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!

30 Oxford Street, Winchester, MA

Price$1,825,000

Est. Mortgage: $/month

Open House

MLS Number 72312306

  • Single Family
  • Next Open House: Sat 21st 12:00 pm - 1:30 pm
  • Bathroom 4
  • Full Bath 2
  • Bedrooms 6

Welcome to this Stately, Colonial Revival Flats home. From the moment you walk in, you will feel you have arrived home. The large foyer with wainscoting leads to a gracious front to back sitting room and living combination complete with sunny bay window nook and fireplace flanked by a built-in bookcase. The fireplace dining room will charm you. Spacious kitchen with an island large enough to seat 7 flows beautifully to the family room featuring period windows from Nantucket of yesteryear. Second floor includes the master bedroom with en-suite bath plus 3 bedrooms and a full bath. The third floor is truly unique with a large skylit room with walk-in closet and bedroom with a half bath. New berber carpet in the heated basement provides more get-away space. Nicely fenced in back yard leads to the 2 car detached garage. This home is delightful and sunny.

Listed by Anne Spry and Stephanie Mcgowan of Waterfield Sotheby's International Realty

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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: 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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15 James Street, Winchester, MA

Price$1,300,000

Est. Mortgage: $/month

Open House

MLS Number 72311472

  • Single Family
  • Next Open House: Sun 22nd 11:30 am - 1:00 pm
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 4

Your dream home is here, this property is all renovated and absolutely gorgeous with many updates including a stunning kitchen which features, Brazilian granite, Induction cooktop, new stainless steel appliances and brand new oak floors. This home has so much to offer, a wraparound porch and a gorgeous back yard. The 1st floor has a bedroom and a full bath, down stairs features an additional bonus room with 500 extra sq ft and a half bath. Plenty of parking out front as well as a garage space. Close to everything, showings begin at Open House Sunday 22nd 11:30-1pm

Listed by DNA Realty Group and Arthur Martiroso of Keller Williams 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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49 Amberwood Drive, Winchester, MA

Price$1,199,000

Est. Mortgage: $/month

Open House

MLS Number 72311776

  • Single Family
  • Next Open House: Sat 21st 1:30 pm - 2:30 pm
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4

BEAUTIFUL CONTEMPORARY HOME IN WINCHESTER'S DESIRABLE WEST SIDE! Meticulously maintained, recently painted in a neutral BM color PLUS freshly sanded and stained hardwood floors! Nothing to do but move in. This gorgeous home, on a very quiet street, has an inviting layout featuring a 1st floor master suite with exceptional ceiling height. The kitchen has a breakfast nook, an open concept family room, with adjacent laundry and full bathroom. The dining room, living room combination make up the rest of this floor. Upstairs are 3 large bedrooms with ample closet space, a full bathroom and bonus room which could be an office. The exterior features a deck and stone stairs leading to 2 other levels with exceptional views. WITHIN WALKING DISTANCE TO THE 3 YEAR OLD VINSON OWEN SCHOOL! A short drive to downtown Winchester where you'll be greeted with plentiful restaurants, boutiques, coffee shops and the commuter rail to North Station. Easy access to major highways and just 7 miles from Boston!

Listed by The Marrocco Group and 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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16 York Road, Winchester, MA

Price$1,075,000

Est. Mortgage: $/month

Open House

MLS Number 72311943

  • Single Family
  • Next Open House: Sat 21st 2:00 pm - 3:30 pm
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4

Welcome home to 16 York Rd! Enjoy the morning sun streaming through the cathedral ceiling into the beautiful custom kitchen with direct access to the side deck overlooking sprouting spring flowers and mature trees. Front formal dining room soaks in the evening sun with large windows. Living room off of the kitchen provides flexible space to gather. Mudroom with direct access to 1 car garage complete this floor. Second floor features cathedral master bedroom with walk in closet and master bath. Three other bedrooms and family bath complete this floor. Lower level family room is great hang out space. Retreat to the sun porch for serene views of flat back lot, perennial gardens and gorgeous afternoon sun. Close to Wedgemere station and town.

