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Cliff Estates Homes for Sale

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  • 43 Bristol Rd, Wellesley Hills, MA 02481
    43 Bristol Rd, Wellesley Hills, MA 02481
    43 Bristol 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
  • 99 Old Colony Rd, Wellesley Hills, MA 02481
    99 Old Colony Rd, Wellesley Hills, MA 02481
    99 Old Colony 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 & 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
  • 1 Edmunds Rd, Wellesley Hills, MA 02481
    1 Edmunds Rd, Wellesley Hills, MA 02481
    1 Edmunds Rd, Wellesley Hills, MA 02481
    /42

    $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
  • 7 Mountview Rd, Wellesley Hills, MA 02481
    7 Mountview Rd, Wellesley Hills, MA 02481
    7 Mountview Rd, Wellesley Hills, MA 02481
    /34

    $6,500,000

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

    7 Mountview Rd, Wellesley Hills, MA 02481

    Stunning New Construction Colonial with an exceptional sunny and private backyard! Rare opportunity to live on a quiet cul de sac in the prestigious Cliff Estates. Finishes almost complete, ready for move in in 30 days! This beautifully designed property features an expansive and open floor plan with 10’ ceilings. Open concept chef's kitchen w high end appliance inc GAS COOKTOP, oversized island,

    Christine Lawrence Rutledge Properties

    7 Mountview Rd, Wellesley Hills, MA 02481
  • 42 Edmunds Rd, Wellesley Hills, MA 02481
    42 Edmunds Rd, Wellesley Hills, MA 02481
    42 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
  • 36 Oakridge Rd, Wellesley Hills, MA 02481
    36 Oakridge Rd, Wellesley Hills, MA 02481
    36 Oakridge Rd, Wellesley Hills, MA 02481
    /41

    $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
  • 201 Lowell Rd, Wellesley Hills, MA 02481
    201 Lowell Rd, Wellesley Hills, MA 02481
    /2

    $4,495,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 7,047 Sq Ft

    201 Lowell Rd, Wellesley Hills, MA 02481

    New home in Cliff Estates with the ideal floor plan and one of Wellesley's favorite designers creating the perfect interior! Gracious foyer with large kitchen family room off of the back of the home. Oversized kitchen island with fireplace in family room. First floor private study. Living room with another fireplace and dining room both with custom millwork. Mudroom with cubbies and closet.

    Melissa Dailey Coldwell Banker Realty - Wellesley

    201 Lowell Rd, Wellesley Hills, MA 02481
Massachusetts Wellesley Cliff Estates

Real Estate & Homes for Sale in Cliff Estates, Wellesley

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.
Learn more about living in Cliff Estates

Frequently Asked Questions

Is Cliff Estates a good place to live?
Cliff Estates is a good place to live. Cliff Estates is considered very car-dependent and somewhat bikeable. It has a median age of 43. The average household income is $261,350 which is above the national average. College graduates make up 90.1% of residents. A majority of residents in Cliff Estates are home owners, with 4.9% of residents renting and 95.1% of residents owning their home. A local real estate agent serving Cliff Estates can help you decide if this neighborhood is the right one for you. Learn more on our Cliff Estates neighborhood guide.
How much do you need to make to afford a house in Cliff Estates?
The median home price in Cliff Estates is $702,850. If you put a 20% down payment of $140,600 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $3,640 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $156K a year to afford the median home price in Cliff Estates. The average household income in Cliff Estates is $261K.
What are the best public schools in Cliff Estates?
The best public schools that serve Cliff Estates are:
What are the best private schools in Cliff Estates?
The best private schools that serve Cliff Estates are:
  • The Rivers School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.5.
  • Dana Hall School has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.3.
  • Tenacre Country Day School has a B+ Niche grade, a student teacher ratio of 6:1 and an average review score of 3.3.
What are the most popular zip codes in Cliff Estates, Wellesley, MA?
The most popular zip codes in Cliff Estates, Wellesley, MA include 02481, 02482, 02493, 01760 and 02492.
What are the most popular neighborhoods near Cliff Estates, Wellesley, MA?
The most popular neighborhoods near Cliff Estates, Wellesley, MA are Linden Square, Wellesley Farms, Wellesley Square, Wellesley Hills and Fells.
Are home prices dropping in Cliff Estates?
Yes, home prices in Cliff Estates are down 4% in the last 12 months.

Home Trends in Cliff Estates, MA

On average, homes in Cliff Estates, Wellesley sell after 102 days on the market compared to the national average of 70 days. The median sale price for homes in Cliff Estates, Wellesley over the last 12 months is $315,000, down 36% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$315,000
Median Single Family Sale Price
$770,000
Median 2 Bedroom Sale Price
$315,000
Average Price Per Sq Ft
$225
Number of Homes for Sale
2
Last 12 months Home Sales
9
Months of Supply
2.70
Median List Price
$702,850
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-36%
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