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Homes for Sale Winchester MA

Winchester, Massachusetts is 8 miles north of Boston. Winchester is child-friendly and home to lakes, parks, and trails. Winchester keeps its public spaces well maintained. Winchester is a family-friendly bedroom community. 

Discover Winchester Real Estate

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15 Lawson Road Winchester MA 01890

Winchester, MA15 Lawson Road

Price$2,999,900

Est. Mortgage: $/month

MLS Number 72777864

  • Single Family Detached
  • Village East Hill
  • Bathroom 5
  • Rooms 13
  • Bedrooms 5

This tastefully updated home is exquisitely renovated with 6 fireplaces. The first floor includes sun room with 3 walls of windows, library or second home office, expansive fireplace living and dining rooms which flow to the front to back kitchen and equally large gas fireplace family room with work area and table area for hours of entertainment and mudroom. The second floor has a privately situated double door master suite with sitting room, and walk in closet. It is further complimented by 3 additional generously sized bedrooms, full family bath with double vanity & a cathedral ceiling with 2 skylights home office or 6th bedroom with half bath. The third floor retreat includes a spacious bedroom with 2 skylights, walk in & cedar closets & a full bath. Flexibility abounds with a finished & heated room above the 2 car garage - great for either another office or workout studio. The large 27,299 square foot lot features nightscape lighting, a large patio and great yard.

Listed by Anne Spry of Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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666 Main Street Winchester MA 01890

Winchester, MA666 Main Street, Unit LV3

Price$639,000

Est. Mortgage: $/month

Open House

MLS Number 72777791

  • Condo or Co-op
  • Next Open House: Sat 01/23 12:00 pm. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,160

Looking for a desirable location near Winchester's Town Center? This desirable and uniquely located condo is a rare find with a private patio overlooking Wedge Pond! Truly a must see 2 bedroom 2 bathroom unit that has a newly remodeled kitchen and stainless steel appliances. Open dining and living area with a wood burning fireplace and lots of natural light with access to the patio. Hardwood floors throughout with crown molding as finishing touches. A short distance to commuter rail to Boston, shopping, Farmers Market, beach, tennis, public transportation and all the fine restaurants Winchester has to offer. A wonderful home to explore and take advantage of all the best that Winchester has to offer.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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144 Arlington Street Winchester MA 01890

Winchester, MA144 Arlington Street

Price$849,900

Est. Mortgage: $/month

Open House

MLS Number 72777495

  • Single Family Detached
  • Next Open House: Sat 01/23 12:30 pm. to 2:00 pm.
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3

Move-in ready- Nicely kept newer Ranch or condo alternative. Double Sky lit super kitchen. Fresh decor throughout the house. New Boiler. also has central a/c . Hard wood floors in all but kitchen and family. room. 2 car garage in the basement allows easy access to the house. Small fenced rear yard for children or pets. Ideal for starter home or for starting over. One block from the sought after Ambrose school with large play ground and ball field. Easy to show Call Showing Time or schedule on line.

Listed by Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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 Pine Grove Park Winchester MA 01890

Winchester, MA23 Pine Grove Park

Price$599,000

Est. Mortgage: $/month

Open House

MLS Number 72776782

  • Single Family Detached
  • Next Open House: Sat 01/23 12:00 pm. to 1:00 pm.
  • Bathroom 2
  • Rooms 7
  • Bedrooms 4

Looking for a hidden gem in Winchester with many possibilities to make the home your own? This cozy colonial has a spacious 1,640 sq ft of living space with 4 bedrooms and 1.5 baths. First floor features a desirable 3 seasons porch and warm entry that opens into the family room. A spacious kitchen offering plenty of light, a formal dining room and a half bath complete the main level. Upstairs you will find 4 bedrooms and a full bath. With gleaming hardwood floors throughout, privately located at the end of a dead end street and close to shopping, restaurants, excellent schools, great parks and commuter rails to the city, you don't want to miss out on this opportunity! Home is sold as is,

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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22 Mayflower Road Winchester MA 01890

Winchester, MA22 Mayflower Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72776365

  • Land Residential
  • MLS Status Active
  • Acreage 0.69

Rare opportunity to build on a 30,000 SF flat lot in a private location, just 9 miles from downtown Boston. On a dead end street, sits an absolutely gorgeous lot, directly on the Winchester Country Club golf course with winter views of Boston. The lot is ready for you to design and build a brand new beautiful home!