Listed by Anne Spry and Ann Basmaji 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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4 Worthen Road, Winchester, MA

Price$1,350,000

Est. Mortgage: $/month

Open House

MLS Number 72311287

  • Single Family
  • Next Open House: Sat 21st 11:30 am - 1:00 pm
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 5

As soon as you walk in to this center entrance colonial you are immediately struck by it's open, airy spaces. With windows and built-ins at every turn it offers an abundance of space, light, & views of the large, private, beautifully landscaped yard. The 1st floor has all you need for everyday comforts as well as hosting family and friends. Spacious EIK with ample seating around the expansive island which connects to dining and two gorgeous great rooms on both sides of the home. The 2nd level includes 3 sizable bedrooms & full bath while the 3rd floor houses a master suite with spa-like bath & luxurious dressing room. The finished basement has a fireplace, open play area and a renovated full bath along with laundry, storage and room for an office or guests. You will love the organized custom mudroom & updated half bath that seamlessly joins the main living area, 3-car driveway, and 1/2 acre lot. This location provides the perfect balance of privacy and close proximity to town & parks.

Listed by The McLaren Team and Susan C. McLaren of Coldwell Banker Residential Brokerage - Boston - Newbury St.

{$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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20 Pond Street, Winchester, MA

Price$898,700

Est. Mortgage: $/month

Open House

MLS Number 72309509

  • Single Family
  • Next Open House: Sat 21st 12:00 pm - 1:30 pm
  • Bathroom 3
  • Full Bath 3
  • Bedrooms 4

Wow! Fab opportunity to own in Winchester! Don’t miss this 9rm,4br,3bth Sun-filled Bungalow that’s a reminder of yesteryear with today's modern conveniences. Originally the guest house for the Barstow Estate, this beautiful home was built for friends visiting from Boston in 1928. Tall ceilings greet you the moment you step into spacious living room complete with French doors, elegant dining room with window seat and more. Vibrant cook’s kitchen awaits complete with Sub-Zero fridge, Fisher Paykal DW, huge granite eating/prep area, stunning Red Birch cabinets and warm radiant heat. The 1st floor finishes with a cozy den and a home office/ bedroom and fabulous mudroom leading out to large deck and beautiful gardens. The 2nd floor with 3 generous bedrooms include an en-suite teen’s paradise, Huge master suite with custom built-in oak furniture, impressive wall of dressers, window seats and of course walk in closet. Bonus! Runtal radiators, Generate set-up, Shed, Air conditioning and more!

Listed by Mark Lesses of Coldwell Banker Residential Brokerage - Lexington

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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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29 Lebanon Street, Winchester, MA

Price$729,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72307601

  • Single Family
  • Bathroom 2
  • Full Bath 1
  • Bedrooms 3
  • Year Built 1929

Just awesome! This happy sunny home sits high on a hill with magnificent views over Winchester's valley and beyond. Sweet kitchen has hardwood, a built in desk, granite counters and newer cabinets. The gorgeous dining room has the original built-ins, and is loaded with sunlight. Large fire-placed living room, 3 bedrooms plus a bonus media room in basement make this an incredible deal in pricy Winchester. Lovely fenced yard with sprinkler system, deck, 1 car garage, and a farmers porch that offers the perfect perch to watch those sunset over the town. Very short stroll to the Fells, town center, trains and the coveted Muraco School! Open house both Sat and Sun 4/14 and 4/15, 1-3.

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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14 Johnson Road, Winchester, MA

Price$929,000

Est. Mortgage: $/month

Open House

MLS Number 72307710

  • Single Family
  • Next Open House: Sat 21st 11:30 am - 1:00 pm
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 3

Fantastic opportunity In the award winning Vinson-Owen School district! This handsome home has 3+ bedrooms, 2.5 baths, 2 fireplaces an oversized garage & gorgeous patio. Offers a great floor plan w/ flexibility if your needs change. Notably the lower level family room w/ fireplace & built in book cases can double as an office or spare bedroom. The key feature is the spacious addition with cathedral ceilings, skylights & sliders to the rear patio. This light & bright area includes the great room, dining room and island kitchen. Granite countertops run the length of the kitchen offering plenty of work space & lots of cabinets. Throughout the home you’ll find light and sun, recessed lighting & a nice mix of hardwood & tile flooring, Sited on a .37 acre lot with a blend of lawn & trees, this home offers some wonderful outdoor space. Relax, grill or party on the private rear patio. The bedrooms are of ample size. The master includes its own bath w/ tiled shower. Don't miss it.

