Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
ADVANCED SEARCH

      Wellesley MA Homes in Cliff Estates & Wellesley Farms

      The Cliff Estates and Wellesley Farms boast the properties that made Wellesley famous! Most were built when Route 9 became the primary access to Boston in the 1930's, but also have the luxury of easy access to the commuter train and the Pike. The lots range from 20,000 square feet to an acre. The homes are classic slate-roofed clapboard colonials and tudors built with style and grace, intricate detail often beautifully updated and appointed.

      At Rutledge Properties, we’ll do everything we can to help you find the Wellesley Cliff Estates home that works for you. Contact us or call us at 781-235-4663 and let us be your Wellesley MA agent! You can also register with our site to stay up-to-date on all of your favorite real estate listings.

      66 Audubon Road, Wellesley, MA

      Price$1,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72171671

      • Single Family
      • Bathroom 3
      • Bedrooms 3
      • Year Built 1956
      • Parking Spaces 4

      Cliff Estates. This pristine three bedroom two and a half bath home features an open floor plan, gleaming hardwood floors, granite kitchen with stainless steel appliances, formal living room, dining room with built in china cabinet, family room with gas fireplace and sliders to patio, master suite with sitting room, updated bathrooms, plus a finished lower level with play room, laundry, and access to two car garage. This bright and sunny home is beautifully sited on private .47 landscaped acres with patio and koi pond. Open House Sunday May 28th from 11:30am to 1:30pm.

      Listed by Donna Scott of Coldwell Banker Residential Brokerage - Wellesley - Central St.

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      64 Bristol Road, Wellesley, MA

      Price$1,400,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72169088

      • Single Family
      • Bathroom 5
      • Bedrooms 4
      • Year Built 1950
      • Parking Spaces 6

      Classic Colonial with great curb appeal offers an opportunity for renovation to the discerning buyer wishing to locate in the Cliff Estates area. 4-5 bedrooms, 4.5 baths. ~3,450 SF of living space. This home has a traditional floor plan / layout. Elegant foyer with stately first floor living, family, and dining rooms. Hardwood floors in most of the rooms; front to back Master Suite; walk up attic with ~960 SF of additional space; unfinished lower level with direct entry two car garage. Nice lot on Bristol road with large side yard and rear brick patio. Why buy a new home in Cliff Estates when you can buy and renovate this one at half the cost? Bring your ideas and your builder and let's put a deal together. Easy to show and quick closing possible. Come and see!

      Listed by Mark O'Donnell of William Raveis R.E. & Home Services

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      73 Audubon Road, Wellesley, MA

      Price$1,325,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72165965

      • Single Family
      • Bathroom 3
      • Bedrooms 4
      • Year Built 1936
      • Parking Spaces 6

      Imagine coming home to this wonderful property in Cliff Estates. Originally built in 1936, this 4 bedroom, 3 bath colonial has been lovingly cared for, renovated & tastefully expanded. Full of charm & character including all of today's expected amenities. Classic & timeless cherry kitchen with sub-zero refrigerator, wet bar, granite counter tops, butcher block island, open floor plan, hardwood floors throughout, 2 car garage & a functional mud room! A front to back living room with built in bookshelves opens up to a private study. A wonderful home built for entertaining both inside and out. The private, level back yard features a large blue stone patio perfect for impromptu cookouts on those warm summer nights. Minutes to Route 9, the commuter rail and major highways. Within walking distance to Upham Elementary and Wellesley Middle School. Wellesley offers amazing boutique shops, small business & fine dining. Quick commute into Boston.

      Listed by Trina Macchi & Co. and Trina Macchi of William Raveis R.E. & Home Services

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      4 Woodcliff Road, Wellesley, MA

      Price$2,945,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72159523

      • Single Family
      • Bathroom 6
      • Bedrooms 5
      • Year Built 1925
      • Parking Spaces 10

      Much admired signature property nestled on 3/4 acre in the heart of Cliff Estates has been beautifully renovated. The impressive circular drive surrounded by lush grounds welcomes you into this stunning property. Grand front foyer leads to exquisite formal dining room with fireplace and leaded windows. French doors open to fireplaced living room with high ceilings, hardwood floor and exterior access to blue stone patio overlooking landscaped gorgeous level yard. Expansive Chef's kitchen with center island, high end appliances and pantry includes sun splashed eat in area with lovely views. Inviting family room features custom built ins and picture windows. Handsome office completes first floor. Master suite offers generous walk in closets and includes luxurious renovated bath. Spectacular guest suite with full bath provides flexible floor plan. Lower level playroom offers hardwood floors and stone fireplace and opens to game room. Simply elegant!

