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Winchester, MA Open Houses

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  • 44 Cabot St, Winchester, MA 01890
    44 Cabot St, Winchester, MA 01890
    44 Cabot St, Winchester, MA 01890
    /40

    $3,399,000 Open Sat 12PM - 1PM

    • 6 Beds
    • 6.5 Baths
    • 5,277 Sq Ft

    44 Cabot St, Winchester, MA 01890

    Welcome to 44 Cabot Street, a newly built home in one of Winchester’s most desirable neighborhoods. Offering over 5,000 square feet of beautifully crafted space, this residence features 6 bedrooms, 6.5 bathrooms, and a layout designed for modern living. Thoughtfully selected finishes, high ceilings, and an abundance of natural light create a warm and inviting atmosphere throughout. The

    Andersen Group Realty Keller Williams Realty Boston Northwest

    44 Cabot St, Winchester, MA 01890
  • 21 Fernway, Winchester, MA 01890
    21 Fernway, Winchester, MA 01890
    21 Fernway, Winchester, MA 01890
    /42

    $3,349,000 Open Sat 1:30PM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 5,386 Sq Ft

    21 Fernway, Winchester, MA 01890

    Exceptional colonial on Myopia Hill showcasing an expansive rear family room addition, perfectly situated on an idyllic lot surrounded by lush gardens & mature landscape. This stately residence offers a true private oasis just minutes from all conveniences. Rich in finish, elegant in design w/ stunning living areas, large scale rooms & 4 fireplaces creating warm inviting spaces for every day

    Kim Covino Compass

    21 Fernway, Winchester, MA 01890
  • 20 Elm St, Winchester, MA 01890
    20 Elm St, Winchester, MA 01890
    20 Elm St, Winchester, MA 01890
    /37

    $1,950,000 Open Sat 11AM - 12:30PM

    • 6 Beds
    • 3.5 Baths
    • 3,901 Sq Ft

    20 Elm St, Winchester, MA 01890

    Nestled in the highly sought-after "heart" of Winchester Center, this Newer Construction single-family (slightly attached) home offers space & finishes you typically find in 2.5M+ homes! With 10' ceilings and high end finishes throughout, this stunning 5-6 bedroom, 3.5 bath home is just two blocks from the vibrant town center, train station, schools, restaurants & shops! 5190 total sf w/ 3900sf

    Kim Covino Compass

    20 Elm St, Winchester, MA 01890
  • 9 Prospect St, Winchester, MA 01890
    9 Prospect St, Winchester, MA 01890
    9 Prospect St, Winchester, MA 01890
    /41

    $2,379,000 Open Sat 1PM - 2:30PM

    • 6 Beds
    • 3.5 Baths
    • 4,667 Sq Ft

    9 Prospect St, Winchester, MA 01890

    Intensely beautiful Colonial Revival! This home that exudes elegance, character, and masterful craftsmanship at every turn. From the moment you arrive, you’ll be captivated by its stately presence, classic architectural details, and warm, inviting ambiance. There's a blend of historic charm and modern livability. The craftsmanship is remarkable—gleaming hardwood floors, intricate leaded glass

    Nancy Pallotta Advisors Living - Winchester

    9 Prospect St, Winchester, MA 01890
  • 19 Sussex Rd, Winchester, MA 01890
    19 Sussex Rd, Winchester, MA 01890
    19 Sussex Rd, Winchester, MA 01890
    /26

    $2,249,900 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 4,023 Sq Ft

    19 Sussex Rd, Winchester, MA 01890

    Ideally located in a very desirable neighborhood that abuts the town forest and surrounded by cul-de-sacs, this elegant well-designed 4-bedroom, 3.5-bathroom colonial home has been meticulously maintained by the original owners and features a spacious layout with ample room for comfortable living. The floorplan is thoughtfully designed, with a nice flow from one room to the next. The family room

    Ida Bianco Coldwell Banker Realty - Lexington

    19 Sussex Rd, Winchester, MA 01890
  • 107 Cambridge St, Winchester, MA 01890
    107 Cambridge St, Winchester, MA 01890
    107 Cambridge St, Winchester, MA 01890
    /42

