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Luxury Homes in Winchester MA

View current luxury homes for sale in Winchester, MA below. You may also be interested in viewing listings for Greater Boston luxury homes.

Winchester Luxury Real Estate

Contact Barrett Sotheby's International Realty or call our Winchester office directly at 781-729-7900 with any questions or to schedule a viewing. 

3 Summit Avenue Winchester MA 01890

Winchester, MA3 Summit Avenue

Price$1,999,000

Est. Mortgage: $/month

MLS Number 73088167

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,100
  • High School Whs

Looking for that turn-key home that you don't have to do a thing in? Here you go! And it's in a GREAT neighborhood. This is gorgeous, top-quality work done to the highest standards by very well-known builders. Every room has been transformed into clean, sleek surroundings that will bring you joy to live in. The owners put huge money into this project and it shows, from the gorgeous cabinetry and counters in the kitchen to gleaming hardwood floors everywhere to the cool, modern baths with fabulous tile, tubs, and fixtures. A nice big deck overlooks the backyard, with plenty of space for playing, gardening or just lounging. The basement is roughed out and ready for finishing touches for extra space (playroom? wine cellar? work room? maybe all?), and the yard is lovely and serene. Summit is a quiet street and an easy walk to schools, trains, and the town center.

Listed by The Pallotta Group and Nancy S. Pallotta of Leading Edge Real Estate

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Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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8 Niles Lane Winchester MA 01890

Winchester, MA8 Niles Lane

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73083677

  • Residential
  • Bedrooms 8
  • Bathroom 8
  • Square Feet 7,497
  • High School Whs

MAJESTIC LAKEFRONT ESTATE! Situated directly on the Mystic lake w/ expansive yard & breathtaking views offering the most gorgeous and serene setting in all of Winchester. This 21+ room custom home includes 7/8 bedrooms and 7.5 baths. The 2 room primary suite features 13’ beamed ceiling w/ oversized windows, direct water views, luxurious bath w/ soaking tub & fireplace plus a private sitting room w/ custom cherry walls, second fireplace & balcony/deck. The kitchen is highlighted by a gourmet custom La Corneu Chateaux 48” double-oven range, w/ adjacent dining area & lakefront family room w/ fireplace & drop down ceiling TV. Formal dining & living room renovated w/ original details & beautiful woodwork preserved. Fully finished basement w/ media room, full gym, playroom, au-pair suite, & an exquisite “hidden” ~800 bottle wine cellar. This home also offers a top floor in-law suite and basement au-pair suite and features 5 fireplaces, radiant floors, expansive Ipe deck & dock.

Listed by Kim Covino & Co. Team and Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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9 Amberwood Drive Winchester MA 01890

Winchester, MA9 Amberwood Drive

Price$2,499,000

Est. Mortgage: $/month

MLS Number 73082393

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,257
  • High School Winchester

Newly constructed "smart home" with endless flexible living areas and stunning bits of convenience around every corner! Beautifully landscaped and ideal for children; directly across from wooded path leading to the recently rebuilt elementary school VO. Privacy abounds, nestled between town woods both in front and back of this .70 acre lot. Exceptional attention to detail throughout. Open, pristine, sunlit and most welcoming to the modern family. Cook a meal in the high end kitchen while keeping an eye on the kids, or send them into the dream-like playroom. Office off the pantry area, lends for peace and quiet on opposing side. Primary suite boasts high ceilings, dual closets (equipped with a safe) and a bathroom every fashion forward person dreams of! Home gym could easily host in-laws or a permanent guest; an au pair situation at it’s best with a separate entrance. Easy living for even the most finicky of buyers. A lot of thought went into the space of this beauty! Gorgeous.

Listed by Nicholas Gatto of Better Homes and Gardens Real Estate - The Shanahan Group

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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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1 Socrates Way Winchester MA 01890

Winchester, MA1 Socrates Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 73054183

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,122
  • High School Whs

SPACE GALORE! Welcome to this fantastic 5 BR, 3.5 bath colonial on a little over an acre lot. The comfortable floor plan maximizes space with plenty of room for entertaining and spreading out. The light and airy living and dining room lead to a good size open concept kitchen which sits right in the center of the home. You'll feel as though you are perched up on a bird's nest looking out from the family room to the deck. On the 2nd FL, the primary suite is equipped with a fireplace, walk-in closet & full bath with a soaking tub. Laundry and 2 additional bedrooms complete this floor. The third level offers 2 additional bedrooms w/ full bath and office/media room. You'll love the convenience of simply taking a few stairs to your own home gym and hair/make up studio in the basement level, offering perfect for access for trainers and stylists. Outside this home is surrounded by mature trees and a direct path to Nutile Field make for a picturesque suburban setting.

Listed by Johan Lopez of Home Shop Properties,Inc.

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$
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$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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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39 Everett Avenue Winchester MA 01890

Winchester, MA39 Everett Avenue

Price$2,300,000

Est. Mortgage: $/month

MLS Number 73037552

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,769
  • High School Winchester High

Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchester’s coveted Everett Ave. neighborhood. Embrace the abundance of natural light streaming through the oversized windows throughout. This home exudes style & character with its impressive living room lined w/ built-in shelves, a wall of windows, brick fireplace, & wet bar. French doors lead directly to a side garden creating an organic flow of air & light. An eat-in kitchen w/ double sinks & plenty of storage opens to a lovely formal dining room w/ a large bay window. The 1st floor also boasts a spacious primary bedroom suite complete w/ a full bathroom, changing room, & three double closets. Two additional bedrooms, one and a half baths, and a home office, which opens up to an outside patio, complete this floor. The 2nd floor features two sun-filled bedrooms with hardwood floors, a full bath, and an enormous storage room with a walk-in cedar closet. It's a must-see home!

Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.6% last updated on Mar 16, 2023
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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