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!

16 Marshall Road, Winchester, MA

Price$1,349,000

Est. Mortgage: $/month

MLS Number 72272864

  • Single Family
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4
  • Year Built 1951

Tucked back on a lush green hillside, this updated & modern home offers sophisticated living in a peaceful setting. Offering an incredible open-floor layout that you’ve been waiting for. The main level features soaring ceilings, stunning hardwood floors, recessed lighting & a charming stone fireplace. The kitchen showcases a modern tile backsplash, stainless steel appliances, gas stove, island & skylight. Open to an inviting living room, formal dining room & relaxing sitting area w/ convenient access to the exterior deck & large sunroom makes this home perfect for all of your entertaining needs. The master suite features cathedral ceilings, a spacious walk-in closet, fireplace, deck & master bath w/ tiled shower stall. 2 additional bedrooms complete the space. The lower level is completely finished w/ a family room, bedroom, full bath, laundry, extra storage & access to the large 2 car garage. Walking distance to Lincoln Elementary & close to Winchester Center, make this home yours!

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

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

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$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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25 Nelson Street, Winchester, MA

Price$634,900

Est. Mortgage: $/month

Open House

MLS Number 72272939

  • Single Family
  • Next Open House: Sat 27th 12:00 pm - 2:00 pm
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3

Back on the market due to buyers financing. Rare opportunity to own this charming 3 bed 2 bath Colonial home located in a best school district of Lincoln Elementary and just steps away from Winchester High. Close to downtown Winchester and everything that it has to offer. Pride of ownership, this house is in pristine move -in condition. First floor consists of good size living room, separate dining room and full bathroom. Large open concept kitchen with gas stove and wet bar area opens to a patio and manicured back yard perfect for family entertainment. Storage shed for all your garden tools. Second floor has 3 bedrooms and a full bathroom. Central A/C. 2 heating zones. As well as pellet stove to keep your home warm at the fraction of the cost of regular heating sources. 3 Season porch. Full basement with bulkhead access and attic for storage. Open house 1/27-1/28 12pm -2 pm All offers due by Monday 1/29 6pm.

Listed by Yuri Karukin of Centre Realty Group

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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28 Taft Drive, Winchester, MA

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72271965

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1958

Welcome home to 28 Taft Drive! This beautifully updated ranch in pristine condition sits on a half acre lot within view of desirable Ambrose School. Featuring central air, gleaming hardwood floors, two new bathrooms, and an attached two car garage this house has perfected single-level living. Gracious foyer opens to the large and elegant living room with working fireplace. This room flows to the formal dining room and den which exude sophistication and charm. Kitchen with stainless steel appliances, two newly renovated baths, and three large bedrooms including a master suite complete this level. Those desiring additional play space will find it in the full basement offering additional working fireplace and high ceilings, plenty of play or exercise space for any family. Staircase in the foyer leads to full attic with high ceilings where expansion potential abounds. This home is simply perfect for young families, downsizers, and those looking to buy and expand.

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

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Winthrop Street, Winchester, MA

Price$2,300,000

Est. Mortgage: $/month

Open House

MLS Number 72271492

  • Single Family
  • Next Open House: Tue 23rd 12:30 pm - 1:30 pm
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 6

Graceful & inviting, this exceptional home offers meticulous updates & the ultimate in-town location. Rich in Queen Anne exterior features, its front porch welcomes you to discover versatile living spaces. The center entrance hall impresses with its two-run staircase, graced by a window bench & soaring ceilings, also found throughout along with original oak floors & substantial moldings. Formal living room's gorgeous bay window offers lovely light & side yard views - perfect for entertaining by the fire; gather casually in a window-lined sunroom w/ deck access. Dining rm w/handsome fireplace & built-ins fully opens to a cook's kitchen w/oversized island, creating an ideal setting for everyday & special meals. Upstairs are flexible rooms for family/guests/office, a laundry, plus the ultimate master retreat w/sitting room, two fitted walk-in closets, luxurious bath. Picturesque carriage house w/ storage bay, full bath, finished 2nd floor & storage shed complete this rare property.

