189 Cliff Rd, Wellesley, MA 02481
OFF MARKET

189 Cliff Rd
Wellesley, MA 02481

  • 6 Beds
  • 5.5 Baths
  • 6,294 sqft (on 0.63 acres)

$4,614,600

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $26,968/mo*
Refinance Your Home

$4,614,600

Trulia Estimate
as of Jul 12, 2026
Est. Refi. Payment $26,968/mo*
Refinance Your Home
6 Beds
5.5 Baths
6,294 sqft
(on 0.63 acres)

Local Information

  • Map ViewExplore the area around 189 Cliff Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

The perfect combination of location, size, character and function! This stately Cliff Road/Cliff Estates colonial has curb appeal as well as nearly 6,300 sq ft of living space with lots of flexibility including multiple offices, finished basement spaces and third floor bedrooms. The open concept kitchen and family room offers abundant function, family living and entertaining space. The kitchen features all new white cabinets, stainless steel appliances including gourmet stove and full size Sub Zero refrigerator and freezer. Separate butlers pantry with wine refrigerator with beautiful decorative window. Grand master suite features spacious his & hers walk-in closets and high tray ceilings. Other 5 bedrooms have large room proportions and generous closets. Walkout basement has 2 separate finished spaces for work, play or exercise as well as a workshop and abundant storage. Over .5 acres of lush landscaped yard with fenced in area. Close to train, Rt. 9, Mass Pike and 95/128. A must see!
189 Cliff Rd, Wellesley, MA 02481 is a 6 bedroom, 6 bathroom, 6,294 sqft single-family home built in 1935. It last sold for $3,400,000 on May 20, 2022. It is currently off market. The Trulia Estimate is $4,614,600, with a rent estimate of $15,580/month.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 189 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: 13Wet Bar
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerRefrigeratorWasher
Fireplace & Spa
FireplaceHot Tub or Spa
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: WoodPatioSprinkler System
Parking & Garage
GarageParking Spaces: 3Parking: Garage Attached

Property Information

Year Built
Year Built: 1935Year Updated: 2000
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.63 acres

Price History for 189 Cliff Rd

DatePriceEventSource
05/20/2022$3,400,000Sold
MLS PIN #72960211
03/31/2022$2,995,000Listed For SaleMLS PIN #72960211
09/07/2021$2,795,000ListingRemovedMLS PIN #72827423
06/25/2021$2,795,000PriceChange
MLS PIN #72827423
05/15/2021$2,890,000PriceChange
MLS PIN #72827423
05/07/2021$2,995,000Listed For SaleMLS PIN #72827423
11/16/2020$2,995,000ListingRemovedAgent Provided
10/14/2020$2,995,000PriceChange
Agent Provided
09/23/2020$3,095,000Listed For SaleAgent Provided
06/26/2006$2,700,000Sold
N/A
11/23/2005$3,200,000Sold
N/A
08/08/2001$3,225,000Sold
N/A
08/18/2000$2,750,000Sold
N/A
10/22/1999$1,188,500Sold
N/A
08/28/1987$875,000Sold
N/A

Market trends in Wellesley

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.99M
$300KMoM
Sale-to-List Price
100.1%
1.4%MoM
Price per sq ft
$649
$56MoM
Available listings
112
1MoM
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Property Tax and Assessment

Year2025
Tax$38,725
Assessment$3,767,000
Home facts updated by county records

Comparable Sales for 189 Cliff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
26 White Oak Rd, Wellesley, MA
0.13
Single-Family Home
$4,558,000
10/14/25
5
5
6,160
36 Old Farm Rd, Wellesley, MA
0.33
Single-Family Home
$3,475,000
07/31/25
5
5.5
5,359
56 Ledgeways, Wellesley, MA
0.19
Single-Family Home
$4,400,000
12/01/25
6
8
7,000
3 Ravine Rd, Wellesley, MA
0.24
Single-Family Home
$4,750,000
05/11/26
5
7
7,720
84 Royalston Rd, Wellesley, MA
0.50
Single-Family Home
$3,700,000
06/01/26
6
5.5
6,406
8 Glen Brook Rd, Wellesley, MA
0.42
Single-Family Home
$4,620,000
07/08/26
6
6.5
7,606
101 Edmunds Rd, Wellesley, MA
0.45
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
22 Cranmore Rd, Wellesley, MA
0.58
Single-Family Home
$3,437,075
06/23/26
5
4.5
5,738
10 Lanark Rd, Wellesley, MA
0.51
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404
99 Old Colony Rd, Wellesley, MA
0.46
Single-Family Home
$5,097,250
05/15/26
6
6
8,100

Nearby homes

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Assigned Schools

These are the assigned schools for 189 Cliff Rd.
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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
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  • 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
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
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  • 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
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  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 189 Cliff Rd

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Off Market Homes Near 189 Cliff Rd

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