Refine Search
Map
Sort by
$2,199,000
9 Beds ⋅ 8 Baths
Historic Elegance Meets Coastal Maine Living. Welcome to the Frederick Hall House, an exceptional c.1850 estate in Searsport's renowned East Main Street Historic District. Built by prominent local merchant and builder Frederick Hall, the residence was constructed on land that was originally part of the expansive David Nickels homestead before later becoming part of the celebrated Nickels family's estate during Searsport's Golden Age of Sail. Set on approximately 4.27 acres, this stately residence offers over 6,000 square feet of living space with remarkable period craftsmanship, soaring ceilings, grand rooms, elegant millwork, multiple fireplaces, and architectural details that reflect one of Maine's most prosperous maritime eras. The property presents outstanding opportunities as a distinguished private residence, seasonal retreat, boutique hospitality venture, event venue, or multi-generational estate, subject to local approvals. Located just moments from Penobscot Bay, the home is surrounded by the rich history of 'Captain's Row' and is within easy reach of the Penobscot Marine Museum, Moose Point State Park, the village waterfront, antique shops, local restaurants, and Belfast's harbor, shopping, and dining just minutes away. Steeped in maritime history yet offering exceptional flexibility for today's owner, this is a rare opportunity to own one of Searsport's landmark properties where architectural significance, historic provenance, and modern potential come together in one extraordinary offering.

126 E Main St, Searsport

Listing courtesy of True North Realty, Inc..

$2,199,000
4 Beds ⋅ 5 Baths
Positioned just steps from the ocean on Bailey Island, this distinguished 5,000-square-foot coastal residence delivers breathtaking panoramic views and an unparalleled connection to Maine's bold, rugged coastline. Walls of glass flood the home with light and showcase the sweeping ocean vistas from every room. Designed for both grand entertaining and quiet relaxation, the home features four spacious bedroom suites, including a spectacular primary suite with breathtaking views and a private balcony--perfect for sunrise coffee or sunset wine! You can spread out in this spacious home or snuggle in front of 1 of 5 ecofriendly fireplaces that give the cozy feel you love on blustery coastal afternoons. Every inch of this home is wrapped in comfortable elegance, from the luxury chef's kitchen to the picture-perfect dining room. Ideal for everything from casual lobster bakes on the shore, to refined gatherings. The seamless transition from indoor to outdoor living is enhanced by beautifully designed hardscaping that complements the natural coastal surroundings. Enjoy watching the boats glide through the iconic Cribstone Bridge. Take a Walk or boat from your own deep-water dock to explore nearby beaches, trails, and beloved seaside restaurants. Whether you're taking a peaceful walk, heading out on the water, or simply soaking in the views, this home offers an unmatched connection to the Maine coast. A private in-law suite provides additional flexibility and comfort for guests, making entertaining effortless. This is easy living at its finest--set in one of the most desirable and breathtaking locations you'll ever experience.

1951 Harpswell Islands Rd Unit 2, Harpswell

Listing courtesy of Roxanne York Real Estate.

$2,199,000
4 Beds ⋅ 4 Baths
Privately sited on desirable Dingley Island, this extraordinary to-be-built waterfront home offers a rare opportunity to own over 400 feet of waterfront with a picturesque private dock and long serene views. Thoughtfully envisioned to blend coastal elegance with modern luxury, the residence will feature classic architectural details, refined craftsmanship, and high-end materials throughout, Built by John Libby Construction, A trusted local company. Designed for both entertaining and effortless year-round living, the thoughtful four-bedroom floor plan features over 2500 ft if living space with a daylight basement with views, for future expansion. Easy 1st floor living, light-filled spaces, and water views from nearly every room. Two luxurious primary suites provide exceptional comfort and privacy for owners and guests alike. From boating and paddleboarding to swimming and fishing from your own tidal dock, this remarkable property offers a waterfront lifestyle in one of Maine's most exclusive island settings. A rare blend of privacy, serenity, and coastal luxury.

15 Lupine Ln, Harpswell

Listing courtesy of Roxanne York Real Estate.

$2,195,000
5 Beds ⋅ 5 Baths
Welcome to one of Sunday River Resort's most exceptional luxury retreats, perfectly positioned on the coveted West Side with breathtaking views of the Mahoosuc Range and Puzzle Mountain. This extraordinary five-bedroom, five-bath residence blends refined mountain living with resort-style amenities, just minutes from the slopes and Sunday River Golf Club. Designed for unforgettable gatherings, the home showcases a chef's kitchen with professional-grade appliances, radiant heat, custom lighting, exceptional finishes, a dramatic wine wall, and an entertainer's bar with dual beverage refrigerators, dishwasher, and additional full-size refrigerator. The luxurious primary suite features heated tile floors, a spa-inspired steam shower with an expansive wall of glass, and premium washlet bidet fixtures. Entertainment is woven throughout, from the private theater with a 98-inch screen, theater seating, and disco ball to bubble hockey, a Tonal fitness system, piano, and a custom-built bunk room that guests of all ages will love. Every bedroom includes its own television. Outside, the illuminated deck captures spectacular mountain views and overlooks a private outdoor oasis complete with a luxurious hot tub, fire pit, pickleball court, and putting green. Tucked at the end of a quiet cul-de-sac, the property offers exceptional privacy while remaining moments from skiing, golf, hiking, and year-round recreation. Thoughtful features including whole-house water treatment, a heated garage with a car washing station, and countless custom upgrades elevate this home beyond the ordinary. Whether you're seeking an extraordinary mountain escape, a legacy property for generations to enjoy, or an exceptional luxury rental opportunity, this one-of-a-kind residence delivers an unmatched Sunday River lifestyle.

