Our mobile site is optimized for smaller screens.

TRY IT NO THANKS
ADVANCED SEARCH

      Wellesley MA Luxury Homes ($3M+)

      The luxury home market in Wellesley generally consists of fine homes with an acre of more of land. The area southwest of the town center bordering Dover and Needham has acre zoning. There are several examples of new construction, residential properties of 6900 square feet, not including the lower levels (talk to your Rutledge agent about "Wellesley's Large House Review"). Many have been built as "spec" properties, but you can still find a "tear down" and create your own masterpiece.

      The Farms and Cliff Estates also have 2-3 acre properties with fine residences that have recently sold in the $6M-8M range. Original "paper roads" have given some streets double lots. Others were developed as estates in the 1930's when Route 9 gave Wellesley direct access to Boston by car.

      To make your search simpler: register with the site to stay up-to-date on your favorite listings and get notifications when new listings come on to the market. When you are ready to take the next step in making your dream of owning a home in Wellesley, contact us!

      59 Carisbrooke Road, Wellesley, MA

      Price$5,900,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72334216

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 6
      • Year Built 1991

      59 Carisbrooke Road is an absolutely stunning Patrick Ahearn designed family residence on one of Wellesley's most coveted streets. Custom 6 bedroom home features 3 expansive floors and nearly 10,000 square feet of luxurious living, with top of the line systems, fixtures and finishes throughout. Open concept kitchen and family room opens to rear deck overlooking meticulously landscaped grounds and resort quality swimming pool. Dramatic 2 story entrance hall leads to a thoughtfully designed floorpan. First and second floor master suites provide tremendous flexibility. Lower level includes wine room, bar, lounge, theater, and incredible home gym. Ideal for entertaining or everyday family living alike. This rarely available estate offering is shown by appointment only.

      Listed by Brian Dougherty of Robert Paul Properties

      {$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.

      67 Ledgeways, Wellesley, MA

      Price$4,195,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72330623

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 6
      • Year Built 2017

      Impressive Colonial majestically set in sought after Wellesley Farms offers spectacular space and superb architectural details throughout. This recently completed property includes exquisite mill work, grand foyer streaming with natural light, soaring 10 ft ceilings and sweeping staircase. Stylish fireplaced living room and formal dining room with butlers pantry make this home ideal for entertaining. Gourmet chef's kitchen with state of the art appliances, generous island and breakfast room opens to magnificent family room with stone fireplace and has access to covered porch overlooking meticulously lush manicured grounds. Relax on the screened in porch or step outside to the beautiful bluestone patio. Indoor/outdoor living at its finest! Bright and cheery sunroom and handsome study complete the first floor. Stunning master suite features fireplace,double walk in closets, spa like bath and balcony creating a true private oasis. LL with bedroom, full bath,exercise,media and game room.

      Listed by Debi Benoit of Benoit Mizner Simon & Co. - 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:

      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.

      45 Longmeadow Road, Wellesley, MA

      Price$3,675,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72328334

      • Single Family
      • Bathroom 9
      • Full Bath 7
      • Bedrooms 7
      • Year Built 2019

      Set on an expansive Longmeadow Rd. lot, this custom colonial is sure to amaze. The hip-roof, stone and shingle facade and expansive front porch evoke the classic architecture of yesterday. Thoughtfully laid-out open spaces on four floors are perfect for the family living and entertaining of today. Chef's kitchen open to eating area and a family room with glass that brings the private surroundings in. Large foyer, formal dining, living and powder rooms, private study and mudroom/powder with second laundry setup. Second floor anchored by private master suite with his/hers closets and spa-like bathroom. Four additional en-suite bedrooms, laundry, kids nook and back stairs. Partially above-grade lower level includes media, gym with lots of glass, rec room and bedroom. Walk-up third floor bedroom, loft and additional bathroom. 3-car garage. Beautiful stone walls, bluestone patio. EXTENSIVE landscaping and screening at back of property. Time to customize and make this dream house yours!

      Listed by Ashley Sarras of Tailor Made 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: 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.

