Winchester, MA Homes for Sale

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  $1,990,000 Open Sun 1PM - 2:30PM

  • 4 Beds
  • 4.5 Baths
  • 4,474 Sq Ft

  4 Chestnut St, Winchester, MA 01890

  Space to grow, room to gather, and a location that feels like home. Just blocks from Winchester’s town center, commuter rail, and nearby schools, this warm and distinctive home offers four levels of flexible living. A vaulted-ceiling living room sets the tone, while the custom kitchen features blue cabinetry, copper accents, and bold designer touches. One bedroom opens to a composite deck

  

  Tyson Lynch

  The Proper Nest Real Estate

  (781) 633-6582

  4 Chestnut St, Winchester, MA 01890
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  $3,599,000

  • 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
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  $2,499,000

  • 5 Beds
  • 4.5 Baths
  • 3,708 Sq Ft

  34 Rangeley Rd, Winchester, MA 01890

  Welcome to this truly distinctive home nestled on a lush landscaped lot in historic & highly sought after Rangeley Estates neighborhood. Just moments from downtown Winchester, this hidden gem offers a unique blend of privacy and convenience! This stunning home boasts 5 bedrooms & 4 full baths, seamlessly blending original charm with modern amenities. Step inside to discover sun-filled rooms and a

  Kim Covino Compass

  34 Rangeley Rd, Winchester, MA 01890
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  $2,350,000

  • 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
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  $3,249,000

  • 6 Beds
  • 5 Baths
  • 7,005 Sq Ft

  18 Wickham Rd, Winchester, MA 01890

  Just 3 years young, this pristine masterpiece is nestled in a sought-after neighborhood just footsteps from the Town Forest and within walking distance of Wedgemere Station and Downtown Winchester. Step into the first floor and be captivated by the soaring ceilings. The showstopping kitchen features a SubZero fridge, a Bertazzoni 48” range, and a full eat-in area. This space flows into the family

  Philip Vita Compass

  18 Wickham Rd, Winchester, MA 01890
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  $2,499,000 Open Sat 11AM - 12PM

  • 6 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  14 Grant Rd, Winchester, MA 01890

  Welcome to 14 Grant Road – a stunning new construction home offering spacious, open-concept living in one of Winchester’s most desirable neighborhoods. Designed for modern lifestyles, this home features a chef’s kitchen that flows seamlessly into the dining and living areas, creating the perfect space for entertaining and everyday living. A sun-drenched 3-season porch expands your living space

  Monte Marrocco Coldwell Banker Realty - Lexington

  14 Grant Rd, Winchester, MA 01890
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  /40

  $3,399,000

  • 5 Beds
  • 4.5 Baths
  • 5,250 Sq Ft

  4 Norwood St, Winchester, MA 01890

  Welcome to 4 Norwood St, a stunning custom-built home by Mark Stephen Development. Just a short walk to Winchester town center with easy access to Boston, this home features exquisite millwork, custom built-ins, and premium finishes throughout. The main home offers 4 bedrooms, 3.5 bathrooms, a living room, dining room, sitting room, pantry, and a bar alcove, along with an expansive second-floor

  Mark Donnellan Advisors Living - Winchester

  4 Norwood St, Winchester, MA 01890
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  $2,399,000 Open Sat 12:30PM - 1:30PM

  • 6 Beds
  • 5 Baths
  • 3,728 Sq Ft

  6 Ivy Cir, Winchester, MA 01890

  Stunning new construction Colonial tucked away at the end of a quiet cul-de-sac in "The Flats", offering the ideal combination of luxury, comfort, and convenience. Just minutes from Winchester Center, this beautifully crafted home places top-rated schools, boutique shopping, and vibrant dining right at your doorstep. Meticulously designed with high-end finishes throughout. Features include an

  Monte Marrocco Coldwell Banker Realty - Lexington

  6 Ivy Cir, Winchester, MA 01890
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  $2,599,000

  • 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
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  /39