47 Tourmaline Way, Newry

Listing courtesy of Mountain Real Estate Company.

$2,195,000
4 Beds ⋅ 3 Baths
Welcome to 423 Seaside Avenue, where deeded access to seven miles of pristine white sandy beach and sweeping panoramic views of Saco Bay create an extraordinary Maine coastal retreat. Beyond the private gated entrance, this recently constructed Kinney Shores residence immediately captivates with its sun-filled interiors, sophisticated coastal décor, and breathtaking ocean vistas. Privately sited on a beautifully landscaped, park-like lot, this exceptional turnkey home was thoughtfully designed for effortless coastal living and entertaining. Expansive ocean-facing decks invite morning coffee, alfresco dining in the sea breeze, and unforgettable evenings overlooking the sparkling waters of Saco Bay. Every detail has been carefully considered to maximize the spectacular views while creating spacious, light-filled living areas enhanced by exceptional craftsmanship, premium finishes, abundant storage, and central air conditioning. The open-concept kitchen, dining, and living room flow seamlessly to the oceanview deck, while the inviting gas fireplace creates the perfect place to relax year-round. The first-floor primary suite is a private retreat featuring a beautifully appointed ensuite bath, generous walk-in closet, and private oceanview deck--an idyllic setting to unwind to the sound of the surf. Three additional bedrooms provide comfortable accommodations for family and guests, while generous storage easily accommodates kayaks, paddleboards, and all your beach essentials. An outdoor shower completes the coastal lifestyle. A two-car attached garage and oversized driveway provide ample parking. Conveniently located just minutes from I-95, Portland International Jetport, Portland's Old Port, and less than two hours from Boston, this exceptional Kinney Shores property offers the perfect blend of luxury, privacy, and effortless access to one of Maine's most beautiful stretches of coastline.

423 Seaside Ave, Saco

Listing courtesy of Keller Williams Realty.

$2,195,000
10 Baths
7 Huntress Street presents exceptionally well as a professionally managed 10-unit multifamily asset in one of Portland's most desirable in-town locations. Ideally situated near Maine Medical Center, Thompson's Point, downtown Portland, and major transportation routes, the property offers both stable cash flow and long-term investment appeal. Current ownership has made numerous thoughtful capital improvements, including replacement of the original cast iron plumbing with PVC, recent boiler servicing, repairs to the rubber roof, new carpeting in one apartment and in the right-side common hallway, two new ceilings, updated blinds and interior paint, a new bathroom window, and updated appliances including a new stove, refrigerator, and sink in one unit. The property also benefits from two new washers and two new dryers, while six of the apartments now feature modern keyless entry systems. Parking is a significant value add, offering nine total spaces, including four garage bays plus additional off-street parking. Ownership has also identified an opportunity for the next investor to increase revenue through strategic parking rental income, creating additional upside beyond the existing rental stream. Well maintained with a strong history of ownership and meaningful recent updates. A rare opportunity to acquire a turnkey multifamily asset with both immediate stability and future income potential in Portland's thriving rental market

7 Huntress St, Portland

Listing courtesy of RE/MAX Shoreline.

$2,195,000
4 Beds ⋅ 4 Baths
Nestled in a private 1.1-acre lot, in a much-coveted neighborhood just a half mile from The Port, this beautiful and historic Victorian home offers the perfect blend of timeless elegance and contemporary convenience. The property, fronted by an extensive stone wall and accessed by a circular driveway ringed with light stanchions, encompasses several mature perennial gardens worthy of a spot on the local Garden Tour. The home boasts over 5,000 square feet of living space and at its heart is a grand Great Room with a built-in Entertainment Center (with a multi-room sound system); a wood-burning fireplace with decorative hearth; and a coffered ceiling. The Great Room flows seamlessly into a sunroom with radiant flooring and walls of windows bringing the outdoors in. A welcoming hardscaped patio and a rear deck (with pergola) extend from the sunroom, ideal for enjoying the peaceful surroundings. Also on the first floor is a cozy library with built-in bookshelves, a tiled fireplace and propane gas-fired stove; a wainscoted dining room with muralled walls (depicting various Kennebunkport locales), built-in China closet, unique rustic chandelier, shuttered Palladian window, stained glass doors, with sliders opening to a side deck; and a chef's kitchen equipped with stainless steel countertops, updated appliances, and a sunny breakfast nook. The second floor has three full bathrooms and four bedrooms. There is a front suite with a private balcony and a spacious porte cochere; and a luxurious primary suite, accessible via its own staircase and featuring a newly-renovated bath, a dry sauna, and two walk-in closets; the ultimate in comfort and relaxation. A two-bay garage, two cellars, and a tool shed provide ample storage. A truly remarkable property in an unbeatable location!

