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Newest Homes for Sale in Winchester, MA

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  • /32

    $519,900

    Open Sun 11AM - 12:30PM
    • 2 Beds
    • 2 Baths
    • 974 Sq Ft

    269 Cambridge Rd Unit 204, Woburn, MA 01801

    Newly renovated Second Floor End Unit in much sought after Crescent Park Community. Brand new stainless steel appliances and balcony with beautiful views. New tile in guest bathroom and beautiful wood flooring. Deeded parking space #20 provides easy access to Condo just outside rear entrance, and deeded extra storage in storage locker. Incredible Club House amenities include outdoor in-ground

    Gary Marchese

    269 Cambridge Rd Unit 204, Woburn, MA 01801
  • /30

    $950,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 1 Bath
    • 1,356 Sq Ft

    47 Water St, Winchester, MA 01890

    Warmth, charm, and an exceptional location come together in this inviting 3-bedroom home. Beautiful wood floors, natural woodwork, French doors, and custom built-ins add character throughout. Generous living spaces provide room to gather, relax, and entertain, while the home's classic appeal offers the perfect opportunity to enjoy today or personalize over time. A detached 2-car garage adds

    The Mary Scimemi Team Leading Edge Real Estate

    47 Water St, Winchester, MA 01890
  • /23

    $729,000

    Open Fri 5PM - 6PM
    • 3 Beds
    • 2.5 Baths
    • 1,494 Sq Ft

    247 Washington St Unit 11, Winchester, MA 01890

    Ideally located just minutes from vibrant downtown Winchester, this spacious condominium offers easy access to shopping, restaurants, the Farmer's Market, library, award-winning schools, parks, and the commuter rail. The renovated kitchen features custom maple cabinetry, granite countertops, a breakfast bar, and an open-concept layout that flows seamlessly into the living area—perfect for

    Heejeong Joo Coldwell Banker Realty - Lexington

    247 Washington St Unit 11, Winchester, MA 01890
  • /28

    $1,150,000

    Open Sat 12PM - 1:30PM
    • 3 Beds
    • 2.5 Baths
    • 2,004 Sq Ft

    52 Salem St Unit 52, Winchester, MA 01890

    Completely renovated in 2021, this stunning 3-bedroom, 2.5-bath townhouse offers the comfort and feel of a single-family home with three levels of beautifully finished living space. The open and inviting floor plan features hardwood floors throughout, modern finishes, and abundant natural light. The spacious third-floor primary suite provides a private retreat with spacious walk in closet and its

    Michael Rauseo Better Homes and Gardens Real Estate - The Shanahan Group

    52 Salem St Unit 52, Winchester, MA 01890
  • /42

    $1,699,000

    Open Sat 11AM - 12:30PM
    • 3 Beds
    • 3.5 Baths
    • 2,513 Sq Ft

    2 Olde Lyme Rd, Winchester, MA 01890

    Beautifully updated & impeccably maintained 3 BR, 3.5 bath home on a sought-after cul-de-sac w/lovely front & side yards, abutting conservation land for exceptional privacy. The main level features a spacious living room, updated sunroom, granite kitchen w/newer SS appliances, abundant cabinetry, peninsula seating, & dining room w/ access to an inviting deck. Two 1st floor bedrooms & two full

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

    2 Olde Lyme Rd, Winchester, MA 01890
  • /28

    $288,750

    • 1 Bath
    • 388 Sq Ft

    200 Swanton St Unit L8, Winchester, MA 01890

    Welcome to effortless living in the most desirable community of Winchester. This beautifully updated studio condominium at The Parkview Condominiums offers an exceptional opportunity to own the most affordable home in Winchester. Rarely offered sunny side lobby level. You'll find a thoughtfully renovated interior featuring a stunning new kitchen with white shaker cabinetry, gleaming quartz

    Stephen DeConto Cameron Real Estate Group

    200 Swanton St Unit L8, Winchester, MA 01890
  • /42

    $2,999,000

    Open Sun 11AM - 12:30PM
    • 5 Beds
    • 4 Baths
    • 4,028 Sq Ft

    10 Dartmouth St, Winchester, MA 01890

    Must see this stunning move in ready waterfront gem! Perfectly sited at the end of Wedgemere on Winter Pond, offering over 80 feet of direct water frontage w/ expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this home presents a rare opportunity to enjoy water activities such as kayaking, paddle-boarding, fishing, ice skating and hockey

