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Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with top-of-the-line appliances and flows seamlessly into generously sized living and entertaining spaces. A private home office with custom built-ins provides the ideal work-from-home setting. Five bedrooms and a convenient laundry room are located on the second floor. The third floor offers a perfect in-law or au pair suite with generous living space, a large bedroom, and a private full bath. The recently finished basement adds approximately 1,400 square feet, including open recreation space, a full bath, and an exercise room.

6 Beds ⋅ 6 Baths ⋅ 73473111 MLS

Grand and masterfully crafted, this exceptional residence sits on a private road abutting the Fells conservation land, offering rare privacy and natural surroundings. The spacious home features 6 bedrooms and 6 bathrooms, beginning with a stunning foyer that opens to a sprawling first floor. Sun-filled rooms showcase exquisite custom craftsmanship throughout. The gourmet kitchen is equipped with top-of-the-line appliances and flows seamlessly into generously sized living and entertaining spaces. A private home office with custom built-ins provides the ideal work-from-home setting. Five bedrooms and a convenient laundry room are located on the second floor. The third floor offers a perfect in-law or au pair suite with generous living space, a large bedroom, and a private full bath. The recently finished basement adds approximately 1,400 square feet, including open recreation space, a full bath, and an exercise room.

52 North Border Rd., Winchester

Listing courtesy of Listing Agent: Dylan Archambault from Listing Office: The Archambault Group.

$2,150

Available now at desirable Parkview Condominiums in Winchester! This bright and spacious third-floor one-bedroom condo features sliders leading to a private balcony overlooking the beautifully landscaped grounds and pond. Enjoy a well-maintained kitchen and bath, generous closet space, and one parking spot included, with an additional parking pass available for purchase. Community amenities include a swimming pool, picnic area, laundry facilities, extra storage, and on-site management. Heat, hot water, electricity, and A/C are included! Conveniently located near Winchester Center, Horn Pond, shopping, dining, public transportation, and major routes.Some virtual staging used.

1 Beds ⋅ 1 Baths ⋅ 73579749 MLS

Available now at desirable Parkview Condominiums in Winchester! This bright and spacious third-floor one-bedroom condo features sliders leading to a private balcony overlooking the beautifully landscaped grounds and pond. Enjoy a well-maintained kitchen and bath, generous closet space, and one parking spot included, with an additional parking pass available for purchase. Community amenities include a swimming pool, picnic area, laundry facilities, extra storage, and on-site management. Heat, hot water, electricity, and A/C are included! Conveniently located near Winchester Center, Horn Pond, shopping, dining, public transportation, and major routes.Some virtual staging used.

200 Swanton St Unit 313, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: REMAX Andrew Realty Services.

$3,025,000

Exceptionally rare property on prestigious Rangeley Road, steps to downtown Winchester. Set on what is widely regarded as the most iconic street in Winchester, this 5 bedroom, 4.5 bath home captures the essence of the coveted Rangeley Estates lifestyle. Over 7,300 sq ft of total space & architectural character, blending classic design with modern luxury. Brand NEW Roof+HVAC. Grand, sun drenched interiors & a beautifully scaled layout offer multiple living spaces, including a 1st floor office. The Chef’s kitchen opens to a dramatic family room with soaring ceilings and French doors leading to outdoor living. The large finished lower level features a spa style bathroom & a beautiful custom wine cellar. An elegant porch & stone paved half moon driveway, enhance the home’s presence, complemented by a 2-car garage and expansive driveway. Moments to Winchester center, Commuter rail, boutiques, dining and Top-rated schools. Private, discreet, an ideal home setting for an exceptional family living!

5 Beds ⋅ 5 Baths ⋅ 73561672 MLS

Exceptionally rare property on prestigious Rangeley Road, steps to downtown Winchester. Set on what is widely regarded as the most iconic street in Winchester, this 5 bedroom, 4.5 bath home captures the essence of the coveted Rangeley Estates lifestyle. Over 7,300 sq ft of total space & architectural character, blending classic design with modern luxury. Brand NEW Roof+HVAC. Grand, sun drenched interiors & a beautifully scaled layout offer multiple living spaces, including a 1st floor office. The Chef’s kitchen opens to a dramatic family room with soaring ceilings and French doors leading to outdoor living. The large finished lower level features a spa style bathroom & a beautiful custom wine cellar. An elegant porch & stone paved half moon driveway, enhance the home’s presence, complemented by a 2-car garage and expansive driveway. Moments to Winchester center, Commuter rail, boutiques, dining and Top-rated schools. Private, discreet, an ideal home setting for an exceptional family living!

10 Rangeley Road, Winchester

Listing courtesy of Listing Agent: Karima Alami from Listing Office: Compass.

$5,500

Fantastic opportunity to rent in Winchester! This newer construction, sun-filled townhouse offers three levels of beautifully finished living space and a spacious, open-concept layout perfect for today’s lifestyle. The kitchen features quartz countertops, stainless steel appliances, hardwood floors and quality finishes throughout, complemented by custom built-ins and beautiful millwork. A desirable first-floor primary suite features a walk-in closet and private full bath. Upstairs offers three additional bedrooms with 2 full bathrooms and laundry. The finished lower level provides even more living space with a spacious recreation room, exercise room and full bath. Enjoy a private patio and yard, ideal for outdoor dining and entertaining. Complete with a 2-car garage plus additional off-street parking. Ideally located within walking distance to Lynch Elementary School and close to Winchester’s shops, restaurants, trails and all the community has to offer. Just 7 miles north of Boston with convenient access to major highways, this is a wonderful opportunity to enjoy Winchester living!

4 Beds ⋅ 5 Baths ⋅ 73571424 MLS

Fantastic opportunity to rent in Winchester! This newer construction, sun-filled townhouse offers three levels of beautifully finished living space and a spacious, open-concept layout perfect for today’s lifestyle. The kitchen features quartz countertops, stainless steel appliances, hardwood floors and quality finishes throughout, complemented by custom built-ins and beautiful millwork. A desirable first-floor primary suite features a walk-in closet and private full bath. Upstairs offers three additional bedrooms with 2 full bathrooms and laundry. The finished lower level provides even more living space with a spacious recreation room, exercise room and full bath. Enjoy a private patio and yard, ideal for outdoor dining and entertaining. Complete with a 2-car garage plus additional off-street parking. Ideally located within walking distance to Lynch Elementary School and close to Winchester’s shops, restaurants, trails and all the community has to offer. Just 7 miles north of Boston with convenient access to major highways, this is a wonderful opportunity to enjoy Winchester living!

