • Fireplaces: 5
  • Flooring: Wood, Tile, Stone / Slate, Flooring - Hardwood
  • Interior Features: Bathroom - Full, Closet, Study, Office
  • Laundry Features: Second Floor
  • Primary Bath: Yes
  • SpaYN: No
Exterior Features
  • Exterior Features: Deck, Patio, Rain Gutters, Sprinkler System
  • Exterior Features: Sprinkler System, Deck, Patio
  • Patio And Porch Features: Deck, Patio
  • Roof Material: Shingle
  • View: Scenic View(s)
  • View: Yes
  • Waterfront Features: Waterfront, Pond
  • Waterview Features: Pond
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Attached, Paved Drive, Off-Street
  • Open Parking: Yes
  • Parking Features: Attached, Paved Drive, Off-Street
  • Parking Features: Off-Street
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Heating: Forced Air, Natural Gas, Fireplace(s)
  • Heating: Yes
  • Sewer: Private Sewerage
  • Utility Connections: for Gas Range
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 304.0
  • Room Primary Bedroom Features: Bathroom - Full,Walk-In Closet(s),Double Vanity
  • Room Primary Bedroom Length: 19.0
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 16.0
Bedroom 2
  • Bedroom2 Area: 247.0
  • Bedroom2 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood
  • Bedroom2 Length: 19.0
  • Bedroom2 Level: Second
  • Bedroom2 Width: 13.0
Bedroom 3
  • Bedroom3 Area: 330.0
  • Bedroom3 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood
  • Bedroom3 Length: 22.0
  • Bedroom3 Level: Second
  • Bedroom3 Width: 15.0
Bedroom 4
  • Bedroom4 Area: 266.0
  • Bedroom4 Features: Bathroom - Full,Closet,Flooring - Hardwood
  • Bedroom4 Length: 14.0
  • Bedroom4 Level: Second
  • Bedroom4 Width: 19.0
Bedroom 5
  • Bedroom5 Area: 400.0
  • Bedroom5 Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood
  • Bedroom5 Length: 16.0
  • Bedroom5 Level: Second
  • Bedroom5 Width: 25.0
Bathroom 1
  • Bathroom1 Level: First
Bathroom 2
  • Bathroom2 Level: Second
Bathroom 3
  • Bathroom3 Level: Second
Dining Room
  • Dining Room Area: 342.0
  • Dining Room Features: Flooring - Hardwood,French Doors,Deck - Exterior,Exterior Access
  • Dining Room Length: 19.0
  • Dining Room Level: First
  • Dining Room Width: 18.0
Family Room
  • Family Room Area: 483.0
  • Family Room Features: Flooring - Hardwood,Balcony / Deck,French Doors,Exterior Access,Open Floorplan
  • Family Room Length: 21.0
  • Family Room Level: First
  • Family Room Width: 23.0
Kitchen
  • Kitchen Area: 324.0
  • Kitchen Features: Flooring - Hardwood,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Remodeled
  • Kitchen Length: 18.0
  • Kitchen Level: First
  • Kitchen Width: 18.0
Living Room
  • Room Living Room Area: 483.0
  • Room Living Room Features: Flooring - Hardwood
  • Room Living Room Length: 23.0
  • Room Living Room Level: First
  • Room Living Room Width: 21.0
Other Room 1
  • Room Office Area: 273.0
  • Room Office Features: Bathroom - Full,Closet,Flooring - Hardwood
  • Room Office Length: 21.0
  • Room Office Level: Second
  • Room Office Width: 13.0
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public
  • Disclosures: Pond is jointly owned and cared for by all of the properties that abut the pond. Yearly maintence costs are typically around
Tax Information
  • Listing Terms: Contract
  • Tax ID: M:062.0 L:0038 S:000.0,869519
  • Assessments: $2,958,300
  • Book: 77625
  • Tax Year: 2025
  • Zoning: 00000
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
Complex & Association Information
  • Adult Community: No