71 North St, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$2,195,000
6 Beds ⋅ 7 Baths
Experience mountain living at its finest in this stunning custom-built ski home, perched atop the highly sought-after Peaks Subdivision, just 5 minutes from world-class recreation at Sunday River Ski Resort. Showcasing phenomenal, unobstructed slope views, this exceptional property offers the ultimate four-season retreat. Thoughtfully designed for both luxury and comfort, the home spans three levels and features 5 spacious bedrooms, including 4 ensuite retreats, along with 6.5 beautifully appointed bathrooms, perfect for hosting family and guests with ease. At the heart of the home, the chef's kitchen impresses with premium Sub-Zero and Wolf appliances, a generous oversized island, and seamless flow into the main living areas, ideal for entertaining après-ski. The expansive open-concept great room is designed to capture breathtaking mountain views, creating a warm and inviting space to gather. A finished lower level provides additional living and recreation space, while the large gear room serves as the ultimate drop zone for all your ski equipment. An attached two-car garage adds everyday convenience and ample storage. Blending exceptional craftsmanship, a premier location, and unforgettable scenery, this home presents a rare opportunity to own in one of the area's most desirable communities. Estimated completion: Spring 2027.

Lot 51 Pinnacle, Newry

Listing courtesy of Mahoosuc Realty, Inc..

$2,195,000
3 Beds ⋅ 3 Baths
Charming Home in a Prime Location Nestled on a beautiful street in one of the most sought-after neighborhoods, this inviting home offers the perfect blend of comfort, charm, and convenience. Surrounded by lush landscaping, flowering trees, and well-maintained gardens—including a dedicated vegetable garden—every window boasts a picturesque view. Inside, you'll find a spacious living room with a cozy fireplace, a separate family room with an elegant arched ceiling, and two fireplaces in total for year-round warmth and ambiance. The open-concept design flows effortlessly to a lovely patio, perfect for outdoor dining or relaxing in nature. The master suite features a walk-in closet and a private bath, providing a serene retreat. An attached two-car garage includes a bonus room above—ideal for a guest bedroom, office, or studio. Located within walking distance to beach, this home offers the perfect coastal lifestyle in a truly beautiful neighborhood.

298 Ocean Ave, Kennebunkport

Listing courtesy of Newcastle Realty. 207-563-1003
$2,194,000
A truly rare offering--346 +/- acres spanning two towns, with approximately 5,500 feet of combined private pond frontage on the east, south, and west sides of Gardiner Pond. This expansive property offers privacy, natural beauty, and endless potential as a private estate, development, campground, family compound, or kingdom property. A gravel road loops around the surveyed east side of the property, leading to your own peaceful clearing by the water, complete with a small beach, boat launch and float for swimming, paddling, boating, bass fishing or relaxing by a fire at sunset. Cross country ski for miles and never leave the property. When the ice is safe, skate to your heart's content. The 248± acres on the westside of Gardiner Pond offers elevated land overlooking the pond along with approximately 3,000 feet of private frontage. The west side of the property is accessed via a Rangeway. See MLS listings 1655165 and 1655163 for additional purchase options.

Lot 15&40 Gibbs, Wiscasset

Listing courtesy of Keller Williams Realty. 2073194162
$2,175,000
6 Beds ⋅ 7 Baths
Set just two miles from Sunday River Resort, this 9.5±-acre property blends privacy, natural beauty, and convenience. With 600 feet of frontage along the Sunday River, the landscape is shaped by a mature apple orchard, open meadow areas, and access to nearby trails for hiking and recreation, with Frenchman's Hole just moments away for swimming. The setting feels quietly removed yet remains connected to the region's most notable outdoor experiences. The main residence was designed with an emphasis on both comfort and functionality with generous living spaces that connect easily to the surrounding landscape. The well-appointed kitchen features custom cabinetry, Viking commercial-grade appliances, a custom brick hood, and a spacious pantry. Adjacent living spaces include a welcoming living room with custom built-ins and a gas fireplace and a sunroom that opens to an attached deck overlooking the surrounding grounds. The first-floor primary suite offers a private retreat with a soaking tub, marble shower, fireplace, sauna, and adjoining sunroom, while three additional ensuite bedrooms on the second level provide comfortable accommodations for guests. Above the attached garage, a separate apartment offers flexibility for guests or rental income. The unit includes two bedrooms, each with its own living area, along with a shared kitchen and dining space, laundry, and dedicated parking. Enjoying views of the river and surrounding mountains, the apartment has a strong seasonal rental history, with all furnishings conveying with the sale. The property is well positioned to enjoy the many recreational and cultural amenities of the Bethel area, including Sunday River Resort, Sunday River Country Club, downtown Bethel's restaurants and shops, the Maine Mineral & Gem Museum, and Gould Academy. Nearby public lands managed by Mahoosuc Land Trust and Inland Woods & Trails provide extensive opportunities for hiking, biking, and outdoor recreation, with planned trail expansions.

808 Sunday River Rd, Newry

Listing courtesy of LandVest, Inc..

