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!

238 High Street, Winchester, MA

Price$2,099,000

Est. Mortgage: $/month

Open House

MLS Number 72214098

  • Single Family
  • Next Open House: Sun 20th 2:00 pm - 3:00 pm
  • Bathroom 8
  • Bedrooms 5
  • Year Built 2006

Enjoy residential bliss in this classic colonial home on a lot that affords privacy and tranquility, while not being secluded. Purchased by current owners as new construction in 2008, this home is ideally located in the acclaimed Vinson Owen school district with easy access to Rte. 93 and Boston. This impeccably-landscaped home features lush greenery and mature plantings that are appreciated from every room. Boasting expansive living spaces, chef’s kitchen, intricate detailing, distinctive fireplaces and the finest finishes at every turn, this magnificent residence epitomizes class and style whether you wish to relax casually or entertain grandly. Extra features in this home include security system, oversized 3 car garage, wifi enabled thermostat system, wifi controlled lighting, custom closets in 4 bedrooms, surround sound system in living room and family room, central vacuum, completely wired for cable and internet, and gas fireplaces.

Listed by The Andersen Team and Sven Andersen of RE/MAX Leading Edge

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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: 4.03% last updated on Jul 13, 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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90 Thornberry Road, Winchester, MA

Price$1,050,000

Est. Mortgage: $/month

Open House

MLS Number 72213545

  • Single Family
  • Next Open House: Sat 19th 1:30 pm - 3:00 pm
  • Bathroom 3
  • Bedrooms 5
  • Year Built 1970

Spacious and gracious! This lovely home is located on a beautiful lot in the Vinson-Owen School District. The main level features good sized rooms with hardwood floors in each room, including the kitchen. Adjacent to the dining-room is a screened porch for alfresco dining and relaxing. A large, comfortable family room with fireplace is on the lower level along with an office which can also be used as a bedroom. Enjoy outdoor living and gardening in the gorgeous, manicured back yard or from the front, seasonal views of the Boston skyline. This is a very attractive, well planned split level home in an amazing, tranquil setting!

Listed by Nancy O'Herron 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: 4.03% last updated on Jul 13, 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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4 Ardley Road, Winchester, MA

Price$869,000

Est. Mortgage: $/month

Open House

MLS Number 72213265

  • Single Family
  • Next Open House: Sun 20th 1:00 pm - 2:00 pm
  • Bathroom 2
  • Bedrooms 4
  • Year Built 1950

Beautiful Cape style home in Winchester! This exquisite home, expanded by the current owners & freshly painted is move in ready! From the minute you walk into this charming residence, you will instantly feel welcomed with the spacious mudroom & inviting family room containing stunning hardwood floors, built-ins & recessed lighting. The 1st floor has a spectacular flow from the living room into the eat-in kitchen, which contains a slider leading out to the deck & private backyard. Just steps from the kitchen you will find a bedroom & full bath perfect for guests. Entertain in the elegant dining room & cozy living room. The 2nd floor offers 3 bedrooms, inclusive of the spacious master with ample closet space. Just steps down to the lower level, enjoy an incredible media room with wood burning fireplace & game room just off the media room. Within walking distance to Lynch Elementary School & just minutes from downtown Winchester & the commuter rail, make this charming home yours!

Listed by The Andersen Team and Sven Andersen 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: 4.03% last updated on Jul 13, 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 Woodside Road, Winchester, MA

Price$1,599,900

Est. Mortgage: $/month

MLS Number 72212050

  • Single Family
  • Bathroom 4
  • Bedrooms 6
  • Year Built 1895
  • Parking Spaces 2

