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Homes for Sale in 01890

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  • 8 Priscilla Ln, Winchester, MA 01890
    8 Priscilla Ln, Winchester, MA 01890
    8 Priscilla Ln, Winchester, MA 01890
    /35

    $3,250,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 5.5 Baths
    • 6,500 Sq Ft

    8 Priscilla Ln, Winchester, MA 01890

    Truly one of a kind new construction blending timeless design with modern luxury, 8 Priscilla Ln offers 6,500± sq ft of thoughtfully designed living space. Elegant archways and a dramatic two-story living room create an immediate sense of scale and character. The chef’s kitchen features custom cabinetry, Thermador appliances, and an oversized island, flowing seamlessly into the main living and

    The Pezzano Group Rise Signature Homes

    8 Priscilla Ln, Winchester, MA 01890
  • 129 Washington St Unit 131, Winchester, MA 01890
    129 Washington St Unit 131, Winchester, MA 01890
    129 Washington St Unit 131, Winchester, MA 01890
    /31

    $1,299,000 Open Fri 5PM - 7PM

    • 3 Beds
    • 3.5 Baths
    • 2,420 Sq Ft

    129 Washington St Unit 131, Winchester, MA 01890

    Just moments from Winchester Center, this townhouse-style condo lives like a single-family, offering space, flow, and flexibility across four finished levels. The main living area is designed for how you actually live, with an open layout that brings the kitchen, dining, and living spaces together seamlessly. Coffered ceilings, wainscoting, and thoughtful updates add character, while the recently

    The Mary Scimemi Team Leading Edge Real Estate

    129 Washington St Unit 131, Winchester, MA 01890
  • 7 Wainwright Rd Unit 30, Winchester, MA 01890
    7 Wainwright Rd Unit 30, Winchester, MA 01890
    7 Wainwright Rd Unit 30, Winchester, MA 01890
    /31

    $1,300,000

    • 3 Beds
    • 3.5 Baths
    • 2,803 Sq Ft

    7 Wainwright Rd Unit 30, Winchester, MA 01890

    This three bedroom condo in Winchester offers 2025 kitchen and bath updates with a thoughtfully designed, expansive layout across multiple levels. Hardwood floors span the first level with a den and open living and dining area ideal for everyday living and entertaining. The second floor features a generous primary suite with walk-in glass shower and stackable laundry, plus an additional bedroom

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

    7 Wainwright Rd Unit 30, Winchester, MA 01890
  • 38 Salem St Unit 40, Winchester, MA 01890
    38 Salem St Unit 40, Winchester, MA 01890
    38 Salem St Unit 40, Winchester, MA 01890
    /39

    $1,500,000 Open Fri 12PM - 1PM

    • 5 Beds
    • 3.5 Baths
    • 3,362 Sq Ft

    38 Salem St Unit 40, Winchester, MA 01890

    A rare opportunity to enjoy easy, yet refined living in Winchester, this well-maintained newer construction home offers 4-5 bedrooms and 3 1⁄2 baths with a thoughtfully designed open floor plan. The main level features a spacious living area, eat-in kitchen with granite countertops, stainless steel appliances and pantry, along with a 1⁄2 bath and practical mudroom for everyday ease. Upstairs,

    Dara Singleton Better Homes and Gardens Real Estate - The Shanahan Group

    38 Salem St Unit 40, Winchester, MA 01890
  • 115 Church St, Winchester, MA 01890
    115 Church St, Winchester, MA 01890
    115 Church St, Winchester, MA 01890
    /35

    $2,975,000 Open Thu 5PM - 6:30PM

    • 7 Beds
    • 6 Baths
    • 5,888 Sq Ft

    115 Church St, Winchester, MA 01890

    Distinguished Colonial Revival located in the desirable “Flats" neighborhood offering 5,888 SF with 7 bedrooms and 6 baths across three finished levels. Period details include a quartered oak foyer and staircase, bay windows, pocket doors, and decorative millwork. Chef's kitchen features a Viking gas range, Thermador refrigerator, and granite countertops. Family room has a wood-burning fireplace

    Jennifer Ryer Better Homes and Gardens Real Estate - The Shanahan Group

    115 Church St, Winchester, MA 01890
  • 12 Cox Rd, Winchester, MA 01890
    12 Cox Rd, Winchester, MA 01890
    12 Cox Rd, Winchester, MA 01890
    /41

