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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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109 Cambridge Street Winchester MA 01890

Winchester, MA109 Cambridge Street

Price$1,275,000

Est. Mortgage: $/month

Open House

MLS Number 72745473

  • Single Family Detached
  • Next Open House: Sat 10/24 12:00 pm. to 2:00 pm.
  • Bathroom 4
  • Rooms 9
  • Bedrooms 6

This striking hip roof Colonial is located just 2-tenths of a mile to Ambrose School and 1 mile to Winchester Center. Expansive rooms on all three finished levels, high ceilings, numerous critical updates inside and out, and meticulously restored period details include a handsome vestibule, welcoming foyer with stunning staircase, built-ins, & newly refinished hardwood floors throughout. The open formal rooms include a coffered ceiling dining room, butler's pantry, and fireplaced grand living room that opens to the front covered porch for all those outdoor gatherings. Formal rooms connect to a large updated country kitchen w/granite and SS appliances and a mudroom out to the patio and level backyard beyond. 2nd and 3rd floor sleeping quarters include a spacious owner's suite plus five additional bedrooms, offering lots of options for work and learn-from-home needs. All bathrooms updated. Basement is ready to be finished, and already has a half bath. Detailed list of updates attached.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Winthrop Street Winchester MA 01890

Winchester, MA30 Winthrop Street

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 72745092

  • Single Family Detached
  • Next Open House: Sat 10/24 11:00 am. to 12:30 pm.
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3

ANTIQUE COLONIAL FARMHOUSE BURSTING WITH VINTAGE CHARM! Walking distance to Winchester's highly acclaimed schools & town center bustling with coffee houses & shops. Conveniently located near The Fells Reservation for the hiking enthusiast, and a commuter's dream, with the train to Boston not far away. Built in 1830, this home features original wide pine floors, an incredible front porch perfect for relaxing with a book or sharing a laugh with neighbors & friends. Welcoming first floor boasts a cozy living room for movie night, a beautiful dining room with bay windows & secret Butler's pantry which could be easily converted to a home office to accommodate your working demands. The spacious kitchen with stainless appliances & granite counters offers a sun filled breakfast nook & plenty of room for baking cookies with the kids. Upstairs are 3 generous bedrooms & 2 full bathrooms. The professionally landscaped yard, private bluestone patio & 3 car garage complete this true Winchester gem.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Cambridge Street Winchester MA 01890

Winchester, MA9 Cambridge Street

Price$2,339,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72741662

  • Single Family Detached
  • Bathroom 4
  • Rooms 8
  • Bedrooms 4
  • Square Feet 2,528

WATERFRONT PROPERTY!! Calling all nature lovers! One of a kind property on .99 acres of land with 150' lakefront shoreline. Idyllic setting overlooking upper Mystic Lake & home to Hawks,Herons,Swans & 3 Bald Eagles. Sail, kayak,windsurf and paddle board from your own dock at water's edge. Charming 4 bdrm.,3 1/2 baths Bungalow which features so many upgrades too many to list here. You will love the updated chef's kitchen - Entire interior recently painted with neutral tones. You will enjoy the view of the lake from most rooms and the deck off the dining room. Also a deck off the master bedrm. You will love the recently built three car garage with attic storage. Extensive professional landscaping .Rare opportunity to own a private oasis which is close to schools, shopping & commuter rail. Enjoy nature's beauty all year long. This is a real gem! SHOWINGS BY APPOINTMENT SAT 11:30-2 SUN 11:30-2

Listed by Janet Halloran of RE/MAX Destiny

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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49 Allen Road Winchester MA 01890

Winchester, MA49 Allen Road

Price$2,399,000

Est. Mortgage: $/month

MLS Number 72742401

  • Single Family Detached
  • Village East Hill
  • Bathroom 6
  • Rooms 10
  • Bedrooms 5

Desirable East Side location! Luxurious 5 beds 6 full bath colonial currently UNDER CONSTRUCTION and ready for late Fall 2020 occupancy. Spacious and inviting - this custom designed home offers a grand open floor plan ideal for entertaining and modern day family living.The kitchen features 8' island with seating/ quartz countertops, high-end WOLF/SUB-ZERO appliances, butler's pantry w/ wine fridge, breakfast area and sliders leading out to deck & rear yard. Formal dining room w/ coffered ceiling, and built in window seat add character and charm. Family room off the kitchen with gas FP. The second floor master suite is the the definition of luxury & relaxation - offering a spacious master bedroom, dual walk-in closets, bath with tiled shower/glass encl. double vanity & soaking tub! Three add'l beds incl. junior suite w/ bath, full hall bath and laundry room finish this level. Finished 3rd level is ideal for 5th bed/ in-law suite, Lower level walk out, great family room/ Media w/Bath!