95 Hemingway St Unit 95, Winchester

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

$1,200,000

Elegantly updated, two-family home offers flexibility for multi-generational living, rental income, or as a spacious single-family. Thoughtful renovations preserve the home's original character while adding modern comforts. A charming farmer's porch leads to an inviting patio. The larger side, 8 Oak, features 8 rooms, 4 beds, 1.5 baths, a 2024 eat-in kitchen with timeless cabinetry, quartz countertops, butcher block island, blue-and-white tile backsplash, exterior-vented gas range, and direct access to a 2024 TimberTech deck. Highlights include an inviting living room with embossed tin ceiling, a first-floor bedroom or office with floor-to-ceiling windows, wide-plank floors, a lower level family room that has a full walk-out to back yard, and 3 second-floor bedrooms. The full bath was beautifully renovated in 2020 with vintage-inspired washstand sinks. The unfinished basement includes laundry and ample storage. The apartment, 10 Oak, is a bright 3 rooms, 1 bed, 1 bath featuring original pine floors, a living room with access to deck, an eat-in kitchen, and a second-floor bedroom suite. Both sides feature mini-split heat and A/C. 8 Oak also offers gas baseboard and radiator heat and 10 Oak also has radiator heat. Three off-street parking spaces. Enjoy an unbeatable location just a short walk to Winchester Center, two MBTA Commuter Rail stations (only two stops to North Station), restaurants, cafés, and shops. Located in the sought-after Lynch Elementary School district and Winchester's top-rated school system. This special property blends timeless charm, modern updates, and exceptional versatility.

5 Beds ⋅ 3 Baths ⋅ 73555245 MLS

Elegantly updated, two-family home offers flexibility for multi-generational living, rental income, or as a spacious single-family. Thoughtful renovations preserve the home's original character while adding modern comforts. A charming farmer's porch leads to an inviting patio. The larger side, 8 Oak, features 8 rooms, 4 beds, 1.5 baths, a 2024 eat-in kitchen with timeless cabinetry, quartz countertops, butcher block island, blue-and-white tile backsplash, exterior-vented gas range, and direct access to a 2024 TimberTech deck. Highlights include an inviting living room with embossed tin ceiling, a first-floor bedroom or office with floor-to-ceiling windows, wide-plank floors, a lower level family room that has a full walk-out to back yard, and 3 second-floor bedrooms. The full bath was beautifully renovated in 2020 with vintage-inspired washstand sinks. The unfinished basement includes laundry and ample storage. The apartment, 10 Oak, is a bright 3 rooms, 1 bed, 1 bath featuring original pine floors, a living room with access to deck, an eat-in kitchen, and a second-floor bedroom suite. Both sides feature mini-split heat and A/C. 8 Oak also offers gas baseboard and radiator heat and 10 Oak also has radiator heat. Three off-street parking spaces. Enjoy an unbeatable location just a short walk to Winchester Center, two MBTA Commuter Rail stations (only two stops to North Station), restaurants, cafés, and shops. Located in the sought-after Lynch Elementary School district and Winchester's top-rated school system. This special property blends timeless charm, modern updates, and exceptional versatility.

8-10 Oak St, Winchester

Listing courtesy of Listing Agent: The Synergy Group from Listing Office: The Synergy Group.

$1,900,000

Set back on a private, serene lot, this contemporary home offers peaceful nature views from nearly every window and a bright, open layout designed for effortless indoor-outdoor living. Cathedral ceilings, hardwood floors, two fireplaces, and French doors create inviting living and dining spaces that extend to decks and patios. The kitchen features teak cabinetry, stone counters, stainless appliances, an island, and a sunny window seat. A main-level primary suite with deck access, two walk-in closets, and a spa-like bath provides a calm retreat. Additional bedrooms offer flexibility for rest, work, or guests, while the full walk-out unfinished lower level—with abundant windows and slider—adds exceptional potential for an ADU, future living area, studio, or recreation space. Updated efficient heat pump heating and cooling, an oversized attached garage, professional landscaping, stone walls, sprinklers, and a cul-de-sac setting complete this distinctive property.

4 Beds ⋅ 4 Baths ⋅ 73537676 MLS

Set back on a private, serene lot, this contemporary home offers peaceful nature views from nearly every window and a bright, open layout designed for effortless indoor-outdoor living. Cathedral ceilings, hardwood floors, two fireplaces, and French doors create inviting living and dining spaces that extend to decks and patios. The kitchen features teak cabinetry, stone counters, stainless appliances, an island, and a sunny window seat. A main-level primary suite with deck access, two walk-in closets, and a spa-like bath provides a calm retreat. Additional bedrooms offer flexibility for rest, work, or guests, while the full walk-out unfinished lower level—with abundant windows and slider—adds exceptional potential for an ADU, future living area, studio, or recreation space. Updated efficient heat pump heating and cooling, an oversized attached garage, professional landscaping, stone walls, sprinklers, and a cul-de-sac setting complete this distinctive property.

15 Fieldstone Dr, Winchester

Listing courtesy of Listing Agent: Anne Spry from Listing Office: Barrett Sotheby's International Realty.

$1,100,000

Lovingly maintained by the same family for more than 50 years, 38 Robinhood is filled with warmth and ready for its next chapter. This versatile home offers a flexible layout with a fireplaced family room, playroom, bedroom, or home office on the entry level, along with a half bath, laundry area, and direct access to the two-car garage. Upstairs, the sun-drenched living room flows into the open dining area with direct access to the oversized screened porch—perfect for relaxing or entertaining. The eat-in kitchen provides access to the patio and backyard, ideal for summer cookouts. The top floor also features three bedrooms with hardwood floors, a full bath, and a half bath. Conveniently located with easy access to all that Winchester has to offer, this cherished home is not to be missed.