$2,175,000
3 Beds ⋅ 3 Baths
Step into Verdante and be greeted by a dramatic foyer anchored by a striking living wall--an elegant introduction to the refined lifestyle that awaits. Inside your private home, floor-to-ceiling views of Casco Bay immediately captivate, while soaring 10-foot ceilings and sun-filled interiors create an airy ambiance that's hard to leave behind. The open-concept living and dining area is designed for both effortless entertaining and everyday comfort, seamlessly extending to a private deck where the bay becomes your backdrop. The thoughtfully designed kitchen offers generous space, premium finishes, and all the amenities expected in a home of this caliber. A raised den or office provides a quiet retreat, also enjoying sweeping water views. The residence features three well-appointed bedrooms, including a serene primary suite complete with a walk-in closet and a spa-inspired bath featuring a soaking tub and double vanity. Two additional bedrooms offer ample storage and, like every bedroom in the home, showcase breathtaking views of Casco Bay and its unforgettable sunrises. Additional highlights include a dedicated laundry room, a stylish powder room, two heated garage parking spaces, and additional storage. Verdante elevates everyday living with exceptional amenities, including a rooftop terrace overlooking Casco Bay, a fitness center, and a reservable guest suite for visiting friends and family. Perfectly positioned just steps from the Old Port's renowned dining, boutique shopping, and waterfront energy--and only 15 minutes from Portland International Jetport--this is luxury coastal living at its finest. HOA fees include high-speed internet, cable TV, and hot water. This is a rare opportunity to own a truly exceptional home.

99 Federal St Unit 501, Portland

Listing courtesy of Keller Williams Realty.

$2,150,000
4 Beds ⋅ 3 Baths
PEAR TREE FARM is a rare opportunity to own a distinctive circa-1800 farmhouse set on nearly an acre in one of Kennebunkport's most desirable locations. Overlooking the fairways of Cape Arundel Golf Club and just a short distance from Dock Square, the property offers privacy, character, and exceptional potential. The current owner has thoughtfully demonstrated what is possible through the renovation of the primary suite, featuring vaulted ceilings, exposed beams, a beautifully appointed bath, and updated heating and cooling. Additional improvements include a charming covered entry with an oversized custom Dutch door, an updated wet bar, and three mini-split systems providing efficient heating and air conditioning. Rich with original architectural details, multiple fireplaces, exposed brick, and period craftsmanship, the home is ready for its next steward to continue the restoration and modernization while preserving its historic character. With four bedrooms, three bathrooms, and flexible living spaces, the possibilities are substantial. A defining feature of the property is the remarkable barn, offering approximately 2,500 square feet of open space on the main level, additional loft space above, and drive-in access below. Whether envisioned as an entertaining venue, workshop, studio, collector's space, or future enhancement opportunity, the barn is a truly exceptional asset. For buyers with vision, Pear Tree Farm presents the opportunity to create significant value while enjoying golf course views, western sunsets, walkability to town, and the timeless charm of one of Kennebunkport's historic homes.

1 River Rd, Kennebunkport

Listing courtesy of Keller Williams Realty.

$2,150,000
5 Beds ⋅ 4 Baths
Discover one of York's most spectacular oceanfront settings with this newly updated 5 bedroom, 3.5 bath year round home overlooking Barn Point and Greystone Manor across the bay. Just a short stroll to Short Sands Beach, restaurants, shops, and live entertainment, this property offers the perfect blend of walkability with an unbeatable coastal lifestyle. Wake up to sweeping ocean views from most rooms, enjoy cocktails at the water's edge, and fall asleep to the soothing sound of the Cape Neddick Harbor bell buoy offshore. Don't let the square footage fool you! This home feels much larger than expected, offering plenty of space for family and guests. Take in York's spectacular summer fireworks from the best seats in town. As the display launches directly from the barge out front, you can't get a better spot! In the winter, enjoy a front row seat to dramatic coastal storms. This is an ideal spot to watch winter storms roll in, all without the need to worry about flood insurance thanks to its 30' elevation. Recent improvements include the addition of two new bathrooms, complete renovations of two others, a newer heating system, and a brand new roof currently being installed. Whether you're searching for the ultimate seaside getaway, a year round residence, or an income producing investment, this property delivers. With strong rental history at 10,000+ per week during peak season and projected annual rental income exceeding 150,000, this is a rare opportunity to own a premier piece of the York coastline. Easy to show from Friday 7/31 3:00pm until Friday 8/7 3:00pm

57 Ocean Ave Extension Unit B, York

Listing courtesy of Keller Williams Coastal and Lakes & Mountains Realty.

