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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 with any questions or to schedule a private tour.

11 Niles Lane Winchester MA 01890

Winchester, MA11 Niles Lane

Price$3,499,000

Est. Mortgage: $/month

Open House

MLS Number 72916261

  • Single Family Detached
  • Next Open House: Sun 12/5 1:00 pm. to 3:00 pm.
  • Bathroom 6
  • Rooms 12
  • Bedrooms 5

It's an end-of-season debut, the nicest renovation that Winchester has produced all year! If you've grown tired of cookie-cutter "new" construction, this is the home for you. PRIME location, one of the most sought-after streets in town. Quiet and beautiful with lake views plus your very own deeded parcel on the lake that provides you full water access. The interior stuns with a jaw-dropping layout & build-out, with quality well beyond the typical. You'll get giddy when you see the biggest kitchen/family room imaginable, complete with a wet bar, a second dishwasher & a beverage center. Light floods this house from every angle, it's spectacular. Entertain in the formal dining room and living room, flanked by a wall of glass leading to the patio and outside grilling area. Two primary bedroom suites offer options: one is massive with front and back balconies & lake views, plus dual walk-in closets. The other has a fabulous sitting room/study attached. Too much to mention, come see it!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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124 Highland Avenue Winchester MA 01890

Winchester, MA124 Highland Avenue

Price$1,749,000

Est. Mortgage: $/month

Open House

MLS Number 72923268

  • Single Family Detached
  • Next Open House: Sat 12/4 1:00 pm. to 2:00 pm.
  • Bathroom 4
  • Rooms 14
  • Bedrooms 6

Welcome home to this quintessential Winchester Colonial. Located near the heart of Town Center and The Fells. This home has been meticulously maintained and updated. With a grand front entrance & an elegant foyer opening to a dining and family room with gorgeous hardwood floors, fireplace and built-in bookcase. A sitting parlor with fireplace is just off the fabulous chef's kitchen wonderful for entertaining. Featuring 2 ovens (Dacor, Gaggeau), Dacor gas stove, 2 sub-zero refrigerators including a 2 drawer, 2 sinks, 2 dishwashers (Bosch and Miele). 2nd & 3rd floors includes a total of 5 bedrooms w/ the addition of a master bedroom that includes an en-suite spa bathroom. 2 additional fully renovated bathrooms, two offices including a “sleeping porch” with one of the most beautiful sunset views in Winchester. Fantastic home for outdoor entertaining with a front porch, back bluestone patio, fire pit and a 2 car garage. Professionally landscaped w/ mature plantings. This is a MUST SEE home

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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3 Fernway Winchester MA 01890

Winchester, MA3 Fernway

Price$1,599,000

Est. Mortgage: $/month

Open House

MLS Number 72923348

  • Single Family Detached
  • Next Open House: Sat 12/4 11:30 am. to 12:30 pm.
  • Bathroom 4
  • Rooms 8
  • Bedrooms 4

This elegant and expanded Cape home is a MUST SEE! Surrounded in lush landscaping, this home feels like being in an oasis. Formal entry opens to the spacious living room featuring a fireplace and French doors that open to the outdoor patio. Formal dining room is just off the kitchen making this convenient for entertaining. Impressive beamed vaulted ceilings in the kitchen and family room. Kitchen features double ovens and a paneled refrigerator. Oversized stone fireplace with a rustic mantle and French doors offer a second entry onto the outdoor patio from the family room. 2 Master Suites w/ spa like en-suite bathrooms. Completely renovated w/ high end finishes. 2nd floor bedroom is spacious enough for a sitting area and includes another full bathroom. Exterior boasts mature landscaping creating privacy, a 2 car garage with elevator and heated driveway, and a separate side parking pad available for overflow parking. This is truly a remarkable and stately home that is ready to be yours!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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20 Wildwood Street Winchester MA 01890
Open House

MLS Number 72923494

  • Single Family Detached
  • Next Open House: Sat 12/4 12:00 pm. to 2:00 pm.
  • Village Flats
  • Rooms 12
  • Bathroom 3

Located in the Flats - a mere half mile to the Winchester Town Center Commuter Rail & only .7 mile to Ambrose Elementary. This updated five-bedroom colonial is architecturally striking within a district known for alluring period homes. The interior blends the elegance of beamed ceilings, wainscotting, & 3 fireplaces with a modern comfortable décor. A circular flow connects formal living & dining rooms to the family room & kitchen, perfect for entertaining & everyday living. The eat-in custom kitchen w/granite counters & butcher block food prep peninsula adjoins a large mudroom/laundry area. Two staircases provide convenient access to 5 spacious 2nd floor bedrooms including a front to back primary bedroom w/walk-in cedar closet. Lots of areas for office/flex spaces on the 2nd floor, the sunlit 3rd floor bonus room, & finished lower level. A teakwood deck with a wisteria adorned pergola overlooks the spacious fenced-in backyard. 2 car attached garage. Numerous updates - list available.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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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261 Washington Street Winchester MA 01890

Winchester, MA261 Washington Street

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 72923330

  • Single Family Detached
  • Next Open House: Sat 12/4 11:30 am. to 12:30 pm.
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

