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!

4 Sheffield Road Winchester MA 01890

Winchester, MA4 Sheffield Road

Price$2,229,000

Est. Mortgage: $/month

Open House

MLS Number 72729287

  • Single Family Detached
  • Next Open House: Sun 09/20 1:00 pm. to 2:00 pm.
  • Bathroom 4
  • Rooms 12
  • Bedrooms 6

Storybook colonial with all the updates you desire & an address that can not be beat! Located on one of Winchesters most desired streets, this home is with filled with character & detail, perfectly blended with modern amenities and high end finishes. Direct access from the 2 car garage to side porch, mudroom with built in bench and storage lockers, half bath & laundry. The kitchen; the heart of this home is stunning and feat. viking appliances, granite counters, double ovens, center island and cozy breakfast nook with built in seating overlooking rear patio and beautifully manicured yard. The dining room can seat many and offers original coffered ceilings & wood fireplace. Formal living room with fireplace & beamed ceilings, large family room on first floor & great screen porch complete this floor. Second floor offers 4 large bedrooms, master with full bath, third floor offers two additional rooms great for home office. Lower level w/media/game/gym rooms w/ full bath & 2nd laundry rm.

Listed by Kim Covino of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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47 Lawson Road Winchester MA 01890

Winchester, MA47 Lawson Road

Price$1,549,000

Est. Mortgage: $/month

Open House

MLS Number 72728850

  • Single Family Detached
  • Next Open House: Sat 09/19 12:00 pm. to 1:30 pm.
  • Bathroom 4
  • Rooms 9
  • Bedrooms 5

This is one of those "special" homes! Welcome to 47 Lawson Road- a sweet location coveted by so many and close to both Winchester train stations, schools and Fells Reservation. A classic colonial, this home features a newly updated kitchen with high end finishes and appliances, open to a family room with lots of windows and french door to a lovely deck and yard. Enjoy a formal dining room and living room, perfect for entertaining and beautifully decorated. The second floor features three spacious bedrooms, in addition to a large master suite with vaulted ceilings and updated master bathroom and custom built-ins. The third floor offers another bedroom and full bathroom. Partially finished basement is perfect for a playroom or media room. The professionally landscaped yard is private and fully fenced in with plenty of play space. Two car attached garage, central air, newer systems and so much more. This home is a treasure- not to be missed!

Listed by Karen S. Garrett of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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$2,499,000

Est. Mortgage: $/month

Open House

MLS Number 72727847

  • Single Family Detached
  • Next Open House: Sun 09/20 12:30 pm. to 2:30 pm.
  • Bathroom 4
  • Rooms 12
  • Bedrooms 6

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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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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457 Washington Street Winchester MA 01890

Winchester, MA457 Washington Street

Price$679,000

Est. Mortgage: $/month

Open House

MLS Number 72728302

  • Single Family Detached
  • Next Open House: Sat 09/19 12:00 pm. to 1:00 pm.
  • Bathroom 2
  • Rooms 7
  • Bedrooms 2

MUST SEE opportunity to own in Winchester! This inviting two bedroom, one and one half bath Colonial home is situated in a prime location, directly across from Leonard field and near highly desirable Muraco school & playgrounds. You'll feel its charm as soon as you enter its spacious living room with a gorgeous fireplace. Modern kitchen leads into a formal dining room, featuring a sliding door out into a large, private patio. Finished basement offers ample space for a home office, media area or playroom, as well as an additional half bath. The second floor features two bedrooms and a newly renovated full bath, complete with gorgeous skylight. There are smart home features throughout the house, including Nest thermostats, alarms and doorbell. Quick walk to the Fells reservation or Tri-Community Greenway. Easy access to Rte. 93, downtown shops, restaurants and commuter transportation. Welcome to Winchester!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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50 Grove Street Winchester MA 01890

Winchester, MA50 Grove Street

Price$1,150,000

Est. Mortgage: $/month

Open House

MLS Number 72728379

  • Single Family Detached
  • Next Open House: Sat 09/19 11:30 am. to 1:00 pm.
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3

