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$2,425,000
4 Beds ⋅ 4 Baths
Welcome to Windward on the Bay; a distinctive waterfront property where a spacious main residence and separate guest cottage overlook Penobscot Bay. With two independent homes, 275' of shoreline, multiple garages, and an established rental history, this property creates exceptional flexibility for family, guests, or income potential, all in a private setting just minutes from Belfast. The main residence features more than 3,600 square feet of finished living space, plus 946 square feet in the finished walk-out lower level. Expansive windows capture views of the bay, while custom woodwork, wood floors, and a grand open staircase bring warmth and character throughout. The custom kitchen connects to inviting gathering spaces, including a dining room with wood-burning stove, library with built-ins, and living room opening to a screened porch overlooking the grounds. A spacious first-floor primary ensuite provides comfortable one-floor living. Three additional bedrooms are located upstairs, including one with a private deck overlooking the water. The third floor features a dedicated office with custom built-ins and bay views, while the finished lower level includes a family room, home gym, and full bath. The detached guest cottage lives like a home of its own, with separate heat and utilities, a galley kitchen, open living area, laundry/utility room, three bathrooms, and a spacious studio-style bedroom upstairs. Expansive lawns, mature landscaping, and wooded surroundings lead toward the bay, while two detached garages provide abundant space for vehicles, boats, storage, and hobbies. Windward on the Bay brings together two residences, privacy, and a beautiful Penobscot Bay setting in one remarkable coastal Maine property.

22 Windward Ln, Northport

Listing courtesy of Camden Coast Real Estate. info@camdencoast.com
$2,400,000
5 Beds ⋅ 5 Baths
This is Maine. Right here. 83 Black Island Way, truly a perfect waterfront enclave with over 500 feet of frontage on the shores of Green Lake. With deep and clear waters, shaped by ancient glaciers, this is a place of beauty, full of nature's magic in all seasons. The towering white pines offer eagles their perch, hummingbirds pass through each summer, osprey pluck their lunch from the lake below, autumn flashes her fiery hues, the ice reflects pure white come winter. Here, giant boulders stand guard over Barefoot Cabin, the heart of this generous 3.24-acre plot, sitting amidst a panorama of stunning, sweeping, southwest views of the lake, island, and shores. Expertly renovated with an eye for longevity, this main home is impeccably maintained and engineered to serve generations to come. You get the best of both worlds, full camp charm paired with modern, year-round comfort. An expansive deck, fitted with a shade sail as practical as it is artful, invites you to find your own patch of dappled sunlight. As evening falls, take it all in from the balconies under a blanket of stars. This is a place of peace and grounding as you watch the seasons of life unfold. It's also a place of play and adventure -- a gracious gathering spot for loved ones and year-round recreation. A separate year round guest house with a three-car garage sits tucked among the trees, ideal for visitors who will find themselves returning year after year. A rustic, separate cabin at 15 Balsam Way awaits its next chapter -- a writer's cottage, an art studio, an overflow bunk house, or the site of legendary card nights. Glacial boulders, ferns, and naturalistic landscaping frame every view. No matter if your speed is with or without a motor, Green Lake is a special place to explore. Whether you're seeking complete privacy, or the perfect stage for the party everyone will keep talking about, there's room here for it all.

83 Black Island Way, Ellsworth

Listing courtesy of ERA Dawson-Bradford Co..

$2,400,000
Longwood Estate presents a rare opportunity to create a distinctive waterfront event venue on 20± acres overlooking West Penobscot Bay. With 679± feet of shorefront, elevated views toward Islesboro and the Blue Hill Peninsula, and a landscape combining open fields, mature woodland, stone walls, gardens, and winding paths, the property offers a naturally memorable setting for gatherings of many kinds. The property includes a 4,000± square-foot level terrace with a substantial retaining wall and an expansive 18,000± square-foot lawn overlooking the bay. These spaces offer exceptional flexibility for ceremonies, tented receptions, cocktail gatherings, dining, entertainment, or other programming, with the potential to create multiple distinct experiences across the property. The current owner has Maine DOT approval for up to 50 vehicles for commercial use, and there are utilities in place near the terraces. A fully renovated two-bedroom cottage provides comfortable year-round accommodations, while a carriage house with a three-car garage and two-bedroom apartment offers a space to be renovated to suit your needs for guests, staff, parties, or venue operations. Multiple potential building sites further expand the possibilities for future event, hospitality, or support facilities. Accessed through a graceful stone-pillared entrance and set well back from U.S. Route 1, Longwood Estate combines privacy, scale, and dramatic coastal scenery while remaining convenient to Belfast, Lincolnville, and Camden. The estate offers an unusually versatile waterfront setting with significant potential as a private-event property, retreat center, or other hospitality-oriented uses.

1406 Atlantic Hwy, Northport

Listing courtesy of LandVest, Inc..

