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83 Homes For Sale in Winchester, MA

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$1,579,000Est. Payment
4 Beds | 4 Baths | 4,000 Sqft

36 Hemingway Street, Winchester, MA 01890

House For Sale

This beautiful home is located in a wonderful neighborhood near Lynch Elementary and minutes from the town center, schools, shops and restaurants etc...Offering over 4,000 SF of living space on three finished levels, this could be your dream home! Open floor plan kitchen with quartz countertops/ large island with seating, high end appliances, breakfast area, Family room off the kitchen w/ gas FP and door leading to rear patio with nice level yard .. home is stunning with high ceilings, large sunny rooms, beautiful high quality details & designer finishes..4 generously sized bedrooms, laundry on 2nd floor, spacious master suite w/ double walk in closets, oversized bath, custom shower and soaking tub. 2-car garage w/direct access to house/ mudroom , Lower level with high ceilings, family room / media room & full bath .. dont miss out ~hard to find new construction at this price! Call for a private showing!

$1,150,000Est. Payment
5 Beds | 3 Baths | 3,678 Sqft

7 Blossom Hill Rd, Winchester, MA 01890

House For Sale

Opportunity knocks! This large West Side colonial has been owned by the same family for almost 70 years and awaits its new owners. Entering the home from the front door, find a large family room to the right complete with beamed ceilings. To the left, you find the fire-placed living room full of natural light. Then move to the traditional dining room with a screened patio off of it, and into the kitchen that features hardwood cabinets, a Sub Zero refrigerator, and a door leading out to the backyard. Completing the first floor are 2 full bathrooms and 2 bedrooms. Upstairs, the large landing with built-ins has been used as a study. Three big bedrooms, a full bath, and a walk-in closet complete this level. In the basement is an entry from the 2-car garage where you could finish a mudroom, together with a large L-shaped family room. The neighborhood is known for potlucks, block parties, and impromptu gatherings of friends. Don't miss the opportunity to make this house your dream home.

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Let's get you that Dream Home!

Stephen DeConto

(781) 684-9966
$575,000Est. Payment
2 Beds | 2 Baths | 1,196 Sqft

7 Conant Rd #28, Winchester, MA 01890

Condominium For Sale

Welcome to this Luxurious Living, Top floor, End unit, Bright and Sunny 2 Bedrooms, 2 full Baths Townhouse at "The Willows at Winchester". Inviting Living room with gas fireplace, recessed lighting with sliding door to a private deck. HUGE walking closets. Open floor plan with Dinning room and Gorgeous Modern kitchen with breakfast bar, Granite counter, SS Appliances and beautiful tiled backsplash. Huge Master bedroom with walking closet and Master bathroom with shower and double vanity with granite counter. Big size bedroom and another full bath with bathtub. Laundry in the unit with washer and dryer. Central A/C. Freshly painted walls and ceilings. Garage with attic for storage. Club House, Work out Facilities and Heated Pool make the picture perfect. Easy access to downtown Winchester, Shops, Restaurants, Commuter Rail to Boston and Routes I-93 & I-95. This home has it all!

$899,900Est. Payment
3 Beds | 3 Baths | 2,360 Sqft

9 Holton Street, Winchester, MA 01890

House For Sale

As soon as you enter you will be wowed by the sun drenched 2-story foyer. Immediately on your left is the formal living room which flows into the dining room which flows seamlessly into the kitchen. Open to the kitchen is the family room with a gas fireplace and sliders which over look the brand new deck and large, level backyard. Upstairs you will find 3 well sized bedrooms including the master complete with a walk in closet and bath. No need to lug dirty clothing up and down the stairs because the laundry room (with a rinsing sink!) is located on the second floor for ultimate laundry convenience! Hardwood through out first floor, walk out basement with plumbing roughed in for bathroom, new boiler, deck and back stairs. Your new home is waiting!

