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      Weston MA Luxury Homes ($3M+)

      We’d love to show you what we appreciate about luxury homes in Weston Massachusetts, and we’d love to be your Weston, MA realtor. Contact us or call 781-235-4663 for more information or to schedule a tour.  Register with our site to stay up-to-date on all of your favorite real estate listings.  You might also like to view Weston MA homes or Needham MA luxury homes.

      211 Westerly Road, Weston, MA

      Price$7,225,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72326406

      • Single Family
      • Bathroom 7
      • Full Bath 5
      • Bedrooms 6
      • Year Built 1996

      Introducing a distinctive residence in the coveted Weston Estate's neighborhood. A striking antique mirrored fireplace wall accents the majestic family room. The European elegance of the custom millwork in the entertainment sized dining room accents the recently renovated designer kitchen. Decorative French doors overlook the tiered granite and stone terrace leading to a resort-quality pool, outdoor fireplace, wading pool and hot tub. The library's rich wood paneling, an enchanting music room and first floor bedroom guest suite complete the main floor. The grande master suite has a palatial dressing room, private office and luxurious spa-like bathroom. The mud room is equipped with a dumbwaiter for your convenience. The walk-out entertainment level includes a state-of-the-art home theatre, wine cellar and billiards room that leads to a covered terrace. A semi-circular driveway and gated grounds complete the landscape for the ultimate definition of luxurious living.

      Listed by Mizner & Simon Team and Amy Mizner of Benoit Mizner Simon & Co. - Weston - Boston Post Rd.

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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: 3.94% last updated on 2017-12-21

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

      289 Wellesley Street, Weston, MA

      Price$3,700,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72321289

      • Single Family
      • Bathroom 5
      • Full Bath 4
      • Bedrooms 5
      • Year Built 1993

      This country estate sits on two lush acres in one of Weston's best south side locations. The 8000+ square foot, 17-room residence offers an open floor plan including a two-story family room, a master suite with an oversized dressing room, and a full chef's kitchen with custom cabinets. The spacious lower level features a playroom, gym, music room, and wine cellar, while a full-height third floor has potential for additional furnished space. High ceilings, fine details, and innumerable amenities come together for the perfect sun-filled space. The outdoor space is populated by mature trees and lush foliage with plenty of entertainment space on the patio or under the pergola. The property features three attached garages and a beautiful cobblestone arrival courtyard. Just off the property, you can find top private schools hiking trails, and the beautiful city of Boston.

      Listed by Michael Carucci and James Kendall of Gibson Sotheby's International Realty

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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:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-12-21

      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$3,688,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72315473

      • Single Family
      • Bathroom 6
      • Full Bath 5
      • Bedrooms 7
      • Year Built 1997

      Exclusive Weston Southside Estate set on elegant 6.76 acres of rolling green lawns and leafy oaks at the end of premier private cul-de-sac. Seven bedrooms, 8338 sq.ft. Contemporary/Colonial with stunning architecture is sun-filled, airy, and fully stocked with luxury amenities. A touch of modern accentuates grand entertaining spaces and walls of glass looking out over spectacular views. Welcoming front foyer opens to living and dining rooms with fireplace & wet bar. Kitchen, eat-in-area connects to family room with soaring ceilings and gorgeous onyx fireplace. Sunroom, guest suite, and home office complete main living level. Dream master suite offers gas fireplace, balcony, sitting room, walk-in closets, plush dressing room, and meditation room. Three additional bedroom suites and cozy upstairs family room. Finished walk out lower level with wet bar, media, exercise area, and au-pair suite. 4 car garage. Close to renowned Weston Public Schools, shopping, and major highways.