$2,400,000
2 Beds ⋅ 1 Baths
Longwood Estate is an excellent waterfront property in Northport offering 20± acres, 679± feet of shorefront, and elevated views across West Penobscot Bay toward Islesboro and the Blue Hill Peninsula. Accessed through a graceful entrance framed by stone pillars, a winding drive leads through mature woodland to an appealing coastal landscape of open fields, old stone walls, established gardens, and meandering paths. Set high on the land, a charming two-bedroom cottage has been fully renovated from top to bottom for comfortable year-round use. A carriage house includes a three-car garage with a two-bedroom apartment above, providing versatile guest accommodations. The property also features a 4,000± square-foot level terrace with a substantial retaining wall, an expansive 18,000± square-foot lawn overlooking the bay, and multiple potential building sites. Extensive tree work has opened broad northeasterly water views while preserving the privacy and natural character of the land. Set back from U.S. Route 1 yet convenient to Belfast, Lincolnville, and Camden, Longwood Estate offers excellent opportunities for additional development or the creation of a private coastal estate or multigenerational family compound.

1406 Atlantic Hwy, Northport

Listing courtesy of LandVest, Inc..

$2,400,000
8 Beds ⋅ 7 Baths
**Three separate year-round residences. More than 1,000 feet of shoreline. Over 7 private acres on pristine Meddybemps Lake.** Opportunities like this are exceptionally rare. Designed for those who want more than a single lake house, this extraordinary Downeast Maine compound provides the space and flexibility to bring everyone together while still giving family and guests their own private retreat. The property includes a stunning Northeastern log Main Lodge, a charming Cabin, and a distinctive Boathouse residence—ideal for multi-generational living, extended family, guests, retreats, or a true legacy estate. Together, the three residences feature 8 bedrooms and 7 full baths, two expansive game rooms, a custom bar, granite countertops, hardwood and tile flooring, and beautiful lake views. The Main Lodge features a dramatic floor-to-ceiling natural stone wood-burning fireplace; the Cabin has a double-sided propane fireplace; and the Boathouse residence includes a spacious screened porch overlooking the water. Outside, more than 1,000 feet of shoreline provides exceptional access to boating, fishing, kayaking, swimming, and endless lake recreation. A private boat launch, groomed trails, extensive perennial gardens, and scenic waterfront areas make this property equally suited for adventure, entertaining, or quiet relaxation. Additional amenities include a detached two-car garage with workshop, fenced dog kennel, dedicated generator building with an on-demand generator system serving all three residences, two drilled wells, and three private septic systems. Many furnishings, recreational items, tools, and equipment may convey, creating an exceptional turnkey opportunity. Whether envisioned as a private family compound, executive retreat, or multi-generational legacy estate, this is a property that would be difficult to recreate. **Where Legacy Meets the Waterfront.**

94 Chase Brook Dr, Alexander

Listing courtesy of Realty of Maine.

$2,399,900
3 Beds ⋅ 5 Baths
**Rare Thompson Lake waterfront opportunity!** Set on 12.5 private acres with an impressive 335 feet of east-shore frontage, this 3,700+ sq. ft. retreat offers 5+ bedrooms, 4.5 baths, a sandy beach, extensive docking, lakeside deck, fire pit, screened porch, and hot tub with panoramic lake views. **Currently operating as a successful short-term rental with a proven rental history, this exceptional property combines privacy, recreation, and income potential in one of Maine's most desirable lakefront settings.** Enjoy boating, swimming, fishing, and spectacular sunsets in summer, foliage in fall, skiing and snow activities in winter, and peaceful waterfront living year-round. Conveniently located near major routes, Portland, the Jetport, Oxford Casino, ski areas, golf, restaurants, and shopping. A truly special Thompson Lake property offering the perfect blend of **Maine lakefront living and investment opportunity.**

83 Bunting Ln, Poland

Listing courtesy of Maine Real Estate Choice.

$2,395,000
5 Beds ⋅ 4 Baths
Exceptional Merrill Hill North Mountain Retreat with Unparalleled Views Discover an extraordinary 5-bedroom, 3.5-bath home set on 9+ private acres in desirable Merrill Hill North, offering unsurpassed mountain views and just 5 minutes to skiing and golf. Built by renowned Bethel Builders, this beautifully crafted home showcases exceptional quality and meticulous attention to detail throughout. The open-concept main level features a stunning copper fireplace, cozy woodstove, and inviting living spaces designed to capture the spectacular views. A spacious mudroom, first-floor bath and laundry add convenience. The luxurious primary suite is privately situated on the main level and features a gorgeous bath and two walk-in closets. The impressive chef's kitchen is a true centerpiece, complete with a commercial gas range, generous pantry, and plenty of space for entertaining. A three-season porch and expansive decks overlook the mountains, creating the perfect setting for relaxing or gathering with friends and family. Outdoor living is exceptional, with a 16' x 32' heated inground pool, putting green, irrigated grounds, and nighttime landscape lighting. Five mini-splits provide additional heating and cooling flexibility throughout the home. The lower level offers an office, spacious great room, two additional bedrooms, full bath, and second laundry. Upstairs, a family room, two more bedrooms, and full bath provide abundant space for family and guests. A two-car garage with an apartment offers excellent flexibility for guests, extended family, or additional income. With its spectacular mountain setting, extensive amenities, and proximity to Sunday River, this is a truly special four-season property.

