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1 River Rd, Kennebunkport
$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.

24 Emerald Point Dr, Frye Island
$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.

258 Bear Pond Rd, Waterford
$2,100,000
4 Beds ⋅ 4 Baths
Experience the perfect blend of timeless Maine charm and refined craftsmanship in this extraordinary waterfront home on the crystal-clear shores of Bear Pond. Architecturally designed with meticulous attention to detail, this one-of-a-kind property offers an exceptional lakefront lifestyle on 3.16 private acres with an impressive 200 feet of prime waterfrontage. Step inside and discover the quintessential Maine lake home, where warm, inviting spaces are paired with elegant finishes and outstanding functionality. The heart of the home is a chef's kitchen featuring abundant custom cabinetry, generous workspace, and an adjoining dining area designed to accommodate family gatherings and entertaining with ease. The spacious living room is anchored by a floor-to-ceiling stone fireplace and flows seamlessly to a large screened porch, creating the perfect setting to enjoy peaceful mornings & summer evenings An additional fireplace room offers endless flexibility as a study, library, family room, or cozy den. A grand staircase leads to the second floor, where you'll find a spacious guest bedroom, full bath, and an inviting gathering area. The luxurious primary suite is a private retreat complete with a generous bedroom, dedicated sitting room or study, walk-in closet, and an elegant bath featuring a walk-in shower. Every inch of this remarkable home has been thoughtfully designed to maximize space and functionality, with custom built-ins throughout that provide exceptional storage while maintaining clean, uncluttered living areas. Guests will enjoy their own beautifully appointed accommodations above the detached 2 car garage/barn. This charming two-bedroom apartment offers an open-concept layout, spacious living area, and the same exceptional quality and attention to detail found in the main residence--ideal for extended family, friends, or potential rental income. Surrounded by 2.75 acres of beautifully private grounds and boasting 200 feet of exceptional waterfront.

258 Bear Pond Rd, Waterford

Listing courtesy of Oberg Insurance & Real Estate Agency, Inc..

271 Ames Cove Rd, Brooksville
$2,100,000
6 Beds ⋅ 6 Baths
Perched above the waters of Penobscot Bay in the Harborside community, this architecturally designed contemporary offers an extraordinary blend of modern comfort and panoramic coastal beauty. Thoughtfully renovated during the current ownership, the main residence has been transformed to maximize its breathtaking southeastern views, while a stunning post-and-beam barn-style guest house has been completed to create an exceptional multi-generational or guest retreat. Upon entering the main home, you are immediately captivated by sweeping views of Penobscot Bay and its picturesque islands. The open-concept design is centered around a beautifully renovated gourmet kitchen, creating the perfect gathering space for family and friends. The adjoining dining area, warmed by a propane fireplace, frames the ever-changing coastal landscape through expansive windows. The spacious living room features all-new windows that flood the home with natural light while showcasing the spectacular water views and providing direct access to a spacious deck. Just beyond, the inviting library offers a second propane fireplace and its own private deck, creating a peaceful space to relax and enjoy the scenery. The first-floor primary suite is a true sanctuary, complete with a generous walk-in closet, spa-inspired bath with an oversized tiled shower, and a private balcony overlooking the bay--the perfect setting to enjoy your morning coffee as the sun rises over the water. An elevator or staircase leads to the second level, where an airy bedroom suite features vaulted ceilings, a propane fireplace, and its own private balcony with commanding coastal views. The lower level is designed for relaxation and recreation, by an indoor swimming pool, an additional bedroom with propane fireplace, a full bath, laundry area, and direct access to the oversized two car garage. Complementing the main residence a 2,393 SF Post & Beam. Beautifully finished, it offers an open-concept with 3 beds and 1.5 baths.

271 Ames Cove Rd, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

18-22 Fortunes Rocks Rd, Biddeford
$2,100,000
6 Beds ⋅ 3 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 foot 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! Enjoy the Fresh Smells of the Salty Air and the Sounds of the Seagulls and the Crashing Surf!

18-22 Fortunes Rocks Rd, Biddeford

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

218 W Shore Dr, Portland
$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, and including an approved buildable house lot, 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
68 Outlet Cove Rd, Windham
$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.

