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      Weston MA Southside Homes

      At Rutledge Properties, we’ll do everything we can to help you find Southside Homes in Weston that work for you. Contact us and let us be your Weston MA agent! -- 781-235-4663. You can also register with our site to stay up-to-date on all of your favorite real estate listings.

      125 Hickory Road, Weston, MA

      Price$1,249,000The price has recently decreased

      Est. Mortgage: $/month

      Open House

      MLS Number 72248877

      • Single Family
      • Next Open House: Sun 19th 2:00 pm - 3:30 pm
      • Bathroom 3
      • Full Bath 2
      • Bedrooms 4

      Prime southside location! This Classic Colonial is beautifully sited on 1.4 acres in a much desired neighborhood with some magnificent estate properties nearby. Offering great proximity to Weston's top ranked public schools and fast access to amazing shopping and restaurants in Wellesley. Tucked away on a quiet cul de sac, this home has wonderful curb appeal with a grand circular driveway, lined with tall trees, and gardens. Highlights of this property are hardwood floors, a fireplaced front to back living room, 4 Bedrooms on the second floor, a fireplaced basement that offers potential for additional finished living area. Charm and location combine in this home with unlimited potential for the buyer who wants to live in Weston and enjoy lush secluded acreage with an easy commute to the Mass Pike and all major routes, minutes to Back Bay.

      Listed by Rosemary McCready and Alexandra Melignano of Coldwell Banker Residential Brokerage - Weston

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      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: 4.03% last updated on 2017-11-02

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

      556 Wellesley Street, Weston, MA

      Price$999,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72235892

      • Single Family
      • Bathroom 3
      • Full Bath 2
      • Bedrooms 4
      • Year Built 1900

      Sit and relax on the front porch of the charming 4 bedroom Farmhouse located in a prime southside location. The first floor features a sunfilled living room and dining room with fireplace with gleaming hardwood floors. The updated kitchen has an eat in area and access to a private deck leading to the backyard. An updated half bath completes the first level. The second floor offers a master bedroom with bath, cathedral ceiling, skylights, ceiling fan and custom bookcases. A family bath and 3 additional bedrooms complete this level. The third floor is ideal for a playroom, office, bonus room. This wonderful home is situated on .88 acres with an expansive side and back yard. Many recent upgrades, this home enjoys close proximity to Weston's excellent schools, Wellesley and major commuting routes.

      Listed by Deena Powell and Ellen Pendergast of Coldwell Banker Residential Brokerage - Weston

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

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      Do not fill in this field:

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      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 4.03% last updated on 2017-11-02

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

      621 Wellesley Street, Weston, MA

      Price$1,199,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72229478

      • Single Family
      • Bathroom 4
      • Full Bath 4
      • Bedrooms 4
      • Year Built 1957

      Updated 4 bedroom cape on the Southside of Weston. Gourmet kitchen with island, Wolf Range, industrial hood, separate Wolf Refrigerator suite, and radiant floors. Family room with cathedral ceilings and fireplace. Tasteful moldings and finish work throughout. Large dining room and formal living room with large sliding doors open out onto patio and private backyard. First floor master suite. Finished lower level with three rooms and full bath. Close to public schools, major routes and train.

      Listed by Diana Chaplin and Avery Chaplin of Coldwell Banker Residential Brokerage - Weston

      {$agent->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:

      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 2017-11-02

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

      9 Skating Pond Road, Weston, MA

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

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 72226179

      • Single Family
      • Bathroom 8
      • Full Bath 5
      • Bedrooms 5
      • Year Built 2004

      WESTON'S FINEST LOCATION. Glamorous 5BR classic Country House in an enchanting setting. Sited on a private southside road, near Weston Golf Club and the town center and surrounded by estate properties. Offering a dazzling white kitchen open to a fireplaced family room, romantic dining room with french doors to a bluestone terrace, first floor guest suite, home office, lower level with entertaining space, and game room. All 5 bedrooms have private baths. The Master Suite has a lavish oversized dressing room and fresh white spa like bath. Highlighted by tall ceilings and flooded with natural light, this is a rare offering in Weston's ultimate estate neighborhood. Gorgeous views of the legendary Skating Pond, designed by Frederick Law Olmstead, and enhanced by a rustic skating lodge with a charming fieldstone fireplace. Experience the beauty of New England in Boston's best suburb. Move in today and enroll in top ranked schools. Enjoy fast access to the city in a lush peaceful setting.

      Listed by Rosemary McCready and Alexandra Melignano of Coldwell Banker Residential Brokerage - Weston

      {$agent->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:

      Virtual TourSave 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 2017-11-02

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

      45 Meadowbrook Road, Weston, MA

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

      Est. Mortgage: $/month

      Open House

      MLS Number 72216660

      • Single Family
      • Next Open House: Sun 19th 12:30 pm - 1:30 pm
      • Bathroom 3
      • Full Bath 2
      • Bedrooms 4

      Spectacular Center entrance colonial in desirable Southside estate area on the Weston Golf Club. Move right in to this pristine property offering formal living & dining rooms, Library & Family room/sun room open to a deck overlooking magnificent grounds and tennis court. Custom kitchen with dining area and over sized island perfect for entertaining. Newly renovated Master wing has vaulted ceilings, marble bath, dressing area, built-ins,and multiple closets Lower level has playroom with fireplace and a large laundry room. Additional updates have been made to bathrooms, kitchen, landscaping and systems. Conveniently located to major routes and Boston.