  $3,599,000

  • 6 Beds
  • 4.5 Baths
  • 5,876 Sq Ft

  5 Stratford Rd, Winchester, MA 01890

  This extraordinary, fully renovated home blends rich architectural detail w/ modern luxury in one of Winchester’s most sought-after neighborhoods. Designed by a shipbuilder, this home offers 5,876 sq ft of elegant living space filled w/ natural light, coffered ceilings, crown moldings, restored hardwood floors & more. The breathtaking chef’s kitchen includes a quartzite island, 8-burner Wolf

  Kim Covino Compass

  5 Stratford Rd, Winchester, MA 01890
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  $2,899,000 Open Sat 1PM - 2PM

  • 7 Beds
  • 5.5 Baths
  • 5,864 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
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  $2,349,900

  • 5 Beds
  • 5 Baths
  • 3,940 Sq Ft

  17 Wagon Wheel Rd, Winchester, MA 01890

  Buyers' financing failed. Experience breathtaking Boston skyline views from nearly every room in this exquisitely maintained dream home—your own private oasis of serenity and style. Thoughtfully expanded in 2020, it features a new en-suite with a private bath and a dramatically enlarged, open-concept kitchen ideal for entertaining. With 5 bedrooms and 5 beautifully appointed baths—including four

  Yifei Wang Dreamega International Realty LLC

  17 Wagon Wheel Rd, Winchester, MA 01890
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  /2

  $2,550,000

  • 5 Beds
  • 4.5 Baths
  • 3,800 Sq Ft

  19 Laurel Hill Ln, Winchester, MA 01890

  Nestled on a quiet street in one of Winchester’s most coveted neighborhoods, 19 Laurel Hill Lane will offer refined living just minutes from Boston and top-rated schools. This latest Mark Stephen Development project will feature 4 bedrooms and 4.5 bathrooms, including a flexible first-floor suite perfect for a guest room or study. The heart of the home will be a spacious kitchen flowing into a

  Mark Donnellan Advisors Living - Winchester

  19 Laurel Hill Ln, Winchester, MA 01890
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  $2,499,000 Open Sun 12PM - 1:30PM

  • 7 Beds
  • 5.5 Baths
  • 4,829 Sq Ft

  89 Wildwood St, Winchester, MA 01890

  Brand-New Luxury Construction! This exquisite 7-bedroom, 5.5-bath home blends sophisticated design with functional elegance. Crafted w/ top-tier finishes throughout, the open-concept layout is ideal for modern living & effortless entertaining. The chef’s kitchen showcases an oversized quartz island, premium appliances, & a sunny breakfast nook w/ sliders opening to a private backyard oasis. A

  Monte Marrocco Coldwell Banker Realty - Lexington

  89 Wildwood St, Winchester, MA 01890
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  $1,725,000 Open Thu 5PM - 6:30PM

  • 4 Beds
  • 3.5 Baths
  • 2,755 Sq Ft

  5 Thornton Rd, Winchester, MA 01890

  This stately home near the Flats blends original character with modern-day living and awaits your personal touches. The living room features stunning woodwork, a wood-burning fireplace, and French doors leading to a window-lined sunroom-ideal for a home office or playroom. The large circular floor plan connects the living room with a formal dining room, family room, half bath and newer kitchen.

  Lynne Russo Better Homes and Gardens Real Estate - The Shanahan Group

  5 Thornton Rd, Winchester, MA 01890
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  $1,225,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 3 Baths
  • 1,860 Sq Ft

  60 Harvard St, Winchester, MA 01890

  Exceptional investment opportunity. Located in the heart of desirable Winchester, this 3 family property offers a rare opportunity to own a ready to renovate vacant building with incredible potential. Two 1 bedroom, 1 bathroom units and 1 two bedroom unit. This property is primed for a full renovation. Perfect for investors, end users or travellers looking for their own pied-a'-terre, while

  Mark Krasnyansky eXp Realty

  60 Harvard St, Winchester, MA 01890
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  $1,899,000 Open Thu 5:30PM - 6:30PM