Listed by Ronald Buck of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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22 Mayflower Road Winchester MA 01890

Winchester, MA22 Mayflower Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72776339

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Square Feet 2,820

An exceptional opportunity on the Winchester Country Club golf course! Renovate, expand or design your dream home. The options are endless for this never before offered home. Enjoy spectacular sunrises and long views from the 4 bedroom 2 -1/2 bath home. Absolutely gorgeous golf course lot with winter views of Boston. Come take a look at this Diamond in the rough!! Home is in original condition, has great bones/layout however will benefit from updates!

Listed by Ronald Buck of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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200 Swanton Street Winchester MA 01890

Winchester, MA200 Swanton Street, Unit 210

Price$329,900

Est. Mortgage: $/month

Open House

MLS Number 72775924

  • Condo or Co-op
  • Next Open House: Sun 01/24 11:00 am. to 1:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 606

This Recently Renovated Sun-Kissed Home Features An Eat-In-Kitchen With ALL NEW Appliances! Enjoy The Open Floor Plan With Private Balcony Off The Living Room Overlooking The Duck Pond And Lush Gardens At The Parkview. The Large Bedroom Has Plenty Of Space For A King Size Bed And Bureaus And Features A Walk In Closet With Lighting. The Outdoor Pool And Cabana Offers Plenty Of Room For Summer BBQ's And Gatherings. The Low Condo Fees Include Heat And Hot Water, Laundry Facilities, In-Ground Pool, Additional Storage, Guest Parking And On-Site Management. The Building Is Conveniently Located Minutes From Winchester Center For You To Enjoy All The Shops And Restaurants As Well As An Easy Commute Into Boston Via The MBTA Commuter Rail or I-93. Take Advantage Of Historically LOW Interest Rates And Own This For Less Than Renting!

Listed by Sherean Azarmi of Urban Circle Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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200 Swanton Street Winchester MA 01890

Winchester, MA200 Swanton Street, Unit 233

Price$379,000

Est. Mortgage: $/month

Open House

MLS Number 72775934

  • Condo or Co-op
  • Next Open House: Sun 01/24 12:00 pm. to 1:30 pm.
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 822

You'll love this move-in ready, totally updated, two bedroom condo in the sought-after Parkview Complex, with its access to outdoor space, including private balcony, and seasonal pool and barbeque area for residents and guests, also easy access to elevator. With its great floor plan and ample storage, this condo lives much larger than its footprint implies. The open flow between the living room, dining room, and updated kitchen is ideal for entertaining. Updated bathroom, crown molding, and hardwood floors throughout. Amenities included in monthly condo fee include laundry room, resident and guest parking, elevator, heat, electricity, and air conditioning. Extra storage space in basement. Move right in and enjoy all that Winchester offers: Middlesex Fells, Tri-Community Bikeway, Farmer's Market, library, downtown shops and restaurants, commuter rail station, and easy access to downtown Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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65 Myopia Road Winchester MA 01890

Winchester, MA65 Myopia Road

Price$2,599,999

Est. Mortgage: $/month

MLS Number 72775321

  • Single Family Detached
  • Bathroom 5
  • Rooms 14
  • Bedrooms 4
  • Square Feet 7,206

