Winchester MA Real Estate & Homes for Sale
65 Properties Found
The median home value in Winchester, MA is $892,450.
the county median home value of $454,300.
The national median home value is $185,800.
The average price of homes sold in Winchester, MA is $892,450.
Approximately 80.39% of Winchester homes are owned,
compared to 15.01% rented, while
4.6% are vacant.
Winchester real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you see a property you’re interested in, contact a Winchester real estate agent to arrange a tour today!
1 - 25 of 65 Properties Displayed
200 Swanton Street UNIT 534 Winchester, MA 01890
Cooperating BrokerCENTURY 21 COMMONWEALTH Giordana Fioravanti Smith
Rare Opportunity to Own in Winchester ~ Sun-filled Clean Move in Condition Studio at Parkview Condominium! Sought after 5th Floor Unit with Beautiful Skyline & Pond Views Elevator, Laundry in lower level,Storage & Swimming Pool Convenient to Town Center,Train, Shopping, Restaurants and all major routes! Showings begin Sunday at Open House 12-2pm!
200 Swanton Street UNIT 512 Winchester, MA 01890
Cooperating BrokerJ. MULKERIN REALTY Joanne Mulkerin
Don't Miss this immaculate 1 bedroom condominium at Parkview Condominiums on the 5th floor with gorgeous views from the balcony. Just painted throughout, new flooring in the livingroom and bedroom. Updated kitchen with new stove and microwave. Convenient location to public transportation, shopping and restaurants. Plenty of parking. Complex offers newly landscaped grounds in 2016, pool, laundry in lower level and storage. Showings start at Open House Sunday 12:30 to 2:00.
26 Charles Rd UNIT 26 Winchester, MA 01890
Cooperating BrokerCOLDWELL BANKER RESIDENTIAL BROKERAGE - ARLINGTON Marjie Fitzpatrick
Great opportunity to live in Winchester! Set back on the circle of a desirable child friendly cul-de-sac, this updated Townhouse is perfect for the first time home buyer, downsizer or investor. The first floor has a large living room & dining room open to an updated kitchen with granite counters. the 2nd level has a very large master bedroom, a good size 2nd bedroom, (both with large closets) & bathroom. The unfinished basement has room for ample storage or potential for future family room, washer & dryer. Freshly painted throughout with hardwood floors, lots of windows for great light, updated heating & hot water systems, a fenced yard with patio & driveway for 2 side by side parking. Low condo fees, desirable Winchester public school system, commuter rail to Boston & the shops & restaurants of vibrant Winchester Center make this a must see! *** Open house Sat 1 to 2:30pm, Sun 11 to 12:30pm (March 25th/26th)
30 Bellevue Avenue Winchester, MA 01890
Cooperating BrokerRE/MAX LEADING EDGE mamlspin
Winchester living on a quiet cul-de-sac in much sought after Muraco School District. This home offers new Anderson windows throughout, new paint inside, newer paint outside, new granite counters in kitchen, new stainless dishwasher, new stovetop, remodeled full bath, new carpet in finished lower level with cedar closet, new skylight in family room, new gutters, newer walkway and patio, deck replaced 4 years ago, partial new roof and more. Enjoy the large, private, wooded lot. A must see to appreciate.
121 Church St Winchester, MA 01890
Cooperating BrokerRE/MAX LEADING EDGE Nancy Pallotta
Live in the Flats, walk to Ambrose and town! One of Winchester's fabulous Grand Dames! This stunning home is an example of gorgeous architecture meeting high-end function. Beautifully renovated shingle-style Colonial Revival has large scale rooms, a cheerful large chefs kitchen with granite and stainless that flows into a sun-filled family room flanked by French doors to an amazing and sumptuously planted private fenced yard. Handsome fireplaces, hardwood floors and serene settings grace large formal dining and living rooms. Upstairs, five bedrooms offer plenty of room and a huge media room could easily convert to a master suite, au-pair or in-law suite. Theres even a charming loft! Basement playroom and a large back yard oasis with a huge raised stone patio makes a perfect outdoor living room. A two-car garage completes the picture, all on a much loved main street in the ever-desirable Flats. Incredibly charming details everywhere in a coveted walk to town locale.