    $2,749,000 Open Sat 12PM - 2PM

    • 6 Beds
    • 4.5 Baths
    • 5,824 Sq Ft

    107 Cambridge St, Winchester, MA 01890

    Gracious and fully restored, this stunning 6-bedroom, 4.5-bath Victorian blends timeless elegance with luxurious modern updates. Rich with sumptuous period details and soaring 9' ceilings, the inviting first floor features a grand marble foyer with custom built-ins and a sweeping staircase. The formal living room offers a stately fireplace, while the chef’s kitchen—complete with expansive quartz

    Maija Sawyer Puleo William Raveis R.E. & Home Services

    107 Cambridge St, Winchester, MA 01890
  • 54 Wedgemere Ave, Winchester, MA 01890
    54 Wedgemere Ave, Winchester, MA 01890
    54 Wedgemere Ave, Winchester, MA 01890
    /42

    $3,199,000 Open Sat 2PM - 3:30PM

    • 6 Beds
    • 3.5 Baths
    • 5,238 Sq Ft

    54 Wedgemere Ave, Winchester, MA 01890

    Experience exceptional living in this stunning Wedgemere Ave home w/ spectacular resort style back yard! Thoughtfully updated throughout with custom high end finishes, wonderful chefs kitchen w/ Sub Zero- Wolf appliances, sunny breakfast/dining area w/ a wall of windows overlooking expansive back yard featuring gorgeous patio & maintenance free heated POOL with in- floor cleaning system & auto

    Kim Covino Compass

    54 Wedgemere Ave, Winchester, MA 01890
  • 20 Seneca Rd, Winchester, MA 01890
    20 Seneca Rd, Winchester, MA 01890
    20 Seneca Rd, Winchester, MA 01890
    /40

    $1,899,000 Open Sun 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 2,813 Sq Ft

    20 Seneca Rd, Winchester, MA 01890

    Welcome home to this picture-perfect Colonial, tucked away in a quiet, sought-after neighborhood just steps from Ambrose! Boasting gorgeous curb appeal & a warm, welcoming feel, this home offers the best of comfort & convenience.Step inside to a bright & open first floor designed for effortless entertaining, featuring oversized windows that flood the space with amazing natural light.The spacious

    Stephanie McGowan Better Homes and Gardens Real Estate - The Shanahan Group

    20 Seneca Rd, Winchester, MA 01890
  • 10 Olde Lyme Rd, Winchester, MA 01890
    10 Olde Lyme Rd, Winchester, MA 01890
    10 Olde Lyme Rd, Winchester, MA 01890
    /31

    $1,825,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 3.5 Baths
    • 3,478 Sq Ft

    10 Olde Lyme Rd, Winchester, MA 01890

    Come see this spacious 5-bedroom home offered at a NEW PRICE of $1,825,000! Located near the end of a quiet cul-de-sac in a wonderful neighborhood, this home offers privacy, space and natural beauty, just a short distance to Winchester Center and surrounding towns. Walking distance to the Vinson-Owen school, which has consistently been rated as one of the best elementary schools in the state.

    Darryl Brian RE/MAX Bentley's

    10 Olde Lyme Rd, Winchester, MA 01890
  • 5 Squire Rd, Winchester, MA 01890
    5 Squire Rd, Winchester, MA 01890
    5 Squire Rd, Winchester, MA 01890
    /40

    $2,099,000 Open Sat 1PM - 2:30PM

    • 6 Beds
    • 3.5 Baths
    • 4,696 Sq Ft

    5 Squire Rd, Winchester, MA 01890

    Great value in Town! Discover the perfect blend of luxury and comfort in this stunning 6-bedroom home. Sunlight pours into the open-concept layout, highlighting a gourmet kitchen with stone countertops, an oversized island, and high-end Viking appliances. The inviting living room, featuring a shiplap fireplace, opens to a spacious composite deck. The primary suite is a private retreat with a

