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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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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

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$/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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17 Wickham Road Winchester MA 01890

Winchester, MA17 Wickham Road

Price$1,199,999

Est. Mortgage: $/month

MLS Number 72900487

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.23

Perfectly located on a quiet street in a highly desired area of Winchester. A custom and well built home perfect for entertaining now awaiting its new owners and the opportunity to update its 4227 sq. ft. of spacious living area to make it their own. Features include 2 fireplaces, large living and dining room, and spacious finished basement including a wine cellar. Only a few miles from Boston, close to major highways and Winchester commuter rail. Come experience everything Winchester has to offer including shops, restaurants, and top rated schools.

Listed by Erin Nolan of Shibilia Realty Group

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$
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$/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
Contingent

MLS Number 72899610

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

Spectacular 2nd floor unit with water views of the pond! This updated two bedroom condo offers a desirable open concept floor plan with access to a large, private balcony for easy outdoor enjoyment. Ample closets throughout with additional storage on the lower level, plus 1 parking space. The pool and grounds are beautifully maintained, private and a true oasis. The condo fee includes heat, hot water and electric! The only utility bill you pay is Cable/Wifi. On-site professional management. Within walking distance to the Tri-Community Greenway for the biking, running or walking enthusiast. Minutes to Winchester Center boasting plentiful restaurants, coffee houses and local boutiques. Working in the city? Don't worry! The 20-minute commuter rail to North Station is conveniently located nearby. Easy access to major highways and only 7 miles North of Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

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$
%
$/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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376 Cambridge Street Winchester MA 01890

Winchester, MA376 Cambridge Street

Price$915,000

Est. Mortgage: $/month

MLS Number 72897497

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 3
  • Acreage 0.38

First time on the market this home is ready for its second owner! This home has been meticulously maintained and loved over the years. You will find well cared for original hardwood flooring throughout, along with original tiling to include Italian ceramic tiles. The open living room has a custom Mahogany mantel on the wood-burning fireplace and polished limestone hearth. The dining room has a large picture window for viewing the mature detailed landscaping. The eat-in kitchen leads to the rear yard & a spacious patio for outside entertaining & landscaping that must be seen to be appreciated. The lower level has a large family room complete with another wood-burning fireplace, ¾ bath, laundry room & direct access to the two-car garage. In the garage, you will find a cold storage room that has been filled with many homemade wines, sauces & more. Being centrally located to many great shopping experiences, major highways & T stations make this a commuters dream. Agent related to Sellers.

Listed by Catharine Bray and Michael Petrowski of Keller Williams Coastal Realty

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$
%
$/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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22 Grove Place Winchester MA 01890

MLS Number 72898790

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,898
  • Complex White Horse Common

Welcome to White Horse Commons a distinctive luxury condo close to Winchester center and train station.This pristine home has a desirable floor plan with an open two story foyer front to back fireplace living room and french doors to a private deck. Attractive updated cherry cabinets and granite kitchen, private den and great dining room for entertaining. Beautiful hardwood floors throughout the first floor. Large master suite on second floor with master bath with soaking tub and walk in closet. Second bedroom also has a private bath. Potential for further living space in large unfinished basement. Enjoy the tranquility of this special location at the end of a private dead end street and move right into this home that has been lovingly maintained and tastefully decorated.

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

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$
%
$/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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60 Emerson Road Winchester MA 01890

Winchester, MA60 Emerson Road

Price$1,449,000

Est. Mortgage: $/month

MLS Number 72896521

  • Single Family Detached
  • Village West Side
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

GREAT NEW PRICE! Tastefully renovated 4/5 bed home nestled into the hillside at the end of desirable Emerson Road! Enjoy the backyard oasis filled with peach and apple trees, nice lawn area and new deck perfect for outdoor entertaining. Enter the home through the welcoming foyer and fall in love with the sunny open floor plan. The spacious european designed kitchen offers an oversized island w/ seating, high end appliances with an abundance of storage & breakfast area w/ picture window. A formal dining room, sunny living room w/ historic fireplace & family room/ or 5th bed with a full bath and a laundry room complete the first level. The second floor offers 4 bedrooms w/ 2 bathrooms; a fabulous master suite w/ updated full bath and custom walk in closet, and an office/homework space w/ built in desks. Finished lower level with family room, fireplace, fun kids play area and plenty of storage. 2 car attached garage, central AC, all new windows & updated systems. Move right in and enjoy!

Listed by Kim Covino of Compass

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$
%
$/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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19 Hancock Street Winchester MA 01890

MLS Number 72893699

  • Single Family Detached
  • Bedrooms 5
  • Bathroom 2
  • Rooms 11
  • Square Feet 3,065

Investors and owner occupants! This Classic two family with craftsman details is located on quiet street in Winchester Highlands with 15,000 sf lot, could easily be converted to a single family. Walking distance to The Fells Reservation, perfect for hiking, biking, or walking your dog. Close proximity to downtown Winchester with shops, restaurants, Commuter Rail and more. First floor unit, 2 bed, 1 bath. Second floor unit, 3 bed, 1 bath. Both units feature sunny living rooms, large formal dining rooms, and hardwood floors throughout. The second floor could be converted to 4-5 bedrooms. Front covered porch and large rear deck, plus immense side yard offers potential for expansion. Includes giant driveway that can comfortably fit 6 cars, plus 2 garage spaces.

