Refine Search
Map
Sort by
17 Cardinal St Unit 17, Winchester
$5,500
3 Beds ⋅ 4 Baths ⋅ 73521363 MLS
Situated on a peaceful cul-de-sac, this beautiful, townhouse offers privacy and modern amenities. It features hardwood floors, high-end finishes, and two-zone control. The main level includes a bright living room with a gas fireplace, a spacious dining area, and a gourmet kitchen with marble countertops and stainless steel appliances. Additional highlights include a sunlit office with French doors, a mudroom, and a half bath. The upper level houses a master suite with a full ensuite and custom walk-in closet, two additional bedrooms, a full bath, and laundry facilities. The basement comprises a family room, a full bath, and a bonus room. The property boasts a landscaped backyard enclosed by a fence. It's very close to Muraco Elementary and less than a mile from Winchester Town Center, with RSM and PSA just a 2-minute walk away. Tesla Wall connector ready.

17 Cardinal St Unit 17, Winchester

Listing courtesy of Listing Agent: CardinalRE Group from Listing Office: Hooli Homes Boston.
15 York Road, Winchester
$2,600,000
5 Beds ⋅ 4 Baths ⋅ 73510389 MLS
This 5-bed colonial was built in 2017 and offers a bright open floor plan ideal for today’s lifestyle. The kitchen features a large quartz island, breakfast nook, and flows into dining and living areas with gas fireplace. Sliders open to a private lot with stone patio and fire pit. First floor includes half bath, pantry, and an enormous mudroom with cubbies for everyone. The oversized primary suite offers a marble bath and bonus space for a gym or office. Two large bedrooms and full bath on second floor. Third floor adds two bedrooms, a full bathroom, and laundry room. Finished basement provides additional living space perfect for play room or game room, with ample storage. Two-car detached garage with overhead flex space. Modern construction, updated finishes, and a true neighborhood setting makes this home a perfect fit!

15 York Road, Winchester

Listing courtesy of Listing Agent: Nannette Shanahan from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
15 Gershon Way Unit 15, Winchester
$2,325,000
3 Beds ⋅ 4 Baths ⋅ 73495350 MLS
Picture Perfect! The crown jewel of Winning Farm, a 55+ community ideally situated in the heart of Winchester. Step inside to find a bright, open-concept living space. Soaring ceilings, gleaming hardwood floors and refined architectural details create an airy, elevated atmosphere. Beautiful private office. Gourmet kitchen with premium appliances, stone countertops and oversized island for casual dining and entertaining. Dining area with coffered ceilings, fireplaced living room, and bonus screened porch to enjoy the view of the lush conservation land and walking trails. The luxurious primary retreat offering a spa-like bath with double vanities .Laundry room and 1/2 bath round out the main level. Upper level boasts 2 additional bedrooms, a full bath and flexible, cozy loft space. Amazing, walk out lower level includes a full gym, patio for grilling, built in cabinets, full bath and spectacular, custom built wine cellar Two car garage. This opportunity is not to be missed!

15 Gershon Way Unit 15, Winchester

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.
15 Gershon Way Unit 15, Winchester
$2,325,000
3 Beds ⋅ 4 Baths ⋅ 73495315 MLS ⋅ ['Winning Farm'] BLDG.
Picture Perfect! The crown jewel of Winning Farm, a 55+ community ideally situated in the heart of Winchester. Step inside to find a bright, open-concept living space. Soaring ceilings, gleaming hardwood floors and refined architectural details create an airy, elevated atmosphere. Beautiful private office. Gourmet kitchen with premium appliances, stone countertops and oversized island for casual dining and entertaining. Dining area with coffered ceilings, fireplaced living room, and bonus screened porch to enjoy the view of the lush conservation land and walking trails. The luxurious primary retreat offering a spa-like bath with double vanities .Laundry room and 1/2 bath round out the main level. Upper level boasts 2 additional bedrooms, a full bath and flexible, cozy loft space. Amazing, walk out lower level includes a full gym, patio for grilling, built in cabinets, full bath and spectacular, custom built wine cellar Two car garage. This opportunity is not to be missed!