This lovely center entrance colonial will delight! Through the foyer, enter the inviting living room with fireplace, then flow to the 3 season sunroom to enjoy the views of the beautiful backyard & gardens. The first floor office with a closet is essential for today's living, and gives an option for a 4th bedroom. Dining room with built-in china cabinet is wonderful for entertaining. The bright & sunny kitchen has a custom dining area and adjacent half bath. Upstairs find 3 spacious bedrooms with generous closets & hardwood floors, and the full bath. The updated lower level provides great bonus space for a family room & fitness area. Large enclosed, backyard with so much space to relax & play. The landscaping has been updated with many new plantings to make the outdoor space an oasis. This home has been recently painted inside & out, replacement windows installed, the storage shed recently refurbished, and many other special touches added. So much to love about this home!

Listed by Katie Tully of Waterfield Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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180 Dothan Street Winchester MA 01890

Winchester, MA180 Dothan Street

Price$779,900

Est. Mortgage: $/month

Open House

MLS Number 72727828

  • Single Family Detached
  • Next Open House: Sat 09/19 10:00 am. to 12:00 pm.
  • Bathroom 2
  • Rooms 8
  • Bedrooms 3

Move-in Ready charming 3 bedroom, 2 bath single family in desired Winson-Owen school district.This well maintained bright home offers a large open layout 1st floor with a seamless transition to the elegant centered formal dining room. A bright and good size family room with fireplace. Newer Anderson Wood Windows on 1st and 2nd floor. Newer hardwood floor throughout the house! 1st fl family room & master bedroom was part of 2008 addition. 2013 renovated kitchen and 1st fl bathroom. The kitchen also stuns with sparkling granite counters, stainless steel appliances, a center island, and elegant cherry cabinet. Two bedroom and one bath on 2nd level with skylines illuminate your room throughout the day. The walk-out unfinished full basement with plenty of storage spaces. A well-executed landscape integrated variety of elements make the fenced backyard a functional and beautiful spaces for outdoor living. Truly wonderful opportunity to live in Winchester at a very affordable price.

Listed by Sichong Yu of Phoenix Real Estate Partners, LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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34 Everett Avenue Winchester MA 01890

Winchester, MA34 Everett Avenue

Price$2,699,000

Est. Mortgage: $/month

MLS Number 72727846

  • Single Family Detached
  • Village Lake
  • Bathroom 4
  • Rooms 11
  • Bedrooms 6

Old world beauty and detailing are perfectly preserved throughout this home that sits majestically above the upper Mystic Lake on desirable Everett Avenue. Enjoy watching the sunrise every morning over the water from your private deck or sunroom, take in the wildlife that is abundant and enjoy a swim or kayak ride at your leisure. 6 bedrooms provide ample room for all and offer options of home offices and remote learning areas as well. Each room in this home is grand in scale, with hard wood floors, gorgeous mahogany detailing and doors and a fabulous butler's pantry. There's a huge lower level playroom that opens directly to the back yard, upper deck for dining and a one-car garage. Walk to the train, schools, town center and parks easily. This home is priced well below neighborhood value and awaits your special touch!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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$599,900

Est. Mortgage: $/month

Open House

MLS Number 72725943

  • Single Family Detached
  • Next Open House: Sun 09/20 1:00 pm. to 2:30 pm.
  • Bathroom 1
  • Rooms 6
  • Bedrooms 2

Attention first time buyers and down-sizers! 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. The abutting property is slated to be redeveloped to residential. 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 Sept 20, 1:00pm - 2:30pm.

