Winchester MA Real Estate

The friendly suburban town of Winchester is about 8 miles north of Boston and offers two MBTA Commuter Rail stops and access to Interstate 93. The area is home to a beautiful downtown, outdoor recreational areas, a variety of restaurants, and a great school system that includes Winchester High School, one of Boston’s elite public schools. Explore a variety of listings currently on the market in Winchester, MA. Learn more about the town of Winchester!

Homes for Sale Winchester MA

Questions? Contact Better Homes and Gardens The Shanahan Group at 781-729-9030 or online!

Search By Property Type

Single Family Homes | Condos | Multi-Family Homes
Adult Communities | New Construction

126 Mount Vernon Street Winchester MA 01890

Winchester, MA126 Mount Vernon Street

Price$1,299,000

Est. Mortgage: $/month

MLS Number 72666118

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status New
  • Year Built 1903

New to Market, Majestic early 1900's Victorian on a quiet side street just a few minute walk to Winchester Center with boutique shops, highly rated restaurants, parks & the Commuter Rail. Also close proximity to Lincoln Elementary, McCall Middle & Winchester High. A beautiful wrap around porch provides the perfect setting to enjoy summer nights, Inside you'll find stunning period details, including coffered ceilings, built-ins, natural woodwork & four fireplaces. First floor has inviting foyer, formal living room w/fireplace, dining room with fireplace, sitting room, study/reading room, eat-in kitchen w/half bath and access to the private patio. Second floor has 4 beds, 2 fireplaces and a shared hallway bathroom. The third floor has 2 additional bedrooms, both with vaulted ceilings and sky lights plus a full bath offer many possibilities as a master suite or for au-pair or in-laws. Brand New Roof and newer heating system. Showings June 2-June 7. Seller reviewing offers 6/8 2:00 PM

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

44 Yale Street Winchester MA 01890

Winchester, MA44 Yale Street

Price$1,349,000

Est. Mortgage: $/month

MLS Number 72665717

  • Single Family
  • Garage 1
  • Parking Spaces 4
  • Total Parking Spaces 5
  • MLS Status New

Own a beautiful, light-filled colonial in the heart of the Flats! This lovely home, with unique architectural details and hardwood floors, exudes timeless, classic charm in a comfortable flow. Relax on the Beacon Hill style patio off of the kitchen or enjoy a game in the large finished basement. A new roof was installed in 2017, the original windows have been replaced, kitchen appliances updated in 2018. You'll appreciate the garage and the convenience of two driveways. Located in the Vinson-Owen school district, less than one mile to Wedgemere MBTA, the town tennis courts and the town center. Enjoy all that Winchester has to offer including the Middlesex Fells, Wright-Locke Farm, Saturday Farmer's Market and much more! 3D virtual tour and walkthrough video available. An incredible opportunity to live in a desirable neighborhood that you'll be delighted to call home. Shown by appointment any day.

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

238 Washington Street Winchester MA 01890

Winchester, MA238 Washington Street

Price$889,000

Est. Mortgage: $/month

Open House

MLS Number 72665760

  • Multi-Family 2 Family
  • Next Open House: Wed 06/3 6:00 pm. to 7:00 pm.
  • Total Parking Spaces 5
  • MLS Status New
  • Year Built 1927

Rare opportunity for Owner Occupants and/or Investors. Solid two-family home in a prime Winchester location, blocks from Long Pond, the Fells, Winchester's hiking trails, Mill Pond, Winchester Center, shopping, commuter rail, and more. Each unit has hardwood floors throughout, large windows, period detail, and beautiful moldings. Both first and second-floor units offer two bedrooms, living room, formal dining room, in-unit laundry, updated full bath, and a back porch. Second floor unit offers in-unit laundry, a built-in dining room hutch, and a bonus room that would make the perfect in-home office or possible third bedroom. Well maintained and ready to occupy. This property is a wonderful chance to enter the Winchester market and earn money from one or both units. Call for private showings.

