2,419 houses for sale in Symmes Corner, Winchester town Middlesex County Massachusetts

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

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 Winches

UNRIVALED ACCESS! PRIVATE VIEWINGS ONLY! Timeless New England charm meets prime Winchester living at 9 Priscilla Lane. Tucked along a quiet, tree-lined neighborhood on Winchester's East side, this inviting 4-bedroom home offers the perfect balance of suburban tranquility, outdoor adventure, and seamless connectivity.Inside, the sun-drenched home features rich hardwood floors, a gorgeous kitchen, wood burning fireplace, flexible living areas, and an intuitive layout designed for both daily relaxation and effortless entertaining. Step outside to an expansive, private backyard-a sunlit haven perfect for weekend barbecues, garden projects, or crisp New England evenings.Outdoor enthusiasts will love living moments away from the endless hiking, trail running, and scenic escapes of the Middlesex Fells Reservation. For commuters, rapid access to I-93 and Route 128/I-95, combined with nearby Commuter Rail stations, makes reaching Boston, Cambridge, or local tech hubs exceptionally fast and dire

Distinctive in both design and craftsmanship, this custom expanded Ranch combines balanced architectural proportions, generous living space, and everyday comfort in Winchester's highly sought-after East Hill neighborhood. A welcoming foyer with built-in bench opens to warm, light-filled interiors curated to feel both connected and intimate. At the heart of the home, the expansive mahogany kitchen features a substantial wood center island, handmade pocket plantation shutters that disappear seamlessly behind custom cabinetry, updated countertops and backsplash, a concealed illuminated bar cabinet, beverage fridge, and dual-zone wine fridge. Paned-glass pocket doors can separate the kitchen or open it to the adjoining dining and family rooms, where radiant-heated floors create a warm, inviting setting and a wall of windows connects the interior space beautifully to the surrounding landscape. The family room's custom cherry entertainment center, finished with copper paneling and ebony inla

Welcome home to this beautifully renovated gem, perfectly positioned on a corner lot in the highly sought-after LINCOLN ELEMENTARY SCHOOL district! Warm, inviting, and truly move-in ready, this home offers the open-concept first floor today's buyers are looking for-featuring a stunning kitchen that flows effortlessly into the dining and living areas, plus a sunken family room ideal for relaxing or entertaining. Step outside to enjoy the beautifully fenced-in yard, offering a private outdoor retreat for play, pets, gardening, or gatherings. Everyday convenience continues with a mudroom located directly off the driveway, multiple off-street parking spaces, and a two-car garage. The finished lower level includes a full bathroom and versatile flex space perfect for a recreation room, home gym, playroom, or media room. Upstairs, you'll find three bedrooms, including a lovely primary suite with a spacious bedroom, walk-in closet, and full bath. Thoughtfully renovated from top to bottom, this

Classic East Hill center-entrance Colonial offered for the first time in decades, blending timeless character with gracious everyday living. The front-to-back living room features a beamed ceiling and gas fireplace, creating a warm and inviting gathering space. The dining room is accented by built-in china cabinets, while the eat-in kitchen offers stone counters, stainless steel appliances, recessed lighting, and access to a delightful three-season enclosed porch with cathedral ceiling, skylights, and jalousie windows. A main-level office with windows on three sides and a half bath add flexibility. Upstairs, the primary suite includes a private bath, sitting room, and laundry, complemented by two additional bedrooms and a full bath. A large deck, beautifully maintained yard, central air, and two-car detached garage complete this special East Hill home

Welcome home to this beautifully renovated gem, perfectly positioned on a corner lot in the highly sought-after LINCOLN ELEMENTARY SCHOOL district! Warm, inviting, and truly move-in ready, this home offers the open-concept first floor today's buyers are looking for-featuring a stunning kitchen that flows effortlessly into the dining and living areas, plus a sunken family room ideal for relaxing or entertaining. Step outside to enjoy the beautifully fenced-in yard, offering a private outdoor retreat for play, pets, gardening, or gatherings. Everyday convenience continues with a mudroom located directly off the driveway, multiple off-street parking spaces, and a two-car garage. The finished lower level includes a full bathroom and versatile flex space perfect for a recreation room, home gym, playroom, or media room. Upstairs, you'll find three bedrooms, including a lovely primary suite with a spacious bedroom, walk-in closet, and full bath. Thoughtfully renovated from top to bottom, this

