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.

4 Wynnewood Road, Wellesley, MA

Price$2,855,000

Est. Mortgage: $/month

Open House

MLS Number 72364386

  • Single Family
  • Next Open House: Sun 19th 12:00 pm - 1:30 pm
  • Parking Spaces 6
  • Year Built 2017
  • Full Bath 6

Exquisite Colonial in desirable Cliff Estates offers impressive details throughout. This beautifully constructed property features high end finishes and exceptional mill work. Stunning two story foyer leads to chic living room with gleaming hardwood floors and coffered ceiling. Elegant dining room includes tray ceiling and butler's pantry. Sun splashed gourmet Chef's kitchen features center island with stylish design, dining area and opens to inviting fireplaced family room streaming with natural light. Handsome first floor office provides excellent work space. Mudroom with cubbies and closet helps keep belongings neat and tidy. Spectacular Master suite with double walk in closets, sitting area and luxurious spa like bath provides a private retreat. Fabulous third floor guest/au pair suite with bedroom, full bathroom and den. Light and bright walk out lower level features playroom, exercise room, bedroom & bathroom and includes access to lush landscaped level yard with mature trees.

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

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Dinsmore Road, Wellesley, MA

Price$1,695,000

Est. Mortgage: $/month

Open House

MLS Number 72361414

  • Single Family
  • Next Open House: Sun 19th 12:00 pm - 1:30 pm
  • Parking Spaces 5
  • Village Cliff Estates
  • Year Built 2001

Unique and rare custom built Post and Beam Craftsman's house nestled in old Cliff Estates features soaring ceilings and an open floor plan. This special property streaming with natural light includes an inviting family room with magnificent stone fireplace. Fabulous kitchen with double island and expansive pantry opens to light and bright dining room with exterior access and amazing views of mature trees and grounds. Exquisite first floor master suite offers a private retreat. The second floor features a state of the art one of a kind work shop or artist studio with all the bells and whistles! Lovingly maintained and welcoming charm makes you feel right at home.

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

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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35 Sawyer Road, Wellesley, MA

MLS Number 72355718

  • Single Family
  • Parking Spaces 4
  • Village Cliff Estates
  • Year Built 1938
  • Full Bath 3

A beautiful, sun-filled colonial on a much admired street in Cliff Estates. Abuts conservation land for privacy, yet a family friendly street with frequent neighborhood gatherings, and abundant with young children. Four full size bedrooms including master with full bath. First floor boasts lovely kitchen, and expansive dining area for ideal entertaining. Charming woodwork and detail throughout. 2 car attached garage for easier living when those winter months can be too long. Central air added in the last year for cooler summers. Please do not miss this gem!

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

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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30 Cliff Road, Wellesley, MA

Price$2,095,000

Est. Mortgage: $/month

MLS Number 72350191

  • Single Family
  • Parking Spaces 10
  • Village Cliff Estates
  • Year Built 1890
  • Full Bath 3

A remarkable property set on one of Wellesley's most desired streets. Set in the heart of Cliff Estates this charming victorian home was lovingly restored and boasts design and decor that reflects it's original era. Imagine lounging on your front porch admiring the grand cobble stone courtyard. Step inside and you will surely admire th soaring ceilings, beautifully restored windows with intricate glass design, and rich wood accents throughout. There is an eat in kitchen that is adjacent to a fireplaced family room. Each of the six bedrooms is a generous size and the baths are adorned with natural stone and rich wood including the master which also has an expansive walk in closet. The exterior has been meticulously renovated and has a clean and updated appeal. Peak out back and be amazed by the one of a kind solarium with heat control and the lush european like gardens. There is a two car garage with a bonus room above. Set on nearly an acre of land this is not to be missed.