    Alina Wang Coldwell Banker Realty - Lexington

    5 Squire Rd, Winchester, MA 01890
  • 22 Grove Place Unit 4, Winchester, MA 01890
    22 Grove Place Unit 4, Winchester, MA 01890
    22 Grove Place Unit 4, Winchester, MA 01890
    /37

    $859,000 Open Sat 1:30PM - 3PM

    • 2 Beds
    • 1 Bath
    • 1,123 Sq Ft

    22 Grove Place Unit 4, Winchester, MA 01890

    Looking to downsize or just live more modestly?Welcome to the sought-after White Horse Commons Condominiums, The perfect opportunity to enjoy the lovely town of Winchester and keep costs down. Near Symmes corner, downtown Winchester & Wedgemere train station, this wonderful 2 bedroom, 1 bathroom end unit lives and feels like a single home with windows on all three sides. The kitchen offers a

    Kim Covino Compass

    22 Grove Place Unit 4, Winchester, MA 01890
  • 65 Thornberry Rd, Winchester, MA 01890
    65 Thornberry Rd, Winchester, MA 01890
    65 Thornberry Rd, Winchester, MA 01890
    /37

    $1,399,500 Open Sat 2PM - 3:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,525 Sq Ft

    65 Thornberry Rd, Winchester, MA 01890

    Beautifully updated 4-bed, 2.5-bath ranch on a landscaped half-acre lot with attached 2-car garage. Enjoy single-level living with an open floor plan, cathedral-ceiling kitchen with granite counters, island seating, and stainless appliances. Living and dining areas flow seamlessly; cozy family room with fireplace. Sunroom with wall of windows overlooks the expansive backyard. Primary suite

    Hongmei Wang HMW Real Estate, LLC

    65 Thornberry Rd, Winchester, MA 01890
  • 7 Wainwright Rd Unit 13, Winchester, MA 01890
    7 Wainwright Rd Unit 13, Winchester, MA 01890
    7 Wainwright Rd Unit 13, Winchester, MA 01890
    /40

    $1,449,000 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 4.5 Baths
    • 3,186 Sq Ft

    7 Wainwright Rd Unit 13, Winchester, MA 01890

    Welcome to The Ledges, Winchester’s premier townhouse community! This extraordinary F Style corner unit is truly one of a kind with soaring ceilings, sun-filled spaces, and rare flat backyard space with two decks. A landscaped courtyard leads to a gracious foyer and transitions into an expansive open layout. The chef’s kitchen opens to the dining rm and features ss appliances, granite countertops

    Nancy Pallotta Advisors Living - Winchester

    7 Wainwright Rd Unit 13, Winchester, MA 01890
  • 9 Thornberry Rd, Winchester, MA 01890
    9 Thornberry Rd, Winchester, MA 01890
    9 Thornberry Rd, Winchester, MA 01890
    /39

    $1,325,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 3 Baths
    • 2,496 Sq Ft

    9 Thornberry Rd, Winchester, MA 01890

    Nestled on a picturesque lot with lush landscaping and mature trees, 9 Thornberry Road offers a perfect blend of natural beauty and refined living. Sunlight pours into this thoughtfully designed home, featuring an open-concept layout ideal for comfortable living and entertaining. The main level includes a welcoming fireplace, hardwood floors, large living room, dining area, and an updated kitchen

    Louise Coakley Better Homes and Gardens Real Estate - The Shanahan Group

    9 Thornberry Rd, Winchester, MA 01890
  • 703 Washington St, Winchester, MA 01890
    703 Washington St, Winchester, MA 01890
    703 Washington St, Winchester, MA 01890
    /39

    $849,900 Open Sat 12PM - 2PM

    • 2 Beds
    • 1 Bath
    • 1,528 Sq Ft

    703 Washington St, Winchester, MA 01890

    Delightful ranch, well maintained and located conveniently near the major routes. The kitchen is spacious and opens to the comfortable dining area with large built in hutch. It has been updated and features a tile backsplash, stainless steel appliances and recessed lighting. The living room is fireplaced and is nicely appointed with hardwood floors. Easy one level living with two first floor

