175 properties for sale in Drakes Island

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

Experience the charm of coastal Maine in this quintessential 4-bedroom, 2-bath cottage, ideally situated directly on the beach. Enjoy breathtaking water views, spectacular sunsets, and the soothing sound of the ocean just steps from your door. The home's inviting wraparound porch provides the perfect setting for morning coffee, afternoon relaxation, or evening gatherings while taking in the stunning coastal scenery. Offered fully furnished, this turnkey property presents a rare opportunity to begin enjoying the Maine lifestyle! Conveniently located near the Webhannet Golf Club, KBIA, Edgecomb Tennis Club, and the area's most beloved beaches, including Mother's Beach and Gooch's Beach, this exceptional property offers the perfect blend of recreation, relaxation, and coastal living. Whether you're searching for a cherished family getaway, or an exceptional investment opportunity, this beach cottage combines timeless charm, updates, and an unbeatable waterfront setting. Rarely does a prop

Positioned in one of Kennebunkport's most sought-after locations, this expansive ranch offers the best of coastal living-just a 3-4 minute walk to Gooch's Beach and approximately 7 minutes to Dock Square. Leave the car behind and enjoy effortless access to the beach, restaurants, shops, and everything that makes Kennebunkport so special.Freshly painted throughout the interior and featuring a newly painted and newly shingled exterior, the home feels bright, fresh, and move-in ready. Sunlight pours through the abundance of windows, creating a warm and inviting atmosphere. Whether you're hosting friends after a day at the beach or enjoying a quiet evening on the back deck, this home offers the perfect setting. The attached two-car garage transforms into a fun game room during the summer months while easily serving as a garage through the winter. With an established rental history and the versatility to serve as a primary residence, vacation getaway, or investment property, this exceptiona

Positioned in one of Kennebunkport's most sought-after locations, this expansive ranch offers the best of coastal living-just a 3-4 minute walk to Gooch's Beach and approximately 7 minutes to Dock Square. Leave the car behind and enjoy effortless access to the beach, restaurants, shops, and everything that makes Kennebunkport so special.Freshly painted throughout the interior and featuring a newly painted and newly shingled exterior, the home feels bright, fresh, and move-in ready. Sunlight pours through the abundance of windows, creating a warm and inviting atmosphere. Whether you're hosting friends after a day at the beach or enjoying a quiet evening on the back deck, this home offers the perfect setting. The attached two-car garage transforms into a fun game room during the summer months while easily serving as a garage through the winter. With an established rental history and the versatility to serve as a primary residence, vacation getaway, or investment property, this exceptiona

Thoughtfully designed for easy coastal living, this beautifully maintained home blends comfort, style, and flexibility. The sun-filled open-concept living, dining, and kitchen create an inviting space for everyday living and entertaining, while the adjoining four-season sunroom overlooks beautifully landscaped gardens and opens to a spacious deck. The well-designed floor plan offers privacy with first-floor bedrooms positioned on opposite sides of the home, including a serene primary suite. Upstairs, a finished bonus/flex space provides endless possibilities for a home office, recreation room, studio, or overflow space, with plumbing already roughed in for a future bathroom. Outside, mature landscaping and lovingly tended perennial gardens create a peaceful setting that's beautiful in every season. Just minutes from Kennebunk's beaches, nature trails, and vibrant downtown, this home offers the perfect blend of privacy, convenience, and the relaxed coastal lifestyle that makes this comm

Nestled in the heart of coastal Kennebunk, 4 Oak Street offers the perfect blend of seaside charm, spacious living, and walkable convenience. This beautifully designed 5-bedroom home features an open floor plan with a relaxed coastal vibe, creating an inviting space for gathering with family and friends. With two private en-suite bedrooms, there is plenty of room for guests and comfortable multi-generational living. Enjoy water views from the serene third-floor primary bedroom, where ocean breezes and peaceful mornings set the tone for relaxed coastal living. Just a short stroll to Mother's Beach and KBIA, this home is ideally situated for making lasting summer memories, from beach days and sailing lessons to sunset walks by the shore. Whether you're seeking a year-round residence or the ultimate Maine getaway, 4 Oak Street captures the essence of Kennebunk beach living

Beautifully renovated oceanfront condo in the heart of Kennebunk Beach, offering breathtaking, unobstructed views from the moment you step inside. This turnkey two-bedroom retreat seamlessly blends coastal charm with modern upgrades, making it ideal as a primary residence, vacation getaway, or investment property. The open-concept first floor features a spacious kitchen with white shaker cabinetry, subway tile backsplash, leathered granite countertops, and stainless steel appliances-perfectly positioned to flow into the sun-filled living area. Durable vinyl plank flooring runs throughout, complemented by a convenient half bath which includes a washer/dryer tower. Upstairs, both bedrooms continue the same stylish flooring and feature stunning ocean views-ensuring every guest wakes up to the sound of the waves. The full bathroom is thoughtfully updated with a tiled tub surround. The spacious primary bedroom provides a serene coastal escape with a walk in closet. Additional highlights inc