72 Morganite Way, Newry

Listing courtesy of Mahoosuc Realty, Inc..

$2,395,000
3 Beds ⋅ 5 Baths
Plain and simple, this is a great opportunity to own a fully furnished 3 bedroom, 3 1/2 bath, year-round, modern home on the East Shore of Long Lake with views of the lake from every room with a 2-car garage with an above 600+ sq ft space with a bath to be configured as the new owner chooses, such as game room, family room, or bunk house. Enjoy the beautiful sunsets across the lake on your private docking system. The property is in the heart of the Sebago Lakes Region with access to four seasons of enjoyment. Surrounding your home, there are so many opportunities to experience life's adventures either on your own or with family, friends, and neighbors. There are many experiences one can have from hiking, trail walks, swimming, boating, fishing, eating, reading, socializing, skiing, sailing, etc There is much to do in this area. Definitely has 4 seasons of activities, and it is close to New Hampshire and Portland, ME. It is worth your consideration.

104 Alpine Village Rd, Harrison

Listing courtesy of Sunset Lakes Real Estate.

$2,395,000
4 Beds ⋅ 3 Baths
Oceanfront retreat on Wells Beach with direct sand access to a 2 mile stretch of beach and a rare private marsh front with its own dock across the street. Sweeping water views in both directions - wake up to a glorious sunrise in front of the house and relax with a stunning sunset over the marsh in back of the house. Head down the beach stairs to enjoy the sand or your daily walk. Kayak and paddleboard from your own dock during high tide. Open-concept interior has been thoughtfully renovated and offers views of the ocean or marsh from almost every window. Four bedrooms, two and a half baths, plus a bonus basement give the whole family space. A detached garage with home office area offers a quiet spot to work remotely. Great for young families or grandparents gathering everyone together. Nestled between Ogunquit and Kennebunkport with top restaurants and quaint shopping. Close enough for a weekend and far enough to feel like a true escape. Just 90 minutes from Boston and 35 minutes from the Portland Jetport with daily nonstop flights to New York, Washington, Chicago, etc. The Amtrak Downeaster makes it easy to commute to Boston for the day. It's a coastal lifestyle few properties can offer. And it's in Wells, the friendliest town in Maine. This will be your happy place!

120 Webhannet Dr, Wells

Listing courtesy of Coldwell Banker Realty. 207-967-9900
$2,395,000
6 Beds ⋅ 4 Baths
Tucked along a quiet lane just steps from Biddeford Pool's beautiful sandy beach, this exceptional coastal property is designed for gathering, entertaining, and enjoying the very best of Maine summers. Thoughtfully arranged with a three bedroom main house and connected guest wing, the property offers a rare combination of privacy, flexibility, and expansive indoor and outdoor living spaces ideal for hosting family and friends. Centered around outdoor entertaining, the home opens to interconnected patios, decks, and beautifully crafted hardscaping. An outdoor cooking area, wood burning fireplace, and multiple seating and dining areas create a private retreat for summer evenings and quiet mornings with the sound of the surf in the distance. Lush landscaping and mature plantings add privacy while remaining just moments from the beach. Inside, warm wood floors, sun filled living spaces, and artistic Gauguin inspired murals add character and charm throughout the main house. The airy living and dining room sits adjacent to the gourmet kitchen with pass through access to the outdoor entertaining spaces. A charming four season sunroom wrapped in mature vines offers a peaceful retreat year round. The first floor bedroom suite is complemented by two additional upstairs bedrooms and a beautifully appointed full bath. A spacious family room with gas fireplace connects the main house and guest wing, balancing gathering spaces with privacy for family and guests. The guest wing includes its own kitchen, dining area, living room, full bath, and three additional bedrooms. From evenings around the outdoor fireplace to sunsets over Biddeford Pool and long walks along the beach, this property captures the essence of Maine coastal living.

114 Mile Stretch Rd, Biddeford

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,395,000
4 Beds ⋅ 6 Baths
Located in the premier gated community of Millbrook Estates in Old Orchard Beach, this exclusive and luxurious four+ bedroom, five-and-a-half-bathroom home was built in 2025. It seamlessly combines architectural elegance with thoughtful design, offering a sophisticated and comfortable lifestyle. Since its purchase, several custom upgrades have been made, including full interior painting, epoxy flooring in the garage, oak treads on the basement stairs, upgraded lighting, a home gym on the lower level, an ADT security system, blinds and drapery rods, and ongoing landscaping improvements. Upon entering, you are greeted by a grand great room featuring soaring 20-foot ceilings, expansive windows, and refined finishes that set a luxurious tone for the home. The open-concept layout flows effortlessly from the living area with a gas fireplace to a designer kitchen and an elegant dining area, making it perfect for entertaining or enjoying quiet evenings at home. The primary suite, located on the first floor, serves as a private retreat, with its own fireplace, sliding doors that lead to a covered deck, a spa-inspired bathroom with indulgent finishes and two custom walk-in closets. The first level is complete with a stunning pantry/bar, a laundry room and an office with a bath. An open staircase adds architectural drama while connecting the spacious living areas throughout the home. Upstairs are three guest suites with walk-in closets plus a spacious family room with a wet-bar and custom built-ins. Additional highlights include a three-car garage, a full, partially finished basement, and a comprehensive HVAC system that ensures year-round comfort and convenience. Every detail of this remarkable property reflects quality craftsmanship and timeless design. Situated just minutes from the beach, golf courses, and dining options, and 4.4 miles from Thornton Academy, this home offers privacy, prestige, and an ideal location.