    Michael Barrett Barrett, Chris. J., REALTORS®

    703 Washington St, Winchester, MA 01890
  • 17 Mason St, Winchester, MA 01890
    17 Mason St, Winchester, MA 01890
    17 Mason St, Winchester, MA 01890
    /30

    $1,300,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2 Baths
    • 1,629 Sq Ft

    17 Mason St, Winchester, MA 01890

    Nestled on a quiet, tree-lined street near Winchester’s vibrant town center, this delightful storybook colonial offers charm, character, and exceptional potential. Beautifully sited on a 10,000+ sq ft wooded lot, this three-bedroom, two-bath home invites your vision to blend timeless architectural details with thoughtful updates. A fireplaced front-to-back living room flows seamlessly into a

    Karen Garrett Better Homes and Gardens Real Estate - The Shanahan Group

    17 Mason St, Winchester, MA 01890
  • 18 Hemingway St, Winchester, MA 01890
    18 Hemingway St, Winchester, MA 01890
    18 Hemingway St, Winchester, MA 01890
    /32

    $1,359,900 Open Sat 11:30AM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 2,137 Sq Ft

    18 Hemingway St, Winchester, MA 01890

    Located in a quiet neighborhood yet just minutes to Town Center, Elementary & High School, Town beach, Horn Pond, Fells Reservation, commuter rail station/Bus 134 to Wellington T, this 5B3.5B colonial was COMPLETEDLY GUTTED IN 2015-preserving a portion of original yr 1803 foundation. The architect-designed home features hardwood flooring throughout, high ceiling & abundant natural light. 1st

    Julia Xie Keller Williams Realty-Merrimack

    18 Hemingway St, Winchester, MA 01890
  • 50 Johnson Rd, Winchester, MA 01890
    50 Johnson Rd, Winchester, MA 01890
    50 Johnson Rd, Winchester, MA 01890
    /42

    $1,699,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 2,646 Sq Ft

    50 Johnson Rd, Winchester, MA 01890

    One of the most picturesque homes in Winchester is now available! An iconic Mid-Century Modern originally designed by renowned architect Don Davis. Thoughtfully updated for today’s lifestyle, this architectural gem blends timeless design with modern functionality. The bold exterior opens into a dramatic living room featuring soaring cathedral ceilings, a statement fireplace, and custom built-ins.

    Robert Ellington Better Homes and Gardens Real Estate - The Shanahan Group

    50 Johnson Rd, Winchester, MA 01890
  • 571 Washington St, Winchester, MA 01890
    571 Washington St, Winchester, MA 01890
    571 Washington St, Winchester, MA 01890
    /34

    $1,100,000 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 1 Bath
    • 1,425 Sq Ft

    571 Washington St, Winchester, MA 01890

    Welcome to this beautifully maintained 3-bedroom home just moments from vibrant Winchester Center. Ideal for commuters with quick access to I-95 and I-93, this home blends charm, comfort, and convenience. The updated kitchen features quartz countertops and generous cabinetry—perfect for cooking and gathering. Light-filled living spaces offer a warm, welcoming feel throughout. Unwind on the

    Ryan Wilson Keller Williams Realty

    571 Washington St, Winchester, MA 01890
  • 27 Elm St, Winchester, MA 01890
    27 Elm St, Winchester, MA 01890
    27 Elm St, Winchester, MA 01890
    /16

    $499,000 Open Sat 11AM - 1PM

    • 2 Beds
    • 1.5 Baths
    • 1,007 Sq Ft

    27 Elm St, Winchester, MA 01890

    Attention investors, contractors, and handy owner occupants looking to build sweat equity! This single family home is in need of major renovation and is the perfect opportunity for a contractor to make a profitable investment or an owner occupant to unlock instant sweat equity. Dream location just around the corner to Winchester Center's shops and restaurants, less than 0.3 miles to the top rated

    Shao Realty Group RE/MAX Executive Realty

    27 Elm St, Winchester, MA 01890
  • 63 Church St, Winchester, MA 01890
    63 Church St, Winchester, MA 01890
    63 Church St, Winchester, MA 01890
    /35