A stately Colonial set atop Myopia Hill in one of Boston's most desired suburbs, 65 Myopia Road is a tranquil & immaculate estate well adapted to modern family living. Beyond the grand entry foyer are graciously scaled living & entertaining rooms with oversized windows highlighting beautiful views of the private outdoors. These include the double height living/family room with impressive stone fireplace, chef's kitchen with vaulted breakfast nook, & formal dining room with elegant fireplace. The home's 4 generous bedrooms are all located on the 2nd level. The Master suite is breathtaking with spacious walk-in closet and luxurious bath. Additional features of this residence include the 2nd floor mezzanine game room, home gym, expansive outdoor mahogany deck, & heated outdoor pool. This home is only 9 miles north of Boston, accessible to the commuter rail to North Station, within ½ mile +/- of Ambrose School, & within close proximity to all the shops & restaurants of downtown Winchester.

Listed by Mark Doherty of Campion & Company Fine Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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50 Lake Street Winchester MA 01890

Winchester, MA50 Lake Street, Unit E

Price$509,999

Est. Mortgage: $/month

Contingent

MLS Number 72775094

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,000
  • Waterfront

Waterfront condo in Winchester center - close to all the shops, restaurants, beach, tennis and commuter rail. Relax on your private patio and watch the swans float by. An end unit (with extra window!) and private porch. This unit features sun filled living and dining rooms. The simple-but-beautifully updated galley kitchen with quartz countertops puts every inch of its small layout to use. The smart placement of appliances allows for food prep, dishwashing, and cooking to happen simultaneously and includes a bonus breakfast/coffee bar and plenty of storage! The unit includes 2 bedrooms and an updated white full bathroom with Bathfitter tub and built-in shampoo/soap shelf with accent tiling. Unfinished basement for laundry and storage OR finish it off for an at-home-office. One deeded parking space. Small dogs accepted. Best value in town! See full list of updates in property brochure.

Listed by Homes North of Boston Team and Laurie Williamson of Keller Williams Realty Boston Northwest

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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123 Washington Street Winchester MA 01890

Winchester, MA123 Washington Street, Unit 2

Price$1,450,000

Est. Mortgage: $/month

MLS Number 72773713

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 3,374
  • Complex Live/Work Winchester

Presenting a truly unique offering, located in the heart of Winchester! Perfect for our new "work from home" environment, this completely remodeled and redesigned property offers a clean, modern aesthetic with separate studio/work space. All built with sustainability and accessibility as priorities. The property features a bright 2142 sq ft residence. First level is an open concept floorplan with gourmet kitchen, massive windows for maximum light, gas fireplace and half bath, as well as French doors to the exterior. Second level features two bedrooms, one with lovely walk in closet, as well as full bathroom with tub and zero entry large shower. The studio space can be accessed from the interior or separate entrance and features cubbies for visitors, kitchenette and full bathroom. All the best in systems from CAT6 wiring to high efficiency HVAC. Private patio exclusive to this unit. See list agent for details about elevator and roof deck potential, as well as numerous other features!

Listed by Karen S. Garrett and Clay Tappan of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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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200 Swanton Street Winchester MA 01890

Winchester, MA200 Swanton Street, Unit 207

Price$388,000

Est. Mortgage: $/month

Contingent

MLS Number 72772351

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 822
  • Complex Parkview

Simply the most affordable way to be in the Winchester School District. With interest rates at historic lows, own this 2-bed condo (including utilities) for less than it costs to rent a 2 bedroom anywhere in town! Nicely updated kitchen and bath with white cabinets and granite countertops. A spacious living room with sliding patio doors opens onto a private terrace with tranquil views of the pond. A brand-new, fresh coat of paint throughout. Master bedroom with 2 generous closets. Extra storage in the basement. The building has an elevator, coin-op laundry. Condo fee includes heat, hot water, air conditioning, electric, water, sewer, master insurance, swimming pool, and parking. Convenient to downtown Winchester's shopping, restaurants, bus lines, and commuter rail to North Station. Pets allowed are cats and birds, no animal that goes in the common area. A service dog is allowed with full documentation and approved by the association.

Listed by Gayle Winters of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.77% last updated on Jan 21, 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

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.