$999,250Est. Payment
4 Beds | -- Baths | 1,552 Sqft

3 Bonad Rd, Winchester, MA 01890

House For Sale

This attractive Colonial home is located in a very popular neighborhood on a charming side street! Its amazing interior finishes include beamed ceilings throughout the first floor, hardwood floors, wainscoting, custom wood trim and crown molding. The totally updated kitchen is perfect for the serious cook and features a large marbletop island and new stainless steel appliances. Easy access from kitchen or dining room brings you out to the beautifully landscaped backyard featuring a stone patio, plus a lovely garden with gorgeous mature plantings. In addition to new energy efficient windows and exterior doors, there is also new maintenance-free Veranda PVC trim on the exterior. The work has all been done, so move right in and enjoy. This house is awesome! (Open House this Sat and Sun 12:00pm -2:00pm. All showings during the scheduled Open House times must be booked in advance)

$949,000Est. Payment
4 Beds | 3 Baths | 3,238 Sqft

62 Irving St, Winchester, MA 01890

House For Sale

offer due [email protected] Finally! A fabulous, beautifully renovated 4-Bedroom Cape home that you can afford in the coveted Muraco District! This one is a gem. Centrally located, in close proximity to schools & parks,commuter rail, restaurants, I-93/95. The interior shines with sleek lines in the open modern kitchen, dining room and family room. Newer hardwood floors throughout the home. First floor features a large living room, formal dining, family room, office and bath. 3 season, 3-sided glass porch off kitchen. There are 4 bedrooms with 2 full bathrooms on the 2nd level. Huge master bedroom with its own full bath. All bedrooms are bright, well sized with large closets. Did I mention renovated new bathrooms? The home is well renovated and maintained. Replaced newer windows, roof, central air, appliances, added insulation, newer exterior painting. Ask agents for a full list of replaced and renovated items of this home. By appointment ONLY. Easy to show. Virtual and in person available.

$2,100,000Est. Payment
4 Beds | -- Baths | 5,200 Sqft

7 St Thomasmore Dr, Winchester, MA 01890

House For Sale

Stylish & meticulously maintained Colonial in Winchester's desirable West Side! Located on a quiet street, this inviting home has everything today's savvy buyer seeks. This lovingly designed 4 bedroom, 3.5 bathroom house is ideal for raising a family. Enjoy the expansive deck for Summer BBQ's with family, a large fenced yard for playing catch with Rover & a life-size dollhouse, ready for curious tots to play in or backyard storage. Desirable open floor plan with dining, sun & family rooms (soaring ceilings & massive fireplace) centered around the oversized kitchen w/ 9' island. The office w/ gas fireplace provides ample space to accommodate your working demands. The walk-out lower level is perfect for your beloved hobbies or spacious playroom & plumbed for an additional bathroom. Within the highly acclaimed Vinson Owen school district & a short drive to Whipple Hill or Horn Pond for the hiking enthusiast. Explore bustling Winchester boasting 2 train stations, coffee shops & more.

$2,225,000Est. Payment
5 Beds | -- Baths | 6,437 Sqft

19 Windemere Road, Winchester, MA 01890

House For Sale

Stunning Colonial with contemporary flair! As you enter the spacious foyer,you will appreciate many custom features. Bathed in natural light, with high ceilings,each room flows into the next. Open concept eat-in gourmet kitchen with island is perfect for entertaining, with easy access to backyard and patio. Enjoy family gatherings in spacious formal dining room. As the unique layout continues with formal living room and generous size family room each boasting its own fireplace. The second floor stairwell with Brazilian Cherry flooring leads to four bedrooms and separate laundry. Private master suite on third level will wow you in every way! High ceilings, fireplace, walk-in closet and designer bath with double vanity, separate shower and soaking tub makes this space feel like a Spa get-away. Adjacent room with balcony is great for home office etc.Large finished basement with cedar storage, bar area and more,,This beautiful home is is ideal for extended family, au pair or in laws.

