Homes For Sale In Winchester - Boston, MA

Results 1 - 26 of 26
235 Forest St


235 Forest St - Winchester, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 2,212   Lot Size: 12,615   Lot Acres: 0.29   County: Middlesex   
Welcome to this charming Winchester home! Nestled amidst lush greenery, it exudes classic ranch style and is located in the sought-after Muraco School District, near Horn Pond and Middlesex Fells Reservation. Just a 20-minute drive to downtown Boston, this location offers both convenience and tranqu...
104 Wendell Street


104 Wendell Street - Winchester, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,323   Lot Size: 7,140   Lot Acres: 0.16   County: Middlesex   
3-Bedroom single-family colonial house in Winchester for sale. Situated at a quiet neighborhood, this Colonial-Style house has a nice floor plan with an upgraded kitchen. Hardwood floor throughout. The first floor has a spacious living room, an open concept kitchen and dining area. Kitchen is equipp...
22 Baldwin


22 Baldwin - Winchester, Massachusetts United States
Beds: 3   Baths: 2.00   FT2: 1,678   Lot Size: 9,500   Lot Acres: 0.22   County: Middlesex   
Completed new kitchen and bathrooms! This newly renovated home is situated on a spacious 9500 sq ft lot, offering endless possibilities for both indoor and outdoor living. The property is move-in ready, boasting a serene location on a quiet cul-de-sac that fosters a strong sense of community with mi...
253 Pond St


253 Pond St - Winchester, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,788   Lot Size: 21,288   Lot Acres: 0.49   County: Middlesex   
Opportunity is Knocking! Attention savvy buyers and investors looking to bring their updates and personal style and make this custom one owner ranch style home their own in the much-anticipated brand new Lynch Elementary School District. You will surely appreciate the large scale of this home with a...
18 Forest Street


18 Forest Street - Winchester, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 2,365   Lot Size: 6,499   Lot Acres: 0.15   County: Middlesex   
Move right into this stylish home that was totally renovated in 2023 and abuts a scenic town park. Enter into this 3 BR, 2 1/2 bath home to find pristine white oak floors throughout, an open floorplan including a sleek kitchen w/ large quartz island & countertops, 6-burner rangetop w/ pot filler, & ...
14 Pine Grove Park, Apt 14


14 Pine Grove Park, Apt 14 - Winchester, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,122   Lot Size: 5,501   Lot Acres: 0.13   County: Middlesex   
Welcome to this newly constructed luxurious 4-bedroom, 3.5-bathroom townhome spanning four levels of exquisite living space! Step through the charming covered porch into the striking open floor plan. The elegant living room boasts expansive windows, custom fireplace wall and hardwood floors. The sho...
7 Thornberry Road


7 Thornberry Road - Winchester, Massachusetts United States
Beds: 5   Baths: 2.00   FT2: 3,033   Lot Size: 15,298   Lot Acres: 0.35   County: Middlesex   
Welcome to this newly renovated contemporary home, nestled in the highly sought-after West-side neighborhood with surprising space! This 3+ level home boasts 4-5 spacious bedrooms and 2 full stylish baths, this home offers versatile space for multiple home offices, in law/ au-pair space plus comfort...
25 Englewood Rd


25 Englewood Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,061   Lot Size: 6,521   Lot Acres: 0.15   County: Middlesex   
Exquisitely renovated down to the studs and close to completion w/ over 3,000 sq ft in a great neighborhood! The home offers 4 Bedrooms + Loft, 3 full and 2 half baths w/ designer tile, 6"wide hardwood floors on all 3 living levels. First floor has an open floor plan and great flow for entertaining....
7 Ardley Road


7 Ardley Road - Winchester, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,143   Lot Size: 14,580   Lot Acres: 0.33   County: Middlesex   
Uniquely charming and beautifully landscaped four bedroom Colonial on an oversized lot sited in a cul-de-sac neighborhood. Originally built in 1939, it was vastly expanded in 1998, by the current owners, to the current floor plan in a renovation that also preserved architectural details of the origi...
280 High Street


280 High Street - Winchester, Massachusetts United States
Beds: 6   Baths: 5.00   FT2: 6,259   Lot Size: 36,095   Lot Acres: 0.83   County: Middlesex   
Winchester Estate on Lexington line with your choice of Schools! This Mediterranean inspired home provides the ultimate in large,private,charming space!15 rooms on three living levels.Generous rooms throughout.2 car attached garage with lots of outdoor parking.Large,well appointed 2-tier kitchen ide...
6 Cambridge Street


6 Cambridge Street - Winchester, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 4,925   Lot Size: 20,007   Lot Acres: 0.46   County: Middlesex   
Nestled on Myopia Hill, close to the Winchester Country Club this grand colonial is unparalleled and is an entertainer's dream! Its unique design with large scale rooms caters to both family gatherings and lavish parties. The sun-drenched Great Room, boasting 16ft cathedral ceilings, majestic window...
5 Girard Rd


5 Girard Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 4.00   FT2: 5,721   Lot Size: 18,526   Lot Acres: 0.43   County: Middlesex   
Experience the pinnacle of refined living at 5 Girard Road, a custom built Contemporary Colonial in Winchester, MA. This captivating home boasts 4 bedrooms and 4 bathrooms. Tasteful architecture and custom woodwork create a timeless and sophisticated ambiance, complemented by an abundance of natural...
17 Swan Rd


17 Swan Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 4.50   FT2: 4,333   Lot Size: 16,365   Lot Acres: 0.38   County: Middlesex   
Magnificent home w/ over 4,300 sqft of luxurious living space, 4 BD ( 2 w/ ensuite BA) & 5 BA. Whether you seek relaxation, elegant entertaining, or fun-filled gatherings, it is perfect balance of comfort & style. Spacious, sunlit living area w/ hardwood floors throughout. LR w/ FP & built-in bookca...
10 Briarwood Ln