Discover a rare opportunity to own a beautifully landscaped 38,000 sq. ft. property ideally located in desirable Kennebunkport. This unique compound offers a lovely setting with three structures-perfect for a variety of living and lifestyle options. The main year-round, single-level home features 2 bedrooms and 2.5 baths, combining comfort and ease of living with an inviting layout. Each bedroom includes its own private bathroom, offering added comfort, privacy, and convenience for both guests and owners alike. The Seasonal Cottage is a charming retreat with 1 bedroom and high-end finishes, including white oak quartersawn floors, a heat pump, renovated bath and accented nickel gap wall, ideal for guests, extended family or rental. Adding an extra touch of calm and flexibity is a stylish repurposed third unit, featuring its own bathroom, quarter sawn white oak floor, ship lap and high efficient heat pump for comfort-perfect for a home gym, creative space, yoga studio, bunk house or peac

Experience the charm of coastal Maine in this quintessential 4-bedroom, 2-bath cottage, ideally situated directly on the beach. Enjoy breathtaking water views, spectacular sunsets, and the soothing sound of the ocean just steps from your door. The home's inviting wraparound porch provides the perfect setting for morning coffee, afternoon relaxation, or evening gatherings while taking in the stunning coastal scenery. Offered fully furnished, this turnkey property presents a rare opportunity to begin enjoying the Maine lifestyle! Conveniently located near the Webhannet Golf Club, KBIA, Edgecomb Tennis Club, and the area's most beloved beaches, including Mother's Beach and Gooch's Beach, this exceptional property offers the perfect blend of recreation, relaxation, and coastal living. Whether you're searching for a cherished family getaway, or an exceptional investment opportunity, this beach cottage combines timeless charm, updates, and an unbeatable waterfront setting. Rarely does a prop

Nestled in the heart of iconic Dock Square, this exceptional antique riverfront residence offers a truly rare opportunity to own one of the area's most distinctive and coveted properties. Rich in character and timeless charm, this 3,200A± square foot home seamlessly blends historic architectural details with spacious, comfortable living. The residence features three generously sized bedroom suites, expansive gathering spaces, and two fireplaces that create warmth and ambiance throughout the seasons. Antique craftsmanship and period details are showcased throughout the home, while two inviting sunporches and rear deck provide the perfect vantage point to enjoy river views and changing tides. Outside, a quaint riverside backyard offers a peaceful retreat overlooking the water, while the property's private dock provides direct access to the river-a remarkable amenity rarely found in Dock Square. Beautiful curb appeal, mature landscaping, and a one-car attached garage further enhance this

Thoughtfully designed for easy coastal living, this beautifully maintained home blends comfort, style, and flexibility. The sun-filled open-concept living, dining, and kitchen create an inviting space for everyday living and entertaining, while the adjoining four-season sunroom overlooks beautifully landscaped gardens and opens to a spacious deck. The well-designed floor plan offers privacy with first-floor bedrooms positioned on opposite sides of the home, including a serene primary suite. Upstairs, a finished bonus/flex space provides endless possibilities for a home office, recreation room, studio, or overflow space, with plumbing already roughed in for a future bathroom. Outside, mature landscaping and lovingly tended perennial gardens create a peaceful setting that's beautiful in every season. Just minutes from Kennebunk's beaches, nature trails, and vibrant downtown, this home offers the perfect blend of privacy, convenience, and the relaxed coastal lifestyle that makes this comm

Priced well below the appraised value. Brand-new construction in Kennebunkport offering clean design, thoughtful finishes, and a highly functional layout just minutes from downtown, Dock Square, beaches, restaurants, shops, and everything the area is known for. Set on a quiet dead-end street, this 4-bedroom, 3.5-bath home offers over 2,100 square feet of living space, a 1-car garage, and a full basement with excellent potential for future finished space. The main level features a bright open-concept floor plan with hardwood floors, generous natural light, and a beautifully designed kitchen with waterfall quartz countertops, custom cabinetry, and modern finishes. The first-floor primary suite adds convenience and flexibility, while the second floor includes a secondary ensuite bedroom, two additional guest bedrooms, and well-appointed baths. With new construction, a smart floor plan, and a location close to the heart of Kennebunkport, 3 McKenney Lane offers a rare opportunity to enjoy l