21 Warren St Winchester, MA 01890
Cooperating BrokerRE/MAX LEADING EDGE Dani Fleming's MAPropertiesOnline T
Stunning design and curb appeal define this majestic home perfectly sited in the most desirable area of Winchester, The Flats. Extensive custom millwork, crown molding, large windows, French doors, and marble lined, double-sided gas fireplaces are found throughout the formal living, dining, and family rooms. The stunning chefs kitchen features high end Thermador stainless steel appliances, granite countertops, a huge breakfast bar island, a tile backsplash with artistic details, stylish white cabinetry, and a wet bar. The master suite is spacious with transom windows to let in lots of natural light, a marble lined gas fireplace, deep crown molding, hardwood floors, two huge walk in closets and full bath with shower stall and spa tub. An au pair/teen suite is located on the third floor and the finished lower level could be a media room or whatever you desire. The home is wired with a Sonos sound system throughout the first floor. Walk to Winchester Center and the commuter rail. Wow!
1 Berkshire Drive Winchester, MA 01890
Cooperating BrokerRE/MAX LEADING EDGE Don Coughlin
Beautiful Multi-Level home built with traditional Colonial styling throughout in sought after West Side Vinson Owen school district! Interior Colonial custom details include: crown moldings, raised paneling, family and media room built-ins, leaded glass windows and fine traditional fireplace mantels. Granite/Cherry kitchen with oak floors, double sink, under counter lighting and more. A step down family room off of the kitchen creates the perfect flow and includes a half bath, a rear area mud/laundry room with direct access to the oversized two car garage and a further step down media and game room with both levels offering a walkout to the rear yard. On the second level you will find four generously sized bedrooms, including the beautiful MBR and newer family and master baths, both showcasing granite, tile and quality fixture renovations. Impeccable grounds and just a stone's throw from Whipple Hill nature preserve trailhead!
34 Fells Road Winchester, MA 01890
Cooperating BrokerCOLDWELL BANKER RESIDENTIAL BROKERAGE - WINCHESTER Seeme Moreira
Location, location, location! Expanded Cape in an exceptional neighborhood within steps of the Middlesex Fells Conservation area with 2500+ acres of hiking, biking & walking trails. Prepare to be charmed from the moment you walk up to the impressive front porch and see the entry-way addition and rebuilt staircase. This lovingly maintained home offers beautiful hardwood flrs, 2 fireplaces, central AC, fully applianced eat-in kitchen with radiant heat floors, 1st floor Master Suite, generous sized dining room & bedrooms, 1-car garage, & much more. Don't miss the lovely screened-in porch addition (2010) with skylights & low maintenance lpe decking (South American hardwood with 75+ years useful life). The spacious 2nd floor bedroom is perfect for sharing or can easily be divided into 2 bedrooms. The unfinished attic is a true bonus, offering great potential for expansion. Commuters' dream with easy access to Rt 93 or via commuter rail to North Station. Don't miss the OH Sat & Sun, 12-2 pm!
50 Robinhood Road Winchester, MA 01890
Cooperating BrokerREDFIN CORP. Nancy McLaughlin
Simply magnificent renovated colonial style home nestled between The Flats & The West Side of Winchester close to the Vinson Owen Elementary School! Spectacular detail & decor throughout each room & offering glamorous family living & entertaining. 1st fl features an exquisite design inspired custom kitchen (right off the pages of Architectural Digest) with sun splashed views of the expansive, private yard; smashing family room has gas fireplace & volume ceiling height; elegantly appointed dining room; formal living room with views of the side yard & study. 2nd fl offers 4 corner bedrooms (all with custom closets) including a large master, private bath and generous walk in closet. Amenities include 2 zone gas heat & central air; flush mounted speakers in kitchen& dining room & wired for exterior sound system; full height basement that can be finished to add additional living area; abundant storage; 2 car attached garage & so much more! This is the home you will never want to leave.
19 Pierrepont Rd Winchester, MA 01890
Cooperating BrokerWATERFIELD SOTHEBY'S INTERNATIONAL REALTY Anne Spry
Beautiful, Sun-filled Colonial home in East Hill area. Terrific first floor offers formal fireplace living room, dining room with built-ins, family room, french doors to office, newer eat-in kitchen with granite counters, stainless steel appliances, rich wood floors and half bath. Three generous size bedrooms on the second floor. Bonus third floor includes playroom and bedroom. Lovely backyard with deck & patio.
11 Middlesex Street Winchester, MA 01890
Cooperating BrokerPEABODY PROPERTIES, INC. Karen Fish Will
Open House will be Saturday April 1st between 12-2. Offers due by Monday April 3rd @ 12 pm. Email to agent with copy of deposit check and conditions including all disclosures. Please call 617-777-9046 for additional information.
