Winchester MA Real Estate

The friendly suburban town of Winchester is about 8 miles north of Boston and offers two MBTA Commuter Rail stops and access to Interstate 93. The area is home to a beautiful downtown, outdoor recreational areas, a variety of restaurants, and a great school system that includes Winchester High School, one of Boston’s elite public schools. Explore a variety of listings currently on the market in Winchester, MA. Learn more about the town of Winchester!

Winchester Real Estate & Homes for Sale

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

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2 Cranston Road Winchester MA 01890

Winchester, MA2 Cranston Road

Price$2,389,000

Est. Mortgage: $/month

Open House

MLS Number 72873207

  • Single Family Detached
  • Next Open House: Sun 08/1 12:00 pm. to 1:30 pm.
  • Bathroom 5
  • Rooms 10
  • Bedrooms 5

Classic center entrance Colonial in desirable East Side neighborhood! Built in 2018, this lovingly designed 5 bedroom, 4.5 baths home is ideal for family living, providing everything a savvy buyer seeks. The open floor plan features a true chef's kitchen with Quartz counters, Thermador appliances, a pot filler & an oversized island for making cookies with the kids. Double crown moldings & gorgeous hardwood floors throughout. The grand dining room is the perfect setting for hosting dinner parties & the spacious family room w/ gas fireplace provides plenty of space for gatherings & access to the exterior patios. The hearth of the home! Multiple areas will accommodate your work-from-home office. The master en-suite offers 2 oversized WIC & a generous bathroom w/ soaking tub & separate walk in shower. Exquisite attention to detail & stunning light fixtures throughout. The 3rd level w/ full bath offers the potential for bedroom #6. Convenient to downtown & only 7 miles North of Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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3 Ivy Circle Winchester MA 01890

Winchester, MA3 Ivy Circle

Price$1,399,000

Est. Mortgage: $/month

MLS Number 72873498

  • Single Family Detached
  • Village Flats neighborhood
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4

Beautifully updated 4 bedroom 2.5 bath colonial situated on a cul-de-sac in the flats neighborhood! This center entrance colonial offers a welcoming foyer, a spacious front to back living room flooded with natural light w/ beautiful fireplace, a formal dining room flowing right into the updated eat in kitchen with beautiful cherry cabinetry, granite counters and a peninsula for bar seating. Enjoy the seasons w/ forest views offering peace and tranquility; and enjoy entertaining/ grilling on your 2 tiered decks located right off of the kitchen. The second floor features 4 spacious corner bedrooms and two bathrooms, including an owners suite with a private bath. Finished lower level features a family room w/ full windows and fireplace, direct entry to oversized 2 car garage. New Heating /cooling system recently installed; all just moments away from town, schools, tennis courts, the beach, the commuter rail and all that Winchester has to offer! A beautiful home in a Top Location!

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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254 Main Street Winchester MA 01890

Winchester, MA254 Main Street

Price$1,689,000

Est. Mortgage: $/month

Open House

MLS Number 72873085

  • Single Family Detached
  • Next Open House: Sun 08/1 11:30 am. to 1:00 pm.
  • Village Downtown location
  • Bathroom 3
  • Rooms 10

Must see this stunning and very spacious home! Set on an oversized lot with great rear yard just outside the vibrant town center; this sprawling 10 room, 4 bedroom 2.5 bath home w/ 3 car garage will exceed your expectations! Recently renovated and expanded this great home has the look and feel of a colonial from the exterior yet offers a stunning redesigned open concept kitchen w/ great room addition on the rear w/soaring ceilings, amazing space and contemporary flair! The high end kitchen is the heart of the home with wonderful flow for entertaining, island seating and adjacent wine bar. Great room off kitchen with breathtaking space, vaulted ceilings, double gas fireplaces and sliders to spacious deck overlooking the rear yard. Pantry storage, mudroom & laundry all just off the kitchen. Formal dining, living room w/fplc. & sunroom/family room complete this floor. The second features 4 bedrooms, a grand master w/ vaulted ceilings & private bath plus 3 add'l bedrooms and full bath.

