Condos in Winchester MA

Condos in Winchester MACondos and townhomes in Winchester offer residents the convenience of in-town living at its best. Many condominium communities are near commuter rails or within walking distance from downtown and have wonderful amenities like fitness centers, private decks, and swimming pools. You may also be interested in exploring all condos for sale North of Boston.

Browse Winchester MA Condos for Sale

Questions? Contact Better Homes and Gardens Real Estate The Shanahan Group at 781-729-9030 or online!

50 Lake Street Winchester MA 01890
Open House

MLS Number 72595062

  • Condo or Co-op
  • Next Open House: Sun 8th 12:00 pm - 1:30 pm
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,000

Waterfront condo in Winchester center - walk to all the shops, restaurants, beach, tennis and commuter rail. Relax on your private patio and watch the swans float by. An end unit (with extra window!) and private porches. Living room, full dining room, large galley kitchen with lots of cabinets and new appliances on 1st floor; 2 bedrooms and full bath on 2nd floor and an unfinished basement for laundry and storage OR finish it off for an at-home-office. One deeded parking space. Small dogs accepted. Best value in town!

Listed by Diane Plunkett and Sheri O'Connor of Plunkett Properties

$
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$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Wainwright Road Winchester MA 01890
Open House

MLS Number 72590085

  • Condo or Co-op
  • Next Open House: Sun 8th 1:00 pm - 2:30 pm
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,918

Welcome to The Ledges! This C unit is located in a private wooded setting with a deck off the rear. This well-maintained unit has a first-floor master suite and an updated kitchen with breakfast nook overlooking the sunny courtyard. Lovely hardwood floors in dining and living room. Two additional bedrooms and a bath are on the second level. Potential to finish out lower level with ample storage .This is a perfect opportunity to afford The Ledges and enjoy the Clubhouse , pool, tennis courts and the beauty and serenity of this desirable location. In addition the roof and 4 skylights have just been replaced.

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Gershon Way Winchester MA 01890

Winchester, MA17 Gershon Way, Unit 17

Price$1,100,000

Est. Mortgage: $/month

Open House

MLS Number 72586890

  • Condo or Co-op
  • Next Open House: Sun 8th 1:00 pm - 3:00 pm
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,980

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. Cozy up to the gas fireplace with a hot cider. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage. A short drive to downtown Winchester and only 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Swanton Winchester MA 01890

Winchester, MA37 Swanton, Unit 37

Price$729,000

Est. Mortgage: $/month

MLS Number 72587266

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,272

Never run out of space in this attached single family/townhouse in Winchester's coveted Muraco school district! Centrally located, in close proximity to I-93/95, commuter rail, restaurants, schools & parks, this well maintained 4BR/1.5BA home has a boatload of charm & multiple upgrades already done for you (newer AC & furnace). Cook & entertain in the updated E-I-K packed with cabinets, granite counters, a dining area & bonus huge pantry. Unwind in the spa-like oversized bath with a 2-person heated jaccuzzi, a sky-light to enjoy the night's view from the tub & a custom, tiled, glass enclosed shower. 2 large bright BRs with tall ceilings, hardwood floors, double closets and a cozy window seat complete the 2nd floor! Two additional spacious BRs on the 3rd floor are ideal for a teen/guest/office/gym setup. Step onto the back deck to a lovely wrap around patio - a cozy oasis to sip your morning coffee or wine after work. A full basement provides plenty of extra storage. No HOA fees!

Listed by Amna Saeed Kothe of eXp Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Winchester Place Winchester MA 01890

MLS Number 72585575

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,781
  • Complex WINCHESTER PLACE

The perfect down-sizing condo while up-scaling your surroundings. Luxury and quality come together with convenience at Winchester Place. Located in downtown Winchester center, a half block from Train station, top restaurants and adjacent shops. The only thing missing is the valet. Old world detail in a modern building with a interior garage. This condo unit has nine foot ceilings and grand spaces including spacious store room / studio -workshop. Fully applianced Granite and Stainless Kitchen with in-unit laundry Low condo fee --- owner pays all own utilities. In-unit washer and gas dryer new in April 2019.

Listed by Bill Caci of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Dix Street Winchester MA 01890

Winchester, MA15 Dix Street, Unit 4

Price$1,799,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72582656

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,945
  • Waterfront

Luxury living in Winchester overlooking picturesque Wedge Pond! This stunning newer construction condo features an open floor plan with large windows for maximum light, high ceilings, hardwood floors and beautiful crown molding. The ultra-modern chef's kitchen with high end appliances (Wolf, SubZero, Asko) opens up to a dining area and cozy living room with a water view, gas fireplace and access to a private balcony. The spacious master suite includes a spa-like bath with large shower, double sinks with marble countertops and a spacious walk-in closet. The generously sized second bedroom includes a private bath. A den/home office space provides flexibility of use. Elevator access from all floors to lobby and 2 secure underground deeded parking spaces. Your favorite downtown restaurants, shops and the commuter rail is just a short walk away. Enjoy being minutes away from the city, major highways and Logan airport. Maintenance-free luxury living at its best!