200 Forest Winchester, MA 01890
Sunday, 3/26 12:00-2:00PM
Cooperating BrokerBOARDWALK REAL ESTATE Robert Rose
Appealing, well cared for older style Colonial with three levels of living. This charming home is situated on a fifteen thousand square foot corner lot, with a convenient circular driveway. The property offers a unique floor plan with a walk out lower level with in-law, teen or au-pair suite potential. This home is waiting for your personal touches and expansion ideas.
7 Graystone Circle UNIT 7 Winchester, MA 01890
Saturday, 3/25 11:00-1:00PM
Cooperating BrokerRE/MAX LEADING EDGE Hometown RE Group
Exquisite "Green" townhouse community! Welcome to 7 Graystone and be greeted by a two-level foyer, stunning hardwood floors, and a flexible layout. Eat-in-kitchen offers tons of storage and room for entertainment. Relish the bright and airy living room, complete with skylights, impressive built-ins, gas fireplace, and access to your own private deck. Luxuriate in the tremendous first floor master suite, including walk-in closet and marble bath with double vanity. On the second floor, enjoy comfort and relaxation in your carpeted loft space, with ample room for seating, entertainment, office space, and storage. A second master bedroom suite with walk-in closet, full bathroom with double vanity and tub round out this fabulous property. Unfinished basement with high ceilings offer huge potential and opportunity! Close proximity to bucolic Horn Pond Conservation Area, Whole Foods, and convenience to major highways. This is the sun-filled end unit you've been waiting for!
6 Fernway Winchester, MA 01890
Cooperating BrokerCL WATERFRONT PROPERTIES Carmela Laurella
Grand estate atop Myopia Hill. Steps to Boat & Country Clubs, handsome stone Tudor w/ slate roof features landscaped grounds & large backyard - ideal for families or entertaining. Gracious foyer steps down to formal living room w/ fireplace & adjacent sunroom. Den w/ custom built-ins & steps out to patio w/ Japanese garden. Elegant dining room w/ French doors opens to outdoor dining area underneath wisteria-covered pergola. Chef's kitchen & breakfast room was part of major addition. Family room w/ custom wet bar. Sprawling master suite boasts fireplace, 2 dressing rooms & en-suite bath w/ soaking tub & steam shower. 4 large bedrooms & 2 renovated baths complete upper level. Lower level w/ large media room, custom wet bar, catering kitchen, gym & storage. Customized 2 car garage. Beautiful landscaping w/ patio, custom lighting & irrigation. Newer windows, heating & cooling systems. Incredible light, detail & privacy in this meticulously kept home just a short drive from Boston.
32 Cambridge Street Winchester, MA 01890
Sunday, 3/26 12:00-1:00PM
Cooperating BrokerRE/MAX LEADING EDGE The Andersen Team
Looking to move to Winchester? This beautiful move in ready home, is the perfect fit for you! Come see this charming and spacious 4 bedroom, 2 full bath Ranch just a short drive to the highly acclaimed Ambrose Elementary School, Winchester Boat Club & Golf Course. Featuring hardwood floors throughout its spacious open concept layout on the main floor, a beautiful kitchen with recessed lighting, granite countertops and an incredible island, this home has a modern touch while still maintaining its exquisite original design. Offering a warm, inviting living room for relaxation by the fireplace and a large family room with soaring cathedral ceilings separated by stunning french doors, this home has the perfect design for intimate gatherings. With a finished basement containing an additional bedroom and bath perfect for in-laws or an au pair suite, two car garage, plenty of off-street parking and a beautiful deck and patio overlooking a peaceful backyard, this home truly has it all.
