379 houses for sale in South Side, York town York County Maine

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 is a Real Estate-Owned (REO)/post-foreclosure home owned or managed by a bank. All offers are considered; however, the highest and best will most likely be accepted

Tucked away among the trees yet just minutes from York Harbor, this thoughtfully expanded and beautifully updated home blends classic New England character with modern, effortless living. At its heart is a stunning kitchen addition designed to be a true gathering place, with cathedral ceilings, abundant natural light, chef-worthy appliances, and a generous island. The open-concept kitchen flows into flexible living and dining spaces, while a first-floor flex room offers options for a den, office, or bedroom. An oversized laundry/mudroom adds everyday function. Upstairs are three bedrooms and a recently renovated bath, while the lower level offers a true surprise: a private guest suite with a separate entrance and full bath. Outside, the property continues to deliver with an oversized shed, on-demand generator, outdoor shower, and nearby nature trails. Golf, kayaking, paddleboarding, beaches, and dining are all just minutes from your door bringing the best of coastal Maine living so clo

A peaceful Maine setting, beautiful grounds and a home designed for comfortable everyday living await at 295 Chases Pond Road in York. Set against serene views of the neighboring pond and pasture, this thoughtfully designed 3-bedroom home offers a rare combination of privacy, versatility and conveniencea€”just minutes from York's beaches, Portsmouth and everything the Seacoast has to offer. Step inside to an inviting open-concept kitchen, dining and living area ideal for both everyday living and entertaining. A four-season sunroom provides the perfect spot to enjoy morning coffee, unwind at the end of the day or simply take in the peaceful surroundings year-round. The first-floor primary bedroom, first-floor laundry and well-planned living spaces make single-level living an option. Upstairs, two additional bedrooms, a full bath and a spacious finished family room provide plenty of flexibility for guests, a home office, media room, playroom or additional gathering space. Outside, the be

Set along desirable Seabury Road in York, this Cape-style residence presents a compelling opportunity in one of the area's most sought-after locations, ideally positioned between York Village and York Harbor. Situated on over two acres of private, wooded land, the property offers exceptional potential for transformation with a full set of thoughtfully designed architectural plans available to convey with the. While the home is ready for its next chapter, the groundwork has been laid for a significant redesign, including plans that reimagine the interior layout, expand the unfinished second floor, and enhance the exterior aesthetic. The proposed design introduces a highly desirable first-floor primary ensuite bedroom and dedicated laundry, creating ease of living and long-term functionality. The second floor is thoughtfully planned to include three additional bedrooms, two full bathrooms, and a secondary laundry area-ideal for modern living and flexibility. The existing structure featur

Nestled along prestigious Brave Boat Harbor Road in York Harbor's coveted Western Pt neighborhood, this exceptional custom-built residence offers an unparalleled blend of coastal elegance, privacy, and modern comfort. Set on beautifully landscaped grounds framed by mature plantings, the property welcomes you with a classic farmer's porch and expansive backyard featuring a versatile concrete recreation area with endless possibilities for sports, entertaining, or future enhancements. Experience the quintessential Maine coastal lifestyle with easy access to Harris Cove just down the hill, where kayaking, paddleboarding, and exploring the scenic tributaries leading to the York River and harbor await. York Harbor, Kittery Point, beaches, marinas, and acclaimed dining are all just minutes away. Designed for both sophisticated entertaining and everyday living, the sun-filled open-concept interior showcases exceptional craftsmanship and generous gathering spaces. The gourmet kitchen serves as

Set along desirable Seabury Road in York, this Cape-style residence presents a compelling opportunity in one of the area's most sought-after locations, ideally positioned between York Village and York Harbor. Situated on over two acres of private, wooded land, the property offers exceptional potential for transformation with a full set of thoughtfully designed architectural plans available to convey with the. While the home is ready for its next chapter, the groundwork has been laid for a significant redesign, including plans that reimagine the interior layout, expand the unfinished second floor, and enhance the exterior aesthetic. The proposed design introduces a highly desirable first-floor primary ensuite bedroom and dedicated laundry, creating ease of living and long-term functionality. The second floor is thoughtfully planned to include three additional bedrooms, two full bathrooms, and a secondary laundry area-ideal for modern living and flexibility. The existing structure featur

