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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23 Dartmouth Street, Winchester, MA
Open House

MLS Number 72432355

  • Single Family
  • Next Open House: Sat 15th 11:00 am - 1:00 pm
  • Parking Spaces 2
  • Year Built 1890
  • Full Bath 3

The William Goodwin Carriage House c. 1892 first time to market! This converted carriage house offers 8 room, 4 bedrooms and 3 full baths. With its enormous used-brick fireplace, the 27x18 living room is large enough for the largest get-together. South facing French doors w/ lots of natural light, lead to the sunny back deck. Preserved hardwood flooring under the carpet. A large kitchen w/ plenty of working space and eating area. The formal dining room is highlighted with built-in china cabinets. Cozy first floor den w/ fireplace and lots of natural wood accents. A convenient first floor bedroom and tiled full bath/shower. The second floor offers three good sized bedrooms and plenty extra storage; unusual for homes of this era. South facing master bedroom custom built-ins, a sitting area and colonial style fireplace; the perfect place to spend those chilly New England afternoons. More great custom built-ins in the master bath. This is a unique offering. Make an appointment today!

Listed by Laura Fitzgerald of Winchester Realty

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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512 South Border Road, Winchester, MA

Price$1,589,900

Est. Mortgage: $/month

MLS Number 72430943

  • Single Family
  • Parking Spaces 4
  • Year Built 2018
  • Full Bath 4
  • Bathroom 5

This beautiful new construction, three level Colonial home in Winchester is a must see, with a 60-90 day delivery! Located across the street from Middlesex Fells Reservation, this is the perfect location for everything Winchester has to offer. This home will feature gorgeous finishes including eat-in kitchen with new quartz counters, stainless steel appliances and formal dining room. The spacious rooms through-out the home include a finished basement with full size windows, and finished 3rd floor with a 5th bedroom and bonus room!

Listed by Gary J. Litchfield of Mass. Real Estate Solutions, LLC

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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18 Border Street, Winchester, MA 01890

MLS Number 72430405

  • Condo or Co-op
  • Half Bath 1
  • Bathroom 2
  • Year Built 1890
  • Full Bath 1

NO CONDO FEES!! This charming DELEADED turn-key home is in pristine condition and is full of character and personality. Everything has been beautifully and tastefully updated, including new kitchen appliances, beautiful quartz countertops, and many cosmetic upgrades. Enjoy breakfast in the sun-filled dining area with skylight and sliders out to the deck, which overlooks a STUNNING fenced in back yard that features mature fruit trees, gorgeous landscaping, storage shed, and a SPRINKLER SYSTEM. Enjoy cozy evenings in front of the beautiful gas fireplace. Hardwood floors, high ceilings, ample closet and storage space (including potential expansion in the partially finished basement), and second floor laundry top off the list to make this home perfect. All in Winchester for under $600K!

Listed by Jennifer Hardin of True North Realty

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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15 Royalston Avenue, Winchester, MA

Price$1,599,999

Est. Mortgage: $/month

Open House

MLS Number 72430067

  • Single Family
  • Next Open House: Sun 16th 1:00 pm - 3:00 pm
  • Parking Spaces 4
  • Year Built 2003
  • Full Bath 3

This distinctive, updated colonial accents today's more casual lifestyle with a spacious, open floor plan, hardwood floors, and a kitchen you'll fall in love with - maple cabinets, granite counters, a huge island to seat 6+, & breakfast counter overlooking the fireplace living room. Immense dining room w/butler's pantry/2nd sink & dishwasher. The amenities continue with a 1/2 bath, 1st floor guest room, & office w/pocket doors to provide solitude from a busy household. The 2nd floor has 3 bedrooms, bath, huge laundry room, & a truly luxurious master suite w/large walk-in closet & cathedral ceilinged bath w/soaking tub, double sinks, make-up table, & large glass shower. The lower level has a huge mudroom off the 2 car garage, & large family room & bath. But wait, there's more - sliders from the kitchen lead out to a mahogany deck & a gorgeous built-in pool. A truly great Winchester home in which to live, to entertain, and to enjoy for many years to come! Muraco School!

