Quick Home Search

Custom Home Search

Find Out What Your Home Is Worth

Get Notified Daily of New Listings

to save this search and get notified daily of new listings that match your search criteria.

Cliff Estates Homes for Sale

Where: from Cliff Road west and north of route 9 to the Weston line.

Description: This distinguished neighborhood, located north of route 9, was laid out as a prime residential area characterized by elegance, planning, and beautiful landscaping. Homes were built by the most respected architects of the day and the Cliff Estates was intended to represent the highest quality of life with an eye to proper zoning as a means of ensuring it.

Learn More About Cliff Estates

Businessmen were drawn to this area around the turn of the century, and Frederick Law Olmstead was employed to create beautiful and verdant landscape designs. Interestingly, in 1914, Wellesley enacted many of the zoning concepts of the founding fathers into what became the first building laws for a town. Nationally-known architects, like Royal Barry Wills, designed and built many of the Cliff Estates’ homes as the area grew. Today, the Cliff Estates is known for its sumptuous and expansive lots, beautiful homes, tree-lined streets and ease

Found 10 listings using search criteria.
$5,595,000
MLS Number: 71688895

Exquisite six bedroom Tudor with adjacent buildable lot located on one of Wellesley's most desirable and prestigious streets. Gracious, timeless foyer with curved staircase and vaulted ceiling. Dramatic step down living room with classic details including wood paneled walls, coffered ceilings and stone fireplace. Large dining room with butler call-button and walk-in adjoining pantry. Granite and stainless steel kitchen w/center island opens to a big, sun-filled family room with patio and backyard access. Beautiful, bright sunroom also with backyard access. Oak library with fireplace perfect for office or den. Mural basement & bar ideal for entertaining. Hidden wine storage. Expansive master bedroom with fireplace. All baths new. Third floor bonus room. Large, flat private yard. Upham School. Two owners since 1950…a rare opportunity.

$3,900,000
MLS Number: 71692652

Timeless Classic Slate roof Colonial. Nestled in the Heart of the Cliff Estates with 1.74 gorgeous acres, this home offers over 4700 sq ft of living area with 13 rooms, 6 bedrooms, 3 full and two half baths, 3 fireplaces, and 2-car garage. Lovely foyer leading to formal living room with fireplace, crown dentil molding and French Doors to Solarium. Dining room with rare hand-painted scenic wallpaper by Zuber et Cie, a Maid's call buzzer and French doors leading to stone terrace. Family room features custom built-in cabinets, bay windows and French doors to screened porch. Kitchen with Butler's pantry, and Wolf 6 burner stove with griddle and two full sized convection ovens, Subzero, & Bosch dishwasher. Second level has 6 bedrooms including spacious master suite with bath. Fabulous level yard offers Bluestone terraces and patios, extensive gardens including perennial, herb, moss, shrub and native plants in Woodland Sanctuary. Close to train, shopping, and major routes

$3,695,000
MLS Number: 71698763

Exquisite six bedroom tudor located on one of Wellesley's most desirable and prestigious streets. Gracious, timeless foyer with curved staircase and vaulted ceiling. Dramatic step down living room with classic details including wood paneled walls, coffered ceilings and stone fireplace. Large dining room with butler call-button and walk-in adjoining pantry. Granite and stainless steel kitchen w/center island opens to a big, sun-filled family room with patio and backyard access. Beautiful, bright sunroom also with backyard access. Oak library with fireplace perfect for office or den. Mural basement & bar ideal for entertaining. Hidden wine storage. Expansive master bedroom with fireplace. All baths new. Third floor bonus room. Flat, private yard. Upham School. Adjacent buildable lot also available. Two owners since 1950…a rare opportunity.

$3,495,000
MLS Number: 71642226

Stately brick Colonial in sought after Cliff Estates is beautifully sited on magnificent corner lot. The exquisite two story foyer welcomes you into this spectacular property. Elegant fireplaced living room with built-ins and grand dining room with floor to ceiling windows and butler's pantry are perfectly suited for entertaining. Professional bright and sunny chef's kitchen with oversize center island, cherry cabinets, Wolf range and steamer includes dining area and opens to generous family room overlooking expansive level yard, porch and patio area surrounded by lush landscaping and mature trees. Stunning sound proof mahogany office with coffered ceiling. Exceptional Master Suite offers private retreat and includes dressing rooms, separate baths with radiant heat and sitting area with kitchenette. Third floor bonus suite with full bath. Fantastic lower level with state of the art home theatre, exercise room and play area completes this impressive property. Incredible opportunity!

