209 Cliff Rd, Wellesley, MA 02481
OFF MARKET

209 Cliff Rd
Wellesley, MA 02481

  • 7 Beds
  • 7.5 Baths
  • 9,842 sqft (on 3.02 acres)

$11,704,000

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $67,309/mo*
Refinance Your Home

$11,704,000

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $67,309/mo*
Refinance Your Home
7 Beds
7.5 Baths
9,842 sqft
(on 3.02 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Welcome to 209 Cliff Road. Once in a while a magical property comes on the market that wows at every turn. Tucked away and beautifully sited on acres of impressive professionally landscaped grounds created by the Olmsted Brothers in the 1930s, this spectacular home is set amidst rolling lawns and gardens. Features outside include a spa like swimming pool, tranquil reflecting pond with stone bridge, tennis court, and inside soaring ceilings and fine custom details from beginning to end! An estate like this in the desirable Wellesley Farms is truly a once in a lifetime opportunity. This exceptional property combined with the adjoining lot, 12 White Oak Road, provides endless possibilities. This spectacular Wellesley Farms opportunity also includes .93 acres of accessory land abutting this property in Weston. Impeccable craftsmanship and unparalleled quality are found throughout this magnificent and prestigious estate. Available for private tours only. PPE required at all showings.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
Garage
Outdoor
Patio, Pool
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 209 Cliff Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 14
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa

Property Information

Year Built
Year Built: 1938Year Updated: 1999
Property Type / Style
Property Type: Single Family HomeArchitecture: Tudor

Exterior Features

Exterior Home Features
Exterior: BrickPatioSprinkler System
Pool
Pool
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 3.02 acres

Building

Pool
Sauna
Fitness & Sports
Tennis Court

Price History for 209 Cliff Rd

DatePriceEventSource
08/12/2020$8,750,000Sold
N/A
06/20/2020$8,995,000PendingAgent Provided
06/18/2020$8,995,000Listed For SaleAgent Provided
03/26/2011$7,995,000ListingRemovedAgent Provided
01/15/2011$7,995,000PriceChange
Agent Provided
06/18/2010$10,500,000PriceChange
Agent Provided
03/06/2010$12,000,000Listed For SaleAgent Provided
03/24/2006$7,200,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$113,687
Assessment$11,059,000
Home facts updated by county records

Comparable Sales for 209 Cliff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
184 Cliff Rd, Wellesley, MA
0.17
Single-Family Home
$14,750,000
09/30/25
6
7
14,663
11 Greylock Rd, Wellesley, MA
0.12
Single-Family Home
$5,100,000
06/24/25
4
6
7,408
57 Westcliff Rd, Weston, MA
0.44
Single-Family Home
$5,420,000
06/27/25
6
7
8,005
26 White Oak Rd, Wellesley, MA
0.11
Single-Family Home
$4,558,000
10/14/25
5
5
6,160
3 Ravine Rd, Wellesley, MA
0.36
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
1 Old Farm Rd, Wellesley, MA
0.57
Single-Family Home
$5,600,000
08/04/25
6
5.5
7,391
9 Bellevue Rd, Wellesley, MA
0.50
Single-Family Home
$6,200,000
08/22/25
6
6.5
7,569
56 Ledgeways, Wellesley, MA
0.33
Single-Family Home
$4,400,000
12/01/25
6
8
7,000
43 Bristol Rd, Wellesley, MA
0.59
Single-Family Home
$5,000,000
05/18/26
7
9
9,116
11 Falmouth Rd, Wellesley, MA
0.64
Single-Family Home
$6,000,000
08/18/25
6
7.5
8,012

Nearby homes

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Assigned Schools

These are the assigned schools for 209 Cliff Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
    Flag
  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
    Flag
  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
    Flag
  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
    Flag
  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
    Flag
  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
    Flag
  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
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  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
    Flag
  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
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  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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209 Cliff Rd, Wellesley, MA 02481 is a 7 bedroom, 9 bathroom, 9,842 sqft single-family home built in 1938. This property is not currently available for sale. 209 Cliff Rd was last sold on Aug 12, 2020 for $8,750,000. The current Trulia Estimate for 209 Cliff Rd is $11,704,000.