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$948,000
3 Beds ⋅ 2 Baths ⋅ 73341343 MLS
Discover where form meets function in this beautifully maintained home, ideally located near Winchester Center. Nestled on a neighborhood street, with Horn Pond, bike paths, local schools, commuter rail, & downtown shops just moments away, this home offers a quintessential location. Thoughtfully updated, the kitchen, exterior, and bedrooms reflect pride of ownership, showcasing care and attention to detail. Sunlight pours through bay windows into the separate office, offering a bright and welcoming workspace. The updated kitchen, featuring sleek stone countertops, stainless steel appliances, and ample cabinetry, flows seamlessly into the dining room. Step outside to your spacious deck & patio, set within a private, fenced-in yard. Three well-appointed bedrooms, two updated full baths, and a finished bonus room offer flexibility and space to make it your own. Enjoy proximity to Winchester's best—all set within a charming, tree-lined neighborhood.

79 Sylvester Ave, Winchester

Listing courtesy of Listing Agent: Anne Spry from Listing Office: Barrett Sotheby's International Realty.
$4,500
3 Beds ⋅ 2 Baths ⋅ 73340350 MLS
Single-family home with 3 bedrooms and 1.5 baths. Move in date: 6/1/2025. Tenant pays all utilities (gas, heat, electricity, cold/hot water and trash disposal). Lead Paint: Certified Treated. No pets allowed. Laundry in the unit. Move-in costs: First month's rent, one month's rent as a security deposit, and one month's rent as a broker fee.

17 Russell Rd, Winchester

Listing courtesy of Listing Agent: Tsz Mui Kwan from Listing Office: Kwan Realty Inc..
$1,880
1 Baths ⋅ 73368834 MLS
Studio Apartment for Rent – Parkview Condominiums, Winchester, MAWelcome to Parkview Condominiums. This spacious studio apartment offers comfort, convenience, and a scenic setting overlooking the Parkview duck pond.Studio | 1 BathPrivate balcony with peaceful viewsOutdoor pool and landscaped groundsOff-street parking includedUtilities Included: Heat, Hot Water, Electricity, Air ConditioningAdditional Features: Laundry facilities in the building. Professionally managed community, Serene, park-like setting just minutes from downtown Winchester, the commuter rail, and major highways, Enjoy low-maintenance living with all major utilities included—just pay for cable and internet.

200 Swanton Unit 704, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: Advisors Living - Merrimac.
$6,500
4 Beds ⋅ 4 Baths ⋅ 73353399 MLS
ONE OF A KIND 4 bed, 3.5 baths, luxury townhouse in the heart of Winchester Center! Don’t miss out on this home with both luxury & convenience. Top of the line Viking appliances in the kitchen as well as French Doors which draw in natural sunlight to further enhance the Hardwood floors & Granite countertops. The master bedroom is sure to impress, with a wall to wall fireplace & magnificent high ceilings. Each bedroom features its own private balcony. The crown jewel, the master bath is accompanied by top of the line fixtures, including multiple rain shower heads, an Italian handmade bathtub, & 1 of a kind marble slabs. Heated floors are featured in all baths throughout the house. The house has a surrnd sound system, as well as a fully operational wet sprinkler, & fire alarm. Hand placed pavers coat the driveway, leading to a heated garage. Located adjacent to the T station, a daily commute is but a breeze. Enjoy your roof deck while taking in a view of the cityscape of Winchester.

40 Church Unit A, Winchester

Listing courtesy of Listing Agent: Sarkis James Kavlakian from Listing Office: Real Estate by Hughes & Assoc. Inc..
$380,000
1 Beds ⋅ 1 Baths ⋅ 73366142 MLS
Top-Floor Penthouse Condo with Scenic Views at Parkview Condominiums Move right into this beautifully updated 1-bedroom, 1-bath top-floor unit at the highly desirable Parkview Condominiums in Winchester. Centrally located on the 7th floor, this penthouse offers stunning treetop and pond views from your private balcony—perfect for enjoying peaceful moments all year round. Inside, you'll find a remodeled cream-colored kitchen with newer stainless-steel appliances, a modern tile bathroom with custom built-ins, crown molding, fresh paint, dark vinyl plank flooring. This bright and airy unit is completely turnkey and ready for you. Enjoy the professionally landscaped grounds and community amenities including a gated entrance, inground pool, picnic area, private clubhouse, on-site laundry, and one parking space. Conveniently located near Winchester Center, commuter rail, shops, restaurants, and major highways. An exceptional value in a prime location!