$2,150,000
4 Beds ⋅ 4 Baths
Where else on Sebago Lake can you enjoy the convenience of a golf cart ride to a championship golf course, pickleball and tennis courts, swimming pool, fitness center, youth summer camp, and athletic fields for baseball, soccer, and lacrosse,all surrounded by breathtaking views of the White Mountains & Mount Washington from the island and wonderful sunrises from property? Start your mornings picking wild blueberries for fresh pancakes before spending the day on the crystal-clear waters of Sebago Lake. This exceptional property offers a rare combination of privacy, luxury, recreation, and investment potential. Set on a spectacular 1.3-acre private lot with 280 feet of pristine lake frontage, the property features its own sandy beach, dock, mooring, and boat lift-creating the ultimate waterfront retreat. The custom-built 4,850-square-foot home is being offered completely furnished and beautifully decorated, allowing you to move in and immediately begin enjoying lake life. Expansive lake views can be enjoyed from nearly every room. The thoughtfully designed interior features a gourmet kitchen with a spacious dining area, a formal dining room for entertaining, a large walk-in pantry, and a built-in butler's pantry. Every detail has been crafted for comfort, functionality, and gathering with family and friends. Outdoor living is equally impressive, with a large patio perfect for al fresco dining, relaxing with a morning coffee, or hosting summer gatherings. As the sun sets, gather around the fire pit for s'mores, stories, and unforgettable evenings under the stars. Whether you're seeking a family retreat, or an investment opportunity, this property offers it all. The extensive amenities available on the island make it one of the most sought-after rental destinations on Sebago Lake, providing exceptional appeal for investors looking to capitalize on the strong vacation rental market. This is more than a home-it's a lifestyle unlike any other on Sebago Lake

24 Emerald Point Dr, Frye Island

Listing courtesy of Sunset Lakes Real Estate.

$2,150,000
5 Beds ⋅ 4 Baths
Osprey and Gull Cottages, the inspirational oceanfront retreat for famed Southern author Anne Rivers Siddons, has all the charm and character you expect from a classic Brooklin, Maine summer home. The main house has five cozy bedrooms and three full bathrooms, a lovely dining room for memorable dinner parties, and an intimate living room with a large fireplace. ''Throughout the waterfront side of Osprey Cottage, when gazing out the windows, one has the sense of being on the ocean.'' The primary suite overlooks the lawn straight to the ocean's edge. Enjoy lobster bakes and watching boats go by on 551 feet of shorefront on the Eggemoggin Reach, home to some of the best sailing on the East Coast. The guest cottage has three bedrooms, a full bathroom, and a kitchenette. Guests can sit out on the screened in balcony or stay warm by the woodstove. The cottages sit on two private acres and have shared ownership in the 8 acres across the lane with beautiful walking trails to the waterfront on Wells Cove. Discover the charm of this classic cottage and the opportunity to build lasting memories of summertime in Maine.

40 Wells Cove Ln, Brooklin

Listing courtesy of Maggie McGaw Real Estate PLLC.

$2,125,000
4 Beds ⋅ 3 Baths
Discover an extraordinary coastal retreat on the coveted Phippsburg peninsula, where 300 feet of open deepwater frontage, spectacular westerly sunsets, and exceptional privacy create an unparalleled Midcoast Maine lifestyle. Designed for those who appreciate the water, this distinguished estate offers effortless deepwater dock access and a 500-pound mooring for larger vessels, making it an ideal haven for boating enthusiasts. Expansive water views grace nearly every room, providing a serene backdrop of passing boats, soaring eagles, and seals along the shoreline. Extensively renovated with refined craftsmanship and thoughtful attention to detail, the residence showcases a bright, open-concept design and a versatile floor plan suited for elegant everyday living and effortless entertaining. The chef's kitchen is beautifully appointed with quartz countertops, custom cabinetry, a wet bar, pantry, and a charming French banquette with built-in storage. The main level features rich flooring, a luxurious primary suite with a full bath and sweeping panoramic water views, as well as a gracious guest bedroom with its own full bath. Upstairs, two additional bedrooms and another full bath provide comfortable accommodation for family and guests. An oversized attached garage, workshop, timeless stone walls, and beautifully landscaped gardens further enhance the property's appeal. Ideally located near Sebasco Harbor Resort, Popham Beach, and historic downtown Bath--and just 45 minutes from the Portland Jetport--this turnkey waterfront estate offers a rare combination of natural beauty, refined comfort, and coastal exclusivity.

9 Beverly Blvd, Phippsburg

Listing courtesy of RE/MAX Shoreline.

$2,100,000
6 Beds ⋅ 1 Baths
Location, location! Investors Take Note! Steps to the Beach! PLEASE ALSO SEE MLS #1673011 These three individual year round (18, 20, 22) Cottages have a Deeded Right of Way to Fortunes Rocks Beach. Each Cottage features 2 Bedrooms, one Bath, Livingroom with a Cozy Fireplace, Sunny Kitchen with Views of the Marsh on the backside of the property with lots of Wildlife to Observe. An enclosed Sunporch for Relaxing and Watching the Lazy Summer Days Roll By! There is at 2-3 Parking spots per Cottage. Your path to the Sandy Beach is directly across the street. The owner currently rents the Cottages to long term tenants on a month to month. There are no leases in place. Summer rentals would give you a great return and winter rentals would be ideal for College Students nearby. The University of New England less the 2 Miles away. These Three Cottages would also work great for your vacation property. Occupy one one Cottage and Rent out the other two for good income.! Showings can begin on Sunday July 26th.

