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Open Houses in Winchester MA

Find upcoming open houses in Winchester MA below. You may also want to view all available homes in Winchester or Greater Boston open houses.

Winchester Homes with Open Houses

Contact Barrett Sotheby's International Realty or call our Winchester office directly at 781-729-7900 with any questions or to schedule a viewing. 

26 Sargent Road Winchester MA 01890

Winchester, MA26 Sargent Road

Price$1,399,000

Est. Mortgage: $/month

Open House

MLS Number 73061745

  • Residential
  • Next Open House: Sat 12/3 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,810

Perfection doesn't really exist, or does it? It's hard to think it doesn't after laying your eyes on 26 Sargent Road. This 4 bedroom beauty just may be the epitome of perfection! Enter in and be greeted by the living room with gas fireplace and gleaming hardwood floors. Off the living room is a sun-drenched den that could also be used as a home office or play room. The dining room with crown molding, chair rail, and french door to the exterior flows effortlessly into the kitchen. With gorgeous custom shaker cabinets, quartz counters, a custom backsplash, Jenn-Air appliances and Kohler fixtures, the Chef of the house will be truly WOW'ed! A full bath is also found on the first level. Upstairs is where all four bedrooms can be found and full bathroom #2. Bonus space in the basement ideal for a gym/work out area! Updates include: windows, roof, kitchen, baths, and heating system! With gorgeous grounds and an amazing (Lincoln School!) location, this home has little left to be desired!

Listed by Vita Realty Group and Philip J. Vita of Compass

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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20 Westland Avenue Winchester MA 01890

Winchester, MA20 Westland Avenue

Price$2,299,000

Est. Mortgage: $/month

Open House

MLS Number 73059770

  • Residential
  • Next Open House: Sat 12/3 11:00 am. to 12:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,400

Extraordinary ALL NEW renovation/expansion! 4 bedroom 3.5 bath colonial with 2 story rear addition in top west side neighborhood; the most recent project by premier design/build team “Renew” w/ high end finishes from Ralph Lauren, Restoration Hardware, Duravit, Emtek & more! The must see kitchen is the focus of main level boasting an oversized Carrera marble island, custom cabinetry & gorgeous overhead designer light fixture. Desirable open concept kitchen & family room w/fireplace, walls of windows & French doors leading to oversized patio & newly landscaped yard. Living room w/wood burning fireplace & french doors plus a great home office flooded w/ sunlight, mudroom side entry w/built-ins & spacious half bath complete the first level. Second level has a fabulous primary suite with high cathedral ceilings, sitting area & marble spa-like bath plus 3 additional bedrooms & 2 full gorgeous baths. Lower level offers a large family room w/fireplace & office/rec/workout room. Just perfect!!

Listed by Kim Covino & Co. Team of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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241 Cross Street Winchester MA 01890

Winchester, MA241 Cross Street

Price$699,000

Est. Mortgage: $/month

Open House

MLS Number 73056235

  • Residential
  • Next Open House: Sun 12/4 11:00 am. to 12:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 828

Here is your opportunity to own in Winchester! Close to Winchester Hospital, Horn Pond, and public transportation. Just minutes from I93 for a quick drive into Boston. This 2 Bedroom ranch is situated on a beautiful corner lot with a fenced yard and a detached garage. Endless opportunities and potential!

Listed by Shawn McEntee of Classified Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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44 Clark Street Winchester MA 01890

Winchester, MA44 Clark Street

Price$1,449,000

Est. Mortgage: $/month

Open House

MLS Number 73055391

  • Residential
  • Next Open House: Sat 12/3 1:00 pm. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,498

Absolute dream of a home that was redeveloped by maximizing the interior and exterior space. Perfect for today's living with home office/1st floor bedroom flex space. Kitchen, dining, living space blended wonderfully together. Separate pantry and mudroom areas on 1st floor. Spacious lower level family room with vaulted ceilings. 3 bedrooms upstairs with primary bath offering dual sink vanity as well as common bath also with dual sink vanity. The finishing touches of every area of the home exude luxury and warmth! Exterior space includes a sprawling patio with fire pit! Short 5 minute walk to downtown!!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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 73054579

  • Condo
  • Next Open House: Sun 12/4 11:30 am. to 1:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 613

Don't miss this special one-bedroom with remodeled kitchen, a spacious peninsula, and a ceiling fan. The large living room boasts of lots of wall space for wall hangings and a dining area. You will enjoy the organized bedroom walk-in closet. Easy access right off the West Entrance elevator. Relax by the fenced-in pool and barbecue garden area at the rear of the complex. One unassigned parking is guaranteed by deed, but a second may be available for $600 per year plus $65 for the extra parking pass. The low monthly condo fee of $332 includes heat, air conditioning, electricity, and hot water. A ceiling-to-floor storage unit is for your use in the lower level of the complex. A rather unusual amenity is the large guest parking lot with a separate entrance. Enjoy beautiful Winchester and all it has to offer. Great for commuters - close proximity to Boston, Cambridge, and the North Shore.