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Winchester Place Winchester MA 01890

Winchester, MA10 Winchester Place, Unit 201

Price$895,000

Est. Mortgage: $/month

MLS Number 72741749

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,801
  • Complex Winchester Place

If you're looking for luxury, Manhattan-style living, you'll love this pristine & tasteful 2 BR, 2 full bath condo located in the heart of Winchester Center, just steps to all downtown shops, restaurants & the train to Boston. Unit 201 is a 2nd floor one-level home boasting 9-foot ceilings, oversized windows, decorative crown moulding, spacious foyer & sun-drenched LR w/ a breathtaking mantel/gas FP & French doors that open up to your private balcony. Beautiful HW floors throughout lead to both your elegant dining area & tastefully updated kitchen w/ quartz countertops, stainless steel appliances, custom above-cabinet ambient lighting, & a hidden stacked washer/dryer. Master suite features a large BR w/ walk-in closet & double-vanity. Sunny 2nd BR can double as a home office or workout room. Also included is a deeded indoor garage parking spot & a climate controlled bonus room on the building's lower level (storage/workout rm/office). Nothing to do but move in and enjoy - welcome home!

Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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256 Forest Street Winchester MA 01890

Winchester, MA256 Forest Street, Winchester Highlands

Price$1,679,000

Est. Mortgage: $/month

MLS Number 72741245

  • Single Family Detached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 5
  • Square Feet 4,334

~New Construction in Winchester~ This 11room, 5 bedroom home is the 2nd of 3 brand new homes by prominent local builder. Thoughtfully designed with an open yet traditional feel. The 1st floor features open concept kitchen and family room w/fireplace, formal dining room, gorgeous kitchen with quartz counters, built in desk and large center island, 1/2 bath & mud room. The 2nd flr features 4 bedrooms, hall way open to foyer below, a large laundry room w/sink, the master suite has two walk in closets, a luxurious bath with soaking tub, separate fully tiled walk-in shower, double sink vanity and private water closet . The 3rd floor has a bonus room plus a 5th bedroom w/full bath perfect for au-pair, in-law or teen suite. This home is perfect for the family looking for convenient access to the Middlesex Fells, Rt 93 and in the popular Muraco School District. Showings ARE allowed and we are adhering to Covid-19 showing guidelines. ~OPEN HOUSE Saturday Oct 18th 11:00am - 12:30pm~

Listed by The Synergy Group and Paul Cirignano of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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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2 Greeley Road Winchester MA 01890

Winchester, MA2 Greeley Road

Price$1,125,000

Est. Mortgage: $/month

MLS Number 72740553

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Square Feet 2,000

Located within walking distance to schools and Winchester's vibrant downtown, this bright, move in ready home is pristine! Recently landscaped yard and walkways welcome you as you enter into the light filled foyer. The main floor has an open, updated kitchen with stainless appliances and plenty of room for a dining or sitting area. A mudroom with built-ins, updated bath, living & dining rooms as well as a screened porch complete the main floor. Upstairs there are 3 good sized bedrooms, a full bath, plenty of storage and access to the 3rd floor bonus room. Enjoy the private fenced yard complete with a new brick walkway out front as well as a patio in the back. The yard has been completely hydroseeded just this week. New roof in spring of 2020. This home is not to be missed!

