Winchester MA Open Houses

Below are upcoming open houses in Winchester. To view a full, printable list of open houses in Winchester this weekend, click here. You may also be interested in browsing all Winchester homes for sale

Winchester MA Homes for Sale with Open Houses

Contact Better Homes and Gardens Real Estate The Shanahan Group at 781-729-9030 for local knowledge and real estate expertise and to learn more about upcoming open houses in Winchester MA or to schedule a private tour. If you would like to save your favorite Winchester real estate listings and receive email updates when new homes match your search criteria, register with our site.

376 Cambridge Street Winchester MA 01890

Winchester, MA376 Cambridge Street

Price$1,006,893

Est. Mortgage: $/month

Open House

MLS Number 72897497

  • Single Family Detached
  • Next Open House: Sat 09/25 11:00 am. to 1:00 pm.
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3

First time on the market this home is ready for its second owner! This home has been meticulously maintained and loved over the years. You will find well cared for original hardwood flooring throughout, along with original tiling to include Italian ceramic tiles. The open living room has a custom Mahogany mantel on the wood-burning fireplace and polished limestone hearth. The dining room has a large picture window for viewing the mature detailed landscaping. The eat-in kitchen leads to the rear yard & a spacious patio for outside entertaining & landscaping that must be seen to be appreciated. The lower level has a large family room complete with another wood-burning fireplace, ¾ bath, laundry room & direct access to the two-car garage. In the garage, you will find a cold storage room that has been filled with many homemade wines, sauces & more. Being centrally located to many great shopping experiences, major highways & T stations make this a commuters dream. Agent related to Sellers.

Listed by Catharine Bray and Michael Petrowski of Keller Williams Coastal Realty

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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23 Lawson Road Winchester MA 01890

Winchester, MA23 Lawson Road

Price$1,559,000

Est. Mortgage: $/month

Open House

MLS Number 72898281

  • Single Family Detached
  • Next Open House: Sat 09/25 11:30 am. to 1:00 pm.
  • Village Near center
  • Bedrooms 3
  • Bathroom 3

Welcome to this picture perfect Cape filled with character and charm in TOP location close to the town center and schools.This sweet home home is perfect for the buyer looking to downsize or for a buyer or builder looking to expand. A beautiful sunlit foyer welcomes you & flows into a large family room with lots of windows and natural light, featuring an oversized fireplace and custom built-ins. A formal living room and dining room are joined by French doors. A lovely kitchen awaits with views of the picturesque yard & patio through the oversized windows. A full bath, mudroom and attached garage with direct access complete this floor. The second floor has a full rear dormer creating space for two generously sized bedrooms/ three rooms; the master consists of two rooms and works nicely as adj. home office space. The lower level offers a third bedroom, full bath and laundry. Plenty of storage throughout, Central A/C. This home is situated on a beautiful lot with an abundance of privacy!

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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12 Chestnut Street Winchester MA 01890

Winchester, MA12 Chestnut Street

Price$1,499,000

Est. Mortgage: $/month

Open House

MLS Number 72898196

  • Single Family Detached
  • Next Open House: Thu 09/23 12:00 pm. to 1:00 pm.
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

Welcome to Winchester! A gorgeous Colonial located on upper Chestnut Street. Walking distance to the Lincoln Elementary School and McCall Middle School. This feature-rich home with beautiful woodwork expands approximately 3,500 sq/ft and is situated on over a quarter-acre lot. Enter the foyer with original hardwood floors that flow nicely into a sitting room, family room, and formal dining room. Off the spacious eat-in kitchen, an open concept living area is complete with a projector and drop-down screen to watch football in a theater-like setting. On the second floor, you will find three spacious bedrooms and a smaller room perfect for a home office. The master features a separate room that could double as an office, nursery, or amazing walk-in closet. A finished 3rd floor provides bonus space for a playroom, home gym, or hobby room. There is more! An amazing backyard awaits for BBQs and a spacious garage and plentiful parking to boot! Do not miss this opportunity!

Listed by Nick Lento Group and David Beeching of Coldwell Banker Realty - Arlington

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$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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4 Palmer Street Winchester MA 01890
Open House

MLS Number 72897164

  • Condo or Co-op Condex
  • Next Open House: Sat 09/25 12:00 pm. to 1:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,591

This sunny and spacious townhome with vintage details, offers the perfect opportunity to live in the heart of Winchester. 4 Palmer St is a move-in ready duplex condo with the right combination of location, condition, price and convenience, and features a newly updated kitchen with quartz countertops and SS appliances open to the dining room. A wood burning fireplace is the focal point of the gracious living room. Enjoy working from home in the cheerful office with a picture window. On the 2nd and 3rd levels there are 3 generously sized bedrooms including an en suite primary. The finished lower level includes a family room and gym. A fenced-in backyard with a stone patio is your own private retreat. This lovely home lives like a single and is within easy distance of Winchester Center, schools, shopping and tennis courts. Private parking.