3 Beds ⋅ 3 Baths ⋅ 73537786 MLS

Lovingly maintained by the same family for more than 50 years, 38 Robinhood is filled with warmth and ready for its next chapter. This versatile home offers a flexible layout with a fireplaced family room, playroom, bedroom, or home office on the entry level, along with a half bath, laundry area, and direct access to the two-car garage. Upstairs, the sun-drenched living room flows into the open dining area with direct access to the oversized screened porch—perfect for relaxing or entertaining. The eat-in kitchen provides access to the patio and backyard, ideal for summer cookouts. The top floor also features three bedrooms with hardwood floors, a full bath, and a half bath. Conveniently located with easy access to all that Winchester has to offer, this cherished home is not to be missed.

38 Robinhood Rd, Winchester

Listing courtesy of Listing Agent: Catherine Albiani from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$2,142,000

Exceptional craftsmanship defines this majestic home in The Flats, where beautifully-preserved architectural details blend seamlessly w/ modern livability. A showstopping foyer welcomes you w/ a sweeping staircase, exquisite millwork, graceful arched openings & leaded glass windows. You’ll find quarter-sawn oak floors, rich woodwork, generously scaled windows & impressive ceiling height throughout. The expanded eat-in kitchen includes granite, SS appliances, island, office area & steps to a custom mudroom. The main level also includes elegant living, dining & family rooms, a butler's pantry, & ½ bath. The 2nd floor showcases a dramatic landing w/ continuously curved railing & has 4 large bedrooms & two full baths, including a spacious primary suite w/ full bathroom and walk-in closet. 3 bedrooms & a full bath complete the 3rd floor. The finished lower level w/ recreation room, mudroom w/ built-in lockers, and full bathroom offers endless possibilities. Recent updates include Pella windows throughout (2020), new & upgraded heating system (2024), and exterior siding, paint & shutters (2020). Set on a flat, oversized lot featuring a bluestone patio w/ seating wall. Located in a highly-coveted neighborhood and less than a mile from the newly built Lynch elementary school, town center & train.This magnificent home pairs timeless character with today’s amenities.

7 Beds ⋅ 5 Baths ⋅ 73556122 MLS

Exceptional craftsmanship defines this majestic home in The Flats, where beautifully-preserved architectural details blend seamlessly w/ modern livability. A showstopping foyer welcomes you w/ a sweeping staircase, exquisite millwork, graceful arched openings & leaded glass windows. You’ll find quarter-sawn oak floors, rich woodwork, generously scaled windows & impressive ceiling height throughout. The expanded eat-in kitchen includes granite, SS appliances, island, office area & steps to a custom mudroom. The main level also includes elegant living, dining & family rooms, a butler's pantry, & ½ bath. The 2nd floor showcases a dramatic landing w/ continuously curved railing & has 4 large bedrooms & two full baths, including a spacious primary suite w/ full bathroom and walk-in closet. 3 bedrooms & a full bath complete the 3rd floor. The finished lower level w/ recreation room, mudroom w/ built-in lockers, and full bathroom offers endless possibilities. Recent updates include Pella windows throughout (2020), new & upgraded heating system (2024), and exterior siding, paint & shutters (2020). Set on a flat, oversized lot featuring a bluestone patio w/ seating wall. Located in a highly-coveted neighborhood and less than a mile from the newly built Lynch elementary school, town center & train.This magnificent home pairs timeless character with today’s amenities.

42 Wildwood Street, Winchester

Listing courtesy of Listing Agent: Carolyn Walsh from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$1,880

Welcome to 200 Swanton Street, Unit 738—a top-floor studio condominium offering comfortable, convenient, and low-maintenance living. All utilities are included, making monthly expenses simple. Enjoy laundry facilities in the building, additional storage downstairs for an extra fee, and a pool.

1 Baths ⋅ 73564703 MLS

Welcome to 200 Swanton Street, Unit 738—a top-floor studio condominium offering comfortable, convenient, and low-maintenance living. All utilities are included, making monthly expenses simple. Enjoy laundry facilities in the building, additional storage downstairs for an extra fee, and a pool.

200 Swanton Unit 738, Winchester

Listing courtesy of Listing Agent: Joan Powell from Listing Office: REMAX Andrew Realty Services.

$1,035,000

Welcome to this meticulously renovated four-bedroom Colonial, ideally situated on a quiet dead-end street just steps from downtown Winchester, the commuter rail, and the newly built Lynch Elementary School. The sun-filled first floor features gorgeous floors, a charming living room, a dining room that opens to a spacious deck, a stunning updated kitchen with new countertops and appliances, as well as a mudroom and a full bath. The fenced backyard is perfect for entertaining. Upstairs, four bedrooms each offer generous closet space. The lower level--with new half bath, new carpet, laundry and storage--is ideal for a media space or playroom. Newer roof, tankless water heater, and a new 200-amp electrical panel provide peace of mind. Close proximity to Horn Pond Reservation, trails, and parks, and easy access to Boston via rail and bus. A rare chance to own a fully updated home in a truly special neighborhood.

4 Beds ⋅ 2 Baths ⋅ 73547513 MLS

Welcome to this meticulously renovated four-bedroom Colonial, ideally situated on a quiet dead-end street just steps from downtown Winchester, the commuter rail, and the newly built Lynch Elementary School. The sun-filled first floor features gorgeous floors, a charming living room, a dining room that opens to a spacious deck, a stunning updated kitchen with new countertops and appliances, as well as a mudroom and a full bath. The fenced backyard is perfect for entertaining. Upstairs, four bedrooms each offer generous closet space. The lower level--with new half bath, new carpet, laundry and storage--is ideal for a media space or playroom. Newer roof, tankless water heater, and a new 200-amp electrical panel provide peace of mind. Close proximity to Horn Pond Reservation, trails, and parks, and easy access to Boston via rail and bus. A rare chance to own a fully updated home in a truly special neighborhood.