Listed by Kim Covino of Compass

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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23-25 Glenwood Avenue Winchester MA 01890

Winchester, MA23-25 Glenwood Avenue

Price$699,000

Est. Mortgage: $/month

Open House

MLS Number 72872522

  • Multi-Family 2 Family - 2 Units Up/Down
  • Next Open House: Sun 08/1 11:30 am. to 1:00 pm.
  • Total Parking Spaces 4
  • Year Built 1910
  • Bathroom 2

Incredible opportunity to put life back into a solid two-family home in desirable Winchester. Located on a dead-end street this home offers convenient access to Lynch Elementary school, Horn Pond Reservation, the Tri-Community Bike Path, and beautiful downtown Winchester with its many shops, restaurants and commuter rail. The first-floor one bedroom unit offers a living room, eat-in kitchen and bath. The second level unit has a similar layout with an additional bedroom and den on the third floor. Each unit has separate utilities, replacement windows throughout and laundry in basement. Off-street parking for four cars with a shared outdoor yard space. For the savvy buyer or investor, the possibilities are many with this home, keep as a two-family or convert to a single.

Listed by Pirani & Wile Group and Julie Wile Fish of Leading Edge Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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25 Fernway Winchester MA 01890

Winchester, MA25 Fernway

Price$1,899,999

Est. Mortgage: $/month

MLS Number 72872597

  • Single Family Detached
  • Village Myopia Hill
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

The special ones, the ones that make you stop in your tracks and say, "that's a beautiful house." They are few and far between, and when they arrive they don't last. Welcome to 25 Fernway, a quintessential brick front colonial situated perfectly in the highly desirable Myopia Hill. The breathtaking grounds will truly enamor you. Whether you are a member of the Winchester Country Club, Winchester Boat Club, a frequent visitor of the Wright-Locke Farm (or none of the above) you will fall in love with this location! The 1st floor layout boasts all of the "must haves" including a family room with a beamed/vaulted ceiling and peek-a-boo style fireplace into the living room with gorgeous dental molding. The eat-in kitchen has a skylight, fireplace, and slider to the private, lush backyard. A mudroom W/ laundry leads you to the oversized 2 car garage. All 4 bedrooms are found on the 2nd level includ. the master with 3/4 bath and dressing area. Bring your own touches to this beautiful estate!

Listed by Vita Realty Group and Philip J. Vita of Compass

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Amberwood Drive Winchester MA 01890

Winchester, MA15 Amberwood Drive

Price$1,699,000

Est. Mortgage: $/month

Open House

MLS Number 72871482

  • Single Family Detached
  • Next Open House: Sun 08/1 12:00 pm. to 1:00 pm.
  • Bathroom 5
  • Rooms 13
  • Bedrooms 5

On over a half acre, this impressive Colonial features a full tennis court with lush landscaping and your own pear trees! Walk into a grand entrance with a custom built staircase. A formal living and dining room are off the foyer with beautiful hardwood floors and crown molding. The kitchen has been updated w/ custom cabinetry, kitchen island, stainless steel appliances, commercial grade vented hood, indoor grill, eat-in kitchen w/ french doors to outdoor patio. Cozy family room w/ direct access to a screened in 3 season porch. The first level also has 2 half baths, laundry, mudroom w/ additional storage & access to the garage. Master bedroom is truly remarkable with custom imported panels, renovated en-suite bathroom, walk-in closet & additional storage. Four bedrooms w/ an additional two full baths complete this level. 3rd floor has a study with custom built-in shelves! This stately home is located in a quiet neighborhood and a definite must see! Part virtually staged

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: 2.8% last updated on Jul 29, 2021
* 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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113 Cambridge Street Winchester MA 01890

Winchester, MA113 Cambridge Street

Price$849,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72870768

  • Single Family Detached
  • Bathroom 2
  • Rooms 8
  • Bedrooms 4
  • Acreage 0.25

Don't miss this opportunity. This four bedroom home offers many updates including central air, central Vac., newer windows and roof. Enjoy the private, spacious fenced yard, public transportation and close access to major highways.

Listed by Peggy Otis of Coldwell Banker Realty - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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27 Cabot Street Winchester MA 01890

Winchester, MA27 Cabot Street

Price$1,875,000

Est. Mortgage: $/month

MLS Number 72869967

  • Single Family Detached
  • Village Flats neighborhood
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

Once upon a time... this storybook-like french country tudor is an opportunity you won't want to miss! This special home is situated on one of the most beautiful lots in the desirable flats area of Winchester and has been lovingly cared for through the years. The sprawling first floor features a charming entry foyer, mudroom, beautiful oversized living room with fireplace leading to a charming brick screen porch; formal dining room w/ custom mill work and built ins, butlers pantry china cabinets, eat in kitchen & attached garage complete the main level. The second floor offers a large master suite with sitting area, full bath & walls of windows overlooking the private gardens; plus two additional spacious bedrooms and full bath. The third floor suite includes a bedroom and full bath. The lower level features a grand family room/ media room with fireplace and high ceilings, a summer kitchen, laundry and utility rooms. This home is a rare find and one you will want to make your own!

