20

Open Houses in 01890

Section Image Section Image
  • /36

    $999,900

    Open Sat 12PM - 2PM
    • 4 Beds
    • 2 Baths
    • 1,719 Sq Ft

    258 Cross St, Winchester, MA 01890

    Welcome to 258 Cross Street, a masterfully updated Winchester Colonial blending timeless character, modern comfort, and everyday function. Set on a level, fenced corner lot, this 4 bed, 2 bath home offers endless outdoor opportunity to relax, entertain, play, or dine al fresco. Inside, hardwood floors, crown molding, arched openings, bay windows, and ornate detail bring warmth and personality.

    Agent Photo

    Justin Blankenship

    Fiv Realty Co

    258 Cross St, Winchester, MA 01890
  • /19

    $505,000

    Open Sat 12PM - 1PM
    • 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
  • /40

    $1,799,000

    Open Sun 12PM - 1:30PM $100K PRICE DROP
    • 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
  • /42

    $1,999,900

    Open Sat 12:30PM - 2PM
    • 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
  • /30

    $729,000

    Open Sat 11AM - 12PM
    • 2 Beds
    • 2.5 Baths
    • 1,431 Sq Ft

    171 Swanton St Unit 7, Winchester, MA 01890

    Easy living awaits at The Village, where this well-maintained, freshly painted, townhouse offers a functional layout, desirable amenities, and a convenient Winchester location. The main level features hardwood floors, an oversized living room with gas fireplace, an open dining area, and kitchen with direct access to a private patio overlooking the beautifully landscaped grounds. A half bath and

    Pirani & Wile Group Gibson Sotheby's International Realty

    171 Swanton St Unit 7, Winchester, MA 01890
  • /41

    $1,725,000

    Open Sat 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
  • /40

    $1,799,000

    Open Sat 12:30PM - 2PM
    • 4 Beds
    • 3 Baths
    • 3,366 Sq Ft

    94 Johnson Rd, Winchester, MA 01890

    Turnkey-ready 4BR, 3 full bath home set on a beautifully landscaped .82-acre lot directly across from the Swim & Tennis Club, where the new owner receives immediate membership! Extensively renovated & thoughtfully designed, this home offers exceptional style & comfort throughout.The stunning 2026 kitchen features custom cabinetry, quartz countertops, center island, designer backsplash, updated

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

    94 Johnson Rd, Winchester, MA 01890
  • /32

    $2,795,000

    Open Sun 1PM - 2:30PM
    • 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
  • /35

    $3,149,000

    Open Sun 12PM - 2PM $101K PRICE DROP
    • 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
  • /35

    $3,299,000

    Open Sun 1PM - 2:30PM $100K PRICE DROP
    • 7 Beds
    • 7.5 Baths
    • 7,226 Sq Ft

    1 Plymouth Rd, Winchester, MA 01890

    Ideally situated in one of Winchester's most desirable neighborhoods, 1 Plymouth offers the rare combination of exceptional living space and unmatched convenience just minutes to Winchester Center, top-rated schools, commuter rail access, country clubs, and local amenities.Thoughtfully expanded and rebuilt, this impressive residence features 7 bedrooms, 7 full baths, and 1 half bath, designed to

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    1 Plymouth Rd, Winchester, MA 01890
  • /42

    $1,350,000

    Open Sat 1PM - 3PM
    • 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
  • /12

    $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
  • /31

    $1,199,000

    Open Sat 10AM - 12PM $100K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,420 Sq Ft

    129 Washington St Unit 131, Winchester, MA 01890

    Prime Winchester location just moments from Winchester Center, within walking distance to elementary, middle, high school, downtown and commuter rail. Ideal for commuters and locals alike. 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

    The Mary Scimemi Team Leading Edge Real Estate

    129 Washington St Unit 131, Winchester, MA 01890
  • /42

    $1,100,000

    Open Sat 12:30PM - 1:30PM
    • 4 Beds
    • 2 Baths
    • 2,085 Sq Ft

    41 Cross St, Winchester, MA 01890

    Freshly painted side-entrance Colonial offering space, flexibility, and a prime Winchester location. The expansive eat-in kitchen flows seamlessly into the dining area and family room, creating an ideal layout for everyday living and entertaining. The main level includes a bedroom or office, full bath, mudroom with laundry, and is well-suited for one-level living. Upstairs features three

    Andersen Group Realty Keller Williams Realty Boston Northwest

    41 Cross St, Winchester, MA 01890
  • /36

    $2,199,000

    Open Sat 12:30PM - 1:30PM
    • 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
  • /27

    $1,850,000

    Open Sat 11AM - 12:30PM $75K 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
  • /32

    $1,225,000

    Open Sat 12:30PM - 1:30PM
    • 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
  • /38

    $3,600,000

    Open Sat 12:30PM - 1:45PM
    • 6 Beds
    • 6.5 Baths
    • 7,400 Sq Ft

    2 Atherton Rd, Winchester, MA 01890

    This extraordinary 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
  • /40

    $2,380,000

    Open Sat 2:30PM - 4PM
    • 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
  • /39

    $400,000

    Open Sat 11:30AM - 2PM $115K PRICE DROP
    • 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
How to Buy a Home How to Finance a Home How to Sell a Home