15 Gershon Way Unit 15, Winchester

Listing courtesy of Listing Agent: Moira Lown from Listing Office: Coldwell Banker Realty - Wellesley.
17 Charles Rd Unit 17, Winchester
$645,000
2 Beds ⋅ 2 Baths ⋅ 73502587 MLS ⋅ ['Residences At Winchester'] BLDG.
Located in the highly sought-after, newly done Lynch School district, this home shines with fresh paint throughout and beautifully refinished hardwood floors. The first floor offers a functional layout with a dedicated dining area that flows seamlessly to the kitchen and spacious living room—ideal for everyday living and entertaining. The upper level features two generously sized bedrooms and two full bathrooms. Both equip with excellent closet space and ample sunlight through multiple windows. An unfinished basement of roughly 400 square feet provides excellent potential to add living space and value. Enjoy a large and leveled yard professionally maintained by management. Trash removal and exterior maintenance included in the management fee. This attached single family is complete with a private driveway in a convenient location.

17 Charles Rd Unit 17, Winchester

Listing courtesy of Listing Agent: Jessica Later from Listing Office: JL+CoRE.
2 Edgewater Place, Winchester
$2,575,000
4 Beds ⋅ 5 Baths ⋅ 73498843 MLS
A quiet cul-de-sac near the Mystic Lakes sets the stage for this exceptional Royal Barry Wills residence, masterfully reimagined. Every inch reflects elevated craftsmanship and a refined sense of luxury, with bespoke finishes and thoughtfully curated amenities throughout. The main level unfolds with effortless elegance, anchored by a state-of-the-art chef’s kitchen featuring custom cabinetry, Thermador appliances, dual ovens and wet bar. An inviting family room with soaring cathedral ceilings and sliders to the deck creates a seamless indoor-outdoor flow. Multiple dining areas offer versatility for both intimate gatherings and grand entertaining, complemented by a stunning gas fireplaced living room with a sunlit bay window. A private office, study, sunroom and 4 beautifully appointed bedroom suites complete the interior. Outside, a newly renovated yard w/ an outdoor living room, play space, rock walls and secondary patio offer natural sanctuary. Top location, close to town & Ambrose.

2 Edgewater Place, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.
115 Washington Street Unit 2A, Winchester
$703,000
2 Beds ⋅ 1 Baths ⋅ 73496388 MLS ⋅ ['Church Place'] BLDG.
Newly Renovated! 2 Bd at Church Place in Winchester Center! This stunning corner unit renovation was just completed & is ideally located in the heart of the center. Perfect for down-sizers or anyone seeking easy living w/ access to the train, restaurants, shops & top-rated schools - all the conveniences right outside your door! This bright & airy unit offers an open floor plan w/ beautiful arched windows, new wide plank wood floors, updated electrical, new kitchen & updated bath w/washer dryer in unit! The newly renovated kitchen offers plenty of cabinetry & a dining peninsula. The BR's offer generous closet space ~ enjoy low-maintenance living including trash & snow removal making this home as practical as it is charming. Take the elevator up to your private entrance hall or use a quick set of stairs. Enjoy stunning views of the town and unbeatable convenience. Rare offering with two deeded parking spaces just steps from the building's side entry. A true gem in a sought-after location

115 Washington Street Unit 2A, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
40 Lake Street Unit I, Winchester
$701,000
2 Beds ⋅ 2 Baths ⋅ 73520263 MLS ⋅ ['Wedge Pond Condominium'] BLDG.
Elegant brick townhouse condominium overlooking beautiful Wedge Pond in one of Winchester's most desirable locations. This spacious and sun-filled home combines modern updates, scenic surroundings and commuter convenience. Open House Sunday 1-3pm

40 Lake Street Unit I, Winchester

Listing courtesy of Listing Agent: Diane Plunkett from Listing Office: Plunkett Properties.
34 Robinhood Road, Winchester
$1,450,000
4 Beds ⋅ 3 Baths ⋅ 73486878 MLS
This spacious four bedroom Colonial is located in the desirable westside neighborhood and Ambrose school. The first level has a fully applianced kitchen followed by a oversized dining room. There is a wood burning fireplace in the spacious living room. A family room is off the kitchen and also an office and half-bath completes this level. The second level has four very large bedrooms. The main bedroom has a walk-in closet and bath. A second bathroom on this level.. Pull down stairs to the attic in the hallway. the lower level has a finished room currently used as a bedroom but has multi uses. Direct access to the 2-car garage. The heated Gunite pool was installed by the current owners along with the enclosed fencing. Home sited on a large level lot. Great location near Whole Foods and Mahoney's. Short ride to the center of town. Desirable Vinson Owen School

