Winchester MA Open Houses

Below are current open houses in Winchester MA by Shanahan Real Estate Group. To view a full, printable list of open houses in Winchester this weekend, click here. 

Contact us or call 781.729.9030 for local knowledge and real estate expertise and to learn more about upcoming open houses in Winchester MA. 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.

35 Central Street, Winchester, MA

Price$2,699,000

Est. Mortgage: $/month

Open House

MLS Number 72202007

  • Single Family
  • Next Open House: Tue 25th 11:00 am - 12:30 pm
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1912

Come home to your exclusive Mediterranean villa located in one of Winchester's most prominent neighborhoods! This stunning home offers a high level of architectural detail boasting old world charm with modern high-end amenities. This 12 room, 4-5 bedroom, 4.5 bath home offers over 5600SF of living w/ 5 FPs. Enter through the custom oversized front door where you will be greeted with a warm foyer. Ideal for entertaining, the heart of this home is its gourmet kitchen that opens up to an expansive formal LR, DR and coffered ceiling FR equipped with sliders leading to the lush outdoor space. Iron staircase leads to the grand 2nd floor w/ lit barrel vaulted ceiling the focal point. Master suite with cathedral ceiling, walk-in closets, spa like bath & gym; 3 large beds, office and laundry finish this floor. Relax in the tranquil and private backyard featuring in-ground pool, hot tub, outdoor kitchen, stoned patio w/ trellis all surrounded by mature & natural landscaping. A luxurious home!

Listed by Kim Covino of RE/MAX Leading Edge

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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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61 Arlington Street, Winchester, MA

Price$2,400,000

Est. Mortgage: $/month

Open House

MLS Number 72183294

  • Single Family
  • Next Open House: Tue 25th 11:30 am - 12:45 pm
  • Bathroom 4
  • Bedrooms 5
  • Year Built 1969

Take in the sweeping views of Winchester Country Club from the front porch or enjoy the back yard patio or 3-season porch - wherever you go, you'll enjoy the beautiful surroundings and numerous updates that this home offers. Owners completely gutted and transformed the first floor by expanding the back side of the home to add a large mudroom with bath and laundry, large eat-in chef’s kitchen with every bell and whistle, expanded dining room and a stunning 3 season room; all with beautiful views of the back yard. 5 bedrooms on 2nd floor. Extensive improvements to landscape and hardscape; including irrigation, drainage and drywell, walkways, flower beds and a variety of specimen plantings. New windows throughout the home, new roof, 400 amp service. Less than 10 miles to Boston. Convenient to Rt 2,3,93 and 128. Enjoy all that Winchester offers - great schools, Middlesex Fells, Wright Locke Farm and much more. This is an exceptional home that must be seen.

Listed by Elizabeth Darby of Century 21 Commonwealth

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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
Open House

MLS Number 72128049

  • Condo or Co-op
  • Next Open House: Tue 25th 11:00 am - 12:00 pm
  • Bedrooms 2
  • Bathroom 3

WINCHESTER'S HOTTEST NEW ADDRESS! Only 3 units left! Luxury, one-floor living on Wedge Pond. Elevator access from all floors to lobby & 2 secure underground garage spaces. A short walk to your favorite downtown restaurants, shops & commuter rail. Open floor plan with large windows for maximum light, 9ft ceilings & crown moulding. A distinctive foyer welcomes you home. The living room features a waterview, gas fireplace & access to a private balcony. The custom chef's kitchen will become the center of everyday activity and seamless entertaining. Appliances include (Wolf/SubZero/Asko). Spacious master suite includes a spa-like bath with large shower area, double sinks with marble countertops along with a sizable walk-in closet. A generously sized second bedroom includes a private bath. A den/bedroom/home office provides flexibility of use. Enjoy a maintenance-free lifestyle in one of metro Boston's most desirable towns. Only minutes to Boston, highways & Logan Airport. Live beautifully!

Listed by Nancy Kinton of Century 21 Commonwealth

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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
Open House

MLS Number 72128043

  • Condo or Co-op
  • Next Open House: Tue 25th 11:00 am - 12:00 pm
  • Bedrooms 2
  • Bathroom 3

WINCHESTER'S HOTTEST NEW ADDRESS! Only 3 units left! Luxury, one-floor living on Wedge Pond. Elevator access from all floors to lobby & 2 secure underground garage spaces. A short walk to your favorite downtown restaurants, shops & commuter rail. Open floor plan with large windows for maximum light, 9ft ceilings & crown moulding. A distinctive foyer welcomes you home. The living room features a waterview, gas fireplace & access to a private balcony. The custom chef's kitchen will become the center of everyday activity & seamless entertaining. Appliances include (Wolf/SubZero/Asko). Spacious master suite includes a spa-like bath with large shower area, double sinks with marble countertops along with a sizable walk-in closet. A generously sized second bedroom includes a private bath. A den/bedroom/home office provides flexibility of use. Enjoy a maintenance-free lifestyle in one of metro Boston's most desirable towns. Only minutes to Boston, highways & Logan Airport. Live beautifully!

