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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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432 South Border Road, Winchester, MA

Price$1,885,000

Est. Mortgage: $/month

MLS Number 72442436

  • Single Family
  • Parking Spaces 6
  • Year Built 2019
  • Full Bath 5
  • Bathroom 6

Welcome to 2019 and Winchester's first UNDER CONSTRUCTION home of the year. Breaking ground soon and for Summer! Truly spectacular, beautifully designed, custom built, Shingle Style colonial with 5 bedrooms and 5.5 baths situated on a large, 23,927 square foot lot. Nestled adjacent to the serene 2,600 acre Middlesex Fells, sought after by bikers, joggers, and hikers, and only minutes from downtown Boston. Highest quality finishes with crown molding and hardwood floors, this beautiful home offers all of today's amenities with two car garage, direct entry into mudroom, high end chefs kitchen, great room with fireplace, and dining room. First floor offers guest bedroom with full bath and office. Second floor includes master suite with walk-in closets, master bath, laundry room and three additional bedrooms. Large, private yard with deck and atrium doors from kitchen. This home is less than one mile from Winchester Center, restaurants, shopping and 2 commuter rail stations.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 Elmwood Avenue, Winchester, MA 01890

Price$1,199,000

Est. Mortgage: $/month

MLS Number 72442693

  • Condo or Co-op
  • Half Bath 1
  • Bathroom 3
  • Year Built 2017
  • Full Bath 2

GORGEOUS, NEW CONSTRUCTION CONDO WITHIN WALKING DISTANCE TO DOWNTOWN & THE COMMUTER RAIL! LOCATION, LOCATION!!! Welcome home to The Elmwood. Boasting over 2100 SQ FT of living all on one level. Beautiful, open & spacious floor plan with the kitchen, dining and living areas integrated to please today's savvy buyer. Top of the line finishes with Quartz counters and a SS appliance package. High Ceiling and stunning hardwood floors throughout except in bedrooms which are carpeted. Separate home office just waiting for you to "work from home"!!! Two oversized bedrooms both with en-suite bathrooms. Beautiful details throughout including crown molding and trendy light fixtures. Walk to downtown Winchester where you'll be greeted with multiple coffee shops, restaurants, boutiques and the commuter rail to North Station. Don't miss out on this opportunity. ONLY 2 CONDOS LEFT IN THE BUILDING. Easy access to major highways and only 7 miles North of Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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24 Brookside Avenue, Winchester, MA

Price$979,000

Est. Mortgage: $/month

MLS Number 72442646

  • Single Family
  • Parking Spaces 3
  • Year Built 1905
  • Full Bath 2
  • Bathroom 3

Newly gut renovated breathtaking single family home in Winchester! Enter into this exquisite modern design containing an inviting living room, formal dining room featuring a stunning modern light fixture and box window, allowing ample natural light to stream through. The gorgeous kitchen contains elegant granite countertops, stainless steel appliances, a breakfast bar overlooking the sun-drenched family room and mudroom with access to the deck, patio and backyard. Enjoy the master suite, with his and her closets and a spa-like master bath featuring a floating double vanity and oversized shower. Two additional bedrooms and another full bath complete the second floor. The lower level is completely finished and offers an open floor layout with a media room, workout room or game room and a large laundry room. With these meticulous details, recessed lighting, stunning granite countertops and hardwood floors throughout; this newly renovated home is everything you've dreamed of!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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9 Eugene Drive, Winchester, MA

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 72442223

  • Single Family
  • Next Open House: Sun 20th 1:00 pm - 3:00 pm
  • Parking Spaces 4
  • Year Built 1994
  • Full Bath 2

Move right in and enjoy all that Winchester offers in this thoughtfully designed and renovated home in the sought-after Muraco school district. The living room is bright and inviting, with pocket doors leading to the dining room. The renovated eat-in kitchen is a chef's dream, with granite counters, stainless appliances, and built-in pantry. The spacious adjoining family room with fireplace is a perfect retreat. 4 generous bedrooms, including en suite master, each with ample closet. Expanded deck is the perfect place to enjoy outdoor dining and entertaining. Lower level family room, and access to garage. Hardwood floors throughout, custom blinds, recessed lighting, beautiful wainscoting, laundry on the first level, excellent storage space, attached 2-car garage, central AC. Enjoy easy access to Winchester's many amenities: award-winning schools, Middlesex Fells, shopping and dining, Farmer's Market, and access to highways and commuter rail to downtown Boston.