200 Swanton St Unit 722, Winchester

Listing courtesy of Listing Agent: Yang Liu from Listing Office: Weston Realty LLC.
$1,785,000
5 Beds ⋅ 4 Baths ⋅ 73346575 MLS
Welcome to the highly-coveted Westside of Winchester, MA. This meticulously maintained Colonial-style home is set on 20,000 sqft lot with professional landscaping. The living room features a charming wood-burning fireplace, while the sun-filled formal dining room is centered with an elegant chandelier. The kitchen has granite countertops, stainless steel appliances, and an adjacent eat-in area with a modern electric fireplace. A large bay window offers an abundance of light and views of lush tree-lined yard.This lovely home has 5 bedrooms and 3.5 bathrooms, including a primary bedroom with an en-suite bathroom. The walk-out finished lower level includes a family room with the third fireplace and a versatile room that could serve as a gym/In-law/au-pair suite with a full bathroom. Central AC, attached two-car garage, a large deck and backyard. Walk to Vinson-Owen Elementary, the Swim & Tennis Club, and Whipple Hill Conservation Area

85 Thornberry Rd, Winchester

Listing courtesy of Listing Agent: Diane Basemera from Listing Office: Coldwell Banker Realty - Newton.
$4,500
4 Beds ⋅ 2 Baths ⋅ 73369753 MLS
Charming, updated Colonial filled with character. This beautiful home features an updated kitchen that is bright and open and offers granite counter tops, stainless steel appliances, frameless maple cabinets & recessed lights. Updated bathrooms. Hardwood floors throughout the 1st & 2nd floors. Access the stone and granite patio through French doors in the dining room. The patio is fenced in and there is professionally landscaped yard with stone walls. The sunny 3rd floor features skylights. Off street parking for 3-4 cars. Added bonus is a garage office space - which is a remote workers dream, with heat/ac...and already set up for remote working! Located a 2-4 minute walk from the much sought after Muraco Elementary school. Directly adjacent to the Leonard Field which offers a playground, tennis & basketball courts and soccer field. Enjoy easy access to Rte 93 & 95, commuter rail, Winchester Center, Middlesex Fells Reservation, High school & Middle school and shopping.

488 Washington Street, Winchester

Listing courtesy of Listing Agent: Matthew Pierce from Listing Office: True North Realty.
$2,750,000
6 Beds ⋅ 6 Baths ⋅ 73352596 MLS
Welcome 35 Lawson where elegance meets modern luxury in this exquisite 6-bedroom 4F, 2H bathroom residence. A stunning marble mudroom welcomes you into the home w/ heated floors leading into fabulous new custom kitchen featuring a large dining island, inset cabinets, Wolf/Sub-Zero appliances (2 dishwashers, 2 ovens/ steam oven, 2 fridge drawers) a sleek gas fireplace, built-in banquette & direct deck access. The living room, with its impressive wood-burning fireplace, natural light & original detail provides a warm inviting space for gatherings. You will love the sophisticated dining room, cozy family room & dedicated office space. Retreat to the expansive master suite, complete w/ double walk-in closets, a spa-like bath & private deck. The home also boasts 5 additional beds, a finished third floor w/2 BA, large bonus room. 2nd fl laundry, a finished LL w/surround sound cinema /gym w/ infra-red sauna. 3 car direct entry garage, beautifully landscaped, private, fenced yard, A+ location!