    $1,799,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,818 Sq Ft

    12 Cox Rd, Winchester, MA 01890

    SHOWINGS BEGIN AT OPEN HOUSE THURSDAY MAY 7th 5:00-6:30pm. Fabulous 11 room, 4 bedroom Colonial set on a beautiful lot on Winchester’s west side. The first floor offers a bright and sunny, open concept kitchen and family room which creates the perfect space for everyday living and entertaining which leads to a mud room, laundry, and home offic . Completing the first floor is half bath off

    Darryl Brian RE/MAX Bentley's

    12 Cox Rd, Winchester, MA 01890
  • 10 Rangeley Rd, Winchester, MA 01890
    10 Rangeley Rd, Winchester, MA 01890
    10 Rangeley Rd, Winchester, MA 01890
    /42

    $3,099,000

    • 5 Beds
    • 4.5 Baths
    • 5,406 Sq Ft

    10 Rangeley Rd, Winchester, MA 01890

    Exceptionally rare 1911 property, fully renovated on prestigious Rangeley Road, steps to town. Set on what is widely regarded as the most iconic street in Winchester, this 5 bedroom, 4.5 bath home captures the essence of the coveted Rangeley Estates lifestyle. Over 7,300 sq ft of total space & architectural character, blending classic design with modern luxury. Grand, sun drenched interiors & a

    Karima Alami Compass

    10 Rangeley Rd, Winchester, MA 01890
  • 216 Highland Ave, Winchester, MA 01890
    216 Highland Ave, Winchester, MA 01890
    216 Highland Ave, Winchester, MA 01890
    /42

    $2,299,000

    • 5 Beds
    • 3.5 Baths
    • 4,822 Sq Ft

    216 Highland Ave, Winchester, MA 01890

    Welcome to this fully updated 5 BR, 3.5 BA Victorian showcasing elegant period detail throughout, including intricate woodwork, moldings, high ceilings & hardwood floors. The main level features a gourmet eat-in kitchen w/ quartz island & high-end stainless appliances, opening to a custom butler’s pantry w/ additional oven, sink & wine chiller. A sun-filled family room w/French doors leads to the

    Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

    216 Highland Ave, Winchester, MA 01890
  • 50 Brooks St, Winchester, MA 01890
    50 Brooks St, Winchester, MA 01890
    50 Brooks St, Winchester, MA 01890
    /42

    $2,595,000

    • 4 Beds
    • 3.5 Baths
    • 4,403 Sq Ft

    50 Brooks St, Winchester, MA 01890

    Discover this picture perfect 4 BD 3.5 BA colonial in coveted Brooks neighborhood! This distinguished property offers a gourmet kitchen featuring sleek SS appliances, AGA dual fuel range w/ gas burners, center island & tall wine cooler w/sunny brkfst area. The family rm is an architectural focal point, boasting cathedral ceilings, skylights & a cozy fireplace. Natural light floods the home &

    Kim Covino Compass

    50 Brooks St, Winchester, MA 01890
  • 15 York Rd, Winchester, MA 01890
    15 York Rd, Winchester, MA 01890
    15 York Rd, Winchester, MA 01890
    /38

    $2,500,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    15 York Rd, Winchester, MA 01890

    This 5-bed colonial was built in 2017 and offers a bright open floor plan ideal for today’s lifestyle. The kitchen features a large quartz island, breakfast nook, and flows into dining and living areas with gas fireplace. Sliders open to a private lot with stone patio and fire pit. First floor includes half bath, pantry, and an enormous mudroom with cubbies for everyone. The oversized primary

    Nannette Shanahan Better Homes and Gardens Real Estate - The Shanahan Group

    15 York Rd, Winchester, MA 01890
  • 6 Hancock St, Winchester, MA 01890
    6 Hancock St, Winchester, MA 01890
    6 Hancock St, Winchester, MA 01890
    /31

    $1,250,000

    • 5 Beds
    • 1.5 Baths
    • 2,688 Sq Ft

    6 Hancock St, Winchester, MA 01890

    Classic turn-of-the-century Victorian filled with charm and character, ready for its next owner. 5 total bedrooms; 4 on the second floor and 1 on the 3rd floor, plus 3rd floor office. 1.5 baths, this well-maintained home awaits your finishing touches and features hardwood floors throughout, showcasing its timeless architectural details. Enjoy warm summer evenings on the inviting screened front

