25

Studio to 6 Bedroom Homes for Sale in Winchester, MA

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  • /14

    $399,000

    • 1 Bed
    • 1 Bath
    • 606 Sq Ft

    200 Swanton St Unit 228, Winchester, MA 01890

    Beautifully maintained and freshly painted 1-bedroom condo at Parkview Condominiums in Winchester. This bright unit features an open layout with peaceful views overlooking the pond. The low HOA fee includes heat, hot water, electricity, and air conditioning—an exceptional value. Highlights include a spacious living area, updated kitchen with new stainless steel appliances, a large bedroom with

    Agent Photo

    Joan Powell

    RE/MAX Andrew Realty Services

    (781) 417-5122

    200 Swanton St Unit 228, Winchester, MA 01890
  • /34

    $380,000

    • 1 Bed
    • 1 Bath
    • 634 Sq Ft

    200 Swanton St Unit T28, Winchester, MA 01890

    Beautiful terrace-level 1-bedroom condo in Winchester! This garden-level unit offers tranquil pond views and direct patio access just outside the pond. The condo features a bright, open layout with large windows bringing in natural light. HOA fee includes heat, hot water, electricity, and air conditioning—making it easy and affordable to maintain. Enjoy a peaceful setting with access to the

    Agent Photo

    Joan Powell

    RE/MAX Andrew Realty Services

    (781) 384-5553

    200 Swanton St Unit T28, Winchester, MA 01890
  • /16

    $799,999

    • 2 Beds
    • 2 Baths
    • 1,240 Sq Ft

    666 Main St Unit 312, 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 hook-ups, garage parking,

    Agent Photo

    Walace Nogueira

    (781) 992-2712

    666 Main St Unit 312, Winchester, MA 01890
  • /36

    $3,600,000

    • 6 Beds
    • 7 Baths
    • 8,866 Sq Ft

    20 Amberwood Dr, Winchester, MA 01890

    Discover this brand-new custom-built home featuring 6 bedrooms and 7 full baths, located in a highly desirable neighborhood just steps from VO Elementary School. The expansive 1st floor welcomes you with soaring ceilings and an elegant layout, including a sophisticated living room, family room, and private home office. The chef’s kitchen is a true centerpiece, boasting premium Thermador

    Agent Photo

    Wei Wang

    WW Real Estate LLC

    (781) 678-8050

    20 Amberwood Dr, Winchester, MA 01890
  • /42

    $1,999,000

    • 4 Beds
    • 2 Baths
    • 3,509 Sq Ft

    35 Glen Green, Winchester, MA 01890

    Welcome to this beautifully maintained Colonial in a highly desirable family neighborhood directly across from a scenic conservation area. The main level offers a bright, seamless flow with a living room, dining room, updated kitchen, full bath, family room, and a sunroom opening to the backyard. Upstairs features three comfortable bedrooms and a full bath, while the third-floor bonus room offers

    Andersen Group Realty Keller Williams Realty Boston Northwest

    35 Glen Green, Winchester, MA 01890
  • /42

    $2,999,000

    • 5 Beds
    • 5.5 Baths
    • 5,257 Sq Ft

    19 Town Way, Winchester, MA 01890

    Welcome to a stunning new-construction home in Winchester’s coveted Lincoln Elementary district, where thoughtful design and refined style come together effortlessly. Every detail has been curated to create a warm, inviting vibe, from the gorgeous family room with custom walnut built-ins and artful lighting to the seamless flow of the open yet intentionally defined floor plan. The impressive

    Philip Vita Compass

    19 Town Way, Winchester, MA 01890
  • /40

    $1,869,000

    • 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 Café 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
  • /42

    $1,188,888

    • 3 Beds
    • 2.5 Baths
    • 2,130 Sq Ft

    7 Trinity Rd, Winchester, MA 01890

    Welcome to 7 Trinity Road, a warm & inviting split level home tucked away on a quiet side street in sought after Winchester. From the moment you step inside, the home feels welcoming & comfortable, offering 3 bed & 2.5 baths with a layout that easily supports both everyday living & entertaining. Your foyer provides a convenient place to arrive home, with direct access to the attached garage. The

    Gayle Winters Compass

    7 Trinity Rd, Winchester, MA 01890
  • /23

    $699,000

    • 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
  • /42

    $1,149,000

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft

    16 Ridge St, Winchester, MA 01890

    27,000 SF lot!!! Set far back from the street~ Don't miss this opportunity! Whether looking to lightly update/ expand or completely renovate; this well maintained 3 bedroom split entry home with a stunning oversized private yard offers tremendous potential! The first floor is spacious with large sunny rooms incl. a generously sized living room with picture window & wood burning fireplace, a

