5 Cliff Rd, Wellesley, MA 02481
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Property image
OFF MARKET

5 Cliff Rd
Wellesley, MA 02481

  • 5 Beds
  • 4.5 Baths
  • 5,210 sqft (on 0.86 acres)

$3,308,900

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $19,882/mo*
Refinance Your Home

$3,308,900

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $19,882/mo*
Refinance Your Home
5 Beds
4.5 Baths
5,210 sqft
(on 0.86 acres)

Local Information

  • Map ViewExplore the area around 5 Cliff Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1868
Lot Size
0.86 acres
Living Area
5,210 sqft
Price/Sqft
$635
Parking
Garage

About this House

Stunning 5bed 4.5bath Colonial in coveted Cliff Estates, redesigned & custom gut renovated in 2021 for comfortable living & grand entertaining, w/open concept layout, 12 perfectly appointed rooms, 10' ceilings, oversized picture windows & new white oak floors. Contemporary finishes & amenities are highlighted by the striking classic details. The grand entry foyer, flanked by a huge living room w/alcove & a gorgeous dining room, both w/fireplaces, leads to the spectacular kitchen w/10' center island, Wolf/SubZero appliances & a built-in espresso maker, flows into the breakfast room & a family room & to the 23x13 deck w/hot tub. The luxurious main suite w/fireplace offers a huge custom walk-in closet & a spa bath w/heated floors, steam shower, soaking tub & sauna. There are 4 additional generously sized bedrooms & 3 designer baths w/heated floors, & an expansive recreation rm/office. The magnificent 37,605 ft.² lot is a private retreat w/heated pool & cabana w/heated flrs. A 2-c garage.
5 Cliff Rd, Wellesley, MA 02481 is a 5 bedroom, 5 bathroom, 5,210 sqft single-family home built in 1868. It last sold for $3,200,000 on Jul 2, 2025 (3% below the $3,295,000 asking price). It is currently off market. The Trulia Estimate is $3,308,900, with a rent estimate of $8,457/month.

Home Details for 5 Cliff Rd

Interior Features

Interior Details
Basement: Full,Concrete,UnfinishedNumber of Rooms: 12Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 5210 Square Feet
Appliances & Utilities
Appliances: Gas Water HeaterLaundry: First Floor
Heating & Cooling
Heating: Radiant,Natural Gas,Hydro AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Radiant
Fireplace & Spa
Number of Fireplaces: 4Spa: PrivateHas a FireplaceHas a Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Tile
Levels, Entrance, & Accessibility
Floors: Wood, Tile
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: SlatePatio / Porch: Deck, PatioFencing: Fenced/Enclosed, FencedOther Structures: CabanaExterior: Deck, Patio, Pool - Inground Heated, Cabana, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced YardFoundation: StoneHas a Private PoolSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 8No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 10Parking: Detached,Garage Door Opener,Storage,Paved Drive,Driveway,Paved
Pool
Pool: Pool - Inground HeatedPool
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5210

Property Information

Year Built
Year Built: 1868
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 259392

Price & Status

Price
List Price: $3,295,000
Status Change & Dates
Off Market Date: Mon May 05 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WellesleyCommunity: Cliff Estates
School Information
Elementary School: WellesleyJr High / Middle School: WmsHigh School: Whs

Building

Building Area
Building Area: 5210 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, UniversityNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.86 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73348039Above Grade Unfinished Area: 5210

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsGolfMedical FacilityConservation AreaHighway AccessHouse of WorshipPrivate SchoolPublic SchoolT-StationUniversity
Last check for updates: about 3 hours ago
Listed by Natasha Roberts, (617) 835-8585
Hammond Residential Real Estate, (617) 731-4644
Bought with: Mizner + Montero, (617) 851-4909, Gibson Sotheby's International Realty, (617) 426-6900
Source: MLS PIN, MLS#73348039

Price History for 5 Cliff Rd

DatePriceEventSource
07/02/2025$3,200,000Sold
MLS PIN #73348039
04/22/2025$3,295,000ContingentMLS PIN #73348039
03/20/2025$3,295,000Listed For SaleMLS PIN #73348039
12/23/2024$3,460,000ListingRemovedMLS PIN #73278636
11/15/2024$3,460,000PriceChange
MLS PIN #73278636
10/07/2024$3,500,000PriceChange
MLS PIN #73278636
09/12/2024$3,588,000PriceChange
MLS PIN #73278636
09/06/2024$3,690,000PriceChange
MLS PIN #73278636
08/16/2024$3,790,000Listed For SaleMLS PIN #73278636
02/10/2021$2,025,000Sold
N/A
10/27/2020$2,195,000PriceChange
Agent Provided
10/14/2020$2,295,000PriceChange
Agent Provided
09/28/2020$2,350,000Listed For SaleAgent Provided
02/06/1992$600,000Sold
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$27,273
Assessment$2,653,000
Home facts updated by county records

Comparable Sales for 5 Cliff Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
7 Cliff Rd, Wellesley, MA
0.03
Single-Family Home
$1,865,000
04/02/26
5
3.5
3,774
44 Bradford Rd, Wellesley, MA
0.26
Single-Family Home
$3,100,000
06/02/26
5
5.5
4,785
3 Garden Rd, Wellesley, MA
0.06
Single-Family Home
$2,500,000
03/05/26
4
3.5
4,870
7 Garden Rd, Wellesley, MA
0.06
Single-Family Home
$2,059,981
09/25/25
5
3.5
4,643
1 Clock Tower Dr, Wellesley, MA
0.27
Single-Family Home
$2,500,000
04/13/26
5
4.5
5,261
26 Edmunds Rd, Wellesley, MA
0.35
Single-Family Home
$3,115,000
01/09/26
4
3.5
4,294
51 Abbott Rd, Wellesley, MA
0.39
Single-Family Home
$2,700,000
09/03/25
6
4.5
7,830
29 Abbott Rd, Wellesley, MA
0.28
Single-Family Home
$3,122,500
04/24/26
5
4.5
4,895
101 Edmunds Rd, Wellesley, MA
0.54
Single-Family Home
$3,200,000
07/07/26
5
4.5
4,010
10 Lanark Rd, Wellesley, MA
0.38
Single-Family Home
$4,400,000
06/29/26
6
3.5
7,404

Nearby homes

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Assigned Schools

These are the assigned schools for 5 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
    Flag
  • 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
    Flag
  • 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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LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

13 pet-friendly rentals in Wellesley, MA

Explore by feature - Garage

11 rentals with a garage in Wellesley, MA

Explore by feature - Air Conditioning

21 rentals with air conditioning in Wellesley, MA

Explore by feature - Washer/dryer

25 rentals with a washer/dryer in Wellesley, MA

Explore by feature - Outdoor Space

7 rentals with an outdoor space in Wellesley, MA

Homes for sale near 5 Cliff Rd

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Off Market Homes Near 5 Cliff Rd

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Frequently asked questions about 5 Cliff Rd

  • What is 5 Cliff Rd estimated to be worth?
    Trulia's estimated value for 5 Cliff Rd in Wellesley, MA is $3,308,900.
  • What is the price history for 5 Cliff Rd?
    5 Cliff Rd in Wellesley, MA last sold for $3,200,000 in July 2025.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $1.99M. That is up $300K from the prior month.
  • Does 5 Cliff Rd have air conditioning?
    Yes, 5 Cliff Rd in Wellesley, MA has air conditioning.
  • Does 5 Cliff Rd have a pool?
    Yes, 5 Cliff Rd in Wellesley, MA has a pool.
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.