Listed by Lorrie Parajeckas of Compass

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Hancock Street, Winchester, MA

Price$949,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72427626

  • Single Family
  • Parking Spaces 3
  • Village Winchester Highlands
  • Year Built 1930
  • Full Bath 3

Don't miss this tastefully updated, charming cape nestled down a private driveway in a beautifully landscaped setting. Owners have made numerous updates to this lovely warm and inviting home. All modern conveniences are at your disposal without losing the character of that perfect New England cape. Not your typical floor plan which adds to the overall appeal. List of updates, vendors and year completed are available for review. Recent central air, heating (converted to gas), total kitchen and basement renovation, electrical, sprinkler, alarm and french drain systems all updated. Honed granite, subway tile and stainless appliances in kitchen along with new cabinets and flooring. Private, terraced back yard. One car garage with pull down stairs to expansive storage area. Simply nothing left to do but move in and enjoy. Popular Muraco school close by as well as downtown, public transportation, major highways and Fells. Everything Winchester has to offer at its best.

Listed by Lynne Eliopoulos of ERA Key Realty Services- Fram

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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Marshall Road, Winchester, MA

MLS Number 72427239

  • Single Family
  • Parking Spaces 4
  • Year Built 1951
  • Full Bath 3
  • Bathroom 3

Live in one of the most sought after neighborhoods in Winchester and just 10 minutes from Boston. This Mid Century Modern home offers beautiful designer finishes inside and out, with it's lush landscaping, breathtaking deck and water feature. The open and airy living space is flooded with light all day from many skylights thru out. Fully appointed kitchen with marble breakfast bar, sub zero refrigerator and gold accents. The truly enormous master suite includes cathedral ceilings, window seat, it's own fireplace, incredible walk in closet with island, and exquisite master bath. Two additional bedrooms and full bath on main living level, French doors to office/study, a large media room and full bath on lower level is ideal for extended stay guests. Direct access from two car garage, additional storage. Just a quick walk to Wedgemere Station or delightful downtown Winchester and all schools. OH SAT&SUN 11:30-1:00

Listed by Candice Macoul and Lorelei Ritter of RE/MAX Luxury Living RE

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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

MLS Number 72426564

  • Condo or Co-op
  • Bathroom 2
  • Year Built 2018
  • Full Bath 2
  • Bedrooms 3

HOME FOR THE HOLIDAYS! Brand new construction! Three bedroom two bathroom condo with open concept kitchen and family room for easy entertaining. Kitchen boasts beautiful white cabinets with granite counters, stainless steel appliances including 5 burner gas range with exhaust hood fan. Master bedroom has walk in closet and spacious master bathroom with subway tile shower. Two additional bedrooms with spacious double closets. Bonus additional recreation room in lower level. Home features gleaming hardwood floors throughout, central air, 6 panel shaker style doors, private driveway, patio, and farmers porch. Still time to pick your colors! Close to charming Winchester Center with great restaurants, coffee shops, boutiques, and commuter rail station for easy commute into the city. Nearby to brand new tri-town bike path and highly sought after schools. Routes 93 and 95 close by! Truly a commuters dream!

Listed by Kristine Welch of Greater Metropolitan R. E.

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$
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$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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47 Arlington Street, Winchester, MA

Price$2,050,000

Est. Mortgage: $/month

MLS Number 72426120

  • Single Family
  • Parking Spaces 4
  • Year Built 2000
  • Full Bath 5
  • Bathroom 6

Gorgeous Colonial in move-in condition. Impeccable Myopia Hill location overlooking the Winchester Country Club with stunning light & serene golf course views, beautiful landscaping. Sweeping open floor plan is perfect for both relaxed daily living & luxurious entertaining. Outstanding craftsmanship include: high ceilings, large windows, oversized doors, exquisite bridal staircase. The sun-drenched front to back kitchen with large island & dining area opens to a covered porch - the perfect spot to enjoy your morning coffee overlooking the 4th hole. The two story foyer leads to the cathedral ceiling fireplace family room, fireplace living room & large dining room. The back entry provides easy access to the 1st floor guest room & fireplace study. The second floor includes the front to back master bedroom suite with three additional bedrooms, 2 baths & large laundry room. Spend your weekends enjoying the media room, exercise room & spacious play room or game room.