35 Lawson Road, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,499,000
5 Beds ⋅ 5 Baths ⋅ 73345594 MLS
Just completed!! 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 living room, complete w/ a cozy fireplace, open dining leads to sitting room & out to a deck & huge private patio and yard great for entertaining! The second floor boasts four spacious bedrooms & three full baths, including a lavish primary suite w/ a spa like bathroom. A well-appointed laundry room is also conveniently located on this floor. The third-floor suite is a true retreat, offering two versatile rooms ideal for extended family, office, or lounge, complete w/ a wet bar, an oversized bath & a 5th bedroom with abundant closet space. The lower level adds even more living space, featuring a large family room w/ full bath & full access door to yard. Easy access to Boston!

50 Winford Way, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$2,600,000
4 Beds ⋅ 4 Baths ⋅ 73324754 MLS
Nestled in a sought-after neighborhood, this stunningly reimagined home combines timeless charm and modern comfort, just a short walk to downtown. The inviting foyer welcomes you from a wrap-around porch into an open yet intimate layout connecting the kitchen, dining, and family rooms. A mudroom with marble checkered flooring and a walk-in pantry with a beverage fridge add practical luxury. The second floor offers three spacious bedrooms, including a serene primary suite with a walk-in closet and luxurious en-suite, plus a second bathroom and adjacent laundry room. The third floor features a private retreat with a bedroom, full bath, and flexible space for an office or sitting area. The lower level provides options for a playroom, exercise room, or office. Outdoor living shines with a bluestone patio accessed from the family room, perfect for entertaining. A detached two-car garage completes this exceptional property.

3 Lagrange St, Winchester

Listing courtesy of Listing Agent: Mark Donnellan from Listing Office: Advisors Living - Winchester.
$4,065,000
6 Beds ⋅ 8 Baths ⋅ 73328916 MLS
Nestled on a cul-de-sac in Winchester's desirable west side, this brand-new construction redefines modern luxury living. Spanning 7,500 sq. ft., this exquisite 6-bedroom, 7.5-bathroom home combines style, comfort, and functionality. Discover an open-concept floor plan bathed in natural light, perfect for entertaining and everyday living. The kitchen features top-of-the-line Wolf appliances, Sub-Zero refrigerator, custom cabinetry, and an oversized island. Adjacent living and dining areas offer ample space for gatherings. The primary suite is a retreat with a spa-like bath, large walk-in closet, and serene atmosphere. Each additional bedroom boasts its own en-suite bathroom for privacy and convenience. The finished lower level offers endless possibilities—a home gym, golf simulator room, or private theater. The walk-out basement leads to a beautifully landscaped backyard, ideal for outdoor activities. A three-car garage completes this exceptional home. Schedule your showing today!

6 Vinson Cir, Winchester

Listing courtesy of Listing Agent: Peter Kasseris from Listing Office: Coldwell Banker Realty - Lexington.
$680,000
2 Beds ⋅ 2 Baths ⋅ 73351345 MLS
Rarely available 2 bedrooms 2 bathrooms townhouse at The Residences in Winchester! Here is your chance to move into a wonderful community. This unit has a private level large back yard, where you can have your own garden area. First floor features a living room-dining room and kitchen. Second floor has two bedrooms and two baths ( Master bedroom has a 3/4 bath). Recently renovated and freshly painted interior makes it a move in ready condition with potential for addition. A nice bright unit with exclusive parking for 2 car plus. Low condo fee. Close to everything. Commuter Rail to Boston and access to highways 93 and 95. Do not miss out!

15 Charles Rd Unit 15, Winchester

Listing courtesy of Listing Agent: Beiping Zhao from Listing Office: Jack Gately Real Estate, LLC.
$2,200,000
5 Beds ⋅ 4 Baths ⋅ 73341084 MLS
Welcome to this warm & inviting home nestled amidst the serene landscapes of the Winchester Country Club. A Royal Barry Wills design, showcasing 5-beds, 3.5-baths, w/4 fireplaces & attached direct entry 2 car garage! This home has w/ an abundance of charm in every room; the spacious living areas are warm and inviting & flooded with natural light, showcasing original woodwork & oversized wood burning fireplaces. The updated custom kitchen has vaulted ceilings w/ arched window showcasing views of the Country club & perennial gardens; the kitchen is an absolute delight and the heart of the home. Each of the 5 bedrooms are spacious w/ great closets incl. the primary suite, with luxurious en-suite bath, offering a private retreat w/ soaking tub & tiled shower. Lower level features a cozy family room w fplc, gym, storage and full bath. Outside, the glorious fenced yard w/ mature perennial gardens & scenery of the Winchester Country Club is sure to impress. This is a one of a kind home!