Listed by Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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

MLS Number 72869905

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,276

Beautiful townhome in the Ledges community in Winchester. Nice open floor plan with vaulted ceilings in the great room, a fireplace, and slider leading to the large deck with an awning. First-floor primary bedroom with two large walk-in closets and bath. The second floor includes a loft, perfect for an office and two additional bedrooms, and a bath. The basement is partially finished with a sitting area, room for woodworking, and office space. Attached two-car garage!! Clubhouse, Tennis court, walking/jog trails, and swimming pool!!

Listed by Kathryn Malisheski of Redfin Corp.

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Nathaniel Road Winchester MA 01890

Winchester, MA35 Nathaniel Road

Price$1,029,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72869738

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 4
  • Acreage 0.15

Must see this wonderful updated 4 bedroom 2.5 bath home situated in a great elementary school neighborhood close to Muraco school fields, tennis courts, playgrounds, and the bike path! This recently renovated and expanded home offers a great layout with sunny rooms, hardwood floors, and a location that can't be beat! The first floor features a lovely living room with fireplace & bay window, dining room, updated kitchen, family room/sunroom & half bath. Sliders to large deck offer easy access to amazing back yard connecting to Muraco fields, bike path, playgrounds & school. The second floor offers a master suite with tiled bath, bay window, three additional bedrooms and full bath. The lower level is finished with a game room/playroom & utility area with laundry. New furnace, hot water tank, ductless A/C units, newer windows,updated kitchen and baths. Must see this great home close to Winchester center, train to Boston, and all Winchester has to offer!

Listed by Kim Covino of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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52 Graystone Circle Winchester MA 01890

MLS Number 72869009

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,924

Looking for a move-in ready and spacious condo located in desirable Graystone? This is the unit you have been searching for. Freshly painted with the lower level finished, this expansive unit has so much potential to make your own. Featuring hardwood floors, high ceilings with an open and airy layout. This chef's kitchen has a gas countertop range, stainless steel appliances, custom cabinetry and a cozy breakfast nook. Master bedroom is located on the first level with hardwood floors, walk-in closet and full en-suite bathroom. Second level features and open loft/family room with two additional bedrooms and full bathroom. The lower level has been partially finished and heated making it perfect for a gym/media/playroom. Private outdoor patio is a wonderful location for entertaining guests. Now is the perfect opportunity to purchase in this Winchester community!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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114 Main Street Winchester MA 01890

Winchester, MA114 Main Street

Price$899,900

Est. Mortgage: $/month

MLS Number 72868918

  • Single Family Detached
  • Bathroom 2
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.26

Lovely 3 bedroom, 1.5 bath raised ranch home with gas fireplaces on each level. Perfect for getting to town center, the library and schools. On public transportation route. This home has been well maintained. Family room was added on with rubber roof. The lower level offers a large finished playroom with gas fireplace that leads to the garage or to the unfinished laundry room with exterior access. Patio in back with stairs that lead up to a large sprinklered backyard with storage shed. Front yard is sprinklered as well. Amenities include central air, insulated windows and doors. 1/2 mile to Wedgemere Commuter Rail and 1 mile to center, McCall and Lincoln School. Perfect location to enjoy all that Winchester has to offer. Refrigerator, Washer, Dryer are gifts from the Seller.

Listed by Kristen Mulkerin of J. Mulkerin Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Trinity Road Winchester MA 01890

Winchester, MA9 Trinity Road

Price$1,099,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72868665

  • Single Family Detached
  • Bathroom 3
  • Rooms 8
  • Bedrooms 3
  • Acreage 0.38

Welcome to Winchester! This mid-century Ranch single family home is ready to move-in. Gleaming hardwood floors throughout. A modern eat-in kitchen featuring stainless steel appliances & commercial hood. The dining room is perfect for entertaining & opens to the sunken living room w/ fireplace. A separate office/family room has new carpeting w/ plenty of natural sunlight. Master bedroom is spacious & has an en-suite bathroom. Two additional large bedrooms & full bathroom complete the main living area. A partially finished newly carpeted basement has a wonderful media room w/ fireplace, laundry room, half bath & plenty of storages! Exterior features includes an oversized enclosed heated patio with skylights and sliders for outdoor access. Nice sized lot with a storage shed and a one car garage. This home has much potential for expansion. Located on a quiet cul-de-sac, Vinson Own school district, and near Winchester Golf Club, Mystic Lakes. Wright-Locke Farm, Whipple Hill & so much more!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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210 Pond Street Winchester MA 01890

