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Winchester MA Real Estate

Discover Winchester, MA real estate with the help from expert realtors at The Greene Realty Group. Look through a variety of listings, including commercial spaces, single family homes, apartment, and more.

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11 Niles Lane Winchester MA 01890

Winchester, MA11 Niles Lane

Price$3,399,000

Est. Mortgage: $/month

MLS Number 72931821

  • Single Family Detached
  • Bathroom 6
  • Bedrooms 5
  • Rooms 12
  • Square Feet 7,103

The BEST neighborhood, close to town and trains and beauty beyond compare! If you've grown tired of cookie-cutter "new" construction, this is the home for you. PRIME location, one of the most sought-after streets in town and it comes with water views plus a deeded parcel on the lake that provides you full water access. The interior stuns with a jaw-dropping layout & build-out, with quality well beyond the typical. HUGE kitchen/family room, complete with a wet bar, a second dishwasher & a beverage center. Entertain in the formal dining room and living room, flanked by a wall of glass leading to the sprawling patio and outside grilling area. Two primary bedroom suites offer options: one is massive with front and back balconies & lake views, plus dual walk-in closets. The other has a fabulous sitting room/study attached. Radiant heat floors, custom lighting, tremendous yard. There's also a first floor en-suite bedroom, home office, so much to see LOVE!

Listed by Nancy S. Pallotta of Leading Edge Real Estate

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$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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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44 Myopia Road Winchester MA 01890

Winchester, MA44 Myopia Road

Price$3,100,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72932686

  • Single Family Detached
  • Village Myopia
  • Bedrooms 5
  • Rooms 10
  • Bathroom 4

Welcome to this impeccably designed one of a kind home located on an acre of land in the heart of Myopia Hill. As you pull up to the impressive circular drive, accented with brilliant landscaping and outstanding stonework, you quickly realize there is nothing else like it in Winchester.Enjoy an abundance of open space with a perfect blend of contemporary design and classic charm.The gracious foyer interconnects to an updated chef's kitchen, an expansive dining room, and an elegant living room accented with a stunning bay window and marble fireplace.The brightly lit family room boasts a custom stone fireplace and floor to ceiling windows that overlook a seemingly endless fully fenced backyard. An outdoor covered patio impresses with a full media area, working bathroom and heated bluestone, offering the perfect balance of comfort and fun.The heated garage bays continue to amaze with a full gym, basketball court, and a separate home office space. This luxury home is not to be missed!

Listed by The McLaren Team and Susan C. McLaren of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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 Gershon Way Winchester MA 01890

Winchester, MA29 Gershon Way, Unit 29

Price$2,100,000

Est. Mortgage: $/month

Contingent

MLS Number 72935635

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,638

Designed by national, award-winning, architect Gary Snider. 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. 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.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Fieldstone Drive Winchester MA 01890

Winchester, MA5 Fieldstone Drive

Price$1,650,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72933554

  • Single Family Detached
  • Village Fieldstone Drive
  • Bedrooms 4
  • Bathroom 3
  • Rooms 9

This rare, open concept, contemporary colonial offers substantial space & light in a prime location on the west side of Winchester on a tree lined cul-de-sac. Kitchen features, double ovens, granite countertops, eat in area and deck access. Step down from the dining room into the living room/foyer and enjoy the morning sun through the expansive bay window. On the other side, the spacious step-down family room offers a fireplace and wet bar, with access to the mudroom, pantry/office, deck, and oversized 2 car garage. The second floor features a turned center staircase leading to an indoor balcony window overlooking the foyer. The vastness of the master bedroom brings an air of luxury to the space, which is compounded by the marble master bath with its skylights and jacuzzi. Three additional bright & airy bedrooms and a family bath compliment this floor. Partially finished & heated walk out basement. Wooded backyard. Close proximity to VO.

Listed by Anne Spry of Barrett Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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12 Bonad Road Winchester MA 01890

Winchester, MA12 Bonad Road

Price$1,399,000

Est. Mortgage: $/month

Open House

MLS Number 72937099

  • Single Family Detached
  • Next Open House: Sun 01/30 12:00 pm. to 3:00 pm.
  • Bedrooms 4
  • Rooms 9
  • Bathroom 3

Warm&welcoming!Located in a quiet neighborhood close to all Winchester has to offer,this home has been extensively updated & offers everything you have been hoping for.Foyer w/ 2 closets leads to an updated kitchen w/ white cabinetry,stone counters, tile backsplash & stainless appliances.Open concept dining area off the kitchen w/ bev fridge & glass cabinetry.Sliders open to a great deck.Large family room with fireplace & beautiful built-ins!Flexible floorplan with additional room-great for playroom,dining or office.Mudroom w/ cubbies & half bath complete the 1st floor.Upstairs you will love the calming paint colors & spacious bedrooms.Total of 4 bedrooms on the second level! Amazing primary suite w/soaring ceilings,2 spacious closets&luxurious private bath with skylights & spa-like atmosphere.Lower level is complete with family room /exercise space, laundry room and large unfinished storage.Outside you will find new stone wall,paved driveway,fenced yard & beautiful mature plantings