88 Arlington Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$3,199,000
7 Beds ⋅ 5 Baths ⋅ 73340671 MLS
Exuding elegant luxury, this fully renovated Victorian boasts a carriage house and extraordinary grounds, in one of Winchester’s most coveted neighborhoods! A show-stopping chef's kitchen boasts state-of-the-art Thermador appliances, wine tower, 42'' fridge, a 6-burner gas range, a quartzite island with seating for 4, & a breakfast nook overlooking a beautifully landscaped large yard with rock walls, perennials, and gardens. The graceful interior includes a casual sitting area/den with a beverage bar and wine fridge, a formal dining room with double crown moldings, wainscoting, 2 chandeliers, and a bay window seating area. One of the most beautiful rooms is the formal living room, with a large fireplace and oversized windows that allow it to flood with natural light. The family room is also flanked by large windows & built-ins. The newly rebuilt front porch provides enough room for outside dining & seating. The carriage house has an upper-level loft plus it can accommodate 3 cars.

12 Prospect St, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Advisors Living - Winchester.
$1,088,000
4 Beds ⋅ 2 Baths ⋅ 73354307 MLS
Not your average Garrison Colonial! You might not expect the bright, open charm waiting within this inviting 8-room, 3-level home. The stunning main level living room, dining and kitchen area boasts cathedral ceilings, skylights, and a dramatic brick fireplace, creating a sense of space and light. This home features 2 full baths and 4 bedrooms, including 3 with brand-new hardwood floors and a bright, spacious loft with a skylight. The lower level consists of a large bonus room, ideal for creating a family room, gym, or playroom. Laundry, spacious entry, double coat closet and garage loft storage round out the area. The backyard deck and yard invite outdoor enjoyment, while the 1-car garage and 3 additional driveway spaces provide ample parking. Located in the sought-after Vinson-Owen school district. Close to all the shops, restaurants and transportation Winchester has to offer. This well-kept home is ready to surprise and delight.

322 Cambridge St, Winchester

Listing courtesy of Listing Agent: Joanne McDonnell from Listing Office: RE/MAX Real Estate Center.
$2,850,000
5 Beds ⋅ 5 Baths ⋅ 73353789 MLS
This distinguished residence, built by premier local developer, represents the pinnacle of elegant living! Soaring ~9' ceilings & pristine hardwood floors set an impressive tone in this meticulously crafted new construction offering 4 levels of refined living space. The eye-catching foyer ushers guests into a realm of sophisticated design, where premium finishes & high-end appliances elevate daily living. The primary suite boasts dual walk-in closets & spa bath; addt'l bedrooms feature double closets. Versatile spaces in the finished LL and 3rd floor are thoughtfully planned for lifestyle needs & enjoyment. Modern luxuries abound with all-new electrical, plumbing, systems & insulation systems for peace of mind. The chef's kitchen sparkles w/high-end appliances & superior craftsmanship. A dedicated laundry room w/cabinets & sink adds convenience. Abundant natural light streams through perfectly positioned windows, while central air & heat maintain year-round comfort. Welcome home!

22 Standish Lane, Winchester

Listing courtesy of Listing Agent: Michaela Pixie Mahtani from Listing Office: Leading Edge Real Estate.
$975,000
3 Beds ⋅ 2 Baths ⋅ 73342281 MLS
Beautifully maintained one owner Cape, ideally located near Winchester Center. Nestled on a neighborhood street, with Horn Pond, bike paths, local schools, commuter rail, & downtown shops just moments away, this home offers a terrific location. Three bedrooms, two full baths, with a bonus room offer flexibility and space to make it your own. Gleaming hardwood floors throughout, with built-ins in the bedrooms and dining room, Garage under. Close to major highways.