      Listed by Diana Chaplin and Avery Chaplin of Compass

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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:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

      33 Bullard Road, Weston, MA

      Price$12,999,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72324408

      • Single Family
      • Bathroom 9
      • Full Bath 6
      • Bedrooms 9
      • Year Built 1920

      Built in 1920, this spectacular estate is set on 3.7 acres, in an exceptional south side Weston location. Once in a lifetime opportunity to work with premier local builder to expand and renovate this majestic property, or bring your own design team to explore the endless possibilities. Main residence currently features grand entertaining spaces with magnificent fireplaces, beamed ceilings and original built-ins. 8 bedrooms, 5 full and 2 half baths, Plans for an incredible chef's kitchen/family room, solarium, sumptuous master suite, 2 mudrooms, screened porch, attached 8-car garage, a walkout lower level, exquisite terraces and infinity pool are just some of the features in plans designed to exceed your imagination. There is also an incredible carriage house complete with 2 bedrooms, 1.5 baths, office, eat-in kitchen/family room & additional 3 car garage. Photos attached to listing are of property as is, and to be built renderings.

      Listed by Donahue Maley and Burns Team and Maura Dolan of Compass

      {$agent->Name}

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

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      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: 3.94% last updated on 2017-12-21

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

      110 Walker Street, Weston, MA

      Price$3,999,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72312758

      • Single Family
      • Bathroom 6
      • Full Bath 4
      • Bedrooms 5
      • Village South Side

      Custom built and meticulously renovated, the owners have used a leading architect, Jan Gleysteen,and the finest materials to deliver an extraordinary luxury property in a private,coveted cul de sac neighborhood on the south side of Weston. Stone pillar entrance, newly sided red cedar shingle style home, new roof, cooper gutters and a dramatic stair tower. The grand foyer with exceptional millwork and detail leads to a breathtaking family room with a barrel vaulted ceiling, stone fireplace and French doors opening to the bluestone patio and beautifully landscaped yard. The state-of-the-art kitchen spotlights satin white cabinets, Wolf range, Sub Zero refrigerator, oversized island, coffee station, breakfast bar and Calacatta marble counter tops. Formal living and dining rooms plus a unique great room with a second staircase to the master suite, two walk in closets, and a new marble bath.Location,privacy,open floor plan,high ceilings,3 car garage,top rated schools,only 20 mins to Boston.

      Listed by ORourke & Johnson Team, Kathy O'Rourke and Maureen Johnson 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: 3.94% last updated on 2017-12-21

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

      40 Radcliffe Road, Weston, MA

      Price$3,199,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72312721

      • Single Family
      • Bathroom 5
      • Full Bath 4
      • Bedrooms 5
      • Year Built 2008

      Stunning 5-bedroom Shingle-style tech home on 1.6 acres. Custom-built with finest attention to detail. Gracious foyer welcomes guests. Sophisticated living room with fireplace and dining room with french doors to porch looking out over private backyard retreat. Gourmet kitchen with Wolf Appliances and Sub-Zero fridge. Large butlers pantry, exquisite kitchen office, and expansive eat-in-kitchen area, opens to front to back cozy family room with gas fireplace. Master suite with beautifully appointed bath and oversized walk in closet. Second floor with 4 additional bedrooms and laundry. Walk up third floor. Elevator access to all three living levels. Finished lower level that offers recreation with wet bar, exercise, and a fun sunny craft room with sink. Full bath with shower. Radiant floors throughout most of house. 3 car garage. Whole house generator. Landscaping by The MacDowell Company. Popular south-side neighborhood.

      Listed by Diana Chaplin and Avery Chaplin of Compass

      {$agent->Name}

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

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      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: 3.94% last updated on 2017-12-21

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

      21 Chestnut Street, Weston, MA

      Price$6,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72312667

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 5
      • Year Built 2018

      Introducing 21 Chestnut. A most coveted and desirable street address will be the home for this magnificent shingle and stone manor house. This 5 bedroom home will have an open sophisticated and functional floor plan optimizing the ultimate in luxury living. This extraordinary offering will be comprised of over 8000 square feet and will feature significant attention to details. An outdoor stone patio will include a fireplace and create the perfect backdrop for enjoying intimate gatherings with family and friends while enjoying a private and exquisite view of this 2.1 acre lot with a gentle knoll. An easy commute to both public & private schools and to major commuting routes add to the desirability of this home.