Listed by Christine Pomer of Coldwell Banker Realty - Lexington

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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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74-76 George Road Winchester MA 01890

Winchester, MA74-76 George Road

Price$1,175,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72932078

  • Multi-Family 2 Family - 2 Units Side by Side
  • Total Parking Spaces 8
  • Full Bath 3
  • Bathroom 5
  • Half Baths 2

Unique and rare investor opportunity in coveted Winchester! This is a MUST SEE, meticulously maintained and spacious two family (side-by-side) home. With a magnificent view from the upper deck and a stone patio, makes this a perfect location for entertaining. Each unit has its own paved driveway on either side for ample parking. Units feature three levels on one side and two levels on the other, sun-lit living rooms, spacious kitchens and cozy dining areas, multiple bedrooms and bathrooms. One unit includes a fully finished lower level perfect for a home office, gym or media room. In-unit washer and dryer on lower levels. Pets welcome! Perfect for owner occupied with rental income, investor or multi-generational living. Situated just 2 miles from the commuter rail and close to top rated schools, shopping, restaurants, and Winchester Center. Great opportunity to live in and invest in the community of Winchester!

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: 3.55% last updated on Jan 27, 2022
* 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 Elmwood Avenue Winchester MA 01890

MLS Number 72904607

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,342
  • Complex Allegro

One of our latest unveilings is unit #2 ... quite possibly one of the best units in the entire building. The ONLY non-penthouse unit boasting (2) garage parking spaces. PLUS it has the LARGEST private patio offered at Allegro! A HUGE BONUS!! Picture yourself strolling Downtown for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant brick building boasts units with in-unit laundry and easy one level living. Don't forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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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358-360 Washington Street Winchester MA 01890

MLS Number 72895835

  • Commercial Mixed Use
  • Total Parking Spaces 10
  • MLS Status Active
  • Year Built 1891
  • Acreage 0.15

Attention all investors and residents! A rarely found mixed use building located on a visible main road and center of town! This well maintained building feature retail space on first floor with a restaurant that being in the business for many many years and paying 2500 monthly with tenant paying all utilities but tax. There is also a office space currently is vacant and can have extra income. Second and third floor is residential and currently is owner occupied. 4 huge bedrooms with 2.5 full bath, hardwood floor through out..plenty sunlight and super spacious. You can lease all the spaces or live in one unit and collect other rents. Many possibilities and potentials.

Listed by Chris Yang of Keller Williams Realty Boston South West

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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 Elmwood Avenue Winchester MA 01890
Price Changed

MLS Number 72904606

  • Condo or Co-op
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,295
  • Complex Allegro

One of the few remaining units available ... Welcome to unit #6 at Allegro; a brand new luxury condominium building! Don't miss your chance to immerse yourself (in style!) in all that downtown Winchester has to offer. Whether you are looking to downsize or just starting out, you don't want to miss this opportunity. Allegro is conveniently located in DOWNTOWN WINCHESTER. Picture yourself strolling down for your morning cup of joe, then over for a quick visit to the farmers market to pick up some fresh items for dinner. Don't feel like cooking? We don't blame you! Out the door you go, AGAIN, to enjoy any one of the fabulous restaurants our town center has to offer. This is how you live when you live Allegro. This elegant brick building boasts units with in-unit laundry and easy one level living. Don't forget about the elevator and heated garage for your car. Condo fee includes trash service, landscaping, snow removal, property maintenance, PLUS HEAT & WATER!

Listed by Vita Realty Group, Michael Askjaer and Philip J. Vita of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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 TourAsk A QuestionMore Details

49 Tremont Street Winchester MA 01890

Winchester, MA49 Tremont Street

Price$899,999

Est. Mortgage: $/month

Active With Contract

MLS Number 72932031

  • Single Family Detached
  • Bathroom 3
  • Rooms 6
  • Bedrooms 4
  • Square Feet 1,859

This is a Rare Opportunity to purchase a one owner four bedroom, three bath home on a dead end street. Conveniently located near the Commuter Rail and a short drive to Boston, makes this home ideal for commuters. Freshly painted interior and newly refinished hardwood floors that shine are the perfect blank canvas to make this your own. The oversized eat-in kitchen's large windows overlook the private backyard. The formal living room includes a fireplace and a one-of-a-kind indoor built-in planter. The first floor is complete with two bedrooms, a full bathroom, and a sunny bonus room off the kitchen. Heading upstairs are two spacious bedrooms, a full bath, and access to two attic spaces for additional storage. Unlimited potential in the unfinished lower level with bonus ¾ bath. Enjoy the peace of a secluded backyard complete with a small patio and a large patch of fertile ground ready for a vegetable garden. Don't wait to see this one-of-a-kind home.

Listed by David Jackson of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 3.55% last updated on Jan 27, 2022
* 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 TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.