$799,000Est. Payment
3 Beds | 2 Baths | 1,450 Sqft

18 Bonad Road, Winchester, MA 01890

House For Sale

Inviting Cape/Colonial style home in picturesque setting on a serene street. Enjoy morning coffee relaxing on the screen porch or sunset views from the master bedroom. This home has a great flexible floor plan. The front to back fireplace living offers great light and flows into both the kitchen and dining room with built in china cabinets. A half bath and screen porch complete the first floor. The second floor includes a master bedroom with 3 closets, 2 additional rooms, and a full bath. The central air, hardwood floors, quartz counters and irrigation system make this a home for todays living.

$1,350,000Est. Payment
3 Beds | -- Baths | 2,980 Sqft

22 Gershon Way, Winchester, MA 01890

Townhouse For Sale

WINCHESTER'S 1ST 55+ COMMUNITY! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, 2 additional full baths and an open loft area. 2 Car garage.***MODEL HOME NOW OPEN SEVEN DAYS A WEEK***SEE ATTACHED SHOWING INSTRUCTIONS***

$1,299,000Est. Payment
4 Beds | -- Baths | 3,200 Sqft

49 Amberwood Drive, Winchester, MA 01890

House For Sale

BEAUTIFUL CONTEMPORARY HOME IN WINCHESTER'S DESIRABLE WEST SIDE! Meticulously maintained and recently painted in neutral BM colors PLUS freshly sanded and stained hardwood floors! Nothing to do but move in. This gorgeous home, on a very quiet street, has an inviting layout featuring a 1st floor master suite with exceptional ceiling height. The kitchen has a breakfast nook, an open concept family room, with adjacent laundry and full bathroom. The dining room, living room combination make up the rest of this floor. Upstairs are 3 large bedrooms with ample closet space, a full bathroom and bonus room which could be an office. The exterior features a deck and stone stairs leading to 2 other levels with exceptional views. WITHIN WALKING DISTANCE TO THE 3 YEAR OLD VINSON OWEN SCHOOL! A short drive to downtown Winchester bustling with restaurants, boutiques, coffee shops and the commuter rail to North Station. Easy access to major highways and just 7 miles from Boston!

$1,199,000Est. Payment
4 Beds | -- Baths | 4,225 Sqft

148 Forest Street, Winchester, MA 01890

House For Sale

Beautifully updated Cape style home with over 4,000 sf living area! The fabulous floor plan is perfect for today's lifestyle, with versatility & space for many living arrangements. The stunning upscale kitchen (2016) offers beautiful cabinetry, granite counters, dramatic island, stainless steel appliances, double oven, gas cooking, recessed lighting, and an updated gas fireplace in the generous eat-in area. The renovated lower level, with walkout to backyard, includes an in-law or au pair suite with attached bath, an impressive laundry room with custom cabinetry, and a generous family room with updated fireplace and state-of-the-art home theatre. Gracious foyer, 1st floor Master Suite, Mud Room with custom shelving, new roof (2016), new hardwood on 1st floor (2016), Central AC, Ecobee thermostat, security system, and much more. Professionally landscaped fenced-in backyard with sprinkler system and a spacious deck (47' x 15') for your outdoor entertainment. Perfect place to quarantine!

$1,649,000Est. Payment
5 Beds | -- Baths | 5,731 Sqft

11 Bellevue Ave, Winchester, MA 01890

House For Sale

Meticulously maintained 2011 Contemporary Farmhouse. Welcome guests from the farmers porch into this elegant residence with high ceilings, superb finishes and amazing attention to detail. The gorgeous chef's kitchen with double ovens, butler's pantry and eat in area opens to a fireplace family room and access to expansive deck. An elegant living room, spacious dining room with coffered ceiling, mud room, garage entry and half bath complete the first floor. The elegant second floor hallway leads to the master suite with walk-in closet and bath, three additional spacious guest bedrooms, laundry and Jack and Jill bathroom. In addition, the third floor boasts a 35 ft. X 22 ft. skylight play room, bedroom/office and full bath. Enjoy the 32 ft. X 17 ft. lower level recreation room with sliders to a landscaped private backyard as well as an exercise room and full bath. The State of the Art Hi-efficiency Energy Star construction make this a wise investment as your future home.