Winchester, MA210 Pond Street

Price$1,059,900

Est. Mortgage: $/month

Open House

MLS Number 72868798

  • Single Family Attached
  • Next Open House: Sun 08/1 12:00 pm. to 2:00 pm.
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

Don't miss this sleek and stylish, tastefully updated 4 bedroom, 3.5 bath colonial with a park like beautiful backyard. You will certainly appreciate the open floor plan with a gourmet kitchen, dining and a fireplaced living room which lead to the vaulted family room perfect for living and entertaining. The private master bedroom suite is found on the second floor and features a vaulted ceiling with skylights, custom walk in closet and a luxurious master bath. This home also offers a great second ensuite bedroom and bath on the first floor separate from the main living area ideal for guests, extended family or au-pairs. The finished basement can be used for a home office, exercise area or a large recreation room. You will surely love the spacious patio area and very large professionally landscaped back yard complete with irrigation. Conveniently located within a very short walk to Lynch Elementary School, Horn Pond and Winter Pond with easy access to shopping and the highway. A GEM!

Listed by Ida M. Bianco and Sally Baldwin of Coldwell Banker Realty - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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282 High Street Winchester MA 01890

Winchester, MA282 High Street

Price$3,600,000

Est. Mortgage: $/month

MLS Number 72867636

  • Single Family Detached
  • Bathroom 5
  • Rooms 16
  • Bedrooms 6
  • Acreage 0.56

Stunning family compound setting built with pride & quality offered for first time.Once in a generation opportunity.Uniquely generous in size and scale.Light filled,modern all brick home abundant in space and comfort.Unrivaled privacy at end of cul-de-sac.Masterfully built staircase presents the two story great room with double sided fireplace.Spacious kitchen with island, double gas range, and 66" of refrigeration.Grand formal dining room,serving pantry,dinette,and fabulous living room make up the first floor common areas.Add a main level bedroom,seperate full and half baths,and large office complete the primary level.Upstairs,open primary suite complete with stone fireplace,ensuite bath,and dressing room.Three additional bedrooms,big full bath,and laundry on second level.Full,finished walkout basement with kitchen,living area,brick oven,fireplace,dinette,and additional 6th bedroom and bathroom ideally suited for in-law,au pair,or multigenerational suite.Rare,attached 4 bay garage.

Listed by Anthony Marino of Marino Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Manomet Road Winchester MA 01890

Winchester, MA5 Manomet Road

Price$849,000

Est. Mortgage: $/month

MLS Number 72867501

  • Single Family Detached
  • Bathroom 2
  • Rooms 5
  • Bedrooms 2
  • Acreage 0.11

Wonderful Opportunity to purchase a lovely ranch with renovation potential in desirable Winchester neighborhood! Attention contractors and first-time home buyers: The 1638 SF first floor features a large living/dining space with fireplace, two bedrooms, one full bath and direct access to a private fenced in backyard. The 546 SF finished lower level can be utilized for additional living space and offers additional fireplace, full bath and laundry. One stall garage can fit two vehicles parked tandem and 2-3 cars in the driveway space. 1/3 mile to sought-after Ambrose Elementary School / 1 mile to Winchester Center's Shops & Restaurants/ 1 Mile to Wedgemere Station Commuter Rail to Boston / 7 miles to Downtown Boston / Close proximity to highways / Located near Winchester Country Club & Winchester Boat Club. Property is being sold as-is. Seller and Seller's agent make no warranties or representations.

Listed by Erin Piccirilli and Matthew Piccirilli of Broad Street Boutique Realty LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Thornberry Road Winchester MA 01890

Winchester, MA98 Thornberry Road

Price$949,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72866107

  • Single Family Detached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 4
  • Acreage 0.48

Privacy awaits in this secluded colonial home, perched atop Thornberry Rd. Enter into a beautiful entrance foyer, beaming with sunlight. To the right, a large formal living room with fireplace and seasonal views of the Boston skyline, and to the left the sizable dining room, kitchen with attached screened in porch, and family room overlooking the lush back yard. The first floor is complete with a stately home office and half bathroom. On the second floor, three large bedrooms, one with a balcony, share the hall bath, and an oversized primary bedroom with en-suite bathroom is situated off to one end. The walkout lower level is perfect for family fun and entertaining guests with large TV room, L-shaped dry bar, second half bath with laundry, and access to the oversized two car garage. Walk out into the covered exercise pool area, and to the large fenced back yard ready for Summer Barbecues and future fire pit. Endless opportunities await the next owners of this wonderful home!