Echoing the thoughtful craftsmanship of its 'sibling' next door, this stunning new home is set in the heart of downtown, offering effortless access to shops, dining, and the beach. With just under 4,000 square feet of thoughtfully designed living space, it features 4 spacious bedrooms and 3.5 beautifully appointed baths. At the heart of the home, an exquisite chef's kitchen showcases premium Thermador appliances, including a large wine refrigerator, and is complemented by a generously sized butler's pantry complete with its own wall oven, microwave, second dishwasher, secondary refrigerator, and custom built-in cabinetry and shelving-perfect for effortless entertaining. A large, dedicated laundry room adds convenience and functionality, while refined finishes throughout elevate the home's style and comfort. A roomy 2-car garage provides ample space for vehicles and storage, and the custom dog wash-both practical and playful-adds a fun touch for pet lovers. Exceptional landscaping and m

Some homes are measured in square feet. Others are measured in the memories waiting to be made there. Welcome to 12 Wallace Street. Imagine mornings with coffee on the patio, afternoons biking to Gooch's Beach, and evenings dining in Dock Square before returning home beneath a canopy of stars. This is the coastal Maine lifestyle that draws people from Boston, New York, Connecticut, and beyond, and now it can be yours. Located on one of Kennebunk's most desirable and peaceful streets, this custom-built coastal retreat offers a rare blend of privacy, luxury, and walkability. Leave your car behind and enjoy easy access to beaches, boutiques, award-winning restaurants, cafes, galleries, and everything that makes Kennebunk and Kennebunkport among New England's most beloved destinations. Filled with natural light, the home features soaring ceilings, open-concept living spaces, and warm coastal finishes that feel both sophisticated and inviting. At its heart is a chef's kitchen designed for g

Nestled just off scenic Summer Street, in one of the most sought-after neighborhoods in the Kennebunks, this traditional 4-bedroom, 2.5-bath Colonial offers a rare opportunity to own a piece of coastal Maine. Set on a generous 1-acre level lot, fully fenced for privacy and peace of mind, this property combines timeless New England architecture with an unbeatable location - just minutes from Dock Square in Kennebunkport and the conveniences of downtown Kennebunk. Set back from the road, this stately home offers strong bones, classic proportions, and a layout made for comfortable living. The traditional floor plan features four spacious second-floor bedrooms, including a primary suite with its own bath, ample closet space, and an abundance of natural light. Downstairs, you'll find generously sized living and dining areas, a central kitchen, and a cozy den - all ready for your vision and updates. Whether you're dreaming of a full renovation or tasteful refresh, the home provides a solid,

Perfectly situated between the heart of Dock Square and the picturesque village of Cape Porpoise, this quintessential saltbox colonial offers timeless New England charm on a beautiful 5.91-acre setting. Rich wood floors, two fireplaces, and inviting living spaces create a warm and welcoming atmosphere throughout the home. Featuring three bedrooms and thoughtfully designed gathering areas, the home blends character and comfort with ease. Outside, the property truly shines with exceptional curb appeal, mature landscaping, and a serene backyard highlighted by a large pond, scenic views, and a private patio-an ideal setting for relaxing, entertaining, or simply enjoying the natural beauty that surrounds you. A rare opportunity to create a family compound or 2 individual home sites with the adjacent separate lot included with this property. Enjoy classic coastal Maine living in one of Kennebunkport's most desirable locations, just moments from shops, restaurants, the harbor, and local beach

Opportunities like this are exceptionally rare. Situated at the end of a quiet public road in coveted Lower Village Kennebunk, this offering includes a beautifully crafted custom home and a separately deeded parcel, creating more than 2 private acres with direct tidal marsh frontage-all just a short walk to Dock Square, Gooch's Beach, and the Kennebunk River. The property stretches to the edge of the tidal marsh, where protected views, abundant wildlife, and changing tides create an extraordinary coastal setting. Launch a kayak at high tide, enjoy peaceful mornings overlooking the marsh, or simply appreciate the privacy that is nearly impossible to find this close to town. What truly sets this property apart is its exceptional flexibility. Preserve the second parcel as a permanent privacy buffer, create a multigenerational family estate, build a future residence, or explore the potential for 2 homes and 2 accessory dwelling units (ADUs), offering remarkable possibilities for extended f

