Recently Sold Homes near Winchester High School

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  /24

  $295,000 Sold Sep 09, 2024

  • 394 Sq Ft
  • $749/SF
  • 6 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  200 Swanton St Unit 502, Winchester, MA 01890

  Here's a rare opportunity to own an upper level studio at highly sought-after Parkview Condominiums. This Studio unit has been nicely updated with full height white shaker cabinets, quartz countertops, brand new stainless appliances, new engineered hardwood flooring, paint and recently updated bathroom. The view from your 5th floor balcony overlooking the duck pond/gardens is breathtaking. Enjoy

  Pareene Group EXIT Premier Real Estate

  200 Swanton St Unit 502, Winchester, MA 01890
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  /2

  $1,089,000 Sold Sep 06, 2024

  • 2,430 Sq Ft
  • $448/SF
  • 2 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2011

  7 Spruce St Unit 7, Winchester, MA 01890

  This spacious townhouse is perfectly located, just a ten-minute walk from the downtown commuter rail and five minutes from the town’s high-rated high school. From the open-concept kitchen and living room to the spacious, shaded, fenced backyard and four large bedrooms, three and half bathrooms. There is more than enough room for a family to enjoy. The house also features a two-car indoor garage

  Ying Zhang Keller Williams Realty Boston Northwest

  7 Spruce St Unit 7, Winchester, MA 01890
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  /38

  $1,380,000 Sold Sep 04, 2024

  • 2,364 Sq Ft
  • $584/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1940

  27 Ledyard Rd, Winchester, MA 01890

  Discover the endless potential of this charming 3-bedroom, 1.5-bathroom home, perfectly positioned on a sought-after Winchester lot with excellent frontage and a generously sized yard. The finished lower level features a convenient walkout to a private backyard, creating additional living space and ample opportunities for outdoor enjoyment. This property presents a fantastic opportunity for a

  Andersen Group Realty Keller Williams Realty Boston Northwest

  27 Ledyard Rd, Winchester, MA 01890
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  /31

  $730,000 Sold Sep 03, 2024

  • 1,346 Sq Ft
  • $542/SF
  • 15 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2004

  400 Cross St Unit 201, Winchester, MA 01890

  Fabulous Single Family alternative - desirable Townhouse at Winchester Crossing, charming setting of 18 townhomes - 5 Rooms - 2BD's - 3BA's - 2-Car heated Garage - located in the New Lynch School District. Main living level offers a sun-filled, Open Floor Plan - Living/Dining room area w/beautiful hdwd flrs, high ceilings, gas Fireplace, custom cabinetry - direct access to a new private Balcony,

  Lucille Murray Advisors Living - Winchester

  400 Cross St Unit 201, Winchester, MA 01890
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  /40

  $1,890,000 Sold Aug 30, 2024

  • 2,809 Sq Ft
  • $673/SF
  • 3 Days On Market

  • 5 Beds
  • 3.5 Baths
  • Built 1910

  6 Fenwick Rd, Winchester, MA 01890

  Welcome to this beautifully renovated home seamlessly blending original old world charm with modern day design. A gorgeous farmers porch welcomes you into this spacious 5 bed 3.5 bath home w/ a rear addition nicely expanding the original design. Featuring a large open concept kitchen w/ ample prep space & peninsula seating w/ adjacent dining area or family room showcasing walls of windows

  Kim Covino Compass

  6 Fenwick Rd, Winchester, MA 01890
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  /35

  $1,920,000 Sold Aug 30, 2024

  • 4,439 Sq Ft
  • $433/SF
  • 5 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1970

  34 Mayflower Rd, Winchester, MA 01890

  Situated on a stunning manicured lot on a quiet dead-end street, this immaculate property is set in a fantastic location just steps from Wright Locke Farm & Mullen Field. Thoughtfully designed updates from 2016 make this a truly special home! Discover a spacious and light-filled open layout where the heart of the home is the gourmet kitchen, boasting a massive island perfect for family gatherings

  Janice Vazquez United Brokers

  34 Mayflower Rd, Winchester, MA 01890
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  /32

  $761,000 Sold Aug 29, 2024

  • 1,235 Sq Ft
  • $616/SF
  • 10 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1982

  666 Main St Unit 203, Winchester, MA 01890

  Step into luxury and sophistication with this exquisite 2-bedroom condo that exudes comfort and style. The moment you enter, the gleaming hardwood floors lead you through a space adorned with details that create a welcoming atmosphere. A standout feature of this residence is the expansive 366 sq. ft. deck that overlooks the tranquil Wedge Pond, offering a perfect retreat to relax and soak in the

