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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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52 Graystone Winchester MA 01890

Winchester, MA52 Graystone

Price$1,099,000

Est. Mortgage: $/month

Open House

MLS Number 72852595

  • Single Family Attached
  • Next Open House: Sun 06/20 2:00 pm. to 3:00 pm.
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3

Worn down by the market ? Take a look at this single family alternative, this young townhome offers all the amenities of a newer construction single family home hardwood floors, high ceilings, & a spacious open floor plan,with the first floor anchored by a great room with fireplace and vaulted ceiling, a well-designed kitchen with granite counters, stainless appliances & glass tile backsplash, a master suite with a walk-in closet by California closets, a beautiful marble bath with double vanity; and walk-in tiled shower, laundry, powder room and easy 2 car garage access. On the 2nd floor there is an large open loft, plus 2 additional bedrooms with Jack & Jill bath. Lower level provides the option for easy future expansion high ceilings, perfect for a gym, media room + plenty of space for storage. Welcome to maintainence free living. Perfect for all ages.

Listed by Deborah Fogarty of Coldwell Banker Realty - Lexington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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12 Mount Pleasant Street Winchester MA 01890

MLS Number 72852748

  • Condo or Co-op
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,782

AMAZING VALUE! Must see this spectacular home with carriage house completely renovated & restored inside and out! This spacious home offers a prime downtown location with 4 floors of space featuring 5+bedrooms, 3.5 baths complete with private ELEVATOR! This recently renovated custom designed town home lives like a single family and offers all the luxuries todays buyers desire, close to town, shops, schools, train to Boston. Stunning kitchen with cherry cabinets, stainless appliances, dining area flooded with sunlight, and family room with walls of windows overlooking beautifully manicured grounds. Formal LR with gas fireplace and detailed moldings. Spacious Master suite with w/fplc, walk in closet & marble bath w/ soaking tub. Third floor w/ 4 addl. beds and full bath. EXCLUSIVE to this unit is also a 3 CAR GARAGE/ CARRIAGE HOUSE w/ full in-law apartment above. **The carriage house great for au/ pair, in law/office/ gym/ with full bath, laundry, kitchenette, living and bedroom

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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90 Thornberry Road Winchester MA 01890

Winchester, MA90 Thornberry Road

Price$1,549,000

Est. Mortgage: $/month

MLS Number 72852189

  • Single Family Detached
  • Bathroom 3
  • Rooms 10
  • Bedrooms 5
  • Acreage 0.46

Must see this fabulous new renovation/ expansion nestled on a premiere 20k West side lot with large level yard, gorgeous views & offering an abundance of privacy!This spacious 5 bedroom 2.5 bath home will meet your every need, custom designed with gorgeous high end designer kitchen featuring an 8' island, gas cooking, quartz countertops and backsplash.The fresh new open concept beautifully blends the kitchen with the casual dining room showcasing a wall of windows overlooking the rear yard w/ access to a large enclosed porch great for 3 season enjoyment! This meticulously renovated home also features an optional two-room master suite with custom walk in closet w/ shelving system, dressing area & featuring a stunning spa like bath. 4 Spacious bedrooms on the upper level with 2 baths & a full lower level offering an additional bedroom/office, Large sunny family rm w/ fireplace, bath, mudroom, lndry & storage w/direct access to oversized 2 car garage. Don't miss this picture perfect home

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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 Grove Place Winchester MA 01890
Open House

MLS Number 72850513

  • Condo or Co-op
  • Next Open House: Sun 06/20 11:30 am. to 1:00 pm.
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,898

A rare find in the desirable, White Horse Commons, built in 2008 this immaculate townhouse offers a luxurious lifestyle w/ the carefree conveniences of condo ownership. The setting has a secluded feel set at the end of a dead-end street yet conveniently located to nearby train station & Winchester Center. Light & bright an open two-story foyer leads you into the spacious front to back living room w/ a cozy fireplace for cold winter months. French doors step out to the private enclosed deck. The formal dining room, open concept eat-in kitchen w/ cherry cabinetry & granite countertops, half bath, & spacious den that offers flexibility complete the first level. Relax in the primary suite with walk-in closet, private bath with soaking tub & tiled shower. A 2nd bedroom & full bath complete the 2nd floor. Looking for more space? The large unfinished basement is ready to be expanded to suit your needs. Amenities include central air, one car detached driveway plus an additional parking space.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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27 Shepard Court Winchester MA 01890