    $1,449,900 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,157 Sq Ft

    63 Church St, Winchester, MA 01890

    Rare Victorian style side by side residence in premier flats/ in town location! NO CONDO FEE! Set back down a long driveway, this property is comprised of 2 townhouse style units. Built in 1866 by architect George Dutton Rand for Elisha Bangs who was president of The Boston Stock Exchange as rental units & listed on the National Register of Historic Places. Proximity to Winchester train station &

    Nancy McLaughlin Redfin Corp.

    63 Church St, Winchester, MA 01890
  • 25 Wedgemere Ave, Winchester, MA 01890
    25 Wedgemere Ave, Winchester, MA 01890
    25 Wedgemere Ave, Winchester, MA 01890
    /42

    $4,100,000 Open Sun 12PM - 1:30PM

    • 7 Beds
    • 8 Baths
    • 7,587 Sq Ft

    25 Wedgemere Ave, Winchester, MA 01890

    Stately elegance resides on one of the most desirable streets in the “Flats". This sprawling home details fine craftsmanship & modern finishes that a home of this caliber warrants. Sprawling open concept kitchen w/ impressive coffered ceilings, eat-in dining along w/ an adjoining family rm w/gas fireplace, dining room, and a formal living room make this the perfect space for entertaining. 7

    Prestige Homes Realty Team Prestige Homes Real Estate, LLC

    25 Wedgemere Ave, Winchester, MA 01890
  • 20 Fletcher St Unit 20, Winchester, MA 01890
    20 Fletcher St Unit 20, Winchester, MA 01890
    20 Fletcher St Unit 20, Winchester, MA 01890
    /39

    $1,449,000 Open Sun 1:30PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    20 Fletcher St Unit 20, Winchester, MA 01890

    Discover this stunning, flats location ~ fully gut-renovated 3-bedroom, 2.5 bath home~ perfectly situated close to downtown Winchester! W its breathtaking design, this residence boasts a thoughtful layout; the open-concept first floor has high ceilings and an abundance of natural light. The thoughtfully selected finishes, tiles, and fixtures add a touch of elegance and sophistication throughout.

    Kim Covino Compass

    20 Fletcher St Unit 20, Winchester, MA 01890
  • 20 Fletcher St Unit 20, Winchester, MA 01890
    20 Fletcher St Unit 20, Winchester, MA 01890
    20 Fletcher St Unit 20, Winchester, MA 01890
    /39

    $1,449,000 Open Sun 1:30PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,282 Sq Ft

    20 Fletcher St Unit 20, Winchester, MA 01890

    Discover this stunning, flats location ~ fully gut-renovated 3-bedroom, 2.5 bath home~ perfectly situated close to downtown Winchester! With its breathtaking design, this residence boasts a thoughtful layout; the open-concept first floor has high ceilings and an abundance of natural light. The thoughtfully selected finishes, tiles, and fixtures add a touch of elegance and sophistication

    Kim Covino Compass

    20 Fletcher St Unit 20, Winchester, MA 01890
  • 7 Conant Rd Unit 60, Winchester, MA 01890
    7 Conant Rd Unit 60, Winchester, MA 01890
    7 Conant Rd Unit 60, Winchester, MA 01890
    /19

    $734,900 Open Sat 1PM - 3:30PM

    • 2 Beds
    • 2.5 Baths
    • 1,634 Sq Ft

    7 Conant Rd Unit 60, Winchester, MA 01890

    Welcome to the highly coveted condominium living in Winchester: the Willows. This unit has over 1,600 sq. ft., with two stories/duplex style condo, 2 beds, and 2.5 baths, making it one of the larger units in the complex. It features many modern amenities such as hardwood floors in the living area, three balconies, in-unit washer/dryer, gas fireplace, and Central A/C & heating with Nest