261 Western Promenade, Portland
$2,100,000
7 Beds ⋅ 6 Baths
In real estate, it is often said that location is everything. The challenge, of course, is that the best locations were claimed long ago. For most buyers, that means finding a property with potential and transforming it into something special. Here, that work has already been done. Perched in one of Portland's most coveted locations overlooking the Western Promenade, this extraordinary residence combines an irreplaceable setting with over fifteen years of thoughtful renovation and restoration. The result is a seamless blend of historic character and modern comfort, creating a home that honors its past while meeting the needs of contemporary living. Imagine ending your day on the porch, overlooking the park and enjoying spectacular sunsets. Open the windows and doors and allow the ocean breezes to flow throughout the home. There is a feeling here that is difficult to describe and impossible to replicate--a sense of history, craftsmanship, and place that makes this property truly exceptional. Designed to be both grand and comfortable, the versatile floor plan offers spaces that can evolve to fit your lifestyle. The home features five bedrooms with A/C, four and a half baths, a stately library or office, formal living and dining rooms, a chef's kitchen, and a butler's pantry. Every room is enriched by extraordinary architectural details, including black walnut and quarter-sawn oak woodwork, crystal chandeliers, wainscoting, bay windows, hand-painted murals, leaded glass cabinetry, and stunning stained-glass windows. These remarkable materials and finishes were crafted by artisans whose work has stood the test of time. A private entrance and guest quarters on the third floor provide additional flexibility for extended family, guests, or creative living arrangements. Outside, lush gardens, gracious entrances, inviting porches, and seven off-street parking spaces further enhance the property's appeal--an uncommon luxury in this historic neighborhood.

261 Western Promenade, Portland

Listing courtesy of Roxanne York Real Estate.

101 Cow Pt, Roque Bluffs
$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.

6007 Nice Dr, Carrabassett Valley
$2,099,900
5 Beds ⋅ 4 Baths
Live where adventure meets luxury in this exceptional post-and-beam home at Sugarloaf, offering a spacious 4-bedroom, 2.5-bath main residence plus an attached 1-bedroom, 1-bath apartment—perfect for guests, extended family, or potential separate rental income. Designed for gathering, the home features an open-concept kitchen, dining, and living area with soaring ceilings, a stunning stone fireplace, and inviting mountain character. A luxurious primary suite, three additional bedrooms, spacious deck, private hot tub, and large finished basement provide plenty of room to relax and entertain. The basement also includes a separate room currently used as an exercise room, offering flexibility for a home gym, office, or additional recreation space. Ideally located adjacent to the golf course and directly on the Sugarloaf shuttle route, with pickup at the end of the driveway, this property puts four-season recreation at your doorstep, including skiing, hiking, mountain biking, and golf. Additional highlights include a 3-car garage with dog bath and attached golf simulator room. The apartment features its own living room and kitchen with dramatic cathedral ceilings, adding flexibility and income potential. A rare combination of post-and-beam character, exceptional gathering space, versatile living, and unbeatable Sugarloaf access, this is mountain living at its best.

6007 Nice Dr, Carrabassett Valley

Listing courtesy of Landmark Realty.

1588 Turtle Head Rd, Islesboro
$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..

25 Oak Ter, Kittery
$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.

15 Deerfield Way, Falmouth
$2,000,000
4 Beds ⋅ 3 Baths
New construction appeal, without the construction process. Tucked at the end of a quiet dead-end road, this exceptional Falmouth property offers something increasingly hard to find: a beautifully finished, nearly new home on 2.2 private, wooded acres, all within walking distance of Falmouth schools. Completed in 2023, the home pairs timeless brick and composite siding with thoughtfully designed interiors and inviting spaces to enjoy inside and out. Approximately 3,200 square feet of living space includes an open kitchen and living room with gas fireplace, a separate office and den, and four spacious bedrooms upstairs. The kitchen is a standout, featuring an induction range, a 9-foot quartz island with prep sink, and a walk-in pantry with built-in refrigerator drawers. A generous primary suite, second-floor laundry, and an additional finished basement rec space add to the home's everyday functionality. Outside, the setting is just as special. A wraparound front porch, screened three-season sunroom, and back patio with fire pit create multiple places to relax or entertain. Privacy fencing, mature trees, and expansive wooded acreage offer a sense of seclusion rarely found so close to Falmouth's conveniences. Complete with a three-car garage, central heating and cooling, whole-home generator, and zoned irrigation, this property is truly move-in ready. No building timelines, no unfinished outdoor projects, and no waiting to settle in. Just a beautifully finished home with the space, privacy, and location to enjoy it all from day one.