Listed by Anne Spry and Laura P. McCaughey of Waterfield Sotheby's International Realty

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Brookside Avenue, Winchester, MA

Price$629,000

Est. Mortgage: $/month

MLS Number 72270689

  • Single Family
  • Bathroom 2
  • Full Bath 1
  • Bedrooms 3
  • Year Built 1905

Have you dreamed of moving to Winchester? Offering a chance to become part of a community where property values are on an accelerating rise. This home sits on a quiet street w/ proximity to all of Winchester’s amenities. Located less than a mile to the highly acclaimed Muraco school & close to downtown, the commuter rail & Middlesex Fells Reservation. Enter into a warm home w/ endless possibilities. On the 1st floor you will find a spacious living room, formal dining room, ½ bath & kitchen filled w/ an abundance of natural light streaming through the windows just off the sunroom. The 2nd floor boasts 3 bedrooms, a full bath & a 4th room, which could serve as a nursery or home office. Offering a level backyard w/ ample open space & a deck to relax on in the summer. This classic layout offers incredible flexibility for expansion & renovation. Take this opportunity to establish your family in one of the most sought after communities in the Boston area & create the home of your dreams.

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

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Nathaniel Road, Winchester, MA

Price$1,399,900

Est. Mortgage: $/month

MLS Number 72270352

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4
  • Year Built 2018

NEW CONSTRUCTION! 4 bedroom 2.5 bath home just completed by local premier builder.This beautiful home is located in a wonderful neighborhood close to Muraco elementary school, and adjacent to Leonard field! a view of the field from almost every room..If you have children that love sports, this is the perfect location for you! Offering a playground, tennis, soccer + lacrosse practice fields, sledding, basketball etc...and with over 3,000 SF of living space on two finished levels, this could be your dream home! Open floor plan kitchen with quartz countertops and designer finishes, breakfast area, and stainless appliances. Family room off the kitchen has gas fireplace and patio door leading to rear patio/backyard, high ceilings, large sunny rooms, beautiful high quality details, 4 generously sized bedrooms, laundry on the second floor, a grand master suite w/ oversized bath with custom shower and soaking tub. 2-car garage with mudroom entrance into the house. Please call for a showing!

Listed by Kim Covino of RE/MAX Leading Edge

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Sheridan Circle, Winchester, MA

Price$1,399,900

Est. Mortgage: $/month

MLS Number 72270376

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4
  • Year Built 2018

NEW CONSTRUCTION! 4 bedroom 2.5 bath home located just north of the center. Just completed by local premier builder, this beautiful home is located in a wonderful neighborhood offering approx 3,200 sf of living space on two finished levels, nice open floor plan kitchen with quartz countertops, beautiful tile, and designer finishes, breakfast area, and stainless appliances. Family room off the kitchen w/ gas fireplace and french door leading to spacious rear deck. High ceilings, large sunny rooms, beautiful details, and custom woodwork~ 4 generously sized bedrooms, laundry on the second floor, a grand master suite w/ oversized bath, custom shower and soaking tub. 2-car garage with mudroom entrance into the house.This home is everything you've been searching for! Please call for a showing!

Listed by Kim Covino of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Edgehill Road, Winchester, MA

Price$1,599,900

Est. Mortgage: $/month

Open House

MLS Number 72270057

  • Single Family
  • Next Open House: Tue 23rd 12:30 pm - 1:30 pm
  • Bathroom 4
  • Full Bath 2
  • Bedrooms 6

Introducing 7 Edgehill Rd, a home that embraces grace, warmth and comfort along with classic beauty. Built in 1911, this iconic Winchester residence greets you with a gorgeous entry foyer with beautiful stairway. A spacious living room with gas fireplace and built-in bookcases flows into the lovely formal dining room with the original butler's pantry. The heart of the home is a welcoming kitchen with hand-painted tiles, English inspired built-in breakfast nook and a eye-level gas fireplace. The kitchen has mudroom access to the side patio. A sun filled family room with custom cabinetry and another gas fireplace complete the 1st floor. The second floor boasts 4 bedrooms, one with balcony and built-ins, and a large family bathroom with heated floor tile. The 3rd floor has 2 additional bedrooms, 1 full bath and a study with built-in desks. The finished lower level opens to a stone walled patio garden. Enjoy the easy proximity to the town center, commuter rail and schools.

Listed by Anne Spry and Naomi DeLairre of Waterfield Sotheby's International Realty

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Samoset Road, Winchester, MA

Price$1,799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72269217

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 5
  • Year Built 2018

NEW CONSTRUCTION! The design of this home with the integrated floor plan is what every modern buyer seeks! Featuring 3 floors of finished living. Within the Ambrose school district. Located a short drive to downtown Winchester, where you'll find plentiful coffee shops, boutiques & restaurants. The commuter rail is a short 15-20 ride to Boston's North Station. Do not miss out on this opportunity to become a part of the Winchester community and experience all it has to offer! Home is under construction, accompanied showings only.

