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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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171 Swanton Street Winchester MA 01890
Contingent

MLS Number 72907761

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,442
  • Complex The Village

Fantastic opportunity to own a modern and spacious townhouse at The Village condominiums in Winchester. All new hardwood floors and fresh paint throughout. Ample open floor living room with gas fireplace and slider out to the private patio and common yard. Wall of windows overlooks a bank of trees and Aberjona Pond. Stylish kitchen with updated cabinetry, granite counters and stainless appliances. Sunny dining room and a half bathroom complete the lower level. Upper level boasts a huge master bedroom with en suite bath, walk-in closet and glorious exposures that make it feel like a forest oasis. Down the hall there is another large bedroom with double wide closet, as well as a second full bath with jacuzzi tub and convenient laundry facilities. Tons of storage and sunlight throughout. Two car parking and deeded storage space adjacent. The Village Condominiums offer professionally managed and landscaped grounds, with swimming pool and recreation facilities on-site.

Listed by Currier,Lane & Young and Nick Schmalensee of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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6 Town Way Winchester MA 01890

Winchester, MA6 Town Way

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72907961

  • Single Family Detached
  • Bedrooms 3
  • Bathroom 2
  • Rooms 6
  • Square Feet 1,757

Single level living at its finest with tasteful updates throughout. Located less than 1/3 mile from the Winchester Fells offering biking, snow shoeing, & hiking. Enter into sun-drenched living room with wood fireplace perfect for cozy winters. 3 bedrooms and a newly updated full bath offer plenty of space for growing families. Primary bedroom features dueling closets and gleaming wide plank cherry floors with radiant heat cover most of the home. Open concept kitchen offers large granite peninsula, stainless appliances & separate dining nook w/access to rear deck through large sliding doors. Rear mudroom offers access to screened porch ideal for backyard entertaining. Right side of house is family room built in 2015 with enough space for a large sectional and tv area, office nook, exercise area & full dining table plus a second full bath for guests. Radiant heat throughout most of the home, custom top down/bottom up shades for extra privacy. 0.7 miles to Wedgemere Train Stop.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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3 Chesterford Road Winchester MA 01890

Winchester, MA3 Chesterford Road

Price$819,900

Est. Mortgage: $/month

MLS Number 72908081

  • Single Family Detached
  • Rooms 6
  • Bedrooms 3
  • Bathroom 2
  • Lot Description Paved Drive

Welcome Home! Come see this charming Winchester Colonial in beautiful location! This lovely property has been home to one family since 1928! As you approach the home you immediately see the charm & character which is found throughout; from the inviting porch which leads you into the spacious living room with fireplace to the dining room with traditional china cabinet to the kitchen and bonus mudroom area with laundry. The second floor has three bedrooms with exposed hardwood floors. The main bedroom captures great sunlight and is complete with two closets. Relax in the yard with a good book or enjoy time entertaining surrounded by pretty greenery. This fantastic location provides easy access to the nearby Winter Pond which is perfect for days of fishing and ice skating or enjoy a walk over to Lynch School or Horn Pond and trails to enjoy the beautiful outdoors. This charming home awaits next owner & new memories ahead.

Listed by Susan Flynn of The Delamere Flynn Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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7 Conant Road Winchester MA 01890
Contingent

MLS Number 72906929

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,473
  • Complex The Willows

Beautiful 2br 2.5bath townhouse with a one-car garage at the sought-after Willows in Winchester! This top-notch community invites you to enjoy the summer at the heated inground/outdoor pool, exercise room, and gorgeous clubhouse. This spacious townhouse has an open floor plan with plenty of natural sunlight. The first floor welcomes you with gleaming hardwood floors throughout, a spacious fireplace living room with a sliding door to the covered balcony, a fully applianced kitchen, oversized dining room, and half bath. Two bedrooms are located on the upper level. One bedroom features a private walk-out balcony, a full bathroom, and a large closet. The Master bedroom suite has an oversized master bath and a large walk-in closet. The unit has central AC, in-unit laundry on the 2nd floor, and an extra storage room in the basement. Plenty of parking for guests. This property is in a convenient location to downtown Winchester shops, restaurants, and the commuter rail to Boston.

Listed by Gayle Winters of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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

MLS Number 72906953

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

Move right in to this bright and spacious two-bedroom condo in Winchester's sought-after Parkview! The spacious living room/dining room has a floor-to-ceiling wall of glass offering stunning views of the complex gardens and private duck pond. The unit features a modern kitchen and bath, two spacious bedrooms with double, oversized closets and additional storage in the hall. The low maintenance cost includes heat, central air conditioning, hot water, all electricity, an in-ground swimming pool, landscaping, exterior maintenance, refuse, and snow removal. Off-street parking in the gated main lot is included for one car, with extra parking available in the neighboring guest parking lot. Convenient on-site laundry facilities and private storage for #201 in basement make this unit ready for you to move in! Showings begin at the first open house, Saturday, October 16th 12:00PM - 1:30PM.