Listed by Guy Contaldi of Coldwell Banker Residential Brokerage - Arlington

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

312 Cross Street Winchester MA 01890

Winchester, MA312 Cross Street

Price$729,000

Est. Mortgage: $/month

MLS Number 72665072

  • Single Family
  • Parking Spaces 3
  • Total Parking Spaces 3
  • MLS Status New
  • Year Built 1900

COMPLETELY RENOVATED HOME!!! Within the Lynch School district & walking distance to McDonald field. This cozy 3 bed, 1 bath home is in need of a new owner to share its life with. The 1st floor includes the living room, perfect for lounging, watching sports or snuggling up with a good read. The dining room / kitchen open concept plan is made for hosting your next dinner party & allowing you to be part of the conversation while preparing drinks for your guests. Adorned with stainless appliances, Quartz counters & a door that leads to a large, level, fenced back yard. Work from home in your quiet, private study. The 2nd Floor has a generous master bedroom with a separate sitting area & two additional bedrooms. The custom bathroom makes excellent use of the space, boasting a gorgeous walk-in shower. Nothing to do but move in & enjoy everything the town has to offer. A short drive to downtown Winchester bustling with coffee houses, boutiques & the commuter rail to Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

432 South Border Road Winchester MA 01890

Winchester, MA432 South Border Road

Price$2,475,000

Est. Mortgage: $/month

MLS Number 72665236

  • Single Family
  • Garage 2
  • Parking Spaces 10
  • Total Parking Spaces 12
  • MLS Status New

NEW CONSTRUCTION Step right into this beautifully designed custom home and make it yours. This spectacular home offers 5 bedrooms and 6.5 baths, and is situated on a large lot across from the Middlesex Fells, just minutes from downtown Boston. This beautiful home offers today's amenities with two car garage, direct entry into mudroom, high-end chef's kitchen, great room with fireplace, and office, all with luxury finishes such as coffered ceilings and hardwood floors. First floor offers guest bedroom with full bath. Second floor includes master suite with walk-in closet and master bath with soaking tub, laundry room and three additional bedrooms. Expansive finished basement with full bath, perfect for exercise space or media. Large, flat backyard offers ideal space for outdoor dining and entertaining. Enjoy all that Winchester offers, including award-winning schools, quaint Winchester Center with restaurants, shopping, Farmer's Market, and library, and two commuter rail stations.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

5 Cutting Street Winchester MA 01890

Winchester, MA5 Cutting Street

Price$745,000

Est. Mortgage: $/month

Open House

MLS Number 72665298

  • Single Family
  • Next Open House: Sun 06/7 11:30 am. to 1:30 pm.
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status New

Welcome to this sweet quintessential colonial home. The neighborhood setting can't be beat with its in-town location close to the center, walking trails, fields and both train stations. The moment you enter the foyer with the original staircase, you will appreciate the versatile flow. The new floor to ceilings windows let you enjoy the outside. The gas fireplace living room with custom built-ins flows to the tastefully updated kitchen with stainless steel appliances, dining room, first floor laundry and half bath. The French door offering quick access to the tree-lined patio is oasis like for alfresco dining and play. The second floor with updated bath, master bedroom with walk-in closet and 2 additional spacious bedrooms with wooden floors are uniquely equally sized and large.. Shed offers additional storage space. The setting, space and updates make this home a triple winner. Offers due by Monday, June 8th by 10am

Listed by Anne Spry of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

38 White Street Winchester MA 01890

Winchester, MA38 White Street

Price$1,449,000

Est. Mortgage: $/month

MLS Number 72664667

  • Single Family
  • Parking Spaces 4
  • Total Parking Spaces 4
  • MLS Status New
  • Year Built 1880

COMPLETE GUT RENOVATION! Originally built in 1880 and having gone through an extensive renovation, this house will be fit for a family soon. Currently under construction . Within walking distance to public transportation. In the Lynch School district. Approximately 3500 square feet, with 5 bedrooms and 3.5 bathrooms. Easy access to downtown Winchester and the Commuter Rail. 7 Miles north of Boston.

Listed by The Marrocco Group of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

256 Forest Street Winchester MA 01890

MLS Number 72663753

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • MLS Status Active

~New Construction in Winchester~ Under Construction for Summer Occupancy! This 11room, 5 bedroom home is the 2nd of 3 brand new homes by prominent local builder. Thoughtfully designed with an open yet traditional feel. The 1st floor features open concept kitchen and family room w/fireplace, formal dining room, gorgeous kitchen with quartz counters & center island, 1/2 bath & mud room. The 2nd flr features 4 bedrooms, hall way open to foyer below, a large laundry room w/sink, large master bedroom has a luxurious bath with soaking tub, separate fully tiled walk-in shower, double sink vanity and private water closet . The 3rd floor has a bonus room plus a 5th bedroom w/full bath perfect for au-pair, in-law or teen suite. This home is perfect for the family looking for convenient access to the Middlesex Fells, Rt 93 and in the popular Muraco School District. Because this is New Construction and unoccupied, showings ARE allowed and we are adhering to Covid-19 showing guidelines.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