Listed by Theuer, Pirani & Wile, Joan Theuer and Peter Pirani of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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111 Highland Avenue, Winchester, MA

Price$999,000

Est. Mortgage: $/month

Open House

MLS Number 72442290

  • Single Family
  • Next Open House: Mon 21st 12:00 pm - 1:30 pm
  • Parking Spaces 4
  • Year Built 1940
  • Full Bath 3

Step into the welcoming foyer of this stately 1940's Colonial to find beautiful character and a versatile layout with extra space on each floor. Fireplaced living room with beamed ceilings and oversized windows are flanked by the bright sunroom. Updated kitchen with granite countertops and cozy breakfast nook with access to side yard. Office and full bath complete this floor. The second floor spacious master bedroom has a walk in closet and an en-suite bath with an additional room that could be used as a nursery, office, or even a guest room. There are two more abundant bedrooms, full family bath, and a generous landing with closet space. Lower level includes an unheated family room with unique decorative fireplace, laundry and access to 2 car garage. Beautiful, spacious fenced backyard. Proximity to The Fells, make this home one to cherish!

Listed by Mariette Scheele of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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62 Swanton Street, Winchester, MA 01890

Price$1,359,999

Est. Mortgage: $/month

MLS Number 72441903

  • Multi-Family 2 Family - 2 Units Up/Down
  • Year Built 2018
  • Bedrooms 6

New construction two family home in Winchester! Each unit consists of approximately 1800 square feet with three bedrooms and two full bathrooms. Spectacular open concept kitchen with beautiful white cabinets and granite counters, stainless steel appliances, and recessed lighting. Features include central air and gas heat, walk-in closets, gleaming hardwood floors, high ceilings, recessed lighting, and subway tile baths. Both units have private patios and 2 plus car parking. Close distance to Winchester Center with great restaurants, coffee shops, boutiques, and commuter rail station. Easy access to Routes 93 and 95. Neighboring to brand new Tri-town bike path and highly sought after schools. Perfect investment for owner occupant or investor! Don't miss this excellent opportunity to live in one of the most desirable communities!

Listed by Kristine Welch of Greater Metropolitan R. E.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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27 S Gateway, Winchester, MA

Price$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 72441521

  • Single Family
  • Next Open House: Sun 20th 1:30 pm - 3:00 pm
  • Parking Spaces 2
  • Year Built 1950
  • Full Bath 3

Excellent opportunity to not only beat the spring rush but move into a fantastic Winchester Neighborhood! This well Maintained 4 bedroom Brick faced Expanded Cape features a first floor Master suite that offers a full Bath with Tiled Shower. The Beautiful Fireplaced Living room easily flows into the Dining room which then opens up to a Large Family room that Boasts an additional Fireplace and Indoor BBQ Grill! The Spacious Kitchen offers Granite Counter Tops with plenty of Cabinet space. Upstairs you'll find 3 Spacious Bedrooms another Full bath and plenty of Closet Space! There is also a Bonus Teen/Recreation room in the Basement! Conveniently Located Close to a Cozy Yet Vibrant Downtown and with the Commuter Rail just a few blocks away the value this home offers is unmatched!*****First Showings at the Open Houses Saturday 1/19 11a-12:30p & Sunday 1/20 1:30p-3p*******

Listed by Dennis Doucette of LAER Realty Partners

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 Grove Place, Winchester, MA 01890

Price$679,000

Est. Mortgage: $/month

MLS Number 72440854

  • Condo or Co-op
  • Half Bath 1
  • Bathroom 2
  • Year Built 1986
  • Full Bath 1

The meticulously remodeled townhouse you have been waiting for at White Horse Commons has finally come available. Excellent location just steps from the Wedgemere MBTA Commuter Rail Station. This magnificent end unit boasts two generous bedrooms, one and a half baths, a sun filled living room, dining room, family room, and chef's kitchen. The kitchen comes complete with new stainless steel appliances, tasteful white cabinets, gorgeous granite countertops, breakfast bar, and recessed lighting throughout. New high efficiency heating system with stainless steel hot water tank. Enjoy all the amazing features and recent updates! Don't let this home pass you by. OPEN HOUSE CANCELLED DUE TO WEATHER!