Listed by Teri Adler of Pinnacle Residential

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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54 Edmunds Road, Wellesley, MA

Price$2,200,000

Est. Mortgage: $/month

Open House

MLS Number 72333150

  • Single Family
  • Next Open House: Sun 19th 1:00 pm - 3:00 pm
  • Parking Spaces 4
  • Village Cliff Estates
  • Year Built 1961

Location, Location Location, nearing completion this is as close to new construction as you'll find. All new siding, roofing, windows, doors, plumbing, heat/,AC, flooring, bathrooms, kitchen, etc. This Craftsman inspired multi-level home features open concept living in the main living area - Liv, Din,Kit, all with vaulted ceilings and soaring windows to take in the beauty of this Cliff Estates lot. Gourmet kitchen with center island, top of the line appliances, granite countertops, tile backsplash, good size pantry with additional cabinetry/appliances. There is also a well equipped office, with 2 computer stations/built in cabinetry. At the other end of the main level up a couple of stairs is 2 bedrooms with a hall bath and then the vaulted master bedroom suite with, large walk in closet, elegant master bath. At the lower levels there is a 4th bedroom/office/or family room you choose, an additional game rm,exercise rm, full bath, and well equipped laundry rm. Prof landscaping/patio

Listed by Michael Palmer and James Palmer of Century 21 Commonwealth

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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62 Woodcliff Road, Wellesley, MA

MLS Number 72308601

  • Single Family
  • Parking Spaces 6
  • Village Wellesley Hills
  • Year Built 1940
  • Full Bath 6

Stunning Shingle & Stone Colonial located in the heart of the Old Cliff Estates. This magnificent residence was extensively renovated and expanded in 1999 with Kitchen/frpl FR, 5 bedrooms, 5 full baths,1 half bath, finished LL w/Playroom, Wine Cellar and finished space over the garage perfect for in-law, au pair or guest. Since 2004 the current owner has taken it to the next level with an amazing 2011 addition featuring an elegant paneled Billiard/Game Room/3 car garage/ half bath, LL Exercise Room, Rec Room, full Bath. Sumptuous indoor lap pool/spa/full bath/entertainment area with walls of glass overlooks amazing, level, private yard and patios. 3rd floor offers richly paneled Media Room Retreat and hidden office. Quality craftsmanship throughout. A rare find on one of Wellesley's most coveted streets in prime Wellesley Hills location.

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

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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26 Sagamore Road, Wellesley, MA

Price$3,425,000

Est. Mortgage: $/month

MLS Number 72246410

  • Single Family
  • Parking Spaces 4
  • Year Built 2017
  • Full Bath 6
  • Bathroom 8

NEW PRICE & NEAR COMPLETION Don't miss this stunning new Cliff Estates Colonial! Sophisticated and stylish, this luxury home has a fabulous chef's kitchen, butler's pantry and breakfast room that opens to a expansive family room with coffered ceilings, custom built-ins and a wood burning fireplace. Sophisticated living room with gas fireplace leads to a handsome, cherry-paneled library. The finely appointed dining room includes a butlers pantry for ease of entertaining. The serene master suite has a gas fireplace, dual walk-in closets and a spa-like marble bath that is warmed by floor radiant heat. The spacious lower level provides recreation space for everyone with a media room, exercise room and full bath. The three car heated garage has direct access to the both the basement and the large mudroom which features custom cubbies and a half bath. Private backyard includes a bluestone patio perfect for outdoor entertaining. Beautifully and carefully crafted by experienced local builder.

Listed by Jennifer and Hillary of Pinnacle Residential

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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16 Mountview Road, Wellesley, MA

MLS Number 72091279

  • Single Family
  • Parking Spaces 8
  • Village Cliff Estates
  • Year Built 2016
  • Full Bath 5

LOOKING LOVELY AT 16 Mountview! Just completed wrought iron fence, fireplace & grill. New shingle style Dutch Gambrel set beautifully on a quite cul de sac,in Wellesley's Cliff estates. Professional landscaping includes mature plantings.The foyer is flanked by custom radius archways gracing the entryways to dining & living rooms.Barrel ceilings lead into the familyroom flooded w/sunlight,adjacent to the gourmet designer kitchen with top of the line cabinets,appliances,granite counter tops,full walk-in pantry & wet bar.Sought after mudroom w/ direct entry to the 3 car garage.Crestron Smart House technology an added bonus!Unparalleled craftsmanship &exquisite details throughout including 9ft. ceilings,wainscoting,coffered ceilings, custom moldings & built-ins.Spacious master suite w/ 11'6” ceilings includes two walk-in closets,marble bath w/ large walk-in shower. The finished lower level w/ 9' ceilings has a playroom,media room,5th full bath,wine storage & possible au-pair suite.

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

{$office->Name}

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

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.59% last updated on Aug 9, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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