34 Robinhood Road, Winchester

Listing courtesy of Listing Agent: Janet Halloran from Listing Office: RE/MAX Real Estate Center.
37 Emerson Rd, Winchester
$6,500
4 Beds ⋅ 4 Baths ⋅ 73517302 MLS
This sunlit, upgraded Winchester single-family home offers a perfect blend of comfort and elegance. The versatile 4-bedrooms & 4-Bathrooms layout features a convenient 1st-floor full bath alongside a formal living room, dining room, office, and spacious family room. The primary suite is located on the 2nd floor with a private ensuite. Skylights brighten the living areas, which open to a wide terrace. The finished walk-out basement provides exceptional extra space with a large bedroom and full bath. Additional highlights: hardwood floors, central AC/heating, and ample storage in the attached garage. Huge Perk: Landlord gifts solar-generated electricity to tenants, resulting in minimal utility bills! Perfectly located for families and commuters: 7-min walk to Ambrose Elementary, 5-min drive to Winchester Center station, and under 10 mins to Burlington Mall, Whole Foods, and H Mart. An ideal sanctuary for work-from-home and modern family life.

37 Emerson Rd, Winchester

Listing courtesy of Listing Agent: Hao Wang from Listing Office: Dreamega International Realty LLC.
15 Wildwood Street, Winchester
$2,100,000
6 Beds ⋅ 3 Baths ⋅ 73488105 MLS
Welcome to 15 Wildwood Street — a quintessential Winchester residence offering timeless character, modern amenities & endless potential. Ideally situated on a beautiful lot close to the town center. This charming home is impeccably maintained & move-in ready, while providing the opportunity for thoughtful updates to further enhance its value. Step inside to a sun-filled living room w/oversized windows, rich architectural details, 10’ft ceilings & original crown molding. The kitchen combines function & style with Sub-Zero fridge leading to the elegant dining room w/ fireplace, china pantry, original marble sink & more. Upstairs, 6 bedrooms await, featuring hardwood floors, large closets & beautiful natural light. The stunning walk out lower level also features extremely high ceilings w/teak parquet floors. This property also includes a 3 story, 2200 sf barn with parking for 7 cars and potential for ADU / living space /home office/ gym & more! Close to downtown Winchester!

15 Wildwood Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
62 Richardson St, Winchester
$1,060,000
5 Beds ⋅ 3 Baths ⋅ 73117876 MLS
Stunning Two-Family home in idyllic Winchester - Ideal for multi-generational living, investors or buyers looking for a top rated School District. This home is perfectly situated on a large corner lot. Venture into Unit 1 through the all seasons porch. The kitchen offers ample cabinet space, center island, & breakfast nook. Two bedrooms on level 1, both w/ ample closet storage. Full bath w/ shower stall. Finished family room in basement w/ beamed ceiling, carpet, & w/d hookups. Unit 2 located consists of two living levels. Complete w/ a sunny living room, 3 beds, & full bath w/ shower/tub. Spacious kitchen w/ dining area & electric range. W/d hookups & 1/2 bath in basement. Fantastic backyard complete w/ a patio & heated in-ground pool! 3 driveways & a 2-car garage! You'll love all that Winchester has to offer: award-winning schools, shopping and dining in Winchester Center, Middlesex Fells Reservation, Farmer's Market, Tri-Community Greenway, and easy access to downtown Boston.

62 Richardson St, Winchester

Listing courtesy of Listing Agent: Frank Ventresca from Listing Office: Strategy Street.
9 Governors Avenue Unit 2, Winchester
$888,000
3 Beds ⋅ 2 Baths ⋅ 73509305 MLS
Perfectly positioned just moments from the charm and vibrancy of the town center, this inviting 3-bedroom, 1.5-bath condo offers a lifestyle as appealing as its location. Step inside to discover a bright, thoughtfully designed layout filled with generous living spaces and abundant natural light. Three bedrooms provide the versatility you need—whether for family, guests, or a home office. Enjoy everyday ease with in-unit laundry and private basement storage, while the enclosed front porch opens the door to endless possibilities—imagine a cozy reading nook, sun-drenched lounge, or your own personal retreat. Outside, a driveway with two off-street parking spaces adds convenience, and the shared backyard with patio sets the stage for relaxing afternoons or effortless entertaining. All this, just minutes from Winchester Center, top-rated schools, local shops, dining, and the commuter rail!