Listed by Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

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Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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21 Lockeland Road, Winchester, MA

Price$1,699,900

Est. Mortgage: $/month

MLS Number 72267318

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 5
  • Year Built 2017

This exquisite 5 bedroom new construction colonial is in close proximity to the Winchester Country Club, Mullen Field and Wright Locke Farm. Enjoy 13 rooms designed and built for modern living with a versatile open floor plan. On the first floor, explore the cozy living room, family room, gourmet chef’s kitchen, formal dining room, a home office, spacious mudroom, stunning sunroom, and half bath. On second floor, enjoy four bedrooms, a spacious laundry room, and 3 full baths. Need a perfect space for teenagers, in-laws or Au-paire? The third floor has it all with a 5th bedroom, full bath and a bonus room. The possibilities are endless and open for any personal adaptations. The basement is also versatile with one spacious room along with a smaller, separate room and full bath. This home is perfect for a large family, with all the essentials plus many extra rooms for guests, along with a private backyard lined with trees offering privacy and relaxation.

Listed by The Synergy Group and Paul Cirignano of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Everett, Winchester, MA

Price$1,899,000

Est. Mortgage: $/month

MLS Number 72266888

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 5
  • Year Built 1900

Crave originality & beauty because cookie-cutter new construction is not your thing? Welcome to the GORGEOUS Abbot-Chapin House on venerable Everett Avenue. You'll be enthralled with a real reception gallery highlighted by a fireplace, carved stair balusters & a stunningly restored original coffered ceiling. Craftsmanship & quality in a traditional layout meld with a remodel that offers today's living standard. A true state of the art chef's kitchen offers sleek counters, 6-burner Wolf range, wall oven, warming drawer, dual dishwashers, Subzero fridge & freezer drawers plus plenty of counter and cabinet space, cleverly set off from the fire-placed family room. Huge living room is a stunner with lots of natural light & room for several seating arrangements. Across the hall beckons a beautiful formal dining room. Upstairs, the master suite will indulge, w/ a large main bedroom, gracious dressing room & full bath. Huge game room, great yard, garage. So much to see, make it yours!

Listed by Nancy S. Pallotta of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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184 Ridge Street, Winchester, MA

Price$2,499,000

Est. Mortgage: $/month

MLS Number 72263106

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 2017

Perched atop the West Side Hill, on almost 1 acre, this east facing, sprawling new construction 4Beds 4.5Bath home will exceed your expectations! First floor features huge 30' kitchen with Thermador appliances, 10' center island, custom cabinets, dining area, pantry, mudroom, heated attached 3 car garage, year round sunroom overlooking sprawling "football field" sized back yard, family room off kitchen with natural stone fireplace, office, formal living w/ FP, dining room, butlers pantry, and a dramatic stairway to the second floor. Master is unlike anything you've seen..enter into a sitting room with fireplace, ballroom sized bedroom, lavish master bath with radiant heat floor, custom cabinetry, soaking tub and oversized shower with built in seat. 3 Add'l bedrooms with en-suite baths. Lower level w/ full windows & slider can easily be customized with another full bath/media room/gym;you design.. builder will create for you! Don't miss this spectacular home complete w/ HEATED DRIVEWAY!

Listed by Kim Covino of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Symmes Road, Winchester, MA

MLS Number 72262296

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 5
  • Year Built 1911

Presenting 17 Symmes Road, a quintessential Winchester Center home with glowing woodwork, charming built in cabinetry and a large front porch- perfect for neighborhood get-togethers! This home is located just steps from town center, schools and train stations, and has been meticulously updated. First floor features a gorgeous living room with wood paneling, window seat and fireplace, large dining room and eat-in kitchen. The kitchen features stainless steel appliances, granite counters and opens to a den, perfect for playroom or family room. The second floor features three bedrooms, including a newer master bedroom suite and updated bathrooms. The third floor is spacious with two bedrooms and a full bathroom, including laundry room. Lots of updates including central air, electrical and newer windows. Enjoy all that Symmes Rd has to offer with your beautifully manicured, fully-fenced yard with patio. 2018 is off to a great start with this beautiful home!