  • 5 Beds
  • 3.5 Baths
  • 3,294 Sq Ft

  20 Grove Place, Winchester, MA 01890

  From the moment you enter this European-style Victorian, you’ll be charmed. The first level features an eat-in kitchen with quartz countertops, LG Cafe appliances, wine fridge, island, and large windows, plus a living room, den, and half bath. The second floor offers a primary suite with skylight, ceiling fan, two walk-in closets, balcony, jacuzzi bath, and steam shower. Two more bedrooms and a

  Andersen Group Realty Keller Williams Realty Boston Northwest

  20 Grove Place, Winchester, MA 01890
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  $2,239,000

  • 5 Beds
  • 4.5 Baths
  • 4,798 Sq Ft

  61 Grove St, Winchester, MA 01890

  STUNNING CUSTOM-BUILT HOME, Welcome to this easy living, maintenance free sophisticated residence. Completely rebuilt and doubled in size with bright and sunny rooms and a flexible floor plan. FIRST FLOOR LUXURIOUS SUITE with a LARGE BEDROOM, marble bath w/double sink vanity, walk in shower & soaking tub. An exquisite kitchen with granite island, counters and back splash, All Bosch appliances,

  Dorothea Feffer Coldwell Banker Realty - Lexington

  61 Grove St, Winchester, MA 01890
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  $1,999,900

  • 5 Beds
  • 3.5 Baths
  • 3,607 Sq Ft

  4 Winslow Rd, Winchester, MA 01890

  Situated in a coveted Winchester neighborhood, this classical five-bedroom home unfolds across 3 levels above grade—boasting sunlit living & dining spaces framed by walls of windows overlooking lush greenery, a chef’s kitchen appointed with an expansive butcher-block island & dual fuel oven & a serene primary suite featuring a private bath & walk-in closet. 2 additional bedrooms occupy the second

  Anne Spry Barrett Sotheby's International Realty

  4 Winslow Rd, Winchester, MA 01890
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  $764,900

  • 2 Beds
  • 2.5 Baths
  • 1,435 Sq Ft

  171 Swanton St Unit 12, Winchester, MA 01890

  Welcome to The Village in Winchester! This picturesque 80-unit condominium community is set along conservation land and the Aberjona River. Unit 12 is a spacious, renovated 2-bedroom, 2.5-bath townhouse offering a bright living room with skylight and gas fireplace, updated kitchen, dining room, and private outdoor patio. The second floor features a large primary suite with ample closet space and

  John and Maria Reilly JMR Real Estate Group LLC

  171 Swanton St Unit 12, Winchester, MA 01890
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  $625,000

  • 2 Beds
  • 1.5 Baths
  • 1,464 Sq Ft

  60 Lake St Unit I, Winchester, MA 01890

  Enjoy the best of Winchester living in this spacious 2-bed, 1.5-bath townhouse at Wedge Pond Condominium, set along scenic Wedge Pond. The main level features hardwood floors, a sunny living room, dining room with charming bow window, half bath, and renovated kitchen with updated appliances. Upstairs offers two bedrooms and a full bath. The finished lower level provides flexible space for a

  Pirani & Wile Group Advisors Living - Winchester

  60 Lake St Unit I, Winchester, MA 01890
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  $625,000

  • 2 Beds
  • 1.5 Baths
  • 1,157 Sq Ft

  29 Vine St Unit 8, Winchester, MA 01890

  Ideally located for commuters, this stylish 2-bed, 1.5-bath condo sits in the heart of vibrant downtown Winchester—just steps from the Commuter Rail for a quick ride into Boston. Enjoy easy access to major routes and nearby Sheepfold Park for weekend recreation. The main level boasts a sunlit living room with vaulted ceilings and a dedicated dining area, and a sleek kitchen with stainless steel

  Martha Sotiropoulos Lamacchia Realty, Inc.

