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      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.

      133 Hampshire Road, Wellesley, MA

      Price$1,895,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 72128192

      • Single Family
      • Bathroom 4
      • Bedrooms 5
      • Year Built 1955
      • Parking Spaces 5

      Luxury at it's best!! Incredible floor plan to this 5 bedroom sprawling light filled Cape in Cliff Estates!! Designer kitchen, high end appliances, amazing storage, desk plus open layout and large center island. Dramatic Family Room with high ceilings, wood burning fireplace, wall of built-ins and great windows! First floor office/den filled with more built-ins. Formal dining room with access to bluestone patio and living room with additional fireplace. This home offers a very versatile floor plan. 3 bedrooms and 2 full baths on the first floor. 2nd floor with master bedroom and his/her incredible dressing rooms (13x16). Tranquil marble master bath with walk in shower. 2nd bedroom with private bath and walk in closet. Lower level with mudroom and laundry room. Playroom plus large storage room for future exercise/media room. All views looking into the backyard are completely private! A must see!!! Open house Sunday 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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      77 Cliff Road, Wellesley, MA

      Price$2,995,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72122518

      • Single Family
      • Bathroom 7
      • Bedrooms 5
      • Year Built 1926
      • Parking Spaces 10

      Classic Cliff Estates Beauty. Completely rebuilt in 2008, this gracious home captures the charm of classic Wellesley Hills 1920's style and blends it seamlessly with all the advantages of highest quality new construction. Exquisite reception hall graced with high ceiling and a grand curving staircase welcomes you to a spacious and bright home. Elegant formal living room with fireplace and dining room with coffered ceiling offer incredible entertaining space. Casual family living begins with spacious gourmet kitchen with an island big enough for any activity and family eating area with large bank of windows. Expansive sun-splashed family room features two seating areas and a gas fireplace. Oversized 3 car garage and walk out game room in lower level. Exquisite grounds graced by mature plantings, stone walls, and a fountain make this feel like a Country Estate. 1/2 mile to Hills train, 1.3m to pike entrance. Sprague School. Comfortable and elegant...the best of old and new.

      Listed by Chrissie Lawrence of Rutledge Properties

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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      86 Arnold Road, Wellesley, MA

      Price$2,690,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72119532

      • Single Family
      • Bathroom 10
      • Bedrooms 7
      • Year Built 1934
      • Parking Spaces 6

      Cliff Estates at it's best! Gracious 1930's home that has undergone an incredible addition & renovation. Over 5500 sq. ft. of living space on floors 1,2&3. Perfect floorplan w/ kitchen that opens to the oversized family room w/ beautiful stone fireplace, cathedral ceilings & large windows overlooking bluestone patios & flat yard. This kitchen/FR combination has a cozy feeling yet very large w/ great area for dining Back of home is south/west exposure providing great light into your everyday living space. Fabulous surprise to the first floor is a bar room/office! Full bar w/ seating for 6, 2 televisions, pool table, gas & wood fireplace plus filled w/ mahogany built-ins & great woodwork! Master suite w/ stunning master bath & excellent closets! Four additional bedrooms on 2nd floor. 3rd floor w/ bonus bed & full bath. 2 Separate lower level w/ playroom, or space can be used for guest/au pair- private entrance & full bath. Heated driveway, slate roof & copper gutters (installed 2000).

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

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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      16 Mountview Road, Wellesley, MA

      Price$3,595,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72091279

      • Single Family
      • Bathroom 6
      • Bedrooms 5
      • Year Built 2016
      • Parking Spaces 8

      Stunning,new shingle style Dutch Gambrel set beautifully on a quite cul de sac,in Wellesley's Cliff estates. Professional landscaping includes mature specimen plantings.The foyer is flanked by custom radius archways gracing the entryways to the dining and living rooms.Barrel ceilings lead into the familyroom flooded with sunlight,adjacent to the gourmet designer kitchen with top of the line cabinets,appliances,granite counter tops,full walk-in pantry and wet bar.Sought after mudroom w/ direct entry to the over sized,3 car garage.Creston Smart House technology an added bonus!Unparalleled craftsmanship &exquisite details throughout including 9ft. ceilings,wainscoting,coffered ceilings, custom moldings & built-ins.Spacious master suite with 11’6” ceilings includes two walk-in closets,marble bath with large walk-in shower. The finished lower level with 9’ ceilings has a playroom,media room,5th full bath,wine storage and possible au-pair or teen suite.

      Listed by Maryellen Behrend of Berkshire Hathaway HomeServices Town and Country Real Estate

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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      193 Lowell Road, Wellesley, MA

      Price$2,999,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 72072385

      • Single Family
      • Next Open House: Sun 26th 1:00 pm - 3:00 pm
      • Bathroom 7
      • Bedrooms 5
      • Year Built 2016

      Gorgeous New Colonial complete and ready for occupancy! Welcome Home to 7000 sq ft of thoughtfully designed and impeccably appointed spaces designed to capture your heart and check every box on your wish list. Wonderful first floor truly delivers: dream kitchen with gorgeous cabinetry and island, pantry and large breakfast room. Adjoining great room with coffered ceiling and stone fireplace. Full butler's pantry, study with elegant wet bar, generous living room with gas fireplace and dining room large enough for banquet sized table. Ingenious front and back staircase design leads to fabulous second floor with 5 bedrooms, each with en suite bath and walk in closet. Exterior landscaping features patio with outdoor fireplace and privacy. 3 car garage with side entrance. Outstanding Cliff Estates location close to Upham School.