15 Deerfield Way, Falmouth

Listing courtesy of Portside Real Estate Group.

96 Grove St, Newport
$1,999,999
5 Beds ⋅ 4 Baths
Sebasticook lake 4,300 acres, (recorded depths to 58' and average depth 20 ') all within the boundaries of Newport, Maine. Luxury, year round lakeside living offers plenty of accomodations for family and friends, and more. The property consists of 3.8 acres with 321' +- of owned water frontage. As you enter the property, woods provide a natural privacy buffer, then opening up to this extraordinary private lakeside retreat with impecably maintained sprauling grounds on an open level lot. Properly engineered drainage, grading, and hardscaping with multiple plantings and flower beds throughout. The plush, level spacious lawn leads straight to the waters edge provides for great outdoor space and entertaiment for all ages. The EZ Dock floating system (included), can accomodate 2 boats or other water toys. MAIN HOUSE Fully furnished and thoughtfully designed to fit to the individual spaces, makes this a turnkey investment. The 3 bedroom 2.5 baths main house is approximately 4,265 sq'. A farmhouse, industrial design, with bold architectural lines features high ceilings, abundant lighting options, and quartzite kitchen countertops. Tile and bamboo flooring, promises low maintenace and easy care for the homeowner. High end windows maximize lake views from nearly every room. Metal roofs and LP Smart Siding technology complete the low maintenance on the exteriors. GUEST HOUSE The 2 bedroom, 1 bath detached guest house with same design theme and fully furnished, is approximately 528 sq'. Features a covered porch (bench included) with its own direct view of the water. The large 3 bay heated garage offers expansion capabilities, and an even offers a RV ''full hook-up'', 50 AMP elec., water, sewer to accomodate your out of town guests and overflow. Great location! Just a 5 minute drive to Newport's business district which offers everything you need year round. Bangor International- 28 miles. Waterville - 30 miles. Portland International Airport -102 miles.

96 Grove St, Newport

Listing courtesy of Coldwell Banker Realty. 207-773-1990
81 Hillside Ln, Sweden
$1,999,900
5 Beds ⋅ 5 Baths
Set high above the hills of western Maine with panoramic views of Mount Washington and the Presidential Range, this exclusive custom timber frame home offers the perfect blend of luxury, privacy, and four-season recreation. Situated on 20 private acres in Sweden, this stunning retreat boasts over 6,000 square feet of living space. From the moment you enter, you're greeted by soaring cathedral ceilings, handcrafted pine beams, and an incredible stone fireplace that is the focal point of the living room. The gourmet, chef's kitchen is designed for entertaining, featuring granite countertops, commercial-grade appliances, and an open layout flowing seamlessly into the dining and living areas--all framed by breathtaking mountain views. The first-floor primary suite is a private sanctuary with direct access to an expansive deck, spa-inspired bath, steam shower, and panoramic views that change beautifully with every season. Additional guest accommodations include spacious bedrooms, loft spaces, a private guest suite, office, and den--ideal for hosting family and friends or creating a luxury vacation retreat. The walkout lower level is the recreational center of the home featuring a full bar, theater room, game room, home gym, and direct access to a stamped concrete patio with hot tub. Efficient radiant heat (that can be powered by either wood or propane) runs throughout the home and even extends into the attached three-bay garage. As an added bonus, in the summer months the sun will heat your water for you thanks to the solar water heater. Centrally located just a few miles from Pleasant Mountain for skiing, Moose Pond for boating (and some of the best fishing around), hiking trails and the charming towns of Bridgton, Fryeburg, and Lovell, this remarkable property offers the ultimate Maine lifestyle--whether as a primary residence, luxury getaway, or legacy property.

81 Hillside Ln, Sweden

Listing courtesy of A Team Realty.

