Homes For Sale In Winchester - Boston, MA

Results 1 - 30 of 30
44 Clark St

$525,000

44 Clark St - Winchester, Massachusetts United States
Beds: 2   Baths: 1.00   FT2: 1,010   Lot Size: 6,190   Lot Acres: 0.14   County: Middlesex   
A true 'Diamond in the Rough'! This 2 bedroom colonial is perfect for a contractor or the handyman in you. Although it needs major renovations, it offers an excellent opportunity to rehab or rebuild and get your foot in the door in Winchester! First floor has an enclosed front porch leading into th...
21 Forest St

$675,000

21 Forest St - Winchester, Massachusetts United States
Beds: 3   Baths: 1.00   FT2: 1,120   Lot Size: 6,499   Lot Acres: 0.15   County: Middlesex   
Location, Location describes this Charming Single Family Winchester Colonial. 7 Rooms, 3 Bedrooms, 1 Bath, access to the Attic through third bedroom pull down ladder, along with an additional Sun Room off the First Floor living room. Beautifully landscaped corner lot. Access to Tri-Community Greenw...
35 Grove Pl
New

$699,000

35 Grove Pl - Winchester, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,442   Lot Size: 7,022   Lot Acres: 0.16   County: Middlesex   
Welcoming and charming Garrison style home located on a cul-de-sac in desirable Winchester! This quaint home has been well maintained and updated with all the modern conveniences of today including central AC. Enter into a cozy living room featuring gorgeous hardwood floors throughout. Just off the ...
43 Oak St
New

$719,000

43 Oak St - Winchester, Massachusetts United States
Beds: 3   Baths: 2.00   FT2: 1,966   Lot Size: 7,357   Lot Acres: 0.17   County: Middlesex   
Open Houses Sat and Sun 12-2.This sunny Cape offers a flexible floor plan with two full bathrooms, 3 bedrooms, and an office/den. An adorable mud room leads to an open kitchen with brand-new cabinets, quartz countertops and recent stainless appliances. Current owners have replaced the roof, installe...
21 Nelson Street

$799,900

21 Nelson Street - Winchester, Massachusetts United States
Beds: 3   Baths: 1.50   FT2: 1,294   Lot Size: 4,504   Lot Acres: 0.10   County: Middlesex   
Move right into this adorable 3 bedroom,1.5 bath home perfectly sited on a spacious lot close to town w/ an oversized deck and private level rear yard with many perennial plantings and sweet garden areas. Enter from the inviting front porch into the bright and cheery foyer w/open concept living room...
87 Harvard St

$829,000

87 Harvard St - Winchester, Massachusetts United States
Beds: 3   Baths: 3.50   FT2: 2,280   Lot Size: 4,200   Lot Acres: 0.10   County: Middlesex   
Stylish and spacious, townhouse near Winchester Center. Completely renovated within the last 5 years with chic amenities including stunning hardwood floors. The open concept first floor includes a gas fireplace, high ceilings, crown moulding. The second floor boasts 2 generous bedrooms, with full ba...
4 Palmer St, Apt 4
New

$849,000

4 Palmer St, Apt 4 - Winchester, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 2,591   Lot Size: 10,454   Lot Acres: 0.24   County: Middlesex   
Welcome to this lovely 3 bedroom townhouse near Winchester Center and The Flats. This spacious home lives and feels like a single with private fenced-in landscaped garden area, private entrance and plenty of parking. This home features a sparkling newly updated kitchen with quartz counters and all n...
35 Grayson Rd
New

$869,000

35 Grayson Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 1.50   FT2: 2,289   Lot Size: 7,967   Lot Acres: 0.18   County: Middlesex   
Enjoy all of Winchester with this lovely 4bedroom, 1.5bath Colonial style home close to everything. Leonard Field is directly at the end of the street, Fells reservation with over 100 miles of mixed-use trails is one block away and the town center is just one mile away allowing you take part in shop...
58 Loring Ave

$999,000

58 Loring Ave - Winchester, Massachusetts United States
Beds: 4   Baths: 2.00   FT2: 1,674   Lot Size: 9,901   Lot Acres: 0.23   County: Middlesex   
Lovingly maintained colonial, 2004 renovation, situated on an oversized fenced in lot in a great location! An open airy first floor with hardwood floors, high ceilings with welcoming foyer, formal dining room with built-ins, upgraded kitchen, spacious living room, full bathroom and a lovely sunroom...
205 Mystic Valley Parkway
New

$1,195,000

205 Mystic Valley Parkway - Winchester, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 2,762   Lot Size: 4,330   Lot Acres: 0.10   County: Middlesex   
Lovely 4 bedroom, 2.5 bath, Colonial Revival home, with loads of period detail and charm, within a short walk of Winchester Town Center. This 4 level home offers lots of great living space, including a bonus playroom in the basement. Beautiful crown molding and hardwood floors are throughout this h...
21 Squire Rd