    Pirani & Wile Group Gibson Sotheby's International Realty

    6 Hancock St, Winchester, MA 01890
  • 15 Yale St, Winchester, MA 01890
    15 Yale St, Winchester, MA 01890
    15 Yale St, Winchester, MA 01890
    /39

    $2,750,000

    • 7 Beds
    • 3.5 Baths
    • 3,676 Sq Ft

    15 Yale St, Winchester, MA 01890

    Beautifully renovated 5 bedroom, 11 room home w 2 home offices located in the desirable FLATS area of town. An inviting front porch welcomes you into this special home showcasing the charm & character of historic Winchester, with amenities and layout desired today. Magazine worthy kitchen/dining/ family room! Open concept first floor with 3 rooms directly overlooking gorgeous and private rear

    Kim Covino Compass

    15 Yale St, Winchester, MA 01890
  • 6 Ivy Cir, Winchester, MA 01890
    6 Ivy Cir, Winchester, MA 01890
    6 Ivy Cir, Winchester, MA 01890
    /36

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

    • 6 Beds
    • 5 Baths
    • 3,403 Sq Ft

    6 Ivy Cir, Winchester, MA 01890

    Set back on a tranquil cul-de-sac, this totally gut-renovated Colonial blends high-end modern design with warm organic textures. The heart of the home is a vaulted family room anchored by authentic barn board detailing. This space creates a seamless transition to the oversized private deck for effortless outdoor entertaining. Inside, a designer kitchen featuring a massive gathering island serves

    Valerie Post Engel & Volkers Boston

    6 Ivy Cir, Winchester, MA 01890
  • 2 George Rd Unit 2, Winchester, MA 01890
    2 George Rd Unit 2, Winchester, MA 01890
    2 George Rd Unit 2, Winchester, MA 01890
    /26

    $649,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    2 George Rd Unit 2, Winchester, MA 01890

    Inviting 3 Bed 2 bath townhouse situated on one of the largest lots in the neighborhood offering a perfect blend of space and natural light. This home is in great condition with hardwood floors and an updated kitchen with direct access to the yard. The living room with picture window flows into an open concept dining area. Upstairs find three bedrooms and a full updated bath. The finished lower

    Kim Covino Compass

    2 George Rd Unit 2, Winchester, MA 01890
  • 71 Sargent Rd, Winchester, MA 01890
    71 Sargent Rd, Winchester, MA 01890
    71 Sargent Rd, Winchester, MA 01890
    /42

    $1,399,000 Open Sun 12:30PM - 2:30PM

    • 3 Beds
    • 3.5 Baths
    • 2,936 Sq Ft

    71 Sargent Rd, Winchester, MA 01890

    This bright and airy home unfolds into nearly 3,000 sq ft of beautifully designed living space, ideally set in a quiet, established Winchester neighborhood. Cherry cabinet kitchen with stainless steel appliances and skylight and a spacious family room with wet bar, The lowest level great room features a stunning floor-to-ceiling stone-faced gas fireplace with expansive western views. Two home

    Bob Bittelari Berkshire Hathaway HomeServices Commonwealth Real Estate

    71 Sargent Rd, Winchester, MA 01890
  • 16 Glenwood Ave, Winchester, MA 01890
    16 Glenwood Ave, Winchester, MA 01890
    16 Glenwood Ave, Winchester, MA 01890
    /41

    $2,200,000

    • 6 Beds
    • 4.5 Baths
    • 6,900 Sq Ft

    16 Glenwood Ave, Winchester, MA 01890

    Must see! Beautifully renovated & expanded Cape offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr

    Kim Covino Compass

    16 Glenwood Ave, Winchester, MA 01890
  • 37 Mayflower Rd, Winchester, MA 01890
    37 Mayflower Rd, Winchester, MA 01890
    37 Mayflower Rd, Winchester, MA 01890
    /40

    $3,379,000

    • 7 Beds
    • 7.5 Baths
    • 8,540 Sq Ft

    37 Mayflower Rd, Winchester, MA 01890

    Magnificent newer sun filled colonial w/oversized rooms offering over 8,000 sq ft of beautifully finished living space featuring 7 grand BR's, 7.5 BA across 4 levels w/a 3-car direct entry garage. This expansive home showcases exceptional craftsmanship including custom built-ins, fine cabinetry, decorative moldings, 4 fplc & a great layout. The newly renovated kitchen features sleek quartz