Welcome to the Flats and this Beautiful 1895 Colonial. Inviting front porch enters into grand foyer with a classic staircase. Bright, sun drenched double parlor with lovely built-in details. Formal dining room, newer kitchen with granite counters/island, gas stove, stainless steal appliances and half bath complete the 1st floor. The second floor offers a master bedroom with walk-in closet, beautifully updated master bath, three additional bedrooms and large family bath. Third floor is wonderful space with full bath, 2 bedrooms and ample storage. The partially finished lower level is great flex space with even more storage options. Last but certainly not least is the private back yard. Located directly off the kitchen with blue stone patio, sprinklers and brand new 2-car garage with a 22x14 2nd floor just waiting for your imagination to finish. Great home in a wonderful location...close to all Winchester has to offer. Open House Sat 8/12 & Sun 8/13, 12-2pm

Listed by Catherine Albiani and Carrie Simpson 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: 4.03% last updated on Jul 13, 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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33 Surrey Road, Winchester, MA

Price$1,690,000

Est. Mortgage: $/month

MLS Number 72210902

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 2002
  • Parking Spaces 6

JUST LIKE NEW - Spectacular Custom-Built Colonial Home - Desirable West-Side Location and the Newer Vinson-Owen School District - Impressive two-story Foyer w/elegant Bridal Staircase - Surround Sound throughout - State-of-the-Art Kitchen w/Butler Pantry - Mud Room - Sliders to Deck; Granite Counter Tops - SS Appliances - DCS 6 Burner Gas Range and Hood, Lg Island and Dinette Area. Bathroom off Spacious Great Room w/Fireplace and Sliders to Screened-in Porch; Formal Living Rm and Dining Rm w/custom double Bow Windows. Second Floor offers - 4/5 Bedrooms w/Master Suite w/walk-in Closet and private Bath w/Jacuzzi Tub and separate glass enclosed Shower. NEW Large 27'X24' Bonus Room w/Ceramic Tile floor and staircase. Large Walk-out unfinished Basement and Attic. Professionally Landscaped Yard - Sprinkler System, 2 Car Garage - Deck - Large Stone Patio and Screened Porch. Enjoy all Winchester's Amenities - Don't miss this Opportunity! 7 Miles North of Boston.

Listed by Lucille Murray 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: 4.03% last updated on Jul 13, 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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15 Myopia Road, Winchester, MA

Price$937,500

Est. Mortgage: $/month

MLS Number 72209867

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1970
  • Parking Spaces 4

Myopia Hill is beckoning! Located in one of Winchester’s finest neighborhoods, this home with seasonal views of the Mystic Lake has many possibilities. Privately sited, with many over-sized windows and sliders, and an open floor plan you will love the natural setting. Leave your car home: hop on the MBTA bus at bottom of street or walk 0.9 m to the Wedgemere commuter rail station. What are you waiting for?

Listed by Judith Ober of Berkshire Hathaway HomeServices N.E. Prime Properties

{$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: 4.03% last updated on Jul 13, 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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4 Aquinas Path, Winchester, MA

Price$2,895,000

Est. Mortgage: $/month

MLS Number 72210242

  • Single Family
  • Bathroom 7
  • Bedrooms 6
  • Year Built 2017
  • Parking Spaces 6

THE ULTIMATE IN LUXURY LIVING 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 modern, savvy buyer seeks is truly a work of art. 3 floors of finished living with volume control surround sound throughout each room. The master suite with gas fireplace and separate sitting room makes you feel like you're in a boutique hotel. The walk-in-closet is pure elegance. Host your next Summer party outdoors on the exquisite patio overlooking a private yard with built in firepit. Not one but two butler's pantries. Located a short drive to downtown, where you'll be greeted with coffee shops, boutiques, restaurants, taverns, salons and the commuter rail to Boston. Within the Vinson Owen school district. Do not miss out on this opportunity to own a true gem. Become a part of the Winchester community and experience all it has to offer. Visit aquinaspath.com for more details.