Listed by Patricia Bruso of Coldwell Banker Realty - Concord

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Charles Road Winchester MA 01890

Winchester, MA52 Charles Road, Unit 52

Price$639,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72739538

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,819

COMPLETELY RENOVATED HOME ON A CUL-DE-SAC!!! Within the Lynch School district & a short distance to McDonald field. Cozy 3 bed, 1.5 bath home is looking for a new owner. The 1st floor includes a living room, perfect for lounging, watching sports or snuggling up with a good read & 1/2 bath. The dining room / kitchen open concept plan is ideal for hosting your next dinner party & laughing with your guests while preparing drinks. Adorned with stainless appliances, Quartz counters & a slider that leads to a deck with spacious back yard. Plenty of room in the finished basement to set up a home office for your working demands. The 2nd Floor has 3 generous bedrooms & a full bathroom featuring beautiful subway tiles & Quartz vanity. Nothing to do but move in & enjoy everything the town has to offer. A short drive to downtown Winchester bustling with coffee houses, boutiques & the commuter rail to Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Richardson Street Winchester MA 01890

Winchester, MA6 Richardson Street, Unit A

Price$799,000

Est. Mortgage: $/month

MLS Number 72739580

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,494

Beautifully updated and maintained condo in Winchester! Incredible location, just 0.7 miles to Winchester Center Train Station and the bustling downtown. Enjoy a spacious open concept layout. The sunny living room with hardwood floors, fireplace, and built in library. The modern kitchen offers granite countertops, breakfast bar, and ample cabinet storage. The dining room adjacent to the kitchen has a walk on deck, beautifully appointed molding and high ceilings. A newly refinished full bath completes the upper level. Down a staircase you are greeted by a generous master bedroom, featuring a walk-in closet. The second bedroom also features a walk in closet. A spacious built in office with a full bathroom completes the lower level. This pet-friendly unit comes equipped with a deeded parking space, a private garden area and in-unit laundry hookups. Great opportunity in a desirable area!

Listed by Eamon Fee of Sun Real Estate Co. Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Richardson Street Winchester MA 01890

Winchester, MA8 Richardson Street, Unit A

Price$899,000

Est. Mortgage: $/month

MLS Number 72739583

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,811

Beautifully updated and maintained condo in Winchester! Incredible location, just 0.7 miles to Winchester Center Train Station and the bustling downtown. Enjoy a spacious open concept layout. The sunny living room has hardwood floors and a fireplace. The modern kitchen offers granite countertops, breakfast bar, and ample cabinet storage. The dining room adjacent to the kitchen has a walk on deck, beautifully appointed molding and high ceilings. A newly refinished full bath completes the upper level. Up a staircase you are greeted by a generous master bedroom, featuring a double closet. The second bedroom also features a double closet. A spacious full bathroom connects the two bedrooms, for easy access. This unit also has private access to a roof deck, overlooking the surrounding neighborhood- a great spot for sun! This pet-friendly unit comes equipped with two deeded parking spaces, a private garden area, an office nook and in-unit laundry hookups. Great opportunity in a desirable area

Listed by Eamon Fee of Sun Real Estate Co. Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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

Winchester, MA200 Swanton Street, Unit 210

Price$329,000

Est. Mortgage: $/month

Open House

MLS Number 72739551

  • Condo or Co-op
  • Next Open House: Mon 10/26 4:00 pm. to 6:00 pm.
  • Bedrooms 1
  • Bathroom 1
  • Square Feet 606

Enjoy The Tranquility Of Parkview Condominiums - This NEWLY Renovated Sun-Kissed Home Features An Eat-In-Kitchen And Open Floor Plan With Private Balcony Off The Living Room Overlooking The Duck Pond And Lush Gardens. The Large Bedroom Has Plenty Of Space For A King Size Bed And Bureaus Featuring A Walk-In Closet With Light. The Outdoor Pool And Cabana Offers Plenty Of Room For BBQ's And Gatherings. The Low Condo Fees Include Heat And Hot Water, Laundry Facilities, In-Ground Pool, Additional Storage, Guest Parking And On-Site Management. The Building Is Conveniently Located Minutes From Winchester Center For You To Enjoy All The Shops And Restaurants As Well As An Easy Commute Into Boston Via The MBTA Commuter Rail or I-93. Take Advantage Of Historically LOW Interest Rates And Own This For Less Than Renting!

Listed by Sherean Azarmi of Urban Circle Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 Gershon Way Winchester MA 01890

Winchester, MA24 Gershon Way, Unit 24

Price$1,625,000

Est. Mortgage: $/month

Open House

MLS Number 72740227

  • Condo or Co-op
  • Next Open House: Thu 10/22 11:30 am. to 2:30 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

ONLY 5 HOME OPPORTUNITIES REMAIN!!! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage.***MODEL HOME OPEN DAILY 11 - 4PM***

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.81% last updated on Oct 15, 2020
* 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 TourAsk A QuestionMore Details

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.