46 Clark St, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.

$2,300,000

OPEN HOUSE CANCELLED. Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with everyday functionality. The first floor features an open-concept kitchen, dining area, and sun-filled living and family rooms with soaring ceilings open to the second floor and a cozy fireplace, perfect for entertaining or relaxing. A first-floor bedroom, full bath, and convenient laundry add flexibility for guests or multigenerational living. Upstairs, the luxurious master retreat boasts a cozy gas fireplace, expansive walk-in closet, and spa-like bath, followed by another bedroom with an ensuite bath, and two additional bedrooms sharing a Jack and Jill bath. A finished basement provides versatile space for a gym, media room, or playroom. Enjoy a charming front porch, private back deck, durable Hardy Plank exterior, and attached two-car garage. Exceptional craftsmanship and timeless curb appeal make this a must-see home! Located within the Winchester School District

5 Beds ⋅ 4 Baths ⋅ 73525195 MLS

OPEN HOUSE CANCELLED. Stunning new construction in highly sought-after Winchester! This thoughtfully designed home blends modern style with everyday functionality. The first floor features an open-concept kitchen, dining area, and sun-filled living and family rooms with soaring ceilings open to the second floor and a cozy fireplace, perfect for entertaining or relaxing. A first-floor bedroom, full bath, and convenient laundry add flexibility for guests or multigenerational living. Upstairs, the luxurious master retreat boasts a cozy gas fireplace, expansive walk-in closet, and spa-like bath, followed by another bedroom with an ensuite bath, and two additional bedrooms sharing a Jack and Jill bath. A finished basement provides versatile space for a gym, media room, or playroom. Enjoy a charming front porch, private back deck, durable Hardy Plank exterior, and attached two-car garage. Exceptional craftsmanship and timeless curb appeal make this a must-see home! Located within the Winchester School District

53 Winford Way, Winchester

Listing courtesy of Listing Agent: Andersen Group Realty from Listing Office: Keller Williams Realty Boston Northwest.

$1,800

Desirable direct-entry terrace level studio at the Parkview Condominiums - near Winchester Center. This updated unit offers convenient walk-out access with a private covered patio perfect for enjoying the outdoors & offers direct views of the duck pond & courtyard gardens. This oversized studio offers ample space for dining, living & bedroom areas! Amenities include a pool for hot summer days and an on-site laundry room. Close to town location with easy access to the grocery store, restaurants, shops & train to Boston. Rent includes all utilities + 1 parking space. No pets. 2 person occupancy maximum.

1 Baths ⋅ 73573095 MLS

Desirable direct-entry terrace level studio at the Parkview Condominiums - near Winchester Center. This updated unit offers convenient walk-out access with a private covered patio perfect for enjoying the outdoors & offers direct views of the duck pond & courtyard gardens. This oversized studio offers ample space for dining, living & bedroom areas! Amenities include a pool for hot summer days and an on-site laundry room. Close to town location with easy access to the grocery store, restaurants, shops & train to Boston. Rent includes all utilities + 1 parking space. No pets. 2 person occupancy maximum.

200 Swanton Unit T30, Winchester

Listing courtesy of Listing Agent: Noha Soliman from Listing Office: Leading Edge Real Estate.

$1,857,000

Beautifully updated & impeccably maintained 3 BR, 3.5 bath home on a sought-after cul-de-sac w/lovely front & side yards, abutting conservation land for exceptional privacy. The main level features a spacious living room, updated sunroom, granite kitchen w/newer SS appliances, abundant cabinetry, peninsula seating, & dining room w/ access to an inviting deck. Two 1st floor bedrooms & two full baths, including an en-suite, offer exceptional flexibility. The 2nd floor primary suite is a private retreat w/ a vaulted ceiling, oversized walk-in closet, spacious bath w/ double vanity. This level offers an additional storage closet & unfinished room w/expansion potential. En-suite bedrooms on both the 1st & 2nd floors provide a versatile floor plan. The bright walk-out lower level includes a large family room w/ access to an expansive deck, mudroom, laundry room, half bath, & bonus room ideal for overnight guests. Replacement windows & beautiful storage shed complete this move in ready home.

3 Beds ⋅ 4 Baths ⋅ 73549106 MLS

Beautifully updated & impeccably maintained 3 BR, 3.5 bath home on a sought-after cul-de-sac w/lovely front & side yards, abutting conservation land for exceptional privacy. The main level features a spacious living room, updated sunroom, granite kitchen w/newer SS appliances, abundant cabinetry, peninsula seating, & dining room w/ access to an inviting deck. Two 1st floor bedrooms & two full baths, including an en-suite, offer exceptional flexibility. The 2nd floor primary suite is a private retreat w/ a vaulted ceiling, oversized walk-in closet, spacious bath w/ double vanity. This level offers an additional storage closet & unfinished room w/expansion potential. En-suite bedrooms on both the 1st & 2nd floors provide a versatile floor plan. The bright walk-out lower level includes a large family room w/ access to an expansive deck, mudroom, laundry room, half bath, & bonus room ideal for overnight guests. Replacement windows & beautiful storage shed complete this move in ready home.

2 Olde Lyme Road, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

10 Winchester Place Unit 102, Winchester

$4,200

Spacious and sunny corner unit condo at Winchester Place - Beautifully appointed unit with custom stenciled paint, "gold" dining room ceiling, living room with custom built-ins (including 2 desks) and gas fireplace, hardwood flooring throughout, new kitchen appliances, large walk in closet in main bedroom; oversized shower and large soaking tub in main bathroom which was recently renovated. Private balcony for your morning coffee. Don't miss the opportunity to live within walking distance to shops, restaurants, and commuter rail to Boston.

2 Beds ⋅ 2 Baths ⋅ 73536880 MLS

Spacious and sunny corner unit condo at Winchester Place - Beautifully appointed unit with custom stenciled paint, "gold" dining room ceiling, living room with custom built-ins (including 2 desks) and gas fireplace, hardwood flooring throughout, new kitchen appliances, large walk in closet in main bedroom; oversized shower and large soaking tub in main bathroom which was recently renovated. Private balcony for your morning coffee. Don't miss the opportunity to live within walking distance to shops, restaurants, and commuter rail to Boston.

10 Winchester Place Unit 102, Winchester

Listing courtesy of Listing Agent: Diane Plunkett from Listing Office: Plunkett Properties.