Listed by Monte Marrocco, Gayle Winters and 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: 4.03% last updated on Jul 13, 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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29 Nathaniel Road, Winchester, MA

Price$779,000

Est. Mortgage: $/month

MLS Number 72209641

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1950
  • Parking Spaces 4

Love living near the city but want a yard? This is your chance to have it all. Within walking distance to Muraco School, Winchester Center & the Commuter Rail, this 3 bedroom Colonial has an incredible addition w/ a beautiful granite eat-in kitchen containing updated GE profile stainless steel appliances, a Bosch dishwasher, soaring ceiling heights, hardwood floors & slider leading out to the private fenced in backyard w/ deck. Between the elegant dining room & formal living room to the inviting & spacious open floor plan; with the kitchen & family room, this home has a modern touch while still maintaining it’s exquisite original design. 3 bedrooms up & a finished lower level. This fantastic updated home has an extra storage area in the lower level as well. Walk to Leonard field & be able to have use of the playground, tennis courts, soccer fields & basketball courts. With plenty of off-street parking & an incredible yard for all your entertaining purposes, this home truly has it all!

Listed by The Andersen Team and Sven Andersen 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: 4.03% last updated on Jul 13, 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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2 Lantern Lane, Winchester, MA

Price$730,000

Est. Mortgage: $/month

MLS Number 72208732

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1931
  • Parking Spaces 2

WOW!!! Looking to be near town, train, shops and schools with almost a quarter acre of land and a garage? THIS IS IT! The perfect starter or downsizer home, this convenient location has it all. Front-to-back living room with fireplace and book shelves, dining room with built-in, kitchen with plenty of cabinet space, a double sink and gas stove, an office or den, a beautiful screen porch, lovely foyer and a half bath make up the first floor. Three good-size bedrooms, all with hardwood floors, and a full bath make up the second floor. Master bedroom is large enough to add a master bath, if needed. Lots of storage space. Beautiful gardens. A mile or less to Ambrose elementary, the middle school and the newly renovated high school. Enjoy Middlesex Fells, Saturday Farmer’s market, great schools and all that Winchester offers. Take the Commuter Rail to Boston. Make this house your home!

Listed by Elizabeth Darby 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: 4.03% last updated on Jul 13, 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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61 GROVE Street, Winchester, MA

Price$1,499,000

Est. Mortgage: $/month

Open House

MLS Number 72207265

  • Single Family
  • Next Open House: Sun 20th 11:00 am - 1:00 pm
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1947

“Where excellence Lives” Welcome home to this easy living, maintenance free sophisticated residence. Nearing complition completely rebuilt and doubled in size with bright and sunny rooms and a flexible floor plan. 1st floor features a luxurious master suite with oversized large doors, an exquisite kitchen with granite island, counters and back splash, All Bosh appliances, and a 1st floor stacked-front load laundry. This floor includes a formal living room with a wood burning fire place, dining room, a great four season sun-room, and a spacious family room with sliding doors to the yard and a beautiful gas fireplace. Second floor features 4 bedrooms, 2 full baths and a second laundry room. The lower level includes a heated bonus room with a wood burning fireplace and a bath with shower stall, ideal for grooming your dog. Sited on a flat lot, perfect for fun, entertaining and play! You can age in place, a Maintenance free Townhouse alternative.

Listed by Dorothea Feffer 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: 4.03% last updated on Jul 13, 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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10 West Chardon Road, Winchester, MA

Price$1,799,000

Est. Mortgage: $/month

MLS Number 72207111

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Year Built 2017
  • Parking Spaces 6

Exceptional New Construction 4 bedroom 3 1/2 bath home with 4300 sq. ft. of space and the layout you have always wanted! ~ This home offers a large first floor with fireplaced family room off large granite island kitchen with breakfast area, formal living room, dining room with crown molding and wainscoting. Mudroom accessed from side yard /farmers porch and attached 2 car garage in rear of home with beadboard bench and cubbies . Expansive 2nd floor with a huge master suite including a sitting room, dressing room, walk in closet, and spacious bath with double vanity sinks. Buy now and select your finishes~ hardwood floors throughout, large and very private rear yard. Don't miss out~ Home will be complete for fall 2017 move-in.