Listed by Kirk Nahabedian and Heidi Wettach of RTN Realty Advisors LLC.

{$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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727 Washington Street, Winchester, MA

Price$849,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72306649

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 5
  • Year Built 1945

The perfect fit for every generation! This massive ranch house sits on a 3/4 acre lot abutting the Aberjona River. Main level has 3 bedrooms and 1.5 baths. Sublime 4-season sunroom with all new Andersen windows installed 2013. Giant 2015-renovated eat-in kitchen with fireplace. Bottom level adds 2 more bedrooms, a full bath and spacious living room complete with oversized fireplace and kitchenette -- all living space completely above ground with walk-out slider to back yard. Behind the house sits a large barn-style multi-level garage outfitted with water and electricity built in 2004. Convenient wrap-around driveway and garage parking for 5+ cars! Irrigated front lawn. Huge back yard perfect for activities. No flood insurance required and never any flooding issues in all 30 years of ownership. Nowhere else in Winchester will you find this much property for your dollar! Do not miss this very special house!

Listed by Russell Hulteen 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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79 Oak Street, Winchester, MA

Price$749,988

Est. Mortgage: $/month

Active With Contract

MLS Number 72304811

  • Single Family
  • Bathroom 2
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1879

Come visit this well maintained home before it's gone! This 7 room 3 bedroom 2 bath home 2 Car Garage with extra parking off street; features hardwood floors throughout, an updated kitchen, bathrooms, heating system, and roof. First floor open floor plan features a sun filled Living room/Dining room/kitchen combination, Office, a full bath and flexible option room. 2nd floor features 3 bedrooms, full bath and great walk in closet for the Master bedroom. Solar Panels to be transferred with sale. Open house Sunday 4/8/2018 12-2PM

Listed by Stephen Amaral of Cameron Prestige, LLC

{$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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700 Washington Street, Winchester, MA

Price$1,197,000

Est. Mortgage: $/month

Open House

MLS Number 72304452

  • Single Family
  • Next Open House: Sat 21st 12:30 pm - 2:00 pm
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4

Charming updated Colonial Farmhouse w/Farmer's Porch, oversized two-car Garage w/large Loft, huge Shed, beautifully landscaped Fenced Yard on a 23,621 sq' Lot. Completed gutted in 2000 - originally built in 1805 and has preserved some of the original detail and character including exposed beams. Main floor features an Open Floor Plan w/gorgeous Foyer & Staircase, Lg Mudroom w/Walk-in Closet, and updated Quartz Kitchen w/High-end GE Appliances and lg Island, Gracious Living Room w/Fireplace and sunny Dining Room. Second flr has three Bedrms including lg Master Bedrm w/full Bath and two Custom Closets one of which is a Walk-in Closet, Laundry Rm and another full Bath. Third flr has a lg Bedrm/Office/Media or Gym. Minutes to Muraco School, Parks, Winchester Center & two Commuter Train Stations, steps to the future Tri-City Bike Path. Enjoy Winchester and all its Amenities, including Schools, Shops, Restaurants, Farmer's Mkt, easy access to Rte 93. Make this "One-of-a-Kind Home" Your Own!

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: 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 Bigelow Avenue, Winchester, MA

Price$1,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72304181

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1961

SPECTACULAR LOCATION IN WINCHESTER'S DESIRABLE WEST SIDE!!! A short ride to Winchester Center, where you'll be greeted with plentiful restaurants, boutiques, coffee shops, spas and the commuter rail to Boston's North Station. Easy access to major highways for those Summer weekend excursions to the North Shore and points beyond. Beautiful corner lot featuring mature perennials and your very own vegetable garden! Nice open floor plan for today's modern lifestyle. The first floor offers a fireplaced living room, dining room, kitchen and den as well as three good sized bedrooms and two bathrooms. The lower level has an abundance of natural light and houses a fireplaced family room, mud room, laundry and access to the 2 car garage. Within the three year old Vinson Owen School district. A great house for entertaining, a wonderful place to call home. Don't miss out on the opportunity to become a part of Winchester's charming community!