12 Silverbrook Dr, Old Orchard Beach

Listing courtesy of Anne Erwin Sotheby's International Realty. 207-363-6640
$2,394,000
7 Beds ⋅ 5 Baths
Discover an exceptional coastal compound on the peaceful north end of Islesboro, where expansive acreage, shoreline access, and privacy come together in a truly uncommon offering. Spanning 13 acres with approximately 514 feet of open waterfront, the property provides direct, easy access to the beach without stairs. Abutting conservation land and reached by a long private drive, the setting feels secluded and removed from the everyday. At the heart of the compound is a beautifully threebedroom crafted log-style residence completed in 2025. The approximately 2,200-square-foot home combines rustic warmth with a bright, contemporary layout. Adding another dimension to the property is the original 1968 residence, a comfortable fourbedroom, two-bath home designed for year-round use. All of the living space is conveniently located on a single floor, and the home retains plenty of character. There is a separate two-car garage provides ample room for vehicles, equipment, and storage, as well as a boat house. Outdoor living is an integral part of the compound. A covered porch and waterside fire pit provide inviting places to gather, unwind, and enjoy the shoreline. Both residences have fenced yards with gated paths leading directly to the beach. For those interested in gardening or a more selfsufficient lifestyle, the property also includes a newly installed greenhouse and 10 young fruit trees. With two distinct homes, substantial acreage, protected surroundings, and rare open waterfront, this Islesboro compound offers remarkable versatility for extended family, private retreats, and generations of shared summers.

1578 &1590 Pripet Wood Lane, Islesboro

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,390,000
4 Beds ⋅ 5 Baths
Perfectly positioned at the end of a quiet cul-de-sac in the desirable Coastal Pines Subdivision, this exceptional residence was built with an uncompromising commitment to quality, craftsmanship, and timeless elegance. Offering more than 5,000 square feet of thoughtfully designed living space, the home seamlessly blends luxury, functionality, and effortless comfort. As you enter, the home immediately impresses with an abundance of natural light, 9-foot ceilings, and meticulous attention to detail evident throughout every finish and fixture. The custom-designed kitchen is a true focal point, featuring premium finishes, a spacious eat-in area, and a large walk-in pantry. A separate dining area provides an ideal setting for entertaining, while the breathtaking living room serves as a stunning gathering space, highlighted by its dramatic vaulted ceiling, striking fireplace, and impressive wall of glass overlooking the private yard. The 1st floor primary suite offers a luxurious retreat, complete with a spa-inspired bathroom featuring dual vanities, a soaking tub, custom-tiled shower, and an expansive walk-in closet with custom-built cabinetry. An office, convenient laundry room, and additional thoughtfully designed living spaces complete the main level. Upstairs, a beautiful loft overlooks the great room below and takes full advantage of the home's impressive windows and surrounding views. The second level also features an en-suite bedroom, two additional bedrooms, and a full bathroom, providing exceptional accommodations for family and guests. The full daylight basement extends the living space even further, featuring a spacious bonus room with a custom bar, wine cabinet, and fireplace; a full bathroom; dedicated space for a home gym; an office or den; and generous storage and utility areas. Built with exceptional craftsmanship and quality finishes throughout, this remarkable home is truly a property to experience. Welcome to 17 Coastal Pines!

17 Coastal Pnes, Cumberland

Listing courtesy of Portside Real Estate Group.

$2,390,000
Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

$2,390,000
11 Baths
Presenting a rare opportunity to acquire a distinguished 10-unit multi-family property in Portland's highly desirable Congress Street corridor steps from Longfellow Square. Comprised of two separately deeded buildings, 209 and 211 State Street are part of the historic John W. Munger Block, an architecturally significant brick property constructed in 1855 that showcases the timeless character and craftsmanship that define Portland's historic district. Ideally situated along one of Portland's most recognizable residential corridors, the property is within walking distance of the city's renowned restaurants, shops, medical facilities, transportation options, and waterfront attractions. The location continues to attract strong rental demand from professionals, healthcare workers, and residents seeking an urban lifestyle in one of Maine's most dynamic markets. Investors will appreciate the flexibility afforded by the property's separate deeds, creating potential future disposition, financing, or portfolio management opportunities. The combination of historic character, strong tenant appeal, off-street parking, and a premier Portland location makes 209-211 State Street a compelling long-term investment opportunity. All showings after the group showings are by appointment only.