Listed by The Synergy Group and Paul Cirignano 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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119 Forest Street Winchester MA 01890

Winchester, MA119 Forest Street

Price$2,349,000

Est. Mortgage: $/month

MLS Number 72893561

  • Single Family Detached
  • Village Fells area
  • Bathroom 6
  • Rooms 12
  • Bedrooms 5

Must see this fabulous +/- 6000 sf Colonial farmhouse! This newly constructed 5 bed, 4 full, 2 half bath home by premiere local builder is one of a kind & offers space & style that will impress! With the frontage on Bell Road, the location offers an abundance of privacy and side street access. From the moment you enter you will feel the quality & appreciate the beautiful craftsmanship; features include a stunning kitchen w/quartz counters, wide plank oak flooring, oversized island, Viking appliances w/ 48" fridge, 6 burner gas range along with a wet bar w/wine fridge & walk in pantry! Adjacent family room w/fplc, formal dining room, living room & stunning office w/ walls of windows, Amazing master suite w/ spa like bath, soaking tub & oversized marble shower. 4 additional spacious bedrooms /2 en-suite, 2 car garage w/2 charging outlets, direct entry to mudroom w/ bench, bead board trim & cubbies. Great lower level Media/Game/Home Gym. In wall speakers & smart locks, Don't miss!

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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19 Hancock Street Winchester MA 01890

MLS Number 72891366

  • Multi-Family 2 Family
  • Total Parking Spaces 10
  • Year Built 1915
  • Units 2
  • Bathroom 2

Attention investors and owner occupants! Classic two family located on quiet street in Winchester Highlands, close to I-93, bus, and commuter rail. Walking distance to The Fells Reservation, perfect for hiking, biking, or walking your dog. Close proximity to downtown Winchester with shops, restaurants, and more. First floor unit, 2 bed, 1 bath. Second floor unit, 3 bed, 1 bath. Both units feature sunny living rooms, large formal dining rooms, and hardwood floors throughout. Front covered porch and large rear deck, plus immense side yard offers potential for expansion. Includes giant driveway that can comfortably fit 6 cars, plus 2 garage spaces. Open House Sunday, October 17, 2021 1:00 PM to 3:30 PM.

Listed by The Synergy Group and Paul Cirignano 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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384 Washington Street Winchester MA 01890

Winchester, MA384 Washington Street

Price$1,299,000

Est. Mortgage: $/month

MLS Number 72891009

  • Single Family Attached
  • Bathroom 2
  • Rooms 11
  • Bedrooms 5
  • Acreage 0.13

No one strives for ordinary, so why do so with your home purchase? Quite possibly the most unique property offering in Winchester! This home lends itself beautifully to multi-generational or extended families, or those simply looking for some extra space and privacy. 384 Washington Street boasts 5 bedrooms, 2 living rooms, 2 dining rooms, a beautifully renovated kitchen, an additional kitchenette, and 2 full bathrooms. Who doesn't like 2 for the price of 1?! The front farmers porch is a true delight and the perfect place to sit and enjoy a morning cup of coffee. If you stay in your PJs a little longer and prefer more privacy, the fenced in (private) backyard with oversized patio is the perfect option! Located just over a 1/2 mile to Winchester Center. Walk to shops, restaurants, the commuter rail station, and more! Perhaps best of all, this home sits on the corner of Washington Street and Bates Road where the coveted Muraco Elementary School can be found.

Listed by Vita Realty Group 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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384 Washington Street Winchester MA 01890

MLS Number 72890923

  • Condo or Co-op
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 4,104

No one strives for ordinary, so why do so with your home purchase? Quite possibly the most unique property offering in Winchester! This home lends itself beautifully to multi-generational or extended families, or those simply looking for some extra space and privacy. 384 Washington Street boasts 5 bedrooms, 2 living rooms, 2 dining rooms, a beautifully renovated kitchen, an additional kitchenette, and 2 full bathrooms. Who doesn't like 2 for the price of 1?! The front farmers porch is a true delight and the perfect place to sit and enjoy a morning cup of coffee. If you stay in your PJs a little longer and prefer more privacy, the fenced in (private) backyard with oversized patio is the perfect option! Located just over a 1/2 mile to Winchester Center. Walk to shops, restaurants, the commuter rail station, and more! Perhaps best of all, this home sits on the corner of Washington Street and Bates Road where the coveted Muraco Elementary School can be found.

Listed by Vita Realty Group 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

5 A Fernway Winchester MA 01890

Winchester, MA5 A Fernway

Price$3,395,000

Est. Mortgage: $/month

MLS Number 72884501

  • Single Family Detached
  • Village Myopia Hill
  • Bedrooms 5
  • Bathroom 6
  • Rooms 12

EXCEPTIONAL FIND! BETTER THAN NEW, much improved and customized with designer fixtures and quality elegant,timeless finishes, allow for immediate easy living & enjoyment. Enter a stunning living-room with fireplace from the 2 story hall, elegant dining-room, 2 Bespoke customized home-offices.A fully equipped Gym for your convenience.Enjoy the Cooks kitchen with 6 Burner cooktop & large island, eat in area, family-room w/fireplace and deck all connect for entertaining family and friends. Custom 3 car garage connects to the mudroom. A gracious staircase leads to the owners suite with gorgeous bath and walk in closet. Guest room with ensuite bath, 2 Bedrooms share a bath, 5th BR used as a home office with walk in closet. Bonus walk up ready for your finish. Fantastic lower full walkout above ground level, w/ recreation/Br,1200 bottle Wine-cellar, Kitchenette by Bespoke,marble bath with walk in shower and more. Exclusive, much sought after "MYOPIA HILL" Winchester CC, golf course location.

Listed by Dorothea Feffer of Coldwell Banker Realty - Winchester

$
$
%
$/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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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.