9 Governors Avenue Unit 2, Winchester

Listing courtesy of Listing Agent: Vita Realty Group from Listing Office: Compass.
200 Swanton St Unit 635, Winchester
$2,600
2 Beds ⋅ 1 Baths ⋅ 73501079 MLS
ALL UTILITIES INCLUDED. Spacious 2-bedroom, 1-bath unit in a peaceful, park-like setting overlooking the duck pond. Features a well-designed layout, a balcony for relaxing outdoor space. Both bedrooms are a good size with closet space. Professionally managed community with on-site laundry, outdoor pool, landscaped grounds, and off-street parking. Conveniently located near downtown Winchester, commuter rail, shopping, dining, and major highways. Tenant responsible for cable and internet. Photos are virtually staged.

200 Swanton St Unit 635, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: REMAX Andrew Realty Services.
38 Salem Street Unit 38, Winchester
$1,610,000
5 Beds ⋅ 4 Baths ⋅ 73513154 MLS
A rare opportunity to enjoy easy, yet refined living in Winchester, this well-maintained newer construction home offers 4-5 bedrooms and 3 ½ baths with a thoughtfully designed open floor plan. The main level features a spacious living area, eat-in kitchen with granite countertops, stainless steel appliances and pantry, along with a ½ bath and practical mudroom for everyday ease. Upstairs, generously proportioned bedrooms provide comfort and flexibility across two levels. The finished lower level with laundry adds valuable living space. Outside, an oversized paver driveway, two-car attached garage and inviting patio overlook a pleasant and private backyard setting. Ideally located just moments to the town center commuter rail, local shops and dining, and nearby schools, including brand new Lynch Elementary School. Move-in ready and offering exceptional value in a sought-after location.

38 Salem Street Unit 38, Winchester

Listing courtesy of Listing Agent: Dara Singleton from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
149 Horn Pond Brook Road, Winchester
$1,020,000
5 Beds ⋅ 2 Baths ⋅ 73478668 MLS
Picture-perfect Cape Cod single family home on a corner lot across the street from the brand new Lynch Elementary School. This special residence is much larger than it looks & has 4–5 spacious bedrooms across two levels & two full baths on each floor. Such space offers versatility with 2 beds on main level & 3 bedrooms on the upper floor. The sun-filled living room flows nicely to a charming eat-in kitchen. The partially finished lower level adds valuable bonus space for a home office, gym or family room & has direct access to yard. Great basement storage & whole house generator powered by propane. Minutes from Winchester Center & Horn Pond. Commuter friendly location, close to the Winchester Center train Station.

149 Horn Pond Brook Road, Winchester

Listing courtesy of Listing Agent: Nancy Ciampa McLaughlin from Listing Office: Redfin Corp..
7 Conant Road Unit 53, Winchester
$745,000
2 Beds ⋅ 2 Baths ⋅ 73507003 MLS ⋅ ['The Willows'] BLDG.
This rare & very desirable Willows unit offers effortless one-level living ~ enjoy this beautifully maintained direct entry first-floor residence with adjacent garage!! The open-concept layout is filled with natural light and features a welcoming living room with a gas fireplace with slider to a private fenced patio, ideal for indoor-outdoor enjoyment. The extraordinary primary suite is drenched in sunlight w lovely views & includes includes an updated full bath, walk in closet plus a private rear patio; the second bedroom is also very spacious with great closet space. This floor through unit has been gently lived in and is in excellent condition. A rare offering with direct garage access and a large private storage area. Ideally located near the clubhouse, where residents enjoy access to a swimming pool, fitness center, and manicured grounds, all just moments from the town center & easy highway access. A great opportunity for low-maintenance living in a highly desirable community.

7 Conant Road Unit 53, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
6 Oakland Circle, Winchester
$1,607,000
4 Beds ⋅ 3 Baths ⋅ 73505351 MLS
Location, location, location! Enjoy one-level living in this charming Ranch-style home, beautifully situated on a cul-de-sac, within walking distance to the vibrant Town Center. This exceptional property, lovingly maintained by the same owners for 50+ years, offers a large fireplaced living room with ample natural light, gracious dining room with built-in cabinets, tasteful new kitchen with quartz countertops and stainless appliances (2025), spacious primary bedroom with en-suite bath and cedar closet, 3 additional good-sized bedrooms, beautiful hardwood floors, central airconditioning, sunroom overlooking private backyard, mudroom, abundant storage space, and more. Bring your creative ideas for the large space in the lower level to personalize for your needs. The 2-car garage, motion-sensor lights, and the landscaped yard complete the picture. Welcome to Winchester with its highly rated schools, two commuter rail stations, Mystic Lakes, and the much-treasured Fells Reservation.

