Active
485 Days on market
200 Cliff Rd Wellesley — Photo 1 of 40

200 Cliff Rd Wellesley — Photo 1 of 40

Recent Drop: $455,000

$5,350,000
$4,895,000

$4,895,000

Investment Analysis — 200 Cliff Rd

Wellesley, MA 02481

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 7-bedroom in 02481 carries an estimated $5,340/mo in gross rent — about a 0.17% cap rate and $8,160/yr in estimated NOI at the $4,895,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

7

Baths

6

SqFt

7,262

Style

Single Family

Built

1938

Much admired 7 bedroom, 7000+sf estate home on an acre of manicured lawns on famed Cliff Road. Built and re designed by two of New England’s most acclaimed architects, this home boasts the grandeur of stately proportions and sumptuous millwork with a newly renovated and superbly equipped chef’s Kitchen and butler’s pantry with adjacent family room. A banquet sized dining room and gracious living room both with fireplaces and french doors lead to the private grounds with stone walls, built in grill and multiple sitting areas. Handsome mahogany study with fireplace, ensuite bedroom with newly renovated bath plus a separate sun room complete the 1st floor. Up a curved staircase befitting the most prestigious of homes you will find 6 bedrooms and 4 full baths including the primary suite with, luxurious bath and laundry. Lower level with recreation room and state of the art wine cellar, 3 car heated garage, heated driveway and whole house generator. A once in a lifetime opportunity!

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 7,262 sq ft principal dwelling). Lot size: 42,366 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Open Houses

Property Details

Financials

Original Price$5,595,000
Annual Taxes$40,541

Parking

Garage3
Off-Street14

Interior Specifications

Total Rooms15
Fireplaces5
FlooringTile, Carpet, Hardwood, Flooring - Wall to Wall Carpet, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
BasementFull, Partially Finished

Climate & Utilities

HeatingForced Air, Electric Baseboard, Hot Water, Natural Gas, Fireplace
CoolingCentral Air, Ductless
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofSlate, Rubber
FoundationConcrete Perimeter
ZoningSR20

Property & Lot

Acres0.97
SqFt Lot42,366
Lot Features--

Amenities & Appliances

Oven • Dishwasher • Range • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Highway Access

Geography

Floorplan Breakdown

Structural Layout

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenOfficeFamily RoomBathroom 1
Living Room
Lvl First

28 x 17

Flooring - Hardwood, French Doors

Dining Room
Lvl First

17 x 20

Flooring - Hardwood, French Doors

Kitchen
Lvl First

20 x 17

Closet/Cabinets - Custom Built, Flooring - Hardwood, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar, Breakfast Bar / Nook, Cabinets - Upgraded, Recessed Lighting, Remodeled, Second Dishwasher, Stainless Steel Appliances

Office
Lvl First

14 x 15

Fireplace, Closet/Cabinets - Custom Built, Flooring - Hardwood

Family Room
Lvl First

20 x 20

Coffered Ceiling(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, French Doors

Primary Bedroom
Lvl Second

21 x 17

Bathroom - Full, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Wall to Wall Carpet, Balcony - Exterior, Hot Tub / Spa, Dressing Room, Exterior Access

Bedroom 2
Lvl Second

14 x 15

Bedroom 3
Lvl Second

17 x 11

Bathroom - Full, Flooring - Wall to Wall Carpet

Bedroom 4
Lvl Second

18 x 11

Bathroom - Full, Flooring - Wall to Wall Carpet, Balcony - Exterior

Bedroom 5
Lvl Second

12 x 9

Flooring - Wall to Wall Carpet

Bathroom 1
Lvl First

6 x 6

Bathroom - Half

Bathroom 2
Lvl Second

16 x 9

Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower, Walk-In Closet(s), Flooring - Stone/Ceramic Tile, Washer Hookup, Pedestal Sink

Bathroom 3
Lvl Second

6 x 8

Bathroom - Full, Bathroom - Tiled With Tub, Flooring - Stone/Ceramic Tile

Property History

Price Drop
$4,895,000

Was $5,100,000

Sep 8, 2026

MLS® 73376559

Price Drop
$5,100,000

Was $5,350,000

May 29, 2026

MLS® 73376559

Listed
$5,595,000

May 16, 2025

MLS® 73376559

Expired
$4,495,000

May 29, 2010

MLS® 71023374

Listed
$4,495,000

Jan 25, 2010

MLS® 71023374

Listing Provided By

Listing Agent: Donahue Maley And Burns Team

Listing Office: Compass

MLS® Number: 73376559