    Irene Novia Loka Matahari Real Estate LLC

    7 Conant Rd Unit 60, Winchester, MA 01890
  • 11 Fieldstone Dr, Winchester, MA 01890
    11 Fieldstone Dr, Winchester, MA 01890
    11 Fieldstone Dr, Winchester, MA 01890
    /41

    $2,899,000 Open Sat 1:30PM - 2:30PM

    • 5 Beds
    • 4.5 Baths
    • 6,904 Sq Ft

    11 Fieldstone Dr, Winchester, MA 01890

    Stunning 5BD/4.5BA contemporary estate on a private cul-de-sac in Winchester’s most coveted neighborhood. Modern design with soaring two-story ceilings, skylights, wide-plank hardwoods, and a dramatic stone fireplace. Gourmet chef’s kitchen with all-white waterfall island, Sub-Zero appliances, and butler’s pantry. Luxe primary suite with dual walk-in closet, spa bath, and private terrace. Fully

    Andersen Group Realty Keller Williams Realty Boston Northwest

    11 Fieldstone Dr, Winchester, MA 01890
  • 147 Highland Ave, Winchester, MA 01890
    147 Highland Ave, Winchester, MA 01890
    147 Highland Ave, Winchester, MA 01890
    /37

    $1,399,000 Open Sat 11:30AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,884 Sq Ft

    147 Highland Ave, Winchester, MA 01890

    Discover this charming renovated 3 bed 2 bath home with close proximity to the Fells trails & Winchester town center including schools, train to Boston, restaurants, shops & all the town has to offer!! Beautifully renovated & lovingly maintained, this great home welcomes you with a spacious living room w fplc that flows seamlessly into a sun-drenched updated kitchen featuring stainless steel

    Kim Covino Compass

    147 Highland Ave, Winchester, MA 01890
  • 15 Churchill Rd, Winchester, MA 01890
    15 Churchill Rd, Winchester, MA 01890
    15 Churchill Rd, Winchester, MA 01890
    /41

    $2,599,000 Open Sat 12PM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 5,501 Sq Ft

    15 Churchill Rd, Winchester, MA 01890

    Indulge in modern luxury with this stunning home, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamlessly blends chic style with an abundance of functional space. The architectural design is dramatic, showcasing soaring ceilings, a stunning contemporary fireplace, state of the art kitchen & sun filled living room which opens to a fabulous deck, creating a perfect indoor-outdoor

    Kim Covino Compass

    15 Churchill Rd, Winchester, MA 01890
  • 7 Thornberry Rd, Winchester, MA 01890
    7 Thornberry Rd, Winchester, MA 01890
    7 Thornberry Rd, Winchester, MA 01890
    /34

    $1,499,900 Open Sat 12:30PM - 1:30PM

    • 5 Beds
    • 2 Baths
    • 3,033 Sq Ft

    7 Thornberry Rd, Winchester, MA 01890

    Renovated Contemporary Split-entry 3 Level home in the highly sought-after Vinson- Owen Elementary and West-side neighborhood. 15 minutes to Downtown Boston. 5 bedrooms, 2 full baths, Living, Dining PLUS family room & 2nd finished room ( play or office) ground level room heated & A/C walk access to outdoor deck & fire pit. Open concept kitchen area. Hardwood floors, 2 fireplace, 2 garage space,

    salim chowdhury TAJ Mahal Realty LLC

    7 Thornberry Rd, Winchester, MA 01890
  • 27 Everett Ave, Winchester, MA 01890
    27 Everett Ave, Winchester, MA 01890
    27 Everett Ave, Winchester, MA 01890
    /41

    $3,599,000 Open Sat 12:30PM - 2PM

    • 6 Beds
    • 5.5 Baths
    • 7,431 Sq Ft

    27 Everett Ave, Winchester, MA 01890

    Completely renovated in 2023/2024! This is one of the most distinguished homes on Everett Avenue, with preeminent siting on more than half an acre. This residence combines the magnificence of early 1900s architecture with today's modern amenities., this home features hallmark architectural details including Tudor-style balusters and high ceilings. Large rooms, coffered ceilings, original crown