WELCOME TO YORK VILLAGE'S NEWEST LUXURY TOWNHOME COMMUNITY - Carriage Landing ~ where luxury, location, and lifestyle meet for everyday living. Designed and built by Graystone Builders, Inc this to-be-built multi-level luxury condo townhome offers open-concept living, hardwood floors throughout and natural light. Designed with flexibility in mind, the main level allows the third bedroom to transition seamlessly into a dedicated home office, ideal for modern needs. Create the kitchen of your dreams and one designed around your lifestyle with generous allowances for custom cabinetry, countertops, appliances and lighting. The shared private-entry elevator (with Unit 2), laundry room, a condo-munity exercise room, private storage dedicated parking spaces elevate convenience and comfort. An option of TWO primary suites features large closets and a tile surround walk-in shower and dual sinks. Reset and unwind by the fireplace in the living room or by enjoying fresh air on the private balcony

Rare opportunity to own *two homes on one lot* just one mile from the ocean and the Portsmouth Naval Shipyard! Whether you're looking to offset your mortgage with rental income, create a multi-generational living arrangement, or invest in a highly desirable location, this unique property offers exceptional flexibility. The front home at *116 Rogers Road* is a beautifully updated 1996, 2-bedroom, 2-bath residence featuring a finished basement, an attached one-car garage, multiple heating sources, a new roof (2021), and a heat pump with mini-splits installed in 2022 for year-round comfort and efficiency. Tucked privately behind the main home, *118 Rogers Road* is a stunning custom-built 2016 residence offering radiant floor heating, a brand-new boiler, and thoughtful amenities throughout. Relax and unwind in your own built-in sauna, or entertain family and friends on the side and rear porches overlooking the inviting fire pit area. Both homes are equipped with mini-splits, making this an

Some properties are defined by square footage. This one is defined by possibilities. Two separately deeded condominium units are being offered together as one uniquely flexible package in the Kittery Foreside. Currently connected by an interior ship-style staircase, the home functions as a compact two-level residence with two kitchens and two full baths, while still allowing future owners to think creatively about how the spaces are used. Keep it as a full-time home or Seacoast getaway. Explore using one level while generating income from the other. Or reestablish the spaces as efficiency-style units and create a two-unit investment property in one of Kittery's most desirable neighborhoods. A porch and deck provide outdoor space to take in the river air and enjoy the striking views toward the Portsmouth Naval Shipyard, the association has water-frontage with a shared place to enjoy the edge of the Piscataqua to picnic, or launch a kayak. Step outside and Kittery Foreside is practically

Welcome to The Haven, a distinguished York Harbor estate at 425 York Street, set on beautifully manicured grounds just moments from Harbor Beach, the Cliff Walk, and Fisherman's Walk. A gracious cobblestone drive welcomes you to this exceptional property, where classic New England character blends seamlessly with thoughtful modern updates. Upon entering, you're greeted by an elegant foyer that flows into gracious gathering spaces on the main level. The spacious family room centers around a cozy fireplace, while the refined sitting room opens to a charming glass-enclosed sun porch a€” a perfect spot to enjoy seasonal views year-round. The recently renovated open-concept kitchen and living area create a warm, inviting setting for everyday living and entertaining, complemented by a convenient walk-through pantry for seamless hosting. A formal front dining room, highlighted by a beautiful chandelier and a fireplace, provides an elegant backdrop for memorable occasions. Multiple access poin

