Homes in ZIP Code 01890

• 

  

  

  /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.

  

  Justin Blankenship

  Fiv Realty Co

  258 Cross St, Winchester, MA 01890
• 

  

  

  /9

  $2,675 Per Month

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft
  • Condo for Rent

  200 Swanton St Unit T37, Winchester, MA 01890

  Available now! Bright and spacious terrace-level 2-bedroom apartment offering exceptional value with heat, hot water, electricity, and air conditioning all included in the rent. This well-maintained home features an updated kitchen with dishwasher, generous living space, ample closet storage, and comfortable bedrooms. Enjoy the convenience of one assigned parking space included, with the option

  

  Joan Powell

  REMAX Andrew Realty Services

  200 Swanton St Unit T37, Winchester, MA 01890
• 

  

  

  /39

  $950,000

  Sold Jul 17, 2025

  6 Francis Circuit Unit 6, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 1,540 Sq Ft
  • Built 1875

  Last Sold Summary

  • 1% Below List Price
  • $617/SF
  • 10 Days On Market

  Last Listing Agent Katherine Waters-Clark Compass

  6 Francis Circuit Unit 6, Winchester, MA 01890
• 

  

  

  /39

  Est $1,447,821

  Not Listed For Sale

  9 Thornberry Rd, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 2,496 Sq Ft
  • Built 1957

  9 Thornberry Rd, Winchester, MA 01890

  Last Sold Summary

  • 6 Days On Market
• 

  

  

  /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

  

  Joan Powell

  REMAX Andrew Realty Services

  200 Swanton St Unit 303, Winchester, MA 01890
• 

  

  /20

  Starting at $2,828 Plus Fees

  • Studio - 3 Beds

  416 Cambridge St, Winchester, MA 01890

  The Sanctuary at Winchester West is crafted to elevate every moment of your day—from morning workouts in the fully equipped fitness center to productive afternoons in private work-from-home pods and inviting gathering spaces. Whether you're entertaining in the chef-inspired kitchen and lounge, relaxing by the fire with neighbors, or enjoying the convenience of Whole Foods and local shops just

  Sanctuary Winchester West

  

  416 Cambridge St, Winchester, MA 01890
• 

  

  /42

  $1,055,000

  Sold May 15, 2026

  15 Edward Dr Unit 15, Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 2,082 Sq Ft
  • Built 1985

  Last Sold Summary

  • 10% Above List Price
  • $507/SF
  • 5 Days On Market

  Last Listing Agent Alina Wang Coldwell Banker Realty - Lexington

  15 Edward Dr Unit 15, Winchester, MA 01890
• 

  

  /42

  Est $2,939,649

  Not Listed For Sale

  51 Wedgemere Ave, Winchester, MA 01890

  • 5 Beds
  • 5 Baths
  • 4,279 Sq Ft
  • Built 1914

  51 Wedgemere Ave, Winchester, MA 01890

  Last Sold Summary

  • 23 Days On Market
• 

  

  /17

  $375,000

  $24K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 228, Winchester, MA 01890

  Welcome to Parkview Condos! This one bed one bath, 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 new flooring and excellent closet space, freshly

  

  Joan Powell

  REMAX Andrew Realty Services

  200 Swanton St Unit 228, Winchester, MA 01890
• 

  

  /36

  $15,000 Per Month

  • 6 Beds
  • 7 Baths
  • 8,866 Sq Ft
  • House for Rent

  20 Amberwood Dr, Winchester, MA 01890

  New construction 6 bedrooms and 7 full baths, 2 Car garage. 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 appliances, custom cabinetry,

  

  Wei Wang

  WW Real Estate LLC

  20 Amberwood Dr, Winchester, MA 01890
• 

  

  /31

  $1,240,000

  Sold Apr 27, 2026

  12 Thornberry Rd, Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 2,087 Sq Ft
  • Built 1957

  Last Sold Summary

  • 3% Above List Price
  • $594/SF
  • 6 Days On Market

  Current Estimated Value $1,234,197

  Last Listing Agent Kim Covino Compass

  12 Thornberry Rd, Winchester, MA 01890
• 

  

  /15

  Est $1,012,554

  Not Listed For Sale

  48 Tremont St, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 2,333 Sq Ft
  • Built 1959

  48 Tremont St, Winchester, MA 01890

  Last Sold Summary

  • 25 Days On Market
• 

  

  /7

  $374,900

  • 1 Bed
  • 1 Bath
  • 606 Sq Ft

  200 Swanton St Unit 412, Winchester, MA 01890

  Welcome to this well-maintained 1-bedroom, 1-bathroom condo in the highly desirable Winchester Parkview community. Offering comfortable living at an affordable price, this inviting home is located in a professionally managed building with excellent amenities, including elevator service, on-site management, and an in-ground swimming pool. The HOA fee covers heat, AC, hot water, and electricity,

  