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

      {$agent->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:

      Virtual TourSave 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 2017-11-02

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

      147 Orchard Avenue, Weston, MA

      Price$1,275,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 72215705

      • Single Family
      • Bathroom 3
      • Full Bath 2
      • Bedrooms 4
      • Year Built 1875

      Charming sun-filled colonial located in Weston's coveted southside. This 4 bedroom ,2 full ,one half bath 3174 sq ft home has a feeling of a bygone era with a contemporary flair. This property is set on a private road surrounded by acres of walking trails and abuts conservation land. Beautiful views from every room. Hardwood floors throughout, 3 fireplaces, a home office & master suite are a just a few features that make this home so special. This home and location, which is minutes from the Pike, 95 , schools and Wellesley train station, make this a commuter's dream!

      Listed by Christina Santangelo and Susie Shortsleeve of Benoit Mizner Simon & Co. - Weston - Boston Post Rd.

      {$agent->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:

      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 2017-11-02

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

      8 Scotch Pine Road, Weston, MA

      Price$4,495,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72171443

      • Single Family
      • Bathroom 6
      • Full Bath 5
      • Bedrooms 5
      • Year Built 2017

      JUST COMPLETED NOVEMBER 1st!! Astonishingly beautiful, shingle style gambrel situated on a stunning 1.38 acre lot located in the coveted Southside of Weston on the Wellesley line. Delivering the best of both towns in a gorgeous residence with exceptional architectural details and thoughtfully designed floor plan. Exquisite design begins with the grand foyer with custom moldings flowing into the dining, living, family and sunroom in this sun drenched open floor plan offering 10' ceilings. The dramatic gourmet kitchen stuns with a coffered ceiling, ceiling high cabinets, walk in pantry and top of the line appliances. Luxurious master suite with closets to customize, sitting area, fireplace, beautiful built ins and spa like bathroom. Masterfully finished lower level also with 10' ceilings offering an exercise, media, play, game room, full bath and wine storage. French, sliding doors lead to a bluestone terrace and phenomenally landscaped grounds providing the epitome in privacy.

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

      {$agent->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:

      Virtual TourSave 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 2017-11-02

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

      120 Ridgeway Road, Weston, MA

      Price$1,375,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72167971

      • Single Family
      • Bathroom 4
      • Full Bath 3
      • Bedrooms 4
      • Year Built 1936

      NEW PRICE! Work in city/live in country! Near Riverside T, Wellesley Farms Commuter rail stop and Mass Pike. Desireable southside location near Wellesley line. Architectural gem balances old world charm with contemporary additions and renovations. Situated majestically, this 4 bedroom home provides scenes of professionally landscaped rolling lawns, stone patio, graceful front drive, stone walls, screening shrubs and plantings with colorful blossoms within each season. Front foyer provides views into living room with fireplace and French doors to the garden; a formal dining room; and grand stairway to second floor. The newest addition, kitchen and huge family room with pool table, both have walls of windows overlooking the patio. A distinctive, comfortable and spacious library/den with fireplace has a second stairway up to Master Suite including new bathroom with frameless glass enclosed steam shower, whirlpool soaking tub, walk-in closet and a sun-filled study with pocket doors.

      Listed by Kathy O Connell Scadden of Campion & Company Fine Homes Real Estate

      {$agent->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:

      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 2017-11-02

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

      18 Wildflower Lane, Weston, MA

      Price$3,968,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72150768

      • Single Family
      • Bathroom 6
      • Full Bath 5
      • Bedrooms 6
      • Year Built 1997

      Magnificently sited on a rare 6.7 acre spectacular lot in desirable, Southside estate area,this 8330+ sq.ft. architecturally designed contemporary home located on a private cul-de-sac offers unparalleled privacy yet fast access to Boston,Logan Airport & top ranked Weston schools. Beyond a 20 foot grand entry foyer, discover sun-drenched rooms, an open floor plan, stunning architecture,sunken living room w fireplace, soaring great room with wall of glass, fabulous kitchen & dining area. Beautiful 1st fl guest suite & office.On the 2nd fl a luxurious master suite features a separate sitting area with glorious views; two walk in closets & marble bath;spiral staircase to meditation room & cedar closets. 3 additional bedrooms with ensuite baths. Walk out lower level includes recreation area plus separate in-law suite, & media rooms.Attached 4 car garage.Unlimited potential to add a pool,tennis court or carriage house.Serene & private setting potential to add a pool, tennis or carriage house

      Listed by Kathryn Alphas Richlen of Coldwell Banker Residential Brokerage - Weston

      {$agent->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:

      Virtual TourSave 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 2017-11-02

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

      8 Claridge Drive, Weston, MA

      Price$5,395,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72132951

      • Single Family
      • Bathroom 7
      • Full Bath 4
      • Bedrooms 4
      • Year Built 2002

      Exclusive Southside estate set on 6.71 acres of land on Weston's premier private cul-de-sac. 10,000 sq.ft Custom Shingle Style home offers sophisticated and gracious formal areas with generous, open informal spaces. Grand foyer with sweeping staircase, banquet sized dining room. Family room with cathedral ceilings and fieldstone fireplace opens to kitchen with sunny breakfast nook and plenty of storage. Bonus recreation room and back hall with oversized mudroom leads to four car garage. Formal office with bar. Oversized billiards room with cathedral ceilings and full bar. 2 Master-suites plus 2 additional bedrooms all with ensuite baths. Finished lower level with exercise room.

      Listed by Diana Chaplin of Coldwell Banker Residential Brokerage - Weston

      {$agent->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:

      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 2017-11-02

      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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