18-22 Fortunes Rocks Rd, Biddeford

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$2,100,000
2 Beds ⋅ 1 Baths
A truly rare offering on Great Diamond Island, 218 West Shore Drive is a year-round waterfront property where Maine island living, extraordinary history, and unforgettable sunset views converge. Part of historic Fort McKinley, a coastal defense installation constructed between 1890 and 1910 to protect Portland Harbor, the property occupies a commanding waterfront position with sweeping views toward the Portland skyline. Set on almost 3 acres with 266 feet of water frontage, it offers a meaningful connection to both the island's storied past and the surrounding seascape. The charming cottage is attached to an original mining casemate and features an inviting living area opening to a waterside patio, two bedrooms, and one bath, with the primary bedroom located within the original casemate. Additional historic structures include a renovated second bunker, currently used as a den/office and a workshop with potential for a third bedroom, as well as a rangefinder station and gun battery. Tucked along a private cove with beautiful westerly sunset views, this one-of-a-kind property offers privacy, character, and a remarkable connection to the sea. As part of the Diamond Cove Association, residents enjoy amenities including a pool, tennis and pickleball courts, a bowling alley, and a basketball court. Accessible by ferry or private boat, Great Diamond Island also offers a marina, an inn, and restaurants, creating an exceptional opportunity for year-round island living just minutes from Portland.

218 W Shore Dr, Portland

Listing courtesy of Town & Shore Real Estate. 207-773-0262
$2,100,000
3 Baths
Location, location! Investors Take Note! Steps to the Beach! Also reference MLS # 1673615 These three individual year round (18, 20, 22) Cottages have a Deeded Right of Way to Fortunes Rocks Beach. Each Cottage features 2 Bedrooms, one Bath, Livingroom with a Cozy Fireplace, Sunny Kitchen with Views of the Marsh on the backside of the property with lots of Wildlife to Observe. An enclosed Sunporch for Relaxing and Watching the Lazy Summer Days Roll By! There is at 2-3 Parking spots per Cottage. Your path to the Sandy Beach is directly across the street. The owner currently rents the Cottages to long term tenants on a month to month. There are no leases in place. Summer rentals would give you a great return and winter rentals would be ideal for College Students nearby. The University of New England less the 2 Miles away. These Three Cottages would also work great for your vacation property. Occupy one one Cottage and Rent out the other two for good income.! Showings can begin on Sunday July 26th.

18-22 Fortunes Rocks Rd, Biddeford

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$2,100,000
2 Beds ⋅ 6 Baths
Set on a beautifully maintained peninsula in Outlet Cove, 68 Outlet Cove Road presents an exceptional Little Sebago Lake setting with expansive waterfront, a private sandy beach, dock, and sweeping sunset views. The level lawn extends naturally to the shoreline, creating an inviting setting for swimming, boating, entertaining, or quiet mornings by the water. Every element reflects years of thoughtful care. Mature plantings, manicured gardens, stone retaining walls, and extensive hardscaping frame the home and lake views. A spacious paver patio and screened porch provide comfortable outdoor gathering spaces, while the sandy beach and dock make it easy to enjoy the lake throughout the day. Multiple outbuildings and garage spaces provide exceptional storage for boats, recreational equipment, tools, and seasonal belongings, while creating an ideal setting for entertaining. Inside, a sun-filled living room with a fireplace and wall of glass captures dramatic water views and flows into the dining area, kitchen, and lakeside deck. The primary suite includes a generous bath, laundry, and beautiful lake views. The walkout lower level features a second living room with a fireplace, an office, and a full bath, providing flexibility for guests or extended stays. Above the attached garage is an additional bedroom and loft area. A separate detached garage includes a heated room above, ideal for a studio, workshop, gym, home office, or additional storage. Recent improvements include a newer high-efficiency oil boiler, whole-home standby generator, drilled well, buried propane, and a septic system designed for four bedrooms. A pre-listing inspection and professionally measured floor plan are available for review. From the manicured grounds and carefully maintained outbuildings to the sandy shoreline and beautifully cared-for interior, this is a rare opportunity to enjoy Little Sebago Lake at its finest.

68 Outlet Cove Rd, Windham

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,100,000
2 Beds ⋅ 2 Baths
Stunning ocean front property! Watch fishing boats work and enjoy views out to Monhegan Island. At night you'll see lighthouses in the distance and stars in the sky over the ocean. This beautiful summer cottage is at the end of a peaceful road on ''the jagged edge of America''. Included is deeded access to a deep water dock in protected Back Cove and a quarter interest in Little Island just off shore. Completely updated and refurbished in 2014, the interior has been simply and tastefully decorated and is designed to accomadate gatherings but at the same time comfortable for when you don't have company. The Primary Suite has ocean views to wake up to as does the open concept Living/Dining Room and Kitchen. The second bedroom and office are at the back of the cottage. There is a large garage for cars or boat storage and a delightful outdoor shower. Although the property shares a driveway with a neighboring cottage, privacy is almost complete. Very well maintained and ready for you to enjoy this season.

66 Dans Cottage Rd, Bristol

Listing courtesy of Keller Williams Realty.