  29 Vine St Unit 8, Winchester, MA 01890
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  $1,900,000

  • 4 Beds
  • 5 Baths
  • 5,361 Sq Ft

  4 Aricia Ln, Winchester, MA 01890

  Tucked into the tree-lined enclave of Aricia Lane, this striking contemporary residence delivers bold architectural design, abundant light, and the seamless indoor-outdoor living today’s buyers crave. Set on nearly half an acre in one of Winchester’s most peaceful pockets, this home is a rare fusion of modern comfort, space, and convenience offering the rarest of features: a five-car garage. From

  The McLaren D'Agostino Team Compass

  4 Aricia Ln, Winchester, MA 01890
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  $1,980,000 Open Sat 1PM - 2:30PM

  • 5 Beds
  • 3.5 Baths
  • 4,378 Sq Ft

  4 Fieldstone Dr, Winchester, MA 01890

  Nestled in a desirable Westside neighborhood, this stunning California contemporary/colonial home sits on a quiet cul-de-sac and offers 5 bedrooms, 3.5 baths, and over 20,000 sq ft of beautifully landscaped grounds. The sun-drenched interior features an open-concept kitchen and dining room with five fully opening doors leading to a bright four-seasons sunroom—perfect for gatherings year-round.

  Wenli Zheng Fairview Partners International LLC

  4 Fieldstone Dr, Winchester, MA 01890
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  $2,295,000

  • 6 Beds
  • 5.5 Baths
  • 5,791 Sq Ft

  58 Bacon St, Winchester, MA 01890

  Timeless elegance & contemporary comfort span four meticulously finished levels.This stately residence boasts 15 rooms, including six bedrooms and five-and-a-half bathrooms(2 en-suite). An inviting living room, anchored by a distinguished fireplace, flows seamlessly into an adjacent sunroom, offering a perfect retreat. The formal dining room opens to a covered porch, complete with a gas line for

  Real Estate Advisors Group Coldwell Banker Realty - Belmont

  58 Bacon St, Winchester, MA 01890
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  $4,250,000

  • 5 Beds
  • 3.5 Baths
  • 4,484 Sq Ft

  9 Lakeview Terrace, Winchester, MA 01890

  LAKEFRONT! Nestled on the serene shore of Mystic Lake just 7 miles from Boston, this extraordinary 5-bedroom, 3.5-bath shingle style home offers rare privacy, timeless elegance & sweeping water views from every room! Located in one of Winchester’s most sought-after neighborhoods, the home blends high ceilings, rich original details, and a flowing floor plan ideal for both everyday living and

  Kim Covino Compass

  9 Lakeview Terrace, Winchester, MA 01890
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  $2,250,000

  • 5 Beds
  • 5 Baths
  • 5,000 Sq Ft

  1 Fox Hunt Ln, Winchester, MA 01890

  Expanded Colonial Ranch offering over 5,000 sq ft of versatile living space, set on a beautifully landscaped 1/2-acre lot on a quiet cul-de-sac near Winchester Country Club. The first floor features a welcoming formal living room just off the entry, a spacious primary suite with two walk-in closets and a private bath, a guest bedroom with en-suite bath, and a third bedroom or home office.

  Leigh Ventura Compass

  1 Fox Hunt Ln, Winchester, MA 01890
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  $1,099,000

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  8 Garfield Ave, Winchester, MA 01890

  Located in a beautiful neighborhood, this thoughtfully renovated 3-bed, 2-bath home with a custom built free standing office/cottage/gym/ movie house, blends timeless charm w/ modern comfort. Sunlight pours into the open living spaces, highlighting original details & gleaming refinished hardwood floors. The inviting living room features a cozy fireplace w/ built ins, the dining room is perfect

  Kim Covino Compass

  8 Garfield Ave, Winchester, MA 01890
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  $1,349,900 Open Wed 4PM - 5:30PM

  • 5 Beds
  • 2 Baths
  • 1,706 Sq Ft

  35 Harvard St, Winchester, MA 01890

  Luscious landscaping and a beautiful farmers porch create amazing curb appeal for this classic colonial in the coveted Muraco School district. Offering a lovely floorplan which offers a welcoming foyer which allows access into the front living room, formal dining room and directly into a large kitchen with plenty of cabinets and granite countertops. The second level features a full bath as well

  Joanne Mulkerin J. Mulkerin Realty

  35 Harvard St, Winchester, MA 01890
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  $1,299,000 Open Sat 11AM - 12PM