  Wei Wang

  WW Real Estate LLC

  200 Swanton St Unit 412, Winchester, MA 01890
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  /24

  Starting at $3,187 Plus Fees

  • 1 - 3 Beds

  25-35 River St, Winchester, MA 01890

  The Sanctuary at Winchester North is designed for the way you live - casual fireside gatherings in the Den, a game of billiards in the Hive, a meal with friends prepared in the Nest's Chef's Kitchen. Maybe you prefer to make a splash in the pool, or stay on track with personal health goals in the fitness and health facility. With meticulously appointed common spaces designed for work, play, and

  Sanctuary Winchester North

  

  25-35 River St, Winchester, MA 01890
• 

  

  /39

  $2,200,000

  Sold Jun 30, 2025

  1 Saint Augustine Ct, Winchester, MA 01890

  • 4 Beds
  • 4 Baths
  • 3,818 Sq Ft
  • Built 1967

  Last Sold Summary

  • 10% Above List Price
  • $576/SF
  • 0 Days On Market

  Current Estimated Value $2,140,394

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  1 Saint Augustine Ct, Winchester, MA 01890
• 

  

  /34

  Est $2,750,544

  Not Listed For Sale

  31 Lawson Rd, Winchester, MA 01890

  • 4 Beds
  • 3.5 Baths
  • 5,218 Sq Ft
  • Built 1999

  31 Lawson Rd, Winchester, MA 01890

  Last Sold Summary

  • 19 Days On Market
• 

  

  /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
• 

  

  /7

  $2,050 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  2 Elmwood Ave Unit 1, Winchester, MA 01890

  This nice 1 Bedroom 1 Bath place in the Winchester area is available for 08-02-2026. Included Features are: Laundry in Basement.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect

  2 Elmwood Ave Unit 1, Winchester, MA 01890
• 

  

  /35

  $1,379,000

  Sold Jan 05, 2026

  6 Wyman Ct Unit 6, Winchester, MA 01890

  • 3 Beds
  • 4.5 Baths
  • 2,722 Sq Ft
  • Built 2025

  Last Sold Summary

  • 1% Below List Price
  • $507/SF
  • 15 Days On Market

  Last Listing Agent Monte Marrocco Coldwell Banker Realty - Lexington

  6 Wyman Ct Unit 6, Winchester, MA 01890
• 

  

  /42

  Est $1,852,792

  Not Listed For Sale

  15 Kendall St, Winchester, MA 01890

  • 4 Beds
  • 5 Baths
  • 3,148 Sq Ft
  • Built 1993

  15 Kendall St, Winchester, MA 01890

  Last Sold Summary

  • 5 Days On Market
• 

  

  /35

  $1,649,000

  • 4 Beds
  • 3.5 Baths
  • 2,768 Sq Ft

  10 Farrow St, Winchester, MA 01890

  Winchester Single Family Home with Attached Garage. Completely rebuilt in 2019, 4 Bedrooms + 2 Home Offices & 3.5 Bathrooms across 2,750+ SF! Two "WFH Offices" with Door & Window for privacy. Open-Concept Kitchen: Quartz Island/Countertops & Stainless Steel Appliances. Induction cooking & Hood Venting. Open-Concept Flows into the Connected Dining Room & Sundrenched Living Room with Wood Burning

  Collin Bray Century 21 Cityside

  10 Farrow St, Winchester, MA 01890
• 

  

  /13

  $4,550 Plus Fees

  • 3 Beds
  • 2.5 Baths
  • 1,826 Sq Ft
  • Townhouse for Rent

  171 Swanton St, Winchester, MA 01890

  Property Id: 2604314Welcome home to this rare opportunity to reside in the highly sought after " Village" community in Winchester. This sunny & spacious Townhome boasts of fresh paint, newer floors, updated kitchen with stainless steel appliances, oversized rooms with an abundance of windows perfect for natural light, 2.5 baths one in with primary suite with a walk in closet, washer/dryer

  171 Swanton St, Winchester, MA 01890
• 

  

  /42

  $1,255,000

  Sold Jan 07, 2026

  104 Church St, Winchester, MA 01890

  • 4 Beds
  • 1.5 Baths
  • 2,696 Sq Ft
  • Built 1897

  Last Sold Summary

  • 10% Below List Price
  • $466/SF
  • 46 Days On Market

  Current Estimated Value $1,385,851

  Last Listing Agent Kim Covino Compass

  104 Church St, Winchester, MA 01890
• 

  

  /16

  Est $738,857

  Not Listed For Sale

  27 Elm St, Winchester, MA 01890

  • 2 Beds
  • 1.5 Baths
  • 1,007 Sq Ft
  • Built 1900

  27 Elm St, Winchester, MA 01890

  Last Sold Summary

  • 7 Days On Market
• 

  

  /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
• 

  

  /13

  $2,000

  Total Monthly Price

  • Studio
  • 1 Bath
  • 300 Sq Ft
  • Condo for Rent

  219 Washington St Unit 2, Winchester, MA 01890

  Amazing location right in the heart of Winchester! Close walking distance to downtown. - Utilities INCLUDED! - Off-street parking available- Laundry on-site- Close to public transportation

  219 Washington St Unit 2, Winchester, MA 01890
• 

  