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: 4.03% last updated on Jul 13, 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 Cabot Street, Winchester, MA

Price$1,299,000

Est. Mortgage: $/month

MLS Number 72206326

  • Single Family
  • Bathroom 2
  • Bedrooms 5
  • Year Built 1890
  • Parking Spaces 2

Classic 1890's colonial located in the heart of desirable Wedgemere neighborhood. Step back in time with high ceilings, double parlors and a large screened in porch. This home has great bones and easy to envision what a renovation would look like because the plan is there. Already large kitchen ready for plans for a gourmet chefs kitchen and back parlor ready to be a family room. Master bedroom with fireplace has room to expand and have a master bath. This floor has expansion possibilities also. So many ways to make this the house of your dreams in its superb location. In addition there is a two car garage and private yard. Close to town, school and transportation.

Listed by Nannette Shanahan 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: 4.03% last updated on Jul 13, 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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18 Cambridge Street, Winchester, MA

Price$975,000

Est. Mortgage: $/month

MLS Number 72202780

  • Single Family
  • Bathroom 4
  • Bedrooms 5
  • Year Built 1970
  • Parking Spaces 10

Come see this stately & spacious 5 BD, 4 full bath home with breathtaking seasonal lake views. Located within Myopia Hill with an incredible heated driveway, this is your chance to have the privacy & space you’ve been looking for! Containing a room for every occasion, this home is perfect for your entertaining needs. The 1st floor has everything you could wish for, with a chef’s inspired kitchen featuring granite countertops & stainless steel appliances, an inviting living room for relaxation by the fireplace, elegant formal dining room which leads out to the deck & 4 spacious bedrooms, inclusive of the master & master bath. Enjoy a grand open concept family room with full bath, office space & gas fireplace on the lower level which leads out to the beautiful patio. Enter into another office, playroom, bedroom, full bath & additional kitchen, perfect for an in-law or au pair suite. With a 2 car garage & a peaceful backyard, this home truly has it all.

Listed by The Andersen Team and Sven Andersen 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: 4.03% last updated on Jul 13, 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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224 Cross Street, Winchester, MA

Price$1,100,000

Est. Mortgage: $/month

MLS Number 72202653

  • Single Family
  • Bathroom 4
  • Bedrooms 5
  • Year Built 2017
  • Parking Spaces 1

NEW CONSTRUCTION! HANDSOME ATTACHED SINGLE FAMILY HOME LOOKING FOR A LONG TERM RELATIONSHIP WITH NEW OWNER! Located a short distance to downtown, with plentiful boutiques, restaurants, coffee shops, salons and the commuter rail to Boston. The 1st floor features an integrated floor plan for today's modern lifestyle with an open concept family room and kitchen (perfect for entertaining friends and family). A formal dining room and 1/2 bath complete the first level. Lots of natural light and gleaming hardwood floors throughout. The 2nd floor features a master en suite with walk-in closet and a spa like bathroom. Laundry, 2 additional bedrooms, and a full bath complete the 2nd floor. The 3rd level walk up is home to 2 more bedrooms and a bathroom. The lower level basement can be finished for an additional charge. Nothing to do but move in, decorate, and host your next party in your new home!! Within the Lynch School district, easy access to major highways and only 7 miles from Boston!

Listed by Monte Marrocco, Gayle Winters and 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: 4.03% last updated on Jul 13, 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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19 Amberwood Drive, Winchester, MA

Price$1,250,000

Est. Mortgage: $/month

MLS Number 72202752

  • Single Family
  • Bathroom 3
  • Bedrooms 3
  • Year Built 1973
  • Parking Spaces 6

