Winchester MA Homes for Sale

Winchester, Massachusetts is a quiet bedroom community located 8 miles north of Boston. Winchester is a family-friendly community that is perfect for raising a family. There are several well-maintained parks in town as well as several bodies of water. 

Check out single family homes for sale in Winchester, MA. Search through hundreds of listings to find the right real estate for you. Save your favorites when you register with us, and you can get email updates when similar properties that match your criteria are posted. Contact us for more information!

8 Webster Street Winchester MA 01890

Winchester, MA8 Webster Street

Price$1,639,000

Est. Mortgage: $/month

MLS Number 72762520

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4
  • Square Feet 3,942

Just in time for the holidays!! This walk to town 4 bedroom 3.5 bath home has been renovated from bottom to top. The first floor features an expansive LR with 2 window seats, fireplace and boxed ceiling. Off the LR is the DR with beautiful builtin cabinets. The kitchen features subzero/wolf appliances, farmers sink, large island and breakfast area. FR with fireplace and lots of windows. 1/2 bath and mud room with slate floors complete the first floor. The 2nd FL has 4 BR's and 2 baths and laundry closet.The fully finished basement has 1 full bath, media room and playroom and storage room. 3 new heating systems, new plumbing and electrical, new roof, new kitchen and baths. 2 car detached garage. This home has the charm of 1880 when originally built with all the modern features of 2020!!

Listed by Daniel Demers of Sell Your Home Services

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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3 Pilgrim Drive Winchester MA 01890

Winchester, MA3 Pilgrim Drive

Price$2,399,000

Est. Mortgage: $/month

MLS Number 72761553

  • Single Family Detached
  • Village West Side
  • Bathroom 5
  • Rooms 15
  • Bedrooms 5

Spectacular one of a kind home situated on a premiere lot offering almost an acre of level land! If you are looking to build a pool or tennis court or even both, this could be your chance! This home has been beautifully expanded and renovated by a top builder offering over the top quality and designer finishes creating this 6,000 sf masterpiece! This chic, custom designed home has an expansive floor plan w/space for the entire family to enjoy! First floor direct entry 2-car garage leads into great mudroom, gorgeous kitchen with induction stove, high end appliances, & quartz counters .. adjacent breakfast room plus family room w/ gas fplc, dining room, formal living w/ add'l fplc, First floor master suite w/ office / sitting room and lavish spa-like bath! Stunning second family room with walls of windows will for sure be your favorite room, overlooking gorgeous, expansive rear yard! Second floor offers 2nd master en-suite option lower level full walk out / use as gym/ media/ game room.

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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17 HOLLYWOOD Road Winchester MA 01890

Winchester, MA17 HOLLYWOOD Road

Price$1,399,900

Est. Mortgage: $/month

MLS Number 72760799

  • Single Family Detached
  • Village East Hill
  • Bathroom 5
  • Rooms 8
  • Bedrooms 5

You'll fall in love with this beautiful Custom Built Colonial in this coveted East Hill neighborhood. This attractive home is over 4500 SF & features 9 rooms, 5 bedrooms including dual Master Bedrooms, 5 Baths, open concept Kitchen & Family room, 1st Floor Master addition is spacious with a sizable walk in closet, built in office area and a premium bath en suite. Beautiful front to back Living Room with fireplace too! 2nd Floor offers 4 bedrooms, 2 baths & plenty of closet space. Lower Level includes another finished family room with fireplace & a walk out to a patio. 2 car garage. This home is perfect for modern family living & perfect for entertaining too. Easy access to major highways & only 8 miles to Boston. Enjoy the Middlesex Fells Reservation too! Close to the T & to downtown Winchester resplendent with Restaurants, Coffee bistros & unique shops. Don't miss this opportunity to live in one of Winchester's favorite neighborhoods. View floorplans & Matterport online.

Listed by Jan Triglione Team and Jan Triglione of Premier Realty Group, Inc.

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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1 Windsong Lane Winchester MA 01890

Winchester, MA1 Windsong Lane

Price$1,575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72758770

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 5
  • Square Feet 4,875

This gorgeous ranch home was thoughtfully designed as an entertainer's dream, inside & out! Huge lower level is custom-built for sports lovers, featuring an exercise room w/ sauna, 3/4 bathroom, mini kitchen, gorgeous built-in bar, walk-in cedar closet & even a built-in ping pong table! Main level boasts a recently renovated chef's kitchen offering custom cabinets, silestone counters & Bosch appliances, including double dishwashers! Oversized kitchen includes both eat-in & bar seating as well as separate desk & mudroom spaces. In addition to 4 sizable bedrooms, enjoy a private master suite w/ ensuite bath. Spacious family room is highlighted by a marble fireplace & slider leading out to your new backyard oasis! Enjoy a heated pool w/ diving board, surrounded by bluestone patio w/ built-in fireplace. 2 car garage w/ circle driveway, located on quiet cul de sac in new VO district. Entertain all year long!