Charming & tastefully redesigned Colonial has the curb appeal you've been looking for! This home has all the modern convenience for today's living including proximity to Winchester Center. The first floor has a cleverly designed mudroom with half bath. A spacious open concept living room boasts gorgeous hardwood floors, custom built-in cabinetry w/ a window seat and opens to a renovated chef's kitchen. The kitchen features stainless steel appliances, gas cooking, a kitchen island and ample storage. The dining room includes custom cabinetry and a wine refrigerator. 2nd floor has 3 spacious bedrooms and a fully renovated full bathroom. The 3rd floor has a bedroom that is a great option for a home office. Plenty of closets & storage space. Finished lower level has a fantastic space for a media room and play area. Includes laundry room and a full bathroom. Exterior features a welcoming front porch, entertainer's backyard patio that is fenced-in w/ a shed. Make this home yours!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

40 Elmwood Avenue Winchester MA 01890
Open House

MLS Number 72904607

  • Condo or Co-op
  • Next Open House: Sun 12/5 12:00 pm. to 1:30 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,342

One of our latest unveilings is unit #2 ... quite possibly one of the best units in the entire building. The ONLY non-penthouse unit boasting (2) garage parking spaces. PLUS it has the LARGEST private patio offered at Allegro! A HUGE BONUS!! Picture yourself strolling Downtown for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant brick building boasts units with in-unit laundry and easy one level living. Don't forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

27 Nathaniel Road Winchester MA 01890

Winchester, MA27 Nathaniel Road

Price$1,049,000

Est. Mortgage: $/month

Open House

MLS Number 72905772

  • Single Family Detached
  • Next Open House: Sat 12/4 12:30 pm. to 1:30 pm.
  • Village Muraco neighborhood
  • Bathroom 2
  • Rooms 8

Spacious updated 3 bed colonial with recent family room addition on the rear! This desirable property offers direct access to Leonard Field with tennis courts, soccer fields, basketball, bike path & playground right in your back yard! Welcoming open floor plan w/ formal living room with a wood burning fireplace, hardwood floors throughout. The living room flows nicely into the formal dining, kitchen and oversized family room filled with sunlight & direct access to large deck overlooking a beautiful yard; perfect for entertaining and grilling. The second floor offers 3 bedrooms, a full bath and plenty of closet space. The partially finished basement offers laundry, a surplus of storage and a great media/ gym space to enjoy. Updated systems, don't miss this great home in TOP location! Muraco Elementary School neighborhood, close proximity to town and commuter rail and a short commute to Boston! Please contact listing agent for private showing

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

40 Elmwood Avenue Winchester MA 01890
Open House

MLS Number 72904606

  • Condo or Co-op
  • Next Open House: Sun 12/5 12:00 pm. to 1:30 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,295

One of the few remaining units available ... Welcome to unit #6 at Allegro; a brand new luxury condominium building! Don't miss your chance to immerse yourself (in style!) in all that downtown Winchester has to offer. Whether you are looking to downsize or just starting out, you don't want to miss this opportunity. Allegro is conveniently located in DOWNTOWN WINCHESTER. Picture yourself strolling down for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant brick building boasts units with in-unit laundry and easy one level living. Don't forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

44 Swanton Street Winchester MA 01890
Open House

MLS Number 72923290

  • Condo or Co-op
  • Next Open House: Sat 12/4 1:30 pm. to 2:30 pm.
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,174

MUST SEE two level condo located conveniently near Town Center! This updated and meticulously maintained 2 level condo is spacious with gorgeous hardwood floors throughout. First level of the condo has a bedroom with custom built-ins, formal open concept living and dining room with crown molding and custom built-ins. Bright and sunny family room opens to a chef's kitchen that has been updated to include stainless steel appliances, a kitchen island and upgraded custom cabinetry and countertops. Slider opens to a private back deck with great views and access to the oversized backyard. 2nd level features a massive master bedroom with custom built-in cabinets and ample storage in double closets. Two additional bedrooms and a full bathroom completes this level. Exterior has a paved driveway with 3 deeded parking and additional guest parking spaces. Close to shopping, restaurants, commuter rail and bike path! You cannot miss this opportunity for an incredible condo!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

7 Conant Road Winchester MA 01890
Open House

MLS Number 72911539

  • Condo or Co-op
  • Next Open House: Sun 12/5 12:00 pm. to 2:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,486

Beautiful two-level unit in an established complex convenient to multiple Town amenities. The first level of the unit has an elegant wrap around floor plan that includes the kitchen, living room, and dining room, all with wood floors. Living room has direct access to one of the outside decks. Kitchen is spacious with a large pantry closet. The second level contains two bedrooms with adjoining bathrooms. The Master has a large walk-in closet and a double sink vanity. The second bedroom has direct access to an outdoor deck overlooking the property. In unit laundry conveniently located near bedrooms. The Clubhouse contains a large function room with attached kitchen, a workout room, and an inground pool. There will be a special assessment to pay for several capital projects, estimated to begin in July, 2022. Exact amount unknown. See attached letter from the board. Buyer to assume this responsibility.

Listed by Mark O'Donnell of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 3.11% last updated on Dec 2, 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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