This meticulously cared for Dutch Colonial with its contemporary flair & style with great flow for entertaining. As you walk into the foyer you will be dazzled by this sun splashed home. 1st floor offers private office,1/2 bath, family room (once a master bedroom) w/built-ins, surround sound, custom bar and sliding doors to a deck and gorgeous yard.Full Bathroom in hall was once the master bath w/entrance from bedroom. The kitchen w/ island and custom cabinets looks out through the wall of glass to the exquisite lush and manicured yard with stone walls and perennial beds bursting with colors. Included in this view is a sunroom with built in bar & family/den room with fireplace. Dining room and living room with gleaming hardwood floors. 2nd floor offers three bedrooms and a full bath. The 25x20 master with built-in Armoires has a private balcony overlooking the yard. Lower level with kitchen cabinets w/eat-in area, sink and a play/movie room! Stroll to Vinson Owen! Furniture Neg.

Listed by Danielle Devarne 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: 4.03% last updated on Jul 13, 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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35 Central Street, Winchester, MA

Price$2,699,000

Est. Mortgage: $/month

MLS Number 72202007

  • Single Family
  • Bathroom 5
  • Bedrooms 5
  • Year Built 1912
  • Parking Spaces 6

Come home to this exclusive residence located in one of Winchester's most prominent neighborhoods! This stunning home offers a high level of architectural detail boasting old world charm with modern high-end amenities. This 12 room, 4-5 bedroom, 4.5 bath home offers over 5600SF of living w/ 5 FPs. Enter through the custom oversized front door where you will be greeted with a warm foyer. Ideal for entertaining, the heart of this home is its gourmet kitchen that opens up to an expansive formal LR, DR and coffered ceiling FR equipped with sliders leading to the lush outdoor space. Iron staircase leads to the grand 2nd floor w/ lit barrel vaulted ceiling the focal point. Master suite with cathedral ceiling, walk-in closets, spa like bath & gym; 3 large beds, office and laundry finish this floor. Relax in the tranquil and private backyard featuring in-ground pool, hot tub, outdoor kitchen, stoned patio w/ trellis all surrounded by mature & natural landscaping. A luxurious 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: 4.03% last updated on Jul 13, 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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37 Grove Street, Winchester, MA

Price$1,850,000

Est. Mortgage: $/month

MLS Number 72199404

  • Single Family
  • Bathroom 6
  • Bedrooms 5
  • Year Built 1928
  • Parking Spaces 10

Absolutely stunning! This exceptionally renovated Tuscan-style Colonial is defined by elegant formal & casual living spaces w/innumerable amenities, inside & out. Each floor carefully rebuilt & expanded for comfort & luxury. Rare period details, painstakingly restored, include quarter sawn oak wide pegged flooring, Honduras crotch mahogany wainscoting, solid mahogany doors w/original brass knobs, & a whimsical working 1920’s phone booth. An elite chef’s kitchen w/fireplace & breakfast room opens to a cathedral family & sun room w/walls of windows to offer a breathtaking view of a glistening salt water pool, custom fireplace, & alfresco kitchen. Extensive nightscaping & electronic awnings offer grand outdoor entertaining. Upstairs bedrooms include a master suite w/luxurious baths & walk in closets; Lower level media room, 2nd kitchen, wine room, & high end systems. Plush perennial landscaping & an electronic gate to afford privacy. Contact list agent for complete list of amenities.

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: 4.03% last updated on Jul 13, 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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10 Ledgewood Road, Winchester, MA

Price$2,995,000

Est. Mortgage: $/month

Open House

MLS Number 72198378

  • Single Family
  • Next Open House: Sun 20th 12:00 pm - 1:30 pm
  • Bathroom 7
  • Bedrooms 6
  • Year Built 2004

This grand estate is nestled into Winchester's most prestigious neighborhood, Ledgewood Estates, with beautifully wooded surroundings and rolling hills.This private compound has a large wooded backyard with a gunite pool, large outdoor mahogany deck and patio ideal for outdoor entertaining. Seldom does such a magnificent estate come on the market with such privacy and beauty. This estate lies 9 miles from downtown Boston or a short stroll to the commuter rail. This premier property has access to Fells reservation and is minutes away from the charming center of town and highly ranked schools.This exquisite residence features floor to ceiling French pella windows, ten foot ceilings, chunky crown moldings, 3 fireplaces, an enormous state of the art chef's kitchen, oversized island ideal for entertaining, large breakfast nook, custom white cabinets, stadium seating media room,3 car garage, screen porch.Custom designed with a sweeping open floor plan by award winning architect, Frank Olivia

