22 houses for sale in Bailey Island

Perched high atop Summer Hill, this unique home offers sweeping, distant ocean views, the sound of surf in the air, and beach access just steps away - a private haven that captures Maine coastal living at its finest. Inside, you'll find three separate bedrooms (one on each floor), giving everyone their own space, and a great room framed by a cathedral ceiling that brings together the kitchen, dining, and living areas, a great place to entertain. The kitchen features absolute black granite countertops and stainless steel appliances, while the living room's gas fireplace adds warmth and charm on quiet evenings. The primary suite feels like a retreat in itself, with its own high ceilings, ocean vistas, beautifully tiled bath, and private balcony where mornings and sunsets are made for lingering. Outside there are spacious decks to drink in the views and the salt-air breezes, and walking distance to all the charms of Bailey Island. Quiet, remote, yet connected - this is more than a place t

Privately tucked away on coveted Bailey Island, this exceptional waterfront retreat captures the essence of refined coastal living. Set on a rare parcel with its own beach and extensive ocean frontage, the property enjoys breathtaking 180-degree water views across a protected cove and out to the Atlantic beyond. From its elevated vantage point, the ever-changing seascape becomes the backdrop to daily life, offering a remarkable sense of privacy and connection to the Maine coast. Thoughtfully renovated to blend timeless cottage charm with modern comfort, the home is designed to embrace its extraordinary surroundings. A wraparound porch provides the perfect setting for morning coffee, afternoon sea breezes, and spectacular sunsets over the water. Inside, the residence offers a versatile and inviting floor plan featuring a first-floor bedroom and three additional bedrooms on the second level, including a spacious primary suite with a private balcony overlooking the water-an ideal perch fo

Privately tucked away on coveted Bailey Island, this exceptional waterfront retreat captures the essence of refined coastal living. Set on a rare parcel with its own beach and extensive ocean frontage, the property enjoys breathtaking 180-degree water views across a protected cove and out to the Atlantic beyond. From its elevated vantage point, the ever-changing seascape becomes the backdrop to daily life, offering a remarkable sense of privacy and connection to the Maine coast. Thoughtfully renovated to blend timeless cottage charm with modern comfort, the home is designed to embrace its extraordinary surroundings. A wraparound porch provides the perfect setting for morning coffee, afternoon sea breezes, and spectacular sunsets over the water. Inside, the residence offers a versatile and inviting floor plan featuring a first-floor bedroom and three additional bedrooms on the second level, including a spacious primary suite with a private balcony overlooking the water-an ideal perch fo

Perched high atop Summer Hill, this unique home offers sweeping, distant ocean views, the sound of surf in the air, and beach access just steps away - a private haven that captures Maine coastal living at its finest. Inside, you'll find three separate bedrooms (one on each floor), giving everyone their own space, and a great room framed by a cathedral ceiling that brings together the kitchen, dining, and living areas, a great place to entertain. The kitchen features absolute black granite countertops and stainless steel appliances, while the living room's gas fireplace adds warmth and charm on quiet evenings. The primary suite feels like a retreat in itself, with its own high ceilings, ocean vistas, beautifully tiled bath, and private balcony where mornings and sunsets are made for lingering. Outside there are spacious decks to drink in the views and the salt-air breezes, and walking distance to all the charms of Bailey Island. Quiet, remote, yet connected - this is more than a place t

Gorgeous fully renovated Barn-style home, with attached cottage. The fully re-created barn interior included raising the ceilings and adding dormers on the second floor to create a primary suite and second bedroom. Downstairs is fully open concept with incredible kitchen living/dining space with full water views, a gas fireplace, spacious pantry, in-island propane cook top and wall ovens. In the basement, a 2026 renovation has opened up a walk-out family room with full bath. The full ocean side is open to easterly water views, and the first floor looks onto a deck along the full back side of the home. Access to the original cottage was preserved, creating a wonderful guest space, with bedroom, small office, full kitchen and living/dining room. Outside, a paved parking area makes entry and exit a breeze. Septic was replaced with an Elgen system in 2022 87' from the high-water mark and out of the shoreland zone. Travel to this oasis of waterfront paradise is just off of Rt 123, with acce

Attention DIYers and renovation pros - With some vision and investment, this could be a great home and/or investment property. Situated near several local eats, country store and picturesque public beach. this property shows great potential. The leach field will need to be replaced by new owner. The seller has a replacement design in hand

