8

Cliff Estates Houses for Sale

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  • /28

    $3,495,000

    • 6 Beds
    • 4.5 Baths
    • 4,424 Sq Ft

    209 Bristol Rd, Wellesley Hills, MA 02481

    Set on a tree-lined block in the coveted Cliff Estates enclave, this to-the-studs 2025 renovation and expansion of a classic New England Colonial is a singular achievement of brilliant design, timeless elegance, and refreshing livability. The expansive living spaces are distinguished by beautifully curated fixtures and finishes, from the fluted marble fireplace to bespoke lighting and hardware.

    Elisabeth Preis Compass

    209 Bristol Rd, Wellesley Hills, MA 02481
  • /34

    $6,500,000

    • 6 Beds
    • 7 Baths
    • 7,400 Sq Ft

    7 Mountview Rd, Wellesley Hills, MA 02481

    Ready to Welcome you Home! Stunning New Construction Colonial w everything on your wish list. Exceptional sunny and private backyard - check! Quiet cul de sac - check! Prestigious Cliff Estates location - check! 10’ ceilings - check! GAS heat, cooking, and fireplaces - check! Open concept kitchen, family room, breakfast room - check! Beautiful formal rooms - check! Ensuite baths - check! Rec room

    Christine Lawrence Rutledge Properties

    7 Mountview Rd, Wellesley Hills, MA 02481
  • /40

    $4,595,000

    • 6 Beds
    • 8 Baths
    • 7,577 Sq Ft

    15 Essex Rd, Wellesley Hills, MA 02481

    Experience luxury in this exquisite 6-bedroom Colonial in Cliff Estates. Impeccable craftsmanship and high-end upgrades blend elegance with comfort. The open-concept kitchen flows into a cozy family room with custom built-ins, while sophisticated living and dining areas set the stage for refined entertaining. A striking wrap-around mahogany bar extends to the outdoor patio, featuring a saltwater

    Allison David Poirier Coldwell Banker Realty - Wellesley

    15 Essex Rd, Wellesley Hills, MA 02481
  • /22

    $5,850,000

    • 6 Beds
    • 7 Baths
    • 7,287 Sq Ft

    99 Old Colony Rd, Wellesley Hills, MA 02481

    Custom built by high-end builder, this Cliff Estates masterpiece fuses timeless and classic design with the newer systems and finishes found in a young home to create a truly unique offering. Nestled on over a half acre of park like grounds & with wonderful curb appeal, there is over 7200 square feet of luxurious living spaces. Upon entry into the grand foyer, you sense the soaring 10' ceilings,

    The Shulkin Wilk Group Compass

    99 Old Colony Rd, Wellesley Hills, MA 02481
  • /42

    $5,450,000

    • 6 Beds
    • 10 Baths
    • 9,116 Sq Ft

    43 Bristol Rd, Wellesley Hills, MA 02481

    Stately brick Colonial in sought after Cliff Estates is beautifully sited on a magnificent private corner lot. The exquisite two story foyer welcomes you into this spectacular property. Elegant living room with fireplace, built-ins and grand dining room with floor to ceiling windows and butler's pantry are perfectly suited for entertaining. Bright chef's kitchen with oversize center island, white

    Debi Benoit William Raveis R.E. & Home Services

    43 Bristol Rd, Wellesley Hills, MA 02481
  • /41

    $4,500,000

    • 8 Beds
    • 10 Baths
    • 10,388 Sq Ft

    1 Edmunds Rd, Wellesley Hills, MA 02481

    GREAT NEW PRICE! This is a truly remarkable home. Artful combination of opulence with timeless charm sited on .71 acres of parklike grounds. With more than 9,000 sq ft of sophistication it is perfect for both grand gatherings and intimate family moments. This estate has 21 rooms, with 4 levels of living space ready for the discerning homeowner who appreciates both modern luxury and classic

    Bobby Morgenstern Advisors Living - Wellesley

    1 Edmunds Rd, Wellesley Hills, MA 02481
  • /42

    $2,995,000

    • 6 Beds
    • 6 Baths
    • 5,806 Sq Ft

    42 Edmunds Rd, Wellesley Hills, MA 02481

    Welcome home to this spacious and modern colonial farmhouse nestled on its own private hill in the coveted Cliff Estates. The home perfectly blends the charm and character of an original farmhouse (including 8 original fireplaces) with modern features that suit today's lifestyle, such as multiple options for home office spaces. Five bedrooms (including primary suite) are located on the second

    Rachel Lieberman Berkshire Hathaway HomeServices Commonwealth Real Estate

    42 Edmunds Rd, Wellesley Hills, MA 02481
  • /42

    $4,999,000

    • 6 Beds
    • 6.5 Baths
    • 7,029 Sq Ft

    36 Oakridge Rd, Wellesley Hills, MA 02481

    Discover impeccable craftsmanship at 36 Oakridge Rd, ideally situated in the highly sought-after Cliff Estates neighborhood. Valuable upgrades and advanced technology are featured throughout this beautifully designed home. These include motorized Lutron shades, a Savant home automation system, integrated audio with Sonus Faber speakers, and Ketra lighting with programmable controllers to

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    36 Oakridge 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.

Home Trends in Cliff Estates, MA

Housing Trends

Median Sale Price
$2,600,000
Median Single Family Sale Price
$2,875,000
Average Price Per Sq Ft
$675
Number of Homes for Sale
8
Last 12 months Home Sales
23
Months of Supply
4.20
Median List Price
$2,995,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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