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

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Harvard Street, Winchester, MA

Price$729,000

Est. Mortgage: $/month

MLS Number 72260208

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1891

Move right in this well designed, beautiful 3 bed 2 bath colonial near Winchester center. This house offers large living space, smart floor plan, high ceilings, a delightful kitchen, modern bathrooms and brand-new hardwood floor throughout! New roof as well! Entry via front porch to first floor which boasts a sun-splashed living room with bay windows, a formal dining room, a newly added bathroom and a gorgeous kitchen! Second floor presents with three good sized bedrooms and one bath, all well connected with elegant hallway. Third floor offers two large finished rooms good for any purpose. Large basement is great for storage and potential expansion. Detached one car garage converted to shed. Flat backyard with mature grape vines, perfect for garden lovers or fenced in to turn into joyful playground for kids. located in family oriented neighborhood with walking to top rated schools. Convenient to hospital, park, commuter rail, highways, shops and Boston! Sweet home for years to come!

Listed by Yanjie Jiang of DayDay-Up Realty

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Jefferson Road, Winchester, MA

Price$1,875,000

Est. Mortgage: $/month

MLS Number 72259751

  • Single Family
  • Bathroom 5
  • Full Bath 3
  • Bedrooms 5
  • Year Built 2017

New England Shingle-style home just completed! Located on a bucolic tree lined cul de sac less than a mile from Winchester center. Picturesque & full of character w/ striking elements such as tall gables trimmed w/ corbels, premium red cedar shingles w/ fieldstone siding & gorgeous landscaping. Upon entry, long sight lines maximize natural light & showcase the flow of the open first floor plan. Custom built-ins, trim, & coffered ceilings frame & punctuate the view, making the high-ceilinged spaces intimate. These impressive open spaces are unified by richly hued 3 ¼” white oak hardwood floors & high-end finishing details, yet are free of excess formality. More than 4,000 beautifully finished square feet over three levels w/ many unique features include 4 custom fieldstone fireplaces w/ circa-1800 reclaimed, hand-hewn wood mantels. The spa-like Master Suite is simply divine. This architecturally distinguished home offers comfortable yet elegant living, & could be yours in the New Year!

Listed by Lorrie Parajeckas of Century 21 Commonwealth

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Harrington Road, Winchester, MA

Price$2,199,000

Est. Mortgage: $/month

MLS Number 72256948

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 2017

1 Harrington Road is now for sale! Don't miss this beautifully designed NEW custom 4 bedroom 4 1/2 bath home located in the FLATS area of Winchester! Close to town, Ambrose elementary, and Wedgemere train station. Wonderful floor plan with dramatic 2-story entry, kitchen/great room combination with floor to ceiling stone fireplace visible from kitchen area, formal living room with french doors to front porch, dining room with wainscoting and beautiful trim work, 3-car garage with direct entry into great mudroom/ half bath area with storage, wide plank wainscoting, and tile floors. Gorgeous staircase with mahogany handrail leads to perfectly designed second floor featuring Master with cathedral ceiling, 2 walk in closets, linen closet, beautiful tile bath with gorgeous windows, high ceilings, glass enclosed shower and & 6ft soaking tub. 3 add'l BR's/3 baths. Finish the basement if you desire, plumbed for add'l full bath, create a media rom, gym, rec room. Located on over 10,000sf lot!

Listed by Kim Covino of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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26 Jefferson Road, Winchester, MA

Price$1,550,000

Est. Mortgage: $/month

MLS Number 72255175

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 5
  • Year Built 1938

Classic for a reason! This is your chance to move into a large and stately Winchester home in a sought-after, private location and make it your own. Legally, this house is on a double lot. This home is awaiting your updates, but still offers many original details throughout, including woodwork, doors, molding and wainscoting. The kitchen has an attached butler's pantry and has expansion potential. The dining room has French doors and a built-in china cabinet. The spacious, fireplaced living room is perfect for entertaining. The first-floor den has an attached fireplaced room that could be a home office. This gracious home offers 5 bedrooms, including master bedroom suite with bath. One of the bedrooms has a private staircase; perfect au pair suite. The fireplaced basement could be refinished. Ideally located near the Winchester commuter rail, downtown shopping and restaurants, schools, library, and the Middlesex Fells, offering plenty of walking trails. Minutes from Boston on Rt. 93.