    Nancy Pallotta Advisors Living - Winchester

    27 Everett Ave, Winchester, MA 01890
  • 276 High St, Winchester, MA 01890
    276 High St, Winchester, MA 01890
    276 High St, Winchester, MA 01890
    /42

    $2,399,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 5,077 Sq Ft

    276 High St, Winchester, MA 01890

    This stunning, freshly painted, home is located in a picturesque and unique setting, elevated on a small hill with a private half-acre lot in a tranquil cul-de-sac, near the Winchester/Lexington border. It’s far from road traffic, offering exceptional privacy. The residence spans four levels, featuring 5 bedrooms, 3.5 bathrooms, and two separate laundry areas. The expansive grounds showcase

    Andersen Group Realty Keller Williams Realty Boston Northwest

    276 High St, Winchester, MA 01890
  • 10 Sheffield Rd, Winchester, MA 01890
    10 Sheffield Rd, Winchester, MA 01890
    10 Sheffield Rd, Winchester, MA 01890
    /40

    $3,149,000 Open Sat 1:30PM - 2:30PM

    • 7 Beds
    • 5.5 Baths
    • 6,200 Sq Ft

    10 Sheffield Rd, Winchester, MA 01890

    This stunning Colonial Revival home, situated on one of Winchester’s most desirable streets, is just moments from the train station, town center, and Ambrose School. The kitchen features radiant floor heating. The first floor includes a chef-designed kitchen, expansive living and family rooms, a formal dining room, a half bath, and a mudroom. On the second floor, you'll find a luxurious master

    Andersen Group Realty Keller Williams Realty Boston Northwest

    10 Sheffield Rd, Winchester, MA 01890
  • 26 Swan Rd, Winchester, MA 01890
    26 Swan Rd, Winchester, MA 01890
    26 Swan Rd, Winchester, MA 01890
    /42

    $3,989,000 Open Sat 12PM - 1PM

    • 6 Beds
    • 6.5 Baths
    • 8,463 Sq Ft

    26 Swan Rd, Winchester, MA 01890

    Nestled in the heart of Myopia Hill, this custom-built home is sure to impress! Live your best life at 26 Swan Road offering 6 bedrooms, 6.5 bathrooms with 2 primary suite options! This magnificent residence boasts expansive living spaces, elevator & indoor pool! Exquisite craftsmanship is shown throughout this home including a newly renovated gourmet kitchen w/custom cherry cabinetry & high end

    Kim Covino Compass

    26 Swan Rd, Winchester, MA 01890
  • 8 Chestnut St, Winchester, MA 01890
    8 Chestnut St, Winchester, MA 01890
    8 Chestnut St, Winchester, MA 01890
    /42

    $2,890,000 Open Sun 11AM - 12PM

    • 5 Beds
    • 6 Baths
    • 5,354 Sq Ft

    8 Chestnut St, Winchester, MA 01890

    Newly constructed 5,366 sq ft luxury home with attached 2 car garage! Featuring 5 bedrooms, 4 full and 2 half bath, and 4 levels of living, discover thoughtful elegance at every turn . The designer kitchen offers high-end appliances including a gas stove, double oven, and wet-bar with beverage fridge. Featuring an open-concept, the kitchen effortlessly flows into the sun-drenched living and

    The McLaren D'Agostino Team Compass

    8 Chestnut St, Winchester, MA 01890
  • 189 Mystic Valley Pkwy, Winchester, MA 01890
    189 Mystic Valley Pkwy, Winchester, MA 01890
    189 Mystic Valley Pkwy, Winchester, MA 01890
    /38

    $1,550,000 Open Sat 12PM - 1:30PM

    • 6 Beds
    • 2.5 Baths
    • 3,543 Sq Ft

    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
  • 27 Lantern Ln, Arlington, MA 02474
    27 Lantern Ln, Arlington, MA 02474
    27 Lantern Ln, Arlington, MA 02474
    /42