$4,200

Beautifully renovated single-family home on a quiet cul-de-sac in desirable Winchester. Situated on a spacious 9,500± sq. ft. lot, this move-in-ready home features newly finished hardwood floors throughout, an open-concept living and dining area, an updated kitchen with gas cooking, a cozy family room with a wood-burning fireplace, and a full bath on the main level. Upstairs offers three spacious bedrooms and a newly renovated full bath. Conveniently located near schools, parks, shopping, and major commuter routes. Tenant is responsible for all utilities, snow removal, and lawn maintenance. First month’s rent, one month’s security deposit, credit/background check, proof of income, and photo ID required.

3 Beds ⋅ 2 Baths ⋅ 73550305 MLS

Beautifully renovated single-family home on a quiet cul-de-sac in desirable Winchester. Situated on a spacious 9,500± sq. ft. lot, this move-in-ready home features newly finished hardwood floors throughout, an open-concept living and dining area, an updated kitchen with gas cooking, a cozy family room with a wood-burning fireplace, and a full bath on the main level. Upstairs offers three spacious bedrooms and a newly renovated full bath. Conveniently located near schools, parks, shopping, and major commuter routes. Tenant is responsible for all utilities, snow removal, and lawn maintenance. First month’s rent, one month’s security deposit, credit/background check, proof of income, and photo ID required.

22 Baldwin St, Winchester

Listing courtesy of Listing Agent: Qian Han from Listing Office: JW Real Estate Services, LLC.

$2,500

This great first floor 2 bedroom home is bright and spacious. The entry hall leads to living room, dining room, and kitchen The full bath is flanked by 2 bedrooms. Eat in kitchen with pantry is spacious enough to have a dining table. Tenant pays for gas heat, electricity, hot water, snow removal & refuse removal. Landlord pays for landscaping (grounds maintenance), water, sewer & provides laundry in the basement. 2 car tandem assign parking. Available 9/1/26. Showings are:Wed, 8/12 5-6pmThurs., 8/13 3:30-4:15Fri., 8/14 11am-12 noonPhotos are from 2nd floor unit and represent similar condition and layout.

2 Beds ⋅ 1 Baths ⋅ 73561836 MLS

This great first floor 2 bedroom home is bright and spacious. The entry hall leads to living room, dining room, and kitchen The full bath is flanked by 2 bedrooms. Eat in kitchen with pantry is spacious enough to have a dining table. Tenant pays for gas heat, electricity, hot water, snow removal & refuse removal. Landlord pays for landscaping (grounds maintenance), water, sewer & provides laundry in the basement. 2 car tandem assign parking. Available 9/1/26. Showings are:Wed, 8/12 5-6pmThurs., 8/13 3:30-4:15Fri., 8/14 11am-12 noonPhotos are from 2nd floor unit and represent similar condition and layout.

24 Lebanon Unit 1, Winchester

Listing courtesy of Listing Agent: Anne Spry from Listing Office: Barrett Sotheby's International Realty.

$1,820,000

Must see! Beautifully renovated & expanded Cape offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr bedrm & full bath, plus a flexible suite w/ kitchenette, sitting room & full bath. Upstairs offers 3 add' bedrooms & a full bath. The finished lower level includes a family room, office, exercise space, bonus room w/ walkout, workshop, storage & cedar closet. Additional highlights include an oversized 2-car garage with EV charger, elevator lift, solar array, & direct access to the apartment featuring vaulted ceilings, gas fireplace, full kitchen, laundry & private deck. Set on an oversized level lot with mature landscaping, deck, patio & gazebo on a quiet cul-de-sac in the Lynch School district

6 Beds ⋅ 5 Baths ⋅ 73507145 MLS

Must see! Beautifully renovated & expanded Cape offering flexibility for multigenerational living, complete w/ a legal unit over the garage ideal for in-laws, nanny, guests, or rental income. Thoughtfully designed w/ a seamless blend of private & communal spaces, the main home features an updated kitchen w/ mudroom, laundry & pantry, a spacious living room w/ gas fireplace, dining room, 1st flr bedrm & full bath, plus a flexible suite w/ kitchenette, sitting room & full bath. Upstairs offers 3 add' bedrooms & a full bath. The finished lower level includes a family room, office, exercise space, bonus room w/ walkout, workshop, storage & cedar closet. Additional highlights include an oversized 2-car garage with EV charger, elevator lift, solar array, & direct access to the apartment featuring vaulted ceilings, gas fireplace, full kitchen, laundry & private deck. Set on an oversized level lot with mature landscaping, deck, patio & gazebo on a quiet cul-de-sac in the Lynch School district

16 Glenwood Ave, Winchester

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

$4,250

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

4 Beds ⋅ 2 Baths ⋅ 73515086 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.

$1,715,000

Turnkey-ready 4BR, 3 full bath home set on a beautifully landscaped .82-acre lot directly across from the Swim & Tennis Club, where the new owner receives immediate membership! Extensively renovated & thoughtfully designed, this home offers exceptional style & comfort throughout.The stunning 2026 kitchen features custom cabinetry, quartz countertops, center island, designer backsplash, updated lighting, SS appliances, & new hardwood flooring. A gorgeous primary suite, inviting screened porch, cozy gas fireplace, & functional mudroom add warmth & everyday convenience. All 3 bathrooms were tastefully refreshed in 2024 w/ new showers, vanities, fixtures, & tile. Additional improvements include a new roof, updated exterior siding, finished basement, refinished hardwood floors, freshly painted interior, custom closet systems, new washer/dryer, updated front entry tile, & extensive landscaping w/a new front walkway. Just steps from award winning VO elementary school and Wright Locke Farm.

4 Beds ⋅ 3 Baths ⋅ 73525571 MLS

Turnkey-ready 4BR, 3 full bath home set on a beautifully landscaped .82-acre lot directly across from the Swim & Tennis Club, where the new owner receives immediate membership! Extensively renovated & thoughtfully designed, this home offers exceptional style & comfort throughout.The stunning 2026 kitchen features custom cabinetry, quartz countertops, center island, designer backsplash, updated lighting, SS appliances, & new hardwood flooring. A gorgeous primary suite, inviting screened porch, cozy gas fireplace, & functional mudroom add warmth & everyday convenience. All 3 bathrooms were tastefully refreshed in 2024 w/ new showers, vanities, fixtures, & tile. Additional improvements include a new roof, updated exterior siding, finished basement, refinished hardwood floors, freshly painted interior, custom closet systems, new washer/dryer, updated front entry tile, & extensive landscaping w/a new front walkway. Just steps from award winning VO elementary school and Wright Locke Farm.

