Homes For Sale In Winchester - Boston, MA
Results 1 - 29 of 29
25 Hemingway St
- Winchester, Massachusetts United States
Beds: 3 Baths: 2.00 FT2: 1,890 Lot Size: 6,564 Lot Acres: 0.15 County: Middlesex
Beds: 3 Baths: 2.00 FT2: 1,890 Lot Size: 6,564 Lot Acres: 0.15 County: Middlesex
Discover the potential of this charming and well-maintained 2-story Cape-style home, offering both comfort and privacy in a highly desirable Winchester location. Conveniently situated near a public elementary school, public transportation, healthcare services, and a variety of dining options, this h...
89 Mystic Valley Parkway, Apt 89
- Winchester, Massachusetts United States
Beds: 5 Baths: 2.50 FT2: 3,220 Lot Size: 12,196 Lot Acres: 0.28 County: Middlesex
Beds: 5 Baths: 2.50 FT2: 3,220 Lot Size: 12,196 Lot Acres: 0.28 County: Middlesex
Price Adjustment to Assessed Value!!Victorian townhome condo with a single-family feel in fabulous downtown location! Ideally situated in close proximity to trains, schools, restaurants & everything Winchester Center has to offer! Front porch welcomes you into this lovingly cared for home blending o...
6 Governors Avenue
- Winchester, Massachusetts United States
Beds: 3 Baths: 1.50 FT2: 1,883 Lot Size: 7,488 Lot Acres: 0.17 County: Middlesex
Beds: 3 Baths: 1.50 FT2: 1,883 Lot Size: 7,488 Lot Acres: 0.17 County: Middlesex
Welcome to this impeccably maintained & beautifully updated Colonial on large lot near the town center. This home blends charm w/ modern convenience, featuring 3 spacious bedrooms & 1.5 baths w/ a great floor plan. The first level features a sun-drenched living room that flows into an inviting dinin...
37 Tufts Road
- Winchester, Massachusetts United States
Beds: 4 Baths: 2.50 FT2: 1,969 Lot Size: 10,546 Lot Acres: 0.24 County: Middlesex
Beds: 4 Baths: 2.50 FT2: 1,969 Lot Size: 10,546 Lot Acres: 0.24 County: Middlesex
Beautifully renovated home with open concept main living area including elegantly updated kitchen with quartz countertops, professional grade range and wine refrigerator. Primary suite includes cathedral ceilings and oversized (8' high) sliders opening up to private balcony with views of Leonard Pon...
28 Thornberry Road
- Winchester, Massachusetts United States
Beds: 4 Baths: 2.00 FT2: 2,245 Lot Size: 15,002 Lot Acres: 0.34 County: Middlesex
Beds: 4 Baths: 2.00 FT2: 2,245 Lot Size: 15,002 Lot Acres: 0.34 County: Middlesex
Welcome to 28 Thornberry! Located in the highly sought-after West Side. Situated on .34 acres, this home has been fully remodeled and is ready for its new owner. The home features four bedrooms plus a bonus room that works perfectly as an office or exercise room, and two full bathrooms. Since the ho...
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
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...
78 Middlesex Street
- Winchester, Massachusetts United States
Beds: 3 Baths: 2.50 FT2: 2,650 Lot Size: 3,864 Lot Acres: 0.09 County: Middlesex
Beds: 3 Baths: 2.50 FT2: 2,650 Lot Size: 3,864 Lot Acres: 0.09 County: Middlesex
Amazing transformation of a Classic Colonial carefully reimagined for today's busy lifestyle. Living room with gas fireplace opens to the family room, oversized hi-end kitchen with island, stainless & granite, dining room with sliders to the yard with a stone patio for outside entertaining, a mud ro...
31 Girard Road
- Winchester, Massachusetts United States
Beds: 4 Baths: 2.50 FT2: 3,158 Lot Size: 23,949 Lot Acres: 0.55 County: Middlesex
Beds: 4 Baths: 2.50 FT2: 3,158 Lot Size: 23,949 Lot Acres: 0.55 County: Middlesex
Welcome to 31 Girard Road, a lovely colonial gracefully positioned on a prominent corner lot in the Vinson Owen School district! As you step inside, you'll pass an exquisite curved staircase on your way to the front-to-back living room with custom built-ins. The heart of the home is the open kitchen...
40 Foxcroft Rd
- Winchester, Massachusetts United States
Beds: 3 Baths: 2.50 FT2: 2,000 Lot Size: 14,431 Lot Acres: 0.33 County: Middlesex
Beds: 3 Baths: 2.50 FT2: 2,000 Lot Size: 14,431 Lot Acres: 0.33 County: Middlesex
Garrison Colonial nestled in the highly desirable Flats neighborhood of Winchester! This 3-bedroom, 2.5-bath home offers plenty of potential, with additional space in the walk-up attic and a large backyard. Classic brick fireplaces in first floor living room and in basement. With the existing 2,000 ...