Listed by Theuer - Pirani Team of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Grove Street, Winchester, MA

Price$4,599,000

Est. Mortgage: $/month

MLS Number 72254524

  • Single Family
  • Bathroom 8
  • Full Bath 6
  • Bedrooms 8
  • Year Built 2017

True elegance so rarely experienced, this majestic historic home has been completely renovated and restored to its original grandeur, blending exquisite period details with luxurious modern amenities. Quality throughout with designer touches and high-end finish work, this 8bed/8bath 10,000SF+ home has been tastefully redesigned for today’s lifestyle. This home features gourmet eat-in kitchen with Sub-Zero/Wolf appliances, french doors leading to deck, living room w/ coffered ceilings & FP, mahogany library & DR. Second floor boasts high ceilings, FP Master with spa bath & walk-in closet, en-suite beds and laundry with folding area. 3rd floor great for au-pair w/ 4 beds, full bath & add’l laundry area. Lower level features media room, kitchen/wet bar, game room, wine cellar, mirrored gym equipped w/ rubber flooring and spa bath w/ steam/sauna/rain shower. All new plumbing & heating, "Smarthouse" technology, 400amp electrical, surround sound, intercom system, 3/4 car garage. A must see!

Listed by Kim Covino of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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14 Fairview Terrace, Winchester, MA

Price$1,449,900

Est. Mortgage: $/month

MLS Number 72250789

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 5
  • Year Built 1900

Refreshed and rejuvenated French Tudor designed by the talented and sought after early 20th century architect Robert Colt. Tucked away at the end of a stately cul-de-sac in the Winchester Center section of town this dignified home sits a few houses away from the McCall Middle School, Lincoln Elementary School, and all that Winchester's downtown has to offer. All these benefits while at the same time offering the privacy afforded by cul-de-sac living. Upon entering the magnificent entry hall and staircase you are struck by the craftsmanship and detail throughout this majestic home. Summers can be spent relaxing on the bluestone patio and with winter fast approaching three working wood fireplaces create an unparalleled ambience. Custom built ins, decks, window seats, and oak hardwood floors can be found throughout. Finished third level boasts a bedroom, full bath, huge play room/game room for any extended living arrangements, and plenty of natural sunlight permeates this classic home.

Listed by Philip Massa of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Churchill Road, Winchester, MA

Price$1,699,000

Est. Mortgage: $/month

MLS Number 72245191

  • Single Family
  • Bathroom 5
  • Full Bath 5
  • Bedrooms 6
  • Year Built 2017

Have you been dreaming of the opportunity to live in a luxury new construction home in Winchester without a $2M+ price tag?? Even better, a neighborhood you can be proud of?? TA-DA, you're dreams can come true! Perfectly situated on the corner of Churchill Circle (a quiet cul-de-sac) is 5 Churchill Road. The best of ALL worlds! Brand new construction by PREMIER local builder in a highly desirable quaint New England town. The open concept first floor kitchen and family room with fireplace, slider out to the rear patio, and large windows will make you fall in love with this airy space. The second floor master exudes elegance with large walk-in closet and spa-like bathroom. On this level you will also discover a junior suite with bath and 2 additional bedrooms with full bath. But wait, there's more! The upper level offers another bedroom, full bathroom, and 2 additional rooms for you to use however your imagination sees fit. A dream location for commuters with easy access to 93 AND 95.

Listed by Philip J. Vita of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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366 Main Street, Winchester, MA

Price$2,749,000

Est. Mortgage: $/month

MLS Number 72244192

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 5
  • Year Built 1853

Let us introduce to you 366 Main Street. Once described by Boston Magazine as an "Unassuming Palace". Originally built in 1853, this historic Winchester property has been brought back to life by a premier local developer and is anxiously awaiting its next loving owner. Enriched with period detail that cannot be replicated today, this 14 room mansion is located just 7 houses from Winchester Center. With stunning landscaped grounds, stately original exterior detail, and detached 4 car garage, you can truly live like royalty here. Do you love soaring ceilings, ornate woodwork and adorned mantels? How about an oversized designer kitchen? Or a master suite that would rival any 5-star accommodation? The flawless blend of new and old world design is possible, and this is proof! With 4 levels of finished space this home will wow you at every turn. 5 bedrooms in total including 2 en-suites, and the spectacular master with custom closets and marble drenched bathroom. Come tour this beauty today!