16 Marshall Road Winchester MA 01890

Winchester, MA16 Marshall Road

Price$1,399,900

Est. Mortgage: $/month

MLS Number 72664211

  • Single Family
  • Garage 2
  • Parking Spaces 3
  • Total Parking Spaces 5
  • MLS Status Active

Stunning mid century modern home meticulously maintained and improved during the past year. Custom designer finishes throughout the open, sun-filled floor plan. Main level feat. a dramatic stone FP, high ceilings w/skylights, HW floors, fully appointed kitchen w/marble island, new high-end Sub-zero refrigerator & JennAir range, formal dining & sitting area w/direct access to screened porch and expansive deck overlooking the lush private backyard retreat w/tranquility waterfall & koi pond. Spacious master suite w/vaulted ceiling, walk-in closet w/center island, inviting FP, private BA & access to private deck. Two add'l BRs & spectacular full BA w/cathedral ceiling & skylight. Lower level makes an ideal guest suite with BR, full BA & media room w/direct access to 2 car gar & storage. 2019 improvements of approx. $100k include new heating & cooling systems & appliances just to mention a few. Easy access to Wedgemere train station, Winchester Ctr, commuter routes and Lincoln Elem.

Listed by Stephen Stratford and Theresa Stevens of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

48 Woodside Road Winchester MA 01890

Winchester, MA48 Woodside Road

Price$885,900

Est. Mortgage: $/month

MLS Number 72663656

  • Single Family
  • Garage 1
  • Parking Spaces 2
  • Total Parking Spaces 3
  • MLS Status Active

WELCOME HOME! Come see this Charming Central Entrance Colonial! The elegant wood molding and beautiful maple hardwood floors add style and warmth throughout the home. Spacious living room has beautiful fireplace to enjoy with french doors leading to deck. The dining room is accented with a pretty custom built in cabinet. The kitchen with new stainless steel appliances has an inviting built in table area surrounded by bright windows allowing great views of the large deck and gorgeous fenced in yard; all just perfect for entertaining and enjoying with family and friends. A great bonus is the lower level living space complete with 3/4 bath. This inviting home is complimented by the fantastic walkability to so much; Short walk to Horn Pond and trails, to Lynch School and Winchester Center! Enjoy days summer fishing & winter ice skating at near by Twin Ponds. Exterior of home painted 2019. A must see home! Offers to be reviewed June 3rd at 4:00pm.

Listed by Susan Flynn of The Delamere Flynn Group, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

7 Nathaniel Road Winchester MA 01890

Winchester, MA7 Nathaniel Road

Price$1,499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72662522

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • MLS Status Contingent

*Sunday Open house canceled* -house is under contract- ~Like new construction built in 2018! This beautiful home is located in a wonderful neighborhood near Muraco Elementary and adjacent to Leonard field. A view of the field from almost every room...If you have children that love sports, this is the perfect location for you! Offering a playground, tennis, soccer & lacrosse practice fields, sledding, basketball etc...and with over 3,000+ SF of living space on two finished levels, this could be your dream home! Open floor plan kitchen with quartz countertops and designer finishes, breakfast area, and stainless appliances. Family room off the kitchen has gas FP and patio door leading to rear patio/backyard, high ceilings, large sunny rooms, beautiful high quality details, 4 generously sized bedrooms, laundry on 2nd floor, spacious master suite w/ oversized bath w/custom shower and soaking tub. 2-car garage w/direct access to house. Add'l full 3rd floor and Basement could be finished!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

83 Church Street Winchester MA 01890
Active With Contract

MLS Number 72662320

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,712

Rare opportunity! RENOVATED 3 bed, 3 bath condo in the former Wyman School. Seller spared no expense in 2017 renovation! Walls were removed and ceilings raised to create a grand first floor living space with soaring 12' ceilings and open floor plan. Oversized windows and a french door opening to a Juliet balcony flood the room with natural light. NEW kitchen, custom, white shaker cabinets, granite counters, 4-seat breakfast bar, SS appliances. Generous living/ dining area has crown molding, new gas FP. Coveted 1st floor bedroom (now used as a den) and a NEW 3/4 bath on this level. A dramatic staircase leads to 2 more bedrooms and 2 NEW baths on 2nd floor. En-suite Master with walk in closet, laundry. New or refinished hardwood floors throughout. Everything has been done for you. All you have to do is move in! Pristine, professionally managed, elevator bldg. Beautifully manicured, park-like setting. Great location. 1/2 mile to Winchester Center shops, restaurants, MBTA. Don't miss it!