10 Marshall Rd
- Winchester, Massachusetts United States
Beds: 5 Baths: 3.50 FT2: 3,376 Lot Size: 11,073 Lot Acres: 0.25 County: Middlesex
Beds: 5 Baths: 3.50 FT2: 3,376 Lot Size: 11,073 Lot Acres: 0.25 County: Middlesex
Fully renovated in 2012,this charming colonial is nestled on a side street near Winchester Center, both train stations and local schools.Step into a welcoming ,traditional foyer that leads to the living room, complete with custom built-ins, a cozy fireplace and French doors opening to a sunroom bat...
189 Mystic Valley Pkwy
- Winchester, Massachusetts United States
Beds: 6 Baths: 2.50 FT2: 3,543 Lot Size: 8,011 Lot Acres: 0.18 County: Middlesex
Beds: 6 Baths: 2.50 FT2: 3,543 Lot Size: 8,011 Lot Acres: 0.18 County: Middlesex
Nestled in a coveted location just moments from the heart of downtown Winchester, the stunning Barstow House boasts a unique Mansard roof & timeless colonial architecture. This historic gem features a versatile floorplan designed for modern living while preserving its classic charm. The first level ...
11 Plymouth Road
- Winchester, Massachusetts United States
Beds: 4 Baths: 3.50 FT2: 3,611 Lot Size: 25,835 Lot Acres: 0.59 County: Middlesex
Beds: 4 Baths: 3.50 FT2: 3,611 Lot Size: 25,835 Lot Acres: 0.59 County: Middlesex
NEW PRICE! Magnificent Brick Colonial, perfectly situated at the end of a quite dead-end street, abutting conservation that offers unmatched privacy and tranquility. The gorgeous, spacious foyer leads into the beautiful front to back living room with a warm and inviting fireplace. The well-appointe...
9 S Gateway
- Winchester, Massachusetts United States
Beds: 5 Baths: 3.50 FT2: 3,450 Lot Size: 10,132 Lot Acres: 0.23 County: Middlesex
Beds: 5 Baths: 3.50 FT2: 3,450 Lot Size: 10,132 Lot Acres: 0.23 County: Middlesex
Completely renovated colonial style home on a quiet cul-de-sac within walking distance to downtown Winchester! This home features 5 bedrooms, 3.5 bathrooms and an attached 2 car garage. The first floor offers kitchen, dining, living room and den/study. The flexible first floor also has a bedroom ...
18 Dix Street
- Winchester, Massachusetts United States
Beds: 4 Baths: 2.50 FT2: 3,048 Lot Size: 13,713 Lot Acres: 0.31 County: Middlesex
Beds: 4 Baths: 2.50 FT2: 3,048 Lot Size: 13,713 Lot Acres: 0.31 County: Middlesex
Elegant and timeless, this beautifully renovated colonial in the heart of Winchester Center offers the perfect blend of classic design and modern luxury. With a high-end chef's kitchen featuring an oversized island, the home's open floor plan seamlessly connects to a spacious family room and dining ...
58 Wedgemere Avenue
- Winchester, Massachusetts United States
Beds: 5 Baths: 2.50 FT2: 3,008 Lot Size: 14,488 Lot Acres: 0.33 County: Middlesex
Beds: 5 Baths: 2.50 FT2: 3,008 Lot Size: 14,488 Lot Acres: 0.33 County: Middlesex
Welcome to this stunning English Tudor with incredible curb appeal situated on desirable Wedgemere Avenue! Nestled on a lush oversized lot with gorgeous flowering trees & perennial gardens; this enchanting home has been lovingly maintained & nicely updated inside and out. The first level features a ...
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
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, home faces south for abundance of natur...
92 Hillcrest Pkwy
- Winchester, Massachusetts United States
Beds: 5 Baths: 4.50 FT2: 4,048 Lot Size: 11,474 Lot Acres: 0.26 County: Middlesex
Beds: 5 Baths: 4.50 FT2: 4,048 Lot Size: 11,474 Lot Acres: 0.26 County: Middlesex
This exquisite, custom-built home from local master builder boasts a grand two-story foyer, a spacious chef's kitchen seamlessly flows into a vaulted ceiling family room, & an open concept living room & dining room perfect for entertaining. Upstairs, discover a luxurious primary bedroom suite w/expa...
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
Beds: 5 Baths: 4.50 FT2: 4,270 Lot Size: 10,019 Lot Acres: 0.23 County: Middlesex
Stunning new construction! Energy star rated, high efficiency 5 bed 4.5 bath home perfectly situated in a prime East Side location! The first floor welcomes you w/ an open, airy layout, featuring a stylish mudroom, pantry, bath & home office. The gourmet, high-end kitchen flows seamlessly into the l...
18 Middlesex St
- Winchester, Massachusetts United States
Beds: 4 Baths: 4.50 FT2: 5,233 Lot Size: 10,812 Lot Acres: 0.25 County: Middlesex
Beds: 4 Baths: 4.50 FT2: 5,233 Lot Size: 10,812 Lot Acres: 0.25 County: Middlesex
European inspired and masterfully crafted, showcases sophisticated design and top-of-the-line systems. A well appointed floor plan awaits with grand scale rooms and elegant detail. Enter through the magnificent foyer, featuring a beautiful curved staircase that leads into the formal living room and ...
