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Winchester, MA

 
 

Winchester is a small commuter town north of Boston popular with working professionals that need easy access to the city, but want a more suburban lifestyle. The town has two MBTA commuter rail stops along the Lowell line. Winchester was designated as a “Green Community” by the state of Massachusetts back in 2010 for its efforts to promote cleaner energy. Part of the Middlesex Fells Reservation lies in Winchester, a public recreation area occupying more than 2,200 acres in five towns. 

54 Johnson Road Winchester MA 01890

Winchester, MA54 Johnson Road

Price$4,175,000

Est. Mortgage: $/month

MLS Number 72984802

  • Residential
  • Bedrooms 7
  • Bathroom 8
  • Square Feet 7,982
  • High School Winchester

Presenting a new construction masterpiece that's a refreshing break from the ordinary, it's extraordinary! This exceptional home was designed to be beautiful yet casual, where everyday living is fabulous! From the moment you step through the 8’ arched handcrafted wrought-iron front doors you are struck by the impressive 20' soaring foyer, 10' ceilings, custom rift-sawn beams and massive floor-to-ceiling windows. Unparalleled construction, quality and craftsmanship from a master builder w/ 25 yrs experience are apparent. The striking architecture continues on all 4 finished levels leaving one wanting for nothing. Features include incredible kitchen w/ 2 islands, vaulted ceilings throughout, a 3 bay (6 car) garage, breathtaking breakfast nook, butlers & dry pantries, 1st fl study/inlaw, open finished attic, huge finished basement w/ natural light that feels like a 1st floor with game, exercise and media rooms. With excellent location & schools, this unequaled home is a must-see!

Listed by Team Suzanne and Company and Suzanne Koller of Compass

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$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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17 Brooks Street Winchester MA 01890

Winchester, MA17 Brooks Street

Price$2,995,000

Est. Mortgage: $/month

MLS Number 73033237

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 5,265

Unparalleled privacy ~ a tranquil retreat & a pristine neighborhood right at your fingertips! Imagine bedrooms w/window seats & a private deck connected to your primary suite all perched behind a canopy of trees. So much to love about a backyard reminiscent of a secret garden & the colors of every season showcased all around you.  A majestic estate, nestled in a private cul-de-sac; preserved in history, grace & craftsmanship, accented by tasteful details - an inviting foyer, soaring ceilings, 6 FPL, spacious interior rooms bathed in natural light & windows that frame the lush landscape of mature oaks & Japanese maples! The 2013 expanded chef's kitchen w/Wolf Stove, SubZero Fridge, Miele Convection/Micro, Kit/Fam & 4 season sunroom seamlessly connect to the patio. Freshly detailed exterior, painted in the soft warmth of Edgecomb Grey. Like stepping into a storybook only better b/c it's right here and ready to usher in new owners after ~30 yrs.  Simply an elegant way to redefine home!

Listed by Michaela Pixie Mahtani of Leading Edge Real Estate

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%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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16 Chestnut Street Winchester MA 01890

Winchester, MA16 Chestnut Street

Price$2,849,000

Est. Mortgage: $/month

MLS Number 73033839

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 6,100
  • High School Whs

Majestic 6 bed 4.5 bath Victorian home w/ stunning rear addition located on one of Winchester's most highly desired streets close to the center, schools & train to Boston! A gorgeous new wrap around porch welcomes you into the home showcasing a grand 3 story open staircase w/ original woodwork, formal bow front living room w/ high ceilings & fplc, spacious dining room to fit 14, an office/sitting room plus a chef's kitchen/ pantry & oversized family room w/ cathedral ceilings drenched with sunlight, overlooking the amazing patio & beautiful yard. The second floor includes a spacious primary suite with fireplace, large dual walk-in closets & spa like bath plus 2 additional large bedrooms and a full hall bath. The full 3rd floor has 3 beds and a full bath. Finished walkout lower level offers mud room w/ cubbies direct from 2 car garage plus gym/media/ game rms. A fabulous grassy yard with a half basketball court, in-ground trampoline, built in grill & large patio with beautiful landscape

Listed by Kim Covino & Co. Team and Kim Covino of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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14 Nassau Drive Winchester MA 01890

Winchester, MA14 Nassau Drive

Price$2,499,000

Est. Mortgage: $/month

MLS Number 73032962

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 5,268
  • High School Whs

Stunning custom-built 6-bedroom house on a large and tranquil lot. This beautiful home welcomes you with a magnificent 18" foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living room and dining maintain its good sense of typical New England Colonial style, curved front stair case add one more layer of beauty. Second floor and third floor offer total 6 bedrooms, suites and walk-in closets. Master bedroom is with cathedral ceilings and a sprawling master closet. Smooth flow of the spacious and walk out lower level enables rich life style with billiard room, media room, art room and exercise room -- all designed for a modern lifestyle, with an open layout that is perfect for entertaining. State of the art systems with total 6 heating and cooling zones and central vacuum system.