Listed by Nancy Kinton of Century 21 Commonwealth

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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
Open House

MLS Number 72128047

  • Condo or Co-op
  • Next Open House: Tue 25th 11:00 am - 12:00 pm
  • Bedrooms 2
  • Bathroom 3

WINCHESTER'S HOTTEST NEW ADDRESS! Only 3 units left! Luxury, one-floor living on Wedge Pond. Elevator access from all floors to lobby & 2 secure underground garage spaces. A short walk to your favorite downtown restaurants, shops & commuter rail. Open floor plan with large windows for maximum light, 9ft ceilings & crown moulding. A distinctive foyer welcomes you home. The living room features a waterview, gas fireplace and access to a private patio. The custom chef's kitchen will become the center of everyday activity & seamless entertaining. Appliances include (Wolf/SubZero/Asko). Spacious master suite includes a spa-like bath with large shower area, double sinks with marble countertops along with a sizable walk-in closet. A generously sized second bedroom includes a private bath. A den/bedroom/home office provides flexibility of use. Enjoy a maintenance-free lifestyle in one of metro Boston's most desirable towns. Only minutes to Boston, highways & Logan Airport. Live beautifully!

Listed by Nancy Kinton of Century 21 Commonwealth

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

14 Fairview, Winchester, MA

Price$1,559,000

Est. Mortgage: $/month

Open House

MLS Number 72191185

  • Single Family
  • Next Open House: Tue 25th 11:30 am - 12:30 pm
  • Bathroom 3
  • Bedrooms 5
  • Year Built 1900

Welcome to 14 Fairview Terrace nestled in a cul-de-sac neighborhood in the heart of Winchester Center.This classic Tudor beauty features exquisite period detail throughout, beginning with a stunning entry hall and staircase, the living room with a wood burning hearth, window seat and custom built-ins and direct entry to a cozy covered deck. A large sunny dining room leads directly to the butler's pantry with a wet bar and the kitchen with updated appliances, soapstone counters, plenty of cabinetry and best of all a sweet breakfast nook. On the second floor the Master bedroom has a fireplace, dual closets and an exterior balcony. There are hidden cupboards, built-in storage, window seats and oak hardwood floors throughout this lovely home.The finished third floor is a lovely surprise with another bedroom, full bath and huge playroom. Enjoy summer evenings on the bluestone patio surrounded by a beautiful stone wall. Easy distance to Winchester Center, schools and the train to Boston.

Listed by Naomi DeLairre of Waterfield Sotheby's International Realty

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

19 Amberwood Drive, Winchester, MA

Price$1,299,000

Est. Mortgage: $/month

Open House

MLS Number 72202752

  • Single Family
  • Next Open House: Tue 25th 10:30 am - 11:30 am
  • Bathroom 3
  • Bedrooms 3
  • Year Built 1973

This meticulously cared for Dutch Colonial with its contemporary flair & style with great flow for entertaining. As you walk into the foyer you will be dazzled by this sun splashed home. 1st floor offers private office,1/2 bath, family room (once a master bedroom) w/built-ins, surround sound, custom bar and sliding doors to a deck and gorgeous yard.Full Bathroom in hall was once the master bath w/entrance from bedroom. The kitchen w/ island and custom cabinets looks out through the wall of glass to the exquisite lush and manicured yard with stone walls and perennial beds bursting with colors. Included in this view is a sunroom with built in bar & family/den room with fireplace. Dining room and living room with gleaming hardwood floors. 2nd floor offers three bedrooms and a full bath. The 25x20 master with built-in Armoires has a private porch overlooking the yard. Lower level with kitchen cabinets w/eat-in area, sink and a play/movie room! Stroll to Vinson Owen! Furniture Neg.