40 Point Rd, Brooksville
$1,999,000
3 Beds ⋅ 3 Baths
Where exceptional architecture meets the timeless beauty of the Maine coast, this custom contemporary oceanfront residence offers an expression of clean design, privacy, and place with an unforgettable connection to the sea. Completed in 2017, the home was thoughtfully conceived to create a seamless dialogue between its refined interiors, the surrounding landscape, and the ever-changing beauty of the Maine coast. Clean architectural lines, expansive walls of glass, and carefully proportioned living spaces define the residence, where understated elegance is balanced by comfort. Offering three bedrooms and three full baths, the home is designed for everyday living as well as gracious entertaining, with each space embracing natural light. Engineered for year-round efficiency, the residence features radiant floor heating, energy-efficient mechanical systems, on-demand hot water, air conditioning units and a water filtration system. An attached two-car garage integrates seamlessly into the home's architectural design, while thoughtful infrastructure reflects the quality and longevity of its construction. An Endless Pool provides an exceptional wellness amenity for year-round exercise and relaxation. Rising above the landscape, the observation tower offers a vantage point, capturing sweeping views across Eggemoggin Reach and the surrounding coastal landscape. The property's 5.25-acre setting affords a level of privacy, while 365 feet of waterfront establishes a lasting connection to one of the Blue Hill Peninsula's most celebrated waterways. Modern architecture and a coastal setting come together to create a residence of unique character, an elegant retreat designed for those who value privacy, thoughtful design, and the timeless beauty of Maine's shoreline.

40 Point Rd, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

5 Southern Point Rd, Bristol
$1,997,000
3 Beds ⋅ 4 Baths
Set on 3.7 private acres overlooking Muscongus Sound, this 5,203 sq. ft. estate pairs sweeping ocean views toward Loud's Island with 180 feet of deep-water frontage, a private dock, and mooring—ideal for yachting or kayaking. Thoughtfully engineered for accessibility, the home features a 3-story elevator, wide doorways, and radiant floor heat. The main level offers a magnificent living room with cathedral ceilings and a towering wall of windows capturing breathtaking sunrises, a custom cherry kitchen, a bright solarium, and a waterside primary suite retreat with a gas fireplace. Tucked away for total privacy, you are just minutes from historic Round Pond harbor village, local art galleries, and the Granite Hall Store. Enjoy immediate access to coastal boat cruises from New Harbor, fresh seafood dining, and views of the Pemaquid Point Lighthouse.

5 Southern Point Rd, Bristol

Listing courtesy of Legacy Properties Sotheby's International Realty.

755 & 761 Sunday River Rd, Newry
$1,995,000
8 Beds ⋅ 7 Baths
Offered in its entirety for the first time, 755 & 761 Sunday River Road is an extraordinary generational compound in Newry, just five minutes from the slopes of Sunday River Resort. Spanning four separate lots over 30+ acres with nearly 1,800 feet of pristine Sunday River frontage, this rare landholding combines dramatic alpine beauty with unparalleled versatility. At the heart of the estate are two captivating residences, each framing panoramic views of the resort's peaks: an updated, character-filled antique farmhouse and a magnificent post-and-beam lodge defined by soaring cathedral ceilings and warm timber craft. Formerly an award-winning venue featured on The Knot and Wedding Wire, the sprawling grounds come fully equipped for unforgettable events, complete with an outdoor chapel, dedicated stage and reception areas, sprawling fields, separate restrooms, and extensive parking. The future here is yours to shape. Capitalize on its proven track record as an income-producing short-term rental, revive its celebrated history as a premier destination venue, explore future land development across the four parcels, or blend these options into a thriving multi-faceted business enterprise. Whether envisioned as a private mountain haven or a visionary commercial venture, opportunities of this caliber are exceedingly rare. Buyer to confirm intended uses with the Town of Newry.

755 & 761 Sunday River Rd, Newry

Listing courtesy of Legacy Properties Sotheby's International Realty.