Echoing the thoughtful craftsmanship of its 'sibling' next door, this stunning new home is set in the heart of downtown, offering effortless access to shops, dining, and the beach. With just under 4,000 square feet of thoughtfully designed living space, it features 4 spacious bedrooms and 3.5 beautifully appointed baths. At the heart of the home, an exquisite chef's kitchen showcases premium Thermador appliances, including a large wine refrigerator, and is complemented by a generously sized butler's pantry complete with its own wall oven, microwave, second dishwasher, secondary refrigerator, and custom built-in cabinetry and shelving-perfect for effortless entertaining. A large, dedicated laundry room adds convenience and functionality, while refined finishes throughout elevate the home's style and comfort. A roomy 2-car garage provides ample space for vehicles and storage, and the custom dog wash-both practical and playful-adds a fun touch for pet lovers. Exceptional landscaping and m

Priced well below the appraised value. Brand-new construction in Kennebunkport offering clean design, thoughtful finishes, and a highly functional layout just minutes from downtown, Dock Square, beaches, restaurants, shops, and everything the area is known for. Set on a quiet dead-end street, this 4-bedroom, 3.5-bath home offers over 2,100 square feet of living space, a 1-car garage, and a full basement with excellent potential for future finished space. The main level features a bright open-concept floor plan with hardwood floors, generous natural light, and a beautifully designed kitchen with waterfall quartz countertops, custom cabinetry, and modern finishes. The first-floor primary suite adds convenience and flexibility, while the second floor includes a secondary ensuite bedroom, two additional guest bedrooms, and well-appointed baths. With new construction, a smart floor plan, and a location close to the heart of Kennebunkport, 3 McKenney Lane offers a rare opportunity to enjoy l

Opportunities like this are exceptionally rare. Situated at the end of a quiet public road in coveted Lower Village Kennebunk, this offering includes a beautifully crafted custom home and a separately deeded parcel, creating more than 2 private acres with direct tidal marsh frontage-all just a short walk to Dock Square, Gooch's Beach, and the Kennebunk River. The property stretches to the edge of the tidal marsh, where protected views, abundant wildlife, and changing tides create an extraordinary coastal setting. Launch a kayak at high tide, enjoy peaceful mornings overlooking the marsh, or simply appreciate the privacy that is nearly impossible to find this close to town. What truly sets this property apart is its exceptional flexibility. Preserve the second parcel as a permanent privacy buffer, create a multigenerational family estate, build a future residence, or explore the potential for 2 homes and 2 accessory dwelling units (ADUs), offering remarkable possibilities for extended f

Some homes are measured in square feet. Others are measured in the memories waiting to be made there. Welcome to 12 Wallace Street. Imagine mornings with coffee on the patio, afternoons biking to Gooch's Beach, and evenings dining in Dock Square before returning home beneath a canopy of stars. This is the coastal Maine lifestyle that draws people from Boston, New York, Connecticut, and beyond, and now it can be yours. Located on one of Kennebunk's most desirable and peaceful streets, this custom-built coastal retreat offers a rare blend of privacy, luxury, and walkability. Leave your car behind and enjoy easy access to beaches, boutiques, award-winning restaurants, cafes, galleries, and everything that makes Kennebunk and Kennebunkport among New England's most beloved destinations. Filled with natural light, the home features soaring ceilings, open-concept living spaces, and warm coastal finishes that feel both sophisticated and inviting. At its heart is a chef's kitchen designed for g

Nestled just off scenic Summer Street, in one of the most sought-after neighborhoods in the Kennebunks, this traditional 4-bedroom, 2.5-bath Colonial offers a rare opportunity to own a piece of coastal Maine. Set on a generous 1-acre level lot, fully fenced for privacy and peace of mind, this property combines timeless New England architecture with an unbeatable location - just minutes from Dock Square in Kennebunkport and the conveniences of downtown Kennebunk. Set back from the road, this stately home offers strong bones, classic proportions, and a layout made for comfortable living. The traditional floor plan features four spacious second-floor bedrooms, including a primary suite with its own bath, ample closet space, and an abundance of natural light. Downstairs, you'll find generously sized living and dining areas, a central kitchen, and a cozy den - all ready for your vision and updates. Whether you're dreaming of a full renovation or tasteful refresh, the home provides a solid,

Nestled in the heart of iconic Dock Square, this exceptional antique riverfront residence offers a truly rare opportunity to own one of the area's most distinctive and coveted properties. Rich in character and timeless charm, this 3,200A± square foot home seamlessly blends historic architectural details with spacious, comfortable living. The residence features three generously sized bedroom suites, expansive gathering spaces, and two fireplaces that create warmth and ambiance throughout the seasons. Antique craftsmanship and period details are showcased throughout the home, while two inviting sunporches and rear deck provide the perfect vantage point to enjoy river views and changing tides. Outside, a quaint riverside backyard offers a peaceful retreat overlooking the water, while the property's private dock provides direct access to the river-a remarkable amenity rarely found in Dock Square. Beautiful curb appeal, mature landscaping, and a one-car attached garage further enhance this