Listed by Naomi DeLairre of Barrett Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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19 Hancock Street Winchester MA 01890
Open House

MLS Number 72893699

  • Single Family Detached
  • Next Open House: Sun 09/26 2:00 pm. to 3:30 pm.
  • Bathroom 2
  • Bedrooms 5
  • Rooms 11

Attention investors and owner occupants! This Classic two family with craftsman details is located on quiet street in Winchester Highlands with 15,000 sf lot, could easily be converted to a single family. Walking distance to The Fells Reservation, perfect for hiking, biking, or walking your dog. Close proximity to downtown Winchester with shops, restaurants, Commuter Rail and more. First floor unit, 2 bed, 1 bath. Second floor unit, 3 bed, 1 bath. Both units feature sunny living rooms, large formal dining rooms, and hardwood floors throughout. The second floor could be converted to 4-5 bedrooms. Front covered porch and large rear deck, plus immense side yard offers potential for expansion. Includes giant driveway that can comfortably fit 6 cars, plus 2 garage spaces. ~Open House Sunday Sept 26th 2:00-3:30pm~

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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400 Cross Street Winchester MA 01890
Open House

MLS Number 72891506

  • Condo or Co-op
  • Next Open House: Sat 09/25 11:00 am. to 12:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,529

Welcome to this beautifully maintained townhouse that is move-in ready and conveniently located within a short distance to the very desirable Winchester Town Center! Numerous options for shopping and dining. Not to mention proximity and access to commuter rail, 93 and 95 highways. This spacious townhome is an end unit with three levels. Attached one car garage with interior access from the unit. First floor features a large bedroom with a full bathroom and have plenty of storage space. 2nd floor has an open concept living/dining room with fireplace and access to a private deck. Kitchen features updated stainless steel appliances, granite countertop and quaint eat-in kitchen perfect for morning coffee. 1/2 bath completes the second floor. 3rd floor has an oversized master bedroom with en-suite bathroom and two closets. 3rd floor laundry. A great home with lots of potential!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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19 Hancock Street Winchester MA 01890
Open House

MLS Number 72891366

  • Multi-Family 2 Family
  • Next Open House: Sun 09/26 2:00 pm. to 3:30 pm.
  • Total Parking Spaces 10
  • Units 2
  • Bathroom 2

Attention investors and owner occupants! Classic two family located on quiet street in Winchester Highlands, close to I-93, bus, and commuter rail. Walking distance to The Fells Reservation, perfect for hiking, biking, or walking your dog. Close proximity to downtown Winchester with shops, restaurants, and more. First floor unit, 2 bed, 1 bath. Second floor unit, 3 bed, 1 bath. Both units feature sunny living rooms, large formal dining rooms, and hardwood floors throughout. Front covered porch and large rear deck, plus immense side yard offers potential for expansion. Includes giant driveway that can comfortably fit 6 cars, plus 2 garage spaces.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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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5 A Fernway Winchester MA 01890

Winchester, MA5 A Fernway

Price$3,395,000

Est. Mortgage: $/month

Open House

MLS Number 72884501

  • Single Family Detached
  • Next Open House: Sat 09/25 1:00 pm. to 3:00 pm.
  • Village Myopia Hill
  • Bathroom 6
  • Rooms 12

EXCEPTIONAL FIND! BETTER THAN NEW, much improved and customized with designer fixtures and quality elegant,timeless finishes, allow for immediate easy living & enjoyment. Enter a stunning living-room with fireplace from the 2 story hall, elegant dining-room, 2 Bespoke customized home-offices.A fully equipped Gym for your convenience.Enjoy the Cooks kitchen with 6 Burner cooktop & large island, eat in area, family-room w/fireplace and deck all connect for entertaining family and friends. Custom 3 car garage connects to the mudroom. A gracious staircase leads to the owners suite with gorgeous bath and walk in closet. Guest room with ensuite bath, 2 Bedrooms share a bath, 5th BR used as a home office with walk in closet. Bonus walk up ready for your finish. Fantastic lower full walkout above ground level, w/ recreation/Br,1200 bottle Wine-cellar, Kitchenette by Bespoke,marble bath with walk in shower and more. Exclusive, much sought after "MYOPIA HILL" Winchester CC, golf course location.

Listed by Dorothea Feffer of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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: Sun 09/26 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: 2.86% last updated on Sep 16, 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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9 Trinity Road Winchester MA 01890

Winchester, MA9 Trinity Road

Price$1,159,000

Est. Mortgage: $/month

Open House

MLS Number 72868665

  • Single Family Detached
  • Next Open House: Sun 09/26 2:00 pm. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Rooms 8

Welcome to Winchester! This mid-century Ranch single family home is ready to move-in. Gleaming hardwood floors throughout. A modern eat-in kitchen featuring stainless steel appliances & commercial hood. The dining room is perfect for entertaining & opens to the sunken living room w/ fireplace. A separate office/family room has new carpeting w/ plenty of natural sunlight. Master bedroom is spacious & has an en-suite bathroom. Two additional large bedrooms & full bathroom complete the main living area. A partially finished newly carpeted basement has a wonderful media room w/ fireplace, laundry room, half bath & plenty of storages! Exterior features includes an oversized enclosed heated patio with skylights and sliders for outdoor access. Nice sized lot with a storage shed and a one car garage. This home has much potential for expansion. Located on a quiet cul-de-sac, Vinson Own school district, and near Winchester Golf Club, Mystic Lakes. Wright-Locke Farm, Whipple Hill & so much more!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.86% last updated on Sep 16, 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: Wed 09/22 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: 2.86% last updated on Sep 16, 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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