5 Boatswain Ln, Kennebunkport
$1,995,000
4 Beds ⋅ 3 Baths
Experience the best of Cape Porpoise from this beautifully designed 4-bedroom shingle-style home, privately sited on .55 acres just a short stroll from the village. Walk or bike for coffee, groceries and prepared foods, browse a local gallery, enjoy acclaimed restaurants, or continue to Cape Porpoise Harbor--an authentic working waterfront with memorable views, fresh seafood and dining from refined to picnic-table casual. Thoughtful architecture and exceptional millwork distinguish this custom home. Flared rooflines, a substantial stone chimney, arched covered entry and built-in porch seating create a timeless exterior. Inside, cathedral wood ceilings bring volume and warmth to the living and dining areas, while an impressive stone wood-burning fireplace anchors the living room. The library/office features painted box beams with natural fir beadboard ceiling, built-in bookcases beneath a wall of casement windows and a gas fireplace. An adjoining full bath with shower has direct and separate hall access, allowing it to also serve as the first-floor powder room. The warm wood kitchen offers granite countertops, a large gathering island, pantry and walk-in butler's pantry with workspace. A window-wrapped breakfast nook invites casual meals and morning coffee. Built-in bench seating enhances the entry, mudroom and bedrooms. The primary suite features a private balcony, dual closets, double vanity, soaking tub and separate shower. Mature trees create a private setting with a cobblestone fire pit, crushed-shell dining terrace, rear deck and welcoming front porch. Central A/C, monitored alarm, irrigation, custom closets, full basement and attached two-car garage add convenience. An adjoining .51-acre buildable lot is also available, offering possibilities for another home or guest cottage, pool, tennis court, or added privacy. Goose Rocks Beach, Dock Square, marinas and golf are just minutes away.

5 Boatswain Ln, Kennebunkport

Listing courtesy of Keller Williams Realty.

626 Us Route 1, Scarborough
$1,995,000
4 Beds ⋅ 7 Baths
An amazing opportunity on Route 1 in Scarborough not far from beaches and entertainment. Great commercial traffic but set back a bit from busy route 1. This property is both residential and commercial. It offers a historic antique home that has been perfectly preserved and graciously appointed with an inground pool, spacious entertainment area with bar and kitchenette and attached oversized three car garage. Attached by a breezeway is 2500 feet of professional commercial space with parking for over 20 vehicles. Extra large lot. So many possibilities!

626 Us Route 1, Scarborough

Listing courtesy of Coldwell Banker Team Real Estate.

227 Foreside Rd, Cumberland
$1,995,000
4 Beds ⋅ 6 Baths
Antique Colonial with Casco Bay Views, Deeded Shore Access, and a Broad Cove Mooring! Experience the perfect blend of historic charm and coastal living in this beautifully maintained colonial, ideally situated in the highly desirable Cumberland Foreside. Set on a full private acre, this property offers ocean views, timeless character, and an exceptional lifestyle. Open views stretch across Casco Bay to the islands, and a deeded right-of-way takes you down to the shore, where a mooring is included so your boat has a home on Broad Cove from day one. Town trails start right across the street and wind through Broad Cove Preserve to the town beach, only minutes on foot. The 1820 home carries its history through all 3,600 square feet, with four bedrooms, four full and two half baths, and seven working fireplaces. Two sunrooms provide inviting year-round spaces to relax, entertain, or simply take in the surrounding beauty, both with expansive water views. A bar room and a play room round things out, the kind of space houses this age rarely give you. Behind the period detail is a house methodically brought up to date: roof replaced in 2019, Andersen windows throughout in 2020, chimneys lined in 2018, basement insulated, whole-house Generac generator, and heat and hot water converted from oil to natural gas with a new system in 2026. Outside, enjoy your own private oasis with a heated in-ground pool with a new liner and cover, stone terraces, mature landscaping, and plenty of space for outdoor gatherings. A large outbuilding handles boats, gear, or a workshop. Cumberland Center is close by, offering easy access to top-rated schools, dining, and recreation while savoring the peace and privacy of this coveted coastal setting.

227 Foreside Rd, Cumberland

Listing courtesy of RE/MAX Oceanside.

1 Zella Is, T14 R8 Wels
$1,995,000
9 Beds ⋅ 8 Baths
An extraordinary opportunity to own a 9.6-acre private island on Fish River Lake, a 2,642 acre haven in the North Maine Woods. With just 8 camps on the entire lake - you will find unmatched privacy and serenity. This rare, deeded property - once a 19th-century sporting camp has been thoughtfully transformed into a self-sustaining family compound that honors its heritage while embracing modern comfort. Six beautifully restored log cabins sit along 3,000 ft of shoreline, each with full baths, electricity, and tranquil lake views. At the heart of the island, a historic lodge features a central stone hearth, a welcoming gathering space for dining, games, and quiet evenings. The fully equipped, commercial-grade kitchen makes hosting a crowd easy and effortless. Gather around the fire pit under a canopy of stars. Paddle through quiet coves or head out in a motorboat-either way, the lake beckons. Cast a line into the deep-water pool at the southern end of the lake, renowned for Brook Trout and Landlocked Salmon. Wake to glorious sunrises and the haunting call of loons echoing across the water. Wander peaceful trails that crisscross the island, offering moments of reflection and discovery at every turn. The property runs off-grid with a robust solar array and backup generator providing reliable electricity to the buildings. Internet is available. Additional outbuildings include a laundry house, generator shed, supply shed, new barn for storage and equipment, and grandfathered structures ripe for restoration or new construction. Ideal for swimming, boating, or simply escaping the noise of the world, the island includes a low maintenance dock and comes fully furnished and move-in ready with tools and toys to enhance your stay. A privately leased mainland lot offers secure parking, storage, and a dock for easy boat access to the island. Whether a family compound, group-owned get-away or a haven for float plane owners, this is a peaceful retreat-rare, remote, and remarkable.