    Kim Covino Compass

    37 Mayflower Rd, Winchester, MA 01890
  • 14 Nassau Dr, Winchester, MA 01890
    14 Nassau Dr, Winchester, MA 01890
    14 Nassau Dr, Winchester, MA 01890
    /36

    $2,799,000 Open Sat 12:30PM - 2PM

    • 6 Beds
    • 7 Baths
    • 6,968 Sq Ft

    14 Nassau Dr, Winchester, MA 01890

    Grand custom-built 6 bedroom / 7 bathroom house in a quiet Winchester neighborhood. 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 and dining room maintain its good sense of typical New England

    Weidong Li WINN Real Estate & Consulting

    14 Nassau Dr, Winchester, MA 01890
  • 200 Swanton St Unit 717, Winchester, MA 01890
    200 Swanton St Unit 717, Winchester, MA 01890
    200 Swanton St Unit 717, Winchester, MA 01890
    /30

    $364,900

    • 1 Bed
    • 1 Bath
    • 613 Sq Ft

    200 Swanton St Unit 717, Winchester, MA 01890

    Rarely available top-floor (7th floor) condo at the Parkview Condominium Complex! Enjoy easy living in highly desirable Winchester. Well-maintained 1-bedroom condo offers a bright, open-layout, spacious bedroom with an oversized closet. Full bathroom with tiled shower/tub. The Kitchen offers ample cabinet and counter-top space, breakfast bar style which opens to the living area- perfect for

    Cameron Moniz Coldwell Banker Realty - Lexington

    200 Swanton St Unit 717, Winchester, MA 01890
  • 2 Edgewater Place, Winchester, MA 01890
    2 Edgewater Place, Winchester, MA 01890
    2 Edgewater Place, Winchester, MA 01890
    /32

    $2,700,000 Open Thu 12PM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 3,945 Sq Ft

    2 Edgewater Place, Winchester, MA 01890

    A quiet cul-de-sac near the Mystic Lakes sets the stage for this exceptional Royal Barry Wills residence, masterfully reimagined. Every inch reflects elevated craftsmanship and a refined sense of luxury, with bespoke finishes and thoughtfully curated amenities throughout. The main level unfolds with effortless elegance, anchored by a state-of-the-art chef’s kitchen featuring custom cabinetry,

    Nancy Pallotta Gibson Sotheby's International Realty

    2 Edgewater Place, Winchester, MA 01890
  • 31 Mystic Ave Unit 33, Winchester, MA 01890
    31 Mystic Ave Unit 33, Winchester, MA 01890
    31 Mystic Ave Unit 33, Winchester, MA 01890
    /28

    $1,199,000

    • 4 Beds
    • 2 Baths
    • 2,129 Sq Ft

    31 Mystic Ave Unit 33, Winchester, MA 01890

    Charming, beautifully updated town home in prime downtown Winchester neighborhood! This 4 bed 2 bath home offers living space across 3 levels, blending classic character w/ everyday functionality. The layout features a welcoming main level with high ceilings, oversized windows & a nice open flow between the living room, dining room, family room & kitchen, creating an ideal setup for both daily

    Kim Covino Compass

    31 Mystic Ave Unit 33, Winchester, MA 01890
  • 74 Wedgemere Ave, Winchester, MA 01890
    74 Wedgemere Ave, Winchester, MA 01890
    74 Wedgemere Ave, Winchester, MA 01890
    /42

    $2,950,000

    • 5 Beds
    • 4.5 Baths
    • 5,202 Sq Ft

    74 Wedgemere Ave, Winchester, MA 01890

    The most idyllic setting in town! This beautifully renovated and expanded Colonial blends timeless charm with modern sophistication. Perfectly sited on an 18,000 sq ft lot abutting conservation land, it offers exceptional privacy in one of the town’s most coveted neighborhoods. This stunning home features 5+ bedrooms and 4.5 baths, with new windows, updated systems, an expanded kitchen, and

    Kim Covino Compass

    74 Wedgemere Ave, Winchester, MA 01890
  • 1 Plymouth Rd, Winchester, MA 01890
    1 Plymouth Rd, Winchester, MA 01890
    1 Plymouth Rd, Winchester, MA 01890
    /35