78 Dunster Lane Winchester, MA 01890
Saturday, 3/25 1:00-3:00PM
Cooperating BrokerCENTURY 21 COMMONWEALTH Elizabeth Darby
Do you want like-new and energy efficient? LOOK NO FURTHER! This beautifully expanded and renovated four bedroom home has a great layout and has been improved to reduce your monthly expenses. Solar panels, new roof, new windows and doors, added insulation by Mass Save, updated electric, NEST thermostat and smoke/CO system, backup generator and new lighting are just the beginning. Renovated kitchen with new cabinets, new appliances and great work layout opens to dining area with sliding doors to side patio. Front to back living room, family room and updated half bath complete the first floor. Upstairs is master suite that you've been dreaming of - with two large closets and a beautiful bathroom with double sinks; plus 3 more bedrooms with large closets and a renovated shared bath. Pride of ownership and attention to detail everywhere. Excellent corner lot in the newly rebuilt Vinson-Owen School District. Convenient to Rt 2, 128, Cambridge. Enjoy nearby Wright-Locke Farm and more
28 York Rd Winchester, MA 01890
Sunday, 3/26 12:00-1:30PM
Cooperating BrokerRE/MAX LEADING EDGE Kim Covino
~Welcome to 28 York Road~ A luxury custom built residence offering 5 bedrooms, 5.5 baths, with spectacular high end finishes and an open floor plan todays buyers desire. Expansive sun-drenched first floor boasting elegance, sophistication and style with high ceilings and oversized rooms. A chefs "dream kitchen" with 8 foot marble island, top of the line appliances & wine fridge/bar area! Adjacent family room with fireplace, formal dining room and living room all w/ direct access to a great rear patio and lovely level yard. Master suite is a dream come true with private sitting area/office, custom walk in closet, marble bath with soaking tub and beautiful custom shower, a true retreat! Lower level features a media room, entry mudroom with custom built ins, full bath and an oversized garage deep enough to potentially fit 3-4 cars. This home is a must see, move right in and enjoy! Ambrose elementary school.
27 Sheffield West Winchester, MA 01890
Cooperating BrokerCENTURY 21 COMMONWEALTH Lucille Murray
New-to-thei-Market -- One of Winchester's most desirable and prestigious locations. Absolutely Charming 11 Room Colonial Home - Custom Built by Charles Greco a World Famous Architect (See Firm Remarks). Meticulously maintained - on a generous 16,186 sq' corner lot - having four Bedrooms - four Baths - Sunroom - Family Room and Game Room, two car Garage - Storage Shed - Deck - large Patio w/lovely Arbors - large front yard and rear yard adjacent to Patio - professionally landscaped. Minutes to the Winchester Boat Club, Commuter Train Station, Winchester Center and Route 93 - just eight miles to Boston.
7 Conant Road UNIT 15 Winchester, MA 01890
Sunday, 3/26 1:30-2:30PM
Cooperating BrokerRE/MAX LEADING EDGE The Andersen Team
Feel right at home in this bright, spacious & beautifully maintained end unit townhouse in the sought after Willows! End units dont come along often, so dont miss this exciting opportunity! Featuring a renovated kitchen with Shelf Genie custom shelves & a large pantry, this kitchen offers plenty of space & storage. Dine in the formal dining room & be able to cozy up to a warm fire in the living room. In the warmer months, relax on either of the 2 balconies this unit has to offer. The 2nd floor showcases 2 bedrooms, 2 full baths, inclusive of the master with master bath, custom closets by design, room darkening shades & in-unit laundry. This unit also comes with a large storage room in the basement & garage. Enjoy all of the amenities the Willows has to offer, including a fitness room, common area & pool. Close proximity to the train, restaurants & shops of downtown Winchester & trails of the Fells & Horn Pond. Don't miss your chance to call this wonderful townhouse your home!
7 Wainwright Rd UNIT 78 Winchester, MA 01890
Cooperating BrokerJOE BEAN REAL ESTATE Joseph Bean
This beautiful, large (4,228 sf) 3 level townhouse located the "The Ledges" features a first floor master bedroom. Full bathrooms and bedrooms are located on all 3 levels. Open floor plan living room with walk out bay and dining room with wet bar. Expansive lower level entertainment/media room (37'5 x 19'8) features wet bar constructed by a boat builder and features brass from Grill 23 restaurant in Boston. Oak hardwood floors. First floor gas fireplace in family room and access to a private fenced in patio (36 x 18). Eat in cherry cabinet kitchen with corian counters, sub zero refrigerator and solarium. Solid wood doors. Central vacuum. Pool, clubhouse for parties and tennis courts. On site maintenance supervisor and administrator. 2 car attached garage with automatic door. 2nd floor heating system new in 2010. New 80 gallon gas hot water heater (AO SMITH) installed 2016.Convenient location 10 miles from Boston.