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

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$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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36 Elmwood Avenue Winchester MA 01890

MLS Number 72575934

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,072
  • Complex Allegro

Allegro ... in Italian the word means robust, lively! That's exactly how you will live in your new home. A neighborhood of luxurious, well appointed single level condominiums offering crisp tailored design. Wake up to sipping your morning latte on the expansive private patio. Entertain or just enjoy cooking in your designer chef's kitchen that opens to the finely crafted living room. After your guests have gone, retire to your generous sized master bedroom with en suite bath. Living is easy when you can pull right into the garage and take the elevator up to your residence, but feel free to stop and put those extra items in your individual storage unit. NEW CONSTRUCTION, like no other, in the heart of bucolic downtown, allegro offers the most convenient address in Winchester! Hop on the train or walk to the market. Urban amenities in a Norman Rockwell setting.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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36 Elmwood Avenue Winchester MA 01890

MLS Number 72575935

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,269
  • Complex Allegro

Allegro ... in Italian the word means robust, lively! That's exactly how you will live in your new home. A neighborhood of luxurious, well appointed single level condominiums offering crisp tailored design. Wake up to sipping your morning latte on your private balcony. Entertain or just enjoy cooking in your designer chef's kitchen that opens to the finely crafted living room. After your guests have gone, retire to your generous sized master bedroom with en suite bath. Living is easy when you can pull right into the garage and take the elevator up to your residence, but feel free to stop and put those extra items in your individual storage unit. NEW CONSTRUCTION, like no other, in the heart of bucolic downtown, allegro offers the most convenient address in Winchester! Hop on the train or walk to the market. Urban amenities in a Norman Rockwell setting.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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36 Elmwood Avenue Winchester MA 01890

MLS Number 72575937

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,482
  • Complex Allegro

Allegro ... in Italian the word means robust, lively! That's exactly how you will live in your new home. You've made it to the top, now live there! Enjoy your new lifestyle in the penthouse that exudes privacy, comfort and a Winchester vista. Wake up to sipping your morning latte on your private blacony. Entertain or just enjoy cooking in your designer chef's kitchen that opens to the finely crafted living room. After your guests have gone, retire to your generous sized master bedroom with en suite bath. Living is easy when you can pull right into the garage and take the elevator up to your residence, but feel free to stop and put those extra items in your individual storage unit. NEW CONSTRUCTION, like no other, in the heart of bucolic downtown, allegro offers the most convenient address in Winchester! Hop on the train or walk to the market. Urban amenities in a Norman Rockwell setting.

Listed by Nancy Ciampa McLaughlin of Advisors Living - Back Bay

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Gershon Way Winchester MA 01890

Winchester, MA11 Gershon Way, Unit 11

Price$1,450,000

Est. Mortgage: $/month

Open House

MLS Number 72575806

  • Condo or Co-op
  • Next Open House: Sun 8th 1:00 pm - 3:00 pm
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. Cozy up to the gas fireplace with a hot cider. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage. A short drive to downtown Winchester and only 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Arthur Street Winchester MA 01890
Active With Contract

MLS Number 72572546

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,392

2016 RENOVATED TOWNHOUSE WITH 3 LEVELS OF LIVING AND ENORMOUS MASTER BEDROOM!!! This antique classic features a great entertainment space as the 1st floor was modified into two large rooms including a lovely living room with original pine floors and brand new white cabinets, stainless steel appliances and granite counters. Kitchen has direct access to the yard space which is great for BBQs!! The 2nd level features two generously sized bedrooms and a new fully tiled bathroom. Top level spacious master suite with 3 California closets and a beautifully tiled bathroom, jet tub, double vanity & separate heat & AC zone. Other updates include all new plumbing and electrical,CERTIFIED DE-LEADED, new washer dryer, off street parking CENTRAL AIR, gas heat and cooking, and direct access dry storage in the basement. Close to the Center, commuter rail train and lots of shops & restaurants!

Listed by Mike DeStefano of Coldwell Banker Residential Brokerage - Waltham

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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400 Cross Street Winchester MA 01890

MLS Number 72564503

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,346
  • Complex Winchester Crossing

Sun filled and meticulously maintained Contemporary Townhouse located at Winchester Crossing, a rarely available 18 home Townhouse sub division built in 2004. Highlights include spacious living and dining areas with hardwood floors, gas fireplace and access to your private deck. The updated cook's eat in kitchen offers stainless steel appliances, granite counters and generous cabinet space. The open floor plan is perfect for entertaining and every day living. Upstairs there are 2 spacious bedrooms with good sized closets and 2 luxe full baths. Other features include in-unit laundry, a 2 car tandem garage, ample storage and abundant natural light. Convenient to the commuter train, bus, stores and major routes.