Listed by The Marrocco Group and 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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35 Central Street, Winchester, MA

Price$2,499,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72304045

  • Single Family
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 4
  • Year Built 1912

Exclusive residence located in one of Winchester's most prominent neighborhoods! This stunning 'California Chic' home offers a high level of architectural detail boasting old world charm with modern high-end amenities. Greeted by a warm spacious foyer, this exquisite home features 12 rooms, 4-5 beds, 4.5 baths, over 5600SF of living space & 5 FPs. Ideal for entertaining, the heart of this home is its gourmet kitchen that opens to an expansive formal LR, DR & coffered ceiling FR equipped w/ sliders leading to the lush outdoor space. Iron staircase leads to the grand 2nd level hallway feat. barrel vaulted ceiling. Master suite with cathedral ceiling, walk-in closets, soaking tub, steam shower & gym; 3 large beds, office & laundry finish this floor. Relax in the tranquil & private backyard featuring in-ground pool, hot tub, outdoor kitchen, stoned patio w/ trellis all surrounded by mature landscaping. A luxurious home close to the center of town, nearby schools & train into Boston!

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 Johnson Road, Winchester, MA

Price$2,249,000

Est. Mortgage: $/month

Open House

MLS Number 72303838

  • Single Family
  • Next Open House: Sun 22nd 12:00 pm - 1:00 pm
  • Bathroom 5
  • Full Bath 4
  • Bedrooms 5

PERCHED HIGH ON A HILL WITH DISTANT VIEWS OF BOSTON! NEW CONSTRUCTION by local master builder! A short drive to downtown where you'll find plentiful boutiques, restaurants, coffee shops and the Commuter Rail to North Station. Within the 3-year old Vinson Owen School district. The first floor features an open floor plan for today's modern lifestyle, with a fireplaced family room, living room, dining room, kitchen and half bath. Enjoy entertaining your guests in the oversized kitchen, boasting a top of the line SS appliance package and granite counters. Experience the great outdoors featuring a large wooden deck and a plentiful back yard for your children to play in. 4 bedrooms are located on the second floor, including the master and an additional en-suite, along with laundry and plentiful closets. The third floor is finished with a 5th bedroom, bathroom and enormous bonus room. Long driveway is heated for your Winter convenience. Easy access to major highways and 7 miles from Boston.

Listed by The Marrocco Group and 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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4 DIX Street, Winchester, MA

Price$1,399,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72301258

  • Single Family
  • Bathroom 5
  • Full Bath 3
  • Bedrooms 6
  • Year Built 1912

Historic Jewel! Urban Suburbia at its Best! Set in the Heart of Winchester Center, enjoy the luxury of the Shops, Commuter Rail, Restaurants, Coffee, Workout Studios all a Short Distance from Home. Start by entering through a Nostalgic Front Sun Room into a 4-6 Bedroom Home abounding with Character. Living Room with a Fireplace and a Reading Alcove. A Library is located off a Dramatic Foyer. Kitchen with Original Butler's Pantry, Paneled Fireplaced Dining Room, all flow into a Spacious and Sunny Fully Heated Green House, with easy access to a Professionally Landscaped Private Back Yard. The Green House can also be used as additional Living Area off the Kitchen. Front and Back Staircases lead up to 2nd and 3rd floors. Master Suite plus Three Bedrooms and Two Baths on the 2nd Floor. The Third Floor offers Additional Bedrooms or Home Office, bathroom and a Large Walk-In Cedar Closet. Move in and Make this Home your Own.

Listed by Bill Caci and Pauline Marino 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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23 Swan Road, Winchester, MA

Price$1,849,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72301171

  • Single Family
  • Bathroom 4
  • Full Bath 3
  • Bedrooms 4
  • Village Myopia Hill

Nestled on prestigious Myopia Hill with the most serene setting you will find, this gem of a home is unlike any other! Custom designed and carefully updated, this home will amaze you~ Enjoy entertaining under the soaring ceilings in the beautiful living room/great room w/french doors and oversized stone wood burning fireplace. Family room w/entertainment wall, surround sound, & hand crafted built-ins. Sunny updated kitchen with coffee bar and island seating w/views of the flowering gardens & specimen trees. Spacious dining room off kitchen opens to patio & finishes main level. Master suite with beautiful marble bath, soaking tub and oversized tiled shower. Each of the 4 bedrooms are unique with ample closet space and amazing sunlight. Walk out lower level offers an abundance of stylish space great for additional family/media room, office/ au-pair, or guest suite with full bath & gas fireplace. Direct entry 2 car garage, updated systems, central air, new windows, Simply gorgeous 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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17 Wellington Road, Winchester, MA

