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
Open House

MLS Number 72609721

  • Condo or Co-op
  • Next Open House: Sat 25th 11:30 am - 12:30 pm
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,613

Immaculate move-in ready three-level B style townhouse at “The Ledges.” Open concept living on the first floor is an entertainer's dream: dramatic vaulted ceilings welcome you into a sun-filled living room with gas fireplace. The adjoining dining room features a wet bar and glass slider to a private deck. Enjoy a spacious kitchen with cozy breakfast nook and nearby half bath, plus a large home office with cathedral ceilings and skylight. Laundry is also on first floor. Master bedroom on second floor offers cathedral ceilings, two large closets, and ensuite bath with double sink vanity, shower and soaking tub. An additional bedroom and full bath complete the second floor. The lower level features one bedroom, one full bath, plus a large recreation room with slider and built-ins - a perfect space for hosting guests. Includes attached two-car garage and is conveniently located near major transportation, shopping, and Whole Foods.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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8 Gershon Way Winchester MA 01890

Winchester, MA8 Gershon Way, Unit 8

Price$1,375,000

Est. Mortgage: $/month

MLS Number 72604071

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,549

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). 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. Cozy up to the gas fireplace with a hot cider. 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. A short drive to downtown Winchester and only 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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

MLS Number 72590085

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,918

Welcome to The Ledges! This C unit is located in a private wooded setting with a deck off the rear. This well-maintained unit has a first-floor master suite and an updated kitchen with breakfast nook overlooking the sunny courtyard. Lovely hardwood floors in dining and living room. Two additional bedrooms and a bath are on the second level. Potential to finish out lower level with ample storage .This is a perfect opportunity to afford The Ledges and enjoy the Clubhouse , pool, tennis courts and the beauty and serenity of this desirable location. In addition the roof and 4 skylights have just been replaced.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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17 Gershon Way Winchester MA 01890

Winchester, MA17 Gershon Way, Unit 17

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72586890

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,980

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). 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. Cozy up to the gas fireplace with a hot cider. 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. A short drive to downtown Winchester and only 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

36 Elmwood Avenue Winchester MA 01890

MLS Number 72575934

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

Allegro ... in Italian the word means robust, lively! That's exactly how you will live in your new home. A neighborhood of luxurious, well appointed single level condominiums offering crisp tailored design. Wake up to sipping your morning latte on the expansive private patio. Entertain or just enjoy cooking in your designer chef's kitchen that opens to the finely crafted living room. After your guests have gone, retire to your generous sized master bedroom with en suite bath. Living is easy when you can pull right into the garage and take the elevator up to your residence, but feel free to stop and put those extra items in your individual storage unit. NEW CONSTRUCTION, like no other, in the heart of bucolic downtown, allegro offers the most convenient address in Winchester! Hop on the train or walk to the market. Urban amenities in a Norman Rockwell setting.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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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36 Elmwood Avenue Winchester MA 01890

MLS Number 72575937

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,482
  • Complex Allegro

Allegro ... in Italian the word means robust, lively! That's exactly how you will live in your new home. You've made it to the top, now live there! Enjoy your new lifestyle in the penthouse that exudes privacy, comfort and a Winchester vista. Wake up to sipping your morning latte on your private blacony. Entertain or just enjoy cooking in your designer chef's kitchen that opens to the finely crafted living room. After your guests have gone, retire to your generous sized master bedroom with en suite bath. Living is easy when you can pull right into the garage and take the elevator up to your residence, but feel free to stop and put those extra items in your individual storage unit. NEW CONSTRUCTION, like no other, in the heart of bucolic downtown, allegro offers the most convenient address in Winchester! Hop on the train or walk to the market. Urban amenities in a Norman Rockwell setting.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

36 Elmwood Avenue Winchester MA 01890

MLS Number 72575935

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,269
  • Complex Allegro

Allegro ... in Italian the word means robust, lively! That's exactly how you will live in your new home. A neighborhood of luxurious, well appointed single level condominiums offering crisp tailored design. Wake up to sipping your morning latte on your private balcony. Entertain or just enjoy cooking in your designer chef's kitchen that opens to the finely crafted living room. After your guests have gone, retire to your generous sized master bedroom with en suite bath. Living is easy when you can pull right into the garage and take the elevator up to your residence, but feel free to stop and put those extra items in your individual storage unit. NEW CONSTRUCTION, like no other, in the heart of bucolic downtown, allegro offers the most convenient address in Winchester! Hop on the train or walk to the market. Urban amenities in a Norman Rockwell setting.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

11 Gershon Way Winchester MA 01890

Winchester, MA11 Gershon Way, Unit 11

Price$1,450,000

Est. Mortgage: $/month

MLS Number 72575806

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). 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. Cozy up to the gas fireplace with a hot cider. 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. A short drive to downtown Winchester and only 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

666 Main Street Winchester MA 01890

MLS Number 72560730

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,170
  • Complex Wedgewood

**CLICK THE "V" ON TOP RIGHT FOR 3D TOUR! Welcome to Wedgewood Place, on Wedge Pond in the heart of Winchester Center! Talk about LOCATION...In 2017, Boston Magazine chose Winchester as one of the "Best Places to Live North of Boston!" This Condo has much to offer with it's bright, skylit open floor plan and upgrades consisting of new granite counters throughout the kitchen, breakfast bar and 2 baths, modern clean flooring in kitchen, living/dining room and hallways in addition to newer carpeting in both bedrooms. The living room/dining room has a working wood fireplace and walk out balcony overlooking the beautifully landscaped in-ground pool/common area. The private master bedroom suite offers a large walk in closet and a Roman-tub master bath. Enjoy central air, washer/dryer in unit, covered parking, bicycle storage, additional storage locker. Charming Winchester Center is engaging and ribboned with restaurants, shops, markets, parks and ponds,T /Commuter Rail & more. Move in READY!

Listed by Laurie Holman and Robert Weisenbloom of American STAR Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

15 Dix Street Winchester MA 01890

Winchester, MA15 Dix Street, Unit 9

Price$1,080,000

Est. Mortgage: $/month

MLS Number 72557325

  • Condo or Co-op
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 1,275
  • Waterfront

Luxury living on the top floor at FIFTEEN DIX STREET. One level living with elevator access from heated garage with 2 exclusive use parking spots. This is the place to be for LOCATION, LOCATION, LOCATION AND GARAGE PARKING!!! Open floor plan features hardwood flooring, large windows, and an unbelievable amount of storage space. Kitchen features large marble topped island with counter seating, gas range and Sub Zero refrigerator. Bedroom has ample storage space, view of Wedge Pond and large en-suite bathroom with laundry. Office also has full en-suite bathroom. Elegant layout with quality details throughout. Addl'l storage in garage. Live in town with easy access to commuter rail, shops, restaurants and services. Enjoy everything this great community has to offer: Middlesex Fells Reservation, Wright-Locke Farm, annual community events, Saturday Farmer's Market, a vibrant arts community and more!

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.65% last updated on Jan 16, 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 A VisitAsk A QuestionMore Details

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