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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 Wainwright Road Winchester MA 01890

Winchester, MA7 Wainwright Road

Price$949,000

Est. Mortgage: $/month

Open House

MLS Number 72726270

  • Single Family Attached
  • Next Open House: Sun 09/20 1:30 pm. to 3:00 pm.
  • Bathroom 4
  • Rooms 9
  • Bedrooms 3

Turnkey at The Ledges, the upscale condo community with the feel of single family living without the hassle of outside maintenance. Cathedral ceilings, open floor plan with fireplace living room overlooking Sucker Brook Conservation & its many species of wildlife enhances the effect. Need a home office? The first floor den/office just might be the ticket or use a lower level room with daylight filtering in. Hardwood floors on the main level enhance the living areas. Deck off the dining room to enjoy the serene wooded views. Updated appliances & breakfast nook. Dining room with wet bar & access to deck are some of the exceptional features. With 3 levels of living, Master Bedroom en suite, there is space on all levels to enjoy. Lower level has optional 3rd bedroom or office & includes a full bath & family room direct to outdoor space. Attached 2 car garage into the home assures privacy. Nearby shopping, walking trails & more. Move in & enjoy Carefree living at its best.

Listed by Joanne Hofmann of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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$1,999,000

Est. Mortgage: $/month

Open House

MLS Number 72725701

  • Single Family Detached
  • Next Open House: Sun 09/20 11:30 am. to 1:00 pm.
  • Bathroom 5
  • Rooms 14
  • Bedrooms 5

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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$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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$1,299,000

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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37 Emerson Road Winchester MA 01890

Winchester, MA37 Emerson Road

Price$1,199,999

Est. Mortgage: $/month

Open House

MLS Number 72724640

  • Single Family Detached
  • Next Open House: Sat 09/19 2:00 pm. to 3:30 pm.
  • Village West Side
  • Bathroom 4
  • Rooms 9

Spacious 4 BDRM colonial in sought-after Ambrose neighborhood offers gorgeous Great Room for family gatherings and lovely yard with mature plantings that flower from season to season The airy GR has cathedral ceiling, skylights, and sliding glass doors that open to the huge outdoor deck, a private oasis overlooking professionally landscaped backyard. GR connects through French Doors to elegant LR with brick fireplace. Across the foyer is DR w/built in china cabinet. The roomy eat-in kitchen boasts a large breakfast bar, unique pantry with endless cabinets and table area for meals or study. The at-grade lower level consists of FR/office with cozy wood burning stove, adjoining full bath, plus roomy 4th Bdrm with its own private door to the backyard. Great privacy for in-law, au pair or home office. Looking for green living? Newly installed solar panels have met annual electricity demand each year since they were installed. No electricity bills!! Plenty of storage space in garage & attic

Listed by Errico Team, Kelly Errico and Mary Errico of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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33 Canterbury Road Winchester MA 01890

Winchester, MA33 Canterbury Road

Price$1,075,000

Est. Mortgage: $/month

Open House

MLS Number 72724692

  • Single Family Detached
  • Next Open House: Sun 09/20 2:00 pm. to 3:00 pm.
  • Bathroom 2
  • Rooms 12
  • Bedrooms 4

Come see this charming Colonial located in one of Winchester's most sought after neighborhoods! Step into this 4 bedroom, 1.5 bath home into a large living room with fireplace, leading into a formal dining room with picture window overlooking the gorgeous backyard. Kitchen features stainless appliances, granite countertops and custom cabinetry. Enjoy a 1st floor family room with dutch doors that open into a private, backyard sitting area and patio. Upstairs offers 4 bedrooms and full bath, including a spacious master bedroom suite built over the attached two-car garage. You won't believe the size of this huge, well-maintained yard, great potential for in-ground pool or endless expansion options! Will not last, don't wait!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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32 High Street Winchester MA 01890

Winchester, MA32 High Street

Price$925,000

Est. Mortgage: $/month

Open House

MLS Number 72724913

  • Single Family Detached
  • Next Open House: Sun 09/20 2:00 pm. to 3:00 pm.
  • Bathroom 2
  • Rooms 9
  • Bedrooms 3