Welcome to 30 Allen Road, a beautifully situated Colonial in one of Winchester's most desirable and walkable neighborhoods. Ideally located within easy reach of top-rated schools, shops, restaurants, and the commuter rail, this inviting home offers the space, character, and flexibility today's buyers are looking for. The first floor features a spacious kitchen equipped with a Sub-Zero refrigerator and GE Monogram range top, opening directly to a wonderful family room with vaulted ceilings, skylights, and a gas fireplace. A bright sunroom with radiant heat provides an inviting space for year-round enjoyment, while the elegant living room offers a classic wood-burning fireplace. A formal dining room and convenient half bath complete the main level. Upstairs, the second floor offers three bedrooms, including a private primary suite, along with one additional full bath. The top floor provides two additional rooms, including a fourth bedroom and a versatile bonus space ideal for a recreatio

Thoughtfully reimagined with a designer's eye, this beautifully renovated 4 bed, 3.5 bath home delivers refined living across 3 finished levels. Elevated finishes, including custom tile work, white oak flooring, and curated lighting set this home apart from the typical renovation. The heart of the home is a beautifully designed kitchen with an oversized island and seamless connection to the surrounding living spaces. A formal living room with fireplace, spacious den, sun-filled dining area, and inviting sunroom create an ideal layout for both everyday living and entertaining, while a first-floor bedroom and full bath offer flexibility for guests, or home office. Upstairs includes three spacious bedrooms, including a serene primary suite with spa-like bath and dual walk-in closets, plus second-floor laundry. The finished lower level expands your living space with room for a gym, playroom, or media retreat, complete with a half bath and mudroom. A turnkey home designed to fit the way you

Welcome to 30 Allen Road, a beautifully situated Colonial in one of Winchester's most desirable and walkable neighborhoods. Ideally located within easy reach of top-rated schools, shops, restaurants, and the commuter rail, this inviting home offers the space, character, and flexibility today's buyers are looking for. The first floor features a spacious kitchen equipped with a Sub-Zero refrigerator and GE Monogram range top, opening directly to a wonderful family room with vaulted ceilings, skylights, and a gas fireplace. A bright sunroom with radiant heat provides an inviting space for year-round enjoyment, while the elegant living room offers a classic wood-burning fireplace. A formal dining room and convenient half bath complete the main level. Upstairs, the second floor offers three bedrooms, including a private primary suite, along with one additional full bath. The top floor provides two additional rooms, including a fourth bedroom and a versatile bonus space ideal for a recreatio

Distinctive in both design and craftsmanship, this custom expanded Ranch combines balanced architectural proportions, generous living space, and everyday comfort in Winchester's highly sought-after East Hill neighborhood. A welcoming foyer with built-in bench opens to warm, light-filled interiors curated to feel both connected and intimate. At the heart of the home, the expansive mahogany kitchen features a substantial wood center island, handmade pocket plantation shutters that disappear seamlessly behind custom cabinetry, updated countertops and backsplash, a concealed illuminated bar cabinet, beverage fridge, and dual-zone wine fridge. Paned-glass pocket doors can separate the kitchen or open it to the adjoining dining and family rooms, where radiant-heated floors create a warm, inviting setting and a wall of windows connects the interior space beautifully to the surrounding landscape. The family room's custom cherry entertainment center, finished with copper paneling and ebony inla

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 Winches

Classic East Hill center-entrance Colonial offered for the first time in decades, blending timeless character with gracious everyday living. The front-to-back living room features a beamed ceiling and gas fireplace, creating a warm and inviting gathering space. The dining room is accented by built-in china cabinets, while the eat-in kitchen offers stone counters, stainless steel appliances, recessed lighting, and access to a delightful three-season enclosed porch with cathedral ceiling, skylights, and jalousie windows. A main-level office with windows on three sides and a half bath add flexibility. Upstairs, the primary suite includes a private bath, sitting room, and laundry, complemented by two additional bedrooms and a full bath. A large deck, beautifully maintained yard, central air, and two-car detached garage complete this special East Hill home