Nestled along prestigious Brave Boat Harbor Road in York Harbor's coveted Western Pt neighborhood, this exceptional custom-built residence offers an unparalleled blend of coastal elegance, privacy, and modern comfort. Set on beautifully landscaped grounds framed by mature plantings, the property welcomes you with a classic farmer's porch and expansive backyard featuring a versatile concrete recreation area with endless possibilities for sports, entertaining, or future enhancements. Experience the quintessential Maine coastal lifestyle with easy access to Harris Cove just down the hill, where kayaking, paddleboarding, and exploring the scenic tributaries leading to the York River and harbor await. York Harbor, Kittery Point, beaches, marinas, and acclaimed dining are all just minutes away. Designed for both sophisticated entertaining and everyday living, the sun-filled open-concept interior showcases exceptional craftsmanship and generous gathering spaces. The gourmet kitchen serves as

Introducing 419 York Streeta€”an elegant one-bedroom home perched above a spacious three-car garage, blending refined comfort with prime coastal access. Perfect for someone seeking a stylish retreat with practical space, this residence marries modern living and outdoor serenity. The first level sets the stage with a cavernous three-car garage, ideal for vehicles, hobbies, or storage, plus potential office space and a full bathroom. Radiant heating ensures warmth and cozy floors on cooler days, while the versatile layout invites a variety of usesa€”from a home gym to a private workspace to a guest area. The second level is where the heart of the home unfolds. An open-concept kitchen and living area welcomes you with a glimpse of the York River and vaulted ceilings that amplify light and airiness. A gas fireplace anchors the living space, offering a warm focal point for evenings at home. The kitchen is designed for both everyday meals and entertaining, featuring contemporary finishes and

Welcome to The Haven, a distinguished York Harbor estate set on just over an acre of beautifully manicured grounds, ideally located moments from Harbor Beach, the Cliff Walk and Fisherman's Walk. A gracious half-circular cobblestone drive leads to this exceptional property, where New England character blends seamlessly with thoughtful modern updates. An elegant foyer welcomes you into the main level, where gracious gathering spaces unfold. The spacious family room features a fireplace, while the refined sitting room opens to a charming glass-enclosed sun porch. The recently renovated open-concept kitchen and living area offers a warm, inviting setting for everyday living and entertaining, complemented by a convenient walk-through pantry. A formal front dining room, highlighted by a beautiful chandelier and fireplace, provides an elegant setting for memorable occasions. Multiple access points connect the interior to the beautifully landscaped grounds. Newly installed brick patios, a cov

Welcome to The Haven, a distinguished York Harbor estate set on just over an acre of beautifully manicured grounds, ideally located moments from Harbor Beach, the Cliff Walk and Fisherman's Walk. A gracious half-circular cobblestone drive leads to this exceptional property, where New England character blends seamlessly with thoughtful modern updates. An elegant foyer welcomes you into the main level, where gracious gathering spaces unfold. The spacious family room features a fireplace, while the refined sitting room opens to a charming glass-enclosed sun porch. The recently renovated open-concept kitchen and living area offers a warm, inviting setting for everyday living and entertaining, complemented by a convenient walk-through pantry. A formal front dining room, highlighted by a beautiful chandelier and fireplace, provides an elegant setting for memorable occasions. Multiple access points connect the interior to the beautifully landscaped grounds. Newly installed brick patios, a cov

Nestled in the heart of York Village, the historic Jonathan Bane House offers a rare opportunity to own a remarkable piece of Maine history. Originally built in 1721 and thoughtfully relocated to its current setting in 1976, this distinguished Antique Colonial beautifully blends early American craftsmanship with timeless New England charm. Rich in character and architectural detail, the home features four spacious bedrooms, three baths, wide pine floors, and five working fireplaces that create warmth and ambiance throughout. Period details, exposed beams, and centuries-old craftsmanship reflect the home's storied past, while the gracious floor plan provides comfortable living for today's lifestyle. An air-conditioned outbuilding used as an art studio is great extra space that can easily be a She Shed or a Man Cave. Property offers commercial opportunities as it is zoned both residential and commercial. Additionally, there is an in-law apartment if income potential is interesting to you

