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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 Arlington MA condos or Woburn MA condos.

Browse Available Condos in Winchester MA

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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26 Edward Drive Winchester MA 01890

Price$839,000

Est. Mortgage: $/month

Open House

MLS Number 72568089

  • Condo or Co-op
  • Next Open House: Sat 21st 11:30 am - 1:00 pm
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,905

Absolutely Gorgeous: "Spacious End-Unit Townhouse" - Desirable Pepper Hill Estates - Beautifully and meticulously Maintained and Updated - 3 Flrs of Finished Living Space - 8 Rms - 3 BD's - 3 Full - 1 Half BA's. Beautiful Porcelain and Marble Foyer - Spacious Living Rm w/Fireplace and Dining Rm w/Schonbek Chandelier - Sliders to lovely Balcony overlooking a Professionally Landscaped Yard and magnificent/views of Wipple Hill and wooded Conservation Area w/Pond - Custom Schuler Kitchen Cabinets, Miele Cooktop and Oven - Top SS Appliances. 2nd Flr has 2 BD's - two BA's - Washer/Dryer - Lg Master Bedrm w/BA - Jacuzzi and Shower - 2 Custom Walk-in Closets. NEW Lower Level - Perfect NANNY/IN-LAW SUITE - Open Flr Plan - Family Rm - Game Room - 3rd BD and BA - Hrdwd Flrs. Enjoy all Winchester Amenities - Winchester Ctr - 2 Commuter Train Stations - Tri-City Bike Path - Restaurants - Shops - Farmer's Market and the Top and Finest School Systems in Massachusetts. Ten Minutes to Boston.

Listed by Lucille Murray of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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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400 Cross Street Winchester MA 01890

Price$549,000

Est. Mortgage: $/month

MLS Number 72564503

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,346
  • Complex Winchester Crossing

Sun filled and meticulously maintained Contemporary Townhouse located at Winchester Crossing, a rarely available 18 home Townhouse sub division built in 2004. Highlights include spacious living and dining areas with hardwood floors, gas fireplace and access to your private deck. The updated cook's eat in kitchen offers stainless steel appliances, granite counters and generous cabinet space. The open floor plan is perfect for entertaining and every day living. Upstairs there are 2 spacious bedrooms with good sized closets and 2 luxe full baths. Other features include in-unit laundry, a 2 car tandem garage, ample storage and abundant natural light. Convenient to the commuter train, bus, stores and major routes.

Listed by Denise Mosher of Coldwell Banker Residential Brokerage - Weston

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%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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 Winthrop Street Winchester MA 01890

Price$939,000

Est. Mortgage: $/month

Open House

MLS Number 72562877

  • Condo or Co-op
  • Next Open House: Sun 22nd 12:00 pm - 1:00 pm
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,368

Excellent downtown Winchester location. This spacious townhouse has great detail throughout it's 3 levels. On the first floor there is a front facing living room with a fireplace, a great sized dining room, half bathroom, and a beautifully renovated and published chef's kitchen designed by Don Foote. The second floor has 3 bedrooms as well as a study, full bathroom and a laundry closet. The master suite is on the light filled and private third floor. This townhouse has high ceilings and hardwood floors throughout. There is garage parking as well as off-street tandem, a private patio area, side yard and a shared front porch.

Listed by Kendall Green Luce Team, Kayla Crugnale and Kendall Luce of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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

Price$1,199,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72561718

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 4
  • Square Feet 4,069
  • Complex The Ledges

This is one of the best locations at The Ledges and its a desirable and spacious E unit.This sunny and bright home has a private setting with a rear yard and deck that backs up to conservation.Lovingly maintained throughout the years this home is in move in condition. Master suite is located on first floor. Open floor plan with kitchen overlooking the family room with gas fireplace. Living room and dining room are perfect for entertaining with built in cabinets and wine fridge in dining room. A spacious bedroom, loft area and office area are located on the second floor. Lower level is finished with sitting area, room for a gym and load of space for overnight guests. This level also has a workshop and a dark room for photography and several storage closets plus has a full bath. This property has it all and won't last.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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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666 Main Street Winchester MA 01890

Price$605,000

Est. Mortgage: $/month

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

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$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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 Dix Street Winchester MA 01890

Price$1,225,000

Est. Mortgage: $/month

Open House

MLS Number 72557325

  • Condo or Co-op
  • Next Open House: Sun 22nd 12:00 pm - 1:30 pm
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 1,275

Luxury living on the top floor at FIFTEEN DIX STREET - no top floor unit has been available since pre-sale in 2015/16! 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 high ceilings, 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. Master 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

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$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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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10 Winter Street Winchester MA 01890

Price$639,900

Est. Mortgage: $/month

MLS Number 72554330

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,135
  • Complex 8-10 Winter St.

Beautiful duplex condo in superb Winchester! A sun filled, completely remodeled, floor plan includes a bright kitchen with granite counters and brand new stove, dishwasher and built in microwave . There is half bath off dining room and washer/dryer hookup in finished basement. Upstairs, a large master bedroom with walk in closet, and master full bathroom. Two more bedrooms & full bath complete the second floor. All new roof, flooring & heating. Lovely backyard patio fenced in for privacy. Close to public schools, the commuter rail, and all the great shops, restaurants and activities in the heart of downtown. Common area parking in large driveway for at least 3 cars per unit,

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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 Winter Street Winchester MA 01890

Price$669,900

Est. Mortgage: $/month

MLS Number 72554331

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,349
  • Complex 8-10 Winter St.

Beautiful duplex condo in superb Winchester! A sun filled, completely remodeled, floor plan includes a bright kitchen with granite counters and brand new stove, dishwasher and built in microwave . There is half bath off kitchen and washer/dryer hookup in finished basement. Upstairs, a large master bedroom with walk in closet, and master full bathroom. Two more bedrooms & full bath complete the second floor. All new roof, flooring & heating. Lovely backyard patio fenced in for privacy. Close to public schools, the commuter rail, and all the great shops, restaurants and activities in the heart of downtown. Common area parking in large driveway for at least 3 cars per unit,

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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

83 Church Street Winchester MA 01890

Price$899,000

Est. Mortgage: $/month

MLS Number 72554252

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,669

Wonderful opportunity to be close to town, trains and shops and live in a beautiful sunny condo. Fabulous high ceilings and windows in large living room and dining room. Cozy siting area by the attractive fireplace is a perfect place to curl up with a book. Modern kitchen and updated baths. Master bedroom has private bath.Two additional bedrooms are on the second floor. This condo unit has a storage area and closet. Attractive views overlooking the gardens and green space that is the rear yard. This is a perfect opportunity to live in a fabulous condominium complex and be close to everything Winchester but also a quick train ride to Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.73% last updated on Sep 19, 2019
* 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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10 Gershon Way Winchester MA 01890

Price$1,450,000

Est. Mortgage: $/month

Open House

MLS Number 72550729

  • Condo or Co-op
  • Next Open House: Sun 22nd 1:00 pm - 3:00 pm
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

OPEN HOUSE SUNDAYS 1-3PM. 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: 3.73% last updated on Sep 19, 2019
* 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

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.