$2,100,000
4 Beds ⋅ 3 Baths
LONG POND Experience the best of lakefront living on Long Pond in this beautifully designed, sun-filled home located on highly sought-after Peninsula Drive, with 100' of prime deep waterfront perfect for swimming and western exposure for nightly sunsets. The living room feels open and expansive, with soaring 10-foot wood ceilings that bring warm, cabin-inspired character. An expansive wrap-around patio overlooking the water extends the living space outdoors. The main living area features a wall of Pella windows stretching the full width of the house, framing dramatic lake views and flooding the space with natural light. This true four-season home is fully insulated for year-round comfort. The home offers 4 spacious bedrooms, including a serene primary suite with cathedral ceilings and a spa-like tiled shower, plus a finished lower-level area that's perfect as a kids' retreat or additional living space. Entertain effortlessly with a large kitchen island, open dining space, and seamless indoor-outdoor flow. Conveniently located just minutes from Belgrade Village (approximately 3 miles by car), this property is set on a flat, private lot with stunning westerly sunset views. It also features a two-car garage, whole-house generator, and ample storage for kayaks and all your lake lifestyle equipment. Being sold mostly furnished!

175 Peninsula Dr, Rome

Listing courtesy of Portside Real Estate Group.

$2,100,000
4 Beds ⋅ 5 Baths
A rare expression of coastal modernity and private estate living, 71 Old Pool Road has been completely reimagined into one of Biddeford's most distinctive residential offerings. Set on .97 acres behind a circular drive, this stunning 4,192 square-foot retreat pairs the graceful proportions of its 1953 origins with a magazine-worthy renovation that feels timeless and current. From the moment you enter, remarkable design intention is evident. A vaulted foyer with shiplap detail, custom built-ins, and rattan chandeliers introduces a refined coastal palette carried through white oak flooring, expansive windows, curated finishes, and sun-filled living spaces. At the center, a striking quartz kitchen with custom white oak cabinetry, built-in appliances, an oversized island, and a statement range hood opens to dining and living areas anchored by two gas fireplaces. Created for effortless entertaining, three private decks and balconies extend the living spaces outdoors, while the upper-level lounge impresses with vaulted ceilings, custom built-ins, accent lighting, and a wet bar. The primary suite is quietly indulgent, with a custom walk-in closet and spacious full bath. All full bathrooms include heated floors, tiled showers, and double vanities with quartz. The daylight lower level adds a lower level bedroom, full bath, and flex space - ideal for media, fitness, office, guests, or future kitchenette potential. Beyond its visual beauty, the home is exceptionally intelligent, with Homeseer Pro controlling lighting, blinds, locks, alarm, climate, and water leak detection, complemented by UniFi WiFi/camera coverage, smart thermostats, generator-ready infrastructure, an EV charger plug, updated systems, new exterior finishes, porches, landscaping, and an oversized 26x40 garage. Minutes from Biddeford Pool, Fortunes Rocks Beach, marinas, trails, golf, downtown Biddeford, Kennebunkport, and Portland. This is coastal Maine living, completely and elegantly redefined.

71 Old Pool Rd, Biddeford

Listing courtesy of Portside Real Estate Group.

$2,100,000
6 Beds ⋅ 4 Baths
Just Listed - A Truly Rare Opportunity at Rock Pond II, Green Drake A once-in-a-lifetime chance to own two Rock Pond II Green Drake units in the same building--a combination that rarely, if ever, comes to market. This single-owner, two-unit offering delivers exceptional flexibility, space, and income potential. Together, the units create an impressive 6-bedroom, 4-bath layout, ideal for large gatherings, multi-generational use, or investment purposes. Enjoy one unit as a private mountain retreat while renting the second for immediate income, or easily enhance connectivity by adding a fire door between the units to create one expansive residence. Located in a prime position with easy ski-in/ski-out access, this property offers convenience that skiers and outdoor enthusiasts will truly appreciate. The views are fully protected and developed, with permitted and completed construction below and Green Drake lots situated above--ensuring long-term value and peace of mind. Whether envisioned as a high-performing rental, a shared ownership opportunity, or a one-of-a-kind mountain compound, this property stands apart as a rare combination of location, scale, and versatility. Opportunities like this are exceptionally limited--don't miss the chance to secure one of the most unique offerings in Green Drake. RARE OPPORTUNITY BUY ONE LOT OR BUY BOTH LOTS FOR A FAMILY COMPOUND CONTACT LISTING BROKER- CHRISTOPHER C FARMER, ESQ, 207-450-4600

21&23 Green Drake Ln Unit 1060&1061, Sandy River Plt

Listing courtesy of Morton & Furbish Agency.

$2,100,000
Welcome to Rocky Knoll Country Club, a public 18-hole golf course and country club, on over 155 acres, just minutes from Bangor and Brewer. The property includes a driving range, putting green, two simulators for off-season play, full kitchen, walk-in cooler and freezer, a full bar along with indoor dining area, bar seating and outdoor seating overlooking the 10th and 18th holes. Many upgrades over the years makes this a very attractive investment. Rocky Knoll has become a premier destination for golfers for many years. A complete list of equipment is available upon request.

94 River Rd, Orrington

Listing courtesy of EXP Realty.