      183 Lowell Road, Wellesley, MA

      Price$3,325,000The price has recently decreased

      Est. Mortgage: $/month

      Active With Contract

      MLS Number 72321871

      • Single Family
      • Bathroom 7
      • Full Bath 5
      • Bedrooms 5
      • Village Cliff Estates

      Stylish and sophisticated 2013 Colonial beautifully designed and built by renowned architect Patrick Ahearn and Fallon Custom Homes offers exquisite trademark detail throughout! Step inside this timeless and tastefully decorated property streaming with natural light and walls of windows. Front to back foyer leads to elegant living room with custom built-ins, fireplace and beamed ceiling, dining room with hardwood floors with french door access to deck. Handsome first floor office offers privacy. Gourmet chef's kitchen features center island, high end appliances and opens to chic family room with fireplace and bead board ceiling and offers exterior access to expansive deck overlooking lush landscaped level grounds. . Amazing master suite with his and hers custom walk in closets. Truly spectacular lower level includes incredible playroom, full bath, exercise room, bedroom. Stunning stone work and like new condition in desirable Cliff Estate's neighborhood.

      Listed by Donahue Maley and Burns Team, Donna Maley and Stephanie J. Burns of Compass

      {$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.

      18 Allen Road, Wellesley, MA

      Price$4,395,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72317448

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 5
      • Village Country Club

      EXCELLENT COUNTRY CLUB LOCATION! New Construction in progress for summer completion. Classic white brick and clapboard exterior in keeping with lovely neighborhood melds seamlessly with bright contemporary interior. Stylish & sophisticated formal areas include grand foyer with turned staircase, living and dining rooms with gas fireplaces, impressive library, butlers pantry/bar. Gorgeous Great Room with stone fireplace and sun splashed kitchen are flooded with light & fully outfitted with custom transitional trim, cabinetry, & glorious banks of windows. Sunny breakfast room, walk in pantry, killer mudroom and back stair to lower level and second floor. The master suite has superlative master bath, his/her custom dressing rooms, and sitting area with gas fireplace. All 5 en suite bedrooms on the second floor. Amazing lower level with natural light from full size windows and walk out to impressive yard. Yes, you can have it all! Call for builder meeting/customization options.

      Listed by Chrissie Lawrence of Rutledge Properties

      {$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.

      21 Livermore Road, Wellesley, MA

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

      Est. Mortgage: $/month

      MLS Number 72314992

      • Single Family
      • Bathroom 7
      • Full Bath 6
      • Bedrooms 6
      • Village Country Club

      Magnificent much admired property in the heart of sought after Country Club neighborhood! Inviting wrap around front porch featuring stunning stone pillars welcomes you into this grand property This gracious home offers gorgeous period detail and character throughout with modern updates. Exquisite entry archways open to library with custom built-ins and leads to formal living room with French doors, window seats and intricately detailed over sized fireplace. Elegant dining room with impressive pocket doors and fireplace offers an optimal setting for entertaining. Chef's kitchen features fireplace, center island, pantry and opens to sun splashed family room with doors to lush grounds with patio and stonewalls. Handsome first floor office/den. Master suite includes a spa-like bath and walk-in closet. Unique and rare carriage house with soaring ceilings and full bathroom complete this exceptional property. Stroll to the Brook Path, shops, restaurants & train from this fabulous location!

      Listed by Debi Benoit of Benoit Mizner Simon & Co. - 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:

      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.

      2 Southgate Road, Wellesley, MA

      Price$3,149,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72310472

      • Single Family
      • Bathroom 6
      • Full Bath 5
      • Bedrooms 5
      • Village Wellesley

      Come experience the perfect synergy between construction and design. Built in 2016 and set in the highly coveted Dana Hall area of Wellesley, the unparalleled attention to detail will only make you fall in love with this house even more. When you arrive at the property, set your eyes on the gas lamppost and exterior lights flanking the beautiful copper portico and custom door welcoming you to this extraordinary property. Upon entering, you will quickly understand the thought, details and quality that went into this home. From the reclaimed barn doors and beams, open floor plan, unbelievable mudroom, concrete countertops and one-of-a-kind master bedroom & bath to the sport court, custom patio with fireplace and TV and expansive yard, this home will exceed all of your expectations. Live within minutes of the commuter rail, schools and Wellesley center. You can have it all!

      Listed by The Traci Shulkin Group and Traci Shulkin 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.

      190 Pond Road, Wellesley, MA

      Price$4,799,000The price has recently decreased

      Est. Mortgage: $/month

      Price Changed

      MLS Number 72309143

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 5
      • Village Pond Road Estates

      Designed by renowned architect Guy Grassi, remodeled in 2017, this spectacular 3-acre estate represents the elegance of a European Manor. Approached by a winding drive, this residence is situated on coveted Pond Road, just one mile from Wellesley Center and across the street from acreage owned by Wellesley College.Upon entry the gracious two story foyer with marble floors & soaring ceilings leads to a spectacularly appointed front-to-back living room with exquisite architectural details. The adjoining sunroom offers walls of windows overlooking the beautifully landscaped grounds. A mahogany library with custom built- in cabinets.New kitchen with state of the art appliances adjoins a a large family room with French doors opening to the private patio and access to separate guest suite. Second floor has 5 bedrooms with ensuite baths, including a new luxurious master bedroom suite.Finished lower level game & exercise rooms.Heated 4 car garage.This designer home has been completely updated!