      Listed by Chrissie Lawrence of Rutledge Properties

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

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      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      229 Bristol, Wellesley, MA

      Price$2,200,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 72025237

      • Single Family
      • Next Open House: Sun 26th 11:30 am - 1:00 pm
      • Bathroom 5
      • Bedrooms 4
      • Year Built 2016

      Completed! New construction in premiere Cliff Estates 11rm 4br 4600 sq ft Colonial ready for your personal decorative touches.Spacious kitchen features custom milled white cabinets set amidst a cool gray seated prep island with leather finish granite countertop ideal for baking,cooking and entertaining.The finest of appliances,Wolf package and Sub Zero.The expanse of the kitchen flows to a deck,stone patio,and fire pit encompassed by a private level rear yard.First floor family room highlights custom built ins,wet bar and fireplace.Rich detail millwork, wainscoating,chair rail, and coffered ceilings.Hardwood flooring throughout .Spacious bedrooms and ensuite baths compliment the master bedroom suite with its radiant heated marble floor,steam shower and whirlpool soaking tub.Lower level boasts a recreation room, full marble bath and steam shower, mudroom with wall of built ins,and a playroom. Energy Star Home 3yr builder warranty and 10 year structural warranty offer builder confidence.

      Listed by Cynthia Tamburro of Benoit Mizner Simon & Co. - Weston - Boston Post Rd.

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

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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      66 Arnold Road, Wellesley, MA

      Price$3,000,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 72009482

      • Single Family
      • Bathroom 9
      • Bedrooms 7
      • Year Built 2007
      • Parking Spaces 6

      PRICED $500K below assessment!!! Exquisite Shingle Residence, striking in architectural design and set in the heart of the Cliff Estates. Grand entry Foyer with breathtaking views welcomes you into a gorgeous, banquet size Dining Room defined by elegant columns and a sun-filled, formal frpl Living Room. French doors open to a covered balcony overlooking manicured grounds. Gourmet Kitchen steps down to a double-sided frpl Family Room. Richly appointed home Office, and a Master Bedroom suite with Marble Bath complete the first floor. Second fl offers 5 Bedrooms and 4 full Baths. Walk-out LL is complete with Home Theater, Wine Cellar, frpl Rec Room, and Exercise Room. Conveniently located above the garage is a bonus suite or guest room/bath with private entry. Beautifully transformed for today's living this exceptional 7 bedroom colonial has been freshly painted, floors refinished, new State of Art Home Theater, new LL carpet and much more. Don't miss this opportunity, Better than NEW...

      Listed by Susan Sullivan of Coldwell Banker Residential Brokerage - Wellesley - Central St.

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

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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      8 Cushing Road, Wellesley, MA

      Price$2,199,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 71986089

      • Single Family
      • Next Open House: Sun 26th 12:00 pm - 1:30 pm
      • Bathroom 8
      • Bedrooms 6
      • Year Built 2000

      Magnificent Colonial in sought after Old Cliff Estates offers fabulous details throughout. Grand and elegant living room and dining room make for exquisite entertaining. For casual family gatherings, the warm and inviting eat-in kitchen with island opens to a large family room with tray ceiling and fireplace. Second floor features include luxurious master suite, plus en-suite bedroom with 3 more family beds plus two more full baths and large laundry room. Bonus room and bedroom on the 3rd floor with full bath. Finished playroom/media with bath on lower level. Many extras include: fabulous floor-plan, high ceilings throughout, mudroom with cubbies, butlers pantry, custom built-in's, front and back stairs, first floor office with coffered ceiling, large private bluestone patio, landscaped grounds. Located in a vibrant and friendly Upham School neighborhood. Close proximity to Wellesley Hills area and train. Come fall in love!

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

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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      2 Cypress, Wellesley, MA

      Price$3,075,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 71983107

      • Single Family
      • Next Open House: Sun 26th 1:00 pm - 3:00 pm
      • Bathroom 7
      • Bedrooms 6
      • Year Built 2016

      Stunning new Shingle Style Gambrel just completed in the Olde Cliff Estates. Sophisticated and warm, this 7300 square foot masterpiece by an award-winning custom builder leaves nothing off your “must have” list. Stylish living room with fireplace and generous dining room featuring with custom trim and beautiful butler's pantry offer incredible entertaining space for holidays and gatherings. Bright and airy kitchen featuring oversized island, huge walk-in storage pantry and breakfast room opens to sun-splashed family room with fireplace and double doors to private patio with roaring outdoor brick fireplace, and private play yard. Serene master suite w/luxurious spa-like bath and his & her walk-in closets + 4 additional en suite family bedrooms on the second floor. 6th en suite bedroom on private third floor. Killer mudroom with light-filled open back staircase connects family room to yard, three car garage, and fully finished LL w/all the bells & whistles. Walk to Wellesley Hills Train

      Listed by Chrissie Lawrence of Rutledge Properties

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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

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

      241 Bristol Road, Wellesley, MA

      Price$3,395,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 71968254

      • Single Family
      • Bathroom 8
      • Bedrooms 5
      • Year Built 2016
      • Parking Spaces 4

      Stunning new colonial in prestigious Cliff Estates. Offering a superbly detailed 7,200 sq.ft. residence with fabulous chef's kitchen, butler's pantry and breakfast room that opens to a substantial family room with a handsome fireplace - perfect for casual entertaining. There is a finely appointed living room and elegant dining room as well as a richly paneled, private library. Relax in the luxurious master suite that includes a retreat-like marble bath with floors warmed by radiant heat, a gas fireplace, and dual walk-in closets. The spacious lower level provides recreation space for everyone with a media room, playroom, exercise room and full bath. The three car heated garage has direct access to a generous mudroom with slate floors and ample cubbies. A dream house in an outstanding location! Expected completion of May 1st, 2017.

      Listed by Jennifer and Hillary of Pinnacle Residential

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

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      Price Down Payment Interest Rate Years
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      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.09% last updated on 2017-01-19

      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.

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