Property History for 100 Westcliff Road

DateEvent & SourcePriceAppreciation
Feb 25, 2026

Listed (Active)

MLS PIN #73480059

$4,295,000
Dec 7, 2025

Canceled

MLS PIN #73424728

$4,350,000
Dec 7, 2025

Temporarily Withdrawn

MLS PIN #73424728

$4,350,000
Oct 11, 2025

Price Change

MLS PIN #73424728

$4,495,000
Sep 30, 2025

Price Change

MLS PIN #73424728

$4,625,000
Sep 17, 2025

Price Change

MLS PIN #73424728

$4,725,000
Sep 3, 2025

Listed (Active)

MLS PIN #73424728

$4,875,000
Apr 28, 2021

Sold

MLS PIN #72628459

$2,860,000
Nov 20, 2020

Under Agreement

MLS PIN #72628459

Nov 20, 2020

Contingent

MLS PIN #72628459

Mar 4, 2020

Listed (Active)

MLS PIN #72628459

$3,495,000
Nov 24, 2019

Expired

MLS PIN #72470347

$3,650,000
Mar 25, 2019

Listed (Active)

MLS PIN #72470347

$3,799,000
Jul 18, 2012

Sold (Public Record)

Public Record #335025930

$2,597,883

-2.5% / yr

Jul 18, 2012

Sold

MLS PIN #71378002

$2,597,883
Jun 2, 2012

Contingent

MLS PIN #71378002

May 4, 2012

Listed (Active)

MLS PIN #71378002

$2,799,000
Apr 17, 2012

Canceled

MLS PIN #71227551

$2,990,000
May 5, 2011

Listed (Active)

MLS PIN #71227551

$3,450,000
Mar 28, 2003

Sold (Public Record)

Public Record #119910772

$3,300,000

+4.7% / yr

Mar 28, 2003

Sold

MLS PIN #30676547

$3,300,000
Jan 11, 2003

Contingent

MLS PIN #30676547

Jan 1, 2003

Listed (Active)

MLS PIN #30676547

$3,450,000
Nov 22, 2002

Expired

MLS PIN #30609625

$3,995,000
May 22, 2002

Listed (Active)

MLS PIN #30609625

$4,495,000
Nov 1, 1999

Expired

MLS PIN #30325068

$2,800,000
Aug 16, 1999

Sold (Public Record)

Public Record #89896687

$2,800,000

+154.7% / yr

Aug 13, 1999

Sold

MLS PIN #30331732

$2,800,000
Jul 11, 1999

Under Agreement

MLS PIN #30331732

Jul 11, 1999

Contingent

MLS PIN #30331732

Jun 21, 1999

Listed (Active)

MLS PIN #30331732

$2,800,000
Jun 1, 1999

Listed (Active)

MLS PIN #30325068

$2,800,000
May 20, 1998

Sold (Public Record)

Public Record #89887842

$878,000

+8.1% / yr

May 20, 1998

Sold

MLS PIN #50390320

$878,000
Mar 11, 1998

Contingent

MLS PIN #50390320

Jan 12, 1998

Listed (Active)

MLS PIN #50390320

$950,000
Nov 3, 1997

Canceled

MLS PIN #50379141

$980,000
Jun 18, 1997

Listed (Active)

MLS PIN #50379141

$1,090,000
May 18, 1993

Sold (Public Record)

Public Record #89888966

$595,000
DateEvent & SourcePrice
02/25/2026

Listed (Active)

MLS PIN #73480059

$4,295,000
12/07/2025

Canceled

MLS PIN #73424728

$4,350,000
12/07/2025

Temporarily Withdrawn

MLS PIN #73424728

$4,350,000
10/11/2025

Price Change

MLS PIN #73424728

$4,495,000
09/30/2025

Price Change

MLS PIN #73424728

$4,625,000
09/17/2025

Price Change

MLS PIN #73424728

$4,725,000
09/03/2025

Listed (Active)