18 Pine Grove Park, Winchester

Listing courtesy of Listing Agent: Michele Forester from Listing Office: EXIT Premier Real Estate.
$2,398,000
5 Beds ⋅ 4 Baths ⋅ 73344253 MLS
Introducing 74 Hillcrest Parkway! This spacious, modern 5-bedroom home is nestled across the breathtaking Middlesex Fells Reservation on one of Winchester's most picturesque streets! First floor seamlessly blends living, dining, & kitchen areas. Living room has wood burning fireplace & custom built-in shelves. Dining room offers delightful space for cozy gatherings and the spacious eat-in kitchen has french doors to wooded back yard & oversized stone patio. Above the garage a huge family room with vaulted ceilings & fireplace. 2nd fl has 4 bedrooms incl. a tranquil primary suite w/ private deck. Completing this serene suite is a custom designed walk in closet, spa-like bath w/ double sink vanity, a brand new soaking tub, and double shower. 5th br on 3rd floor. Lower level has additional family room w/gas fireplace, and storage room w custom cabinets.Enjoy all that Winchester has to offer while coming home to this true gem of a home - this is the market offering you've been waiting for!

74 Hillcrest Parkway, Winchester

Listing courtesy of Listing Agent: Ann Charlotte Hogstadius from Listing Office: RE/MAX Real Estate Center.
$2,150
1 Beds ⋅ 1 Baths ⋅ 73357867 MLS
This beautiful, spacious, and modern unit at the highly desirable Parkview Condominiums comes with all utilities included — water, sewer, electricity, gas, heating, hot water, and even air conditioning!Enjoy hassle-free living with great amenities such as: swimming pool, laundry facilitities, elevator acces, lush landscaping, including a serene Japanese gardenOne assigned parking spot is included, with plenty of visitor parking available. A true commuter’s dream, this location offers both convenience and comfort.The property is currently occupied; advance notice is required for showings Credit and background checks will be conducted.Don’t miss this opportunity — a unit like this won’t last!

200 Swanton St Unit 730, Winchester

Listing courtesy of Listing Agent: Shirley Cunico from Listing Office: Doherty Properties.
$730,000
2 Beds ⋅ 1 Baths ⋅ 73342978 MLS
Welcome to 21 Shepard Court, a beautifully renovated townhouse nestled in a quiet cul-de-sac. This 2+ bedroom, 1-bathroom home offers four levels of living space with modern upgrades & timeless charm. Renovated features: The main level boasts a high-end kitchen with new quartz countertops stainless steel appliances, custom cabinetry, & eat in island. The bathroom has been fully upgraded with elegant tile work & fixtures. The 3rd floor bonus room, perfect as an office or additional bedroom, has also been tastefully renovated. Basement: Energy source upgraded from Oil to new Gas-line, new water heater, and electric baseboard added for heating in basement with plenty of storage space. Outdoor Amenities: Backyard with patio and a garden area, ideal for outdoor gatherings. Parking: Exclusive driveway with 2 parking spaces. Education Excellence: Benefit from access to Winchester's highly-rated schools, including Lynch Elementary & Winchester High (rank among the top in Massachusetts)

21 Shepard Court Unit 21, Winchester

Listing courtesy of Listing Agent: Abraham Guillen from Listing Office: Encore Realty.
$4,650,000
5 Beds ⋅ 7 Baths ⋅ 73341968 MLS
A treasure. That's how this residence is viewed, throughout town, throughout the decades. One family had the vision to bring this cherished home back to life with a renovation that bestowed the best of everything. On Rangeley Road, gentle rolling lawns fold softly into a private, winding road. Gorgeous architecture graces every lot and ancient oaks stand sentry. Located just steps to the town center, you feel like you're a world away. This home is equally unlike anything else. Details abound, ceilings soar and it's simply breathtakingly beautiful. An extraordinary top of the line kitchen with marble counters and a walk in pantry opens to a cozy family room with a gas fireplace. Relax in a huge media room; there's also a custom bar & wine room, a home gym plus a full bath, sauna and steam shower. There are two home offices, a primary suite unlike any other and a newly built two-car garage. Plus, there's a wrap-around porch and an Artesian well for watering the spectacular grounds.