$1,199,000

21 Squire Rd - Winchester, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 2,453   Lot Size: 21,039   Lot Acres: 0.48   County: Middlesex   
Sun bathed single family in Winchester Estates area w/versatile and open floor plan. Large windows throughout provide panoramic views of beautifully landscaped front, side and back yards. En suite master bedroom w/custom-built wall cabinets/closet and sliders to deck connecting to sunroom is ideal ...
6 Pocahontas Dr

$1,199,000

6 Pocahontas Dr - Winchester, Massachusetts United States
Beds: 3   Baths: 2.50   FT2: 1,916   Lot Size: 19,066   Lot Acres: 0.44   County: Middlesex   
A great home in an exceptional neighborhood situated on one of the best lots around. The yard is perfect for entertaining and enjoying the lush greenery. This 3 bedroom 2.5 bath home offers so much.The living room, kitchen and dining room flow perfectly on the first floor. A brand new deck completed...
14 Taft Drive

$1,225,000

14 Taft Drive - Winchester, Massachusetts United States
Beds: 3   Baths: 2.00   FT2: 2,779   Lot Size: 20,164   Lot Acres: 0.46   County: Middlesex   
Welcome to this charming ranch with such curb appeal in a desirable Westside Ambrose School neighborhood. Enjoy one floor living with a pretty fireplace living room upon entering from front door. Dining area opens up to family room with built in bookcases. French doors open up to a deck overlooking...
24 Chesterford Rd

$1,289,000

24 Chesterford Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 3.00   FT2: 2,642   Lot Size: 15,420   Lot Acres: 0.35   County: Middlesex   
Welcome home to this charming Alfred Eliot English Tudor! Enjoy the scenic view and convenience of both Winter and Horn Pond. Meticulously maintained, with a mix of preserving the integrity of the era while featuring many updates for modern living.The sunny living room boasts hardwood floors, fields...
7 Mayflower Road
New

$1,299,000

7 Mayflower Road - Winchester, Massachusetts United States
Beds: 4   Baths: 3.00   FT2: 2,562   Lot Size: 22,442   Lot Acres: 0.52   County: Middlesex   
Top Westside location ! This home has been loved and cared for the last 50 years by its present owner. Mayflower Road is a dead end street so traffic belongs to residents. Sitting on a lovely half acre lot, the property boasts Nine Rooms, Four Bedrooms (4TH on lower level, perfect for Nannie), and ...
8 Blossom Hill Road
New

$1,499,000

8 Blossom Hill Road - Winchester, Massachusetts United States
Beds: 4   Baths: 4.00   FT2: 3,432   Lot Size: 10,032   Lot Acres: 0.23   County: Middlesex   
Home sweet home in one of Winchester's best locations! 3500 sq ft, 4 beds, 4 baths, 4 fireplaces with a well landscaped yard and a waterfall! Desirable open living concept features a spacious kitchen filled with custom cabinets and SS appliances, leading to a family room with a gas fireplace, cathed...
146 Ridge St

$1,599,000

146 Ridge St - Winchester, Massachusetts United States
Beds: 5   Baths: 4.50   FT2: 4,226   Lot Size: 17,280   Lot Acres: 0.40   County: Middlesex   
Best value in Winchester!!!Must see this 2012 renovation/expansion! Move right in to this thoughtfully designed West Side colonial with 4/5 bedrooms close to Vinson Owen school. The home offers large flowing rooms, high ceilings and a floor plan that will meet your every need! Living room & dining...
254 Main St

$1,639,000

254 Main St - Winchester, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 3,755   Lot Size: 11,770   Lot Acres: 0.27   County: Middlesex   
This updated and remodeled Colonial is ideally located near the heart of Winchester, convenient to schools, restaurants, shopping, parks, commuter rail, Fells Reservation and Mystic Lakes! Featuring 4 spacious bedrooms & 2 full and one half baths, the open concept chef's kitchen and expansive Great ...
139 Washington St

$1,649,000

139 Washington St - Winchester, Massachusetts United States
Beds: 4   Baths: 3.50   FT2: 3,300   Lot Size: 6,909   Lot Acres: 0.16   County: Middlesex   
Beautiful full renovation and redesign of an original Queen Anne Victorian-right in the center of downtown Winchester! This home has a wonderful combination of original character and modern style. The first floor boasts a spacious foyer, living room with original pocket doors and newly added frenc...
44 Glen Road

$1,675,000

44 Glen Road - Winchester, Massachusetts United States
Beds: 5   Baths: 2.50   FT2: 3,861   Lot Size: 15,000   Lot Acres: 0.34   County: Middlesex   
Welcome to 44 Glen Road - where old meets new with stunning results! Updated eleven room Antique Colonial fashioned for today's comfortable living. Beautifully renovated chef's kitchen with large, granite center island. A bonus breakfast area with fireplace and large dining room make the 'heart of t...
22 Ginn Rd