      Listed by Mizner & Simon Team and Sheryl Simon 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: 3.94% last updated on 2017-12-21

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

      445 Concord Road, Weston, MA

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

      Est. Mortgage: $/month

      MLS Number 72309473

      • Single Family
      • Bathroom 9
      • Full Bath 7
      • Bedrooms 6
      • Year Built 2002

      Sophisticated style and comfortable elegance are unparalleled in this stunning 9700-square-foot shingle-style estate boasting beautifully-proportioned rooms, exquisite millwork, gorgeous bay windows with sweeping views and state-of-the-art amenities. Just 25 minutes from Boston the spectacular 3.4-acre property abuts conservation land and features a splendid terrace with stone fireplace, pool with cabana equipped for entertaining, and a sports court. Architecturally significant with countless luxury details and flowing floor plan, the house has a magnificent front-to-back entrance hall with doors to the terrace, a gracious turned staircase and columned entries to formal living and dining rooms, a handsome mahogany library, a gourmet kitchen with dining area, and family room with a fieldstone fireplace. Six bedrooms include a sun-drenched master bedroom suite with a study, window-lined walk-in closets and marble steam-shower bath. The lower level has a media room, game room & gym

      Listed by Kathryn Alphas Richlen 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:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-12-21

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

      50 Winsor Way, Weston, MA

      Price$18,500,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72308548

      • Single Family
      • Bathroom 10
      • Full Bath 7
      • Bedrooms 5
      • Village Weston Golf Club

      Situated on an elevated site overlooking the 18th fairway of the Weston Golf Club, this 4.6+ acre compound may be the most exceptional estate in Greater Boston. The property offers a luxurious resort lifestyle with every amenity and convenience imaginable. Built from 2002-2007, the stately stucco manor house designed by Patrick Ahearn and built by Thoughtforms is the centerpiece of the grand estate, featuring five or six bedrooms, seven full and three half bathrooms, formal entertaining rooms and both indoor and outdoor gathering spaces.The grounds include exquisite landscaping with rolling lawns, mature trees, stone walls, and an orchard. In 2009-2011 the compound was expanded to include a swimming pool with hot tub and sun deck, pool house cabana with chef’s kitchen, outdoor shower and entertaining area, viewing area over the award winning tennis court, a caretakers barn with studio, a carriage house with billiards room, two one-bedroom guest apartments and eight additional car bays.

      Listed by Terrence Maitland and Nicole Monahan of LandVest, Inc.

      {$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: 3.94% last updated on 2017-12-21

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

      12 Davenport Road, Weston, MA

      Price$3,250,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72306468

      • Single Family
      • Bathroom 8
      • Full Bath 5
      • Bedrooms 5
      • Year Built 1993

      Beautiful Classic New England Estate in Weston's top location on a private road in the heart of the town's most coveted neighborhood off scenic Chestnut Street. Sited on a secluded cul de sac, this fabulous five bedroom residence offers an enchanting setting with lush landscaping surrounding an amazing pool and a rocky waterfall on resort like grounds. Highlights include tall ceilings, a dazzling white kitchen open to an oversized Family Room with stone fireplace. French doors lead to an expansive terrace overlooking the pool. Perfect for entertaining and outdoor enjoyment. The second floor offers a Master Suite with two walk in closets and a large private study or dressing room, and four additional en suite bedrooms. Lower level features a lavish wine cellar, a game room or gym and bath. Great opportunity to buy a home with gorgeous curb appeal in a premier location, offering access to Weston's top ranked public schools and fast access to Boston.

      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:

      Save FavoriteSchedule A VisitAsk A QuestionMore Details

      Price Down Payment Interest Rate Years
      %

      Est. Mortgage: $/month

      Federal 30-year interest rate: 3.94% last updated on 2017-12-21

      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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