209-211 State St, Portland

Listing courtesy of EXP Realty.

$2,390,000
5 Beds ⋅ 2 Baths
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 for taking in the coastal scenery. Enhancing the property's appeal is the detached Sea Shed, a charming and flexible space well suited for guests, a studio, home office, recreation room, or additional sleeping quarters. With private beach ownership, direct access to the shoreline, and panoramic coastal views from nearly every angle, this is a rare opportunity to experience one of Maine's most treasured island settings.

2319 Harpswell Island Rd, Harpswell

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,390,000
5 Beds ⋅ 5 Baths
Designed for both refined entertaining and effortless single-level living, this exceptional property offers privacy, comfort, and thoughtful craftsmanship throughout. The first floor features an open-concept chef's kitchen, dining area and living room beneath dramatic 19-foot ceilings. White cabinetry, quartz countertops, a spacious walk-in pantry, and premium Wolf and Sub-Zero appliances elevate the kitchen, while the dining area and living spaces are bright and inviting. A striking foyer, flanked by two private offices, leads to the great room. The first-floor primary suite is a true retreat, featuring south-facing windows, a luxurious bath, an expansive walk-in closet, and a private laundry area--allowing for comfortable single-level living. The second floor offers ideal accommodations for family and guests, with four additional bedrooms, three full baths, a spacious secondary living room, and another laundry room. A well-designed mudroom and half bath off the attached garage. In addition to the highly desirable floor plan, thoughtfully designed systems--two furnaces, a TurboMax hot water heater, two fuel tanks, and two wells--ensures comfort, efficiency, and peace of mind. Set on more than eight acres, the property includes a pond, classic perennial gardens, and ample land for a future guest house or additional residence while still preserving exceptional privacy. Close to Pulpit Harbor and public dock. This is a home you could never build for this price today!

189 N Shore Rd, North Haven

Listing courtesy of Davidson Realty.

$2,385,000
4 Beds ⋅ 4 Baths
Welcome to Vintage Way on Falmouth Foreside, an exceptional opportunity to own a newly constructed custom residence thoughtfully designed and slated for completion in April 2027. Privately set along Vintage Way just off iconic Foreside Road, this home offers a rare blend of privacy, refined design, and convenient access to Falmouth, Greater Portland, and beyond. Spanning approximately 3,750± square feet, the residence has been carefully curated to deliver both elegance and livability, featuring 4 bedrooms, 3.5 bathrooms, and a three-car garage. The main level is anchored by a first-floor primary suite with a cathedral ceiling, complemented by a refined study and an expansive, light-filled living experience. A large great room connects to the kitchen and dining areas, creating a comfortable setting for everyday living and entertaining. Upstairs, three additional bedrooms and thoughtfully designed flex space provide comfort and versatility for a variety of needs. The architectural aesthetic blends timeless coastal influences, natural stone accents, and gracious covered porches with clean, modern design elements. Adding to its appeal, the builder welcomes the opportunity for a buyer to step in early and personalize select finishes and design elements, creating a home tailored to individual taste. Moments from Portland Country Club and just minutes to Falmouth shopping, dining, and wellness offerings, the location is equally compelling, less than 10 minutes to Portland's Old Port and approximately 15 minutes to the Jetport. Vintage Way represents a rare offering: new construction, refined design, and a Foreside setting defined by both privacy and proximity.

Lot 21 Vintage, Falmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

$2,375,000
3 Beds ⋅ 2 Baths
Totaling approximately 133 acres in the heart of Buxton, this remarkable property offers open fields, mature woodlands, exceptional privacy, and significant long-term potential. Held by the same family since 1977, the land has been carefully maintained, with expansive fields, established tree lines, and an extraordinary sense of space. The property can be divided into two distinct components: 127+/- acres with residential development potential and an approximately 5+/- acre parcel improved with a three bedroom Cape style home. A subdivision concept has been prepared for the larger parcel, illustrating the potential for a 23 lot cluster subdivision and presenting a compelling opportunity for future residential development. Set well back from the road at the end of a long paved drive, the home was built in 2004 and enjoys peaceful views across its private setting. The interior features hardwood floors, a kitchen with gas range, formal dining room, first-floor bedroom, dedicated office, three-season sunroom, central vacuum, walk-out basement, and an attached two car garage. A collection of barns and outbuildings, offered as-is, provides the opportunity for renovation to create additional storage, workshop, or equipment space, or for removal to create more open land. Just 35 minutes from Portland, 701 River Road represents one of Buxton's most significant land offerings, equally suited for those seeking a private estate, a long-term investment, or the opportunity to thoughtfully shape the property's next chapter.

701 River Rd, Buxton

Listing courtesy of RE/MAX By The Bay.

