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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64 Highland Avenue Winchester MA 01890

MLS Number 72731535

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,712

Location! Location! Waterfield Square Condominium located next to the Fells Reservation featuring hiking and biking trails! This spacious end unit offers hardwood floors and a soaring 20' cathedral ceiling with oversized large Marvin double pane windows that fill the dining and living rooms with natural light. Modern stainless kitchen enjoys plenty of storage space. Over sized first floor bedroom with adjacent full bath can be used as your master bedroom or guest suite. Second level features a generous size master suite with large closet, renovated bath and loft overlooking main living area. Enjoy high end finishes throughout including modern railings and custom woodwork. Laundry in unit and two-car deeded parking. Easy access to Route 93 and 128, Winchester Hospital, Winchester Center, restaurants, schools and commuter rail station. Tennis courts on grounds.

Listed by Diane Horrigan of RE/MAX Trinity

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$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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21 Gershon Way Winchester MA 01890

Winchester, MA21 Gershon Way, Unit 21

Price$1,590,000

Est. Mortgage: $/month

Open House

MLS Number 72730250

  • Condo or Co-op
  • Next Open House: Mon 09/28 11:30 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

ONLY 6 HOME OPPORTUNITIES REMAIN!!! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage.***MODEL HOME OPEN DAILY 11-4PM***MEET THE BUILDER SAT & SUN 9/26 & 9/27 NOON TO 3PM***

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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11 Canal Street Winchester MA 01890

MLS Number 72730631

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 722

Attention first time buyers and down-sizers! Looking for a condo but also want outside space then this is the place. This NEWLY REMODELED 6 room ranch is the perfect condo-alternative. There are 2 bedrooms, a brand new kitchen, separate dining room, a brand new full bath, a den which is perfect for a home office or guest room plus hardwood floors throughout. Need more space...a full basement with tall ceilings offers expansion possibilities plus there are pull down stairs to a large attic providing plenty of additional storage. Savvy buyers will see this as a great value and an investment that will surely appreciate. Call now for a private showing. ~ OPEN HOUSE THIS SATURDAY SEPTEMBER 26TH FROM 11:30AM - 12:30PM! ~

Listed by The Synergy Group and Paul Cirignano of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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7 Wainwright Road Winchester MA 01890
Active With Contract

MLS Number 72725993

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,498
  • Complex The Ledges

Turnkey at The Ledges, the upscale condo community with the feel of single family living without the hassle of outside maintenance. Cathedral ceilings, open floor plan with fireplace living room overlooking Sucker Brook Conservation & its many species of wildlife enhances the effect. Need a home office? The first floor den/office just might be the ticket or use a lower level room with daylight filtering in. Hardwood floors on the main level enhance the living areas. Deck off the dining room to enjoy the serene wooded views. Updated appliances & breakfast nook. Dining room with wet bar & access to deck are some of the exceptional features. With 3 levels of living, Master Bedroom en suite, there is space on all levels to enjoy. Lower level has optional 3rd bedroom or office & includes a full bath & family room direct to outdoor space. Attached 2 car garage into the home assures privacy. Nearby shopping, walking trails & more. Move in & enjoy Carefree living at its best.

Listed by Joanne Hofmann of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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25 Gershon Way Winchester MA 01890

Winchester, MA25 Gershon Way, Unit 25

Price$1,475,000

Est. Mortgage: $/month

Open House

MLS Number 72725070

  • Condo or Co-op
  • Next Open House: Mon 09/28 11:30 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,980

ONLY 6 HOME OPPORTUNITIES REMAIN!!! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite or Quartz (your choice) countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office to accommodate your working demands, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious en suite bedrooms and an open loft area. 2 Car garage.***MODEL HOME OPEN DAILY 11-4PM***MEET THE BUILDER SAT & SUN 9/26 & 9/27 NOON TO 3PM***

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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23 Gershon Way Winchester MA 01890

Winchester, MA23 Gershon Way, Unit 23

Price$1,575,000

Est. Mortgage: $/month

Open House

MLS Number 72725119

  • Condo or Co-op
  • Next Open House: Mon 09/28 11:30 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,549

ONLY 6 HOME OPPORTUNITIES REMAIN!!! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage.***MODEL HOME OPEN DAILY 11-4PM******MEET THE BUILDER SAT & SUN 9/26 & 9/27 NOON TO 3PM***

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

248 Cross Street Winchester MA 01890

MLS Number 72719661

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,185
  • Complex 248-250 Cross Street

STUNNING NEW CONSTRUCTION! Everyone working from home? Extremely large, high-end, Greek Revival townhome, is more like an attached single, in super location - get ready to check all your boxes!! Finally, a reasonably priced, new home built by quality, local builder, which is architecturally stunning and has room for the whole extended family! Open concept first floor has Chef's kitchen, gas fp, pantry, handy mudroom, sliders to deck. 2nd flr has 3 oversized beds, separate laundry room w/sink, and walk-up to finished 3rd flr which is a simply awesome space for home offices/playroom/add'l bedrooms/4th bath if you need it. So much room everywhere! Bonus is 4 car parking and phenomenal, private rear yard, perfect for gardeners! Quartz counters, sleek GE Cafe appliances, 9' ceilings, irrigation sys, wifi thermostats, Ring doorbell, central air. Absolutely A+ location steps to Acera, Russian Math & Chinese Culture Schools, Little Flippers swim school, soccer fields, tennis, Bikepath. WOW!!

Listed by Robert Bowes of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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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200 Swanton Street Winchester MA 01890
Open House

MLS Number 72719205

  • Condo or Co-op
  • Next Open House: Sun 09/27 2:30 pm. to 3:30 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 606

Looking for the perfect opportunity to own in Winchester? Look no further than this updated 1 bed, 1 bath condominium located in a gated community, close to everything Winchester center has to offer! Inside the unit, you'll find a large updated kitchen with stainless steel appliances. The kitchen flows into a dining space w/ slider door, opening to a private balcony overlooking the beautiful duck ponds and landscaped grounds. The Parkview offers ample amenities on sight, including an in-ground pool w/ cabana as well as on site storage and laundry facilities. Condo fee includes heat, electricity and A/C! Easy walk to downtown Winchester shops, restaurants, activities and the train to Boston. Why rent when you can own something special to call your own!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

20 Gershon Way Winchester MA 01890

Winchester, MA20 Gershon Way, Unit 20

Price$1,575,000

Est. Mortgage: $/month

Open House

MLS Number 72719227

  • Condo or Co-op
  • Next Open House: Mon 09/28 11:30 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

ONLY 6 HOME OPPORTUNITIES REMAIN!!! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage.***MODEL HOME OPEN DAILY 11-4PM***MEET THE BUILDER SAT & SUN 9/26 & 9/27 NOON TO 3PM***

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

36 Elmwood Avenue Winchester MA 01890

MLS Number 72718587

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,072
  • Complex allegro

Model home now open! Occupancy mid Sept 2020. NEW CONSTRUCTION IN TOWN CENTER! Introducing allegro Winchester: a boutique style building consisting of 11 unique units in an intimate setting off the beaten path yet steps from market shopping & the MBTA Winchester Commuter Rail Station. All residences are one level with designer kitchen; well appointed master suite; multi zone gas heating & cooling; elevator access to garage parking; balcony or patio private outdoor space & additional storage room. Sq foot starts at 1,072 & largest unit is 1,580.

Listed by Janice Dumont of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 2.9% last updated on Sep 24, 2020
* 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

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