Wellesley Massachusetts Luxury Homes

Below you will find current listings of luxury homes in Wellesley Mass.  If you would like to view one of these listings, please contact us or call 781-449-6292.  To stay up to date on your favorite Wellesley luxury real estate listings and searches, register with our site.

15 Winding River Circle Wellesley MA

Wellesley MA15 Winding River Circle

Price$6,950,000

Est. Mortgage: $/month

MLS Number 71897033

  • Single Family
  • Bedrooms 5
  • Bathroom 9.00
  • Year Built 2001
  • Property Style Colonial

Exceptional 4.41 acre estate perfectly sited on the scenic Charles River. This exquisite property has a private dock, pool and indoor basketball court. 16 rooms showcase extraordinary craftsmanship with formal living areas, a Chef's kitchen, and 5 en-suite bedrooms including a luxurious master suite with 2 full baths, and walk in closets. 2 car attached garage and 3-car heated detached garage.

Listed by Donna Scott



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

49 Falmouth Road Wellesley MA

Wellesley MA49 Falmouth Road

Price$2,099,000

Est. Mortgage: $/month

MLS Number 71894861

  • Single Family
  • Bedrooms 4
  • Bathroom 3.00
  • Year Built 1972
  • Property Style Colonial

Incredible opportunity to renovate or build your dream house on over an acre in the coveted Peirce Estates! Professionally landscaped spacious and private yard in a great neighborhood yet minutes to the Mass Pike and 128. Sought after Bates School neighborhood. Don't miss this opportunity!

Listed by Derek Greene



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

51 Glen Road Wellesley MA

MLS Number 71892736

  • Single Family
  • Bedrooms 7
  • Bathroom 4.00
  • Year Built 1721
  • Property Style Colonial, Victorian

This welcoming historic colonial family home is perfectly located in Wellesley Farms near shopping, restaurants and train. Natural light illuminates all of the stately rooms and attached porches creating serene spaces for both entertaining and relaxing. You get the best of both worlds with beautifully crafted details, high ceilings, french doors, hardwood floors plus many timely updates. First floor spaces include the elegant living room, oversized dining room, family room and a glamourous and spacious renovated chef's eat-in kitchen with granite countertops, a center island and high-end stainless steel appliances that include SubZero, Wolf and Miele. There is plenty of room for family and guests with seven bedrooms plus 3 and 1/2 baths. The flow of this versatile home allows plenty of space for family living as well as grand entertaining opportunities. . The grounds and patio are magical areas that will delight for years to come.

Listed by Donahue & Maley Team



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

102 Manor Avenue Wellesley MA

Wellesley MA102 Manor Avenue

Price$1,348,000

Est. Mortgage: $/month

MLS Number 71892047

  • Single Family
  • Bedrooms 4
  • Bathroom 4.00
  • Year Built 1999
  • Property Style Colonial

Outstanding Opportunity, Fresh NEW Look. Young Contemporary Colonial Off the Pages of House Beautiful! Decorator’s flair on all Four Living Levels! Best Value in Wellesley! Award Winning Schools!! Gracious, Inviting Living and Dining rooms are ideal for entertaining family and friends. Bright, Sun Filled Chef's kitchen w/separate dining area opens to a Gorgeous Oversized Family Room with In-Laid Wood Fire-place, Walls of Windows & Pella Slider that leads to private deck & brick patio, perfect for outdoor dining. Second floor offers master suite featuring Gas Fireplace, Vaulted ceiling in Master Bath w/His & Hers Vanities, Spa Tub, tiled shower & Walk in closet. Looking for more space? Check out the 3rd Floor & Lower Level which includes potential 5th bedroom, full bath, game rm, exercise area, playroom, media rm & storage area. 2 Car Garage, Gas Heat, Central AC, Close to Shops, , Trains & Highways. Click on Blue Button for 3D Tour.

Listed by The Kouri Team, Leeanora Kouri, Paul Kouri



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

295 Weston Road Wellesley MA

Wellesley MA295 Weston Road

Price$1,645,000

Est. Mortgage: $/month

MLS Number 71888397

  • Single Family
  • Bedrooms 5
  • Bathroom 4.00
  • Year Built 2005
  • Property Style Colonial

Stunning Colonial generously sited on over .75 of an acre offers fantastic living and entertaining space. Grand two story foyer welcomes you into this gracious home. Well proportioned sun filled living room and formal dining room boasts french doors which lead to gourmet kitchen, featuring granite counter tops, stainless steel appliances and opens to oversized fireplaced family room creating an open and inviting floor plan, while bright and sunny office provides optimal home work space. Over-sized master with walk in closets, outfitted with custom build ins, on suite bath and gleaming hardwood floors creates an ideal retreat. Four additional bedrooms complete the upper two levels, while finished basement provides great opportunity for play room, exercise or media entertainment space. Lush grounds provide endless opportunities for play and relaxation. A must see property.