Looking for one-level living with potential for expansion? Don't miss this charming, exceptionally maintained 3 bedroom, 2 bath Ranch-style brick home with spacious, private backyard. Enter into a sun-filled living room with a fireplace, that flows into a formal dining room. French doors lead into a family room with gorgeous views of the private backyard space. Recently renovated kitchen boasts stainless appliances, granite counters, wine fridge and maple cabinets. Master bedroom features a private full bath. Two additional bedrooms and another full bath complete the floor plan. Partially finished lower level offers another fireplace and great potential for expansion! Central A/C included. Ideal location with circular driveway, across from Ambrose school and playground, easy walk to town and commuter rail.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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18 Ardley PLACE (not ROAD) Winchester MA 01890
Active With Contract

MLS Number 72718363

  • Single Family Detached
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4
  • Square Feet 3,108

Extraordinarily expansive Royal Barry Wills Cape in the lovely, private Ardley Place cul-de-sac has been in the family for 30 years. You will be pleasantly surprised by the spaciousness of this home. The front foyer leads to both the formal dining room and fireplace living room. The first floor office leads to the laundry, spacious eat-in kitchen with island and opens to a step-down family room overlooking the picturesque back yard. The second floor hallway is flanked by four graciously-sized bedrooms with ample storage and two full baths. The master bedroom is ideally and privately situated above the garage with its own private bath. The lower, heated level which opens directly to the backyard, has an additional family room with fireplace, full-size windows and a unique bar that will take you back to days gone by. This is truly a warm and magical home.

Listed by Anne Spry of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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208 Cross Winchester MA 01890

Winchester, MA208 Cross

Price$699,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72723984

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 3
  • Square Feet 1,468

Welcome home to Winchester! This charming cape has been lovingly cared for and maintained by the same owners for over 20 years. The eat in kitchen boasts heated floors, natural gas cook top, and stainless steal appliances. First floor offers a formal dining room with a fireplace, and a cozy living room. One bedroom on the first floor makes for a perfect for a guest room, with a full bathroom adjacent! The expanded second level boasts an updated bathroom with dual shower heads. Master bedroom with 3 closets and ample storage. Full basement, with electric washer dryer hookups and a walkout to your backyard oasis. The patio overlooks all the beautiful flowers and landscaping. Not just a drive-by, come make this spectacular home yours before the holidays! Offers, if any due Tuesday 9/15 by noon

Listed by Tara Whelan of Keller Williams Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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20 Coolidge Road Winchester MA 01890

Winchester, MA20 Coolidge Road

Price$1,179,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72724543

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 5
  • Square Feet 3,250

Welcome home to this stunning Westside contemporary. The design provides an abundance of natural light with privacy inside & out. This well-maintained 5 bedroom & 3 full bathroom property offers a flexible multi level floor plan with great options for home offices & a 1st floor guest bedroom. The oversized master bedroom comes with a large walk-in closet/workout room along with an en-suite double vanity bathroom. 1st floor boasts vaulted ceilings, eat in kitchen with stainless steel appliances and an open floorplan that is ideal for entertaining. Both the fireplaced family room & living room open to a spacious deck, overlooking a beautiful back yard & conversation land. Wait, there is more-the finished lower level walkout offers more space for family entertainment, a gym and office. 2 car garage with 4 car driveway, and large storage shed. Easy access to Winchester and Lexington town centers, Whipple Hill Nature Preserve, Wright-Locke Farm, & major routes and commuter rail Station.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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195 Cambridge Street Winchester MA 01890

Winchester, MA195 Cambridge Street

Price$950,000

Est. Mortgage: $/month

MLS Number 72724485

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 5
  • Square Feet 2,943

A colonial with an old charm, that is awaiting your renovation, will soon be your modern dream home! With just a few final touches, this colonial will be the perfect getaway, with a private oasis; just a few steps into your backyard. Current updates to the home include refinished hardwood floors, new appliances, new electrical panel, and rewiring throughout the house. Just under 3,000 sqft. of space, 4 bedrooms with the potential of turning one into a 5th, 3 bathrooms, a 2 car garage, and full driveway. With an open space both indoor and outdoor, this makes for the perfect home to entertain family and friends. The possibilities are endless with this unique floor plan. The design plans will be sold with the home to complete the renovation.