Set on four private acres within the sought after High Head community, this oceanfront property offers a combination of space, access, and quiet coastal living. With 166 feet of frontage and stairs leading to the shore, the connection to the water is immediate and easy, whether you're starting the day with coffee by the tide or ending it watching the light shift across the water. The home is designed for gathering and unwinding. A spacious living room with wide pine floors, built-ins, and a fireplace opens to a large deck overlooking the shoreline, creating an easy flow between indoor and outdoor living. The kitchen, with plenty of storage and an efficient layout for cooking opens to the dining room allowing for family and friends to mingle with the chef. New carpeting throughout the three well-proportioned bedrooms brings a fresh feel, while an oversized two-car garage and full, dry basement adds everyday practicality. A separate guest cottage with a full bath and electric heat offers

Welcome to the best of coastal Maine living! Nestled on an acre of pristine, tree-lined privacy, this stunning, newly constructed coastal sanctuary offers the perfect balance of peaceful, secluded living; quiet enjoyment of nature; and effortless entertaining. Designed with modern comfort and timeless style in mind, this home is thoughtfully crafted to showcase expansive, uninterrupted views of well-protected Mill Cove. Relax on the deck and watch eagles, osprey, and terns soar over the cove, or view the action through the 9-foot, top-of-the-line Marvin glass doors gracing the living and dining areas. Effortless Main-Floor Living: Enjoy seamless everyday living with a primary main-level layout. The light-filled open-concept living and dining spaces flow naturally for intimate entertaining. The total layout featuring 3 bedrooms and 3 tastefully appointed bathrooms provides private, dedicated quarters for guests and offers limitless flexibility. A Chef's Haven: The heart of the home feat

Twin Vistas, Set just over the iconic Cribstone Bridge, this classic coastal Cape captures the very best of life on Bailey Island. With both sunrise and sunset ocean views, the setting alone is enough to slow you down and make you stay awhile. You'll love the high end finishes like hardwood floors, a gas fireplace, even both high-gloss painted plank and tin ceilings. This island home blends historic charm with thoughtful updates, highlighted by a freshly renovated kitchen offering black granite over bright white cabinets and beautifully updated bathrooms. Warm, inviting, and generous living spaces make it easy to gather with family and friends, while the in-ground pool wrapped by a large sunny deck offers a rare and welcome touch for summer days along the coast. Step outside and you're within easy walking distance to several of the island's beloved restaurants, and beaches, allowing you to be a part of that easy, carefree rhythm Bailey Island is known for. Whether you're looking for a

Enjoy the simplicity of Bailey Island living in this charming ranch-style home set on a sunny.26-acre lot with partial views of Casco Bay. Offering 2 bedrooms, 1 bath, and 816A± square feet of living space, this home provides comfortable one-floor living in one of Maine's most picturesque coastal communities. Features include a bright and inviting interior, heat pump, full basement for storage, attached garage, and private deck for relaxing or entertaining. Conveniently located near local restaurants, public waterfront access, working harbors, and all the natural beauty that makes Harpswell and Bailey Island a sought-after destination. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this property offers a wonderful opportunity to enjoy island living

Gorgeous fully renovated Barn-style home, with attached cottage. The fully re-created barn interior included raising the ceilings and adding dormers on the second floor to create a primary suite and second bedroom. Downstairs is fully open concept with incredible kitchen living/dining space with full water views, a gas fireplace, spacious pantry, in-island propane cook top and wall ovens. In the basement, a 2026 renovation has opened up a walk-out family room with full bath. The full ocean side is open to easterly water views, and the first floor looks onto a deck along the full back side of the home. Access to the original cottage was preserved, creating a wonderful guest space, with bedroom, small office, full kitchen and living/dining room. Outside, a paved parking area makes entry and exit a breeze. Septic was replaced with an Elgen system in 2022 87' from the high-water mark and out of the shoreland zone. Travel to this oasis of waterfront paradise is just off of Rt 123, with acce

Welcome to 84 Stovers Point Road, Harpswell-a delightful 1950's cottage that combines nostalgic charm with modern comfort. Nestled on Harpswell Neck, this property offers an idyllic escape near Stovers Point Reserve and a serene atmosphere. The cottage features a warm and inviting living area, perfect for relaxing after a day by the water. Original hardwood floors and vintage details add to the home's timeless appeal. The property includes a spacious deck, ideal for enjoying morning coffee while taking in the fresh sea air or hosting summer gatherings with friends and family. Just a short distance from Stovers Point Reserve (.25 miles) this cottage is perfectly positioned for those who love boating, fishing, or simply enjoying the beauty of the Maine coast. Stover's Point Preserve is a great place for swimming, relaxing on the gravel beach, exploring the tidal stream, kayaking or paddleboarding, and enjoying the view of the iconic Cribstone Bridge. Don't miss the opportunity to own a p