Some properties are defined by square footage. This one is defined by possibilities. Two separately deeded condominium units are being offered together as one uniquely flexible package in the Kittery Foreside. Currently connected by an interior ship-style staircase, the home functions as a compact two-level residence with two kitchens and two full baths, while still allowing future owners to think creatively about how the spaces are used. Keep it as a full-time home or Seacoast getaway. Explore using one level while generating income from the other. Or reestablish the spaces as efficiency-style units and create a two-unit investment property in one of Kittery's most desirable neighborhoods. A porch and deck provide outdoor space to take in the river air and enjoy the striking views toward the Portsmouth Naval Shipyard, the association has water-frontage with a shared place to enjoy the edge of the Piscataqua to picnic, or launch a kayak. Step outside and Kittery Foreside is practically

Nestled privately among the Western Point neighborhood in York, this exquisite residence is a true testament to the elegance of Maine's shingled cottage style, seamlessly combined with modern flair. Spanning 2.63 acres, the property offers a sense of seclusion and tranquility. As you arrive, a pathway from the three-car garage leads you to impressive granite stone steps, highlighting the superior craftsmanship evident throughout the residence. Built in 1989, among the thoughtful renovations, recent updates to the kitchen and primary suite create a luxurious and inviting atmosphere. The heart of the home is a chef's kitchen with custom-built cabinetry, white quartz countertops, an eight-burner range with double ovens, and radiant heat underfoot. The L-shaped breakfast nook, with its built-in seating, invites family gatherings. Step into the great room, a stunning two-story space that captivates with its sophisticated details with access to the awning-covered bluestone patio overlooking

Nestled privately among the Western Point neighborhood in York, this exquisite residence is a true testament to the elegance of Maine's shingled cottage style, seamlessly combined with modern flair. Spanning 2.63 acres, the property offers a sense of seclusion and tranquility. As you arrive, a pathway from the three-car garage leads you to impressive granite stone steps, highlighting the superior craftsmanship evident throughout the residence. Built in 1989, among the thoughtful renovations, recent updates to the kitchen and primary suite create a luxurious and inviting atmosphere. The heart of the home is a chef's kitchen with custom-built cabinetry, white quartz countertops, an eight-burner range with double ovens, and radiant heat underfoot. The L-shaped breakfast nook, with its built-in seating, invites family gatherings. Step into the great room, a stunning two-story space that captivates with its sophisticated details with access to the awning-covered bluestone patio overlooking

Online auction date 9/28/2026 - 9/30/2026 Welcome to this expansive property offering over 5,000 square feet of living space in a convenient location just minutes from York Beach and the New Hampshire border. This home presents a wonderful opportunity for those looking to add their own style and updates while enjoying the benefits of a large, well-designed layout. Inside, you'll find a spacious kitchen that serves as the heart of the home, flowing into generous living areas ideal for everyday living and entertaining. The living room features a cozy fireplace, creating a warm and inviting atmosphere. A first-floor bedroom with an adjacent bathroom offers flexible living options. Additional features include central air conditioning for year-round comfort and a 3-car attached garage providing ample storage and convenience. Step outside to a large, private backyard complete with an in-ground pool-perfect for relaxing or hosting gatherings during the warmer months. With some paint and cosme

OWNER FINANCING-Owner will finance one percent less than the prime rate* In the heart of York Harbor, this architect-designed Shingle-style landmark presents a rare mixed-use offering where historic pedigree meets modern refinement. Rich, high-end woodwork and classic beadboard details nod to the Gilded Age, while thoughtful updates deliver comfort, style, and everyday ease. Designed for both visibility and privacy, the building offers two distinct entrances: a prominent York Street storefront entry and a quieter rear lane with private off-street parking beneath a convenient porte-cochere. A complete top-to-bottom renovation includes an elevator, a semi-finished lower level, and charming pocket gardens that create peaceful moments outdoors. Upstairs, the residence unfolds in an open-concept arrangement with inviting living and dining spaces anchored by a chef's kitchen, complete with a center island and premium Viking appliances. The upper levels include a serene third-floor primary su