    $3,399,000 Open Sat 1PM - 2PM

    • 7 Beds
    • 7.5 Baths
    • 7,226 Sq Ft

    1 Plymouth Rd, Winchester, MA 01890

    Discover a beautifully reimagined home in one of Winchester’s most sought-after neighborhoods, offering exceptional space, comfort, and convenience in a truly prime location. With 7 bedrooms, 7 full baths, and 1 half bath, 1 Plymouth has been thoughtfully expanded and rebuilt with high-end finishes throughout to suit today’s lifestyle. At the heart of the home is a stunning fireplaced family room

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    1 Plymouth Rd, Winchester, MA 01890
  • 83 Church St Unit 15, Winchester, MA 01890
    83 Church St Unit 15, Winchester, MA 01890
    83 Church St Unit 15, Winchester, MA 01890
    /34

    $1,100,000

    • 2 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    83 Church St Unit 15, Winchester, MA 01890

    Stunning corner unit, fully renovated 2 BR,1.5 BA condo offering an exceptional blend of elegance & modern updates in a prime in-town location.Soaring ceilings, dramatic arched openings, & oversized windows flood the space w/natural light.French doors open to charming private balcony.Main living area showcases beautifully refinished marble flooring, gas FP, & designer lighting including crystal

    Paula Sughrue Better Homes and Gardens Real Estate - The Shanahan Group

    83 Church St Unit 15, Winchester, MA 01890
  • 94 Johnson Rd, Winchester, MA 01890
    94 Johnson Rd, Winchester, MA 01890
    94 Johnson Rd, Winchester, MA 01890
    /42

    $1,849,999 Open Thu 5PM - 6:30PM

    • 4 Beds
    • 3 Baths
    • 3,512 Sq Ft

    94 Johnson Rd, Winchester, MA 01890

    This quintessential Colonial blends timeless charm with modern updates, offering a truly move-in ready home in a unique location! Directly across the street, the Winchester Swim and Tennis Club presents a rare opportunity for immediate membership—enjoy your own private club lifestyle just in time for summer! Just a few doors from Vinson-Owen Elementary, morning drop-offs couldn’t be easier.

    Philip Vita Compass

    94 Johnson Rd, Winchester, MA 01890
  • 380 Cross St, Winchester, MA 01890
    380 Cross St, Winchester, MA 01890
    380 Cross St, Winchester, MA 01890
    /41

    $939,900

    • 4 Beds
    • 2 Baths
    • 1,938 Sq Ft

    380 Cross St, Winchester, MA 01890

    This Expanded Cape features a fireplace living room, built in bookcases, and glistening hardwood floors throughout. The spacious kitchen has a dining area which opens to the living room for an entertaining atmosphere. The 2nd floor Master bedroom suite has a balcony to enjoy your morning coffee. The inviting 3 season porch with flagstone floor is a nice place for family to congregate and get to

    Rajive Dogra Coldwell Banker Realty - Lexington

    380 Cross St, Winchester, MA 01890
  • 200 Swanton St Unit T35, Winchester, MA 01890
    200 Swanton St Unit T35, Winchester, MA 01890
    200 Swanton St Unit T35, Winchester, MA 01890
    /39

    $400,000

    • 2 Beds
    • 1 Bath
    • 810 Sq Ft

    200 Swanton St Unit T35, Winchester, MA 01890

    SPRING TIME IS COMING! Welcome to this Stunning 2 BR unit on Terrace level with amazing view of duck pond and flowering garden area from private outdoor patio at Parkview Condominiums. Spacious open LR/DR with updated kitchen and bath. Kitchen to include stainless steel appliances, glass tile backsplash, very nice countertops and huge peninsula great for parties. 2 huge bedrooms with lots of

    Nuri Tirana Tirana Real Estate Group

    200 Swanton St Unit T35, Winchester, MA 01890
  • 115 Washington St Unit 2A, Winchester, MA 01890
    115 Washington St Unit 2A, Winchester, MA 01890
    115 Washington St Unit 2A, Winchester, MA 01890
    /24

    $727,000

    • 2 Beds
    • 1 Bath
    • 1,029 Sq Ft

    115 Washington St Unit 2A, Winchester, MA 01890

    Newly Renovated! 2 Bd at Church Place in Winchester Center! This stunning corner unit renovation was just completed & is ideally located in the heart of the center. Perfect for down-sizers or anyone seeking easy living w/ access to the train, restaurants, shops & top-rated schools - all the conveniences right outside your door! This bright & airy unit offers an open floor plan w/ beautiful arched

