Refine Search
Map
Sort by
2 Seal Rock Dr, Scarborough
$16,850,000
8 Beds ⋅ 10 Baths
An extraordinary opportunity to own a private estate set within the coastal enclave of Prouts Neck. Positioned to capture stunning sunrises & sunsets, Seal Rock is distinguished by its exceptional setting, timeless architecture, and an impressive collection of wellness amenities in one of Maine's most treasured seaside communities. Designed by Joseph Waltman, built by Wright-Ryan, and interiors and furnishings by Carter & Co., the shingle-style residence reflects the highest level of craftsmanship & attention to detail. Encompassing over 7,000± SF across 4 levels, the home features 7 ensuite bedrooms, 8 baths, 3 kitchens, and generous spaces for gathering. Three balconies, 2 screened porches, a deck, and a rooftop lounge naturally extend the living spaces outdoors. With recreation & wellness in mind, the home includes a private theatre, full gym, Huum sauna, and Renu Therapy cold plunge. Outdoors, a heated Gunite lap pool with a wave-suppression system & inground jacuzzi are surrounded by an expansive stone patio and lush plantings for swimming, relaxation, and entertaining. A charming guest cottage with 1 bedroom & an open layout provides added space & privacy for guests. Curated by Matthew Cunningham Landscape Design, the mature grounds are an integral part of the property, with abundant plantings & thoughtfully composed outdoor spaces that complement the residence & create a sense of immense privacy throughout. Beyond Seal Rock, Prouts Neck is renowned for its miles of sandy beaches, private clubs, and longstanding traditions of recreation along the Maine coast. Golf, tennis, sailing, swimming, and boating are all part of daily life, while Portland's culinary amenities are readily accessible, and Portland International Jetport is 25 minutes away. With enduring character, mature grounds, and an extraordinary level of amenities, Seal Rock is a distinctive Prouts Neck estate designed for privacy, recreation, and generations of enjoyment. To be sold mostly furnished

2 Seal Rock Dr, Scarborough

Listing courtesy of LandVest, Inc..

19 Cunner Ln, Cape Elizabeth
$16,500,000
7 Beds ⋅ 8 Baths
Imagine waking to the Atlantic stretching beyond your windows, sunlight moving across the water and Maine's historic lighthouses standing along the horizon. At Staples Point, each day unfolds against an extraordinary coastal backdrop—from quiet mornings filled with salt air to evenings beside the fire as waves break against the granite shoreline. Beyond the gates, sweeping lawns meet the rugged coast, revealing a residence designed to make the most of this unforgettable setting. Designed by Joe Waltman and built by Wright-Ryan, the seven-bedroom, 7,371-square-foot home combines timeless shingle architecture with exceptional craftsmanship. Expansive windows frame the ocean, while custom built-ins and detailed millwork bring warmth to the generous living spaces. A first-floor primary suite, steam sauna overlooking the sea, separate carriage house and four garage spaces complete the estate. Recognized as Architectural Digest's Property of the Month through Sotheby's International Realty, Staples Point offers both architectural distinction and the comfort of a welcoming coastal home. Here, the view carries centuries of history. Five lighthouses—Portland Head Light, the East and West towers of Two Lights, Ram Island Ledge Light and Halfway Rock Light—connect the property to Maine's maritime heritage. Portland Head Light dates to 1791, while nearby Two Lights inspired Edward Hopper's celebrated 1929 painting, The Lighthouse at Two Lights. That painting was featured on a U.S. postage stamp issued in 1970 to commemorate Maine's 150th anniversary of statehood. A scene recognized in American art and carried across the country becomes part of everyday life at Staples Point. Just 20 minutes from Portland's Old Port and private aviation, Staples Point places an irreplaceable piece of Maine's coast within easy reach. Exceptional architecture. Extraordinary privacy. A storied setting. A property you acquire once, treasure for a lifetime and pass down for generations.