    Kim Covino Compass

    10 Dartmouth St, Winchester, MA 01890
  • /36

    $1,099,000

    Open Sat 12:30PM - 1:30PM
    • 4 Beds
    • 1.5 Baths
    • 1,777 Sq Ft

    46 Clark St, Winchester, MA 01890

    Welcome to this meticulously renovated four-bedroom Colonial, ideally situated on a quiet dead-end street just steps from downtown Winchester, the commuter rail, and the newly built Lynch Elementary School. The sun-filled first floor features gorgeous floors, a charming living room, a dining room that opens to a spacious deck, a stunning updated kitchen with new countertops and appliances, as

    Andersen Group Realty Keller Williams Realty Boston Northwest

    46 Clark St, Winchester, MA 01890
  • /35

    $1,750,000

    Open Sat 10:30AM - 12PM
    • 4 Beds
    • 3 Baths
    • 3,008 Sq Ft

    76 Thesda St, Arlington, MA 02474

    A rare Arlington home with a West Coast feel and a lifestyle you do not usually find in Massachusetts. Set above the street with elevated, treehouse-like living spaces, the second-floor main level is made for gathering, with an open living/dining area, wood-burning fireplace, renovated kitchen, and seamless access to an expansive deck for dinner parties, morning coffee, and summer nights outside.

    Street Property Team Keller Williams Realty Boston Northwest

    76 Thesda St, Arlington, MA 02474
  • /39

    $1,599,000

    • 4 Beds
    • 4 Baths
    • 2,480 Sq Ft

    241 Ridge St, Winchester, MA 01890

    Don't miss this incredible opportunity to own a beautifully maintained 4-bedroom, 2 full bath, 2 half bath home in one of Winchester's most desirable locations. Designed for both everyday living and effortless entertaining, this home offers spacious living areas filled with natural light, an updated kitchen, generously sized bedrooms, and a versatile finished lower level perfect for a family

    Team Lillian Montalto Lillian Montalto Signature Properties

    241 Ridge St, Winchester, MA 01890
  • /41

    $1,899,000

    Open Sat 12PM - 1:30PM
    • 5 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    79 Grove St, Winchester, MA 01890

    Sophisticated and comfortable, this updated Colonial offers beautifully scaled living spaces and a versatile floor plan designed for everyday living and entertaining alike. The sun-filled main level features hardwood floors, elegant architectural details and thoughtfully updated spaces. At the center of the home is a spacious eat-in kitchen with island, abundant prep space, and seamless access to

    Pirani & Wile Group Gibson Sotheby's International Realty

    79 Grove St, Winchester, MA 01890
  • /21

    $799,000

    Open Sat 11AM - 12:30PM
    • 2 Beds
    • 2 Baths
    • 1,036 Sq Ft

    50 Middlesex St Unit 52, Winchester, MA 01890

    Completely renovated from top to bottom, this brand-new 2-bedroom, 2-bath condo offers the privacy and feel of a single-family home in one of Winchester's most desirable neighborhoods. Tucked away on a quiet, tree-lined street just moments from vibrant downtown, this home features its own private entrance, driveway, and backyard. Inside, enjoy white oak hardwood floors, a stunning chef's kitchen

    The North Star Group Keller Williams Realty Evolution

    50 Middlesex St Unit 52, Winchester, MA 01890
  • /37

    $2,500,000

    • 5 Beds
    • 3 Baths
    • 4,071 Sq Ft

    9 Plymouth Rd, Winchester, MA 01890

    Welcome to 9 Plymouth Rd — a classic 1959 single-family home tucked at the end of a private road on a dead-end street, set on a private 0.52-acre lot abutting conservation land in one of Winchester's most sought-after neighborhoods. This well-appointed 11-room residence offers 5 bedrooms, 3 full baths, and 1 half bath, giving your family room to spread out and settle in. Thoughtfully updated for

