0.24 mi
Distance
Prestigious Cliff Estates residence is generously sited on just under an acre of land. This chic and sophisticated home, completely renovated in 2015, offers exquisite and timeless architectural detail throughout. Stunning foyer leads to grand living room with gorgeous beamed ceiling and classic dining room with lovely butler's pantry. Stunning chef's kitchen with high end appliances, custom hood and oversized island opens to sun-filled eat-in area and magnificent family room overlooking manicured grounds. Second floor offers luxurious master suite with serene spa like bath, three well proportioned bedrooms and two beautifully renovated full baths. Special space on the third floor with quiet sitting room and two bedrooms is the perfect spot to get away. Lower level includes exercise space, handsome billiard room, elegant wine cellar and gracious playroom. Fabulous carriage house with art studio and full bath offers a private retreat. Nothing has been spared - a truly amazing property
Cliff Road
Source: School Digger
Preschool At Wellesley Schools
Public • PK - PK • Serves this home
Distance
Public • 6 - 8 • Serves this home
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Public • 9 - 12 • Serves this home
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Preschool At Wellesley Schools
Public • PK - PK • Serves this home
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Public • PK - 3
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Public • PK - 3
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Public • PK - 5
Distance
William F. Stanley Elementary School
Public • PK - 5
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Public • PK - PK
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Public • PK - PK
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Public • PK - 5
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Public • PK - KG
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Public • 6 - 8 • Serves this home
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Public • 6 - 8
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Public • 4 - 5
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Public • 6 - 8
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Public • 5 - 8
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Public • 7 - 8
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Public • 6 - 6
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Public • 6 - 8
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Public • 6 - 8
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Public • 6 - 8
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Public • 9 - 12 • Serves this home
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Public • 9 - 12
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Public • 9 - 12
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Public • 9 - 12
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Public • 9 - 12
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Public • 9 - 12
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Public • 9 - 12
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Private • 06 - 12
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Private • 05 - 12
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Private • 08 - 12
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Private • UG - UG
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Brandon School & Residental Treatment
Private • 02 - 12
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Private • 03 - 12
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Private • UG - UG
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Private • 08 - 11
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Walnut Hill School For The Arts
Private • 09 - 12
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Bais Yaakov Of Boston High School
Private • 09 - 12
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Source: Public Records
| Street Address | Beds | Baths | Sold Date | List Price | Valuation Date | Valuation Price |
|---|---|---|---|---|---|---|
| 100 Orchard Avenue | Listing | 6 | 6 | Feb 04, 2026 | $3,225,000 | Mar 14, 2026 | - |
| 11 Holly Rd | 4 | 3 | Jan 28, 2026 | $1,349,000 | Mar 14, 2026 | - |
| 59 Shady Hill Road | 5 | 7 | Feb 19, 2026 | $3,895,000 | Mar 14, 2026 | - |
| 58 Norwich Road | Listing | 4 | 4 | Jan 16, 2026 | $2,249,000 | Mar 21, 2024 | $2,012,445 |
| 482 Glen Road | 5 | 5 | Feb 21, 2026 | $2,699,000 | Mar 14, 2026 | - |
| 24 Jackson Rd | 6 | 5 | Jan 28, 2026 | $3,295,000 | Mar 14, 2026 | - |
| 57 Beverly Rd | 4 | 5 | Mar 03, 2026 | $1,950,000 | Mar 14, 2026 | - |
| 5 Oakridge Ave. | 5 | 4 | Jan 31, 2026 | $1,849,999 | Mar 14, 2026 | - |
| 12 Nancy Road | 3 | 3 | Feb 06, 2026 | $999,900 | Mar 14, 2026 | - |
| 10 Whittier Rd | 5 | 4 | Mar 03, 2026 | $1,590,000 | Mar 14, 2026 | - |
Source: Sperling's Best Places
| Zip | City | County | National | |
|---|---|---|---|---|
| Population | N/A | 14,421 | 725,326 | 335,858,263 |
| Population Density | N/A | 2,879 | 1,831 | 95 |
| People per Household | N/A | 2.8 | 2.5 | 2.6 |
| Median Age | N/A | 33.9 | 43 | 39.1 |
| Median Income | N/A | $182,173 | $108,049 | $66,222 |
| Average Income | N/A | $96,489 | $57,162 | $35,475 |
| Cost of Living Index | 146 | 139 | 117 | 100 |
| Zip | City | County | National | |
|---|---|---|---|---|
| January Avg. High Temp | N/A°F | 17.29°F | 18.1°F | 22.6°F |
| July Avg. High Temp | N/A°F | 83.13°F | 81.2°F | 86.2°F |
| Annual Precipitation | N/A" | 45.45" | 51.22" | 38" |
9/100
Walk Score ®
0/100
Transit Score ®
23/100
Bike Score ®
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 25/100, Transit Score: 7/100, Bike Score: 29/100.
0.24 mi
Distance
0.3 mi
Distance
Recreation
0.48 mi
Distance
0.53 mi
Distance
0.55 mi
Distance
0.56 mi
Distance
0.57 mi
Distance
0.24 mi
Distance
0.3 mi
Distance
0.57 mi
Distance
0.21 mi
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0.26 mi
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0.27 mi
Distance
0.28 mi
Distance
0.28 mi
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0.29 mi
Distance
0.31 mi
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0.43 mi
Distance
0.47 mi
Distance
0.54 mi
Distance
0.58 mi
Distance
0.6 mi
Distance
0.61 mi
Distance
6 bds • 6 ba • 6,406 sqft
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6 bds • 6 ba • 7034 sqft
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6 bds • 6 ba • 7047 sqft
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5 bds • 6 ba • 5833 sqft
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5 bds • 7 ba • 8844 sqft
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4 bds • 5 ba • 7195 sqft
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5 bds • 5 ba • 4416 sqft
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5 bds • 6 ba • 5073 sqft
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Source: Realty.com
165 Cliff Rd, Wellesley, MA 02481 is a Single Family 7,143 sq. ft. home listed for sale. Realty.com has 29 photos available of this 6 bed, 8 bath house, listed at $3,975,000. View sales and tax history, use our mortgage calculator and more on Realty.com
Realty.com has 29 photos of 165 Cliff Rd.
Our records indicate that 165 Cliff Rd was built in 1929.
The full address for this home is 165 Cliff Rd, Wellesley, MA 02481.
165 Cliff Rd has been listed on Realty.com since Wed April 10, 2019
Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.
The average walkability score in the surrounding area is Walk Score: 25/100, Transit Score: 7/100, Bike Score: 29/100.
There are 3 schools assigned to this home. Check out the schools near 165 Cliff Rd. Preschool At Wellesley Schools (Grades: PK - PK), Wellesley Middle School (Grades: 6 - 8), Wellesley Senior High School (Grades: 9 - 12)
Listing provided courtesy of:
Gibson Sotheby's International Realty
(tel: 781-237-8181)
Listing agent:
Debi Benoit
(tel: 617-962-9292)
(#BB980372)
This content last refreshed on 2026-03-14 11:40:22. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
Export listing data of 165 Cliff Rd, Wellesley, MA 02481 : MLS# 72479607