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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5 Grant Road Winchester MA 01890

Winchester, MA5 Grant Road

Price$999,000

Est. Mortgage: $/month

MLS Number 72758868

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Square Feet 2,592

This one-owner, three bedroom Ranch style home has been beautifully maintained and is close to major commuting routes. Located in the Muraco School District, you will enjoy its bright, open concept living room, which is perfect for entertaining. There is also a wood-burning fireplace and a large bow window which overlooks the front yard. The dining room leads to a large den which is adjacent to the spacious back-yard. Upon entering the two-car garage you have access to the finished lower level with a second fireplace. Don't miss this great opportunity!!

Listed by Nancy O'Herron and Sal Dipinto of Coldwell Banker Realty - Winchester

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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22 Mayflower Road Winchester MA 01890

Winchester, MA22 Mayflower Road

Price$1,275,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72754941

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Square Feet 2,820

**Multiple offers, highest/best due on Friday November 20th at Noon** An exceptional opportunity abutting the Winchester Country Club. Renovate, expand or design your dream home. The options are endless for this never before offered home. Enjoy spectacular sunrises and long views from the 4 bedroom 2 -1/2 bath home. Absolutely gorgeous golf course lot with winter views of Boston. Come take a look at this Diamond in the rough!!

Listed by Ronald Buck of Leading Edge Real Estate

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%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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 Hastings Road Winchester MA 01890

Winchester, MA2 Hastings Road

Price$1,949,900

Est. Mortgage: $/month

Open House

MLS Number 72752353

  • Single Family Detached
  • Next Open House: Sun 12/6 12:00 pm. to 1:30 pm.
  • Bathroom 4
  • Rooms 8
  • Bedrooms 5

This Pristine Colonial Home is located on a lovely cul de sac in a very desirable Winchester neighborhood close to the town forest. Upon entering this home, you will be captivated by all the attention to detail, wonderful scale with tall ceilings and the excellent flow that leads you to the magnificent custom designed chef's kitchen which is the heart of this home. No expense was spared in this dream kitchen with very high end appliances featuring Wolf, Thermador, Subzero and Fisher & Paykel, hand stained custom cabinetry and the 11 ft. center island which offers perfect function and ease for everyday living and entertaining. The second floor offers a wonderful master bedroom suite with a beautiful master bath that includes a BainUltra tub, a steam shower and a custom designed walk in closet plus three additional bedrooms. The media room, exercise area and and private guest suite is found in the nicely finished lower level. Professionally landscaped lot. Truly Special, Don't Miss It!

Listed by Ida M. Bianco of Coldwell Banker Realty - Winchester

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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7 Aristotle Drive Winchester MA 01890

Winchester, MA7 Aristotle Drive

Price$1,575,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72749464

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 5
  • Square Feet 3,652

Are you looking for an overall incredible home with a recently renovated chef's kitchen? This kitchen features: Wolf cooktop, SubZero refrigerator, double ovens, custom cabinets and farmers sink. The kitchen is open to a sunken family room with gas fireplace and access to a three seasons heated sun room. This is the perfect home for entertaining! First floor bedroom or home office makes this a fantastic option for guests or when working from home. Master bedroom with updated on-suite bathroom and 3 additional bedrooms with 1 full bathroom complete the second floor. The finished basement is a great space if you need to expand as there is plenty of room for playroom, media room/home gym, and features a bar with sink. Enjoy the attached 2 car garage and spacious corner lot with mature landscaping large enough for a pool. The home is a short distance to recently renovated Vinson Owen Elementary.

Listed by Andersen Group Realty and Sven Andersen of Keller Williams Realty Boston Northwest

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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109 Cambridge Street Winchester MA 01890

Winchester, MA109 Cambridge Street

Price$1,275,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72745473

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 6
  • Square Feet 3,050

OPEN HOUSES CANCELLED THIS WEEKEND! 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.