Price$1,975,000

Est. Mortgage: $/month

Open House

MLS Number 72301321

  • Single Family
  • Next Open House: Sun 22nd 12:00 pm - 1:30 pm
  • Bathroom 6
  • Full Bath 4
  • Bedrooms 5

This new construction home lies in sought after Ambrose School District, featuring 12 rooms with a versatile floor plan. On the first floor, explore the cozy living room, family room, kitchen with expanded eating area, formal dining room, half bath and a potential master bedroom with full bath. On the second floor, enjoy four bedrooms, a spacious laundry room, and 3 full baths. The third floor has a bonus/game room and extra attic storage. The basement is mostly finished with a bonus/play room and a space for a gym or office, also including a half bath. This home is perfect for a large family that is looking for a quiet neighborhood, with all the essentials plus many extra rooms for guests, and entertaining. This home is close to all major routes, the town forest, Wedgemere train station and shopping. OPEN HOUSE Sun April 22nd 12:00-1:30pm

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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7 Grove Street, Winchester, MA

Price$2,579,000

Est. Mortgage: $/month

MLS Number 72297573

  • Single Family
  • Bathroom 7
  • Full Bath 5
  • Bedrooms 4
  • Year Built 2017

Spectacular NEW CONSTRUCTION, 6,294 sf home situated on over 20,000+SF lot! Custom built 4+bed, 5F/2H bath oversized colonial with 2 car attached garage in the rear is now ready for Spring Occupancy.The main level features an open floor plan with stunning gourmet kitchen w/10' island equipped with Wolf/Subzero appliances, adjacent Family room w/fireplace & built ins, butler’s pantry/wet bar, breakfast area with french doors leading to outdoor deck & private rear yard, Lavish Master suite offers cathedral ceilings,double walk-in closets, gas FP and luxurious MBath with soaking tub & separate shower. Second floor laundry w/ walk-in storage room, 3 oversized bedrooms and 2 full baths complete the 2nd floor. Perfect in-law/au-pair suite or recreational space with full bath on the third level! The lower level is finished w/ home theater, custom wet bar, exercise area & full bath - perfect for all your entertaining needs! Control 4 Home Automation, built-in speakers, and so much more!!

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

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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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8 AINSWORTH Road, Winchester, MA

MLS Number 72297184

  • Single Family
  • Bathroom 4
  • Full Bath 2
  • Bedrooms 5
  • Year Built 1980

Serenity, sophistication & character, in a wonderful cul de sac neighborhood of 8 homes steps from the Middlesex Fells Reservation & minutes from Winchester’s top rated schools! This southwest facing residence is a masterfully designed home that has it all: location, efficiency, privacy & space. Beautifully sited with sunlight in mind on a 15,000 sq ft lot, this 12 room, 5 bedroom, 2 full bath & 2 half bath home offers over 3400 sq ft on 4 levels of living nestled in a quiet area close to town center & commuter rail. Open layout first floor with eat in kitchen, walls of windows dining room, stone wood-burning fireplace;. Second level: master suite complete with sitting room & private deck. Top level is 4 bedrooms. Lower level with flex space for office. A charming patio & fenced in yard transitions seamlessly to the Barn with over 1500 sq ft and has been outfitted with water, sewer, and electricity connections adding endless opportunities for creative living space!

Listed by Nancy Ciampa McLaughlin of Redfin Corp.

{$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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170 Forest Street, Winchester, MA

Price$1,629,000

Est. Mortgage: $/month

Open House

MLS Number 72296623

  • Single Family
  • Next Open House: Sun 22nd 12:00 pm - 3:00 pm
  • Bathroom 4
  • Full Bath 4
  • Bedrooms 6

6 bedroom, 4 bath new construction home on oversized ½ acre oversized lot with a large 16 x 22 elevated rear deck. Open floor plan includes expansive Family / Dining / Kitchen combination anchored by artisanal, floor to ceiling wainscoting and central fireplace (gas log). Bonus Room serves many uses including private office, formal living room, the 5th bedroom, or convert to an oversized mudroom. This extra room is wrapped on all sides by the same full height wainscoting with its own (gl) fireplace. Spacious Master Suite contains large his and her (separate) closets, a designer bath, soaking tub, and spacious glass shower. Fully finished attic allows the creation of a 6th bedroom and boasts a remarkable 6 windows! Natural gas heating and cooking, oversized 2 car garage, 2nd driveway, granite & brick faade, Hardy board siding, & oversized front and rear yards are just some of the special amenities that make this house an exceptional value. Full height walk out basement

