Newest Homes for Sale in Winchester, MA

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  /33

  $525,000

  Open Sun 10AM - 11AM

  • 2 Beds
  • 2 Baths
  • 974 Sq Ft

  273 Cambridge Rd Unit 508, Woburn, MA 01801

  Buyer could not close so this TURN-KEY Crescent Park Condo is back on market! Ideally located near Whole Foods, Woburn CC, and the shops & restaurants of Woburn, Burlington, and Winchester, this beautifully maintained condo overlooks conservation land and offers a peaceful, low-maintenance lifestyle. This impeccably maintained 5th-floor, single-level unit features 2 bedrooms, a private covered

  Lisa Santilli Classified Realty Group

  273 Cambridge Rd Unit 508, Woburn, MA 01801
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  /33

  $1,150,000

  • 5 Beds
  • 3 Baths
  • 2,186 Sq Ft

  63-65 Harvard St, Winchester, MA 01890

  Two-family homes in Winchester are limited, which is exactly why opportunities like this get attention quickly. Whether you are looking for an owner-occupied property with rental income or a solid long-term investment, this one checks the boxes. The larger unit spans the second and third floors, offering three bedrooms, two full baths, and living space that feels more like a single-family home.

  Beth Sager Group Keller Williams Realty Boston Northwest

  63-65 Harvard St, Winchester, MA 01890
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  /36

  $3,149,000

  Open Sat 11AM - 12PM $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
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  /31

  $1,099,000

  Open Sat 11AM - 12:30PM $200K PRICE DROP

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

  129 Washington St Unit 131, Winchester, MA 01890

  Experience the best of Winchester with a home that pairs exceptional value with an unbeatable location. Just moments from Winchester Center, enjoy a low-maintenance lifestyle within walking distance of downtown, the commuter rail, and all three school levels. This townhouse-style condo lives like a single-family home, offering space, flow, and flexibility across four finished levels. The open

  The Mary Scimemi Team Leading Edge Real Estate

  129 Washington St Unit 131, Winchester, MA 01890
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  /21

  $579,000

  $46K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 985 Sq Ft

  2 Stratton Dr Unit 307, Woburn, MA 01801

  2024-built 1 bedroom condo at Highland at Vale offering easy single-level living! This bright, open-concept home features an airy, contemporary layout ideal for both everyday living and entertaining. The stylish white kitchen showcases stainless steel appliances, ample storage, and a center island, seamlessly flowing into the dining and living areas. Sliders from the living room lead to a private

  Kim Covino Compass

  2 Stratton Dr Unit 307, Woburn, MA 01801
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  /41

  $1,899,000

  Open Sat 12:30PM - 1:30PM $301K PRICE DROP

  • 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
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  /41

  $1,899,000

  Open Sat 12:30PM - 1:30PM $301K PRICE DROP

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

  16 & 16A Glenwood Ave, Winchester, MA 01890

  Must see! sprawling 2-3 family beautifully renovated & expanded home 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,

  Kim Covino Compass

  16 & 16A Glenwood Ave, Winchester, MA 01890
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  /40

  $3,179,000

  Open Sat 1PM - 2:30PM $200K PRICE DROP

  • 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
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  /36

  $2,799,000

  $51K PRICE DROP

  • 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
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  /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
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  /35

  $3,299,000

  Open Sat 3PM - 4PM $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
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  /34

  $999,000

  Open Sat 1PM - 2PM $101K PRICE DROP

  • 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
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  /41

  $929,900

  $10K PRICE DROP

  • 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
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  /39

  $400,000

  $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
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  /38

  $2,195,000

  Open Sat 11:30AM - 12:30PM $104K PRICE DROP

  • 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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  /10

  $3,200,000

  $200K PRICE DROP

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

  9 Albamont Rd, Winchester, MA 01890

  Nearing completion! This thoughtfully designed new construction home in prime Winchester locations a must see- a handcrafted labor of love, this home welcomes you with immense curb appeal & showcases 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

  Kim Covino Compass

  9 Albamont Rd, Winchester, MA 01890
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  /36

  $3,600,000

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

  20 Amberwood Dr, Winchester, MA 01890

  Fresh new hard wood floor! 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

  

  Wei Wang

  WW Real Estate LLC

  20 Amberwood Dr, Winchester, MA 01890

Showing Results 41 - 57, Page 2 of 2