    Stephanie Crawford Real Broker MA, LLC

    9 Plymouth Rd, Winchester, MA 01890
  • /37

    $649,900

    Open Sat 11AM - 12PM
    • 2 Beds
    • 2 Baths
    • 1,025 Sq Ft

    666 Main St Unit 315, Winchester, MA 01890

    Enjoy easy living at Wedgewood Place, a sought-after condominium community in the heart of Winchester Center. This spacious 2-bedroom, 2-bath home offers a bright, open layout with a wood-burning fireplace and a great balcony. The updated kitchen flows seamlessly into the living and dining areas, creating an inviting space for everyday living and entertaining. The generous primary suite features

    Kim Covino Compass

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

    $3,100,000

    • 5 Beds
    • 5.5 Baths
    • 5,600 Sq Ft

    22 Oldham Rd, Arlington, MA 02474

    Elegantly positioned in Arlington's desirable Morningside neighborhood, this custom build luxury colonial offers over 5600 sf of refined living space on a beautifully landscaped lot. This recently built home features 5 bedrooms,5 full and 1 half bath. A grand two-story living room filled with natural light creates a dramatic centerpiece, while the chef's kitchen is equipped with premium Thermador

    Kathleen Lyons Century 21 North East

    22 Oldham Rd, Arlington, MA 02474
  • /38

    $900,000

    • 4 Beds
    • 2 Baths
    • 2,083 Sq Ft

    84 Oak St, Winchester, MA 01890

    Charming and Spacious Custom Built Mid-Century Bungalow offers a wonderful opportunity to live in Winchester ! Do you want to send your children to the award-winning public schools? Need an in-law? Generously sized, sun-drenched, freshly painted rooms with hardwood floors, and two fireplaces. A terrific, flat backyard perfect for growing gardens. A fully finished lower-level creates excellent 2nd

    John Magazzu Charlesgate Realty Group LLC

    84 Oak St, Winchester, MA 01890
  • /42

    $1,350,000

    • 4 Beds
    • 3 Baths
    • 2,690 Sq Ft

    423 Washington St, Winchester, MA 01890

    Architecturally distinctive and beautifully renovated throughout, this unique home blends historic character with the comfort of modern living. The inviting living room is enhanced by a large bay of windows and seamlessly connects with the dining room featuring classic wainscoting, and a decorative fireplace. The thoughtfully updated kitchen offers granite countertops, SS appliances, a breakfast

    Danielle Fleming MA Properties

    423 Washington St, Winchester, MA 01890
  • /14

    $399,000

    • 1 Bed
    • 1 Bath
    • 1,030 Sq Ft

    146 Marble St Unit 404, Stoneham, MA 02180

    Location, Location! Here is your chance to live at The Gates! This highly desirable complex is conveniently located on the Stoneham/Winchester line with easy access to I-93, I-95, great shopping and many restaurants. With an inground pool, beautifully landscaped grounds and a clubhouse, it's truly a pleasure to come home to this very spacious one bedroom condo with perfect placement next to the

    Sally Baldwin Coldwell Banker Realty - Lexington

    146 Marble St Unit 404, Stoneham, MA 02180
  • /40

    $999,900

    • 4 Beds
    • 2 Baths
    • 1,719 Sq Ft

    258 Cross St, Winchester, MA 01890

    A rare Winchester opportunity under $1M, 258 Cross Street blends timeless character, meaningful updates, everyday function, and exciting long-term upside. Set on a level, fenced corner lot, this 4 bed, 2 bath Colonial offers the space buyers need today with the flexibility to evolve over time. Inside - hardwood floors, crown molding, arched openings, bay windows, and detailed trim add warmth,

    Agent Photo

    Justin Blankenship

    Fiv Realty Co

    258 Cross St, Winchester, MA 01890
  • /38

    $519,900

    • 2 Beds
    • 2 Baths
    • 974 Sq Ft

    269 Cambridge Rd Unit 608, Woburn, MA 01801

    Enjoy stunning 6th-floor views from this bright and modern corner unit south east facing 2-bedroom, 2-bath condo in the sought-after Crescent Park community. Prime location just 1 minute from Whole Foods, 6 minutes to H Mart and Market Basket, and 10 minutes to Trader Joe’s and Burlington Mall, with convenient access to I-95 and the MBTA 350 bus to Alewife Station. This home offers abundant