Listed by Lynn O'Connell of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

56 Dunster Lane Winchester MA 01890

Winchester, MA56 Dunster Lane

Price$1,050,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72661496

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • MLS Status Contingent

More Room! More Options! 56 Dunster Lane is Located on Winchester's desirable West Side in VO district! Cross gables and multi-paned windows give this deceivingly Large two-story Cape its charm. Friends and family will feel right at home in the open great room, kitchen and dining area. Built in 2008 this home features modern amenities, hardwood floors, granite and versatile floorplan. The fireplace spreads a sense of warmth throughout the area and two sets of triple windows bring in lots of natural light. Spacious master bedroom features walk-in closet, Full BA w/ Tub and Shower. Easy living features include first floor laundry room, and two car-garage! Expansion possibilities galore! Upstairs has a large finished space along unfinished storage. Large unfinished basement area walks out to backyard perfect for storage or future finished basement! The house is conveniently located next to the Arlington Town line and may work for buyers who are considering Arlington!

Listed by Jay Noble of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

98 Middlesex Street Winchester MA 01890

Winchester, MA98 Middlesex Street

Price$1,549,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72661583

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Total Parking Spaces 4
  • MLS Status Contingent

OPEN HOUSES CANCELLED! SELLER ACCEPTED AN OFFER! Pristine 2018-construction located in an ultra-convenient Winchester neighborhood! An impressive build with a thoughtful, high-end design executed with precision by a well known Winchester-based builder, this 5-bedroom / 3.5 bathroom Colonial delivers the space and quality that you've been waiting for. With an expansive, open floor plan, the main level features a sitting room with a gas fireplace, a gourmet kitchen with an 8' center island, and a mud-room with custom-built cubbies. On the 2nd floor you will find 3 full bathrooms and 4 large bedrooms including a stunning master with dramatic vaulted ceilings. The recently finished 3rd level includes the 5th bedroom and an oversized family room. A 2-car garage, a back deck and yard, and a partially finished basement round out this offering. Less than a mile to the commuter rail, downtown, Winchester High, Lynch Elementary, Horn Pond, and the newly built Tri-Community Greenway.

Listed by Santana Properties Team and Matthew Slowik of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

7 Wainwright Road Winchester MA 01890
Active With Contract

MLS Number 72661343

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,918

Welcome to The Ledges! This C unit is located in a private wooded setting with a deck off the rear. This well-maintained unit has a first-floor master suite and an updated kitchen with breakfast nook overlooking the sunny courtyard. Lovely hardwood floors in dining and living room. Two additional bedrooms and a bath are on the second level. Potential to finish out lower level with ample storage .This is a perfect opportunity to afford The Ledges and enjoy the Clubhouse , pool, tennis courts and the beauty and serenity of this desirable location. In addition the roof and 4 skylights have just been replaced.A new brick walkway will be coming soon.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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 Buckman Drive Winchester MA 01890

Winchester, MA7 Buckman Drive

Price$1,250,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72661443

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • MLS Status Contingent

Picturesque home on nearly half acre lot close to Vinson-Owen school. Get ready for the savings you'll enjoy from owned solar panels installed with new roof in 2016. Terrific layout features a first floor master suite and 3 bedrooms on the 2nd floor . The walkout lower level has a large finished rec room and a guest room (currently used as an exercise room), a full bath and laundry. Enjoy fireplaces in the living, family and play rooms. Kitchen and dining room have access to deck overlooking the large and private yard. Beautiful southern exposure across the back of the home. Ample closet/storage space and hardwood floors. Come winter, you'll be grateful for the flat driveway and 2 car garage. Enjoy proximity to Rts 2, 128 and 93; Wright-Locke Farm, Whipple Hill, Middlesex Fells, great schools, lovely downtown and more. 3D tour available. Shown by appointment and virtually ANY DAY. Don't wait!