94 Johnson Road, Winchester

Listing courtesy of Listing Agent: Paula R. Sughrue from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$3,900

Wonderful opportunity to rent a single family home in Winchester. Main level welcomes you in to a fireplaced Livingroom with hardwood floors and formal dining room with direct access to Eat-in Kitchen featuring granite counters, tile floor and good storage. Second floor offers an over sized full bath with tile floor and three bedrooms all with hardwood floors. Lower level is finished with tile floor, half bath, generous sized laundry area and direct access to the one-car garage. Large private rear yard to enjoy year round. Don't miss this fantastic property close to Fells reservation, minuteman bike path, highway and all Winchester has to offer.

3 Beds ⋅ 3 Baths ⋅ 73559770 MLS

Wonderful opportunity to rent a single family home in Winchester. Main level welcomes you in to a fireplaced Livingroom with hardwood floors and formal dining room with direct access to Eat-in Kitchen featuring granite counters, tile floor and good storage. Second floor offers an over sized full bath with tile floor and three bedrooms all with hardwood floors. Lower level is finished with tile floor, half bath, generous sized laundry area and direct access to the one-car garage. Large private rear yard to enjoy year round. Don't miss this fantastic property close to Fells reservation, minuteman bike path, highway and all Winchester has to offer.

159 Cross St Unit 159, Winchester

Listing courtesy of Listing Agent: Catherine Albiani from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

$2,250,000

Rarely available in one of Winchester’s most desirable neighborhoods, this beautifully maintained Colonial offers the perfect blend of modern comfort and convenience. Set on a quiet cul-de-sac surrounded by historic homes, this late 1990s residence provides newer construction, a thoughtfully designed floor plan and an exceptional location just minutes from Winchester Center, commuter rail, Lincoln Elementary School and the Middlesex Fells Reservation with miles of trails, hiking, running and The Sheepfold dog park. The traditional yet open layout features an updated kitchen, spacious living and dining areas, refreshed baths, fresh paint and updated mechanical systems. A versatile bonus room with a private staircase offers endless possibilities as a home office, media room, guest space, playroom or fitness area. The finished lower level with half bath adds valuable living space. Enjoy outdoor living on the wraparound deck overlooking a private backyard with mature landscaping.

4 Beds ⋅ 4 Baths ⋅ 73554545 MLS

Rarely available in one of Winchester’s most desirable neighborhoods, this beautifully maintained Colonial offers the perfect blend of modern comfort and convenience. Set on a quiet cul-de-sac surrounded by historic homes, this late 1990s residence provides newer construction, a thoughtfully designed floor plan and an exceptional location just minutes from Winchester Center, commuter rail, Lincoln Elementary School and the Middlesex Fells Reservation with miles of trails, hiking, running and The Sheepfold dog park. The traditional yet open layout features an updated kitchen, spacious living and dining areas, refreshed baths, fresh paint and updated mechanical systems. A versatile bonus room with a private staircase offers endless possibilities as a home office, media room, guest space, playroom or fitness area. The finished lower level with half bath adds valuable living space. Enjoy outdoor living on the wraparound deck overlooking a private backyard with mature landscaping.

6 Davey Ln, Winchester

Listing courtesy of Listing Agent: Gretchen Papineau from Listing Office: Coldwell Banker Realty - Andovers/Readings Regional.

$1,350,000

Classic center-entrance Colonial set on a cul-de-sac with a wonderful sense of flow and everyday function. The main level offers formal living and dining rooms, a spacious front-to-back fireplaced family room with first-floor laundry and half bath, plus a bright kitchen with island, dining area, and direct access to the deck. Upstairs, the primary suite includes a walk-in closet and private bath, complemented by three additional bedrooms and a full bath. A two-car under garage connects to the unfinished basement, offering excellent storage and future possibilities. Central air, gas heat, hardwood floors, and a level lot complete this inviting home.

4 Beds ⋅ 3 Baths ⋅ 73554139 MLS

Classic center-entrance Colonial set on a cul-de-sac with a wonderful sense of flow and everyday function. The main level offers formal living and dining rooms, a spacious front-to-back fireplaced family room with first-floor laundry and half bath, plus a bright kitchen with island, dining area, and direct access to the deck. Upstairs, the primary suite includes a walk-in closet and private bath, complemented by three additional bedrooms and a full bath. A two-car under garage connects to the unfinished basement, offering excellent storage and future possibilities. Central air, gas heat, hardwood floors, and a level lot complete this inviting home.

11 Williams Cir, Winchester

Listing courtesy of Listing Agent: Anne Spry from Listing Office: Barrett Sotheby's International Realty.

$3,799,000

Exceptional new construction offering approximately 6,000 sq ft of thoughtfully designed living space with 6 bedrooms, 7.5 baths, and a 3-car garage. A striking exterior showcases natural stonework, copper roof accents, copper gutters, and a welcoming covered porch. Inside, custom millwork, wide-plank hardwood floors, soaring ceilings, a floating staircase, and designer finishes create a timeless yet modern aesthetic. The chef's kitchen features Wolf & Sub-Zero appliances, custom cabinetry, and an oversized island, flowing seamlessly into the main living spaces. Expansive glass doors open to a covered outdoor patio area with a stunning stone fireplace. The luxurious primary suite offers a spa-inspired marble bath and oversized custom walk-in closet. The finished lower level includes a recreation room, wet bar, media space, home gym, and additional entertaining areas. Just moments away from Winchester's vibrant downtown center and the commuter rail, this home is a must see!

6 Beds ⋅ 8 Baths ⋅ 73534577 MLS

Exceptional new construction offering approximately 6,000 sq ft of thoughtfully designed living space with 6 bedrooms, 7.5 baths, and a 3-car garage. A striking exterior showcases natural stonework, copper roof accents, copper gutters, and a welcoming covered porch. Inside, custom millwork, wide-plank hardwood floors, soaring ceilings, a floating staircase, and designer finishes create a timeless yet modern aesthetic. The chef's kitchen features Wolf & Sub-Zero appliances, custom cabinetry, and an oversized island, flowing seamlessly into the main living spaces. Expansive glass doors open to a covered outdoor patio area with a stunning stone fireplace. The luxurious primary suite offers a spa-inspired marble bath and oversized custom walk-in closet. The finished lower level includes a recreation room, wet bar, media space, home gym, and additional entertaining areas. Just moments away from Winchester's vibrant downtown center and the commuter rail, this home is a must see!