87 Sheridan Circle Winchester, MA 01890
Cooperating BrokerCOSTANTINO REALTY GROUP
This is the home you were waiting for! Gorgeous, spacious, completely remodeled home with 2,600 sq ft of living space on 3 floors. First-floor features enormous, high ceiling living room with gleaming hardwood floors. Updated kitchen has Bosch stainless steel appliances, marble counters, and ceramic tile floors leading to a large, formal dining room. 4 beautiful chandeliers will stay with new owner. The second-floor offers 4 spacious bedrooms. Master bedroom has private ceramic tile master bathroom. The third-floor has 4 bright rooms with 4 skylights which can be used as extra bedrooms, guest room, office, or additional storage space. Many updates including new architectural roof, recently paved driveway, newly laid stone patio, new fenced yard. Basement provides additional space for family room or home theater. Convenient location, 5 minutes walk to a gorgeous pond to enjoy nature and exercising, 1 mile to MBTA commuter rail station, Winchester downtown. Easy access to route 93
4 Ardley Road Winchester, MA 01890
Saturday, 3/25 12:00-2:00PM
Cooperating BrokerCOLDWELL BANKER RESIDENTIAL BROKERAGE - WINCHESTER Nancy O'Herron
Welcome to this beautiful Cape style home in the popular Horn Pond neighborhood! Originally built by Winchester's Alfred D. Elliott in 1949 and expanded by the current owners, the first floor open plan is perfect for today's active lifestyle. The gorgeous family room is open to the dining area, kitchen and deck which overlook the fenced back yard...perfect for enjoying that morning cup of coffee. With a full bath and bedroom on the first floor, it is convenient, easy living for house guests or extended family members. Make sure to see the lower level which has ample room for workshops and features a playroom with a wood burning fireplace and original, knotty pine walls in wonderful condition. Within walking distance to the Lynch Elementary School, shopping, public transportation and the Horn Pond Recreation Area, the location is amazing! This home is a winner!
9 Taft Dr Winchester, MA 01890
Cooperating BrokerGIBSON SOTHEBY'S INTERNATIONAL REALTY ResCo Homes
High up Overlooking this Quiet and well established West Side neighborhood just minutes to the Ambrose School is your new home! This expansive 9 room, Multi Level, home boasts an Open Floor Plan on the main level with a Large Stone fire-placed Living room, Dining room, and eat in Kitchen ideal for entertaining. A comfortable sun room sits at the bank of the house with a large sun drenched slider leading out to a slate patio. The home features three large bedrooms, including the Master with an en-suite full bath on the second level, and a large finished Family room on the lower level with an additional fireplace. The home is beautifully situated on a large level lot with a well maintained spacious yard, all optimal for possible expansion. Recently installed Irrigation System and Central Air round out the many great features. This prime location and foot print make it the perfect home for your finishing touches!
238 High St Winchester, MA 01890
Sunday, 3/26 11:30-12:30PM
Cooperating BrokerRE/MAX LEADING EDGE The Andersen Team
Enjoy residential bliss in this classic colonial home on a lot that affords privacy and tranquility, while not being secluded. Purchased by current owners as new construction in 2008, this home is ideally located in the acclaimed Vinson Owen school district with easy access to Rte. 93 and Boston. This impeccably-landscaped home features lush greenery and mature plantings that are appreciated from every room. Boasting expansive living spaces, chefs kitchen, intricate detailing, distinctive fireplaces and the finest finishes at every turn, this magnificent residence epitomizes class and style whether you wish to relax casually or entertain grandly. Extra features in this home include security system, oversized 3 car garage, wifi enabled thermostat system, wifi controlled lighting, custom closets in 4 bedrooms, surround sound system in living room and family room, central vacuum, completely wired for cable and internet, and gas fireplaces.
234 Ridge Street Winchester, MA 01890
Saturday, 3/25 12:00-2:00PM
Cooperating BrokerRE/MAX LEADING EDGE Rose Manni
Stunning Open Concept Creation. Enter into a Great Room with Cathedral Ceilings where the Fireplace is Framed in Desert Quartz Ledgerstone to the ceiling! The New Sophisticated Kitchen showcases a Large Island topped with Designer Quartz and Modern Black Stainless Steel Appliances are Fab. A Super Hood Vent, Deep Farmer's Sink and Microwave Drawer along with Upgraded Cabinets! Gleaming Hardwood Floors, New Harvey Windows, New Interior Doors, Closet Doors and Crown Moulding were added. Central Air Conditioning and A New Boiler were installed with the NEST Energy Efficient Control System. Bathroom Maple Cabinets and Upgraded Granite Tops and double sinks. Downstairs a family room, 4th Bedroom or Office and Exercise Room all have Spacious Closets and Beautiful Flooring. Walk out to a Brick Patio and enjoy the Private Yard. Kitchen has a new Exit to the large flat Back Yard. Driveway to be enlarged and NEWLY PAVED for 4 Cars.Swim and TennIs Club and Wright-Locke Farm is minutes away!
1 - 25 of 65 Properties Displayed
Winchester MA Real Estate Listings Provided By:
How may I help you?
Get property information, schedule a showing or find an agent