Listed by The Lorrie Parajeckas Group and Lorrie Parajeckas of Compass

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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

Active With Contract

MLS Number 72745092

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Square Feet 2,042

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

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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
Open House

MLS Number 72741245

  • Single Family Detached
  • Next Open House: Sat 12/5 11:00 am. to 12:30 pm.
  • Bathroom 4
  • Rooms 11
  • Bedrooms 5

~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 SUN NOV 22nd 1:00-2:30 PM ~

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

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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$1,099,000

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. New roof in spring of 2020. This home is not to be missed!

Listed by Patricia Bruso of Coldwell Banker Realty - Concord

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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41 Emerson Road Winchester MA 01890

Winchester, MA41 Emerson Road

Price$1,259,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72732287

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 3
  • Square Feet 2,550

DESIRABLE WEST SIDE LOCATION - Charm and Character throughout this meticulously maintained and updated home set on one of Winchester's most beautiful - very PRIVATE and level lots - tremendous potential for future EXPANSION - 18,836 sq' Lot L Featuring Newer Systems, Newer Roof, Replacement Windows; Exterior and Interior recently Painted; 9 Rms; 3 BD's - 4 New full BA's, spacious updated Kitchen and Dinette w/Mudroom; lg Living Rm w/FP and built-in cabinetry, Sliders to large screened Porch and Dining Rm w/built-in cabinetry. 2nd floor offers a Master Bedroom w/Master Bath - 2 additional Bedrooms and full Bath. Walk-out Lower Level has a large Family Rm/Office w/Fireplace, Laundry/Exercise Rm and Bath - ideal for NANNY/IN-LAW Suite. Garage and parking for 5 cars; the two-story oversized Deck overlooks an EXPANSIVE YARD with gorgeous flowering trees and perennials. Ambrose School District - Minutes to Winchester Center - Schools - two Commuter Train Stations - 10 minutes to Boston

Listed by Lucille Murray of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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310 Main Street Winchester MA 01890

Winchester, MA310 Main Street

Price$2,599,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72730144

  • Single Family Detached
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5
  • Square Feet 5,204

This stunning modern day classic is just 7 miles north of Boston offers great curb appeal & has been impeccably designed and beautifully constructed by top design/build team. Located on prominent Main St. just outside the center, with quick easy access to schools, the train to Boston, shops, restaurants, ponds, trails. This glorious home offers high end designer finishes and style that cannot compare. First floor w/ gorgeous kitchen, 48' Wolf Stove, Sub Zero fridge,oversized island and adjacent family room w/fireplace, direct entry to garage. 1st floor office, living room w/fplc, stylish dining rm w/ soapstone wet bar/server great for entertaining! step outside the french doors to bluestone patio with wrap around seating. Second floor offers 4 beds 3 baths with a master that is straight out of a magazine! 20' Cathedral ceilings, cozy fireplace, spa-like bath w/ soaking tub and oversized shower. Third floor offers 2 add'l rooms & full bath. Finished LL media/playroom/Gym w/ full bath!

Listed by Kim Covino of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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11 Niles Lane Winchester MA 01890

Winchester, MA11 Niles Lane

Price$2,299,000

Est. Mortgage: $/month

MLS Number 72727847

  • Single Family Detached
  • Bathroom 4
  • Rooms 12
  • Bedrooms 6
  • Square Feet 6,354

Imagine coming home to a quiet home flooded with natural light, nestled in privacy & across the street from the Mystic Lake. This sprawling contemporary Colonial offers just that, on one of the most prized street in town, where homes rarely convey. And it comes with deeded land directly on the lake, so you have full access whenever you want. 6 bedrooms, including a first floor en-suite set up, perfect for nannies or guests. The large open floorpan offers a gigantic kitchen and family room, and a design that just begs you to entertain. French doors flank the rear of the house, leading to a sprawling patio and BBQ area. The master suite offers a huge bed chamber, large dressing room w/multiple closets and a private bath. Custom finishes highlight this home at every turn, including the hand-made iron stair rails, builtins, columns, trim and elaborate entry chandelier. A large playroom is located in the basement, and there is ample room to add a wine cellar or work room. Plus, 2 car garage

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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11 Canal Street Winchester MA 01890

Winchester, MA11 Canal Street

Price$549,900

Est. Mortgage: $/month

MLS Number 72725943

  • Single Family Detached
  • Bathroom 1
  • Rooms 6
  • Bedrooms 2
  • Square Feet 722