1 Zella Is, T14 R8 Wels

Listing courtesy of Legacy Properties Sotheby's International Realty.

LOT A1 Robys Pond, Ogunquit
$1,995,000
5 Beds ⋅ 4 Baths
Introducing Seaside Farms -- a thoughtfully planned coastal enclave located off Captain Thomas Road in Ogunquit, just under a mile from treasured Footbridge Beach, offering luxury new construction in one of Southern Maine's most sought-after seaside communities. The featured ''Riverbend'' model is designed to embrace relaxed coastal living with an airy open-concept floor plan, abundant natural light, and seamless indoor-outdoor spaces ideal for entertaining and everyday comfort. Planned features may include a spacious chef's kitchen with quartz or granite countertops, beautifully appointed baths, hardwood flooring throughout main living areas, gas fireplaces, coastal-inspired designer finishes, and energy-efficient heating and cooling systems. Buyers will have the opportunity to personalize select finishes and details in collaboration with the builder. Enjoy easy access to Ogunquit beaches, Perkins Cove, the Marginal Way, acclaimed restaurants, boutiques, and art galleries while returning home to the privacy and serenity of this exclusive neighborhood setting. Whether envisioned as a year-round residence or luxurious seasonal retreat, Seaside Farms presents a rare opportunity to own a newly built custom coastal home just moments from the beach and town. Inquire for additional information regarding available lots, builder specifications, allowances, and customization opportunities.

LOT A1 Robys Pond, Ogunquit

Listing courtesy of Keller Williams Realty.

238 Laudholm Farm Rd, Wells
$1,995,000
4 Beds ⋅ 4 Baths
Welcome to 238 Laudholm Farm Road in Wells, Maine! This exceptional contemporary farmhouse-style home offers over 6,800 square feet of living space, featuring 4 bedrooms and 4 bathrooms. The intricate finishes throughout create a harmonious flow, with each room having its own unique character while blending seamlessly into the overall design. The main floor boasts an expansive open-concept living area, highlighted by a sun-drenched living room with a wood-burning fireplace. The kitchen features generous cabinetry and cooking space, two islands, and an impressive dining area, perfect for entertaining. This level also includes a private bedroom, a full bath, and a large foyer entry room. Upstairs, an open sitting area overlooks the main living space below. Also located on this level is the luxurious primary suite, offering a private living area, a bed alcove, and a grand, spa-like bathroom. At the far end of the second level, two additional bedrooms and a full bath provide ample space and comfort. The lower level has, versatile space, with something for everyone to enjoy - an in-home theater, game room, exercise room, office suite, private den, and laundry room and a full bath! The grounds are equally impressive, showcasing a stately stone wall framing the entry, along with open yard space, a patio, and a deck--ideal for outdoor entertaining and summer activities, all while enjoying the refreshing ocean breezes. An attached 3-car garage completes this remarkable property. Situated next to the Wells Reserve at Laudholm Farm, this home offers deeded access to the ocean, with nature trails located right in your backyard and beach access just a short distance away. This fully furnished, turn-key home, with its strong rental history, presents a fantastic opportunity as an investment property, vacation retreat, multi-generational estate, or primary residence.

238 Laudholm Farm Rd, Wells

Listing courtesy of Anchor Real Estate.