  Andersen Group Realty Keller Williams Realty Boston Northwest

  666 Main St Unit 203, Winchester, MA 01890
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  /28

  $915,000 Sold Aug 29, 2024

  • 1,614 Sq Ft
  • $567/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1948

  63 Middlesex St, Winchester, MA 01890

  Charming Cape Cod home on a generously sized 0.2 acre lot. This property includes 3 bedrooms and 2 full bathrooms. The well-landscaped backyard is fenced in and features a full-length deck, perfect for relaxing and entertaining. Conveniently located within walking distance to downtown, you'll find shops, a supermarket, train station, park, and more. walking distance to elementary school and high

  HMW Team HMW Real Estate, LLC

  63 Middlesex St, Winchester, MA 01890
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  /26

  $296,000 Sold Aug 27, 2024

  • 394 Sq Ft
  • $751/SF
  • 5 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1966

  200 Swanton St Unit 640, Winchester, MA 01890

  Welcome to your new home in sought after Winchester. This great studio condo offers a perfect blend of comfort and convenience. With 394 square feet of thoughtfully laid-out living space, this unit maximizes every inch to provide a cozy and efficient living experience. The modern kitchen offers ample cabinet space, open living area is spacious and bright, featuring a slider that leads to a

  The Apex Team Apex Realty Group, LLC

  200 Swanton St Unit 640, Winchester, MA 01890
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  /41

  $2,725,000 Sold Aug 26, 2024

  • 5,171 Sq Ft
  • $527/SF
  • 0 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 1998

  10 Briarwood Ln, Winchester, MA 01890

  Experience the perfect blend of nature and luxury in this custom-built Colonial! Private home with a resort like backyard abuts Brooks Parkhurst Town Forest. This stunning 6-bedroom home offers a dramatic layout and design that's sure to impress. A elegant & captivating buttress staircase greets you upon entry. The heart of the home is an updated open-concept kitchen, complete with pantry & half

  Monte Marrocco Coldwell Banker Realty - Lexington

  10 Briarwood Ln, Winchester, MA 01890
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  /42

  $3,900,000 Sold Aug 26, 2024

  • 8,000 Sq Ft
  • $488/SF
  • 8 Days On Market

  • 6 Beds
  • 6.5 Baths
  • Built 2016

  12 Saint Thomas More Dr, Winchester, MA 01890

  Welcome to this exquisite custom-built colonial, an entertainer's dream, and truly unparalleled in design! This unique home features expansive rooms perfect for both family gatherings and lavish parties. The custom woodwork throughout showcases exceptional craftsmanship and attention to detail. The property boasts two primary bedrooms, each with its own luxurious spa en-suite. The dream chef's

  Monte Marrocco Coldwell Banker Realty - Lexington

  12 Saint Thomas More Dr, Winchester, MA 01890
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  /42

  $2,150,000 Sold Aug 26, 2024

  • 4,031 Sq Ft
  • $533/SF
  • 3 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1886

  3 Fletcher St, Winchester, MA 01890

  Pride of craftsmanship is evident in this completely renovated Stunning Victorian home! Located in desirable Winchester 'Flats' neighborhood this 4 bedroom, 2 1/2 bathroom with four levels of living space, boasts sun-filled Chef's kitchen complete with stainless appliances and gleaming hardwood floors flowing throughout this home. Grand foyer pours into living room with elegant fireplace and

  Kristine Welch Greater Metropolitan R. E.

  3 Fletcher St, Winchester, MA 01890
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  /41

  $2,435,000 Sold Aug 22, 2024

  • 4,333 Sq Ft
  • $562/SF
  • 34 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 1926

  17 Swan Rd, Winchester, MA 01890

  Magnificent home w/ over 4,300 sqft of luxurious living space, 4 BD ( 2 w/ ensuite BA) & 5 BA. Whether you seek relaxation, elegant entertaining, or fun-filled gatherings, it is perfect balance of comfort & style. Spacious, sunlit living area w/ hardwood floors throughout. LR w/ FP & built-in bookcases, ideal place to unwind at end of the day. Versatile sunroom w/ outdoor entrance can be an

  Peter Rooney Compass

  17 Swan Rd, Winchester, MA 01890
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  /30

  $1,210,000 Sold Aug 21, 2024

  • 2,181 Sq Ft
  • $555/SF
  • 81 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2024