Thoughtfully reimagined with a designer's eye, this beautifully renovated 4 bed, 3.5 bath home delivers refined living across 3 finished levels. Elevated finishes, including custom tile work, white oak flooring, and curated lighting set this home apart from the typical renovation. The heart of the home is a beautifully designed kitchen with an oversized island and seamless connection to the surrounding living spaces. A formal living room with fireplace, spacious den, sun-filled dining area, and inviting sunroom create an ideal layout for both everyday living and entertaining, while a first-floor bedroom and full bath offer flexibility for guests, or home office. Upstairs includes three spacious bedrooms, including a serene primary suite with spa-like bath and dual walk-in closets, plus second-floor laundry. The finished lower level expands your living space with room for a gym, playroom, or media retreat, complete with a half bath and mudroom. A turnkey home designed to fit the way you

Classic East Hill center-entrance Colonial offered for the first time in decades, blending timeless character with gracious everyday living. The front-to-back living room features a beamed ceiling and gas fireplace, creating a warm and inviting gathering space. The dining room is accented by built-in china cabinets, while the eat-in kitchen offers stone counters, stainless steel appliances, recessed lighting, and access to a delightful three-season enclosed porch with cathedral ceiling, skylights, and jalousie windows. A main-level office with windows on three sides and a half bath add flexibility. Upstairs, the primary suite includes a private bath, sitting room, and laundry, complemented by two additional bedrooms and a full bath. A large deck, beautifully maintained yard, central air, and two-car detached garage complete this special East Hill home

Distinctive in both design and craftsmanship, this custom expanded Ranch combines balanced architectural proportions, generous living space, and everyday comfort in Winchester's highly sought-after East Hill neighborhood. A welcoming foyer with built-in bench opens to warm, light-filled interiors curated to feel both connected and intimate. At the heart of the home, the expansive mahogany kitchen features a substantial wood center island, handmade pocket plantation shutters that disappear seamlessly behind custom cabinetry, updated countertops and backsplash, a concealed illuminated bar cabinet, beverage fridge, and dual-zone wine fridge. Paned-glass pocket doors can separate the kitchen or open it to the adjoining dining and family rooms, where radiant-heated floors create a warm, inviting setting and a wall of windows connects the interior space beautifully to the surrounding landscape. The family room's custom cherry entertainment center, finished with copper paneling and ebony inla

UNRIVALED ACCESS! PRIVATE VIEWINGS ONLY! Timeless New England charm meets prime Winchester living at 9 Priscilla Lane. Tucked along a quiet, tree-lined neighborhood on Winchester's East side, this inviting 4-bedroom home offers the perfect balance of suburban tranquility, outdoor adventure, and seamless connectivity.Inside, the sun-drenched home features rich hardwood floors, a gorgeous kitchen, wood burning fireplace, flexible living areas, and an intuitive layout designed for both daily relaxation and effortless entertaining. Step outside to an expansive, private backyard-a sunlit haven perfect for weekend barbecues, garden projects, or crisp New England evenings.Outdoor enthusiasts will love living moments away from the endless hiking, trail running, and scenic escapes of the Middlesex Fells Reservation. For commuters, rapid access to I-93 and Route 128/I-95, combined with nearby Commuter Rail stations, makes reaching Boston, Cambridge, or local tech hubs exceptionally fast and dire

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

This home is in preforeclosure, which means the homeowner is in default (missed payments). Therefore, there could be an opportunity to strike a great deal with the owner and the bank

Perched above the street and surrounded by mature greenery, this elevated setting creates a sense of privacy that's unexpected for such a convenient location. The front mudroom is a practical everyday landing spot before opening into a welcoming foyer that introduces the warmth and character found throughout the home. Hardwood floors, natural light, and thoughtfully proportioned spaces create an immediate feeling of home with a layout that feels both comfortable and functional. The living room is the kind of space where conversations linger, while the adjoining dining room is equally suited for holiday dinners or casual weeknight meals. At the heart of the home, the spacious updated kitchen provides generous cabinet storage, abundant countertop space with a kitchen island, and room to cook, gather, and entertain. Just beyond, a bright family room overlooks the backyard and offers remarkable flexibility. Whether it's a home office, playroom, reading room, art studio, or simply your favo

Charming single-family with an oversized lot and inviting backyard patio! This home at 39 Ash Ave was thoughtfully reimagined in 2026, featuring new hardwood flooring, custom shelving, and refreshed cabinetry. The bright, well-proportioned layout offers comfortable living with excellent flow and a flexible floor plan with potential to create a third bedroom or office. Rare for the area, the generous lot provides a spacious backyard with patio-perfect for entertaining, gardening, or unwinding outdoors-along with future expansion potential. Ideally located near Magoun Square, the Green Line Extension, parks, and popular dining. A unique opportunity to enjoy move-in-ready living with exceptional outdoor space and long-term upside