Listed by Anne Spry and Jane Byrne of Waterfield Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Sawmill Brook Road, Winchester, MA

Price$1,899,900

Est. Mortgage: $/month

MLS Number 72425316

  • Single Family
  • Parking Spaces 4
  • Year Built 2018
  • Full Bath 4
  • Bathroom 5

Luxurious 4 beds 4.5 bath colonial currently UNDER CONSTRUCTION and ready for Spring 2019 occupancy. Spacious and inviting - this oversized home is equipped with open floor plan ideal for entertaining and modern day living. The kitchen features island with upgraded granite/quartz countertops, high-end stainless steel appliances, butler's pantry, breakfast area and sliders leading out to deck & rear yard. The family room off the kitchen with gas FP is the perfect space for entertaining! The second floor master suite is the the definition of luxury & relaxation - offering a spacious master bedroom, dual walk-in closets, master bath with custom tiled shower/glass enclosure and double vanity. Two add'l bedrooms w/ ample closet space, spacious junior suite w/ en-suite bath, full bath and laundry room finish this level. The finished third level is ideal for 5th bed/ in-law suite or media/playroom. Buy now and help design interior! Call for a private showing~ No open houses ~

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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10 Bonad Road, Winchester, MA

Price$695,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72425188

  • Single Family
  • Parking Spaces 4
  • Year Built 1930
  • Full Bath 1
  • Bathroom 2

Your updating will make this a fabulous opportunity to live in a wonderful Winchester neighborhood! Large open kitchen with handy half bath, formal dining room and fireplaced living room. Upstairs could be 3 or 4 bedrooms (depending on your size requirements) and a full bath. Weil Mclain boiler and BoilerMate HW tank were installed in 1995. One car garage and good sized rear and side lot complete the picture. A lot of house for the money and just four blocks from the award winning Muraco Elementary School!

Listed by Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 Middlesex Street, Winchester, MA 01890

MLS Number 72424633

  • Condo or Co-op
  • Half Bath 1
  • Bathroom 3
  • Year Built 2010
  • Full Bath 2

Charming attached colonial style home with the feel of a single family. Renovated in 2010, this move-in ready 4 bed, 2 ½ bath home is equipped with all the modern amenities and appeal that today's Buyers are looking for. The much-desired open floor plan includes a front to back living room with fireplace, spacious dining room and updated kitchen with half bath. You'll love the convenient side entrance from the kitchen leading you to an attached garage. The second floor offers 4 spacious bedrooms including a master suite with vaulted ceilings, private bath and walk-in closet. This well-maintained home has updated systems, central ac, hardwood floors, expansive deck that overlooks the fenced in rear private yard. Truly a magnificent house in a fabulous location; nearby town center, commuter rail station, Lynch Elementary school, bike path & Horn Pond. Don't miss this opportunity to become part of the Winchester community.

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

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$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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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4 Town Way, Winchester, MA

Price$1,949,000

Est. Mortgage: $/month

MLS Number 72424070

  • Single Family
  • Parking Spaces 6
  • Year Built 2018
  • Full Bath 4
  • Bathroom 5

Currently Under Construction and ready for Spring occupancy!! Amazing 6000sf casual/ open concept colonial offering a great opportunity to customize and create your dream home! This beautiful home offers all of today's amenities with an oversized 2-car garage, direct entry into mudroom, gourmet kitchen w/ island, adjacent family room with fireplace, formal living and dining with crown moldings and wainscoting. Second floor features include Master suite with walk-in closets, luxurious master bath, laundry room with custom cabinetry and wash sink, four oversized corner bedrooms filled with lots of light & hardwood floors. 3rd floor with 2 add'l rooms & full bath~Great rear yard w/deck & sliders from kitchen. This home is located in sought after East side of town, convenient to the center, Lincoln school district, and is truly a great neighborhood! Basement family/media w/fireplace, kitchenette/ full bath &-plenty of space for gym or guest suite~ Call today for private showing!

Listed by Kim Covino of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 4.75% last updated on Dec 6, 2018
* 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 A VisitAsk A QuestionMore Details

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