Welcome to Austin Point Road, a quiet, established association dating back to the early 1980's, offering a peaceful setting with deeded common water access just a short walk from your doorstep. Lot 15 is a level, wooded parcel with a small clearing at the front, providing the perfect backdrop for your new home. The featured build package showcases a thoughtfully designed 3-bedroom, 2-bath ranch with desirable one-level living and timeless modern farmhouse style. To be built by John Libby, a respected local builder, this home offers flexibility to make it your own. Buyers may choose from alternative floor plans and personalize finishes, colors, and select design features to match their lifestyle and budget. Renderings are for illustrative purposes only and may depict upgrades or options not included in the base price. Don't miss this opportunity to build your dream home in a tranquil neighborhood where natural beauty, modern comfort, and deeded water access come together

Attention DIYers and renovation pros - With some vision and investment, this could be a great home and/or investment property. Situated near several local eats, country store and picturesque public beach. this property shows great potential. The leach field will need to be replaced by new owner. The seller has a replacement design in hand

Enjoy the simplicity of Bailey Island living in this charming ranch-style home set on a sunny.26-acre lot with partial views of Casco Bay. Offering 2 bedrooms, 1 bath, and 816A± square feet of living space, this home provides comfortable one-floor living in one of Maine's most picturesque coastal communities. Features include a bright and inviting interior, heat pump, full basement for storage, attached garage, and private deck for relaxing or entertaining. Conveniently located near local restaurants, public waterfront access, working harbors, and all the natural beauty that makes Harpswell and Bailey Island a sought-after destination. Whether you're looking for a year-round residence, vacation getaway, or investment opportunity, this property offers a wonderful opportunity to enjoy island living

Twin Vistas, Set just over the iconic Cribstone Bridge, this classic coastal Cape captures the very best of life on Bailey Island. With both sunrise and sunset ocean views, the setting alone is enough to slow you down and make you stay awhile. You'll love the high end finishes like hardwood floors, a gas fireplace, even both high-gloss painted plank and tin ceilings. This island home blends historic charm with thoughtful updates, highlighted by a freshly renovated kitchen offering black granite over bright white cabinets and beautifully updated bathrooms. Warm, inviting, and generous living spaces make it easy to gather with family and friends, while the in-ground pool wrapped by a large sunny deck offers a rare and welcome touch for summer days along the coast. Step outside and you're within easy walking distance to several of the island's beloved restaurants, and beaches, allowing you to be a part of that easy, carefree rhythm Bailey Island is known for. Whether you're looking for a

Welcome to Austin Point Road, a quiet, established association dating back to the early 1980's, offering a peaceful setting with deeded common water access just a short walk from your doorstep. Lot 15 is a level, wooded parcel with a small clearing at the front, providing the perfect backdrop for your new home. The featured build package showcases a thoughtfully designed 3-bedroom, 2-bath ranch with desirable one-level living and timeless modern farmhouse style. To be built by John Libby, a respected local builder, this home offers flexibility to make it your own. Buyers may choose from alternative floor plans and personalize finishes, colors, and select design features to match their lifestyle and budget. Renderings are for illustrative purposes only and may depict upgrades or options not included in the base price. Don't miss this opportunity to build your dream home in a tranquil neighborhood where natural beauty, modern comfort, and deeded water access come together

Welcome to 84 Stovers Point Road, Harpswell-a delightful 1950's cottage that combines nostalgic charm with modern comfort. Nestled on Harpswell Neck, this property offers an idyllic escape near Stovers Point Reserve and a serene atmosphere. The cottage features a warm and inviting living area, perfect for relaxing after a day by the water. Original hardwood floors and vintage details add to the home's timeless appeal. The property includes a spacious deck, ideal for enjoying morning coffee while taking in the fresh sea air or hosting summer gatherings with friends and family. Just a short distance from Stovers Point Reserve (.25 miles) this cottage is perfectly positioned for those who love boating, fishing, or simply enjoying the beauty of the Maine coast. Stover's Point Preserve is a great place for swimming, relaxing on the gravel beach, exploring the tidal stream, kayaking or paddleboarding, and enjoying the view of the iconic Cribstone Bridge. Don't miss the opportunity to own a p