Listed by Mary Lou Bigelow of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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70 Canal Street Winchester MA 01890

Winchester, MA70 Canal Street

Price$799,900

Est. Mortgage: $/month

Open House

MLS Number 73053612

  • Residential
  • Next Open House: Sun 12/4 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 1,765

70 Canal Street is a 4 bedroom cape with character! This home, situated on a corner lot, is awaiting its new owners and their ideas! The first floor living room includes a wood burning fireplace, hardwood floors and the doorway to the spacious three season sunroom. Next you will find the dining room-which is nestled between the living room and the kitchen. The door off the kitchen allows access to the nice backyard space for easy entertaining outside in the warmer weather. There are two bedrooms (or work from home space) and a full bathroom that complete this floor. Upstairs you will find the other two generous sized bedrooms and second full bathroom. Laundry is in the spacious lower level along with plenty of storage space and a bonus finished room. This quaint New England town has everything you need including easy access to 93 and less than 10 miles to downtown Boston. Plenty of coffee shops, restaurants, salons, boutiques, bookstores & more.

Listed by Melanie Lentini of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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6 Wickham Road Winchester MA 01890

Winchester, MA6 Wickham Road

Price$1,799,900

Est. Mortgage: $/month

Open House

MLS Number 73044791

  • Residential
  • Next Open House: Sat 12/3 1:30 pm. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,248

If prime location & classic layout top your list of must-haves, this center entrance Colonial in a well-loved neighborhood will capture your attention! The beautiful foyer welcomes you into a gracious front-to-back formal LR. Cozy kitchen w/tasteful granite countertops & SS appliances opens into a stunning family room, sun-splashed & spacious, w/FPL & cathedral ceilings. Step outside to enjoy crisp Fall evenings on your deck & feel the enchantment of lovely landscaping in your private backyard! Both the LR & DR are accented w/wainscoting detail throughout. A 1st floor powder room w/laundry completes the layout. Upstairs, there are 4 well-proportioned corner bedrooms w/a common bathroom. The primary bedroom boasts vaulted ceilings & a full en suite bathroom. Movie nights will be memorable in the lovely LL w/3rd FULL bath, wine closet & bar, plus walk-out to an over-sized 2 car garage! Close to town center, shops & restaurants & train!

Listed by Michaela Pixie Mahtani of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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107 Sylvester Avenue Winchester MA 01890

Winchester, MA107 Sylvester Avenue

Price$974,900

Est. Mortgage: $/month

Open House

MLS Number 73032684

  • Residential
  • Next Open House: Sat 12/3 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,979

Get ready to F-A-L-L in love! Boasting 3 bedrooms and 2 full bathrooms and a multitude of updates, this home may be the one for YOU! French doors will greet you upon entering and lead you to the living room. From there you will find a designated home office (or playroom) and formal dining room with built-ins. The kitchen features granite counters, stainless appliances, and is highlighted by Nantucket bead-board. Off the kitchen is easy access to the lovely rear deck. The second level is home to all 3 bedrooms, and full bathroom #1. Now let’s head downstairs! This gorgeously renovated space offers bathroom #2, laundry room, and cozy family room! The plumbing, heating, cooling, and electrical have all been updated at 107 Sylvester. There is literally nothing left to do but move in! Enjoy all that Winchester has to offer including our top rated schools, 2 commuter rail stations, AND our beautiful Town Center!

Listed by Vita Realty Group and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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

43 Tremont Street Winchester MA 01890
Open House

MLS Number 73032286

  • Condo
  • Next Open House: Sat 12/3 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,756

Energy-efficient home with low maintenance fee and friendly neighborhood. This bright home featuring 4 bedrooms, 3 full baths, office and enormous family room. The 1st floor highlights modern open concept Living &Dining room, a gourmet kitchen with granite counters, soft close custom cabinets, stainless steel appliances. 3 Bedrooms and 2 bathrooms on this level as well. The walkout lower level offers additional bedroom with another full bath. Plenty of space for family room, office, home theater and play area for kids. Gleaming hardwood floors throughout, high ceilings, central air, custom wainscoting, built-ins, recessed LED lighting, gas fireplace, washer/dryer. Features 2 grand master suites with en-suite master baths and walk in closet. 1 car garage and additional off street parking. Conveniently located in a desirable neighborhood on a dead-end street, minutes-walking distance to both elementary and high schools, shopping, commuter rail and downtown Winchester.

Listed by Yanling Zeng of Quintess Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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2 Reservoir Street Winchester MA 01890

Winchester, MA2 Reservoir Street

Price$1,990,000

Est. Mortgage: $/month

Open House

MLS Number 73027354

  • Residential
  • Next Open House: Sun 12/4 12:00 pm. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,267

Elegant & spacious new construction in one of Winchester’s coveted neighborhoods situated steps from the Middlesex Fells Reservation, minutes from downtown Boston & within close proximity to town center, commuter rail & schools. If you like open concept living, high end design elements & incredible architectural details, then look no more, this is the home for you. The developer has carefully designed the house with everything in mind for today’s lifestyle & ease of living. The 1st floor has an open concept layout perfect for entertaining, a gourmet chef's kitchen, formal dining, living room with fireplace, mudroom & powder room. The 2nd floor offers a primary suite with a luxurious bathroom & walk-in closet with custom cabinetry. A 2nd ensuite, 2 more bedrooms, laundry room & full bath complete this level. The 3rd level has another bedroom & bonus room. The lower level is the perfect space for a gym, playroom or family room. Offers a spacious yard with landscaped grassy areas & patio.

Listed by Pirani & Wile Group and Julie Wile Fish of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Nov 23, 2022
* 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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