    $1,599,000 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,680 Sq Ft

    27 Lantern Ln, Arlington, MA 02474

    A Rare Morningside Find! This updated multi-level home exudes as much warmth on the inside as it does curb appeal on the outside! Recently updated with newly refinished hardwood floors throughout & brand new kitchen with stainless appliances, quartz counters & white cabinets. Gorgeous fire-place living room with recessed lights, cozy den with cathedral ceiling, primary bedroom with double closets

    Friel Estate FrielEstate

    27 Lantern Ln, Arlington, MA 02474
  • 303 Forest St, Arlington, MA 02474
    303 Forest St, Arlington, MA 02474
    303 Forest St, Arlington, MA 02474
    /40

    $899,000 Open Sat 10AM - 11:30AM

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    303 Forest St, Arlington, MA 02474

    This meticulously maintained and spacious ranch offers comfortable single-level living with 3 bedrooms, 2 full bathrooms, a bright living room, and an eat-in kitchen. A generously sized family room features vaulted ceilings and a cozy fireplace, creating the perfect space for relaxation or entertaining. The lower level includes a versatile bonus space ideal for a play room or gym. You will also

    Button and Co. LAER Realty Partners

    303 Forest St, Arlington, MA 02474
  • 148 Marble St Unit 103, Stoneham, MA 02180
    148 Marble St Unit 103, Stoneham, MA 02180
    148 Marble St Unit 103, Stoneham, MA 02180
    /30

    $349,900 Open Sat 11AM - 12PM

    • 1 Bed
    • 1 Bath
    • 632 Sq Ft

    148 Marble St Unit 103, Stoneham, MA 02180

    Welcome home to the highly sought after, rarely available one bedroom condo at The Gates. The unit has newer kitchen cabinets, SS sink, tile backsplash, and recessed lighting. The bath has a tiled shower and tub with coordinating flooring and vanity with marble top. Also updated is the heating and cooling systems, shades, crown and base molding, hardwood flooring, custom closets, updated doors

    Kathleen Lyons

    148 Marble St Unit 103, Stoneham, MA 02180
  • 11 Mason Way Unit 71, Woburn, MA 01801
    11 Mason Way Unit 71, Woburn, MA 01801
    11 Mason Way Unit 71, Woburn, MA 01801
    /30

    $1,279,790 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    11 Mason Way Unit 71, Woburn, MA 01801

    New construction townhome at Highland at Vale in Woburn. The Jackson floor plan offers 2,143 square feet on two levels. The kitchen is bright and spacious with tons of cabinets for storage, stainless steel appliances, and a large kitchen island. The oversized gathering room is the perfect space for entertaining or relaxing with your family. The many windows along the first floor fill the home

    Erin Sullivan Pulte Homes of New England

    11 Mason Way Unit 71, Woburn, MA 01801
  • 2 Mason Way Unit 65, Woburn, MA 01801
    2 Mason Way Unit 65, Woburn, MA 01801
    2 Mason Way Unit 65, Woburn, MA 01801
    /31

    $1,425,425 Open Sat 11AM - 1PM

    • 3 Beds
    • 2.5 Baths
    • 2,143 Sq Ft

    2 Mason Way Unit 65, Woburn, MA 01801

    New construction townhome at Highland at Vale in Woburn. The Jackson floor plan offers 2,909 square feet on two levels. The kitchen is bright and spacious with tons of cabinets for storage, stainless steel appliances, and a large kitchen island. The oversized gathering room is the perfect space for entertaining or relaxing with your family. The many windows along the first floor fill the home

    Erin Sullivan Pulte Homes of New England

    2 Mason Way Unit 65, Woburn, MA 01801

Showing Results 1 - 40, Page 1 of 2

Massachusetts Winchester

Open Houses in Winchester, MA

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In Winchester, there are currently 42 open houses available for viewing. Whether you're actively buying your first home or simply interested in the local real estate market, attending an open house can offer valuable insights. Open houses are a great way to do your homework before buying by exploring properties in-person, discovering new information, comparing options, learning about the local market, and forming relationships with real estate agents. Check out the open houses in Winchester, MA today or take advantage of upcoming open houses this weekend to find the perfect place to call home.

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