$2,375,000
4 Beds ⋅ 6 Baths
Welcome to 307 Lewis Hill, a grand but approachable equestrian estate spanning 79 acres. This first-time offering combines Old-World elegance with modern mechanical integrity. Built in 1999 and expanded in 2004 and 2014, the home offers 4 bedrooms and 4.2 baths within a flexible floor plan. The interior features a sunny custom tile and granite eat-in kitchen with high-end appliances, leading to a deck, patio, firepit, and hot tub. Living spaces include an informal living room with 2 propane fireplaces and a formal sitting room boasting a wood-burning fireplace and custom birdseye maple beams. The 1st floor includes a billiard room, game room, and office, surrounded by a wrap-around porch. The 2nd floor provides two Primary Suites w/en suite baths. The larger suite features a window-lined sitting room with double-sided wood-burning fireplaces and a spa-like bathroom with a jacuzzi tub with stereo and TV. This level also includes two additional bedrooms and a dedicated laundry room. The basement offers further flexibility with a bonus room, bathroom, secondary laundry, and a dog-washing station. Exceptional mechanical, HVAC, and water treatment systems support the home, with radiant floor heating throughout most rooms. Enchanting exterior lighting with dimming capabilities ensures safety and ambiance across the grounds. Equine facilities include a 2009 barn with 3 stalls, a grain room, a wash stall, ample hay loft storage, and a heated tack room with a bathroom. The sellers and their family and friends enjoyed every minute of their time here, riding horses through the old logging trails through the woodlands, sledding, holidays, birthdays,summers on the deck and patio, tapping maple trees in the spring and even a COVID Prom. Currently enrolled in the Maine Tree Growth Tax program, sellers enjoy tax benefits and potential for timber harvesting or development. Privacy, luxury, and a once-in-a lifetime opportunity to create your idyllic and ideal vision of Maine life!

307 Lewis Hill Rd, Bowdoin

Listing courtesy of Portside Real Estate Group.

$2,375,000
5 Beds ⋅ 4 Baths
Wardwell Point is a distinctive waterfront property with 18± acres on the Bagaduce River and expansive views to the east. Created from a beautifully restored antique post-and-beam barn relocated from upstate New York, the residence blends historic character with thoughtful updates. Reclaimed wide pine floors, original and salvaged beams, and unique architectural details lend warmth throughout. At the heart of the home is a dramatic great room with a soaring ceiling, an expansive Freshwater stone fireplace, and a wall of windows rising 30± feet to frame river views. The home offers five versatile bedrooms, including a first-floor bedroom and bath, a sunny sitting room, and a gourmet kitchen with professional-grade appliances, many new. Thoughtfully maintained grounds include sweeping meadows, blueberry fields, a patio, and 900± feet of shorefront for kayaking, fishing, swimming, and small watercraft. Just 12 miles from Castine and 20 miles from Blue Hill. Note: Septic design is for a three-bedroom house.

269 Wardwell Point Rd, Penobscot

Listing courtesy of LandVest, Inc..

$2,368,000
We are pleased to offer this exciting opportunity in Portland's fastest growing neighborhood. Right in the middle of the Bayside revitalization, sits this amazing three-story plus full basement wood frame beauty, formally known as Portland Architectural Salvage. This building sits on 3 corners and enjoys parking for 13+ vehicles. The very cool and modern three-story steel and glass entry separates the two buildings from each other but allows a shared large double door elevator and wide stair tower. Each building also shares common expenses for efficiency. Each floor here boasts almost 4500 sf with no bearing walls. The full basement space with two egresses and lots of windows, has tons of possibilities for added marketable space. The first floor shows off the original wood floors and structural beams along with oversized windows flooding the space with lots of light and exposure. The second and third floors lay out similarly, but Back Cove can be seen from the third floor. This building has housed many Portland businesses over the years but is now ready for your vision of retail, office, residential, or any combination you'd like!

125 Kennebec St Unit 1, Portland

Listing courtesy of Gardner Real Estate Group.

$2,350,000
6 Beds ⋅ 4 Baths
Discover a rare 10+ acre waterfront property encompassing two separate residences with over 1,400 feet of frontage on Sebago Cove, offering exceptional privacy and direct access to Sebago Lake. The main residence showcases a modern passive solar design with striking post-and-beam construction, featuring 3 brms and 2 full bths. A dramatic iron spiral staircase adds architectural character, while the open-concept kitchen features high-end appliances, a waterfall island, and expansive views of the cove through oversized windows. Radiant flr heating throughout provides year-round comfort. The 1st floor primary suite offers a spacious en-suite bath. The walk-out lower level features a large family rm that opens directly onto an expansive patio--perfect for outdoor dining, relaxing in the hot tub, or stepping into the yard for easy access to wooded trails and the shoreline. A beautifully converted post-and-beam barn serves as a separate guest cottage with 3 brms and 2 full bths. A custom-crafted staircase built from oversized solid wood planks creates a stunning focal point, while natural wood walls fill the space with the rich character. An inviting loft den centered around a freestanding gas stove, its own outdoor hot tub beneath the covered porch, and a welcoming fire pit gathering area beside the full glass garage door seamlessly blend indoor and outdoor living. Currently operating as a successful Airbnb, the property offers the opportunity to continue the established vacation rental business and branding or transform it into an extraordinary private estate. Offered fully furnished, the sale also includes a dock, kayaks, and paddleboards, allowing you to begin enjoying the waterfront lifestyle immediately. This is a truly one-of-a-kind offering where privacy, waterfront living, proven rental income, exceptional future development potential, and the serenity of nature come together on the shores of Sebago Cove.