19 Rangeley Rd, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Advisors Living - Winchester.
$4,200
2 Beds ⋅ 2 Baths ⋅ 73358995 MLS
Beautiful, high end two story condo for rent; close to everything Winchester has to offer! This unique penthouse dulpex condo offers all the space of a single family home with an open concept floor plan featuring high end finishes and hardwood floors throughout. Enjoy a private entrance, a stunning living room w/ high ceilings, a beautiful gas fireplace and high end buit ins; chefs kitchen w/adjacent dining area, pantry/ office area & sliders to deck. Two generous/ oversized sized bedrooms upstairs perfect for sharing if need be; with a stunning designer bath and great closet space. 3 balconies and a unique private roof deck, easy to access with full stairs; perfect for entertaining! This home is not your average rental; the quality/craftsmanship is like no other! Two off- street parking spaces, laundry in unit & fully applianced! This home is ready to enjoy, move right in! Just minutes to the town center, train to Boston, Middlesex Fells & a few miles from Cambridge & downtown Boston!

8 Richardson Street Unit 2, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$1,600,000
3 Beds ⋅ 4 Baths ⋅ 73346965 MLS
Discover the warmth and charm of this inviting New England Colonial, newly built in 2004. This sun-filled home features three bedrooms, 3.5 bathrooms, and a flexible floor plan. First floor features a large family room, dining room, updated kitchen with SS appliances, abundant custom cabinetry, a half bath, mudroom, and a separate living room. Second floor offers a sizable primary suite with a walk-in closet, a luxurious private bathroom featuring a double vanity and soaking tub, 2 additional bedrooms, and full bath. The lower level invites you into a bonus/media room wired for surround sound and projector, a full wall of built-ins, a full bath, a large storage space, and laundry room; this space would make a great in-law apartment for long-term visitors filled with light and walk-out access to the yard. Other features, hardwood floors, sprinkler system, Nest thermostats, and a new deck. Close to town center, the new Lynch School, train station, restaurants, and shops. Don't miss it.

24 Water St, Winchester

Listing courtesy of Listing Agent: Domingo Medina from Listing Office: Coldwell Banker Realty - Lexington.
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 73346408 MLS
Nicely updated home in desirable Muraco district! This home has been meticulously maintained & features many recent updates including newer windows, central air conditioning & updated systems. Enjoy the sun drenched spaces from the spacious living room w/ fplc & bay window to the charming dining room w/ china cabinet, sunny eat-in kitchen, office, plus 3 season porch & 1/2 bath complete the first level. Upstairs there are 4 rooms 3 bedrooms one being a 2 room suite and a newly renovated full bath. The lower level offers laundry plus great space for family/game room /gym with great ceiling height, plus plenty of storage. The rear yard offers privacy and plenty of space for gatherings and for children to play. This home also features 2 driveways, plenty of parking!! Easy access to the town center, parks, bike path, Fells trails, highways & more... don't miss out on this great home in a top neighborhood!

36 Lebanon Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
$15,000
5 Beds ⋅ 5 Baths ⋅ 73309181 MLS
Fully furnished beautiful new construction home located on the West Side of Town and proudly situated on over an acre lot with gorgeous views! 5 bedroom 4.5 bath,5,820SF custom built colonial with three-car attached garage with side entrance into oversized mudroom. Main level features gourmet kitchen with high-endappliances, oversized island, dining area, adjacent family room with gas FP, custom woodwork, walk-in pantry, study, dining room & formal LR. Second level features agrand master suite, three additional beds, laundry room & finished walk-up 3rd level with guest bedroom & full bath. Minutes from Vinson Owen Elementary. ALL utilities are included.

186 Ridge Street, Winchester

Listing courtesy of Listing Agent: Anzor Sidamonidze from Listing Office: Skylight Real Estate, LLC.
$3,050
3 Beds ⋅ 2 Baths ⋅ 73353980 MLS
Bright modern 2-level townhouse condo.THREE bedrooms. ONE full bath. ONE half bath. Hardwood Floors. Lots of storage. Common Back yard. Oil Tank will be delivered FULL at move in. Tenants to refill FULL TANK at move-out. Updated cabinets, In-unit washer and dryer on lower level. 3 parking Spaces on driveway. Situated just 2 miles from the commuter rail. Close to Winchester hospital, top rated schools, shopping, restaurants, and Winchester Center.