Listed by Witter & Witter Boston / Cape Cod Connection and Jessica Witter of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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12 Wolcott Road Winchester MA 01890

Winchester, MA12 Wolcott Road

Price$1,525,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72722027

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4
  • Square Feet 3,979

So much to love about this gracious 1930s colonial that has been thoughtfully updated throughout. The first floor features an office & second potential workspace, essential for today's living. Relax in the sunny living room with window seat & gas fireplace, which flows to the spacious kitchen with island, wet bar & breakfast area. The formal dining room with chair rail & french doors is wonderful for entertaining. The second floor was recently reconfigured to add a walk-in master closet & expanded master bath with custom shower & radiant floor heat. Two additional bedrooms & updated family bath complete the second level. The third level includes the fourth bedroom & great bonus space. If all this is not enough, the family room in the lower level provides more finished space for a playroom, gym or media area. Don't miss the soundproof music room complete with a stage! Beautifully landscaped flat yard with deck & patio, close to the Fells with trail access nearby. Welcome home!

Listed by Katie Tully of Waterfield Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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93 Sylvester Avenue Winchester MA 01890

Winchester, MA93 Sylvester Avenue

Price$849,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72722117

  • Single Family Detached
  • Bathroom 2
  • Rooms 9
  • Bedrooms 3
  • Square Feet 2,053

Tucked away in a quiet neighborhood, you'll discover this charming gambrel home with welcoming farmer's porch and fabulous curb appeal! First floor features 9 feet ceilings, eat-in kitchen with maple cabinets, stainless steel appliances and window door out to back patio. Sun filled living and formal dining rooms with gorgeous wood floors, as well as a full bath, complete the first floor. Upstairs features two bedrooms, an updated bath with dual sinks, and a master bedroom with walk-in closet. Enjoy the private, fenced backyard with spacious patio and professionally manicured lawn. Ideal location, walkable to downtown shops and commuter rail to Boston. Just steps to the Tri-Community Greenway and path to Horn Pond, as well as Lynch elementary school and playground. This absolutely charming home awaits you!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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20 Ginn Road Winchester MA 01890

Winchester, MA20 Ginn Road

Price$1,599,000

Est. Mortgage: $/month

Open House

MLS Number 72721749

  • Single Family Detached
  • Next Open House: Sat 09/19 12:00 pm. to 1:00 pm.
  • Bathroom 5
  • Rooms 8
  • Bedrooms 4

Stunning California Chic 3 level home w/4 beds, 3.5 baths in top downtown location, was recently expanded and renovated offering designer finishes and a floor plan that meets your every need! This beautiful home with sleek design offers an open concept kitchen/ family room ideal for entertaining & easy living. The bright and sunny living room features oversized windows, wood burning FP & french doors opening to stunning fenced-in level rear yard with manicured lawn, patio and fire pit area. First floor master option/guest suite, two additional bedrooms, full bath, powder room and mudroom complete the main level. Recently added second level features a private master suite oasis complete with a gorgeous master bath, custom walk-in closet, office/study area with skylights, and spacious bedroom. Additional 1/2 bathroom, family room with FP and storage in lower level. Updated systems, located minutes from downtown Winchester, Ginn field, Wedgemere Train Station and 7+ miles from Boston

Listed by Kim Covino of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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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79 Lawson Road Winchester MA 01890

Winchester, MA79 Lawson Road

Price$2,699,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72721745

  • Single Family Detached
  • Bathroom 7
  • Rooms 12
  • Bedrooms 5
  • Square Feet 6,367

You won't want to miss this absolutely stunning Nantucket style shingle home w/ 10 foot ceilings boasting quality & craftsmanship like no other! Gorgeous entry w/ dramatic staircase, custom chef's kitchen with Wolf/Subzero appliances, center island and dining area overlooking impeccably manicured rear yard complete with deck and patio! Family room off kitchen with gas FP, exquisite dining room w/ coffered ceilings fit for entertaining with space for 16 guests! Handsome cherry office/library complete with FP, wet bar and private bath. Elegant master suite with custom mirrored built-ins, lounge area, private deck, gas FP, and spa-like bath with radiant floors, soaking tub & in- mirror TV. Four additional beds, 3 baths and laundry complete the second level. Walk-up 3rd floor ideal for storage! The finished LL offers wine cellar/gym, 45' media/ game room with FP, kitchenette, full bath, and direct access to 3-car garage! Complete with back-up generator, this home is one of a kind!