Listed by Ricardo Rodriguez and Will Sahakian of Coldwell Banker Realty - Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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28 A Surrey Road Winchester MA 01890

Winchester, MA28 A Surrey Road

Price$3,450,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72866554

  • Single Family Detached
  • Bathroom 6
  • Rooms 14
  • Bedrooms 5
  • Acreage 0.73

Fabulous new construction opportunity awaits you in Winchester. Spectacular floorplan with 14 magnificent rooms, 5 bedrooms, 5 1/2 baths. Winchester luxury living encompassing choice materials and tasteful design by well known Master Builder from Winchester. Casual elegance with features such as beautifully appointed culinary grade kitchen, large finished family room and office with full bath in basement, primary bedroom with den, tasteful mudroom, heated 2 car garage with hydraulic car lift for 3rd auto, and more! Full wet bar with dishwasher in open basement with full bath. Bar height outdoor seating under porch leads to full, outdoor Kitchen. Exceptional 31,800 square foot lot capable of an optional pool and pool house with striking optics overlooking the Ledges of Winchester. Popular neighborhood. Unmistakable benefits of New construction in a classic New England town with TOP rated schools. Built with perfection as a goal, and excellence as a result for one lucky Buyer.

Listed by Anthony Marino of Marino Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Fletcher Street Winchester MA 01890

Winchester, MA16 Fletcher Street

Price$1,199,900

Est. Mortgage: $/month

Open House

MLS Number 72865876

  • Single Family Attached
  • Next Open House: Sun 08/1 12:00 pm. to 1:30 pm.
  • Village Flats
  • Bathroom 3
  • Rooms 11

If you missed out on the 1st unit the 2nd is now complete & ready for you to move right in & enjoy this stunningly gut renovated townhome located in Winchester's desirable neighborhood, “The Flats”. This 3-bedroom, 2.5 bath unit w/ 2148 sq ft. of living space feels like a single-family home. The 1st floor is light-filled & impressive w/ hardwood floors, custom woodworking & wainscoting finish. The high-end kitchen offers a large seated island, granite counters, gas stove w/ direct vent hood & plenty of cabinets. There are 2 spacious bedrooms, full bath, office & laundry on the 2nd level. Walk-up to the primary bedroom suite on the 3rd floor, your own personal retreat. Stay organized easily w/ 2 custom closets, private full bath w/ luxurious tiled walk-in shower & glass door. The finished basement offers flex space that would be perfect as a family room or playroom & includes additional storage room. Coveted location for commuters, minutes to dining, shopping & top-rated schools.

Listed by Pirani & Wile Group and Julie Wile Fish of Leading Edge Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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158 Cambridge Street Winchester MA 01890

Winchester, MA158 Cambridge Street

Price$1,439,000

Est. Mortgage: $/month

Price Changed

MLS Number 72864119

  • Single Family Detached
  • Bathroom 5
  • Rooms 12
  • Bedrooms 5
  • Acreage 0.26

Large Single Family that was auctioned recently. Seller is looking for a cash buyer to sell the memorandum of sale to. Property delivered in "as is" condition and not subject to vacancy or mortgage contingency in the sale. Lots of equity left of the table on this one. Only serious buyers inquire please. Offers due 7/17/21. Seller reserves the right to accept an offer prior

Listed by Arthur Deych of Red Tree Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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237 High Street Winchester MA 01890

Winchester, MA237 High Street

Price$1,899,000

Est. Mortgage: $/month

MLS Number 72862556

  • Single Family Detached
  • Village West Side
  • Bathroom 4
  • Rooms 11
  • Bedrooms 4

Modern French-style, farmhouse surrounded by conservation & within the Vinson Owen district!! This new construction lovingly designed 4 bedroom, 3.5 bathroom home is ideal for raising a family & enjoying everything Winchester has to offer, including a bustling downtown & 2 commuter rails to Boston. Exquisite attention to detail featuring shiplap walls, a fireplace with floor to ceiling stone surround & many luxurious light fixtures. The spacious floor plan is comfortable for entertaining & allows several locations to accommodate a home office. The kitchen is adorned with top of the line SS Jenn Air appliances, Quartz counters, tile backsplash & pot filler. The elegant master suite boasts a custom Boston Closet, modern wallpaper & spa bathroom with heated floors, Quartz double vanities & a deep soaking tub. The walkout lower level accesses a sprawling back yard for hosting family BBQ's & gathering around the fire pit with friends. Easy access to major highways & 7 miles North of Boston.