Listed by Premier Homes Realty Team of Premier Homes Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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27 Nathaniel Road Winchester MA 01890

Winchester, MA27 Nathaniel Road

Price$1,099,000

Est. Mortgage: $/month

MLS Number 72905772

  • Single Family Detached
  • Village Muraco neighborhood
  • Bathroom 2
  • Bedrooms 3
  • Rooms 8

GREAT HOME! Don't miss this spacious updated 3 bed colonial with recent family room addition on the rear! This desirable property offers direct access to Leonard Field with tennis courts, soccer fields, basketball, bike path & playground right in your back yard! Welcoming open floor plan w/ formal living room with a wood burning fireplace, hardwood floors throughout. The living room flows nicely into the formal dining, kitchen and oversized family room w/ high ceilings filled with sunlight & direct access to a beautiful deck & yard; perfect for entertaining and grilling. The second floor hosts 3 bedrooms, a full bath and plenty of storage space. The partially finished basement offers laundry, a surplus of storage and a great media/ gym space to enjoy. Don't miss this great home in top location! Muraco Elementary School neighborhood, close proximity to town and commuter rail and a short commute to Boston! Please contact listing agent for private showings only. **No open houses**

Listed by Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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40 Elmwood Avenue Winchester MA 01890

MLS Number 72904606

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,295
  • Complex Allegro

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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40 Elmwood Avenue Winchester MA 01890

MLS Number 72904607

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,342
  • Complex Allegro

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

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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968 Main St MULTI Winchester MA 01890

Winchester, MA968 Main St MULTI

Price$798,000

Est. Mortgage: $/month

MLS Number 72903728

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 5
  • Acreage 0.14

This property a 4 unit building located in the General Business District 3 (currently 2 residential and 2 business) Landlord supplies domestic hot and cold water, trash removal and landscaping for all 4 units. Units 1,2 & 3 have OWN HEAT, and central A/C unit , all units have electric meters paid by tenant. Ground level unit has own heat but no a/c. Third floor also has vaulted ceiling with 2 sky lites LOT HAS APPROXIMATELY 60 FT OF FRONTAGE ON MAIN ST AND IS APPROXIMATELY 100 FT ALONG GLENWOOD AVE. SEE PLAN LOTS GLA of building is 2,317 sf (currently finished) . Projected Gross Income at market rents is $ 58,200/yr. See attached documents for permitted uses and also for special permission uses. This property has many potential uses - currently occupied by 2 long term tenants . one residential and one commercial ( one since 1991.) lower level unit is unfinished

Listed by Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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16 Fletcher Street Winchester MA 01890

MLS Number 72902587

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,148

If you missed out on the 1st unit the 2nd is now complete & ready for you to move right in & enjoy this stunningly gut renovated townhome located in Winchester's desirable neighborhood, “The Flats”. This 3-bedroom, 2.5 bath unit w/ 2148 sq ft. of living space feels like a single-family home. The 1st floor is light-filled & impressive w/ hardwood floors, custom woodworking & wainscoting finish. The high-end kitchen offers a large seated island, granite counters, gas stove w/ direct vent hood & plenty of cabinets. There are 2 spacious bedrooms, full bath, office & laundry on the 2nd level. Walk-up to the primary bedroom suite on the 3rd floor, your own personal retreat. Stay organized easily w/ 2 custom closets, private full bath w/ luxurious tiled walk-in shower & glass door. The finished basement offers flex space that would be perfect as a family room or playroom & includes additional storage room. Coveted location for commuters, minutes to dining, shopping & 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: 3.09% last updated on Oct 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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8 Sanborn Street Winchester MA 01890

Winchester, MA8 Sanborn Street

Price$1,360,000

Est. Mortgage: $/month

MLS Number 72902520

  • Single Family Detached
  • Bedrooms 4
  • Rooms 8
  • Bathroom 3
  • Square Feet 2,457

Welcome to this charming 1850 colonial located in desirable Easthill neighborhood close to town and trains. This home has all the charm of yesteryear with high ceilings and hardwood floors. Lovely bookcases and window seat with fireplace in cozy family room. Updated custom kitchen with views of deck. Attractive dining room leads to private side screened porch. Four bedrooms on second floor with master suite and open space for an office in hallway .Large walk up attic.Expansive patio off deck and separate fenced in gardens. All in all a pretty corner lot with side yard as well.Fall in love with this inviting home and fabulous location

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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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46 Edward Drive Winchester MA 01890

MLS Number 72902424

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,859
  • Complex Pepper Hill Estates

Step right into this spacious townhouse at the Pepper Hill Estates. Open floor plan in living room/dining room with fireplace, but separate kitchen and den. (or office) Downstairs is a large family room, third bedroom and full bath and laundry as well as walk out access. On the second floor, there are two good sized bedrooms with two full baths. (one being a master) Garage is attached for easy access to entering the home. This property is in the newly built Vinson Owen elementary school district. Think about entering Winchester at this price of $749,900!

Listed by Carolyn Vernaglia of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.09% last updated on Oct 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

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