    Kim Covino Compass

    16 Ridge St, Winchester, MA 01890
  • /42

    $1,399,000

    • 4 Beds
    • 3.5 Baths
    • 2,490 Sq Ft

    95 Irving St, Winchester, MA 01890

    Beautiful newer-construction home in a wonderful Muraco school location! This meticulous 4-bed, 3.5-bath property offers modern living with an inviting open-concept layout & high ceilings spanning across 4 finished levels with attached garage! The stunning chef’s kitchen features high-end appliances, large island & abundant storage, flowing seamlessly into the dining area & living room with a gas

    Kim Covino Compass

    95 Irving St, Winchester, MA 01890
  • /10

    $449,000

    • 3 Beds
    • 2.5 Baths
    • 1,783 Sq Ft

    13 Nelson St, Winchester, MA 01890

    This is a great opportunity for a moderate-income eligible family to purchase a home in this beautiful town of Winchester. The duplex has 3 levels of finished living space. Third level is newly finished with a main bedroom suite. Amazing stained-glass windows on the first level, also includes fireplaces in 4 rooms. Loaded with character and charm. See attached application with details regarding

    Karen Morand MCO Realty Service, LLC

    13 Nelson St, Winchester, MA 01890
  • /42

    $2,100,000

    • 6 Beds
    • 3.5 Baths
    • 4,122 Sq Ft

    77A Brooks St, Winchester, MA 01890

    This stately Victorian offers an exceptional blend of preserved character and modern functionality across its generous, well-appointed layout. Sunlit rooms highlight hardwood floors, detailed millwork, bay windows, and a graceful fireplace, creating a warm and elegant flow throughout the main level. The expansive kitchen features stone counters, a central island, French doors, and direct access

    Anne Spry Barrett Sotheby's International Realty

    77A Brooks St, Winchester, MA 01890
  • /35

    $1,995,000

    • 5 Beds
    • 4 Baths
    • 4,334 Sq Ft

    237 Swanton St, Winchester, MA 01890

    NEWER CONSTRUCTION! This 2020 home showcases 5 beds, 4 baths-4300sf of style & luxury situated on the corner of Loring Ave. The home features high ceilings, hardwood floors & a stunning sunny open floor plan w/ eat in kitchen, center island, custom cabinetry, stainless appliances & walk-in pantry. Formal dining room & dramatic oversized family room will impress, featuring vaulted ceilings, gas

    Kim Covino Compass

    237 Swanton St, Winchester, MA 01890
  • /20

    $1,799,000

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

    21 Park Ave, Winchester, MA 01890

    Completely renovated home featuring a brand new kitchen, hvac, plumbing, electrical, flooring and exterior decks. First floor offers kitchen with island, mudroom, laundy/pantry, dining room, and fire-placed living room. Second floor offers 3 bedrooms and 2 baths including a primary en suite. The generous lot size of over 21,000 sq ft affords the new owners an abundance of options for expansion

    Mark Donnellan Gibson Sotheby's International Realty

    21 Park Ave, Winchester, MA 01890
  • /41

    $1,460,000

    • 3 Beds
    • 2.5 Baths
    • 2,316 Sq Ft

    26 Berkshire Dr, Winchester, MA 01890

    Welcome to this beautifully updated home! The interior boasts fresh interior paint, all new lighting with refinished hardwood flooring. The living room features a cozy fireplace, perfect for relaxing evenings. The kitchen is a chef's dream with all new stainless steel appliances, new cabinets, and new counter tops with an accent backsplash adding a touch of elegance. The primary bathroom is

    DANIEL BEIRNE OpenDoor Brokerage LLC

    26 Berkshire Dr, Winchester, MA 01890
  • /42

    $3,299,000

    • 5 Beds
    • 7 Baths
    • 7,101 Sq Ft

    257 High St, Winchester, MA 01890

    Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck,

    Kim Covino Compass

    257 High St, Winchester, MA 01890
  • /24

    $969,000

    • 3 Beds
    • 1.5 Baths
    • 1,302 Sq Ft

    139 High St, Winchester, MA 01890

    This charming Cape style home on a half-acre lot combines classic character with modern updates. Step inside to find newly refinished hardwood floors throughout the inviting fireplaced living room, dining room, and bedrooms. The recently updated kitchen and bathrooms blend style and function with contemporary finishes. The dining room with built-in China cabinet provides an inviting space to

    Katie Tully Better Homes and Gardens Real Estate - The Shanahan Group

    139 High St, Winchester, MA 01890
  • /2

    $389,900

    • 2 Beds
    • 1 Bath
    • 1,084 Sq Ft

    20 Arthur St, Winchester, MA 01890

    Property to be sold in as is condition. This unit is subject to the Winchester Housing Corp resale procedures. See document section for additional details. Buyer is responsible for any and all inspections needed for the sale of this unit. This unit is vacant and easy to show. See attachment for qualification calculations.