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: 2.87% last updated on Sep 17, 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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129 Sylvester Avenue Winchester MA 01890

Winchester, MA129 Sylvester Avenue

Price$888,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72720619

  • Single Family Detached
  • Bathroom 2
  • Rooms 9
  • Bedrooms 3
  • Square Feet 2,111

This lovely three-bedroom ranch is situated on a dead-end street. The inviting living room features a brick fireplace and picture window. The eat-in kitchen is beautifully updated, with granite counters and stainless appliances. Both bathrooms have been totally remodeled. Step right outside to the patio, perfect for outdoor dining and entertaining. The finished basement is a perfect spot for a playroom or media room, and has a full bath, laundry room, walk-in closet, and office. Replacement windows and doors throughout, new high efficiency gas heat and central air, and large storage shed. You'll love having easy access to Lynch Elementary School, Horn Pond Reservation, and Tri-Community Bike Path. Move right in and enjoy all that Winchester offers - award-winning schools, Farmer's Market, Middlesex Fells Reservation, library and more! SHOWINGS BEGIN AT OPEN HOUSE

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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 Cardinal Street Winchester MA 01890

Winchester, MA8 Cardinal Street

Price$1,169,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72720685

  • Single Family Detached
  • Bathroom 4
  • Rooms 9
  • Bedrooms 4
  • Square Feet 3,668

Looking for a spacious, stately home with great curb appeal? You must see this 4 bedroom, 3.5 bath colonial situated on a quiet cul-de-sac, close to Muraco school, playing fields and new Tri-community Greenway. Enter the home through a soaring, 2-story open foyer. Kitchen features granite countertops and stainless steel appliances and leads into a highly desirable family room with vaulted ceiling and a gas fireplace! Bonus office space on the first floor. Upstairs you'll find 3 generous-sized bedrooms and a Master suite with an enormous master bath, offering dual sinks and soaking tub. Fully finished basement includes kitchenette and another full bath, ideal for families needing more space, or in-law/au pair suite! You simply must see for yourself!

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: 2.87% last updated on Sep 17, 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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248 Cross Street Winchester MA 01890

Winchester, MA248 Cross Street

Price$1,279,000

Est. Mortgage: $/month

Open House

MLS Number 72719658

  • Single Family Attached
  • Next Open House: Sun 09/20 12:30 pm. to 2:00 pm.
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3

STUNNING NEW CONSTRUCTION! Everyone working from home? Extremely large, high-end, Greek Revival townhome, is more like an attached single, in super location - get ready to check all your boxes!! Finally, a reasonably priced, new home built by quality, local builder, which is architecturally stunning and has room for the whole extended family! Open concept first floor has Chef's kitchen, gas fp, pantry, handy mudroom, sliders to deck. 2nd flr has 3 oversized beds, separate laundry room w/sink, and walk-up to finished 3rd flr which is a simply awesome space for home offices/playroom/add'l bedrooms/4th bath if you need it. So much room everywhere! Bonus is 4 car parking and phenomenal, private rear yard, perfect for gardeners! Quartz counters, sleek GE Cafe appliances, 9' ceilings, irrigation sys, wifi thermostats, Ring doorbell, central air. Absolutely A+ location steps to Acera, Russian Math & Chinese Culture Schools, Little Flippers swim school, soccer fields, tennis, Bikepath. WOW!!

Listed by Robert Bowes of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 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

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