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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

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11 Niles Lane Winchester MA 01890

Winchester, MA11 Niles Lane

Price$3,499,000

Est. Mortgage: $/month

MLS Number 72916261

  • Single Family Detached
  • Bathroom 6
  • Rooms 12
  • Bedrooms 5
  • Acreage 0.38

It's an end-of-season debut, the nicest renovation that Winchester has produced all year! If you've grown tired of cookie-cutter "new" construction, this is the home for you. PRIME location, one of the most sought-after streets in town. Quiet and beautiful with lake views plus your very own deeded parcel on the lake that provides you full water access. The interior stuns with a jaw-dropping layout & build-out, with quality well beyond the typical. You'll get giddy when you see the biggest kitchen/family room imaginable, complete with a wet bar, a second dishwasher & a beverage center. Light floods this house from every angle, it's spectacular. Entertain in the formal dining room and living room, flanked by a wall of glass leading to the patio and outside grilling area. Two primary bedroom suites offer options: one is massive with front and back balconies & lake views, plus dual walk-in closets. The other has a fabulous sitting room/study attached. Too much to mention, come see it!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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32 Ledgewood Road Winchester MA 01890

Winchester, MA32 Ledgewood Road

Price$2,799,000

Est. Mortgage: $/month

MLS Number 72921941

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 5
  • Acreage 0.3

NEW CONSTRUCTION!! Must see this gorgeous 4/5 bedroom home with thoughtful design & high end finishes! This luxurious home is spacious and inviting, offering a grand open floor plan ideal for entertaining and modern day family living. The kitchen features an oversized island with seating/ double thick quartz countertops, high-end thermador professional appliances, wine bar w/ fridge, breakfast nook/morning dining area. Off the kitchen is a spacious family room with gas fireplace and direct exterior access w/ sliders leading out to the large deck & private rear yard. The first floor also has a formal dining room and 5th bed OR home office with 3/4 bath. The second level master suite is a DREAM, offering a 2 room suite; bedroom with separate sitting room, dual walk-in closets, lavish bath with tiled shower/glass enclosure, double vanities & soaking tub! Three additional beds incl. junior suite w/ bath, full hall bath and a laundry room finish this level.oversized 2 car garage & mudroom.

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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119 Forest Street Winchester MA 01890

Winchester, MA119 Forest Street

Price$2,299,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72893561

  • Single Family Detached
  • Village Fells area
  • Bathroom 6
  • Rooms 12
  • Bedrooms 5

Just completed! Must see this fabulous +/- 6000 sf Colonial farmhouse! This newly constructed 5 bed, 4 full, 2 half bath home by premiere local builder is one of a kind & offers space & style that will impress! With the frontage on Bell Road, the location offers an abundance of privacy and side street access. From the moment you enter you will feel the quality & appreciate the beautiful craftsmanship; features include a stunning kitchen w/quartz counters, wide plank oak flooring, oversized island, Viking appliances w/ 48" fridge, 6 burner gas range along with a wet bar w/wine fridge & walk in pantry! Adjacent family room w/fplc, formal dining room, living room & stunning office w/ walls of windows, Amazing master suite w/ spa like bath, soaking tub & oversized marble shower. 4 additional spacious bedrooms /2 en-suite, 2 car garage w/2 charging outlets, direct entry to mudroom w/ bench, bead board trim & cubbies. Great lower level Media/Game/Home Gym. In wall speakers & smart locks.

Listed by Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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15 Vinson Circle Winchester MA 01890

Winchester, MA15 Vinson Circle

Price$1,999,000

Est. Mortgage: $/month

MLS Number 72911440

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 4
  • Acreage 0.98

Private 1 acre lot! Situated on one of the most beautifully manicured & exclusive lots in Winchester, this unique property offers endless opportunities to create your dream home! Dramatic open layout w/ walls of windows, soaring cathedral ceilings, featuring 4+ bedrooms, 3.5 bathrooms & including an attached in-law suite w/ a full bathroom, kitchen / cabinetry, & private exterior access. The updated chefs kitchen includes four ovens, gas stove, a skylight and double sliding glass doors that lead to the back deck overlooking the expansive, spectacular yard.Two extra large sheds in backyard for storage, a gazebo with deck space, and a courtyard with grilling station make this property an entertainers dream. This property is situated in a neighborhood that can support a 3M home; close to Vinson Owen elementary. Build equity and create the home of your dreams with a custom renovation & plenty room for a pool! Builders lined up and available to work directly with buyers!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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254 Main Winchester MA 01890

Winchester, MA254 Main

Price$1,659,000

Est. Mortgage: $/month

MLS Number 72873085

  • Single Family Detached
  • Village Downtown location
  • Bathroom 3
  • Rooms 10
  • Bedrooms 4

Amazing value!! Stunning and very spacious home! Set on an oversized lot with great rear yard just outside the vibrant town center; this sprawling 10 room, 4 bedroom 2.5 bath home w/ 3 car garage will exceed your expectations! Recently renovated and expanded this great home has the look and feel of a colonial from the exterior yet offers a stunning redesigned open concept kitchen w/ great room addition on the rear w/soaring ceilings, amazing space and contemporary flair! The high end kitchen is the heart of the home with wonderful flow for entertaining, island seating and adjacent wine bar. Great room off kitchen with breathtaking space, vaulted ceilings, double gas fireplaces and sliders to spacious deck overlooking the rear yard. Pantry storage, mudroom & laundry all just off the kitchen. Formal dining, living room w/fplc. & sunroom/family room complete this floor. The second features 4 bedrooms, a grand master w/ vaulted ceilings & private bath plus 3 add'l bedrooms and full bath.

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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

314 HIGHLAND Avenue Winchester MA 01890

Winchester, MA314 HIGHLAND Avenue

Price$1,550,000

Est. Mortgage: $/month

MLS Number 72916495

  • Single Family Attached
  • Bedrooms 4
  • Bathroom 4
  • Rooms 11
  • Square Feet 4,372

The grand residence is located in a private setting steps from Winchester Center. Large rooms throughout with multiple primary suites, & a grand 2 story great room that is the heart of this home. Eat-in kitchen with pantry that flows seamlessly to sunroom & 2 tiered decks. The yellow antique yellow-pine bar is a show stopper! Sunny library and cozy family room round out first floor. Large yard for kids & pets with an opportunity for gardening. A lower-level home office with a separate entrance. This is definitely not your average Winchester home but it sure does check all the boxes for the buyer looking for a very special home in a premier location. This residence is a commuter's dream a short distance from I93 (2.3miles). Call this one home!

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.1% last updated on Nov 24, 2021
* 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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