29 Ginn Rd, Winchester

Listing courtesy of Listing Agent: Peter Kasseris from Listing Office: Serhant.

$3,100,000

A timeless home of exceptional craftsmanship on the coveted slope of Myopia Hill, offering tranquil views of lush gardens and rolling hills. Thoughtful architectural details enrich every space, while multiple patios and wrap-around porch create an effortless flow between indoor& outdoor. The gracious main level unfolds into beautifully connected living spaces, featuring an office, elegant dining room, chef’s kitchen adorned by enchanting breakfast area and an inviting living &family room anchored by a stone fireplace. The upstairs primary suite is a private retreat w/ its own balcony, dressing rooms, cedar closet & a spa-inspired bath. The private backyard—with its historic stone hunter gazebo, fire pit, mature trees and layered plantings—offers both openness and seclusion. Within close proximity to Winchester Country Club and offering a swift commute to Boston & major highways, this exceptional property delivers privacy and prestige in one of Winchester’s most desirable enclave.

4 Beds ⋅ 4 Baths ⋅ 73471735 MLS

A timeless home of exceptional craftsmanship on the coveted slope of Myopia Hill, offering tranquil views of lush gardens and rolling hills. Thoughtful architectural details enrich every space, while multiple patios and wrap-around porch create an effortless flow between indoor& outdoor. The gracious main level unfolds into beautifully connected living spaces, featuring an office, elegant dining room, chef’s kitchen adorned by enchanting breakfast area and an inviting living &family room anchored by a stone fireplace. The upstairs primary suite is a private retreat w/ its own balcony, dressing rooms, cedar closet & a spa-inspired bath. The private backyard—with its historic stone hunter gazebo, fire pit, mature trees and layered plantings—offers both openness and seclusion. Within close proximity to Winchester Country Club and offering a swift commute to Boston & major highways, this exceptional property delivers privacy and prestige in one of Winchester’s most desirable enclave.

25 Myopia Road, Winchester

Listing courtesy of Listing Agent: Wenjun Cao from Listing Office: Engel & Volkers Boston.

$2,900

Available 9/1!! Beautifully updated second-floor apartment offering more than 1,000 square feet with 6 rooms, 2 spacious bedrooms, 1 full bath, and a home office in one of Winchester's most convenient commuter locations. Directly on the bus line and just moments from Winchester Center, the MBTA commuter rail, restaurants, shops, and major routes, this home combines space, comfort, and convenience. The renovated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and a walk-in pantry, while the updated bathroom adds a fresh, modern feel. Sun-filled living and dining rooms provide generous living space, and both oversized bedrooms offer generous closet space, including one with a walk-in closet. Hardwood floors run throughout, while a huge private driveway with ample off-street parking and a large fenced backyard complete this wonderful rental opportunity. Sorry, no pets!

2 Beds ⋅ 1 Baths ⋅ 73558400 MLS

Available 9/1!! Beautifully updated second-floor apartment offering more than 1,000 square feet with 6 rooms, 2 spacious bedrooms, 1 full bath, and a home office in one of Winchester's most convenient commuter locations. Directly on the bus line and just moments from Winchester Center, the MBTA commuter rail, restaurants, shops, and major routes, this home combines space, comfort, and convenience. The renovated kitchen features granite countertops, stainless steel appliances, abundant cabinetry, and a walk-in pantry, while the updated bathroom adds a fresh, modern feel. Sun-filled living and dining rooms provide generous living space, and both oversized bedrooms offer generous closet space, including one with a walk-in closet. Hardwood floors run throughout, while a huge private driveway with ample off-street parking and a large fenced backyard complete this wonderful rental opportunity. Sorry, no pets!

926 Main Street Unit 2, Winchester

Listing courtesy of Listing Agent: The Pallotta Group from Listing Office: Gibson Sotheby's International Realty.

$2,200

Entry only listing.This bright, updated one-bedroom, one-bath unit features an open-concept layout and a balcony with peaceful pond views. Highlights include a spacious living area, an updated kitchen with new stainless-steel appliances, a large bedroom with new flooring and generous closet space, fresh paint throughout, and on-site laundry.Rent includes all utilities—heat, hot water, electricity, and air conditioning—making budgeting simple and convenient. Residents also enjoy access to an in-ground swimming pool, beautifully maintained grounds, and one free parking pass.The location is convenient for shopping, schools, restaurants, and major highways. The bedroom and living room have been virtually staged.Rent includes all utilities: heat, hot water, electricity, and air conditioning. First month’s rent, last month’s rent, and $,1000 security deposit are due at signing. Good credit isrequired. One-year lease term. No smoking. No pets allowed.

1 Beds ⋅ 1 Baths ⋅ 73556090 MLS

Entry only listing.This bright, updated one-bedroom, one-bath unit features an open-concept layout and a balcony with peaceful pond views. Highlights include a spacious living area, an updated kitchen with new stainless-steel appliances, a large bedroom with new flooring and generous closet space, fresh paint throughout, and on-site laundry.Rent includes all utilities—heat, hot water, electricity, and air conditioning—making budgeting simple and convenient. Residents also enjoy access to an in-ground swimming pool, beautifully maintained grounds, and one free parking pass.The location is convenient for shopping, schools, restaurants, and major highways. The bedroom and living room have been virtually staged.Rent includes all utilities: heat, hot water, electricity, and air conditioning. First month’s rent, last month’s rent, and $,1000 security deposit are due at signing. Good credit isrequired. One-year lease term. No smoking. No pets allowed.

200 Swanton St Unit 228, Winchester

Listing courtesy of Listing Agent: Jing Chen from Listing Office: Boston Hub Real Estate.