DISCOVER CARRIAGE LANDING - An exclusive address where sophistication meets the art of living well! This soon-to-be-built tri-level condo townhome offers open-concept living, hardwood floors throughout, and a 3rd floor expansive primary bedroom suite. A chef-inspired kitchen includes a large walk-in pantry and generous allowances for custom cabinetry, countertops, appliances and lighting, ensuring a personalized finish. The layout is remarkably flexible, allowing the lower-level 2nd bedroom to double as a dedicated home office. Relax by the fireplace in your primary bedroom suite, or step out onto your private balcony. Featuring a 4-stop private-entry elevator from the 2-car garage at ground level to the top level of the home, in-unit laundry, a condo-munity exercise room, and private storage room. The primary bedroom features an en-suite bath boasting a tile surround walk-in shower and dual sinks. Live in one of New England's most sought-after coastal communities. From pristine beache

Set along Kittery's working waterfront in the heart of Kittery Foreside, this fully detached condominium offers the privacy and feel of a single-family home with the ease of low-maintenance ownership and downtown Portsmouth just minutes away. The home underwent a complete top-to-bottom renovation less than three years ago, with nearly every major system, surface and finish updated. The result is a home that feels fresh, polished and truly move-in ready: custom cabinetry, brushed suede quartz countertops, hardwood floors, oversized tile, updated baths and a thoughtfully finished interior where the work has already been done. First-floor living includes the primary bedroom, an additional bedroom or office, full bath, laundry and an inviting living room with wood-burning fireplace. Upstairs, two additional bedrooms and a half bath provide plenty of space for guests, family, work-from-home needs or a little separation when you want it. The spa-like full bath features heated floors, while m

Unparalleled views of Nubble Lighthouse, just steps onto Long Sands Beach. This exquisitely updated, year-round beach residence offers a seamless fusion of timeless coastal elegance and modern sophistication, thoughtfully designed for refined living and effortless entertaining. Extensive renovations and curated upgrades throughout transform the home into a true coastal sanctuary-ideal for hosting extended family and friends in comfort and style. The residence features three beautifully appointed bedrooms, two spa-inspired bathrooms, and three expansive living rooms, providing both generous communal spaces and private retreats. At the heart of the home lies a sun-filled, open-concept living area where walls of windows frame breathtaking, panoramic ocean views while bathing the space in natural light. The main living room is anchored by a striking gas fireplace with a sleek stone surround, creating a warm and inviting ambiance-perfect for gathering on cooler coastal evenings. Designed wi

Rare opportunity to own *two homes on one lot* just one mile from the ocean and the Portsmouth Naval Shipyard! Whether you're looking to offset your mortgage with rental income, create a multi-generational living arrangement, or invest in a highly desirable location, this unique property offers exceptional flexibility. The front home at *116 Rogers Road* is a beautifully updated 1996, 2-bedroom, 2-bath residence featuring a finished basement, an attached one-car garage, multiple heating sources, a new roof (2021), and a heat pump with mini-splits installed in 2022 for year-round comfort and efficiency. Tucked privately behind the main home, *118 Rogers Road* is a stunning custom-built 2016 residence offering radiant floor heating, a brand-new boiler, and thoughtful amenities throughout. Relax and unwind in your own built-in sauna, or entertain family and friends on the side and rear porches overlooking the inviting fire pit area. Both homes are equipped with mini-splits, making this an