    Rose Hall Blue Ocean Realty, LLC

    269 Cambridge Rd Unit 608, Woburn, MA 01801
  • /40

    $2,380,000

    Open Sun 12PM - 1:30PM
    • 4 Beds
    • 4.5 Baths
    • 3,881 Sq Ft

    14 Hillside Ave, Winchester, MA 01890

    Fully gutted in 2026, this exceptional Winchester home offers the perfect blend of luxury, craftsmanship, and location. Featuring a brand-new roof, upgraded 400-amp electrical service, designer kitchen, beautifully renovated baths, and HVAC systems and all-new finishes throughout. First floor featuring wide open large living & dinning area with a family room. 2nd floor featuring (3) main bedroom

    Rebecca Huang William Raveis R.E. & Home Services

    14 Hillside Ave, Winchester, MA 01890
  • /42

    $1,099,000

    • 3 Beds
    • 1.5 Baths
    • 1,711 Sq Ft

    150 Cambridge St, Winchester, MA 01890

    Charming colonial with lots of character! Step into a welcoming foyer that leads into an open concept kitchen and dining room area. Kitchen is fully equipped along with gas cooking and breakfast bar,front to back living room with a cozy fireplace surrounded by built-ins and slider out to a big sunny deck and crown moldings, french doors from living room lead out to a 4 season sun room perfect for

    Diane Plunkett Plunkett Properties

    150 Cambridge St, Winchester, MA 01890
  • /40

    $1,725,000

    Open Sun 12PM - 1:30PM
    • 5 Beds
    • 3.5 Baths
    • 3,722 Sq Ft

    117 Highland Ave, Winchester, MA 01890

    Classic curb appeal abounds at this expansive five-bedroom colonial in the desirable Winchester Highlands neighborhood. The sun-filled first floor features a gracious floor plan with a thoughtfully designed eat-in kitchen showcasing premium appliances including a Sub-Zero refrigerator and Fisher & Paykel DishDrawer. A dining room, living room with wood-burning fireplace, office, mudroom and

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

    117 Highland Ave, Winchester, MA 01890
  • /36

    $2,149,000

    Open Sat 11AM - 12PM $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,210 Sq Ft

    26 N Gateway, Winchester, MA 01890

    Thoughtfully reimagined with a designer’s eye, this beautifully renovated 4 bed, 3.5 bath home delivers refined living across 3 finished levels. Elevated finishes, including custom tile work, white oak flooring, & curated lighting set this home apart from the typical renovation. The heart of the home is a beautifully designed kitchen with an oversized island & seamless connection to the

    Pirani & Wile Group Gibson Sotheby's International Realty

    26 N Gateway, Winchester, MA 01890
  • /32

    $1,175,000

    Open Sun 1PM - 2:30PM $50K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,736 Sq Ft

    38 Robinhood Rd, Winchester, MA 01890

    Lovingly maintained by the same family for more than 50 years, 38 Robinhood is filled with warmth and ready for its next chapter. This versatile home offers a flexible layout with a fireplaced family room, playroom, bedroom, or home office on the entry level, along with a half bath, laundry area, and direct access to the two-car garage. Upstairs, the sun-drenched living room flows into the open

    Catherine Albiani Better Homes and Gardens Real Estate - The Shanahan Group

    38 Robinhood Rd, Winchester, MA 01890
  • /42

    $1,975,000

    Open Sun 11:30AM - 1PM $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,286 Sq Ft

    15 Fieldstone Dr, Winchester, MA 01890

    Set back on a private, serene lot, this contemporary home offers peaceful nature views from nearly every window and a bright, open layout designed for effortless indoor-outdoor living. Cathedral ceilings, hardwood floors, two fireplaces, and French doors create inviting living and dining spaces that extend to decks and patios. The kitchen features teak cabinetry, stone counters, stainless

    Anne Spry Barrett Sotheby's International Realty

    15 Fieldstone Dr, Winchester, MA 01890
  • /42

    $3,199,000

    • 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
  • /32

    $1,299,000

    Open Fri 11:30AM - 12:30PM $31K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,145 Sq Ft

    7 Wainwright Rd Unit 47, Winchester, MA 01890

    Waiting for you to enjoy: your carefree home with cathedral ceilings, tall sunny windows, exterior deck, living room with fireplace, formal dining room, adjacent den/3rd bedroom, and kitchen with breakfast area! This "A" style Ledges condominium on a private cul-de-sac includes a FIRST FLOOR PRIMARY SUITE with generous bedroom, large closets and primary bath with double sinks, shower and tub.