  • 3 Beds
  • 3.5 Baths
  • 2,136 Sq Ft

  162 Swanton St Unit 162, Winchester, MA 01890

  Opportunity to own the last available end unit! Welcome to 162 Swanton Street, the final new construction townhome by Ron Roy in the heart of Winchester. This home blends modern design with exceptional craftsmanship. The open-concept first floor features hardwood floors, a cozy fireplace, and a chef-inspired kitchen with stainless steel appliances, a large island, and adjacent mudroom with half

  Monte Marrocco Coldwell Banker Realty - Lexington

  162 Swanton St Unit 162, Winchester, MA 01890
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  $1,349,000

  • 3 Beds
  • 1.5 Baths
  • 3,335 Sq Ft

  10 Girard Rd, Winchester, MA 01890

  Unleash Your Vision in Winchester’s Coveted West Side! Don't miss this rare chance to transform this Mid-Century Modern ranch on a generous 15,024 square foot idyllic lot in one of Winchester’s most desirable neighborhoods. Whether you renovate, expand, or enjoy this home as it is, this 3-bed, 1.5-bath home offers endless potential. Nestled on a quiet, tree-lined street abutting conservation land

  Joanne Sexeny Coldwell Banker Realty - Lexington

  10 Girard Rd, Winchester, MA 01890
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  $1,765,300

  • 3 Beds
  • 2.5 Baths
  • 3,002 Sq Ft

  44 Amberwood Dr, Winchester, MA 01890

  Picture your family in this unique colonial, just one street over from the amazing Vinson-Owen school! 2 sizeable, private yards with lush grass, flagstone patios and even a dining room deck! Lots of upgrades include a new family room with brick wall, computer cubby, cathedral ceiling & mahogany deck. There's 3 bedrooms to start, including a spacious Primary Suite with walk-in closet, large

  Hudson Santana Keller Williams Realty Boston Northwest

  44 Amberwood Dr, Winchester, MA 01890
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  $709,999

  • 2 Beds
  • 2 Baths
  • 1,170 Sq Ft

  666 Main St Unit 206, Winchester, MA 01890

  Back on Market - buyer got cold feet. Welcome to Wedgewood Place at 666 Main Street in Winchester Center - a perfect blend of small-town charm and urban convenience. This desirable and well-maintained 2 bed/2 bath home comes with 1 covered parking. Enjoy a spacious open-concept layout with a wood-burning fireplace, screened-in balcony overlooking courtyard & pool, and updated kitchen and guest

  Sveta Vakhitova Berkshire Hathaway HomeServices Warren Residential

  666 Main St Unit 206, Winchester, MA 01890
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  $3,249,000 Open Sat 12PM - 1PM

  • 6 Beds
  • 6.5 Baths
  • 6,028 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 6,000 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
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  $3,475,000

  • 5 Beds
  • 3.5 Baths
  • 5,632 Sq Ft

  80 Arlington St, Winchester, MA 01890

  With its coveted setting, elegant bones, and enduring charm, this Royal Barry Wills home awaits your personal design statement, and the chance to build instant equity through strategic upgrades. Ideally located on the 4th green of Winchester Country Club’s storied Donald Ross-designed course, this beloved home offers 11 rooms, 5 bedrooms and 3.5 baths. Enjoy views from the sun-splashed eat-in

  Carolyn Vernaglia Better Homes and Gardens Real Estate - The Shanahan Group

  80 Arlington St, Winchester, MA 01890
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  /42

  $3,099,000

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

  54 Wedgemere Ave, Winchester, MA 01890

  Exceptional living in this stunning Wedgemere Ave home w/ spectacular resort style back yard surrounded by mature plants and trees encompassing the gorgeous yard/setting. Completely updated throughout w/ custom high end finishes, open floor plan, wonderful chefs kitchen w/ Sub Zero- Wolf appliances, sunny breakfast/dining area w/ a wall of windows overlooking expansive back yard featuring

  Kim Covino Compass

  54 Wedgemere Ave, Winchester, MA 01890
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  $2,899,000 Open Sun 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
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  $1,299,000

  • 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
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  /13