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

388 Cambridge Street Winchester MA 01890

Winchester, MA388 Cambridge Street

Price$749,000

Est. Mortgage: $/month

MLS Number 72660421

  • Single Family
  • Garage 1
  • Parking Spaces 3
  • Total Parking Spaces 4
  • MLS Status Active

Designed by architect John G. Danielson, this custom built Mid-Century Modern style home is sited on .4 acres and set far above the road amidst a bucolic wooded setting ideal for birdwatchers & hikers. The most stunning feature upon entry is the vast open living room and dining room with soaring ceilings boasting exposed solid mahogany beams and rafters, & a floor to ceiling fireplace surrounded by rare pecan wood paneling, & walls of windows flooding the rooms with natural light. Simply breathtaking! Other amenities include solid oak hardwood floors in formal rooms, hallway & bedrooms. Lower level has a fireplaced family room with pecan paneling, office, laundry, & heated 1 car garage. Building's exterior has redwood siding. Updated electrical. Heating cables under the driveway. This home is being sold AS-IS, but has had critical recent updates: e.g., in 2019, new roof, hot water heater, chimney cap & fireplace dampers. Vinson Owen Elementary. Make this your dream home in Winchester!

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

56 Salem Street Winchester MA 01890

Winchester, MA56 Salem Street

Price$785,000

Est. Mortgage: $/month

Open House

MLS Number 72660557

  • Single Family
  • Next Open House: Sun 06/7 11:00 am. to 12:00 pm.
  • Garage 1
  • Parking Spaces 5
  • Total Parking Spaces 6

Wow! This gem of a home boasts soaring 9 1/2 ft ceilings on the first floor - a bright and light open floor plan, gleeming hardwood flooring, Stainless Steel Appliances, granite countertops & island on the first floor. Additionally there is the full bath, den & enclosed porch.The second floor is home to the Master Suite/Office area plus another bedroom and full bathroom. If that isn't enough - check out the third floor which has another two bedrooms, talk about space galore! Gorgeous flat outdoor space perfect for BBQ's - serene and tranquil. Close to all schools, shopping & the town Center. Come check out why Winchester is consecutively ranked one of the best places to live in Massachusetts!

Listed by Team Tom Truong, Marissa Truong and Tom Truong of eXp Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

32 Tremont Street Winchester MA 01890

Winchester, MA32 Tremont Street

Price$699,000

Est. Mortgage: $/month

MLS Number 72659467

  • Single Family
  • Parking Spaces 2
  • Total Parking Spaces 2
  • MLS Status Active
  • Year Built 1880

Antique Colonial with front porch and back deck on a quiet side street of Winchester. Home has 3 bedrooms with 1.5 baths and is situated in a friendly neighborhood walking distance to Winchester center and commuter rail. The first floor is freshly painted and features hardwood floors . The kitchen features new lighting and a center island perfect for preparing meals. The kitchen has a space set up for use as computer station or work space . A half bath is also on the first floor .You will love the charm of built in China cabinet in the the dining room . Family room completes the first floor.As you go up the stairs you will pass a stained glass window on your way to three bedrooms . One bedroom has washer /dryer which can stay or be removed.Washer /Dryer hook up in the basement as well . The bathroom is updated with new fixtures and paint . This is a great home in a great town.

Listed by Kelly Ryan of J. Mulkerin Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

74 Sylvester Avenue Winchester MA 01890

Winchester, MA74 Sylvester Avenue

Price$620,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72659477

  • Single Family
  • Garage 2
  • Parking Spaces 2
  • Total Parking Spaces 4
  • MLS Status Contingent

Well-kept 3-bedroom, 2-full bathroom home, with potential to add fourth bedroom on first floor. Great family neighborhood!!! Just steps from Lynch Elementary School. Same owners for more than 40 years this home awaits your personal touches. Has new heating system, new roof, newer windows and nicely done hardwood floors throughout. Large private deck. Flat lot with detached 2-car garage. A true diamond in the rough!!!

Listed by Michael Rauseo of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

237 High Street Winchester MA 01890

Winchester, MA237 High Street

Price$999,000

Est. Mortgage: $/month

MLS Number 72658956

  • Single Family
  • Garage 1
  • Parking Spaces 6
  • Total Parking Spaces 7
  • MLS Status Active

Welcome to 237 High Street, a nature lover's dream tucked in a serene location surrounded by beautiful conservation land, hiking trails and pond views. Relax in the living room next to the fireplace or, on a warm day, in the enclosed 3 season sun porch surrounded by sights and sounds of nature. A beautiful family room features dramatic cathedral ceilings, skylight & cozy wood stove, plus sliders to a private deck and sprawling backyard. Contemporary kitchen with stainless steel appliances & granite counters. Formal dining room & half bath complete the 1st floor. Three generously sized bedrooms and 1 full bath on 2nd floor. Lower level features a large entertainment room with dry bar, laundry, storage & exterior access. Additional highlights include Nest thermostats, insulated attic, outdoor motion lights, recessed lighting. 1 car garage and off-street parking for 6 cars. Situated on a large lot in desirable West End neighborhood near VO Elementary. PRIVATE SHOWINGS SUNDAY 5/31 11-12 PM