Winchester, MA27 Shepard Court

Price$989,000

Est. Mortgage: $/month

Open House

MLS Number 72851511

  • Single Family Attached
  • Next Open House: Sun 06/20 1:30 pm. to 3:00 pm.
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4

This newer construction townhouse has all the amenities you're looking for in Winchester! The open concept first floor includes a mudroom, sunny living room, and spacious eat-in kitchen with beautiful granite counters and stainless steel appliances. Step right out onto the back deck into your private fenced-in backyard. Second floor boasts three bedrooms with generous closets, and a full bathroom. The third floor primary suite is a tranquil retreat, with spa-like en suite bath with walk-in shower. The finished basement can be used for office space, a playroom, or a home gym. Large storage area in the basement. A large park with tennis courts and playground is right around the corner. Move right in and enjoy all that Winchester offers: award-winning schools, 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: 2.93% last updated on Jun 17, 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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101 Highland Avenue Winchester MA 01890

Winchester, MA101 Highland Avenue

Price$1,249,000

Est. Mortgage: $/month

Open House

MLS Number 72850618

  • Single Family Detached
  • Next Open House: Sun 06/20 11:30 am. to 1:00 pm.
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3

Nothing to do but move-in and enjoy this beautiful, fully renovated, Colonial style home. Pull in your garage, walk in to the welcoming family room and happily get back to entertaining in the open concept gourmet kitchen outfitted w/Quartz counters, Marble backsplash, Sub-zero stainless steal fridge, Bluestar professional grade 6-burner gas range, Bertazzoni dishwasher and dining room directly connected to the new deck. Completing the 1st floor is a Livingroom w/oversized window and Hardwood floors throughout. The 2nd floor features 3 bdrms all with HW floors, a master bath w/Marble floor, matching marble shower and glass door. 2nd full bath has slate tile floor, soaking tub, duel-head shower and antique towel rack. Don't miss the the lower level playroom w/fireplace, new recessed lighting and new Berber carpeting. Addtnl upgrades include New Roof, New Gutters, New Gas Boiler and New Water Heater. Only one block from Fells reservation, One mile to town center and easy highway access

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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5 Emerson Road Winchester MA 01890

Winchester, MA5 Emerson Road

Price$999,999

Est. Mortgage: $/month

Open House

MLS Number 72850144

  • Single Family Detached
  • Next Open House: Sun 06/20 1:30 pm. to 3:00 pm.
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3

Welcome to this beautiful garrison colonial! This home features a triangular pediment over the front entrance- a theme that extends into the foyer. The 1st floor has great flow, w/ easy access between the fireplace living room, kitchen w/ butler's pantry, square dining room, and family room which features an abundance of built ins & beamed ceiling. Family room leads into a flexible space w/ windows on 3 sides & slider to side yard - perfect for a home office! If you love closet space, you're in luck! This home has closets abound in all 3 of its hardwood floored bedrooms. One closet in the master bedroom has the option of being converted to a master bath that would share a wall w/ family bath. The 3rd floor features a bonus room & attic space- ideal for a playroom or future expansion! The freshly painted & carpeted basement has lots of storage space, a renovated full bath w/ double vanity sink, walkout dormer to the backyard, & second family/playroom w/beautiful fieldstone fireplace.

Listed by Barrett Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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16 Bellevue Avenue Winchester MA 01890

Winchester, MA16 Bellevue Avenue

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 72850044

  • Single Family Detached
  • Next Open House: Sun 06/20 11:00 am. to 2:00 pm.
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3

LOCATION, LOCATION THIS WELL MAINTAINED SOLID HOME IS NESTLED UP IN A MULTI MILLION DOLLAR NEIGHBORHOOD!! Located in the sought after MURACO School district with convenient access to the commuter rail and highways. Lovely three bedroom, 1.5 bath home Beautiful level wooded lot, hardwood floors, two fireplaces, three season porch. Finished basement for that extra added space.Showings start at the first open house June 19, 10-2.