Attention first time buyers and down-sizers! ~BEST DEAL IN WINCHESTER~This NEWLY REMODELED 6 room ranch is the perfect condo-alternative. There are 2 bedrooms, a brand new kitchen, separate dining room, a brand new full bath and a den which is perfect for a home office or guest room. Need more space...a full basement with tall ceilings offers expansion possibilities plus there are pull down stairs to a large attic providing plenty of additional storage. Hardwood floors throughout, new windows, new front and side porches plus a large fenced in back yard, perfect for outside entertaining. Savvy buyers will see this as a great value and an investment that will surely appreciate. Call now for a private showing. ~ OPEN HOUSE SUNDAY NOV 22nd 12:00-1:30 PM ~

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

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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1 Stonefield Circle Winchester MA 01890

Winchester, MA1 Stonefield Circle

Price$1,899,000

Est. Mortgage: $/month

MLS Number 72725701

  • Single Family Detached
  • Bathroom 5
  • Rooms 14
  • Bedrooms 5
  • Square Feet 5,116

Must see this modern colonial farmhouse w/ oversized 2 car attached garage and wrap around farmers porch! Completely renovated and expanded by top local builder, this home is located across from the flats area in desirable Stonefield Estates cul-de-sac. This beautiful sprawling home boasts a grand yet very livable first floor with high end chefs kitchen, first floor office/ family room, beautiful dining room and front to back living room with floor to ceiling windows, access to deck / side yard and fireplace. Second floor offers 4 large bedrooms w/ 3 baths .. second floor laundry and study room. The master is beautiful with cathedral ceilings, walk in closet & custom designer bath. Finished third floor offers great space for guests/ additional office or nanny quarters! Lower level game room/ family room / gym with add'l bath. Curb appeal doesn't get much better than this! Enjoy all of the modern amenities along with the old world charm this special home offers! Ambrose elementary.

Listed by Kim Covino of Leading Edge Real Estate

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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94 Grove Street Winchester MA 01890

Winchester, MA94 Grove Street

Price$1,239,000

Est. Mortgage: $/month

MLS Number 72725275

  • Single Family Detached
  • Village Wedgemere
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4

CLASSIC AND ELEGANT CENTER ENTRANCE BRICK FRONT COLONIAL WITH PRIVATE YARD AND 2 CAR GARAGE This meticulously maintained stately home is loaded with details and charm; mahogany woodwork, French doors and hardwood floors throughout. Gracious foyer with curved banister, front to back fireplaced living room with coffered ceiling and built in bookcases, formal dining room with wainscoting and china cabinet, updated kitchen with maple cabinets, granite counter tops and stainless steel appliances. Extra large sun drenched three season porch with fieldstone flooring and a half bath complete the first floor. Upstairs you will find the spacious front to back master bedroom with en suite 3/4 bath and four closets, three additional bedrooms and another full bath. Finished lower level with fireplace, walk in storage closet, laundry room and a full walk up attic. Brand new tankless heating/hot water system. Pride of ownership is apparent throughout this home. Showings begin Sat. Sept 19th.

Listed by Jason Saphire of www.EntryOnly.com

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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17 Squire Road Winchester MA 01890

Winchester, MA17 Squire Road

Price$1,098,850

Est. Mortgage: $/month

MLS Number 72704513

  • Single Family Detached
  • Village Winchester Estates
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4

Wonderful West-Side-Neighborhood home has a unique 4-level-open layout. Bright living spaces & inviting entry foyer lead to the primary bedroom suite with double closets & private bath. Spacious main level has a fully applianced kitchen with cherry cabinetry, granite counters & breakfast bar that opens to the dining & living rooms, a perfect layout for easy living or entertaining. The upper level offers 3 large bedrooms, full bath with linen closet & has hardwood floors throughout. There is excellent easily accessible attic storage in two locations. The lower level offers a rec room & office area with glass doors leading to the multi-level patio. The 1/2 acre lot has multiple perennial plantings, offering privacy & space for expansion. Close to Winchester Swim & Tennis Club, Wright Locke Farm & the Vinson-Owen elementary school, shopping, the commuter rail, easy highway access to Routs 128 & 93 & all the wonderful things that Winchester has to offer.

Listed by Carol Fontana of RE/MAX Andrew Realty Services

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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94 Thornberry Road Winchester MA 01890

Winchester, MA94 Thornberry Road

Price$1,225,000

Est. Mortgage: $/month

MLS Number 72688816

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Square Feet 3,043

Welcome home! Opportunity knocks on the very desirable Thornberry Road. This property is set on 20,000 sqft. with over 3000sqft of living space. 4-bed, 3-bath split entry home in the West side of Winchester, Beautiful open concept on main level; sun-filled kitchen offers bar seating that opens to the large family room complete with a gas stove and skylights, perfect for entertaining friends and family. The dining room opens to your very own private deck and after dinner you can relax in the fireplaced living room. The 3 bedrooms on the main level have hardwood floors and ample closet space, and the master comes with an en-suite bathroom. The Garden level/lower level boasts fireplaced family playroom/game room, bedroom, full bathroom, full laundry room and your own home office, Spacious garage & storage. Easy access to Winchester and Lexington town centers, Whipple Hill Nature Preserve, Wright-Locke Farm, Winchester Swim & Tennis Club, and major routes and commuter rail Stations.