      Listed by Debi Benoit of Benoit Mizner Simon & Co. - Wellesley - Central St

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      87 Hampshire Road, Wellesley, MA

      Price$1,395,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72158355

      • Single Family
      • Bathroom 4
      • Bedrooms 5
      • Year Built 1952
      • Parking Spaces 8

      Sprawling Cliff Estates Cape set on nearly half an acre of manicured grounds. Larger than it appears, the residence boasts over 3,000 sq.ft of living space, including 5 bedrooms, 3 full & 1 half baths.The lovely entry foyer provides access to the substantial living room with beautiful picture window & gas fireplace.French doors welcome you into the formal dining room with ample built-in storage, including two corner hutches & a separate china cabinet. Overlooking the back yard, the granite eat-in-kitchen connects to the formal spaces of the home for easy entertaining while still providing access to the family room, mud/laundry room, 2-car garage & 3-season porch. A separate bedroom wing which includes the en-suite master, two generously sized bedrooms and a full bath with new tile floor completes the 1st level. The 2nd floor offers 2 additional bedrooms, another full bath and a tremendous amount of unfinished space, perfect for storage or future expansion. Meticulously maintained!

      Listed by John McCourt of William Raveis R. E. & Home Services

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      49 Sawyer Road, Wellesley, MA

      Price$1,499,999The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72157565

      • Single Family
      • Bathroom 5
      • Bedrooms 6
      • Year Built 1930
      • Parking Spaces 4

      Gracious Brick Colonial home situated in the heart of Cliff Estates. Oversized windows capture great sunlight. All of the 1930's charm yet with the open concept kitchen/ family room addition. Family room with fireplace and wall of built-ins plus great access to blue stone patio and great views of the yard. Front to back formal living room with additional fireplace and more custom built-ins. First floor office with exterior door is tucked away for great private space. Pretty dining room. First floor mudroom/laundry room off the kitchen. Large master suite with fireplace, full bath and great walk-in closet. 3 additional family beds including one bedroom with en suite bath & walk-in closet. Third floor walk up with 2 rooms and full bath- perfect as a playroom/guest/au pair/ or teenager hangout! 2 car garage and unfinished lower level great for storage. Fabulous back and side yard space with privacy!! Be a part of this lovely established Wellesley neighborhood!

      Listed by Melissa Dailey of Coldwell Banker Residential Brokerage - Wellesley - Central St.

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      51 Old Colony Road, Wellesley, MA

      Price$2,295,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72157937

      • Single Family
      • Bathroom 4
      • Bedrooms 4
      • Year Built 1934
      • Parking Spaces 4

      Sited on an exceptional, lushly landscaped, private lot in prime Cliff Estates, this architecturally distinct property is remarkable. The 1935 French Normandy home has been meticulously maintained since its complete renovation and expansion. 51 Old Colony Road features an elegant foyer w/ a stunning staircase and flows seamlessly into the dramatic living room w/ beamed ceilings & fireplace, music room, a cherry wood library w/ fireplace & pocket doors. A light-filled dining room is designed for memorable entertaining. The beautifully appointed kitchen w/center island and radiant heat floors opens to an inviting family room w/ access to a large cedar deck overlooking a spectacular heated pool, bluestone patio & expansive lawn, in a private setting. A guest room & full bath complete the 1st floor. The 2nd floor features a lovely master w/ fireplace, 2 walk-in closets, a balcony & a lovely bath. The 2nd floor also features 3 add'l bdrms & full bath. Finished walkout bsmt w/bath, laundry.