109 Freeman Ridge Rd, Southwest Harbor
$1,995,000
2 Beds ⋅ 1 Baths
52 PRIME ACRES! Developers take note! An extraordinary opportunity to own nearly 52 prime acres on sought-after Mount Desert Island. This expansive, developable property features a well-maintained 2-bedroom, 1-bath ranch-style home with an detached garage--complete with septic, power, well, and established driveway--providing a ready base for your vision. Whether you're looking to create a private estate compound, subdivide into multiple lots with privacy, or develop for resale, the possibilities are exceptional. The high and dry land offers distant views of Swan's Island, Bass Harbor, and the Western Mountains, enhancing the appeal of this rare offering. Mature trees, mossy outcroppings and easy topography. A unique chance to combine existing livability with long-term investment potential--right here on the Island. Access currently via Freeman Ridge Road with a right of way from Woods Street (downtown) also.

109 Freeman Ridge Rd, Southwest Harbor

Listing courtesy of Portside Real Estate Group.

48 Sea St, Rockport
$1,995,000
4 Beds ⋅ 5 Baths
Welcome to 48 Sea Street, a spectacular home on a large 1.06 acre lot in one of Rockport's finest neighborhoods overlooking the Harbor. In the heart of Rockport village, this beautifully renovated historic home is a just a short stroll to Walker Park, Rockport Marine Park, and the shops and restaurants in the center of town. The main residence features three bedrooms, and three-and-a-half baths. A separate and charming one-bedroom, one-bath apartment provides flexible living options for extended family, guests, or for good rental income. Year-round comfort is ensured with radiant heat in many rooms, two woodstoves, two fireplaces, and heat pumps for summer cooling. There is also potential to add a fourth bedroom on the first floor of the main home. Notable highlights include exquisite woodwork throughout, a striking original staircase, and a gourmet chef's kitchen appointed with professional-grade appliances and a French country-style fireplace. The beautifully landscaped grounds include fruit trees, substantial lawn and garden areas, flowering shrubs, perennial gardens, and a fenced vegetable garden--creating a private and picturesque village retreat. There are also decks on both the first and second floor overlooking the harbor, a patio off of the kitchen, and an enclosed sun porch. This is a wonderful home in a terrific location.

48 Sea St, Rockport

Listing courtesy of Legacy Properties Sotheby's International Realty.

20 Giant Slide Rd, Mount Desert
$1,995,000
4 Beds ⋅ 4 Baths
Experience the ultimate Mount Desert Island retreat at 'Giant Slide Repose' a sophisticated 3,859+/- square foot year-round sanctuary nestled on 11+/- pristine acres that directly abut Acadia National Park, with 7+/- acres held in conservation with the park. Built in 1983, this exceptional residence offers a rare blend of privacy and luxury, surrounded by a haven of granite outcroppings, wild blueberry bushes, and mature plantings. The heart of the home features a completely redesigned, open-concept chef's kitchen equipped with high-end appliances that flows seamlessly into the dining and living area, creating a magnificent space for gathering. With four bedrooms and three and a half baths, the layout is both spacious and versatile, including one bedroom with an adjoining study or studio and a separate guest suite with its own private entrance to accommodate visitors in comfort. Whether you are relaxing in the sunroom, the gazebo, or on the front deck, the property is designed for wildlife observation and quiet reflection - offering a variety of vantage points to take in the island's natural splendor. Outdoor enthusiasts will appreciate the unparalleled convenience of joining the Giant Slide Trail directly from the property for forest walks through the National Park. As night falls, you can retreat to the elevated star-gazing platform to witness a kaleidoscopic view of the universe in the clear Maine sky or sit by a fire and listen to the rhythmic sounds of the forest. Practicality meets passion with extensive storage and workspace, including a direct-entry two-car garage and a fabulous, oversized three-bay detached barn and workshop that offers a multitude of uses for the hobbyist or artisan. This estate is also remarkably close to the most sought-after destinations on the island. Giant Slide represents a rare opportunity to own a legacy property that perfectly balances peace and tranquility with immediate access to the very best of Acadia.

20 Giant Slide Rd, Mount Desert

Listing courtesy of The Knowles Company. 207 276-3322
14 Riley Rd, Naples
$1,995,000
4 Beds ⋅ 4 Baths
PHENOMENAL LAKEFRONT HOME sitting on over 2 acres on very desirable Long Lake! This home has 4 bedrooms and 3 1/2 baths with an open floor plan. Three floors of living space, each level having incredible views of the lake! Enjoy all that the Lake Region area offers with year round recreational activities. This house comes furnished, and includes a lot of extras, a paved driveway to an attached two car heated garage, a full house generator, a hot tub, raised flower beds and a lakefront deck! PLUS, ALSO INCLUDED WITH THIS SALE IS AN ABUTTING LAKEFRONT LOT with an additional 1.8 acres. Keep it for privacy or build another house/camp or income producing property. This is a great opportunity for a family compound! Join me for an Open House this Sunday, 10:00am - Noon. May also be purchased with just the home. See MLS# 1677013

14 Riley Rd, Naples

Listing courtesy of Plowman Realty Group.