Listed by Richard Fontaine and Kenneth Maston of Parkhill Realty 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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9 Winthrop Street, Winchester, MA

Price$1,349,000

Est. Mortgage: $/month

MLS Number 72292550

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 5
  • Year Built 1910

Location! Location! Location! Spacious Victorian with 9 ft 7 in high ceilings, crown molding details and hardwood floors. Bright, sunlit rooms with architectural wooden Pella windows, multiple stained glass windows throughout, skylights, pocket door, etc. Master suite with a seating area and bath on 3 rd floor. Slider door to a 26 foot x 10 foot mahogany deck overlooking a private, flat and a spacious yard. An additional 1134 sq. ft. Finished basement with hardwood floor and tiles and a laundry room. Total 4 floors finished living area is 4100 sq. ft. Minutes walk to Lincoln elementary, middle and high schools. Steps away from town center and easy access to the 2200+ acre Middlesex Fells. Commuter rail in town, and 15 minutes drive to Boston on 93.

Listed by Albert Tu of Thread Real Estate

{$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$2,399,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72290639

  • Single Family
  • Bathroom 6
  • Full Bath 5
  • Bedrooms 5
  • Village Downtown Winchester

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 a 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. The lower level is set up for an amazing media room, with full bath and additional recreation room!

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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10 Sanborn Street, Winchester, MA

Price$1,399,999

Est. Mortgage: $/month

Active With Contract

MLS Number 72290047

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 4
  • Year Built 1890

Colonial Revival in sought after neighbor walking distance to Wedgemere Train station & Town Center. Carefully restored & in pristine condition. Craftsmanship combined with modern updates to create a special home. Kennebec custom kitchen cabinets w/honed granite counters. Sun filled large dining room w/ built-in china cabinet & period lighting throughout. Inviting living room w/ lots of windows. Enjoy summer evenings in the sunroom or a roaring fire during the winter in the cozy sitting room. 2nd floor has a fabulous landing with glass French door. 3 large bedrooms, plus an office and a full bath w/claw foot tub complete this floor. Retreat to the 3rd floor for your own private master bdrm suite w/ custom built-in closets. Large playroom in the basement. The yard is professionally landscaped w/lighting, bluestone patio w/fire-pit fence for privacy. Heated 2 car detached garage. Ambrose Sch. Close to Boston, Cambridge & I-93.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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98 Cambridge Street, Winchester, MA

Price$949,999

Est. Mortgage: $/month

MLS Number 72289003

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 3
  • Year Built 1962

Nestled on a sprawling half-acre lot that offers ample privacy and convenience along with the amazing amenities of gorgeous Winchester all rolled into one! Imagine waking up to bright sunlight pouring inside your meticulously maintained split entry ranch! You can sip coffee outside on your spacious side or rear deck, or your slate patio. Later you might enjoy breakfast in your open concept dining/living room and kitchen. Step down easily into the lower level that has an oversized room suitable for an office, family room or versatile space (your choice!) with laundry area, half bath and large storage room. Valuable features include Anderson energy efficient windows throughout and the attached two-car garage is oversized for additional storage or workshop area. Recent updates include 2016 roof and a rebuilt chimney, inside and out; 2017 installed "no cleaning" leaf filter gutters; 2018 freshly painted interior and refinished hardwood floors.

Listed by Michaela Pixie Mahtani 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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4 COPLEY Street, Winchester, MA

Price$1,799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72289300

  • Single Family
  • Bathroom 3
  • Full Bath 2
  • Bedrooms 5
  • Village The Flats

YOU CAN HAVE IT ALL! Walk to town center, commuter rail, schools, and town clay tennis courts. Hard to find, flat, large enough yard to play croquet, with beautiful gardens and patio. Sited on the large yard to take advantage of backyard views. This pristine home has been carefully cared for by current owners and updated for a comfortable life style. Bright and sunny home with spacious rooms and excellent layout will impress. 3rd floor with 2 heated rooms and a walk in closet for storage. Bonus: partially finished basement can be further expanded. A great find in the Winchester Flats!

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: 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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