$1,425,000Est. Payment
3 Beds | -- Baths | 2,549 Sqft

16 Gershon Way, Winchester, MA 01890

Townhouse For Sale

WINCHESTER'S 1ST 55+ COMMUNITY! Designed by national, award-winning, architect Gary Snider. Imagine luxury finishes throughout, including 10' ceilings, hardwood floors and plenty of natural light. The open concept floor plan boasts a 1st floor master suite with oversized walk-in closets and luxurious bathroom. The kitchen is adorned with ceiling height cabinets, granite countertops and a top of the line stainless steel appliance package. The dining room has a beautiful coffered ceiling and sliders to a private, covered deck. The bonus room could be a home office, library or studio for your beloved hobbies. 1st floor also features a powder room and laundry. Upstairs you'll find 2 additional spacious bedrooms, a full bath and an open loft area. 2 Car garage.***MODEL HOME NOW OPEN SEVEN DAYS A WEEK***SEE ATTACHED SHOWING INSTRUCTIONS***

$965,000Est. Payment
4 Beds | -- Baths | 3,195 Sqft

10 Royal Street, Winchester, MA 01890

Townhouse For Sale

Immaculate and spacious 4 bedroom, 3 bath townhouse, built in 2013, in a convenient Winchester location. First floor layout offers plenty of nicely-flowing space for entertaining. Foyer with bath leads to large living room with gas fireplace and access to screened in porch. Dining room opens to kitchen with abundant white cabinetry, granite countertops, stainless steel appliances and an oversized dining peninsula. Second floor boasts private master suite with walk-in closet, 2 additional bedrooms, study area and laundry. Top floor is well-suited for an enormous, private 4th bedroom with full bath or a terrific family room. Other features include: hardwood floors, gas heating, central air, solar panels, playroom in the home's semi finished basement, one car garage and fenced in private yard. Easy access to the Lynch Elementary School, playground, bike/walking trails and Horn Pond. 3D Matterport floor plan available.

$1,299,000Est. Payment
4 Beds | -- Baths | 3,225 Sqft

54 Samoset Rd, Winchester, MA 01890

House For Sale

Situated on a lovely lot on the West side of Winchester, this attractive home was designed by Winchester's own Jerome Bailey Foster. Features include a formal Living Room and Dining Room plus an inviting fireplaced Den which overlooks a beautiful, level, 20,000+ square foot lot. In the Living Room there are French Doors leading to the spacious three-season porch. Located on the second floor, the large Master Bedroom is complete with a full bathroom. Enjoy the warm summer months in this well maintained air conditioned home or simply relaxing on the patio. Showings start on June 6 & June 7, BY APPOINTMENT, from 11 to 1 PM on both days. Due to Covid-19 restrictions, gloves and masks are required. Offers, if any, are due by Tues 6/9 by Noon.

$20,000
$679,900Est. Payment
3 Beds | -- Baths | 1,950 Sqft

18 Belknap Ter, Winchester, MA 01890

Townhouse For Sale

Great opportunity to owns stunning duplex home nestled in a quiet cul-de-sac. NO HOA Fee. It recently has many updates: newer kitchen cabinets, center island, granite counter top, stainless appliances, new bathroom vanities. Exterior has new roof, siding, decks, railing. This sun filled home offers 3 bedroom, 1.5 bath with 1 car garage, first floor featuring bright living room, open concept kitchen and dining area leading to the back deck, hard wood floor throughout.The second floor offering 3 bedroom and 1 bath. By the way, if you need more space, the high ceiling lower level is ready for you to finish. Extra storage space in the attic. Laundry in the lower level, garage access to lower level as well. This home has Central AC and electricity supports all utilities. Step to the Tri Community Bikeway. Close to school, town center, public transportation, and major highway and much more... Don't miss this opportunity to move in and make it your own home

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