353 Pool St, Biddeford
$1,979,999
4 Beds ⋅ 5 Baths
CLEAN TITLE + NEWLY EXPANDED LOT SIZE! There are homes that offer water views, and then there are homes where the water becomes part of the experience. Set on a premier 1.31-acre waterfront lot, this extraordinary property captures the Saco River with a rare sense of beauty, privacy, and permanence. With 421 feet of owned water frontage, the home feels intentionally designed for those who value architectural presence, refined craftsmanship, and effortless coastal living. Thoughtfully landscaped grounds, a dramatic entry, and a refined material palette create a sense of arrival. Natural light throughout, highlighting cathedral ceilings, white oak beams, graceful archways, and a two-story, four-sided stone gas fireplace anchors the main living space. The gourmet kitchen is equally striking - featuring custom white oak cabinetry, Taj Mahal Quartzite, Monogram appliances, dimmable under-cabinet lighting, and a well-appointed wet bar that flows naturally from the main gathering spaces. The first-floor primary suite offers 10-foot ceilings, direct outdoor access, custom dual walk-in closets, and a spa-inspired bath with curated tile selections, a freestanding soaking tub, and separate vanities for sense of personal space. Creating a seamless connection between indoor and outdoor living, quad sliding doors open to the patio and covered porches, complete with an outdoor TV, gas hook-up for an outdoor kitchen, and surround sound designed for effortless entertaining. Three additional en-suite bedrooms, an office, separate family room, two laundry areas, and a lofted overlook provide exceptional flexibility. Additional amenities include an EV charging outlet, irrigation, WiFi boosters throughout, whole-house generator, and a stairway leading to the water - where a potential dock or mooring may be explored for the boat enthusiasts. Minutes to the beaches, trails, restaurants, Kennebunkport, & Marblehead Boat Launch!

353 Pool St, Biddeford

Listing courtesy of Portside Real Estate Group.

233 Smith Rd, Windham
$1,955,000
4 Beds ⋅ 4 Baths
A carefully curated and renovated mid-century modern home with full attention to details......this home has both waterfront privacy with a .56-acre yard and beautiful appointments! The builder purchased 3 lots and lined each side with now mature trees/ hedges to create a rare oasis on a spring fed clear cove, with easy access to 7 miles of lake! Enjoy partial sunsets, sunrises and abundant wildlife viewings! The flat level entrance to a solid SANDY bottom of 152 feet of waterfront is perfect for swimming, fishing and best of all, no steps, weeds or boulder rocks! An expansive addition of 800 square feet was added in 2023, then in 2026, the owner worked with an experienced architect, removing walls to give a seamless flow to the first floor. The hardwood floors, exterior cedar shakes, floor to ceiling windows, open cable railings are stunning!! TWO primary suites/bathrooms. A large deck makes outdoor dining and entertaining a pleasure! Three sets of double glass sliders bring in gorgeous views, a bar sink plus plumbing for an additional outdoor sink/prep area with hot/cold water make cooking outside a breeze. A sunny downstairs daylight walk out basement with full lake views has a small kitchenette, an office/bedroom and a 640 square foot family room. The owner has used this space for weekly rentals for 11 years. A camp shower and bathroom and full laundry plus a modern gas fireplace and a SEPARATE entry are in place for you to enjoy or continue to rent. T The kitchen and sitting area were added in 2023 upstairs with Viking/sub zero appliances. The modern vaulted ceiling with beams and, a second gas fireplace, double pantries ......and a 9-foot quartz island are stunning. Established perennials, irrigation lines, whole house generator, dock, and two hot water heaters. Little Sebago Lake is one of Maine's finest, stocked with trout annually! A haven to create a lifetime of lake memories!! Two hours to Boston, 30 minutes to Portland

233 Smith Rd, Windham

Listing courtesy of Judy George Realty.

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