Listed by Peter Rooney of William Raveis R.E. & Home Services

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$
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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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19 Windemere Road Winchester MA 01890

Winchester, MA19 Windemere Road

Price$2,095,000

Est. Mortgage: $/month

MLS Number 72681452

  • Single Family Detached
  • Village Westside
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5

Stunning Colonial with contemporary flair! As you enter the spacious foyer,you will appreciate many custom features. Bathed in natural light, with high ceilings,each room flows into the next. Open concept eat-in gourmet kitchen with island is perfect for entertaining, with easy access to backyard and patio. Enjoy family gatherings in spacious formal dining room. As the unique layout continues with formal living room and generous size family room each boasting its own fireplace. The second floor stairwell with Brazilian Cherry flooring leads to four bedrooms and separate laundry. Private master suite on third level will wow you in every way! High ceilings, fireplace, walk-in closet and designer bath with double vanity, separate shower and soaking tub makes this space feel like a Spa get-away. Adjacent room with balcony is great for home office etc.Large finished basement with cedar storage, bar area and more,,This beautiful home is is ideal for extended family, au pair or in laws.

Listed by Cathy Paolillo of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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432 South Border Road Winchester MA 01890

Winchester, MA432 South Border Road

Price$1,985,000

Est. Mortgage: $/month

MLS Number 72665236

  • Single Family Detached
  • Bathroom 6
  • Rooms 10
  • Bedrooms 5
  • Square Feet 6,095

NEW Price, NEW CONSTRUCTION Step right into this beautifully designed custom home and make it yours. This spectacular home offers 5 bedrooms and 5.5 baths, and is situated on a large lot across from the Middlesex Fells, just minutes from downtown Boston. This beautiful home offers today's amenities with two car garage, direct entry into mudroom, high-end chef's kitchen, great room with fireplace, and office, all with luxury finishes such as coffered ceilings and hardwood floors. First floor offers guest bedroom with full bath. Second floor includes master suite with walk-in closet and master bath with soaking tub, laundry room and three additional bedrooms. Expansive basement, could be finished for exercise space or media. Large, flat backyard offers ideal space for outdoor dining and entertaining. Enjoy all that Winchester offers, including award-winning schools, quaint Winchester Center with restaurants, shopping, Farmer's Market, and library, and two commuter rail stations.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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39 Myopia Road Winchester MA 01890

Winchester, MA39 Myopia Road

Price$2,099,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72651112

  • Single Family Detached
  • Village Myopia
  • Bathroom 5
  • Rooms 14
  • Bedrooms 5

If you are searching for privacy in a sought after enclave of Winchester this is the home for you. Large sunfilled 1st floor with a flexible floor plan. Enter into a gracious foyer with a dramatic curved staircase. The kitchen is open to family room with wide-planked hardwood floors. Huge 4 season sunroom w/ fireplace, Palladian windows and a series of glass french doors overlooking your private oasis & pool area. Formal living rm w/ marble fireplace. A sophisticated study w/ bay window & fireplace overlooking the back yard. Beautiful dining room perfect for entertaining large gatherings or intimate family meals. 2nd floor offers a private master bedroom suite w/ 4 additional bedrooms. Finished walk-out lower level w/ a large tiled bonus room, additional space for guest or au pair. Attached 2 car-garage. Close to Country Club, Boat Club & only 8 miles from Boston. Bring your design ideas and make this your forever home. House cannot be seen from street.

Listed by Leigh Ventura and David Hayes of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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508 South Border Road Winchester MA 01890

Winchester, MA508 South Border Road

Price$1,649,900

Est. Mortgage: $/month

MLS Number 72483056

  • Single Family Detached
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5
  • Square Feet 4,450

Winchesters finest new home value!!This beautiful new construction (originally the model home), three level Colonial home is a must see and is move in ready! Located across the street from Middlesex Fells Reservation, this is the perfect location for everything Winchester has to offer. This home features 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! Property has underground lawn irrigation, to help maintain the exterior of this gorgeous property!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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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