19-21 George Road Unit 21, Winchester

Listing courtesy of Listing Agent: Ai Cheng Goh from Listing Office: Z. Realty.
$2,420,000
5 Beds ⋅ 5 Baths ⋅ 73334077 MLS
This elegant 1914 Revival home combines timeless charm w/ exceptional architectural details. Located on a highly sought-after, picturesque street in "The Flats," this 5-bedroom, 4 1/2 half-bath residence offers spacious living throughout. The main floor boasts a formal living room w/ built-in bookcases & fireplace, a grand dining room, & a kitchen w/ two impressive butler’s pantries. Inviting family room featuring a 2nd fireplace & striking walls of unique arched windows, flows into a fully finished versatile sunroom or home office w/ french doors to outdoors. Original hardwood floors, high ceilings, arched entryways & a grand staircase add detail & warmth. The finished basement offers additional living space, while the beautifully landscaped yard w/ gorgeous stone patio & wall provides a perfect outdoor retreat. Brand new heating system, new roof, & updated electrical ensure both comfort and efficiency making this home a perfect blend of classic elegance & contemporary convenience.

48 Wedgemere Avenue, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$1,200,000
3 Beds ⋅ 2 Baths ⋅ 73338353 MLS
Nestled in a desirable neighborhood, this home offers the opportunity to embrace the timeless elegance of the mid-century era. Lovingly maintained in its original condition, the ranch style provides the coveted option for one-level living. Enter the main level into the fireplaced living room, with large picture window and hardwood floors. Adjacent to the kitchen is the dining room with hardwood floors and window peeking into the family room, flooded with natural light and a cozy wood stove. Three comfortable bedrooms and full bath complete the main level. Additional features include the unfinished lower level with 3/4 bath, offering opportunity for additional finished space, and the convenience of a one car attached garage. Whether you're looking to restore it to its full glory or update it to your personal taste, this home offers endless potential while preserving its unique vintage appeal.

19 Laurel Hill Lane, Winchester

Listing courtesy of Listing Agent: Katie Tully from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
$9,000
5 Beds ⋅ 4 Baths ⋅ 73356729 MLS
Experience the charm of Winchester in this beautifully maintained and updated home. Offering nearly 5,000 sq. ft. of easy living with 5 bedrooms and 4.5 bathrooms in a delightful Winchester neighborhood, it is nestled upon a west facing knoll on a pretty tree-lined street with an easy walk to the top ranked Vinson Owen Elementary School. This home offers an exceptional location. Designed for comfortable living and elegant entertaining by a master builder, the main level features a custom-designed eat-in chef's kitchen that flows into a generously proportioned family room with a fireplace or to the very private backyard patio. Nearby there's an expansive dining room; perfect for entertaining. Upstairs, the home showcases an impressive master suite complete with a luxurious bath, jacuzzi tub, and a separate dressing room with 5 closets and makeup area, plus three additional bedrooms and and extra ensuite bedroom. Enjoy 2 home offices and a 3 car garage. Live here in comfort and style!

12 0lde Village Drive, Winchester

Listing courtesy of Listing Agent: Stephen DeConto from Listing Office: Cameron Real Estate Group.
$3,100
2 Beds ⋅ 1 Baths ⋅ 73350562 MLS
This beautiful, sunny first floor unit was recently totally renovated. It has 2 generous sized bedrooms with plenty of closet space. New kitchen is gorgeous with white cabinets, quartz counters and a large breakfast island. Features include, custom moldings, hardwood floors, central air, in-unit laundry, and ample storage space in the basement. A private deck off of the kitchen and a large common yard area are added bonuses. Near the bus and a short distance to town. Available 4/15 or possibly sooner.

16 Water St Unit 1, Winchester

Listing courtesy of Listing Agent: Lesley Smith from Listing Office: Barrett Sotheby's International Realty.

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