15 Churchill Road
- Winchester, Massachusetts United States
Beds: 4 Baths: 4.50 FT2: 5,501 Lot Size: 20,023 Lot Acres: 0.46 County: Middlesex
Beds: 4 Baths: 4.50 FT2: 5,501 Lot Size: 20,023 Lot Acres: 0.46 County: Middlesex
Indulge in modern luxury with this 2024 masterpiece, set on a double 1/2 acre lot. This 4 bedroom, 4.5-bathroom home seamlessly blends chic style with an abundance of functional space. The architectural design is dramatic, showcasing soaring ceilings, a stunning contemporary fireplace, state of the ...
31 Lawson Rd
- Winchester, Massachusetts United States
Beds: 4 Baths: 3.50 FT2: 5,218 Lot Size: 10,485 Lot Acres: 0.24 County: Middlesex
Beds: 4 Baths: 3.50 FT2: 5,218 Lot Size: 10,485 Lot Acres: 0.24 County: Middlesex
Welcome to this gracious Colonial, seamlessly blending traditional charm with modern amenities, perfect for today's lifestyle. Located in one of Winchester's most desirable neighborhoods, you'll enjoy easy access to top-rated schools, the commuter rail, and downtown. This home showcases deep molding...
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
Beds: 5 Baths: 4.50 FT2: 4,324 Lot Size: 20,064 Lot Acres: 0.46 County: Middlesex
Beautiful & magnificent, this colonial single family offers a perfect blend of timeless elegance and contemporary amenities. Situated at the end of a serene cul-de-sac & private hilltop oasis just minutes from the new Lynch Elementary School opening in 2025. Enjoy proximity to Horn Pond recreation a...
14 Nassau Dr.
- Winchester, Massachusetts United States
Beds: 6 Baths: 5.50 FT2: 6,968 Lot Size: 18,637 Lot Acres: 0.43 County: Middlesex
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...
8 Chestnut St
- Winchester, Massachusetts United States
Beds: 5 Baths: 4.50 FT2: 5,366 Lot Size: 16,335 Lot Acres: 0.38 County: Middlesex
Beds: 5 Baths: 4.50 FT2: 5,366 Lot Size: 16,335 Lot Acres: 0.38 County: Middlesex
This iconic vintage farmhouse seamlessly blends historic charm with modern luxury. Spanning over 5,366 sq. ft., this home has been completely renovated and thoughtfully expanded for today's lifestyle. Featuring 5 bedrooms, 4 full and 2 half baths, every inch exudes elegance and comfort. The designer...
2 Chestnut St
- Winchester, Massachusetts United States
Beds: 5 Baths: 5.00 FT2: 5,500 Lot Size: 11,090 Lot Acres: 0.25 County: Middlesex
Beds: 5 Baths: 5.00 FT2: 5,500 Lot Size: 11,090 Lot Acres: 0.25 County: Middlesex
This spacious 5-bed, 5 bath home is located just outside the heart of downtown. In one of Winchester's most sought-after locations, this unique opportunity is scheduled for completion in July 2025. Construction begins in November, offering the rare opportunity for buyers to personalize finishes and...
6 Lakeview Road
- Winchester, Massachusetts United States
Beds: 5 Baths: 4.50 FT2: 5,768 Lot Size: 11,578 Lot Acres: 0.27 County: Middlesex
Beds: 5 Baths: 4.50 FT2: 5,768 Lot Size: 11,578 Lot Acres: 0.27 County: Middlesex
Experience the epitome of luxury living in this exceptional, high-end renovation of a breathtaking Winchester gem, located in one of the town's most coveted neighborhoods. Enjoy stunning lake views from numerous rooms & the expansive 1000SF deck! Reconstructed and designed by RENEW, a company commit...
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
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...
27 Everett Ave
- Winchester, Massachusetts United States
Beds: 5 Baths: 5.50 FT2: 7,431 Lot Size: 28,027 Lot Acres: 0.64 County: Middlesex
Beds: 5 Baths: 5.50 FT2: 7,431 Lot Size: 28,027 Lot Acres: 0.64 County: Middlesex
One of the most notable and distinguished homes on Everett Avenue, with preeminent siting on more than half an acre. Designed by famous architect Robert Coit, this residence combines the magnificence of early 1900s architecture with today's modern amenities. Completely renovated in 2023/2024, this r...
54 Johnson Road
- Winchester, Massachusetts United States
Beds: 7 Baths: 7.50 FT2: 7,982 Lot Size: 20,016 Lot Acres: 0.46 County: Middlesex
Beds: 7 Baths: 7.50 FT2: 7,982 Lot Size: 20,016 Lot Acres: 0.46 County: Middlesex
Step into this stunning, newly constructed home that redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends beauty w/ ease of living. The 8' arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom r...