Listed by Denise Petitti of RE/MAX Home Team

{$agent->Name}

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

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Do not fill in this field:

$
$
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$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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2 Highland Avenue, Winchester, MA
Open House

MLS Number 72196829

  • Single Family
  • Next Open House: Sat 19th 12:15 pm - 1:15 pm
  • Bathroom 3
  • Bedrooms 4
  • Year Built 2017

Great location with easy access to routes 93/95. Move right into this beautiful home offering all of today's amenities with an oversized 2-car garage, direct entry into mudroom, gourmet kitchen, adjacent family room with fireplace, formal living and dining with crown moldings and wainscoting. Second floor features include Master suite with walk-in closets, master en-suite bath w/ soaking tub, full separate laundry room with custom cabinetry and wash sink, 4 spacious bedrooms all with hardwood floors and oversized windows. Make your way through the kitchen sliders to the oversized backyard equipped with your own beautiful patio.. This home is located in the desirable Muraco School district and close to the Fells!! Finish the basement if you desire, and create the basement of your dreams! Plenty of space for a media room/game room, gym and full bath! Home to be complete and ready for move in this August 2017! Call for a private 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

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Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.03% last updated on Jul 13, 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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33 Olive Street, Winchester, MA

Price$575,000

Est. Mortgage: $/month

MLS Number 72196711

  • Single Family
  • Bathroom 2
  • Bedrooms 3
  • Year Built 1963
  • Parking Spaces 2

Welcome to Winchester! This meticulously maintained, adorable Ranch located on a quaint cul-de-sac is the home you've been waiting for. Cozy livingroom with hardwood floors and fireplace is perfectly situated off the eat-in kitchen. One year old composite deck directly off the kitchen is just the right size for reading a book with your favorite beverage. Three bedrooms all with hardwood floors and a full bath complete the first floor. The finished lower level is a fun space for kids of all ages and walks out to the nicely landscaped backyard with over-sized shed.

Listed by Catherine Albiani and Carrie Simpson 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: 4.03% last updated on Jul 13, 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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40 Pickering Street, Winchester, MA

Price$699,900

Est. Mortgage: $/month

MLS Number 72194308

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1870
  • Parking Spaces 2

This classic colonial sits on a level corner lot and features period details and plenty of living space. The restored and refinished hardwood flooring is found through all 3 levels which enhance its classic character. The main level offers an enclosed front porch, living room, formal dining room, kitchen with full bath, mudroom and a spacious family room addition with cathedral ceilings with gorgeous windows and a floor to ceiling brick fireplace. The second floor features 3 bedrooms including a master bath The walk up third floor has a bonus with half bath. Additional living and storage area are found in the basement. Exterior updates include new siding, roof, new hardwood floors in family room and some replacement windows.

Listed by Joanne Mulkerin of J. Mulkerin 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: 4.03% last updated on Jul 13, 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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19 Dix Street, Winchester, MA

Price$2,450,000

Est. Mortgage: $/month

MLS Number 72193600

  • Single Family
  • Bathroom 4
  • Bedrooms 4
  • Year Built 1860
  • Parking Spaces 8

Rare offering - the award winning Albert Fitch Bellows home was beautifully restored and now is looking for its next steward.Greeted by the carved staircase and oversized windows you feel immediately transported to serene living. This versatile floor plan offers you flexibility - living rm offers front/back FP & Family Rm both with access to wide porches so you can view Wedge Pond. Large dining rm with cove ceilings connecting to the spacious kitchen is perfect for entertaining. 2nd floor has expansive master with window seat, walk-in closet, & en suite bath. Three other ample bedrooms with scenic views & updated family bath complete this floor. LL in this home is spectacular, built in desks, space galore for entertainment center, pool table & kitchenette. Large walk in wine cellar with original door to home & another full bath. All with access to the spacious backyard and direct pond access. Three car garage, with close proximity to town center & privacy make this home the one to see.