Listed by Debi Benoit



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

100 Dearborn Street Wellesley MA

Wellesley MA100 Dearborn Street

Price$1,725,000

Est. Mortgage: $/month

MLS Number 71887285

  • Single Family
  • Bedrooms 4
  • Bathroom 6.00
  • Year Built 2014

New, sparkling and gorgeous home set amidst private, natural surroundings on ended way. An innovative design filled with natural light throughout the two-story marble foyer, chef's kitchen with large island, open family room with coffered ceilings, study and living room. The four spacious bedrooms include a luxurious master suite with relaxing, zen-like fireplace and spa bath. The expansive finished lower level offers tremendous bonus space complete with custom wine cellar. Excellent commuter location, heated 3 car garage, spacious mudroom. Fiske School. A beautiful retreat and a must see!

Listed by Susan Bevilacqua



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

1 HICKORY Road Wellesley MA

Wellesley MA1 HICKORY Road

Price$1,770,000

Est. Mortgage: $/month

MLS Number 71885464

  • Single Family
  • Bedrooms 4
  • Bathroom 5.00
  • Year Built 2015
  • Property Style Colonial

WOW! LOCATION LOCATION! Elegant & Stately NEW CONSTRUCTION home in sought after neighborhood! READY TO MOVE IN for school! Huge Custom kitchen w/eat at island! Top of the line Stainless Steel appliances! Breakfast rm opens to Family rm w/ two sided gas fireplace! Formal Dining room, Living room & Study! Mudroom w/ built ins! Cathedral ceiling Master suite w/walk in closets & lavish master bath w/heated floor! Bedroom w/ en suite bath & 2 other bedrooms w/Hollywood bath on the second floor! Lower level suite w/Full bath! Loads of custom moldings and trim! Built to new stretch energy code! Come see for yourself ....call for a private tour!

Listed by Mimi Dimauro



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Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

30 Tanglewood Road Wellesley MA

MLS Number 71879712

  • Single Family
  • Bedrooms 6
  • Bathroom 6.00
  • Year Built 2015
  • Property Style Colonial

Opportunity for custom home to be built with premier local design-build firm. Current plans are in place but can be tweaked to fit customer's specifications. Property is located on quiet street and abuts Upham Elementary School. Builder has over 40 projects in portfolio and specializes in custom, luxury new construction. Photos are of recently completed projects. Full portfolio available on builders' website. Call for more information, to set up a meeting or to discuss the process.

Listed by Ryan McDonnell, Mathew Roth, Robert S. Ticktin



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Est. Mortgage: $/month

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

51 Woodside Avenue Wellesley MA

Wellesley MA51 Woodside Avenue

Price$1,190,000

Est. Mortgage: $/month

MLS Number 71877454

  • Single Family
  • Bedrooms 4
  • Bathroom 3.00
  • Year Built 1978
  • Property Style Colonial

Welcome home to this meticulously maintained Colonial with gleaming hardwood floors across from popular Reed's Pond. This pristine property offers expansive living space, both formal and informal. Fabulous sun filled family room includes exterior access to patio with views of magnificient grounds and expansive fenced in yard. Second level features master bedroom with updated en-suite bath and walk-in closet plus three additional generous bedrooms. Finished lower level provides flexible floor plan for media room, playroom, gym, or in-home office. Updates include heating and AC systems, roof, exterior siding and hot water tank. A must see opportunity, move-in-ready!

Listed by Debi Benoit



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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

27 Louis Drive Wellesley MA

Wellesley MA27 Louis Drive

Price$1,286,250

Est. Mortgage: $/month

Open House

MLS Number 71876330

  • Single Family
  • Next Open House: Sun, 6th 1:00 pm
  • Bedrooms 4
  • Bathroom 4.00
  • Year Built 1981

Even better than you imagined. Updated & meticulous throughout! Enter into a soaring 2-story foyer and feel the beauty, it's light and bright. Generous formal spaces lead you into a gleaming kitchen of granite and stainless. Sunroom with vaulted ceiling and skylights lead out to private deck. Family room with vaulted ceiling, fireplace and built-ins. First floor laundry. Fully renovated master suite with dream bath and many closets. Plus 2 more bedrooms with their own newly renovated bath. 4th bedroom with private bath is on lower level for added privacy, great for au-pair or extended guests. Recently installed energy efficient systems and many other updates, ask for list! This enhanced colonial sits on a cul-de-sac with manicured grounds and mature flowering perennials. Our relocation is your special opportunity!

Listed by Bobby Morgenstern, John McHugh



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

Federal 30-year interest rate: 3.87% last updated on 2015-06-04

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