Listed by Weidong Li of WINN Real Estate & Consulting

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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4 Davey Lane Winchester MA 01890

Winchester, MA4 Davey Lane

Price$2,450,000

Est. Mortgage: $/month

MLS Number 73022155

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,402

Stunning custom built 5 bedroom, 4 1/2 bath colonial situated on a private cul-de-sac. Built by developer for personal use with nothing other than finest quality and craftsmanship, open floor plan & chefs kitchen with 48" Sub Zero refrigerator/freezer, DCS 6 burner range w/hood, Miele dishwasher & granite counters. Other features include 1st floor master bed & marble bath w/oversized jacuzzi, separate sauna, gorgeous wall of windows in living room opening to a beautiful deck, radiant heat throughout including 2 car garage, Lutron lighting system, separate au pair access, professionally landscaped yard w/bluestone patio, walk to "Fells" & Town Center.

Listed by Dave White of OwnerEntry.com

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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1 Aricia Lane Winchester MA 01890

Winchester, MA1 Aricia Lane

Price$2,399,888

Est. Mortgage: $/month

MLS Number 73010137

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 6,165
  • High School Winchester High

Quite possibly the most gorgeous home to hit the market in Winchester in 2022. Welcome to 1 Aricia Lane, a property so mouth watering we don't even know where to begin! Situated prominently upon its corner lot, this property boasts a fully fenced in rear yard with oversized patio and plentiful green space. Enter in and be greeted by a lovely staircase that takes you up to the 2nd level where all 4 bedrooms are found including the master with (2) walk-in closets, dressing area, and oversized bath PLUS an additional en-suite bedroom. The 1st level of this home is what truly shines. The library is straight out of a magazine with palatial fireplace and floor to ceiling rich wood walls and built-ins. The family room with soaring, coffered, ceilings and floor to ceiling fireplace is where you'll want to host every family gathering. The eat-in kitchen with top of the line appliances and butlers pantry make entertaining effortless. Finished lower level w/ wine room, craft room, and rec room!

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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39 Everett Avenue Winchester MA 01890

Winchester, MA39 Everett Avenue

Price$2,300,000

Est. Mortgage: $/month

MLS Number 73037552

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,769
  • High School Winchester High

Welcome to 39 Everett Avenue, a classic mid-century modern home situated on a 25,000+ sf lot in the heart of Winchester’s coveted Everett Ave. neighborhood. Embrace the abundance of natural light streaming through the oversized windows throughout. This home exudes style & character with its impressive living room lined w/ built-in shelves, a wall of windows, brick fireplace, & wet bar. French doors lead directly to a side garden creating an organic flow of air & light. An eat-in kitchen w/ double sinks & plenty of storage opens to a lovely formal dining room w/ a large bay window. The 1st floor also boasts a spacious primary bedroom suite complete w/ a full bathroom, changing room, & three double closets. Two additional bedrooms, one and a half baths, and a home office, which opens up to an outside patio, complete this floor. The 2nd floor features two sun-filled bedrooms with hardwood floors, a full bath, and an enormous storage room with a walk-in cedar closet. It's a must-see home!

Listed by Paula R. Sughrue of Better Homes and Gardens Real Estate - The Shanahan Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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2 Reservoir Street Winchester MA 01890

Winchester, MA2 Reservoir Street

Price$2,180,000

Est. Mortgage: $/month

MLS Number 73027354

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,267
  • High School Whs

Elegant & spacious new construction in one of Winchester’s coveted neighborhoods situated steps from the Middlesex Fells Reservation, minutes from downtown Boston & within close proximity to town center, commuter rail & schools. If you like open concept living, high end design elements & incredible architectural details, then look no more, this is the home for you. The developer has carefully designed the house with everything in mind for today’s lifestyle & ease of living. The 1st floor has an open concept layout perfect for entertaining, a gourmet chef's kitchen, formal dining, living room with fireplace, mudroom & powder room. The 2nd floor offers a primary suite with a luxurious bathroom & walk-in closet with custom cabinetry. A 2nd ensuite, 2 more bedrooms, laundry room & full bath complete this level. The 3rd level has another bedroom & bonus room. The lower level is the perfect space for a gym, playroom or family room. Offers a spacious yard with landscaped grassy areas & patio.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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6 Cambridge Street Winchester MA 01890