  68 Harvard St, Winchester, MA 01890

  A Brand New Townhouse with a modern stylish feel has just been completed and is ready for a new owner to make it their Home! Located just minutes away from all the amenities in Winchester Center you could not ask for a more convenient location. You will be wowed as you cross the farmer's porch into the well designed open 1st floor that features a custom FP in the living room, built-in bench

  Bill Copithorne Keller Williams Realty Boston Northwest

  68 Harvard St, Winchester, MA 01890
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  /31

  $1,525,000 Sold Aug 16, 2024

  • 2,066 Sq Ft
  • $738/SF
  • 167 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2016

  15 Dix St Unit 10, Winchester, MA 01890

  Welcome to this exquisite WATERFRONT PENTHOUSE nestled in the heart of Winchester. Upon entering, you'll be captivated by the seamless flow of the open concept kitchen, living, and dining area, complemented by not 1 but 2 private balconies that offer breathtaking water views. The primary suite is a true haven, featuring an expansive walk-in closet (large enough for exercise equipment), vast

  Philip Vita Compass

  15 Dix St Unit 10, Winchester, MA 01890
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  /40

  $1,200,000 Sold Aug 15, 2024

  • 3,340 Sq Ft
  • $359/SF
  • 9 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2015

  25 Shepard Ct Unit 25, Winchester, MA 01890

  Newer construction attached townhouse has all the amenities you’re looking for in Winchester! The open concept first floor offers sunny living room and dining room, spacious eat-in kitchen with beautiful granite counters and stainless steel appliances. Slider leads to side porch, patio and Beacon Hill style yard. Second floor boasts three bedrooms with generous closets, an office and a full

  Pirani & Wile Group Advisors Living - Winchester

  25 Shepard Ct Unit 25, Winchester, MA 01890
• 

  

  /3

  $1,610,000 Sold Aug 15, 2024

  • 2,212 Sq Ft
  • $728/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1920

  12 Everell Rd, Winchester, MA 01890

  Nestled in sought-after Symmes neighborhood this timeless home was renovated in 2019-2020 providing a refreshed layout and modern amenities while keeping the home's original charm. The gracious foyer leads to a front to back living room with fireplace, window seat and French doors opening to a new family room with a walkout to the patio and backyard. The dining room with bow window flows into the

  Quinn Simpson Compass

  12 Everell Rd, Winchester, MA 01890
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  /20

  $700,000 Sold Aug 09, 2024

  • 1,532 Sq Ft
  • $457/SF
  • 5 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  7 Conant Rd Unit 52, Winchester, MA 01890

  Pristine one-level condo at the desirable "Willows at Winchester." This outstanding unit boasts private entry and numerous recent upgrades including quartz kitchen countertops and tiled flooring, a newer dishwasher, wood floors in the main living area, updated HVAC system, water heater, and more. Cozy up by the gas fireplace during the winter months, enjoy two private patios in warmer weather,

  Judith Moore Barrett Sotheby's International Realty

  7 Conant Rd Unit 52, Winchester, MA 01890
• 

  

  /22

  $254,900 Sold Aug 08, 2024

  • 388 Sq Ft
  • $657/SF
  • 2 Days On Market

  • 1 Bath
  • Built 1966

  200 Swanton St Unit 404, Winchester, MA 01890

  Great opportunity to own this charming studio condo at an incredible price in an amazing town. The condo features a full wall of windows that welcomes you out onto your private deck which overlooks a well-maintained wildlife garden and pond featuring ducks, swans and a peaceful walkway that leads to the amazing swimming pool and clubhouse. Move-in ready, lovingly cared for and stylish. Newly

  Nancy Fudge Fudge Properties

  200 Swanton St Unit 404, Winchester, MA 01890
• 

  

  /35

  $1,295,000 Sold Aug 08, 2024

  • 2,228 Sq Ft
  • $581/SF
  • 4 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1961

  11 Taft Dr, Winchester, MA 01890

  One of the finest neighborhoods in the West side of Winchester. Stone curbing, stone walls give this home impressive curb appeal!! Great opportunity to reimagine this two-level, 3 bedroom home awaiting your updates and personal touches. Features include, hardwood floors, spacious fireplace living room/ dining combination, primary bedroom with en-suite bath, two additional bedrooms and full bath.