Listed by Stephanie Rizzuto of RE/MAX Andrew Realty Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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 Ox PASTURE Winchester MA 01890

Winchester, MA3 Ox PASTURE

Price$1,675,000

Est. Mortgage: $/month

Open House

MLS Number 72850452

  • Single Family Detached
  • Next Open House: Sun 06/20 11:30 am. to 1:00 pm.
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

TOP location, Ambrose school! Put your own personal touch on this spacious 3,900 sf 4 bedroom 3.5 bath colonial offering a flowing floor plan that many of todays buyers desire! First floor features a cathedral ceiling family room adjacent to the kitchen with direct access to an oversized deck and great rear yard with many mature perennial plantings. Front to back double living room w/ slider to deck, formal dining room, spacious eat in kitchen with high end stainless appliances & gas cooking, sunny family room w/ fireplace, mudroom/laundry/ direct entry to 2 car garage. Second floor offers a spacious master suite with walk in closet & private bath plus 3 additional bedrooms & hall bath. Full finished lower level with TV/ game room/ Media w/ built in cabinetry, separate private office with built in desk, and adjacent full bath ~New heating system, newer roof, must see this home!

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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189 Washington Street Winchester MA 01890
Open House

MLS Number 72849345

  • Condo or Co-op
  • Next Open House: Sun 06/20 11:30 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,643

Single family living, in care-free condo style- all just steps from Winchester Center! Soaring high ceilings and lots of living space make this home feel so spacious. The entryway offers the charm of an older home and plenty of space for welcoming guests. The first floor features a bright living room with big windows, dining room and huge open family room, as well as a bonus room perfect for home office or gym. The kitchen adjoins the family room, has granite counters, stainless appliances and opens to the deck. Full bathroom on the first level as well. Second level features three bedrooms and a full bathroom, as well as laundry. The property also features a common fenced-in yard, off street parking for two cars and additional storage in the basement. Location is ideal with Winchester Center shops, restaurants just a few blocks away and schools less than half mile away, as well as Middlesex Fells and Tri-Community Bikepath nearby. Welcome to Winchester!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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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52 Graystone Winchester MA 01890

Winchester, MA52 Graystone, Unit 52

Price$1,099,000

Est. Mortgage: $/month

Open House

MLS Number 72849186

  • Condo or Co-op
  • Next Open House: Sun 06/20 2:00 pm. to 3:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,974

Freshly painted, and ready for a new owner this young townhome located in Graystone at Winchester offers an easy alternative to anyone looking for newer construction. In mint condition, this unit offers something hard to find this year, VALUE! Hardwood floors, high ceilings, & a spacious open floor plan. A great option for those who prefer one level living on a daily basis,with the first floor anchored by a great room with fireplace and vaulted ceiling, a well-designed kitchen with granite counters, stainless appliances & glass tile backsplash, a master suite with a walk-in closet by California closets, a beautiful marble bath with double vanity; and walk-in tiled shower, laundry, powder room and easy garage access. On the 2nd floor there is an large open loft, plus 2 additional bedrooms with Jack & Jill bath. Lower level provides the option for easy future expansion high ceilings, perfect for a gym, media room + plenty of space for storage. Welcome to maintiantence fr

Listed by Deborah Fogarty of Coldwell Banker Realty - Lexington

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

14 Fletcher Street Winchester MA 01890

Winchester, MA14 Fletcher Street

Price$1,199,900

Est. Mortgage: $/month

Open House

MLS Number 72848225

  • Single Family Attached
  • Next Open House: Sun 06/20 12:00 pm. to 1:30 pm.
  • Bathroom 3
  • Rooms 11
  • Bedrooms 3

Carefully crafted gut renovated townhome located in Winchester's desirable neighborhood, “The Flats”. This 3-bedroom, 2.5 bath unit with 2148 sq ft. of living space feels like a single-family home. The 1st floor is light-filled & impressive with hardwood floors, custom woodworking & wainscoting finish. The high-end kitchen offers a large seated island, granite counters, gas stove with direct vent hood & plenty of cabinets. There are two spacious bedrooms, full bath, home office & laundry on the second level. Walk-up to the primary bedroom suite on the 3rd floor, your own personal retreat. Stay organized easily with 2 custom closets, private full bath with double sinks & luxurious tiled walk-in shower with glass door. The finished basement offers flex space that would be perfect as a family room or playroom & includes additional storage room. Deeded, private yard & driveway. Coveted location close to Winchester Center with its many shops, restaurants, commuter rail & top-rated schools.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.93% last updated on Jun 17, 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

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