Rare opportunity to own a two family that feels like a duplex! One unit, built from the ground up in 1997, is modern and tastefully updated. It features an open floor plan, designer kitchen with granite countertops, Bosch appliances, and white subway tile backsplash. Beautiful hardwood floors throughout, quality finished entertainment room in the lower level, combination overhead ceiling fan/light in all rooms, 1.5 baths with Kohler toilets, faucets, and tiled floors, laundry at bedroom level. Unit also includes newer roof, central air with newer A/C compressor, and gas heat. Hot water units are '24 and '25. Second unit is charming with hardwood floors, spacious rooms, built-ins in dining room, first-floor laundry, walk-in closet on second floor. Also includes front porch, shared side porch, Newpro windows. Low maintenance vinyl siding, back deck, large yard - great for pet owners! Oversized driveway accommodates 10 cars. The lot size (8750 sq ft) is one of the largest in Somerville fo

A rare opportunity to own a meticulously restored c.1875 Italianate home where historic character and modern luxury come together beautifully. Known historically as the Howes-Brooks House, this distinctive residence has been thoughtfully renovated with exceptional attention to detail while preserving its architectural heritage. Original character-defining elements-including the double-leaf front doors, decorative eave brackets, window surrounds and classic Italianate proportions-have been carefully restored. Inside, approximately 10-foot soaring ceilings, beautifully finished hardwood floors and expansive living spaces create an impressive sense of scale. The home features a designer kitchen, sophisticated baths and thoughtfully selected finishes throughout. Modern upgrades include new plumbing, electrical and a HERS-rated energy-efficient design with all-electric high-efficiency heating and central air conditioning. Electric Hybrid tank. Set on a level 0.23-acre lot surrounded by matu

Exceptional investment opportunity in Teele Square! This expansive two-family property offers 10 bedrooms and 3 full baths, New heat pumps in both units offering high efficiency central Heat/AC, making it an outstanding addition to any investment portfolio or an ideal owner-occupied income property. Featuring a strong rental history and proven cash flow, this property offers immediate income with long-term upside.Each unit provides generous living space, complemented by a spacious backyard, detached 2-car garage, ample off-street parking, and a full basement with additional storage and utility space. Ideally situated just minutes from the shops, restaurants, and cafes of Teele Square, as well as Tufts University, property also offers convenient access to the MBTA Green Line, Red Line, public transportation, and major commuter routes.Whether you're expanding your investment portfolio or searching for a high-demand rental property,14 Dow Street presents an exceptional opportunity

Can be delivered vacant. Well maintained. Major upgrades to plumbing, electric, and mechanicals. Each unit offers 1,100+ SF with a living room, dining room, 2 bedrooms, and hardwood floors throughout both living areas. A full ~1,000 SF unfinished attic creates a clear path to townhouse-style expansion for the upstairs unit. When not in use by the family over the years, the home has a strong rental history and both units are currently rented. Separate gas, electric, and utilities with a coin-op laundry in the basement. The house rear has upper and lower private deck areas, which overlook the backyard area. Easy access to RT 16 + RT 2, close to Davis Square, Whole Foods, Dilboy Field, the Alewife bike path, Tufts and other university amenities. Great potential for both owner-occupants and investors. Due to length of ownership, hard-drive of all maintenance and updates completed available

20 Lovell is a two-family residence offering over 3,000 square feet of living space. This well-maintained two-family home has been lovingly cared for by the current owners for over 40 years. It offers a solid, clean canvas for an owner-occupant or investor to bring their modern cosmetic updates and instantly build equity in a prime Somerville location. The property features two spacious units totaling 5 bedrooms and 2 full bathrooms. The first-floor unit offers two bedrooms and one bath. While the upper duplex unit offers 3 bedrooms and one bath. Each unit features hardwood floors, generous room sizes, inviting living and dining areas and washer/dryer in each unit. Step outside to a large deck and yard, offering plenty of space for summer gatherings, gardening, or relaxing outdoors. Driveway parking for two tandem cars adds everyday convenience. Conveniently located in Teele Square, close to restaurants, shops, parks, and public transportation and minutes away from Davis Square