  MaryEllen Madden William Raveis R.E. & Home Services

  11 Taft Dr, Winchester, MA 01890
• 

  

  /40

  $1,375,000 Sold Aug 08, 2024

  • 2,125 Sq Ft
  • $647/SF
  • 11 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1863

  4 Wolcott Terrace, Winchester, MA 01890

  Nestled into the hillside offering serene beauty & tranquility, abutting the Middlesex Fells; This historic yet modern 3-bedroom, 2.5-bathroom home exudes a majestic feel w/ preserved original details blended w/ modern day updates. Explore the private lush gardens and multiple decks, offering a perfect retreat for relaxation & great spaces for entertaining. The stunning living room showcases a

  Kim Covino Compass

  4 Wolcott Terrace, Winchester, MA 01890
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  /29

  $1,337,500 Sold Aug 07, 2024

  • 2,002 Sq Ft
  • $668/SF
  • 14 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2016

  26 Arthur St, Winchester, MA 01890

  This colonial style single family house was completely gutted and renovated in 2016. It features three level of living space plus a nice yard, and driveway for 2 cars. The main level on the first floor has a nice kitchen with stainless appliances and granite countertops, over looking the dining room, spacious living room with a gas fireplace, and half-bathroom, all hardwood floors throughout.

  Anna Mean AC Realty

  26 Arthur St, Winchester, MA 01890
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  /38

  $1,875,000 Sold Aug 06, 2024

  • 4,234 Sq Ft
  • $443/SF
  • 5 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 1900

  25 Marion St, Winchester, MA 01890

  Welcome to your sprawling retreat nestled on an expansive lot, offering unparalleled versatility for recreation and relaxation. This magnificent property boasts 27,952 square feet lot with an inground pool. Whether you're hosting barbecues by the cabana, or enjoying a morning swim, this outdoor oasis offers endless possibilities for lifelong memories. The 4,234 square foot home, proudly owned and

  Anne Spry Barrett Sotheby's International Realty

  25 Marion St, Winchester, MA 01890
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  /35

  $1,199,000 Sold Aug 06, 2024

  • 2,332 Sq Ft
  • $514/SF
  • 11 Days On Market

  • 5 Beds
  • 1.5 Baths
  • Built 1880

  9 Bacon St, Winchester, MA 01890

  Introducing this updated townhouse condo, with a single-family feel, in a top location. It has all the amenities that buyers desire, plus energy-efficient features such as solar panels, 2023 high-efficiency heating & A/C system, EV charger, and newer windows. Enjoy morning coffee on the spacious front porch, and gardening or hosting friends in the private backyard. Large sunlit rooms welcome you

  Elena Langlois Compass

  9 Bacon St, Winchester, MA 01890
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  /36

  $1,150,000 Sold Aug 06, 2024

  • 1,875 Sq Ft
  • $613/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1930

  19 Kenwin Rd, Winchester, MA 01890

  Aah, the beautiful summer weather is here. We wait all year for this, and the level yard at 19 Kenwin Rd is sunny and lush and ready for you to enjoy your outdoor living. Sited on more than a quarter acre, this 9-room 3-bed 2-bath colonial is located just a mile to vibrant Winchester Center, and one block to Middlesex Fells Reservation, a 2,575 acre natural haven. The main floor has 5 rooms

  Judy Weinberg Leading Edge Real Estate

  19 Kenwin Rd, Winchester, MA 01890
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  /17

  $935,000 Sold Aug 05, 2024

  • 1,946 Sq Ft
  • $480/SF
  • 10 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1946

  53 Winford Way, Winchester, MA 01890

  Attention Investors and Visionaries! Discover the potential in this charming 3-bedroom, 1-bathroom property. Located in a sought-after Winchester lot, this home is surrounded by premier schools, convenient amenities and the Middlesex Fells Conservation area, making it a prime location for your next project. The existing structure offers a fantastic opportunity for a full renovation or teardown,

  Andersen Group Realty Keller Williams Realty Boston Northwest

  53 Winford Way, Winchester, MA 01890
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  /42

  $1,700,000 Sold Aug 01, 2024

  • 3,315 Sq Ft
  • $513/SF
  • 4 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1959

  8 Hawthorne Rd, Winchester, MA 01890

  Welcome to this spacious West Side home with a versatile multi-level layout, offering ample room for comfortable living and entertaining. Boasting 10 rooms, including an en-suite bedroom and two additional bedrooms on one level with two more bedrooms on the next level for ultimate flexibility, this residence provides the ideal blend of functionality and style. As you enter, you'll be greeted by a