    Kim Covino Compass

    115 Washington St Unit 2A, Winchester, MA 01890
  • 10 Dartmouth St, Winchester, MA 01890
    10 Dartmouth St, Winchester, MA 01890
    10 Dartmouth St, Winchester, MA 01890
    /42

    $2,999,000

    • 5 Beds
    • 4 Baths
    • 4,028 Sq Ft

    10 Dartmouth St, Winchester, MA 01890

    Winchester's premiere location! This stunning waterfront gem is perfectly situated on Winter Pond, offering over 80 feet of direct water frontage with expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this property presents a rare opportunity to enjoy water activities such as kayaking, paddleboarding, fishing, ice skating and hockey all

    Kim Covino Compass

    10 Dartmouth St, Winchester, MA 01890
  • 276 High St, Winchester, MA 01890
    276 High St, Winchester, MA 01890
    276 High St, Winchester, MA 01890
    /38

    $2,299,000

    • 5 Beds
    • 3.5 Baths
    • 5,006 Sq Ft

    276 High St, Winchester, MA 01890

    Discover this beautiful home with all the space you've been looking for! Set on a private half-acre lot in a serene cul-de-sac near the Winchester/Lexington border. This residence offers unparalleled privacy & is surrounded by nature. This home includes 5 bedrooms, 3.5 bathrooms & an oversized 3 car garage! The spacious grounds feature delightful front & back yards, a generous deck, & a charming

    Kim Covino Compass

    276 High St, Winchester, MA 01890
  • 200 Swanton St Unit 538, Winchester, MA 01890
    200 Swanton St Unit 538, Winchester, MA 01890
    200 Swanton St Unit 538, Winchester, MA 01890
    /13

    $259,000

    • 1 Bath
    • 394 Sq Ft

    200 Swanton St Unit 538, Winchester, MA 01890

    Michael Masci North Atlantic Realty Group

    200 Swanton St Unit 538, Winchester, MA 01890
  • 15 East St, Winchester, MA 01890
    15 East St, Winchester, MA 01890
    15 East St, Winchester, MA 01890
    /39

    $1,099,000

    • 3 Beds
    • 1.5 Baths
    • 1,973 Sq Ft

    15 East St, Winchester, MA 01890

    Move in ready & nicely remodeled ranch on a fabulous 10K fenced lot! This 3-4bedroom, 2 full bath home w/full lower level including office, family room/bedroom & full bath offers a sunny, functional layout w/ tasteful updates throughout.The main living spaces flow seamlessly, highlighted by a newer eat-in kitchen w/ access to deck & great yard; perfect for indoor/outdoor living & entertaining.

    Kim Covino Compass

    15 East St, Winchester, MA 01890
  • 2 Everett Ave, Winchester, MA 01890
    2 Everett Ave, Winchester, MA 01890
    2 Everett Ave, Winchester, MA 01890
    /41

    $3,747,000

    • 7 Beds
    • 6 Baths
    • 7,043 Sq Ft

    2 Everett Ave, Winchester, MA 01890

    Welcome to one of Winchester’s most extraordinary residences. This one-of-a-kind Center Entrance Colonial Revival sits on a beautifully landscaped, private lot complete with in-ground swimming pool and ample outdoor space perfect for relaxation or entertaining. A grand foyer welcomes you in where you can entertain with ease throughout the expansive first floor. Here you will find a high-end

    Joan Francis Sullivan Better Homes and Gardens Real Estate - The Shanahan Group

    2 Everett Ave, Winchester, MA 01890
  • 40 Foxcroft Rd, Winchester, MA 01890
    40 Foxcroft Rd, Winchester, MA 01890
    40 Foxcroft Rd, Winchester, MA 01890
    /42

    $3,650,000

    • 6 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    40 Foxcroft Rd, Winchester, MA 01890

    40 Foxcroft Road presents exceptional new construction in the highly desirable Flats of Winchester. This 6BR, 4.5BA residence spans 6,460 sqft and showcases thoughtfully curated design with an open concept floor plan ideal for modern living and entertaining. The sun-filled living room features soaring vaulted ceilings with exposed wood beams and a gas fireplace, framed by expansive Pella windows.