$3,100

Bright and sunny 1st floor unit is ready to move in. Large sun drenched living with newer hardwood and large windows; modern kitchen equipped with stainless appliances and plenty of cabinets connects with the dinning room to create an open floor plan. Both good sized bedrooms are with hard floors and double door closets. Full bath on the same living level is complete with tile floors and tub. In-unit washer and dryer, 2 tandem parking spaces, shared backyard and patio with fully grown fruit trees. Rare found location mins walking distance to Muraco Elementary, easy access to Winchester Center, Middlesex Fell Reservation, Rte 93. 2-yr lease preferred

2 Beds ⋅ 1 Baths ⋅ 73511932 MLS

Bright and sunny 1st floor unit is ready to move in. Large sun drenched living with newer hardwood and large windows; modern kitchen equipped with stainless appliances and plenty of cabinets connects with the dinning room to create an open floor plan. Both good sized bedrooms are with hard floors and double door closets. Full bath on the same living level is complete with tile floors and tub. In-unit washer and dryer, 2 tandem parking spaces, shared backyard and patio with fully grown fruit trees. Rare found location mins walking distance to Muraco Elementary, easy access to Winchester Center, Middlesex Fell Reservation, Rte 93. 2-yr lease preferred

31 Irving St Unit 1, Winchester

Listing courtesy of Listing Agent: Yuan Guo from Listing Office: Phoenix Real Estate.

$2,400,000

Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft.² of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero appliances. A stunning staircase showcases a wall of colorful leaded glass complimented by high ceilings, intricate millwork & dramatic details throughout. The expansive rebuilt wrap-around porch offers wonderful space to enjoy summer evenings & host gatherings. The great layout provides flexibility for entertaining, working from home or extended living needs. The striking façade & stately presence creates an unforgettable first impression ideally located near Winchester Center, commuter rail, shops, restaurants & top rated schools. located in one of Winchester's most sought after neighborhoods

6 Beds ⋅ 4 Baths ⋅ 73515135 MLS

Timeless Victorian grandeur meets modern living in this iconic Winchester home situated on the corner of Wilson Street w/ easy access to Fells trails! This recently renovated sun-filled 6 BR 4 BA home offers nearly 5000 ft.² of beautifully scaled living spaces filled w/ extraordinary architectural charm & elegant details featuring a brand new state of the art gorgeous kitchen w/ Wolf & Sub Zero appliances. A stunning staircase showcases a wall of colorful leaded glass complimented by high ceilings, intricate millwork & dramatic details throughout. The expansive rebuilt wrap-around porch offers wonderful space to enjoy summer evenings & host gatherings. The great layout provides flexibility for entertaining, working from home or extended living needs. The striking façade & stately presence creates an unforgettable first impression ideally located near Winchester Center, commuter rail, shops, restaurants & top rated schools. located in one of Winchester's most sought after neighborhoods

112 Highland Avenue, Winchester

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

$2,300,000

Must see this completely renovated & expanded stately brick home located just outside the town center offering the perfect blend of timeless charm & modern living. Thoughtfully re-designed with an open concept layout, the home features a custom high end kitchen that flows into a gorgeous oversized family room addition* w/ walls of windows overlooking a stunning private backyard. Formal LR and DR, mudroom, stylish 1/2 bath & home office/sunroom complete this floor. Upstairs you'll find five spacious bedrooms and two full baths including the most perfect primary suite w/gorgeous bath plus a sitting room. Many updates include new hardwood floors, new high end Pella windows, updated electrical, heating and cooling systems finished lower level offers excellent recreation Enjoy the great landscaped yard with patio, lawn and sports court! For sure a favorite gathering spot for family and friends.

5 Beds ⋅ 4 Baths ⋅ 73526460 MLS

Must see this completely renovated & expanded stately brick home located just outside the town center offering the perfect blend of timeless charm & modern living. Thoughtfully re-designed with an open concept layout, the home features a custom high end kitchen that flows into a gorgeous oversized family room addition* w/ walls of windows overlooking a stunning private backyard. Formal LR and DR, mudroom, stylish 1/2 bath & home office/sunroom complete this floor. Upstairs you'll find five spacious bedrooms and two full baths including the most perfect primary suite w/gorgeous bath plus a sitting room. Many updates include new hardwood floors, new high end Pella windows, updated electrical, heating and cooling systems finished lower level offers excellent recreation Enjoy the great landscaped yard with patio, lawn and sports court! For sure a favorite gathering spot for family and friends.

78 Bacon Street, Winchester

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

$1,160,000

Completely renovated in 2021, this stunning 3-bedroom, 2.5-bath townhouse offers the comfort and feel of a single-family home with three levels of beautifully finished living space. The open and inviting floor plan features hardwood floors throughout, modern finishes, and abundant natural light. The spacious third-floor primary suite provides a private retreat with spacious walk in closet and its own full bath. Second floor features 2 ample sized bedrooms, full bath and laundry. Step outside through the sliding glass doors to a newly installed stone patio and backyard—perfect for relaxing, entertaining, or outdoor dining. Additional highlights include two off-street parking spaces and thoughtful updates throughout. Ideally located just moments from the Winchester Center commuter rail station, vibrant downtown shops and restaurants, Winchester High School, and the brand-new Lynch Elementary School, this move-in ready home offers the perfect combination of style, space, and convenience.

3 Beds ⋅ 3 Baths ⋅ 73549484 MLS

Completely renovated in 2021, this stunning 3-bedroom, 2.5-bath townhouse offers the comfort and feel of a single-family home with three levels of beautifully finished living space. The open and inviting floor plan features hardwood floors throughout, modern finishes, and abundant natural light. The spacious third-floor primary suite provides a private retreat with spacious walk in closet and its own full bath. Second floor features 2 ample sized bedrooms, full bath and laundry. Step outside through the sliding glass doors to a newly installed stone patio and backyard—perfect for relaxing, entertaining, or outdoor dining. Additional highlights include two off-street parking spaces and thoughtful updates throughout. Ideally located just moments from the Winchester Center commuter rail station, vibrant downtown shops and restaurants, Winchester High School, and the brand-new Lynch Elementary School, this move-in ready home offers the perfect combination of style, space, and convenience.

52 Salem Street Unit 52, Winchester

Listing courtesy of Listing Agent: Michael Rauseo from Listing Office: Better Homes and Gardens Real Estate - The Shanahan Group.

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