  Anne Spry Barrett Sotheby's International Realty

  8 Hawthorne Rd, Winchester, MA 01890
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  /27

  $950,000 Sold Aug 01, 2024

  • 1,460 Sq Ft
  • $651/SF
  • 26 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1898

  21 Nelson St, Winchester, MA 01890

  This impeccably renovated Cape located just minutes from Winchester town center and the Middlesex Fells Reservation offers modern amenities with charming design. Originally built in 1898, the home underwent a significant renovation in 2021 consisting of a redesigned floor plan to accommodate an elegant chefs kitchen, spacious mud room and powder room as well as an updated primary bath. The

  Ryan Clunan Campion & Company Fine Homes Real Estate

  21 Nelson St, Winchester, MA 01890
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  /42

  $1,025,000 Sold Jul 31, 2024

  • 2,542 Sq Ft
  • $403/SF
  • 31 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1956

  119 Ridge St, Winchester, MA 01890

  This is not an opportunity you want to miss! You’ll be in awe of the LR with massive wall length window, brick accent wall with fireplace, and vaulted ceiling. Formal DR leads into the kitchen with lovely cabinetry & plenty of natural light. Boasting 3 bedrooms and 2 full bathrooms great for hosting guests, friends and family. Gorgeous sunroom offer brick accents, wood ceiling and walks out to

  Charles Jolin Keller Williams Realty

  119 Ridge St, Winchester, MA 01890
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  /38

  $1,149,000 Sold Jul 30, 2024

  • 2,578 Sq Ft
  • $446/SF
  • 14 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1976

  7 Cleveland Rd, Winchester, MA 01890

  Welcome to this outstanding multi-family home set on a spacious 20,817sf lot in desirable Winchester. This property presents a wealth of possibilities for the savvy buyer or investor. The 1st unit boasts an open concept design featuring a fireplaced living room, dining area with direct access to a private deck & backyard via sliding doors, an updated eat-in kitchen, a large bathroom, a primary

  Pirani & Wile Group Advisors Living - Winchester

  7 Cleveland Rd, Winchester, MA 01890
• 

  

  /42

  $2,625,000 Sold Jul 30, 2024

  • 5,524 Sq Ft
  • $475/SF
  • 136 Days On Market

  • 6 Beds
  • 5.5 Baths
  • Built 2023

  1 Alice Ln, Winchester, MA 01890

  NEW CONSTRUCTION!! Must see this gorgeous 6 bedroom home w/ thoughtful design & high end finishes! This home is spacious & inviting, offering a grand open flr plan ideal for entertaining & modern day family living. The kitchen features an oversized island w/ seating/ quartz countertops, high-end appliances, & breakfast nook/dining area. Off the kitchen is a spacious family room w/gas fireplace &

  Kim Covino Compass

  1 Alice Ln, Winchester, MA 01890
• 

  

  /31

  $1,120,000 Sold Jul 26, 2024

  • 1,968 Sq Ft
  • $569/SF
  • 5 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1925

  102 Sylvester Ave, Winchester, MA 01890

  Nestled on a quiet dead-end street, this charming colonial home boasts a welcoming front porch and exceptional curb appeal. The meticulously maintained property features freshly painted interiors, an exterior porch, and a back deck. The first floor offers an open-concept living space with an eat-in kitchen, stainless steel appliances, and a sun-filled home office. Gorgeous wood floors flow

  Monte Marrocco Coldwell Banker Realty - Lexington

  102 Sylvester Ave, Winchester, MA 01890
• 

  

  /38

  $1,150,000 Sold Jul 26, 2024

  • 2,217 Sq Ft
  • $519/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1960

  6 Nathaniel Rd, Winchester, MA 01890

  Lovingly maintained family home on a gorgeous oversized lot with beautiful perennial gardens, and an abundance of privacy bound by beautiful mature landscape. This custom built 4 bedroom home is awaiting your personal touch. Create the home of your dreams with this extraordinarily spacious layout featuring a rear family room addition plus glass enclosed heated sunroom overlooking the beautiful

  Kim Covino Compass

  6 Nathaniel Rd, Winchester, MA 01890
• 

  

  /42

  $2,095,000 Sold Jul 26, 2024

  • 2,770 Sq Ft
  • $756/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1959

  7 Plymouth Rd, Winchester, MA 01890

  Prepare to swoon over this exquisite colonial offering a sprawling backyard oasis in one of Winchester's most desired neighborhoods. This home boasts luxurious renovations, thoughtful design, and magazine-worthy aesthetic. The main level features posh mud and powder rooms, a sunlit living room with a fireplace, and a stunning dream kitchen with a peninsula breakfast bar that opens to the dining

