Winchester Condos

Winchester MA offers excellent access to metropolitan Boston making it a popular place to live. Condos are an affordable solution to living eight miles from Boston. View the frequently updated Winchester MA real estate listings below. You might also be interested in viewing listings for Arlington Area condos.

Winchester MA Condos for Sale

Contact Sweeney & O'Connell Real Estate online or call 781.643.7478 with any questions or to schedule a private tour.

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7 Wainwright Road Winchester MA 01890

MLS Number 72869905

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,276

Beautiful townhome in the Ledges community in Winchester. Nice open floor plan with vaulted ceilings in the great room, a fireplace, and slider leading to the large deck with an awning. First-floor primary bedroom with two large walk-in closets and bath. The second floor includes a loft, perfect for an office and two additional bedrooms, and a bath. The basement is partially finished with a sitting area, room for woodworking, and office space. Attached two-car garage!! Clubhouse, Tennis court, walking/jog trails, and swimming pool!!

Listed by Kathryn Malisheski of Redfin Corp.

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$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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52 Graystone Circle Winchester MA 01890
Open House

MLS Number 72869009

  • Condo or Co-op
  • Next Open House: Sat 07/31 2:00 pm. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,924

Looking for a move-in ready and spacious condo located in desirable Graystone? This is the unit you have been searching for. Freshly painted with the lower level finished, this expansive unit has so much potential to make your own. Featuring hardwood floors, high ceilings with an open and airy layout. This chef's kitchen has a gas countertop range, stainless steel appliances, custom cabinetry and a cozy breakfast nook. Master bedroom is located on the first level with hardwood floors, walk-in closet and full en-suite bathroom. Second level features and open loft/family room with two additional bedrooms and full bathroom. The lower level has been partially finished and heated making it perfect for a gym/media/playroom. Private outdoor patio is a wonderful location for entertaining guests. Now is the perfect opportunity to purchase in this Winchester community!

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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28 Gershon Way Winchester MA 01890

Winchester, MA28 Gershon Way, Unit 28

Price$1,690,000

Est. Mortgage: $/month

Open House

MLS Number 72857591

  • Condo or Co-op
  • Next Open House: Thu 07/29 11:30 am. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,980

2021 Winner for BEST NEW 55+ COMMUNITY IN THE UNITED STATES. ONLY 2 HOMES REMAIN out of 29! Imagine luxurious finishes throughout: 10'+ ceilings, hardwood floors and plenty of natural light. This open concept plan has a 1st floor master suite with oversized walk-in closets and a great bathroom. The kitchen is adorned with ceiling height cabinets, Quartz countertops & island, a spacious pantry + top of the line SS appliance package. The dining room features a beautiful coffered ceiling. Just beyond, the room opens up to a 22' ceiling in the dramatic living room featuring a floor to ceiling fireplace. Abutting the covered porch, a wall of windows pours sunlight into this home. The 1st floor flex room can be a home office, a library or studio for your beloved hobbies. 1st floor also features a powder rm and laundry. Upstairs you'll find 2 additional spacious EN SUITE bedrooms and a bright open loft. 2 Car garage with electric car charging station.*SALES CENTER OPEN DAILY 11-4

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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64 Highland Avenue Winchester MA 01890

MLS Number 72854538

  • Condo or Co-op
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 840
  • Neighborhood Winchester Highlands

Welcome to the highly desirable Waterfield Square Condominiums located across the street from the Middlesex Fells Reservation with miles of hiking and biking trails. This beautifully maintained building, with 24 hour property management, offers plenty of parking, spacious hallways & a tennis court on the grounds. This move-in condition condo boasts of peaceful waterviews of the North Reservoir, high ceilings & gleaming hardwood floors. The unit features a spacious open floor plan showcasing the dining room, living room & kitchen area filled with natural light. Stainless steel appliances w/ upgraded Mahogany cabinets & granite counters complete the kitchen. Spacious bedroom w/ oversized closet & oversized windows. Enjoy the convenience of in-unit laundry, two storage closets and an additional storage room located in the basement. Unit includes one deeded parking space. Easy access to routes 93 and 128, Winchester Hospital, downtown restaurants, shops & the commuter rail station.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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40 Elmwood Avenue Winchester MA 01890
Open House