  $2,999,999

  • 5 Beds
  • 4.5 Baths
  • 5,716 Sq Ft

  3 Abby Rd, Winchester, MA 01890

  Welcome to your dream home! This brand-new, meticulously crafted residence offers the perfect blend of luxury & comfort in Winchester’s newest neighborhood. Boasting 4 beds & 4.5 designer baths, every detail has been thoughtfully curated. The chef’s kitchen boasts custom cabinetry, professional-grade appliances & island — ideal for both everyday living & elegant entertaining. The adjoining dining

  Philip Vita Compass

  3 Abby Rd, Winchester, MA 01890
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  $1,449,900

  • 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

Showing Results 1 - 40, Page 1 of 2

Why Live in Winchester

Winchester, MA, a peaceful Greater Boston suburb, has evolved from a rural farming community to a primarily residential town with a population of nearly 23,000. Located 8 miles north of Boston, Winchester is known for its grand New England homes, ranging from historic Colonial Revivals to modern Cape Cods and ranch styles. The town boasts one of the best school districts in the state, with Winchester Public Schools serving over 4,300 students and receiving high ratings. The private Acera School also offers quality education. Outdoor enthusiasts can enjoy Mystic Lakes State Park, Middlesex Fells Reservation, and the Tri-Community Greenway, which connects Winchester with Woburn and Stoneham. The town's downtown area, bordered by Wedge and Mill Ponds, features a variety of markets, restaurants, boutiques, and service shops. Community events such as Winchester Town Day, PRIDEFest, and summer concerts at Town Common foster a strong sense of community. Wright-Locke Farm, a 383-year-old sustainable conservancy, provides fresh organic produce and nature-based activities. Winchester is accessible via U.S. Route 3 and Interstates 93 and 95, with public transit options including the MBTA bus and commuter rail. Logan International Airport is about 11 miles away. The town has a lower crime risk compared to the national average, with recent data indicating a decrease in violent crimes.

Learn more about living in Winchester

Frequently Asked Questions

What is the average home price in Winchester, MA?

Homes for sale in Winchester, MA have an average home price of $1,817,693.

How many homes have sold over the last 12 months in Winchester, MA?

231 homes have sold in Winchester, MA over the last 12 months.

Is Winchester, MA a safe city?

In general, the safest neighborhoods in Winchester, MA with lower crime scores are West Side, Grove Street, Winchester Highlands and Symmes Corner.

What are the most popular zip codes in Winchester, MA?

The most popular zip codes in Winchester, MA include 01890, 01801, 02474, 02155 and 02420.

What are the most popular neighborhoods in Winchester, MA?

The most popular neighborhoods in Winchester, MA with the most homes for sale are West Side, The Flats, Grove Street, Winchester Highlands and Symmes Corner.

How much do you need to make to afford a house in Winchester?

The median home price in Winchester is $1,650,000. If you put a 20% down payment of $330,000 and had a 30-year fixed mortgage with an interest rate of 6.72%, your estimated principal and interest payment would be $8,540 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $366K a year to afford the median home price in Winchester.

How are the schools in Winchester, MA?

Winchester, MA has highly rated public and private schools. Some of the best schools in Winchester based on Niche Grades are Lexington High School, Jonas Clarke Middle School and Vinson-Owen Elementary School. The neighborhoods in Winchester with the highest rated schools are West Side, North Main and The Flats. Browse all the schools in Winchester, MA to learn more.

Home Trends in Winchester, MA

On average, homes in Winchester, MA sell after 22 days on the market compared to the national average of 50 days. The median sale price for homes in Winchester, MA over the last 12 months is $1,580,000, up 13% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,580,000

Median Single Family Sale Price

$1,924,000

Median Townhouse Sale Price

$1,355,000

Median 2 Bedroom Sale Price

$715,000

Median 1 Bedroom Sale Price

$370,000

Average Price Per Sq Ft

$551

Number of Homes for Sale

44

Last 12 months Home Sales

231

Months of Supply

2.30

Median List Price

$1,650,000

Median Change From 1st List Price

0%

Median Home Sale Price YoY Change

13%