6 Oakland Circle, Winchester

Listing courtesy of Listing Agent: Seeme Moreira from Listing Office: Coldwell Banker Realty - Lexington.
65 High Street, Winchester
$1,440,150
6 Beds ⋅ 3 Baths ⋅ 73498871 MLS
Exceptional opportunity in a highly desirable Winchester neighborhood! This spacious 6-bedroom home offers incredible flexibility for today's lifestyle, perfect for multi-generational living, work-from-home setups, or growing households. The sun-filled main level 3-bedrooms feature hardwood floors and a seamless flow, ideal for both everyday living and entertaining. The updated second floor includes a full bath, private laundry, and generously sized 3 bedrooms with abundant natural light. A standout feature is the expansive 1,337 sq ft lower level - ideal for a playroom, gym, media room, or future customization. Enjoy a level, private backyard perfect for outdoor gatherings, gardening, and recreation. Conveniently located near top-rated schools, commuter rail, and Winchester center. Incredible value and space in one of Winchester's most sought-after communities!! The seller will gift the new buyer a pool and a ping-pong table for the playroom.

65 High Street, Winchester

Listing courtesy of Listing Agent: Anna Jung from Listing Office: K Stadium Realty INC.
12 Salisbury Street, Winchester
$3,100,000
6 Beds ⋅ 5 Baths ⋅ 73496654 MLS
Welcome home to this stunning colonial on one of Winchester's most beloved streets. Featuring 6 bedrooms and 4.5 baths, this has been extensively renovated, creating space to spread out and truly live. Rich hardwood floors, 3 fireplaces, and a gracious flow make every room feel warm and inviting. The gourmet kitchen- complete with granite countertops, a large island, butlers pantry, wine chiller, double dishwashers and stainless appliances- is the heart of the home. The primary suite is a true retreat with a fireplace, walk-in closets, and spa bath with soaking tub. A sun room, custom mud room, finished basement, and 3rd-floor bedrooms offer room for everyone and everything. Outside, a bluestone patio, wood burning fireplace, covered deck, enclosed porch, professional landscaping and irrigation system create a beautiful and private setting, while a 2-car detached garage and 6-car paved driveway provide exceptional storage and parking. Surely a highlight of Winchester's spring market!

12 Salisbury Street, Winchester

Listing courtesy of Listing Agent: Karen S. Garrett from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.
7 Conant Road Unit 67, Winchester
$3,300
2 Beds ⋅ 3 Baths ⋅ 73457225 MLS
Condo community with use of wonderful exercise facility, outdoor heated pool and community center. In-unit laundry, no lead paint, Central AC. Beautiful 2 bed 2.5 bath townhouse with a 2 car parking at the sought-after Willows in Winchester. Elevator building to second floor then the unit is a spacious townhouse 2nd and 3rd floors. No one above you. Open floor plan from kitchen to living room with plenty of natural sunlight in this southwest facing unit. Gas fireplace. Two very large bedrooms are located on the top level both with full baths and large closets. In-unit full size washer and dryer just outside the bedrooms. 2 private balconies. Newer windows and new window blinds / sliding door blinds. Large 10’ by 5’ with 7’ height storage in the basement. Plenty of guest parking. Water included. Gas heat. Mostly owners and in this well-maintained / beautiful condominium complex.

7 Conant Road Unit 67, Winchester

Listing courtesy of Listing Agent: David W. Ledwig from Listing Office: Coldwell Banker Realty - Lexington.
87 Wendell Street, Winchester
$1,250,000
4 Beds ⋅ 2 Baths ⋅ 73500869 MLS
Beautifully renovated 4BR home situated across from McDonald field & playground offering a desirable floor plan ideal for entertaining & easy living. Enter into a lovely sun porch/ mudroom leading to the main level featuring a bright and airy open floor plan w/gorgeous wide plank hickory flooring, many windows, high ceilings & stunning renovated kitchen showcasing high-end appliances & a spacious center island. The versatile 1st floor also offers a large bedroom suite w/ full bath providing the perfect option for a primary suite, guest suite or family room. Upstairs includes 3 additional bedrooms & full renovated hall bath. Tucked away on the third floor, a peaceful retreat/ ideal home office space. An oversized yard w/ new trex deck is ideal for play, bbq's and offers potential space for an ADU! Enjoy a vibrant cheerful neighborhood & a turnkey property w/ many recent thoughtful updates. Close to town & train to Boston! Don't miss this great home in the NEW Lynch Elementary district!