Listed by Joseph Firicano and Chaudhry Haqu of Boston Hub Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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30 BROOKS Street, Winchester, MA

Price$2,495,000

Est. Mortgage: $/month

Open House

MLS Number 72440139

  • Single Family
  • Next Open House: Sun 20th 3:00 pm - 4:30 pm
  • Parking Spaces 6
  • Village Brooks Estates
  • Year Built 1994

Timeless and Majestic Residence! Located in the exclusive and desirable "Brooks Estates Neighborhood". Great ambience, spacious easy living 4-5 bedroom home. Bright and sunny with many large windows. A fantastic gas fireplace family room is next to the magnificent large eat-in kitchen with Sub-zero and top of the line appliances. Multi sinks, 2 dishwashers, stone counters and an island to truly enjoy and gather pre-dinner & at half-time. Lower level au-pair or guest suite area with full bath, playroom, media & recreation room. First floor home office, formal living room with fireplace and dining room with views and access to the large park like flat backyard, not easily found. Ideal for entertaining friends & family. Top floor, Bedrooms and Master Suite. Abuts the town forest to enjoy leisurely walks or hikes and add to the privacy of your great yard. Must see to appreciate ! Yes, you can have it all ! Easy walk to Wedgemere train station and town center. 7 miles to Boston.

Listed by Dorothea Feffer of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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 Stonefield Circle, Winchester, MA

Price$1,629,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72439585

  • Single Family
  • Parking Spaces 7
  • Year Built 2011
  • Full Bath 3
  • Bathroom 4

Instagram-Ready Curb Appeal! Nearly new, but far from cookie-cutter! Once featured on House Hunters, this beautiful home now boasts a 5-figure interior paint makeover. Stunning!!! Perfect layout for the discerning host. Strikes the hard-to-find balance between open space and cozy hideaways. Rare 3 CAR GARAGE. Spacious rooms with dramatic cathedral ceilings and architectural interest. Master bath with shower enclosure & soaking tub. 3rd-floor suite -- perfect for au pair or adult kids. 2nd-floor laundry. 2 large pantries. California Closets. 4 state-of-the-art high-efficiency heating & cooling zones. Potential for home office w/separate entrance. Lead-free. Located on a cul-de-sac, perfect for playing outside! Invisible dog fence. Sprinkler system. ~1 mile to commuter rail, steps to Alewife/Red Line bus, Ambrose Elementary, downtown Winchester. Visit this wooded, retreat-like setting -- on a street of beautiful homes -- and you won't believe how close you are to everything!

Listed by Robyn Huschle of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 Water Street, Winchester, MA 01890

Price$499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72437841

  • Condo or Co-op
  • Half Bath 1
  • Bathroom 2
  • Year Built 1860
  • Full Bath 1

Exquisite condo conveniently located just one mile from downtown Winchester! Don't miss this opportunity to move to Winchester with its many wonderful amenities and easy access to routes 93, 95 and two commuter rail stops into Boston! This updated condo features an entryway which leads into the inviting, sun-drenched living room. With an elegant formal dining room, ½ bath and spacious updated eat-in kitchen, featuring granite countertops and a gas stove; this unit is perfect for all of your entertaining needs. Upstairs you will find two generously sized bedrooms with stunning hardwood floors and recessed lighting, as well as an updated full bathroom. The 3rd level features a third bedroom, which could also serve as an office or playroom. This unit has extra storage space in the lower level, which could be finished for future expansion. With a spacious fenced-in backyard and ample off-street parking, you don't want to miss out on this opportunity!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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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30 AMBERWOOD Drive, Winchester, MA

Price$1,425,000

Est. Mortgage: $/month

MLS Number 72436873

  • Single Family
  • Parking Spaces 8
  • Year Built 1979
  • Full Bath 3
  • Bathroom 4

Sprawling brick style home on The West Side of Winchester walking distance from the Vinson Owen Elementary School! A very special home offering superb curb appeal; an open airy floor plan & lush professional landscaped grounds on a half acre corner lot. A few of the best features of this 4000 sq ft home are 2 master suites; multi car attached garages; updated eat in kitchen adjacent to family room; finished lower level perfect for gym, home office or additional family room & fenced in rear yard with heated pool, stone patio, wood deck & 6 person outdoor hot tub. Amenities include 3 zone gas heat; central air; steam shower; 2 fireplaces & generous storage including outdoor shed. This is the home you will never want to leave.

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.45% last updated on Jan 17, 2019
* 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

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