  /32

  $2,575,000

  Sold Jun 16, 2026

  2 Edgewater Place, Winchester, MA 01890

  • 4 Beds
  • 4.5 Baths
  • 3,945 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $653/SF
  • 34 Days On Market

  Current Estimated Value $2,749,554

  Last Listing Agent Nancy Pallotta Gibson Sotheby's International Realty

  2 Edgewater Place, Winchester, MA 01890
• 

  

  /39

  Est $940,414

  Not Listed For Sale

  703 Washington St, Winchester, MA 01890

  • 2 Beds
  • 1 Bath
  • 1,528 Sq Ft
  • Built 1954

  703 Washington St, Winchester, MA 01890

  Last Sold Summary

  • 5 Days On Market
• 

  

  /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
• 

  

  /32

  $4,000

  Total Monthly Price

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Condo for Rent

  10 Webster St Unit 1, Winchester, MA 01890

  Amazing 4 bed 2 bath located within close proximity of Winchester Center! This spacious apartment takes up the first floor and lower level of a 2 family, but it has a single-family feel to it! Inside on the first floor, you'll find hardwood floors throughout, a living room, a dining room, two spacious bedrooms, and a great eat-in kitchen featuring a new dishwasher and refrigerator. Downstairs

  10 Webster St Unit 1, Winchester, MA 01890
• 

  

  /39

  $1,560,000

  Sold Apr 30, 2026

  17 Cranston Rd, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft
  • Built 1950

  Last Sold Summary

  • $605/SF
  • 5 Days On Market

  Current Estimated Value $1,644,788

  Last Listing Agent Anne Spry Barrett Sotheby's International Realty

  17 Cranston Rd, Winchester, MA 01890
• 

  

  /39

  Est $2,344,442

  Not Listed For Sale

  38 Winthrop Street Extension, Winchester, MA 01890

  • 4 Beds
  • 3 Baths
  • 4,539 Sq Ft
  • Built 2020

  38 Winthrop Street Extension, Winchester, MA 01890

  Last Sold Summary

  • 48 Days On Market
• 

  

  /40

  $3,379,000

  • 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
• 

  

  /9

  $4,900 Per Month

  • 3 Beds
  • 1.5 Baths
  • 2,754 Sq Ft
  • House for Rent

  16 Nathaniel Rd, Winchester, MA 01890

  Available now, Spacious 3 bedroom, 1.5 bathroom single family home for rent in the heart of Winchester. This house offers a large first floor, an updated kitchen with ample cabinet space, and a private fenced backyard perfect for entertaining. The property also features a two car garage, providing additional storage and convenience. Enjoy the convenience of being just steps away from a top-rated

  Yu Li Blue Ocean Realty, LLC

  16 Nathaniel Rd, Winchester, MA 01890
• 

  

  /36

  $1,175,000

  Sold Aug 18, 2025

  163 Main St, Winchester, MA 01890

  • 4 Beds
  • 2.5 Baths
  • 2,335 Sq Ft
  • Built 1961

  Last Sold Summary

  • 18% Above List Price
  • $503/SF
  • 8 Days On Market

  Current Estimated Value $1,227,282

  Last Listing Agent Andersen Group Realty Keller Williams Realty Boston Northwest

  163 Main St, Winchester, MA 01890
• 

  

  /34

  Est $882,902

  Not Listed For Sale

  897 Main St Unit 1, Winchester, MA 01890

  • 2 Beds
  • 2 Baths
  • 1,584 Sq Ft
  • Built 2014

  897 Main St Unit 1, Winchester, MA 01890

  Last Sold Summary

  • 74 Days On Market
• 

  

  /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
• 

  

  /10

  $2,699

  Total Monthly Price

  • 2 Beds
  • 2 Baths
  • Condo for Rent

  35 Vine St Unit 303, Winchester, MA 01890

  Immaculate 2 bedroom, 2 full bath apartment on upper floor of brick building with heat and hot water included. Excellent location just steps to Winchester Center and Commuter Rail. Central A/C, dishwasher & disposal. 2 car, assigned parking spots included! 1 spot in garage under and 1 spot in lot. Elevator in building. Laundry in building. Available now or June-September 1st. No pets/no smoking.

  35 Vine St Unit 303, Winchester, MA 01890
• 

  

  /42

  $1,055,000

  Sold Feb 26, 2026

  7 Trinity Rd, Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 2,130 Sq Ft
  • Built 1963

  Last Sold Summary

  • 11% Below List Price
  • $495/SF
  • 24 Days On Market

  Current Estimated Value $1,208,480

  Last Listing Agent Gayle Winters Compass

  7 Trinity Rd, Winchester, MA 01890
• 

  

  /42

  Est $4,086,100

  Not Listed For Sale

  6 Vinson Cir, Winchester, MA 01890

  • 6 Beds
  • 7.5 Baths
  • 7,500 Sq Ft
  • Built 2025

  6 Vinson Cir, Winchester, MA 01890

  Last Sold Summary

  • 71 Days On Market

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