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

    7 Wainwright Rd Unit 47, Winchester, MA 01890
  • /41

    $1,899,000

    Open Sun 1PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 3,091 Sq Ft

    9 Brookside Place, Winchester, MA 01890

    This completely remodeled home is nestled on a dead end street off Brookside Road, offering a serene/ natural setting with unmatched privacy. This home offers 4 bedrooms, and 2.5 baths with three spacious finished levels. The completely reimagined open concept main floor features a stunning kitchen open to dining area and large family room, plus a separate living room, mudroom, half bath and

    Kim Covino Compass

    9 Brookside Place, Winchester, MA 01890
  • /12

    $829,000

    • Land
    • 19,166 Sq Ft
    • $1,884,091 per Acre

    14 Cross St, Woburn, MA 01801

    Improved Land Opportunity - Developers, Contractors, Investors and Future single-family homeowners – recently reconfigured 14 Cross Street located immediately over the WINCHESTER line is an attractive sized residential lot consisting of 19,277 square feet of land (see attached recorded plan, Lot 1) Lot is zoned R-2 (Per Building Department - single or 2 family residential structure permitted.)

    Donna Bozza Barrett Sotheby's International Realty

    14 Cross St, Woburn, MA 01801
  • /39

    $889,000

    $36K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,770 Sq Ft

    298 Forest St, Arlington, MA 02474

    Not every home needs to be finished on day one. Sometimes the best houses are the ones that already live well and leave room for your ideas later. This ranch makes life simple from the start with everything you need on one level. Discover a comfortable living room that opens into a dining area or bonus space depending on your needs. The large eat-in kitchen has room to gather today and provides

    Steve McKenna Gibson Sotheby's International Realty

    298 Forest St, Arlington, MA 02474
  • /41

    $699,900

    $49K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 1,380 Sq Ft

    23 Shepard Ct Unit U23, Winchester, MA 01890

    Huge Price Drop – Best Value in the Winchester School District! Beautifully maintained townhouse-style condex offering 3 levels of living in a prime Winchester location. This sun-filled home features 3 bedrooms, 2 full baths, 2 half baths, and a flexible third-floor suite perfect as a primary bedroom, guest space, or home office. Recent updates include a 2019 high-efficiency gas boiler, 2019

    Nancy Zhang Zhenning Fairview Partners International LLC

    23 Shepard Ct Unit U23, Winchester, MA 01890
  • /40

    $5,500,000

    • 7 Beds
    • 7.5 Baths
    • 10,557 Sq Ft

    28 Tyler Rd, Lexington, MA 02420

    True private resort living. Set on a private .73-acre lot in one of Lexington’s most coveted neighborhoods, This home offers over 10,500SF of curated living & entertaining space w/ 7 beds & 7.5 baths. Privately sited behind mature landscaping, this estate blends timeless architecture w/ resort-style amenities. Dramatic two-story foyer w/ arched windows, formal living & dining rooms, expansive

    Ricardo Rodriguez Coldwell Banker Realty - Boston

    28 Tyler Rd, Lexington, MA 02420
  • /42

    $2,499,000

    Open Sat 11AM - 12:30PM $100K PRICE DROP Pre-Foreclosure
    • 5 Beds
    • 3.5 Baths
    • 5,230 Sq Ft

    78 Bacon St, Winchester, MA 01890

    Must see this completely renovated & expanded stately brick home located just outside the town center offering the perfect blend of timeless charm & modern living. Thoughtfully re-designed with an open concept layout, the home features a custom high end kitchen that flows into a gorgeous oversized family room addition* w/ walls of windows overlooking a stunning private backyard. Formal LR and DR,

    Kim Covino Compass

    78 Bacon St, Winchester, MA 01890
  • /16

    $2,399,000

    Open Sat 11AM - 12PM $400K PRICE DROP
    • 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
  • /19