386 Lake House Rd, Naples

Listing courtesy of Waypoint Brokers Collective. tyson@waypointbrokers.com
$2,350,000
The Landing at Pine Point presents an exceptional opportunity to acquire a well-positioned, largescale commercial property in the vibrant coastal community of Scarborough, Maine. Situated on 3.22 ± acres and improved with a 11,799± SF premier event venue. This asset is ideally suited for investors seeking hospitality, restaurant, event venue, or redevelopment potential in a high-demand seasonal and year-round market. The facility accommodates up to 250 guests for dinner and up to 400 for cocktail-style receptions, making it suitable for weddings, galas, corporate events, and live performances

353 Pine Point Rd, Scarborough

Listing courtesy of Porta & Company.

$2,300,000
4 Beds ⋅ 4 Baths
TENANTS HARBOR VILLAGE WATERFRONT! Offered for the first time in nearly 30 years, this iconic, Circa 1820, center-chimney, salt-water cape in excellent condition w/ mature perennial gardens beckons you as your boat arrives in Tenants Harbor. Bucolic & private 2.93 ac lot is stone wall & tree-lined, near the end of a quiet public lane. Neatly mowed, expansive lawn gently stretches to the 327 ft of easily accessible water frontage on Tenants Harbor, allowing home to sit a very safe distance from water's edge. A breathtaking bonus is that the entire harbor is visible from nearly every room in the home as well as from the fabulous 1997, 26'x34', 2-bay barn w/high ceilings on 1st floor for boat & vehicle storage & from 2nd floor, finished studio space w/full bath, pickled wood floors & more.... Working from home? Lots of work space options but you may be distracted by the sweeping ocean views that stretch across the harbor to privately owned, Southern Island Light & beyond. Perfect for one-floor living, this historic home, lovingly restored, updated & impeccably maintained since 1997, includes a 1st floor primary suite w/full bath, additional, 1st floor full bath w/ laundry, 25' x 15' kitchen/dining room that flexes most often as a cozy gathering space, library w/ built-ins, living/family rm w/ immaculate fireplace & beehive oven plus 2 additional fireplaces, noting that the owners have never used the fireplaces. Stunning wide pine & hardwood floors in most rooms, including 2nd flr bedrms, full bath & finished loft rooms. Covered porch for rocking chairs & side deck for lobster bakes. In the heart of the village, less than 1/2 mi to library, elementary school, ball field, Wharfside Coffee, East Wind Inn & general store. Nine min drive to Monhegan Ferry & Marshall Point Lighthouse in Port Clyde. 20 min to downtown Rockland shops. End your afternoon by searching for sea glass on your own private beach or launch a kayak which will convey. See Video & Virtual Tour!

28 School St, Saint George

Listing courtesy of Saint George Realty. karenriz@gmail.com
$2,300,000
2 Beds ⋅ 6 Baths
For generations, this landmark Shore Road property has welcomed locals and visitors alike, becoming woven into the fabric of Ogunquit's vibrant dining scene. Originally built in 1870 and thoughtfully adapted over the decades, this distinctive property is currently home to The Crooked Pine and was previously the beloved Gypsy Sweethearts, carrying forward a legacy of hospitality that spans generations. Offering seating for approximately 144 guests across multiple dining rooms, an inviting lounge, a glass-enclosed front porch, rooftop deck, and beautifully landscaped outdoor dining areas, the property creates a variety of memorable guest experiences while maximizing revenue potential. A fully equipped commercial kitchen supports efficient operations, while the established business demonstrates the kind of continuity and proven performance that is increasingly difficult to find. Additionally, there is a two bedroom apartment on the second level which is perfect for owners or staff. One of the property's most remarkable assets is something few Ogunquit restaurants can claim, on-site parking. Combined with its exceptional Shore Road location, lush gardens, and unmistakable curb appeal, it offers conveniences that elevate both the guest experience and long-term value. Whether continuing a successful culinary destination or bringing your own vision to one of Southern Maine's most recognized restaurant locations, this is an opportunity to acquire more than real estate--it's the chance to steward a cherished Ogunquit institution. Landmark properties with this combination of history, location, parking, operational infrastructure, and established goodwill seldom come to market.