      Listed by Kathryn Alphas Richlen and Melissa Dailey 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.

      62 Woodcliff Road, Wellesley, MA

      Price$3,950,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72308601

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 5
      • Village Wellesley Hills

      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

      {$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.

      119 Woodlawn Avenue, Wellesley, MA

      Price$5,550,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72307143

      • Single Family
      • Bathroom 7
      • Full Bath 5
      • Bedrooms 5
      • Village Wellesley Farms

      Exquisite Estate majestically sited on 1.41 acres of land in coveted Wellesley Farms. Custom stone and shingle style center entrance Colonial offers grand sun filled foyer which leads to beautifully proportioned living room and dining room. Magnificent chef's kitchen with stainless steel appliances, expansive island and generous breakfast room opens to handsome family room with beautiful stone fireplace and tucked away private office. Second floor offers elegant master suite with luxurious marble master bath, lovely soaking tub, heated towel rack, spacious shower, over sized walk-in closets, custom built-ins and inviting deck with elegant stone fireplace, a true retreat. Fabulous lower level with front and back stairways leads to generous bonus room, media room and additional office. Bright and airy screened porch with amazing stone fireplace overlooks spectacular groomed grounds with gorgeous blue stone patios, fabulous pergola and lush mature plantings. Nothing has been spared

      Listed by Debi Benoit of Benoit Mizner Simon & Co. - 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:

      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.

      190 Winding River Road, Wellesley, MA

      Price$4,750,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72304846

      • Single Family
      • Bathroom 8
      • Full Bath 6
      • Bedrooms 5
      • Year Built 2011

      Exquisite custom built Colonial beautifully sited on 2.5 acres on gorgeous premier waterfront lot offers sweeping views of the Charles River. This timeless Colonial features detailed mill work and craftsmanship throughout. Front to back foyer streaming with natural light sets the scene as you enter this breathtaking property. Elegant dining room with fireplace includes generous butler's pantry. Lovely living room features French doors to handsome library with built ins and coffered ceiling. Gourmet Chef's kitchen offers walk in pantry, dining area with picture windows and window seat and opens to inviting family room with beamed ceiling and stone fireplace. Relax and enjoy views from the screened in porch overlooking professionally landscaped park like grounds. Serene Master Suite includes sitting room featuring fireplace, spa like luxurious bath and access to screened in balcony, a private oasis. Unparalleled quality and nature in all its glory makes this a rare opportunity!

      Listed by Debi Benoit of Benoit Mizner Simon & Co. - 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:

      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.

      65 White Oak Road, Wellesley, MA

      Price$3,795,000The price has recently decreased

      Est. Mortgage: $/month

      MLS Number 72301695

      • Single Family
      • Bathroom 7
      • Full Bath 5
      • Bedrooms 6
      • Village Wellesley Farms

      This elegant and sophisticated stone and shingle home is tailored for modern living. Custom designed by a highly respected developer, buyers will delight in the bright and beautiful transitional aesthetic. The welcoming foyer is accented with a statement lighting fixture that highlights the beautiful herringbone wood floor. The stunning gourmet kitchen includes everything on the chef's wish list including a butler's pantry and a decorative breakfast island. The family room, awash with oversized windows overlooks the bluestone patio and masonry fire pit exemplifying the ease of indoor and outdoor living. Upon entering the master suite with its sitting room and fireplace, you feel a zen experience. The ultimate lower level is a show stopper for entertaining with a glass-enclosed wine cellar, room for exercise, media or play and sixth bedroom suite. Nestled in the gorgeous Wellesley Farms neighborhood, conveniently located near the commuter train to Boston and town amenities.

      Listed by Mizner & Simon Team, Amy Mizner and Susan Sullivan 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.

      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

      “My Rutledge agent made every step of the process easy for me; she also knew exactly what price point would work. You can imagine my delight when she informed me that she had received a firm offer the same afternoon of the very day the house went on the market! Your agent could not have been more cooperative or kinder to me personally.”