
21 Cushing Rd Wellesley Hills, MA 02481
Cliff Estates NeighborhoodHighlights
- Home Theater
- Open Floorplan
- Colonial Architecture
- Ernest F. Upham Elementary School Rated A+
- Custom Closet System
- Landscaped Professionally
About This Home
As of May 2025Discover luxury and sophistication in this renovated/expanded 5-bedroom, 6-bathroom Cliff Estates masterpiece. Set on a manicured lot, this home offers 4 levels of meticulously designed living space. The grand foyer leads to elegant living and dining areas with custom millwork, rich hardwood floors, and oversized windows. The chef’s kitchen boasts an oversized island, top-tier appliances, wet bar, and cozy fireplace, flowing into a spacious family room beaming with natural sun lighting and a statement fireplace. First-floor office, well-appointed mudroom, and 3-car heated garage add convenience. The luxurious primary suite features a spa-like bath, walk-in closets, and fireplace. Three additional bedrooms and charming window-seat nook complete the second floor. The third level offers a private suite, while the finished lower level includes a media room, playroom, and storage. Close proximity to train, restaurants, and shops. Seller welcomes offers with requests for buyer concessions.
Last Agent to Sell the Property
Gibson Sotheby's International Realty Listed on: 03/17/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $31,220
Year Built
- Built in 1909 | Remodeled
Lot Details
- 0.35 Acre Lot
- Near Conservation Area
- Stone Wall
- Landscaped Professionally
- Level Lot
- Sprinkler System
- Property is zoned SR20
Parking
- 3 Car Attached Garage
- Tuck Under Parking
- Parking Storage or Cabinetry
- Heated Garage
- Garage Door Opener
- Driveway
- Open Parking
- Off-Street Parking
Home Design
- Colonial Architecture
- Stone Foundation
- Frame Construction
- Shingle Roof
- Concrete Perimeter Foundation
- Stone
Interior Spaces
- Open Floorplan
- Wet Bar
- Crown Molding
- Tray Ceiling
- Ceiling Fan
- Recessed Lighting
- Decorative Lighting
- Light Fixtures
- Picture Window
- French Doors
- Mud Room
- Family Room with Fireplace
- 3 Fireplaces
- Dining Area
- Home Theater
- Home Office
- Play Room
- Home Security System
Kitchen
- Oven
- Stove
- Range
- Microwave
- Freezer
- Second Dishwasher
- Stainless Steel Appliances
- Kitchen Island
- Solid Surface Countertops
- Disposal
Flooring
- Wood
- Ceramic Tile
Bedrooms and Bathrooms
- 5 Bedrooms
- Fireplace in Primary Bedroom
- Primary bedroom located on second floor
- Custom Closet System
- Linen Closet
- Walk-In Closet
- Pedestal Sink
- Dual Vanity Sinks in Primary Bathroom
- Separate Shower
- Linen Closet In Bathroom
Laundry
- Laundry on upper level
- Dryer
- Washer
- Sink Near Laundry
Finished Basement
- Walk-Out Basement
- Basement Fills Entire Space Under The House
- Interior and Exterior Basement Entry
- Garage Access
Eco-Friendly Details
- Energy-Efficient Thermostat
Outdoor Features
- Deck
- Rain Gutters
Location
- Property is near public transit
- Property is near schools
Schools
- Wps Elementary School
- WMS Middle School
- WHS High School
Utilities
- Central Heating and Cooling System
- 6 Heating Zones
- Heating System Uses Natural Gas
Listing and Financial Details
- Assessor Parcel Number 259772
Community Details
Overview
- No Home Owners Association
- Cliff Estates Subdivision
Amenities
- Shops
Recreation
- Tennis Courts
- Jogging Path
Ownership History
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Purchase Details
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.Purchase Details
Similar Homes in Wellesley Hills, MA
Home Values in the Area
Average Home Value in this Area
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $3,700,000 | None Available | |
Deed | $3,700,000 | None Available | |
Deed | $1,175,000 | -- | |
Deed | $1,175,000 | -- | |
Deed | $1,100,000 | -- | |
Deed | $1,100,000 | -- | |
Deed | $375,000 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Previous Owner | $2,222,500 | Purchase Money Mortgage | |
Previous Owner | $100,000 | No Value Available | |
Previous Owner | $50,000 | No Value Available | |
Previous Owner | $650,000 | Purchase Money Mortgage |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
05/01/2025 05/01/25 | Sold | $3,700,000 | -2.4% | $812 / Sq Ft |
03/30/2025 03/30/25 | Pending | -- | -- | -- |
03/17/2025 03/17/25 | For Sale | $3,790,000 | +14.0% | $832 / Sq Ft |
02/27/2023 02/27/23 | Sold | $3,325,000 | -2.1% | $729 / Sq Ft |
01/19/2023 01/19/23 | Pending | -- | -- | -- |
01/06/2023 01/06/23 | For Sale | $3,395,000 | +2.1% | $745 / Sq Ft |
12/15/2022 12/15/22 | Off Market | $3,325,000 | -- | -- |
11/03/2022 11/03/22 | For Sale | $3,395,000 | +6.9% | $745 / Sq Ft |
04/19/2022 04/19/22 | Sold | $3,175,000 | +15.5% | $697 / Sq Ft |
03/03/2022 03/03/22 | Pending | -- | -- | -- |
02/28/2022 02/28/22 | For Sale | $2,750,000 | -- | $603 / Sq Ft |
Tax History Compared to Growth
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $31,220 | $3,037,000 | $1,036,000 | $2,001,000 |
2024 | $30,335 | $2,914,000 | $987,000 | $1,927,000 |
2023 | $31,064 | $2,713,000 | $874,000 | $1,839,000 |
2022 | $18,279 | $1,565,000 | $783,000 | $782,000 |
2021 | $18,013 | $1,533,000 | $751,000 | $782,000 |
2020 | $17,721 | $1,533,000 | $751,000 | $782,000 |
2019 | $17,505 | $1,513,000 | $751,000 | $762,000 |
2018 | $19,072 | $1,596,000 | $859,000 | $737,000 |
2017 | $18,569 | $1,575,000 | $859,000 | $716,000 |
2016 | $18,171 | $1,536,000 | $844,000 | $692,000 |
2015 | $17,779 | $1,538,000 | $844,000 | $694,000 |
Agents Affiliated with this Home
-
Seller's Agent in 2025
Jennifer Fish
Gibson Sotheby's International Realty
(617) 291-8001
1 in this area
1 Total Sale
-
C
Buyer's Agent in 2025
Company Company
Compass
(617) 807-0853
1 in this area
136 Total Sales
-
Seller's Agent in 2023
Melissa Dailey
Coldwell Banker Realty - Wellesley
(781) 237-9090
39 in this area
369 Total Sales
-
Seller Co-Listing Agent in 2023
Kathryn Alphas Richlen
Coldwell Banker Realty - Weston
(508) 310-3977
-
Buyer's Agent in 2023
The Lara & Chelsea Collaborative
Coldwell Banker Realty - Wellesley
(617) 686-4110
7 in this area
137 Total Sales
-
B
Seller's Agent in 2022
Benoit | Robinso Orourke
Gibson Sotheby's International Realty
(781) 237-8181
Map
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73346403

APN: WELL-000084-000011