Listed by Anne Spry and Stephanie Mcgowan 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: 4.03% last updated on Jul 13, 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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126 Wildwood Street, Winchester, MA

Price$1,199,000

Est. Mortgage: $/month

MLS Number 72191427

  • Single Family
  • Bathroom 5
  • Bedrooms 4
  • Year Built 1930
  • Parking Spaces 4

COMPLETELY REHABBED AND SHINY NEW CAPE LOOKING FOR A LONG TERM RELATIONSHIP WITH NEW OWNER! Enjoy the pizzaz associated with new construction, including an open concept floorplan, two luxurious master suites (one) with walk in closet & both with gorgeous bathrooms. Great kitchen featuring a SS appliance package and Quartz counters. Interior painted in today's trendy neutral colors. Enjoy a chilled beverage on the deck, surrounded by new landscaping, allowing for complete privacy. The house is sun filled, has character, charm, transom details and the original front door. Minutes to Vinson Owen school, easy access to major highways and only 7 miles North of Boston. Downtown you'll be greeted with plentiful boutiques, spas, coffee shops, restaurants and Saturday's farmer's market on the common. The commuter rail to Boston is a short 15-20 minute ride. Become a part of the Winchester community today!

Listed by Monte Marrocco, Gayle Winters and 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: 4.03% last updated on Jul 13, 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, Winchester, MA

Price$1,559,000

Est. Mortgage: $/month

MLS Number 72191185

  • Single Family
  • Bathroom 3
  • Bedrooms 5
  • Year Built 1900
  • Parking Spaces 3

Welcome to 14 Fairview Terrace nestled in a cul-de-sac neighborhood in the heart of Winchester Center.This classic Tudor beauty features exquisite period detail throughout, beginning with a stunning entry hall and staircase, the living room with a wood burning hearth, window seat and custom built-ins and direct entry to a cozy covered deck. A large sunny dining room leads directly to the butler's pantry with a wet bar and the kitchen with updated appliances, soapstone counters, plenty of cabinetry and best of all a sweet breakfast nook. On the second floor the Master bedroom has a fireplace, dual closets and an exterior balcony. There are hidden cupboards, built-in storage, window seats and oak hardwood floors throughout this lovely home.The finished third floor is a lovely surprise with another bedroom, full bath and huge playroom. Enjoy summer evenings on the bluestone patio surrounded by a beautiful stone wall. Easy distance to Winchester Center, schools and the train to Boston.

Listed by 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: 4.03% last updated on Jul 13, 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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287 Highland Avenue, Winchester, MA

Price$839,000

Est. Mortgage: $/month

MLS Number 72189599

  • Single Family
  • Bathroom 3
  • Bedrooms 4
  • Year Built 1870
  • Parking Spaces 4

New Price, don't miss this one! You can have it all with this charming condo that has the feel of a single family home and the sought after walk to town location! Enjoy modern amenities coupled with original woodwork, gleaming hardwood floors, a graceful front porch, and a private, fenced backyard. Bright and inviting entry leading to large living room, dining room and spacious granite and stainless kitchen with gas stove and bar-style seating. The second floor offers three bedrooms with spacious closets, an office nook, and a full bath. The third floor boasts a spacious master suite with full bath. The finished, walk-out basement would be a perfect spot for a playroom or movie area. Replacement windows throughout, high efficiency gas heating and central air conditioning, lots of basement storage. Conveniently located close to downtown Winchester commuter rail, schools, library, restaurants, shopping and the 2,600 acre Middlesex Fells, minutes to downtown 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: 4.03% last updated on Jul 13, 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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