Neighborhood Access to the beach at the end on right, with permission from owners

Welcome to the best of coastal Maine living! Nestled on an acre of pristine, tree-lined privacy, this stunning, newly constructed coastal sanctuary offers the perfect balance of peaceful, secluded living; quiet enjoyment of nature; and effortless entertaining. Designed with modern comfort and timeless style in mind, this home is thoughtfully crafted to showcase expansive, uninterrupted views of well-protected Mill Cove. Relax on the deck and watch eagles, osprey, and terns soar over the cove, or view the action through the 9-foot, top-of-the-line Marvin glass doors gracing the living and dining areas. Effortless Main-Floor Living: Enjoy seamless everyday living with a primary main-level layout. The light-filled open-concept living and dining spaces flow naturally for intimate entertaining. The total layout featuring 3 bedrooms and 3 tastefully appointed bathrooms provides private, dedicated quarters for guests and offers limitless flexibility. A Chef's Haven: The heart of the home feat

Neighborhood Access to the beach at the end on right, with permission from owners

Set on four private acres within the sought after High Head community, this oceanfront property offers a combination of space, access, and quiet coastal living. With 166 feet of frontage and stairs leading to the shore, the connection to the water is immediate and easy, whether you're starting the day with coffee by the tide or ending it watching the light shift across the water. The home is designed for gathering and unwinding. A spacious living room with wide pine floors, built-ins, and a fireplace opens to a large deck overlooking the shoreline, creating an easy flow between indoor and outdoor living. The kitchen, with plenty of storage and an efficient layout for cooking opens to the dining room allowing for family and friends to mingle with the chef. New carpeting throughout the three well-proportioned bedrooms brings a fresh feel, while an oversized two-car garage and full, dry basement adds everyday practicality. A separate guest cottage with a full bath and electric heat offers

Here's your opportunity of a lifetime! This spectacular property is a truly rare offering with approximately 220 feet of ocean frontage overlooking Diamond Pass. Set well back from the road and perched along the shoreline, it captures sweeping, serene water views, sandy beach frontage (a rarity on the island), and a sense of peace and privacy that is increasingly hard to find. Whether it's mornings watching boats pass through the channel or quiet evenings at the water's edge, this is a setting that invites you to slow down and stay awhile. The existing home is ready for your vision-whether restoration, expansion, or reimagining. Whatever you choose, here's your opportunity to create something special in an extraordinary setting. Located near the island clubhouse and just steps from the water, there's potential for a mooring and possibly a dock (please verify). You're encouraged to perform your own due diligence regarding dock feasibility and accessory dwelling unit opportunities. It's

Discover space, comfort, and privacy in this nearly 2,500 sq ft home nestled on a serene and vast 7+ acre lot. Built to be very'green' and energy efficient, with an ICF foundation, this home features a geo-thermal HVAC system, with solar panels and a large battery, with a separate'critical loads' electrical panel, so you are never without power or creature comforts! With 3+ bedrooms, 2 ½ bathrooms, and a large bonus space, this home offers flexible living options ideal for families, anyone seeking room to spread out or outdoor enthusiasts. The open-concept living area features abundant natural light, a welcoming layout, and views of the surrounding landscape. The kitchen offers generous counter space, plenty of storage, and flows effortlessly into the dining and living areas-perfect for entertaining. The spacious primary suite includes an en-suite bath and ample closet space, while two additional bedrooms provide comfort for all. A large bonus room offers endless possibilities: use it

Custom built home on private cul-de-sac. One lot back from Haraseeket River. River views. Tranquil setting in a quiet neighborhood. Enjoy morning coffee from front porch while watching the tides ebb and flow. Single owner home built in 2017 with energy efficiency in mind. Two heat pumps supply heat in the winter and air conditioning in the summer. A heat pump water heater saves on electricity, 17 solar panels offset electricity bills by building energy credit during spring, summer, and fall. Interior finish is highlighted with Douglas fir floors and cabinetry. House faces southeast so early morning light welcomes you and warms the entire house in the morning. Home is surrounded by perennial beds and flowering shrubs. Highbush blueberries and cultivated raspberries add a great garnish to your morning breakfast. Many birds call 5 Riverview home including nesting bluebirds. This properties is a treasure in the lovely South Freeport village where you can walk to the village market or the l