    The Boston ONE Team Serhant

    40 Foxcroft Rd, Winchester, MA 01890
  • 666 Main St Unit 315, Winchester, MA 01890
    666 Main St Unit 315, Winchester, MA 01890
    666 Main St Unit 315, Winchester, MA 01890
    /23

    $688,000

    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    666 Main St Unit 315, Winchester, MA 01890

    Beautiful 2BR/2BA waterfront condo at Wedgewood Place located at 666 Main Street. This open-concept corner unit features a bright living/dining area with private balcony, granite counter-tops in the kitchen, and hardwood floors. The primary bedroom is bright with lots of windows and offers a walk-in closet and en-suite bath. Additional highlights include in-unit laundry, assigned parking,

    Jing Chen Peace of Mind Realty

    666 Main St Unit 315, Winchester, MA 01890
  • 4 Dartmouth St, Winchester, MA 01890
    4 Dartmouth St, Winchester, MA 01890
    4 Dartmouth St, Winchester, MA 01890
    /42

    $4,449,000

    • 5 Beds
    • 5.5 Baths
    • 6,526 Sq Ft

    4 Dartmouth St, Winchester, MA 01890

    Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully maintained and updated, blending classic architecture with modern comfort. This 5 bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and

    Nancy Pallotta Gibson Sotheby's International Realty

    4 Dartmouth St, Winchester, MA 01890
  • 9 Albamont Rd, Winchester, MA 01890
    9 Albamont Rd, Winchester, MA 01890
    9 Albamont Rd, Winchester, MA 01890
    /10

    $3,400,000

    • 6 Beds
    • 5.5 Baths
    • 6,100 Sq Ft

    9 Albamont Rd, Winchester, MA 01890

    Brand new high end construction in prime Winchester location! Currently under construction w/ completion expected late spring 2026. A thoughtfully designed home with immense curb appeal showcasing stunning living spaces across three finished levels. This 6+ bedroom, 5.5 bath transitional style home blends classic architecture with modern finishes -The main level features an open concept designer

    Kim Covino Compass

    9 Albamont Rd, Winchester, MA 01890
  • 53 Winford Way, Winchester, MA 01890
    53 Winford Way, Winchester, MA 01890
    53 Winford Way, Winchester, MA 01890
    /16

    $2,799,000 Open Sat 12PM - 1PM

    • 5 Beds
    • 4 Baths
    • 5,083 Sq Ft

    53 Winford Way, Winchester, MA 01890

    Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with everyday functionality. The first floor features an open-concept kitchen, dining area, and sun-filled living and family rooms with soaring ceilings open to the second floor and a cozy fireplace, perfect for entertaining or relaxing. A first-floor bedroom, full bath, and convenient

    Andersen Group Realty Keller Williams Realty Boston Northwest

    53 Winford Way, Winchester, MA 01890
  • 27 Everett Ave, Winchester, MA 01890
    27 Everett Ave, Winchester, MA 01890
    27 Everett Ave, Winchester, MA 01890
    /39

    $3,290,000

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

    27 Everett Ave, Winchester, MA 01890

    This exceptional Everett Avenue residence stands among the street’s most distinguished offerings, commanding a premier setting on over half an acre. Renovated in 2023-2025, timeless architecture is seamlessly married to today’s most coveted amenities. Hallmark architectural details abound. Balusters, soaring ceilings, coffered rooms, original crown moldings, mantels, and decorative trim are

    Nancy Pallotta Gibson Sotheby's International Realty

    27 Everett Ave, Winchester, MA 01890
  • 1 Town Way, Winchester, MA 01890
    1 Town Way, Winchester, MA 01890
    1 Town Way, Winchester, MA 01890
    /40

    $1,874,000

    • 3 Beds
    • 3.5 Baths
    • 3,010 Sq Ft

    1 Town Way, Winchester, MA 01890

    Welcome home to this completely renovated gem, ideally situated on a corner lot in the highly sought-after Lincoln Elementary School district. Warm, inviting, and truly move-in ready, this home offers the open-concept first floor buyers dream of—featuring a beautiful kitchen flowing seamlessly into the dining and living areas, plus a sunken family room perfect for relaxing or entertaining. Enjoy

    Philip Vita Compass

    1 Town Way, Winchester, MA 01890

Showing Results 1 - 40, Page 1 of 2

Massachusetts Middlesex County Winchester 01890

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