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

1 Thornton Road Winchester MA 01890

Winchester, MA1 Thornton Road

Price$1,499,900

Est. Mortgage: $/month

MLS Number 72658254

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Total Parking Spaces 6
  • MLS Status Active

A Master piece of Style and Elegance in this Spanish Style Colonial offering curb appeal like none other. Exquisite & detailed woodwork warms when you enter this charming residence. The property features 9 very unique Rooms, 4 Beds and 2.5 Baths including a romantic Master En Suite w/ abundant custom built storage and 2 Double Closets & FP! 2 more spacious bedrooms, a perfectly designed office, and another full bath finish off the 2nd Floor. Main Level features a Custom Built kitchen, stainless appliances, additional prep sink w/filter, & breakfast nook. Enjoy the view in the Formal Dinning Room overlooking outside Pergola. Custom woodwork and cabinetry detail Back to back Living Rooms, Pella Windows & Gas FP. Finished basement w/another Lvng RM & bedroom, Laundry, and utility closet. Abundance of storage in Attic and in Carriage 2 Car Garage. Fenced yd protects luscious gardens, mature plantings w/ multiple seating areas wired for sound.

Listed by David Morganti of Boston Local Properties, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

15 GROVE Street Winchester MA 01890

MLS Number 72658095

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Total Parking Spaces 8
  • MLS Status Active

Old world charm and satisfaction perfectly blended with all the comforts and luxuries of today's new construction. Manicured grounds invite you up onto the quintessential New England front porch. Open the front door and instantly take in the grand foyer, beautiful moldings and detailed wood work. On the first floor, you will find a classic front parlor to one side and a front to back living room both swimming in natural light. Dining room with fireplace and built-in china cabinet perfectly located off the large, brand new eat-in kitchen makes entertaining a breeze. The beautiful bright kitchen boasts an over-sized quartz island with seating, stainless steel appliances, large pantry, kitchen table for 6+ and access to the exterior patio, back entry or 2-car garage. The expansive second floor features 5 large bedrooms, plus a home office/guest room, 2 laundry rooms and master suite. Lower level offers great flex space for a home gym, teen get-away etc. Winchester at its finest.!

Listed by Bill Caci and Catherine Albiani of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

9 Everett Avenue Winchester MA 01890

MLS Number 72657915

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Total Parking Spaces 8
  • MLS Status Active

Elegant and meticulously cared for 1911 Craftsman Colonial with a premier Winchester address. Set on a 3rd of an acre with mature trees and hedging, across from Upper Mystic Lake and 0.4 miles from Wedgemere Commuter Rail. Enter through the original lead glass French Door into the entry with quarter-sawn oak floors + refined, original Craftsman moldings. The graceful staircase turns twice in front of an oversized window that lets in an abundance of light. Entertain in the well-proportioned dining room with original fireplace, natural stained oak beams that opens to the European kitchen. The Living Room on the opposite side of the entry mirrors the Dining Room's craftsman details + has a second original fireplace. Off both the living and dining rooms are twin sun rooms, giving the floor plan balance and symmetry. The second floor offers three bedrooms, two with en-suite baths and an additional sitting room. The 3rd floor master suite completes this beautiful home. Virtual tour available

Listed by Penney Gould Team, John Gould and Daisy Penney of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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

26 Forest Street Winchester MA 01890

Winchester, MA26 Forest Street

Price$699,000

Est. Mortgage: $/month

MLS Number 72657692

  • Single Family
  • Garage 1
  • Parking Spaces 5
  • Total Parking Spaces 6
  • MLS Status Active

Great location corner of Brookside Ave! Charming bungalow style home with many recent updates including completed renovated full bath, refinished hardwood floors and freshly painted interior walls. Move-in by summer and enjoy the wonderful amenities of Winchester! Charming home located on oversized corner lot and in desirable Muraco school neighborhood! Lovely front porch welcomes you into this sun-drenched home offering formal living room w/ wood burning fireplace open to dining room w/ built in hutch, updated kitchen with breakfast dining area and door to back yard. Potential to finish the basement with direct entry from garage. Enjoy the neighborhood park across the street and the tri-town bike path right around the corner! Don't miss out!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.15% last updated on May 28, 2020
* 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.