Welcome to 56 Plaisted Road in York. Set directly across from the York Land Preserve, 2,438 sq ft split-level home offers the perfect balance of privacy and convenience, just minutes to York's beaches, shops, trail systems, and everything else the Seacoast has to offer. The upper level features warm wood flooring, three bedrooms, and a recently updated full bath. A spacious living room with a fireplace creates an inviting place to gather, while the open-concept layout seamlessly connects the kitchen, dining area, and great room. The kitchen includes a breakfast bar for casual seating, ideal for everyday living or entertaining. The great room is rich with rustic character, showcasing wood ceilings and walls, exposed beams, and skylights that bring in natural light. Just off this space, a three-season sunroom is a relaxing retreat to unwind and take in the surrounding setting. The walk-out lower level provides a generous, flexible space that could serve as a recreation room, home office,

Nestled privately among the Western Point neighborhood in York, this exquisite residence is a true testament to the elegance of Maine's shingled cottage style, seamlessly combined with modern flair. Spanning 2.63 acres, the property offers a sense of seclusion and tranquility. As you arrive, a pathway from the three-car garage leads you to impressive granite stone steps, highlighting the superior craftsmanship evident throughout the residence. Built in 1989, among the thoughtful renovations, recent updates to the kitchen and primary suite create a luxurious and inviting atmosphere. The heart of the home is a chef's kitchen with custom-built cabinetry, white quartz countertops, an eight-burner range with double ovens, and radiant heat underfoot. The L-shaped breakfast nook, with its built-in seating, invites family gatherings. Step into the great room, a stunning two-story space that captivates with its sophisticated details with access to the awning-covered bluestone patio overlooking

Introducing 419 York Streeta€”an elegant one-bedroom home perched above a spacious three-car garage, blending refined comfort with prime coastal access. Perfect for someone seeking a stylish retreat with practical space, this residence marries modern living and outdoor serenity. The first level sets the stage with a cavernous three-car garage, ideal for vehicles, hobbies, or storage, plus potential office space and a full bathroom. Radiant heating ensures warmth and cozy floors on cooler days, while the versatile layout invites a variety of usesa€”from a home gym to a private workspace to a guest area. The second level is where the heart of the home unfolds. An open-concept kitchen and living area welcomes you with a glimpse of the York River and vaulted ceilings that amplify light and airiness. A gas fireplace anchors the living space, offering a warm focal point for evenings at home. The kitchen is designed for both everyday meals and entertaining, featuring contemporary finishes and

Designed with every modern convenience, this updated home truly has it all. Located in the desirable, family-friendly Winterbrook neighborhood, just walking distance to schools and York Village, and a short bike or drive to nearby beaches, 5 Winterbrook is turnkey and ready to welcome you! This spacious home features four bedrooms, including a private primary suite complete with a new bathroom with luxury bathtub and walk in closet. Enjoy multiple living spaces with a welcoming front living room/office and a comfortable back family room, providing the perfect setting for both relaxing and entertaining. The updated kitchen is both stylish and functional, featuring beautiful granite countertops, a convenient breakfast bar, and an induction range. Outside, enjoy expansive front and back yards with a spacious deck that's perfect for reveling in the natural landscaping and shade of mature trees. This energy efficient home is headache-free with brand new solar panels, basement lining encapsu

Welcome to The Haven, a distinguished York Harbor estate at 425 York Street, set on beautifully manicured grounds just moments from Harbor Beach, the Cliff Walk, and Fisherman's Walk. A gracious cobblestone drive welcomes you to this exceptional property, where classic New England character blends seamlessly with thoughtful modern updates. Upon entering, you're greeted by an elegant foyer that flows into gracious gathering spaces on the main level. The spacious family room centers around a cozy fireplace, while the refined sitting room opens to a charming glass-enclosed sun porch a€” a perfect spot to enjoy seasonal views year-round. The recently renovated open-concept kitchen and living area create a warm, inviting setting for everyday living and entertaining, complemented by a convenient walk-through pantry for seamless hosting. A formal front dining room, highlighted by a beautiful chandelier and a fireplace, provides an elegant backdrop for memorable occasions. Multiple access poin