Listed by Denise Mosher of Coldwell Banker Residential Brokerage - Weston

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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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666 Main Street Winchester MA 01890

MLS Number 72560730

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,170
  • Complex Wedgewood

**CLICK THE "V" ON TOP RIGHT FOR 3D TOUR! Welcome to Wedgewood Place, on Wedge Pond in the heart of Winchester Center! Talk about LOCATION...In 2017, Boston Magazine chose Winchester as one of the "Best Places to Live North of Boston!" This Condo has much to offer with it's bright, skylit open floor plan and upgrades consisting of new granite counters throughout the kitchen, breakfast bar and 2 baths, modern clean flooring in kitchen, living/dining room and hallways in addition to newer carpeting in both bedrooms. The living room/dining room has a working wood fireplace and walk out balcony overlooking the beautifully landscaped in-ground pool/common area. The private master bedroom suite offers a large walk in closet and a Roman-tub master bath. Enjoy central air, washer/dryer in unit, covered parking, bicycle storage, additional storage locker. Charming Winchester Center is engaging and ribboned with restaurants, shops, markets, parks and ponds,T /Commuter Rail & more. Move in READY!

Listed by Laurie Holman and Robert Weisenbloom of American STAR Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Dix Street Winchester MA 01890

Winchester, MA15 Dix Street, Unit 9

Price$1,200,000

Est. Mortgage: $/month

MLS Number 72557325

  • Condo or Co-op
  • Bedrooms 1
  • Bathroom 2
  • Square Feet 1,275
  • Waterfront

Luxury living on the top floor at FIFTEEN DIX STREET - no top floor unit has been available since pre-sale in 2015/16! One level living with elevator access from heated garage with 2 exclusive use parking spots. This is the place to be for LOCATION, LOCATION, LOCATION AND GARAGE PARKING!!! Open floor plan features high ceilings, hardwood flooring, large windows, and an unbelievable amount of storage space. Kitchen features large marble topped island with counter seating, gas range and Sub Zero refrigerator. Master bedroom has ample storage space, view of Wedge Pond and large en-suite bathroom with laundry. Office also has full en-suite bathroom. Elegant layout with quality details throughout. Addl'l storage in garage. Live in town with easy access to commuter rail, shops, restaurants and services. Enjoy everything this great community has to offer: Middlesex Fells Reservation, Wright-Locke Farm, annual community events, Saturday Farmer's Market, a vibrant arts community and more!

Listed by Elizabeth Darby of Berkshire Hathaway HomeServices Commonwealth Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Winter Street Winchester MA 01890

MLS Number 72554330

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,135
  • Complex 8-10 Winter St.

Beautiful duplex condo in superb Winchester! A sun filled, completely remodeled, floor plan includes a bright kitchen with granite counters and brand new stove, dishwasher and built in microwave . There is half bath off dining room and washer/dryer hookup in finished basement. Upstairs, a large master bedroom with walk in closet, and master full bathroom. Two more bedrooms & full bath complete the second floor. All new roof, flooring & heating. Lovely backyard patio fenced in for privacy. Close to public schools, the commuter rail, and all the great shops, restaurants and activities in the heart of downtown. Common area parking in large driveway for at least 3 cars per unit,

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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 Winter Street Winchester MA 01890

MLS Number 72554331

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,349
  • Complex 8-10 Winter St.

Beautiful duplex condo in superb Winchester! A sun filled, completely remodeled, floor plan includes a bright kitchen with granite counters and brand new stove, dishwasher and built in microwave . There is half bath off kitchen and washer/dryer hookup in finished basement. Upstairs, a large master bedroom with walk in closet, and master full bathroom. Two more bedrooms & full bath complete the second floor. All new roof, flooring & heating. Lovely backyard patio fenced in for privacy. Close to public schools, the commuter rail, and all the great shops, restaurants and activities in the heart of downtown. Common area parking in large driveway for at least 3 cars per unit,

Listed by Mark Sullivan of T.A. Sullivan Agency Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

83 Church Street Winchester MA 01890

MLS Number 72554252

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,669

Wonderful opportunity to be close to town, trains and shops and live in a beautiful sunny condo. Fabulous high ceilings and windows in large living room and dining room. Cozy siting area by the attractive fireplace is a perfect place to curl up with a book. Modern kitchen and updated baths. Master bedroom has private bath.Two additional bedrooms are on the second floor. This condo unit has a storage area and closet. Attractive views overlooking the gardens and green space that is the rear yard. This is a perfect opportunity to live in a fabulous condominium complex and be close to everything Winchester but also a quick train ride to Boston.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

8 Gershon Way Winchester MA 01890

Winchester, MA8 Gershon Way, Unit 8

Price$1,400,000

Est. Mortgage: $/month

Open House

MLS Number 72464290

  • Condo or Co-op
  • Next Open House: Sun 8th 1:00 pm - 3:00 pm
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,549

WINCHESTER'S 1ST 55+ COMMUNITY! This new construction development is the proud winner of The National Association of Home Builders gold award recipient for design (2018). Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. Cozy up to the gas fireplace with a hot cider. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage. A short drive to downtown Winchester and only 7 miles from Boston.

Listed by The Marrocco Group and Monte Marrocco of Coldwell Banker Residential Brokerage - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.68% last updated on Dec 5, 2019
* 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.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

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