MLS Number 72846476

  • Condo or Co-op
  • Next Open House: Sun 08/1 12:00 pm. to 1:30 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,573

al·le·gro | at a brisk tempo. Much like how we live our busy lives. Living Allegro means having convenience outside your door in the heart of Winchester center. Picture yourself strolling down for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant brick building boasts units with private outdoor space, in-unit laundry, and easy one level living. Don't forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER! Whether you are looking to downsize or just starting out don't miss your opportunity to own! Move into this brand new luxury condominium building. Come see for yourself what it means to live Allegro!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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40 Elmwood Avenue Winchester MA 01890
Open House

MLS Number 72846475

  • Condo or Co-op
  • Next Open House: Sun 08/1 12:00 pm. to 1:30 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,130

al·le·gro | at a brisk tempo. Much like how we live our busy lives. Living Allegro means having convenience outside your door in the heart of Winchester center. Picture yourself strolling down for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant brick building boasts units with private outdoor space, in-unit laundry, and easy one level living. Don't forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER! Whether you are looking to downsize or just starting out don't miss your opportunity to own! Move into this brand new luxury condominium building. Come see for yourself what it means to live Allegro!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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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13 Gershon Way Winchester MA 01890

Winchester, MA13 Gershon Way, Unit 13

Price$1,787,500

Est. Mortgage: $/month

MLS Number 72809921

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,550

PRICE IMPROVEMENT for this PRISTINE 3 bed, 2.5 bath end unit townhome at Winchester's Winning Farm, a gold medal award winner from NAHB for best 55+ community in the US. The layout offers great flexibility for today's lifestyle with superior quality and charm. The first floor open concept features living room with gas fireplace and large windows to let in loads of natural light and great views. The dining room has coffered ceiling and door to outside deck. The office/den is accessed through double French doors. The custom chef's kitchen has high-end appliances, quartz countertops, and large island. The 1st fl master suite has walk-in closet with custom shelving, door to outside patio, and bathroom with double vanity, walk-in shower with bench, and separate soaking tub. The second floor has two large bedrooms, full bath with walk-in shower and loft/open space. There is a two-car attached garage and approx 1300 sq ft in basement with high ceilings that offers many options for future use

Listed by Tom Doherty of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

8 Richardson Street Winchester MA 01890
Open House

MLS Number 72806243

  • Condo or Co-op
  • Next Open House: Sun 08/1 1:30 pm. to 2:30 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,811

Move right into this beautifully updated Winchester condo! This 2 bedroom with 2 full bathroom unit has a spacious layout and allows for plenty of natural sunlight. The living room has hardwood floors and a gas fireplace with an adjacent full bathroom. A modern kitchen features granite countertops, breakfast bar, and ample cabinet storage. The dining room completes the 1st level. As you make your way to the upper level, the master bedroom and 2nd bedroom are connected by a full bathroom making this an easy access. Office nook for your zoom meetings and desirable in-unit laundry. Private access to a roof deck is perfect for entertaining and overlooking the surrounding neighborhood. This unit is pet friendly and offers two deeded off-street parking spaces and a manicured garden. Conveniently located near the bustling town center, shopping, restaurants and commuter rail. Make this condo your next best move!

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

6 Richardson Street Winchester MA 01890
Open House

MLS Number 72782934

  • Condo or Co-op
  • Next Open House: Sun 08/1 1:30 pm. to 2:30 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,494

If location and a pristine, move in ready condo checks off the list of your priorities, is this the condo for you! Beautifully maintained and open layout with hardwood floors throughout. The modern kitchen features granite countertops with plenty of storage cabinet space with an adjoining dining room perfect for entertaining. A fireplace accents the living room with a custom built in library. Recently remodeled full bathroom completes the upper level. The lower level boasts two bedrooms with walkin closets and another full bath. In addition, a spacious built in office for all your zoom meetings! A deeded parking space, private outdoor garden area with in-unit laundry. Not to mention the close proximity to downtown Winchester restaurants, shopping, commuter train and outdoor activities. Truly a must see home! Property as been virtually staged.

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.78% last updated on Jul 22, 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

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.