    Dan O'Connell LAER Realty Partners

    20 Arthur St, Winchester, MA 01890
  • /42

    $1,699,000

    • 4 Beds
    • 4 Baths
    • 3,343 Sq Ft

    263 Highland Ave, Winchester, MA 01890

    Exceptional Victorian era gem, steps from Town Center, schools, commuter rail, and the Fells! This spacious period home seamlessly blends modern elegance with timeless charm. It’s special features include: an inviting farmer’s porch, generous living and dining rooms well-suited for entertaining, first floor family room, covered porch for al fresco dining, primary suite with ensuite bath, home

    Seeme Moreira Coldwell Banker Realty - Lexington

    263 Highland Ave, Winchester, MA 01890
  • /40

    $2,250,000

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

    6 Ivy Cir, Winchester, MA 01890

    Spacious newly gut renovated colonial set back on a cul-de-sac! Unbeatable location in quiet neighborhood less than a mile from all Winchester's amazing public schools and Wedge Pond. Hardwood floors throughout with gorgeous kitchen featuring huge island, large living and dining rooms. A vaulted family room with authentic barn board detailing sits adjacent to the kitchen, opening to a large

    Rose Hall Blue Ocean Realty, LLC

    6 Ivy Cir, Winchester, MA 01890
  • /31

    $1,299,999 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    2 Mason Way Unit 6524, Woburn, MA 01801

    This stunning new construction end-unit townhome offers 3 bedrooms, 3.5 bathrooms, and a finished basement with full bath—perfect for flexible living or guest space. The chef’s kitchen boasts stainless steel appliances, a large center island, and abundant cabinetry, opening seamlessly to the spacious living room and private deck. A formal dining room with a charming bay window adds warmth and

    Erin Sullivan Pulte Homes of New England

    2 Mason Way Unit 6524, Woburn, MA 01801
  • /38

    $479,900

    • 2 Beds
    • 2 Baths
    • 1,168 Sq Ft

    273 Cambridge Rd Unit 202, Woburn, MA 01801

    Spacious 2-bedroom, 2-bath condo at Crescent Park offering 1,168 square feet of one-level living. This bright unit features an open-concept living and dining area with direct access to a private balcony. The kitchen includes ample cabinetry and a separate pantry. The primary bedroom offers a walk-in closet and en-suite bathroom. While the unit could benefit from some cosmetic updates, it presents

    Brian Hermann Better Living Real Estate, LLC

    273 Cambridge Rd Unit 202, Woburn, MA 01801
  • /31

    $1,149,999 New Construction

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

    6 Mason Way Unit 6324, Woburn, MA 01801

    New Construction Move- In Ready Townhome at Highland at Vale in Woburn! The Jackson floor plan offers over 2,100 sq. ft. of thoughtfully designed living space with 3 spacious bedrooms and 2.5 baths. The main level features a bright kitchen with stainless steel appliances, abundant cabinetry, and a large center island, flowing into an oversized gathering room and an octagon-shaped dining room with

    Erin Sullivan Pulte Homes of New England

    6 Mason Way Unit 6324, Woburn, MA 01801
  • /31

    $1,349,999 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,909 Sq Ft

    17 Mason Way Unit 74, Woburn, MA 01801

    New construction at Highland at Vale in Woburn! The Jackson floor plan offers over 2,900 sq. ft. of well-designed living space, including a finished basement. The bright, open kitchen features abundant cabinetry, stainless steel appliances, and a large island that opens to a spacious gathering room and a distinctive octagon-shaped dining area with bay window. Enjoy wooded views from your private

    Erin Sullivan Pulte Homes of New England

    17 Mason Way Unit 74, Woburn, MA 01801

Home Trends in Winchester, MA

Housing Trends

Median Sale Price
$1,650,000
Median Single Family Sale Price
$1,817,500
Median Townhouse Sale Price
$1,424,500
Median 2 Bedroom Sale Price
$940,000
Median 1 Bedroom Sale Price
$710,000
Average Price Per Sq Ft
$564
Number of Homes for Sale
13
Last 12 months Home Sales
166
Months of Supply
0.90
Median List Price
$1,693,944
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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