$2,995,000
MLS Number: 71644832

Spectacular 15 Room Colonial in the Cliff Estates. Elegant marble two story foyer open to family room. Gourmet kitchen with granite and top of the line appliances. Beautiful Cherry paneled library, formal dining… living rooms, Den and mudroom. Featuring six bedrooms, 7 full baths, and two half baths. Exquisite millwork throughout. Finished third floor suite, and lower level with exercise room, playroom, bath and kitchen. Three-car garage. Convenient to train, shops, major routes, and Upham School. 1st OH Sunday 3/16/2014. 12-2pm.

$2,750,000
MLS Number: 71676876

Magnificent 6 bedroom, 6 full and 2 half bath home beautifully sited on corner lot in the heart of Cliff Estates. Formal rooms with high ceilings, beautiful arches, extensive millwork and hardwood throughout this open floor plan. Gourmet kitchen offers gas cooking, granite counters, beverage cooler, skylights. Breakfast area with built in seating opens to family room with soaring ceiling, fireplace and access to outside deck, patio and private yard. Dramatic master suite with marble bath, built-ins, and large seating area. Finished 3rd floor for guest/au-paire. Front and back staircases, large mud room, 3 car garage, heated driveway, and much more in this exceptional home.

$2,695,000
MLS Number: 71628235

Classic Colonial under construction by master builder in the Cliff Estates. Set on a lovely level lot, this elegant 13 room, 5 bedroom Colonial has extraordinary finish detail throughout. Handsome center entrance with large foyer leads to elegant formal rooms including living room with gas fireplace, dining room with tray ceiling and Butler's Pantry. Sunny custom kitchen with shaker style cabinets, gourmet appliances, oversized island, large breakfast area, and huge walk in pantry. Expansive family room with fireplace and French doors to patio and spectacular flat play yard. Hold your own World Cup on huge flat field! Fully finished lower level with 9' ceilings, full bath, gym, media room, and playroom. 3 car attached garage and awesome mudroom. Almost ready! Be in before start of school!

$2,595,000
MLS Number: 71673115

Located in the prestigious Cliff Estates neighborhood of Wellesley Hills! Pride of ownership is evidenced throughout this 1936 brick colonial with thoughtful updates through the years, while maintaining its original charm, detail and character. Room for gracious entertaining or relaxed gatherings. There is a spacious, heated sun room leading to a large blue stone patio. The sun room, dining room and kitchen/family room all overlook the gorgeous, beautifully landscaped 1.41 acre lot which has its own pond with fountain, rose garden, and a garden house. The living room, with stained glass, diamond-pane windows, has a gas fireplace, as does the master bedroom. The cherry paneled library has a wood burning fireplace. The bright and sunny, custom white kitchen has a large island with Corian and marble counter tops, a Wolf range with 2 ovens, a Sub-Zero refrigerator, separate ice maker, and much storage with cabinets and drawers and overlooks the step-down family room. Welcome home!

$2,195,000
MLS Number: 71680736

Spacious 5 bedroom home set on a knoll in the heart of Old Cliff Estates. High ceilings, lots of light and an excellent floor plan. This could be the home for you! Open kitchen family room with coffered ceilings and custom built-ins. Large welcoming foyer with wainscoting flanked by a banquet size dining room and fireplaced living room filled with windows. Oversized mudroom with great closet space off of 3 car garage. 2nd floor with 4 generous bedrooms. Bonus 3rd floor with 3 additional rooms- flexible space- bedroom-playroom and office. All of this just a short distance to train and shops! Upham School.

$1,575,000
MLS Number: 71699635

Glistening white colonial shaded by beautiful trees and set on lovely Cliff Estates property boasts spacious rooms and generous proportions. Gracious foyer with turned stair opens to elegant living room with fireplace and dining room with built-ins. Cozy den with French doors to patio, updated light cherry kitchen with sun-splashed family room, playroom with fireplace on lower level, and breezy screened porch add lots of comfortable living areas. Six bedrooms and 3-1/2 baths give wonderful space for every member of the family.

The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

Ask Me A Question

From my Clients

Now roughly a year later we appreciate more than ever the sound advice and expert counsel Barbara offered us. Our home in Boston is a tremendous investment, as is our ongoing friendship with this wonderful woman.

From Buyer

Get Email Updates

Finding a home has never been easier

  • Email Updates
  • Save Searches
  • Save Favorites
  • Property Maps

Join Now

Forgot your password?