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Cliff Estates Homes for Rent

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  • /23

    $8,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,164 Sq Ft
    • House for Rent

    11 Nantucket Rd Unit 11, Wellesley Hills, MA 02481

    Attractive 4 bedroom Colonial near Bates Elementary School. First floor family room off eat-in kitchen with granite countertops, formal dining room and living room with fireplace. Second floor has main bedroom with bath, 3 additional bedrooms plus hall bath, hardwood floors throughout 1st and 2nd floors. 4th bedroom connects to main bedroom perfect for nursery or office. Lower level work

    Jane Collinson Advisors Living - Wellesley

    11 Nantucket Rd Unit 11, Wellesley Hills, MA 02481
  • /28

    $30,000 per month

    • 6 Beds
    • 6.5 Baths
    • 8,000 Sq Ft
    • House for Rent

    18 Sprague Rd, Wellesley Hills, MA 02481

    A rare blend of timeless elegance and modern luxury in prime Wellesley Hills. This sun-drenched estate on 1⁄2 acre offers soaring ceilings, a stunning open floor plan, and high-end finishes throughout. The gourmet kitchen, luxurious owner’s suite with private roof deck, and versatile lower level with gym and guest suite create the perfect balance of comfort and style. The beautifully landscaped

    Catherine Bassick Douglas Elliman Real Estate - Park Plaza

    18 Sprague Rd, Wellesley Hills, MA 02481
  • /37

    $12,000 per month

    • 5 Beds
    • 6 Baths
    • 4,451 Sq Ft
    • House for Rent

    41 Oakridge Rd, Wellesley Hills, MA 02481

    Welcome to this spectacular furnished residence offering the perfect combination of luxurious living, modern amenities, & prime Wellesley location. This updated home features 5 spacious bedrooms, 4 full baths, 2 half baths & an array of high-end finishes throughout, ideal for both entertaining and comfortable family living. A true chef's dream, the fully renovated kitchen boasts top-of-the-line

    Betsy Hargreaves Gibson Sotheby's International Realty

    41 Oakridge Rd, Wellesley Hills, MA 02481
  • /9

    $25,000 per month

    • 6 Beds
    • 7.5 Baths
    • 8,010 Sq Ft
    • House for Rent

    1 Edmunds Rd, Wellesley Hills, MA 02481

    Fully furnished Roche Bobois residence nestled within the coveted Cliff Estates, a truly remarkable home is a gardeners paradise. An artful combination of opulence with timeless charm sited on .71 acres of parklike grounds. With more than 8,000 sq ft of sophistication it is perfect for both grand gatherings and intimate family moments. This estate has 15 rooms, 4 levels of living space ready for

    Bobby Morgenstern Advisors Living - Wellesley

    1 Edmunds Rd, Wellesley Hills, MA 02481
  • /39

    $7,500 per month

    • 5 Beds
    • 3.5 Baths
    • 2,383 Sq Ft
    • House for Rent

    35 Old Colony Rd, Wellesley Hills, MA 02481

    Located in Wellesley's prestigious Cliff Estates, this property offers timeless charm and spacious living in a well maintained Colonial home. With 5 bedrooms and 3.5 bathrooms, this classic residence features hardwood floors throughout, a sun-filled formal living room with fireplace, and a floorplan offering separate dining and family rooms ideal for both entertaining and everyday living. The

    Debi Benoit William Raveis R.E. & Home Services

    35 Old Colony Rd, Wellesley Hills, MA 02481

Why Live in Cliff Estates

Cliff Estates in Wellesley is a wooded community featuring a mix of 20th-century Colonial Revivals, Garrison styles, Cape Cods, and contemporary homes with open floor plans. Single-family residences typically range from $1 million to $3 million, with estate properties around 5,000 square feet falling between $3 million and $6 million. Houses here have spacious yards, with lot sizes usually around half an acre. The neighborhood's tree-lined sidewalks and slightly curved roads are ideal for evening walks. The town has over 26 miles of trails connecting its conservation areas, with popular spots like Carisbrooke, Colburn Road, and Boulder Brook Reservation nearby. Morton Park, Kelly Memorial Park, and Rockridge Pond are local favorites for picnics, dog walking, and seasonal activities like fishing and ice skating. Wellesley Country Club, less than 3 miles south, offers a private golf course, pool, and tennis facilities. For shopping and dining, Linden Square features Roche Bros, local businesses, and restaurants such as The Cottage Wellesley. Whole Foods Market and The Local Kitchen & Drinks are also nearby. Community events include a spring festival, the July Jubilation Sidewalk Sale & Festival, and a fall harvest festival. Wellesley’s Wonderful Weekend features a Veterans parade, fireworks, and a town-wide picnic. The neighborhood is accessible via Interstate 95, Massachusetts Route 9, and the MBTA commuter rail, with the Wellesley Hills station nearby. Boston and Logan International Airport are about 15 miles east. The area is served by highly rated Wellesley Public Schools, including John D. Hardy Elementary, Isaac Sprague Elementary, Wellesley Middle School, and Wellesley High School. Babson College and Wellesley College are also close.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Cliff Estates?
The most popular neighborhoods for renters near Cliff Estates are Linden Square, Wellesley Hills, Fells, Dana Hall and Newton Lower Falls.
What are the most popular zip codes for renters near Cliff Estates?
The most popular zip codes for renters near Cliff Estates are 02481, 02482, 02493, 02462 and 01760.
How to Rent a Home