87 Wendell Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
31 Mystic Ave Unit 31, Winchester
$1,200,000
4 Beds ⋅ 2 Baths ⋅ 73499525 MLS
Charming, beautifully updated town home in prime downtown Winchester neighborhood! This 4 bed 2 bath home offers living space across 3 levels, blending classic character w/ everyday functionality. The layout features a welcoming main level with high ceilings, oversized windows & a nice open flow between the living room, dining room, family room & kitchen, creating an ideal setup for both daily living and entertaining. Upstairs, you’ll find 4 large bedrooms w/ flexibility for guest space or home offices. Generous room sizes, hardwood flooring, and great natural light carry throughout the home, enhancing its warm and inviting feel. Timeless architectural details add to this great home. Enjoy private spaces with room to spread out, all while being conveniently located close to Winchester center, commuter rail, top-rated schools, and local shops and restaurants. A great opportunity for both commuters and those looking to enjoy all the town has to offer.

31 Mystic Ave Unit 31, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
237 Swanton Street, Winchester
$1,850,000
5 Beds ⋅ 4 Baths ⋅ 73496811 MLS
**Unbelievable deal!! **NEWER CONSTRUCTION! This 2020 home showcases 5 beds, 4 baths-4300sf of style & luxury situated on the corner of Loring Ave. The home features high ceilings, hardwood floors & a stunning sunny open floor plan w/ eat in kitchen, center island, custom cabinetry, stainless appliances & walk-in pantry. Formal dining room & dramatic oversized family room will impress, featuring vaulted ceilings, gas fireplace and plenty of windows.The first floor also includes a bedroom suite w/ full bath! Upstairs you'll find 3 spacious bedrooms, including the primary suite w/ walk-in closet & beautiful en-suite bath w/ large shower, tub & double vanity sinks. Additional BR5 & bath on the 3rd fl. The finished lower level offers a family room w/ bar & large media/playroom. A fenced in yard, deck/ patio & direct entry two-car garage complete this home. Enjoy all the area has to offer including McDonald field playground, restaurants, shops, schools, train to Boston- just 7 miles!

237 Swanton Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
2 Priscilla Lane, Winchester
$2,649,000
4 Beds ⋅ 4 Baths ⋅ 73485423 MLS
Under construction / Beautifully crafted 4 bedroom home offering thoughtful design, quality finishes & an ideal layout. The open-concept 1st floor is both spacious & welcoming, perfect for entertaining & everyday living. The chef’s kitchen features quartz countertops, stainless appliances, large center island w/seating & pantry. The kitchen flows seamlessly into the generous family room w/ gas fireplace & sliders leading to a large deck w/ private yard. The main level also includes a formal dining room w/ wainscoting, & a tray ceiling, a functional mudroom w/ bench seating, & a stylish half bath. Upstairs, the expansive primary suite offers 2 walk-in closets a luxurious bath with double vanities, soaking tub, & oversized shower. 3 additional bedrooms, a full hall bath, & convenient laundry room complete the 2nd floor. The finished LL provides a versatile media room,a full bath, & abundant storage. Two-car garage w/ direct entry. Convenient location close to town, train & Boston!

2 Priscilla Lane, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
54 Johnson Rd, Winchester
$3,100,000
5 Beds ⋅ 8 Baths ⋅ 73474290 MLS
This STUNNING newly constructed home facing Old Village Drive redefines modern luxury! Designed w/ both elegance & everyday comfort in mind, this residence blends style w/ ease of living. The 8’ arched, handcrafted wrought-iron front doors open to a grand 20' foyer, showcasing soaring 10' ceilings, custom rift-sawn beams, and expansive floor-to-ceiling windows. With 25 years of expertise, the master builders commitment to exceptional quality & craftsmanship shines through every detail. Spanning four meticulously finished levels, this home leaves nothing to be desired. Highlights include a chef's kitchen w/ dual islands, vaulted ceilings, wine fridge, coffee bar, charming breakfast nook, butler's & dry pantries, a direct entry first-floor office or in-law suite & full third floor w/ hardwood floors & bath. The expansive lower level offers a family room, movie theatre, game room, gym plus private entry separate living quarters w/full in-law/au-pair suite w/ kitchen, 2nd laundry,BR & bath