30 Shore Rd, Ogunquit

Listing courtesy of RE/MAX Realty One. (207)252-1775
$2,300,000
For generations, this landmark Shore Road property has welcomed locals and visitors alike, becoming woven into the fabric of Ogunquit's vibrant dining scene. Originally built in 1870 and thoughtfully adapted over the decades, this distinctive property is currently home to The Crooked Pine and was previously the beloved Gypsy Sweethearts, carrying forward a legacy of hospitality that spans generations. Offering seating for approximately 144 guests across multiple dining rooms, an inviting lounge, a glass-enclosed front porch, rooftop deck, and beautifully landscaped outdoor dining areas, the property creates a variety of memorable guest experiences while maximizing revenue potential. A fully equipped commercial kitchen supports efficient operations, while the established business demonstrates the kind of continuity and proven performance that is increasingly difficult to find. Additionally, there is a two bedroom apartment on the second level which is perfect for owners or staff. One of the property's most remarkable assets is something few Ogunquit restaurants can claim, on-site parking. Combined with its exceptional Shore Road location, lush gardens, and unmistakable curb appeal, it offers conveniences that elevate both the guest experience and long-term value. Whether continuing a successful culinary destination or bringing your own vision to one of Southern Maine's most recognized restaurant locations, this is an opportunity to acquire more than real estate--it's the chance to steward a cherished Ogunquit institution. Landmark properties with this combination of history, location, parking, operational infrastructure, and established goodwill seldom come to market.

30 Shore Rd, Ogunquit

Listing courtesy of RE/MAX Realty One. (207)252-1775
$2,300,000
3 Beds ⋅ 4 Baths
Set along 150± feet of Belfast waterfront, this exceptional coastal residence offers more than 4,000 square feet of refined yet effortless living, designed with views of the harbor from nearly every room. Quietly elegant and thoughtfully crafted, the home pairs generous scale with a warm, livable sensibility--where expansive water views, natural light, and timeless materials create an atmosphere of understated luxury. The main residence features beautifully proportioned rooms, a flowing floorplan, and solid oak and tile flooring throughout. A spacious living room with fireplace anchors the home, while walls of windows frame ever-changing views of the harbor, downtown Belfast, and the bay beyond. The chef's kitchen is both sophisticated and functional, appointed with premium appliances, custom finishes, and an extraordinary walk-in pantry complete with wine refrigeration and abundant storage for entertaining and everyday living alike. The first-floor primary suite offers privacy and ease, complemented upstairs by an additional suite, another bedroom and bath, and flexible gathering spaces ideal for guests or quiet retreat. Radiant floor heat throughout the home plus whole-house heat pump provides year-round comfort in every season. Complementing the residence is a separate building offering a professional 1,080± square foot workshop, along with an additional 1,000± square feet of beautifully finished flex space--ideal for a studio, private office, fitness space, or overflow accommodations for family and friends. To make your move easier, furniture may be included with the sale. Every detail has been carefully considered, resulting in a truly one-of-a-kind waterfront property that feels both elevated and deeply welcoming--an extraordinary offering just moments from the vibrant harborfront and downtown amenities of Belfast.

16 Blacks Lndg, Belfast

Listing courtesy of Worth Real Estate, Inc..

$2,299,000
3 Beds ⋅ 3 Baths
Down a quiet lane, a short distance from where the Sheepscot River meets the ocean, lies this property which the Westport Island History Committee refers to as ''a historic treasure''. Located on private waterfront where lobster and sail boats cruise past, the smell of Bayberry scents the air, bald eagles, ospreys and seals play: this property is sure to evoke favorite childhood memories of Maine. Believed to have been built in 1798, careful restoration indicates that much of the current structure likely dates to the early 1800s. The house was built by John M. Parsons, who founded a mill on the property at Rum Cove during the same time period. The house has been carefully returned to its original footprint by removing late additions. Throughout the property period details have been preserved or replicated using custom millwork, fine craftsmanship and historically accurate materials. Guided by the oldest known photographs of the house, the windows, unique eight-panel doors, fireplaces, clapboards and cedar-shingle roof have all been beautifully restored. The most dramatic update is the renovation of the kitchen ell, which replaces an outdated previous renovation with a design that well suits the age of the house. Features include new plumbing and electrical systems, custom cabinets, a soapstone sink and countertops, modern appliances and the opportunity to retain owner-procured antiques creating a timeless kitchen. Here you can prepare meals while looking out over the kitchen garden, past the ''Fish House'' and on to the water just as owners have stood for over 200 years. The house is situated on 6.4 private acres with 850' of waterfront, a private dock, a two-car detached garage and the antique Fish House, a small outbuilding ready for your renovation vision. Here is your Maine House and an opportunity to own a piece of Maine history.

44 Eloise Dr, Westport Island

Listing courtesy of Dwelling In Maine.

$2,295,000
Homeport is an historic 19th century coastal lodging, restaurant, and tavern destination. This property offers a rare blend of exterior and interior architectural charm with modern updates and strong income production. Original woodwork, period trim, built-in cabinetry and thoughtfully curated chandeliers and furnishings throughout add beauty and authenticity to this property's Victorian heritage. Located along coastal route 1, Homeport offers excellent visibility, accessibility to shopping and essential amenities, yet the property grounds are quiet with private outside seasonal restaurant seating and gardens and rear restaurant access. All 12 guest rooms have private baths and comfortable seating.

121 E Main St, Searsport

Listing courtesy of Portside Real Estate Group.

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