10 Briarwood Ln - Winchester, Massachusetts United States
Beds: 6   Baths: 5.50   FT2: 5,171   Lot Size: 10,359   Lot Acres: 0.24   County: Middlesex   
Experience the perfect blend of nature and luxury in this custom-built Colonial! Private home with a resort like backyard abuts Brooks Parkhurst Town Forest. This stunning 6-bedroom home offers a dramatic layout and design that's sure to impress. A elegant & captivating buttress staircase greets you...
50 Winford Way


50 Winford Way - Winchester, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 4,270   Lot Size: 10,019   Lot Acres: 0.23   County: Middlesex   
Nearing completion! Discover all this gorgeous new construction home in top East Side location will offer! Take advantage of this rare opportunity to help select finishes & create the home of your dreams, with a flexible open floor plan offering plenty of space for whatever layout you desire! First ...
9 Brooks Street


9 Brooks Street - Winchester, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 4,278   Lot Size: 15,176   Lot Acres: 0.35   County: Middlesex   
Stunning home in wonderful Brooks neighborhood convenient to Commuter Rail, town center, walking trails and Fells. All living space is above grade with huge potential to finish basement as your heart desires. Kitchen, bathrooms RENOVATED by current owners with attention to details. You'll love how...
20 Bellevue Avenue


20 Bellevue Avenue - Winchester, Massachusetts United States
Beds: 6   Baths: 6.50   FT2: 6,300   Lot Size: 10,001   Lot Acres: 0.23   County: Middlesex   
NEARING COMPLETION! This spacious 6 bed, 6.5 bath home by a top local builder has it all! With over 6,300sf of living space you won't want to miss this stunning home. The kitchen is a chefs dream w/ double islands w/ 2 sinks, island seating, quartz countertops, high-end WOLF/ SUB-ZERO appliances, &...
276 High Street


276 High Street - Winchester, Massachusetts United States
Beds: 5   Baths: 3.50   FT2: 6,595   Lot Size: 19,998   Lot Acres: 0.46   County: Middlesex   
This fabulous house is in a beautiful and unique location, perched on a small hill with a secluded half-acre lot in a very quiet cul-de-sac area near the Winchester/Lexington line, far away from any road traffic and offering excellent privacy. There are 4 floors of living space containing 5 bedroom...
14 Nassau Drive


14 Nassau Drive - Winchester, Massachusetts United States
Beds: 6   Baths: 5.50   FT2: 6,968   Lot Size: 18,637   Lot Acres: 0.43   County: Middlesex   
Absolutely stunning custom-built 6-bedroom house on a large and tranquil lot. 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...
16 Ardley Place


16 Ardley Place - Winchester, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 4,324   Lot Size: 20,064   Lot Acres: 0.46   County: Middlesex   
New! A carefully crafted Colonial that has an original birthdate in 1938 is transformed with new construction with all the 2024 amenities you are looking for. A location at the end of a cul de sac is a private hilltop retreat around the corner from the soon to be new Lynch Elementary School under co...
39 Everett Ave


39 Everett Ave - Winchester, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 4,700   Lot Size: 13,000   Lot Acres: 0.30   County: Middlesex   
Brand New Construction! Home will have roughly 4700 sq ft of finished space on 3 levels. 5 bedrooms and 4.5 baths with an attached 2 car garage.
50 Lorena Road


50 Lorena Road - Winchester, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 7,242   Lot Size: 15,425   Lot Acres: 0.35   County: Middlesex   
Stunning cedar shingle and stone Craftsman home nestled in the sought-after East Hill neighborhood. As you step inside, you are greeted by an elegant foyer leading to a chef's kitchen with center island, pantry, granite counters, SS appliances and a sun-filled dining area.The kitchen seamlessly flow...
64 Wildwood St


64 Wildwood St - Winchester, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 4,850   Lot Size: 10,646   Lot Acres: 0.24   County: Middlesex   
Nestled in timeless charm, this home is being exquisitely restored. A five-bedroom 20th-century brick colonial awaits its next chapter. Situated in Winchester's "Flats Neighborhood" & boasting beautifully refinished hardwood floors throughout, nine foot ceilings, every detail will be meticulously at...
59 Bacon


59 Bacon - Winchester, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 5,981   Lot Size: 14,079   Lot Acres: 0.32   County: Middlesex   
Your dream home in the perfect location awaits! This brand-new construction residence has an unparalleled blend of luxury, convenience & comfort. Be a part of the Ginn/Rangeley/Central community, close to the vibrant town center, schools & train. The stunning open floor plan offers a high-end kitche...
20 Amberwood Dr


20 Amberwood Dr - Winchester, Massachusetts United States
Beds: 6   Baths: 7.00   FT2: 8,866   Lot Size: 23,274   Lot Acres: 0.53   County: Middlesex   
Stunning 8800 sq ft brand-new contemporary in one of Winchester's favorite neighborhoods. A gracious foyer w/ high ceiling welcomes you to this elegant home loaded with natural light and architectural detail. Custom features include a gourmet eat-in kitchen w/ granite countertops, high-end appliance...
3 Myopia Road


3 Myopia Road - Winchester, Massachusetts United States
Beds: 7   Baths: 8.50   FT2: 10,146   Lot Size: 20,752   Lot Acres: 0.48   County: Middlesex   
Unparalleled masterpiece nestled on prestigious Myopia Hill, just 7 miles from Boston! With its awe inspiring architecture and exquisite design this majestic home is sure to captivate you! From the grandeur of the facade, to the breathtaking all new interior set on meticulously manicured grounds w/ ...