Listed by The Marrocco Group of Coldwell Banker Realty - Winchester

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Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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350 South Border Road Winchester MA 01890

Winchester, MA350 South Border Road

Price$1,150,000

Est. Mortgage: $/month

MLS Number 72862834

  • Single Family Detached
  • Bathroom 3
  • Rooms 7
  • Bedrooms 3
  • Acreage 0.35

This beautifully maintained 3 bedroom/2.5 bathroom split-level home it sited on a gorgeous large, flat backyard which includes an expansive two level outdoor deck that is an ideal space for outdoor dining and entertaining. The recently renovated kitchen has a large, granite island coupled with cathedral ceilings that opens up to the living & dining room thats perfect for entertaining. Other features include: beautiful hardwood flooring, skylights, Central A/C, oversized 2 car attached garage, large shed, finished lower level that walks out to a large deck. Lower level can easily add a 4th bedroom with a full bathroom - see floor-plan attached. Located just off 93 and in the heart of the Middlesex Fells Reservation where you can hike, bike, snow shoe or cross-country ski! Enjoy all that Winchester offers, including award-winning schools, quaint Winchester Center with restaurants, shopping, Farmer's Market, and library, and two commuter rail stations.

Listed by The David Green Group and David Green of Coldwell Banker Realty - Back Bay

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$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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 Foxcroft Road Winchester MA 01890

MLS Number 72862200

  • Single Family Detached
  • Bathroom 4
  • Rooms 11
  • Bedrooms 5
  • Acreage 0.26

Classic Center Entrance Colonial in one of Winchester's most desired locations , walking distance to the center of town,public transportation , parks, schools and town tennis courts. This fabulous home offers three levels of living space and unfinished basement, lovely spacious eat-in kitchen overlooking a private backyard and brick patio, enjoy the formal dining room steps from the large living room featuring a beautiful fireplace, the kitchen offer two Thermador wall ovens, Thermador gas Stove, Amanda refrigerator, Adjacent to the kitchen is a half bath and laundry. Don't miss seeing this beautiful house!

Listed by Peggy Otis of Coldwell Banker Realty - Winchester

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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66 Irving Street Winchester MA 01890

Winchester, MA66 Irving Street

Price$849,900

Est. Mortgage: $/month

Active With Contract

MLS Number 72861996

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 2
  • Acreage 0.1

 View the digital brochure Welcome to this lovely well-maintained two bed, two bath home on a dead-end street with walking path to Muraco School and Leonard field on the Tri-Community Greenway. Living room with picture window, hardwood floors, and fireplace. Eat-in kitchen looks out on the four-season sunroom and back yard with patio. Two good-size bedrooms with double closets and a full bath on the upper level. Large front to back lower-level family room with another full bath and yard access. Attached one car garage with three paved parking spaces in front. Fenced back yard. Less than a mile to Winchester Hospital and The Middlesex Fells Reservation. One mile to Winchester Center, shops, restaurants, and commuter rail. Make this house your home!

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

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$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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63 Irving Street Winchester MA 01890

Winchester, MA63 Irving Street

Price$1,395,000

Est. Mortgage: $/month

Open House

MLS Number 72862034

  • Single Family Detached
  • Next Open House: Sun 08/1 1:00 pm. to 2:00 pm.
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4

 View the digital brochure This spacious four bedroom, two and a half bath Colonial is your perfect summer destination with a fully fenced back yard, beautiful 18' x 34' inground pool, patio, bar, hot tub, and a shed for all of your pool toys. Adjacent to the Tri-Community Greenway on a dead end street with a walking path to Muraco School and Leonard Field. Sun-filled living room with picture window, fireplace, and recessed lights. Kitchen with granite counters and a back yard view. Slider from the dining room leads to a wrap-around sun porch with a slider to the patio and pool area. The first floor also has a half bath, mud room, and attached garage. There's a large bedroom with a walk-in closet over the garage, plus three bedrooms and a full bath over the main house. Great attic storage. Finished lower level family room with stone fireplace, bar, full bath, and laundry. A mile to Winchester Center, shops, restaurants, and commuter rail, or Winchester Hospital and Middlesex Fells Reservation. Welcome Home!

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

$
$
%
$/month over payments
Federal 30-year interest rate: 2.8% last updated on Jul 29, 2021
* 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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