    $499,999

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 822 Sq Ft

    200 Swanton St Unit 303, Winchester, MA 01890

    Enjoy living in sought-after Winchester, just minutes from Winchester Center, local shops, dining, parks, and commuter access. This beautifully updated two-bedroom condo at Parkview features a modern kitchen with stainless steel appliances, perfect for entertaining, fresh paint throughout, and a bright open-concept layout. Both generously sized bedrooms offer excellent closet space and

    Agent Photo

    Joan Powell

    REMAX Andrew Realty Services

    200 Swanton St Unit 303, Winchester, MA 01890
  • /27

    $1,825,000

    $100K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,315 Sq Ft

    8 Hawthorne Rd, Winchester, MA 01890

    Welcome to this spacious West Side home w/a versatile multi-level layout, offering ample room for comfortable living and entertaining. In the main level, you'll be greeted by a warm & inviting atmosphere, w/abundant natural light filtering through the windows. You enter a well-appointed kitchen, w/ample counter space, a breakfast nook and a french door access to the deck surrounded by tall trees.

    Elaine Song Coldwell Banker Realty - Lexington

    8 Hawthorne Rd, Winchester, MA 01890
  • /41

    $3,350,000

    Open Sat 12:15PM - 2PM $250K PRICE DROP
    • 6 Beds
    • 6.5 Baths
    • 7,400 Sq Ft

    2 Atherton Rd, Winchester, MA 01890

    NEW Construction 6-bedroom, 6.5-bath luxury home offers approximately 7,400 square feet of impeccably crafted living space designed for sophisticated living and grand-scale entertaining. A dramatic open-concept floor plan is highlighted by soaring ceilings, a statement fireplace, and expansive walls of Pella windows that flood the interiors with natural light. The designer chef’s kitchen is

    Brooke Zarbano Regatta Realty

    2 Atherton Rd, Winchester, MA 01890
  • /36

    $1,199,000

    Open Sat 1PM - 2PM $26K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,235 Sq Ft

    53 Lake St, Winchester, MA 01890

    Charming antique Colonial perfectly blending old world detail with modern updates- ideally located just moments from Winchester Center, Wedge pond, tennis courts, all schools, bike path, the commuter rail, shops & restaurants! This lovingly maintained home w/ central A/C features a spacious, flowing layout, high ceilings & newly refinished hardwood floors. The main level offers a welcoming

    Kim Covino Compass

    53 Lake St, Winchester, MA 01890
  • /32

    $2,795,000

    Open Sat 11AM - 12:30PM
    • 4 Beds
    • 4.5 Baths
    • 5,233 Sq Ft

    18 Middlesex St, Winchester, MA 01890

    This European-inspired villa blends timeless elegance with modern design. A dramatic curved staircase and soaring architectural details introduce a home designed for both grand entertaining and everyday comfort. Sun-filled living spaces feature handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that create a seamless connection to the outdoors. At the heart of the

    Tina Natale Luxury Living Real Estate

    18 Middlesex St, Winchester, MA 01890

Showing Results 1 - 40, Page 1 of 2

Frequently Asked Questions

What is the average home price in Winchester, MA?
Homes for sale in Winchester, MA have an average home price of $1,888,550.
Are home prices dropping in Winchester?
Yes, home prices in Winchester are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Winchester, MA?
174 homes have sold in Winchester, MA over the last 12 months.
What is the average household income in Winchester, MA?
The average household income in Winchester, MA is $206K.
Is Winchester, MA a safe city?
In general, the safest neighborhoods in Winchester, MA with lower crime scores are The Flats, 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 North Main, The Flats, West Side, 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 $1,699,000. If you put a 20% down payment of $339,800 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $8,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $368K a year to afford the median home price in Winchester. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Winchester is $206K.
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 Greater Boston Academy, Lexington Christian Academy and Lexington High School. The neighborhoods in Winchester with the highest rated schools are North Main, The Flats and West Side. Browse all the schools in Winchester, MA to learn more.

Home Price Trends

Median Sale Price
$1,627,000
Median Single Family Sale Price
$1,737,500
Median Townhouse Sale Price
$1,475,000
Median 2 Bedroom Sale Price
$940,000
Average Price Per Sq Ft
$565
Number of Homes for Sale
34
Last 12 months Home Sales
174
Months of Supply
2.30
Median List Price
$1,699,000
Median Change From 1st List Price
1%
Median Home Sale Price YoY Change
-3%
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