$1,699,000

22 Ginn Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 2.50   FT2: 3,512   Lot Size: 10,585   Lot Acres: 0.24   County: Middlesex   
OPEN HOUSE Sunday 5/16 12:30-2 This unique home in TOP location, is perfectly sited on a gorgeous, beautifully landscaped lot set between Ginn Road and Rangeley Estates with access to both downtown neighborhoods! This quality built 3 level home is constructed mainly of brick and offers unique marb...
33 Mccall Rd
New

$1,795,000

33 Mccall Rd - Winchester, Massachusetts United States
Beds: 4   Baths: 2.00   FT2: 3,109   Lot Size: 20,003   Lot Acres: 0.46   County: Middlesex   
A rare offering in a beautiful setting- welcome to 33 McCall Road! This extraordinary mid century modern property is a perfect combination of updates, smart home technology and location. Situated in the heart of Myopia Hill, this home features a renovated kitchen with high end Miele appliances, Subz...
7 Samoset Rd

$1,899,000

7 Samoset Rd - Winchester, Massachusetts United States
Beds: 6   Baths: 3.50   FT2: 3,980   Lot Size: 12,689   Lot Acres: 0.29   County: Middlesex   
Pristine Colonial in desirable Ambrose School district! This impressively spacious home boasts six bedrooms with three full and one half bath. Welcome into a grand entrance leading to the formal dining room with tray ceiling and hardwood floors. The recently updated kitchen includes stainless steel...
12 Mount Pleasant Street, Apt 12

$1,899,000

12 Mount Pleasant Street, Apt 12 - Winchester, Massachusetts United States
Beds: 6   Baths: 3.50   FT2: 4,782   Lot Size: 9,000   Lot Acres: 0.21   County: Middlesex   
AMAZING VALUE! Must see this spectacular home with carriage house completely renovated & restored inside and out! This spacious home offers a prime downtown location with 4 floors of space featuring 5+bedrooms, 3.5 baths complete with private ELEVATOR! This recently renovated custom designed town ho...
15 Grove Street

$2,249,000

15 Grove Street - Winchester, Massachusetts United States
Beds: 6   Baths: 3.50   FT2: 5,403   Lot Size: 12,972   Lot Acres: 0.30   County: Middlesex   
This Majestic home close to town offers all the modern amenities you desire blended with old world detail and craftsmanship beyond compare. This stunning home was completely redesigned, expanded & renovated inside and out with high end systems & finishes and a offers a gracious flowing layout that l...
259 High Street

$2,299,000

259 High Street - Winchester, Massachusetts United States
Beds: 5   Baths: 3.50   FT2: 4,412   Lot Size: 21,153   Lot Acres: 0.49   County: Middlesex   
This Custom built home is one of a kind! The moment you enter this wonderful property, you will want to call it your forever home! Sited on one of the most beautiful lots in town, w/ hand selected mature plantings, new Ipe deck and privacy galore! The elegant front entry foyer welcomes you and draws...
21 Laurel Hill Lane

$2,499,000

21 Laurel Hill Lane - Winchester, Massachusetts United States
Beds: 5   Baths: 5.00   FT2: 5,600   Lot Size: 12,933   Lot Acres: 0.30   County: Middlesex   
UNDER CONSTRUCTION~Must see this stunning 4/5 bedroom home with luxurious design & high end finishes. This custom home is spacious and inviting, offering a grand open floor plan ideal for entertaining and modern day family living. The kitchen will feature an 8' island with seating/ quartz countertop...
22 Mccall Road

$2,599,000

22 Mccall Road - Winchester, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 5,020   Lot Size: 32,770   Lot Acres: 0.75   County: Middlesex   
Newer construction, custom built shingle style home in top Myopia/ Winchester Country Club location! Designed for ease of living with direct entry garage into mudroom, 1/2 bath leading into sun-drenched kitchen/ family room spanning the rear of the home, oversized windows overlooking conservation & ...
15 Vinson Cir

$2,799,000

15 Vinson Cir - Winchester, Massachusetts United States
Beds: 5   Baths: 3.50   FT2: 4,511   Lot Size: 42,571   Lot Acres: 0.98   County: Middlesex   
For the first time in over 25 years presents the rare opportunity to acquire one of the most exclusive and private lots in Winchester. The 1 acre property sits on an immaculately manicured landscape. Laid out with a wide open floor plan, creating endless opportunity for any family. Floor to ceiling ...
28 Surrey Road

$2,850,000

28 Surrey Road - Winchester, Massachusetts United States
Beds: 5   Baths: 5.50   FT2: 5,763   Lot Size: 31,800   Lot Acres: 0.73   County: Middlesex   
Fabulous new construction opportunity awaits you in Winchester. Spectacular floorplan with 14 magnificent rooms, 5 bedrooms, 5 1/2 baths. Winchester luxury living encompassing choice materials and tasteful design by well known Master Builder from Winchester. Casual elegance with features such as bea...