      Listed by Donahue & Maley Team of Benoit Mizner Simon & Co. - Wellesley - Central St

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      206 Cliff, Wellesley, MA

      Price$2,750,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72153744

      • Single Family
      • Bathroom 7
      • Bedrooms 6
      • Year Built 1997
      • Parking Spaces 6

      Cliff Estates! Gorgeous brick federal colonial set on desirable Cliff Road. Beautifully crafted, this six-bedroom renovated home is the perfect blend of luxury and every day comfort. A gracious foyer welcomes you to a traditional layout, thoughtful millwork, five fireplaces, and well-appointed entertaining spaces. Beautiful areas include formal living and dining rooms, executive mahogany library, plus a large gourmet kitchen with premium appliances, island, dining area with cozy fireplace, and adjacent family room. The upper level master suite offers a marble bath, fireplace, and oversized, outdoor deck. Three additional bedrooms on this level, each with its own private bathroom. A finished third floor offers two additional sun drenched bedrooms and bathroom. Enjoy recreation in the lower level, which also offers storage, or by the sparkling in-ground pool. Incredible stonework compliment a lush exterior. Swimming pool, hot tub, gardens and patio complete the exterior. Adore

      Listed by Wendy Fox of Coldwell Banker Residential Brokerage - Weston

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      3 Trinity Court, Wellesley, MA

      Price$2,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72148502

      • Single Family
      • Bathroom 8
      • Bedrooms 6
      • Year Built 2016
      • Parking Spaces 6

      Just Completed! Handsome Center Entrance Colonial on quiet cul de sac in the Cliff Estates. EVERYTHING ON YOUR MUST HAVE LIST: highest quality construction, flawless attention to detail, sensible design, a GREAT YARD and a QUIET STREET. 15 rooms, 6 bedrooms (all above grade with ensuite baths). Sunny custom kitchen with shaker style cabinets, gourmet appliances, oversized island, large breakfast area, and huge walk in pantry. Expansive family room with coffered ceiling, fireplace and French doors to patio. Awesome mudroom with multiple closets, cubbies, and 2nd powder room. Walk up to third floor with 6th bedroom for private guest suite. Excellent flat play yard with patio, fence and mature plantings for privacy. Fully finished lower level with 9' ceilings, natural light, full bath, gym, and playroom. 3 car attached garage. READY FOR IMMEDIATE DELIVERY.

      Listed by Chrissie Lawrence of Rutledge Properties

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      91 Arnold Road, Wellesley, MA

      Price$2,799,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72142893

      • Single Family
      • Bathroom 5
      • Bedrooms 6
      • Year Built 1938
      • Parking Spaces 8

      1938 Renovated Brick Colonial on 35,765 sq ft lot (.82 acres) in Cliff Estates. Perfect floor plan plus filled w/ character- built-ins & window seats throughout!!! Open kitchen family room. Kitchen w/ top end appliances plus banquet next to wood burning fireplace makes for a cozy & warm space. Fireplaced family room w/ fabulous windows & access to deck w/ views of the flat oversized yard. Great architectural details includes office w/ interior windows overlooking the family room. Butler's pantry w/ great storage & 30's charm w/ entry from both dining room & kitchen. Mudroom off of 2 car garage. Fabulous master bedroom w/ large dressing room plus private bath w/ walk in shower & free standing tub. 2 unique bedrooms w/ high ceilings & lofts w/ fun hidden space! These 2 beds share double vanity bath. 3 additional beds w/ 2 more baths. 2nd floor laundry. Great lower level w/ 2 lrg rooms perfect for playroom/exercise/ media plus huge unfinished space. Great screened in porch. OH SUN 2-3:30

      Listed by Melissa Dailey of Coldwell Banker Residential Brokerage - Wellesley - Central St.

      Rutledge Properties
      572 Washington Street
      Wellesley MA, 02482
      Office: 781-235-4663

      Do not fill in this field:

      Do not fill in this field:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-04-27

      This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

      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.

      My Homefinder

      Finding a home has never been easier

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

      Join Now

      Forgot your password?

      Popular Searches

      View all

      From Our Clients

      “‘Awesome’ is the only word we can use to describe Rutledge during this process. Every detail was explained with complete understanding. Thank you for everything!”