Listed by Danielle Devarne of Century 21 Commonwealth

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

224 Cross Street, Winchester, MA 01890

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 72202667

  • Condo or Co-op
  • Next Open House: Tue 25th 11:00 am - 12:30 pm
  • Bedrooms 5
  • Bathroom 4

NEW CONSTRUCTION! HANDSOME ATTACHED SINGLE FAMILY HOME LOOKING FOR A LONG TERM RELATIONSHIP WITH NEW OWNER! Located a short distance to downtown, with plentiful boutiques, restaurants, coffee shops, salons and the commuter rail to Boston. The 1st floor features an integrated floor plan for today's modern lifestyle with an open concept family room and kitchen (perfect for entertaining friends and family). A formal dining room and 1/2 bath complete the first level. Lots of natural light and gleaming hardwood floors throughout. The 2nd floor features a master en suite with walk-in closet and a spa like bathroom. Laundry, 2 additional bedrooms, and a full bath complete the 2nd floor. The 3rd level walk up is home to 2 more bedrooms and a bathroom. The lower level basement can be finished for an additional charge. Nothing to do but move in, decorate, and host your next party in your new home!! Within the Lynch School district, easy access to major highways and only 7 miles from Boston!

Listed by Monte Marrocco, Gayle Winters and Philip Massa of RE/MAX Leading Edge

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

224 Cross Street, Winchester, MA

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 72202653

  • Single Family
  • Next Open House: Tue 25th 11:00 am - 12:30 pm
  • Bathroom 4
  • Bedrooms 5
  • Year Built 2017

NEW CONSTRUCTION! HANDSOME ATTACHED SINGLE FAMILY HOME LOOKING FOR A LONG TERM RELATIONSHIP WITH NEW OWNER! Located a short distance to downtown, with plentiful boutiques, restaurants, coffee shops, salons and the commuter rail to Boston. The 1st floor features an integrated floor plan for today's modern lifestyle with an open concept family room and kitchen (perfect for entertaining friends and family). A formal dining room and 1/2 bath complete the first level. Lots of natural light and gleaming hardwood floors throughout. The 2nd floor features a master en suite with walk-in closet and a spa like bathroom. Laundry, 2 additional bedrooms, and a full bath complete the 2nd floor. The 3rd level walk up is home to 2 more bedrooms and a bathroom. The lower level basement can be finished for an additional charge. Nothing to do but move in, decorate, and host your next party in your new home!! Within the Lynch School district, easy access to major highways and only 7 miles from Boston!

Listed by Monte Marrocco, Gayle Winters and Philip Massa of RE/MAX Leading Edge

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

18 Cambridge Street, Winchester, MA

Price$975,000

Est. Mortgage: $/month

Open House

MLS Number 72202780

  • Single Family
  • Next Open House: Tue 25th 11:30 am - 12:30 pm
  • Bathroom 4
  • Bedrooms 5
  • Year Built 1970

Come see this stately & spacious 5 BD, 4 full bath home with breathtaking seasonal lake views. Located within Myopia Hill with an incredible heated driveway, this is your chance to have the privacy & space you’ve been looking for! Containing a room for every occasion, this home is perfect for your entertaining needs. The 1st floor has everything you could wish for, with a chef’s inspired kitchen featuring granite countertops & stainless steel appliances, an inviting living room for relaxation by the fireplace, elegant formal dining room which leads out to the deck & 4 spacious bedrooms, inclusive of the master & master bath. Enjoy a grand open concept family room with full bath, office space & gas fireplace on the lower level which leads out to the beautiful patio. Enter into another office, playroom, bedroom, full bath & additional kitchen, perfect for an in-law or au pair suite. With a 2 car garage & a peaceful backyard, this home truly has it all.

Listed by The Andersen Team and Sven Andersen of RE/MAX Leading Edge

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

17 Cedar Street, Winchester, MA 01890
Open House

MLS Number 72202827

  • Condo or Co-op
  • Next Open House: Sat 29th 11:30 am - 1:00 pm
  • Bedrooms 4
  • Bathroom 4

This lovely townhouse, built in 2012, has beautiful details including hi ceilings, gorgeous crown moldings &handsome finishes. The open-plan 1st fl consists of a LR, dining area & a granite kitchen with maple cabinets, stainless steel appliances, a large peninsula and a window overlooking the back yd - a half bath and direct entry to the garage complete this floor. On the 2nd fl, there are 2 lg corner bedrooms, each with double closets and serviced by a bathroom with a double vanity, tiled bath/shower and a big laundry closet. The master bedroom and ensuite bath are also on the 2nd floor; the master features a roomy walk-in closet, and the bathroom, with a double vanity and tiled shower/bath, also has a linen closet. Another en-suite bedroom/bath with 2 closets encompasses the entire 3rd floor. Two finished rms, one set up as a media rm, are on the lower level. Please submit any offers by 3 PM on Tuesday, August 1.

Listed by Martha Hoffmann of Coldwell Banker Residential Brokerage - Cambridge - Huron Ave.

Better Homes and Gardens | The Shanahan Group
552 Main Street
Winchester MA, 01890
Office: 781-729-9030

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 2017
* 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

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