MLS PIN #73424728

$4,875,000
04/28/2021

Sold

MLS PIN #72628459

$2,860,000
11/20/2020

Under Agreement

MLS PIN #72628459

11/20/2020

Contingent

MLS PIN #72628459

03/04/2020

Listed (Active)

MLS PIN #72628459

$3,495,000
11/24/2019

Expired

MLS PIN #72470347

$3,650,000
03/25/2019

Listed (Active)

MLS PIN #72470347

$3,799,000
07/18/2012

Sold (Public Record)

Public Record #335025930

$2,597,883

-2.5% / yr

07/18/2012

Sold

MLS PIN #71378002

$2,597,883
06/02/2012

Contingent

MLS PIN #71378002

05/04/2012

Listed (Active)

MLS PIN #71378002

$2,799,000
04/17/2012

Canceled

MLS PIN #71227551

$2,990,000
05/05/2011

Listed (Active)

MLS PIN #71227551

$3,450,000
03/28/2003

Sold (Public Record)

Public Record #119910772

$3,300,000

+4.7% / yr

03/28/2003

Sold

MLS PIN #30676547

$3,300,000
01/11/2003

Contingent

MLS PIN #30676547

01/01/2003

Listed (Active)

MLS PIN #30676547

$3,450,000
11/22/2002

Expired

MLS PIN #30609625

$3,995,000
05/22/2002

Listed (Active)

MLS PIN #30609625

$4,495,000
11/01/1999

Expired

MLS PIN #30325068

$2,800,000
08/16/1999

Sold (Public Record)

Public Record #89896687

$2,800,000

+154.7% / yr

08/13/1999

Sold

MLS PIN #30331732

$2,800,000
07/11/1999

Under Agreement

MLS PIN #30331732

07/11/1999

Contingent

MLS PIN #30331732

06/21/1999

Listed (Active)

MLS PIN #30331732

$2,800,000
06/01/1999

Listed (Active)

MLS PIN #30325068

$2,800,000
05/20/1998

Sold (Public Record)

Public Record #89887842

$878,000

+8.1% / yr

05/20/1998

Sold

MLS PIN #50390320

$878,000
03/11/1998

Contingent

MLS PIN #50390320

01/12/1998

Listed (Active)

MLS PIN #50390320

$950,000
11/03/1997

Canceled

MLS PIN #50379141

$980,000
06/18/1997

Listed (Active)

MLS PIN #50379141

$1,090,000
05/18/1993

Sold (Public Record)

Public Record #89888966

$595,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 100 Westcliff Road

Taxable ValueLand$1,151,200Additions$1,807,100Total$2,958,300
Tax Record2025$32,837 ($2,736 / month)
Home Facts
Beds7Baths6.5Total Finished SqFt8,058 SqFtAbove Grade Finished SqFt8,058 SqFtStories2Lot Size66,534 SqFtStyleSingle Family ResidenceYear Built1998CountyMIDDLESEXAPNWEST M:062.0 L:0038 S:000.0Fireplace TypeHas Fireplace

Schools near 100 Westcliff Road

This home is within Weston School District.
Rating
School
Type
Grades
Distance
Public - PK to 3
Public - PK to 3
Public - 4 to 5
Public - 6 to 8
Rating
School
Distance
Woodland Elementary School
PublicPK to 3

Country Elementary School
PublicPK to 3

Field Elementary School
Public4 to 5

Weston Middle School
Public6 to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Similar Homes

Similar Sold Homes

100 Westcliff Road is a single family home for sale in Weston, MA 02493. This property was listed for sale on February 25, 2026 by Compass, it's currently listed at $4,295,000. It has been on the market for a total of 2 days and was last sold on April 28, 2021. This listing's school district is Weston School District. Nearby schools include Woodland Elementary School, Country Elementary School and Field Elementary School. 100 Westcliff Road is a 6-bed, 7-bath, 9,038 sqft single family home built in 1998.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.