  Nancy Pallotta Advisors Living - Winchester

  7 Plymouth Rd, Winchester, MA 01890
• 

  

  /37

  $1,450,000 Sold Jul 25, 2024

  • 2,280 Sq Ft
  • $636/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  5 Sylvester Ct, Winchester, MA 01890

  Welcome to 5 Sylvester Court, a stunning residence nestled in a tranquil and secluded cul-de-sac. This picture-perfect property offers 4 beds and 2 full baths. As you step inside, you'll be greeted by a stunning interior, including a beautifully renovated kitchen and baths, which further elevate the allure of this home. Featuring a laundry room that belongs in a designer magazine, along with

  Philip Vita Compass

  5 Sylvester Ct, Winchester, MA 01890
• 

  

  /33

  $1,429,000 Sold Jul 25, 2024

  • 2,973 Sq Ft
  • $481/SF
  • 4 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1954

  22 Willowdale Rd, Winchester, MA 01890

  This home has it all! A classic Colonial in a charming neighborhood close to town w/ 4 bedrooms, 2.5 baths & central air. The inviting foyer opens to a front-to-back living room w/ fireplace. A dining room w/ built-in is partly open to the 2014 kitchen w/ maple cabinets & stainless steel Bosch appliances. In the combined kitchen & family room you have a breakfast nook, TV, laundry, & living

  Felicity Tuttle Better Homes and Gardens Real Estate - The Shanahan Group

  22 Willowdale Rd, Winchester, MA 01890
• 

  

  /32

  $1,262,000 Sold Jul 24, 2024

  • 1,965 Sq Ft
  • $642/SF
  • 56 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1879

  79 Oak St, Winchester, MA 01890

  Opportunity knocks in Winchester to own a beautifully maintained South facing home on a Sun-drenched corner lot! Gorgeous landscaping surrounds the large front yard and private fenced in backyard, an oasis for entertainment! Features include a 2-car garage with additional off-street driveway parking and irrigation system. The 1st level offers an updated kitchen/dining room with radiant floor

  Michelle Doyle Flow Realty, Inc.

  79 Oak St, Winchester, MA 01890
• 

  /2

  $1,675,000 Sold Jul 11, 2025

  • 4,228 Sq Ft
  • $396/SF
  • 8 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1987

  7 Wainwright Rd Unit 55, Winchester, MA 01890

  Welcome to The Ledges—an exceptional custom-designed “E” style end-unit townhouse offering over 10 rooms of refined living space and a distinctive layout found in no other unit. Thoughtfully maintained and tastefully updated, this residence features an expansive open floor plan with cathedral ceilings, elegant crown molding, and a gourmet chef’s kitchen equipped with premium appliances. The first

  Ngoc Anh Goldstein Leading Edge Real Estate

  7 Wainwright Rd Unit 55, Winchester, MA 01890
• 

  /2

  $1,430,000 Sold Jul 10, 2025

  • 3,543 Sq Ft
  • $404/SF
  • 106 Days On Market

  • 6 Beds
  • 2.5 Baths
  • Built 1850

  189 Mystic Valley Pkwy, Winchester, MA 01890

  Perfectly situated just moments from the vibrant heart of Winchester, this Mansard-roofed beauty offers a harmonious blend of refined style and comfort. A spacious front porch overlooking a sizable side yard invites you to relax and enjoy the energy of the nearby town center. Inside, the main level blends form and function; expansive living spaces are complemented by a mudroom, home office, and

  Anne Spry Barrett Sotheby's International Realty

  189 Mystic Valley Pkwy, Winchester, MA 01890
• 

  /2

  $2,222,500 Sold Mar 27, 2025

  • 2,900 Sq Ft
  • $766/SF
  • 0 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1932

  41 Foxcroft Rd, Winchester, MA 01890

  Nestled in the heart of The Flats, this stately 1932 brick Colonial has been fully renovated to perfection. Offering 2,900 sq. ft., this 4-bedroom, 3.5-bath home seamlessly blends historic charm with modern luxury. Sunlight pours into the spacious living room, which flows into a bright home office—ideal for remote work. Hardwood floors throughout exude warmth, while new Andersen windows (first

  Monte Marrocco Coldwell Banker Realty - Lexington

  41 Foxcroft Rd, Winchester, MA 01890

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