Listed by Philip J. Vita of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Middlesex Street, Winchester, MA

Price$949,000

Est. Mortgage: $/month

MLS Number 72242850

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 4
  • Year Built 1953

COMPLETELY RENOVATED and expanded! Two level ranch with over 2200SF of gorgeous space! This move-in ready 4 bedroom 2 full bath home is equipped with all the modern aesthetics and appeal that today's buyers are looking for. The open concept main floor features an eat-in kitchen with new cabinets, beautiful granite countertops and stainless steel appliances; sunny living room with fireplace, dining area, three spacious bedrooms and one full bathroom. Relax down in your fully finished lower level offering an oversized media room, separate laundry room and large bedroom with full bath/walk-in closet - great for an au-pair suite!! Seller has done a beautiful job renovating and expanding this home! Brand new two zone heating/cooling systems, large level backyard, new landscaping, new siding and so much more!! Located close to center, schools, shops, restaurants and train into Boston. Don't miss the opportunity to move right into this wonderful home !

Listed by Kim Covino of RE/MAX Leading Edge

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Aquinas Path, Winchester, MA

Price$2,879,000

Est. Mortgage: $/month

MLS Number 72240645

  • Single Family
  • Bathroom 7
  • Full Bath 6
  • Bedrooms 5
  • Year Built 2017

WELCOME TO AQUINAS PATH! HOME TO WINCHESTER'S NEWEST LUXURY DEVELOPMENT! ALMOST SOLD OUT! The ultimate in luxury living conveniently located 7 miles North of Boston. New construction by local master builder. The design of this spectacular home with the integrated floor plan that every savvy buyer seeks is truly a work of art. Three floors of finished living with volume control surround sound in every room. The kitchen-family room open concept, with oversized sliders to a stone patio, is the ultimate space for entertaining large crowds. Not 1, but 2 butler's pantries, and a second Cape Cod style covered Blue Stone patio, the only one in the neighborhood. The elegant master suite feels like a boutique hotel featuring a spacious fire placed sitting room with custom built-ins, a gorgeous Marble bathroom and, ladies...a to-die-for walk in closet! The lower level is home to a state of the art movie theatre and home gym with mirrored walls. THIS HOUSE IS A "10"! COME AND SEE FOR YOURSELF!

Listed by Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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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54 Squire Road, Winchester, MA

Price$1,699,900

Est. Mortgage: $/month

MLS Number 72226558

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 2016

Introducing 54 Squire Road. Featuring high-end NEW construction. Sunny Colonial home nestled away in a private enclave of Winchester. 1st flr has 9 ft ceilings, beautiful crown moldings throughout & offers a large open floor plan. Beautiful chef's kitchen w/ SS appliances, granite counters, double sinks and lots of cabinetry. Sunny breakfast room opens to a large outdoor patio with fire-pit which is ideal for entertaining. Generous sized family room w/ fireplace & built-in bar w/wine fridge. The dining rm w/ lots of windows & walk-thru butlers pantry. Formal living room w/ gas fireplace. Office or 1st-floor bedroom adjacent to 1/2 bath. Large master suite w/ vaulted ceiling, large walk-in closets & spa bath w/ soaking tub. Lower level has a bonus room w/ 3/4 bath, storage, mudroom w/built-ins & 2 car garage. Very large private wooded lot landscaped and ample green spaces to enjoy. Walk to new V.O, Swim & Tennis club. Too many features to list. This is the one you have been waiting for!

Listed by Leigh Ventura of Coldwell Banker Residential Brokerage - Winchester

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 Herrick, Winchester, MA

Price$1,869,000

Est. Mortgage: $/month

MLS Number 72226288

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 1960

Stunning Colonial expanded for today’s living with fabulous flow and space in one of Winchester’s sought-after neighborhoods. Close to center of town, trains, shops, schools and restaurants. Seven miles north of Boston this gracious and spacious colonial is a commuter’s dream! The elegant foyer leads to a lovely grand sun-filled eat in kitchen with beautiful custom cabinets. Oversized island, Bosch ovens, two sinks, Thermador six burner stove-top, two Miele dishwashers, granite counters, pantry with built in Miele coffeemaker. The spacious first floor has an elegant living room made for exquisite entertaining with custom built-in and a marble fireplace.All of this overlooks a large private backyard sanctuary with a koi pond, heated pool and hot tub. Extra-large pool shed, patio area complete with built in surround sound and cable hook-up. This impeccable landscaped yard features many mature plantings and many trees for the utmost privacy

Listed by Patricia Anderson of Century 21 Commonwealth

{$agent->Name}

Longwood Residential
1309 Beacon Street | Suite 300
Brookline MA, 02446
Office: 617.396.3100

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 3.94% last updated on Dec 21, 2017
* 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 A VisitAsk A QuestionMore Details

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