54 Johnson Rd, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
104 Wendell Street, Winchester
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 73502604 MLS
Charming 3-bedroom Colonial nestled on a lovely street in desirable Macdonald playground neighborhood! This well-maintained single-family home on a large lot offers a thoughtful floor plan w/hardwood flooring throughout. The main level features a spacious living room and an open-concept kitchen and dining area, perfect for everyday living and entertaining. The updated cherry kitchen is equipped with stainless steel appliances, granite countertops, and a slider that opens to a large, sun-filled backyard, with patio ideal for gatherings or simply enjoying beautiful sunrise and sunset views. Upstairs, you’ll find three bright and generously sized bedrooms along with an updated full bath. The basement offers additional playroom space, w/ laundry & excellent storage The expansive backyard w/shed is great for outdoor entertaining, play, or gardening. Enjoy all that Winchester has to offer, including top-rated schools, and convenient access to Boston.

104 Wendell Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
257 High Street, Winchester
$3,150,000
5 Beds ⋅ 7 Baths ⋅ 73499287 MLS
OPEN HOUSE CANCELLED 4/12 **OFFER ACCEPTED** Spectacular Winchester estate offering over 7000 sf of living space with exceptional privacy and exclusivity on an oversized lot. This grand home spans over three full levels with extraordinary living spaces highlighted by a soaring two-story family room, elegant mahogany library w/ fplc, custom built-ins. The large country kitchen offers commercial grade appliances, w access to glorious deck, mudroom, pantry & oversized 2 car garage. The 2nd floor offers a stunning master w sitting area, marble bath & walk in closet. 3 add'l BR's, all generously sized. The expansive lower level features an inviting screened "Florida room" family space that opens to a bluestone patio with fire pit, overlooking expansive meticulously maintained lawn & an outdoor shower! Additionally in the LL, there is a movie theatre, full kitchen, gym, bedroom, game room w fplc, perfect for ADU/ extended family or everyday living & entertaining. Must see this fabulous home~

257 High Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.
1 Orient Street, Winchester
$1,330,000
3 Beds ⋅ 2 Baths ⋅ 73498431 MLS
Oh, how beautiful life can be when lifestyle & location align! Imagine living just over a mile from the shops & restaurants in the Center, while also being able to stroll down the block to enjoy Leonard Field & the bike path? Stylish & chic, this quaint yet elevated gem was thoughtfully designed to preserve its original, nostalgic charm. Surprisingly spacious, the main level features a sunny front-to-back living room, dining room, & a truly beautiful sunroom/office. The updated kitchen w/marble island & built-in breakfast nook connects beautifully to the outdoor space including the bluestone patio & fenced yard. Upstairs, appealing angles & peaks frame a front-to-back primary w/customized closets & private deck, a fully tiled bath, + 2 additional bedrooms. Dreaming of more space? The finished lower level is perfect for occasional guests or playroom, + offers laundry & a pristine utility/mudroom! All in a neighborhood known for its friendly vibe, near the train, ask agent for updates!

1 Orient Street, Winchester

Listing courtesy of Listing Agent: Julie Gibson from Listing Office: Gibson Sotheby's International Realty.
15 East Street, Winchester
$1,060,000
3 Beds ⋅ 2 Baths ⋅ 73493684 MLS
Move in ready & nicely remodeled ranch on a fabulous 10K fenced lot! This 3-4bedroom, 2 full bath home w/full lower level including office, family room/bedroom & full bath offers a sunny, functional layout w/ tasteful updates throughout.The main living spaces flow seamlessly, highlighted by a newer eat-in kitchen w/ access to deck & great yard; perfect for indoor/outdoor living & entertaining. Spacious living room offers a fireplace, bay window & opens to dining area. Generously sized bedrooms & updated full bath complete the 1st floor. You will love the large lower level w/ high ceilings, a nice family room/ bedroom/office and full bath. The fenced yard w/ lush grass & large deck offer a private outdoor retreat. This home is ideally situated in a central location, just moments to town, Whole Foods & Horn Pond, w/ easy access to major highways for an easy commute. Enjoy all that Winchester has to offer, including its highly rated schools, the train to Boston & the vibrant town center!

15 East Street, Winchester

Listing courtesy of Listing Agent: Kim Covino & Co. Team from Listing Office: Compass.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

How much is your home worth?

Get instant property value now!