Winchester, MA6 Cambridge Street

Price$2,000,000

Est. Mortgage: $/month

Contingent

MLS Number 73021604

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,374
  • High School Winchester

Situated on Myopia Hill, this stately Colonial is an entertainer's delight! Whether you're having an intimate gathering or a festive gala, you’ll enjoy the flowing floor plan and functionality of this home. Prepare to be awed by the magnificent, sunlit Great Room off the kitchen with 16ft cathedral ceilings, oversized architectural windows, and a floor to ceiling stone fireplace with French doors that lead onto a private stone patio. The Gourmet kitchen includes a sizable casual eating area and custom cabinetry for display and storage. Crown moldings decorate the 9’ ceilings on the first floor and compliment the hardwood floors throughout. The owner’s suite offers a spacious retreat with fireplace, twin walk in closets, and a luxurious marble bath. Located steps to the Winchester Country Club and Upper Mystic Lake. Other amenities: Central AC, irrigation, security, exercise room, mudroom, Walk up attic for pot. exp. and oversized garage.

Listed by Karen Bernier and Christopher Bernier of Churchill Properties

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$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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6 Gershon Way Winchester MA 01890

Winchester, MA6 Gershon Way, Unit 6

Price$1,999,000

Est. Mortgage: $/month

Open House

MLS Number 73018402

  • Condo
  • Next Open House: Sun 10/2 12:00 pm. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,995

SPECTACULAR TOWNHOME WITH EXQUISITE ATTENTION TO DETAIL! Custom built 2.5 years ago, this lovingly & meticulously maintained 3 bedroom townhome offers many luxury upgrades & 3-levels of finished living space. 10' Ceilings, hardwood floors & plenty of natural light throughout. The open concept floor plan boasts a 1st floor primary suite with 2 spacious, custom walk-in closets & spa-like bathroom. The kitchen is adorned with ceiling height cabinetry, Quartz countertops & a top of the line SS appliance package. The screened-in porch allows for 3-season entertaining, while the oversized stone patio off the walk-out lower level has room to accommodate a 2nd outdoor living room & grill. The 1st floor also features a separate home office, powder room & laundry. Upstairs are 2 generous bedrooms, a full bath & an open loft area for visiting family members. The lower level offers plenty of storage, a large recreation room with wet bar & your very own golf simulator!! Attached 2-car garage.

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

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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17 Lochwan Street Winchester MA 01890

Winchester, MA17 Lochwan Street

Price$1,988,000

Est. Mortgage: $/month

MLS Number 73029533

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,293
  • High School Wps

Amazing home built in 2015 on a quiet dead-end street, this 4 bedroom, 2.5 bathroom home has over 3293 sf of living area, and an attached 2 car garage. Elegant foyer with high ceilings leads to sunny living room and dinning room with large windows; On the 1st floor, the kitchen flows into the FR with gas fireplace. Open floor plan kitchen with granite island & countertops, vented gas stove & all S+S appliances. You can see the hardwood floors throughout the house. On the 2nd level, a Master suite with walk-in closets and bathroom with a stand-up shower and a tub with jets. 3 other spacious bedrooms, a convenient laundry room with a build-in sink, and an office complete the 2nd floor. A slider door on the 1st floor breakfast area leads to the deck overseeing the fenced backyard. Property has underground lawn irrigation to help maintain the exterior of this gorgeous home! Big potential with the walk-up 3rd floor and basement with 3 big egress windows finished. 17 Lochwan is a must see!

Listed by Yan Rong of United Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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99 Ridge Street Winchester MA 01890

Winchester, MA99 Ridge Street

Price$1,950,000

Est. Mortgage: $/month

MLS Number 73011808

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,203
  • High School Winchester High

Set back off Ridge St on the west side of Winchester, this spacious 2004 custom colonial has an efficient layout that provides a place to entertain, work from home, play and live comfortably. The 1st level offers a south facing great room w/ large windows and high ceilings. It connects seamlessly with the chef's kitchen and formal dining room. Off the center entrance is the bright family room and a private office next to the kitchen. On the 2nd level, you will find the primary bedroom with en-suite bath, walk-in closet, three additional bedrooms, a 2nd full bath, and laundry. Use your imagination in the lower level to create an in-law, au pair or rec room complete w/ full bath and the 5th br. A level private yard awaits out back. It curves around the side of the house leading to exceptional stonework and multiple patios all situated on a half-acre of land. Recent improvements include ext painting and new AC. A short walk to Vinson Owen and Wright Locke Farm. Come experience Winchester

Listed by Doug Hills of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.29% last updated on Sep 22, 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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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.

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.