$2,100,000
3 Beds ⋅ 3 Baths
This contemporary Hugh Jacobsen inspired residence at 101 Cow Point Road, Roque Bluffs, ME, offers 2140 sq. ft. of thoughtfully designed living space. The single-story layout includes three bedrooms, two bathrooms, and an open-concept kitchen and living area. The primary bedroom is generously sized at 420 sq. ft., providing ample space for relaxation. The interior showcases a sleek, modern aesthetic with crisp white walls and warm wood flooring throughout. Large windows in the living area frame picturesque views of the surrounding forest, allowing natural light to flood the space. A built-in gas fireplace adds a cozy touch to the living room. The kitchen boasts high-end stainless steel appliances, including a French door refrigerator, and extensive white cabinetry with glass-front upper units. A marble backsplash and countertops complete the luxurious look. The bathrooms feature elegant finishes, including glass shower enclosures and marble-look tiling. Additional amenities include a dedicated laundry room with state-of-the-art stacked washer and dryer units. The home's layout incorporates two hallways for easy navigation between rooms. Throughout the property, recessed lighting and carefully chosen fixtures enhance the modern ambiance, creating a harmonious and inviting living environment. Garage will be completed with interior sheet rock and upstairs on suite studio living space. Living square footage is 2,329 for the main house and 346 square feet for the living space over the garage for a total of 2,675 All situated on Englishman Bay which is offers deep water for sailing, boating, and all activities on the Coast of Maine Taxes are based on the unimproved lot.

101 Cow Pt, Roque Bluffs

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,095,000
4 Beds ⋅ 4 Baths
MOVE IN SEPTEMBER 2026! Construction is nearing completion on this modern farmhouse in The Preserve on Winn, Falmouth's newest and most distinguished neighborhood. Blending timeless architecture with elevated finishes, this thoughtfully designed 4-bedroom, 3.5-bath residence offers an exceptional balance of luxury, comfort, and functionality. The open-concept main level is anchored by wide-plank white oak engineered flooring, creating a seamless flow throughout the home. The spacious chef's kitchen opens to the dining and living areas, providing an inviting setting for everyday living and entertaining. A beautifully appointed fireplace adds warmth and character to the main gathering space. Upstairs, the private primary suite offers a tranquil retreat, while three additional well-proportioned bedrooms provide flexibility for family and guests. One secondary bedroom includes its own ensuite bath, and the conveniently located second-floor laundry area includes a washer and dryer. The finished lower level provides valuable additional living space, ideal for a media room, home gym, playroom, home office, or guest accommodations. A side-facing three-car garage offers generous parking and storage while preserving the home's attractive curb appeal. Served by public water, public sewer, and natural gas, the home combines the ease of new construction with the convenience of public utilities. With construction almost entirely complete and an anticipated September 2026 move-in, this is a rare opportunity to own a newly built residence in one of Falmouth's most sought-after communities.

Lot 1 Acadia, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,095,000
3 Beds ⋅ 3 Baths
1588 Turtle Head Road is a premier waterfront retreat with stunning western views across Turtle Head Cove and Penobscot Bay, back towards Belfast and the Camden Hills. The property includes a beautifully renovated mid-century modern home with two bedrooms and a spacious, open floor plan designed to capture natural light and maximize the water views. There is also a versatile garage/barn with a fully redone one-bedroom guest apartment above, perfect for hosting extended family and friends. Recent improvements can be found throughout the property, including a new sauna, and it has been very well-landscaped with lawn and gardens, professional stonework, and 328± feet of shorefront with a sand and pebble beach area. An all-new, granite deep-water pier with three moorings - a two ton, a four ton, and a six ton appropriate for a 100-foot sailboat - make this an ideal island retreat with convenient access to the mainland and the excellent boating in Penobscot Bay.

1588 Turtle Head Rd, Islesboro

Listing courtesy of LandVest, Inc..

$2,095,000
3 Beds ⋅ 4 Baths
Stunning contemporary, waterfront home new construction package designed by Winter Holben Architecture. This new build will sit prominently at a high elevation right at the edge of the Piscataqua River with remarkable sightlines and sunset views. The property will be custom built by Gillis Residential with high-end custom finishes available. For the boating enthusiasts, the property will feature a dock in the tidal cove that is perfect for boating, swimming, kayaking or paddleboarding. The home features a wide open floor plan seamlessly flowing from the kitchen, dining and living room spaces with generous, oversized windows to emphasize the view lines out to the water. If you enjoy the outdoors you can relax on the first floor covered deck adjacent to the living room or on the second floor rooftop deck. The first floor primary bedroom suite also overlooks the river and boasts a generous walk-in closet, double vanities and tiled shower. The first floor is rounded off with a half bath and laundry room next to the waterside study, perfect for your home office. The two car garage provides direct access to the interior while offering clear sightlines front to back to the Cove. The second floor hosts the two guest bedrooms one of which has an ensuite full bath. An additional full bath can be accessed by the common hallway that provides additional access to the rooftop deck. A full unfinished basement could provide additional living space and walks out to the backyard. An additional basement storage room with exterior door is the perfect place to store your kayaks or other water based activities. With easy access to both Kittery Foreside and downtown Portsmouth, this location is tough to beat. Don't miss this special opportunity to build your very own waterfront retreat in Kittery!

25 Oak Ter, Kittery

Listing courtesy of The Aland Realty Group, LLC.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.