19 Cunner Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

90 Cornfield Pt, Yarmouth
$14,000,000
4 Beds ⋅ 6 Baths
As the sun rises over Casco Bay, islands emerge through the morning mist and the day slowly comes to life. Eagles soar across the bay while a lobsterman works quietly on the water and a paddleboarder drifts along the shoreline. Watching the sun rise over Casco Bay, it is easy to understand why Maine has long been called the Land of Dawn. Connected to the mainland by a private causeway, 90 Cornfield Point extends into Casco Bay on more than seven acres and over 3,000 feet of private coastline. Ancient oaks, shaped by salt air and ocean winds, rise above the peninsula as they have for generations. Beneath their broad canopies, gentle paths lead to sandy beaches, rocky ledges, and quiet coves made for swimming. Surrounded by water on nearly every side, the land offers a remarkable sense of privacy and a deep connection to the sea, qualities rarely found together along the Maine coast. From sunrise to sunset, the beaches invite the rituals of summer - building sandcastles at the water's edge and gathering around a midsummer bonfire as the longest day slowly gives way to night. Here, the sea still sets the rhythm of the day. A deepwater dock provides access to Casco Bay at all tides, making it easy to spend the afternoon exploring the islands, dropping anchor in a quiet cove, or enjoying a picnic on a secluded beach. At the heart of the peninsula, this Maine coastal home and a timber-frame barn overlook the bay from one of the most remarkable private settings on the Maine coast. Sweeping water views in every direction create the kind of place where life's most meaningful moments seem to find their way and a family legacy is built for generations to come. Less than thirty minutes from Portland and the International Jetport, 90 Cornfield Point remains a private peninsula shaped by the sea, defined by light, and rooted in the rhythms of Casco Bay.

90 Cornfield Pt, Yarmouth

Listing courtesy of Legacy Properties Sotheby's International Realty.

127 Foreside Rd, Falmouth
$11,000,000
8 Beds ⋅ 7 Baths
Coastal Estate near Portland, Maine. Set on 2.9 private acres along esteemed Foreside Road in Falmouth, this rare waterfront estate offers exceptional privacy, direct ocean frontage, and close proximity to the city. Overlooking Mussell Cove on two sides with sweeping views to Casco Bay, the property enjoys remarkable seclusion with only one neighboring parcel-just 8 minutes from downtown Portland and 20 minutes from Portland International Jetport. The home features 8 bedrooms, 6.5 baths, a fitness gym, wine cellar, light-filled living spaces ideal for both entertaining and quiet retreat. A newly constructed detached carriage house accommodates three cars and serves as a recreation pavilion, complete with a indoor half basketball court and pickle ball court-perfect for multi-generational living and year-round activity, The waterfront setting offers picturesque views, a private dock with direct access to Mussel Cove and Casco Bay, and excellent summer fishing. The grounds feature established English and rose gardens, mature apple trees, and a large raspberry patch, adding charm and a sense of permanence. Modern amenities include whole-house air conditioning, a full house automatic generator ensuring uninterrupted comfort and dual path internet connectivity with satellite failover.This coastal estate has both Colonial and historical farmhouse influences.The original farmhouse dates back to 1888 and remains incorporated into the modern residence today. A rare opportunity to own a coastal estate combining privacy, recreation, and convenience-just minutes from Portland. Seller financing avaiable.

127 Foreside Rd, Falmouth

Listing courtesy of Engel & Volkers Casco Bay.

1 Colonial Mast Rd, Naples
$9,800,000
4 Beds ⋅ 1 Baths
A truly rare offering, this 117± acre waterfront estate presents a once-in-a-generation opportunity on the shores of Maine's highly sought-after Long Lake. Currently operated as the family-owned Colonial Mast Campground for 48 years, the property boasts more than 2,500 feet of pristine waterfront, expansive sandy beaches, and an extensive docking system with 72 boat slips. Licensed for 110 RV campsites, including some year-round sites, the property features an impressive collection of existing infrastructure, including an indoor pool facility, camp store with commercial kitchen, recreation hall, bathhouse, garages, and a waterfront owner's residence. Many of these structures are grandfathered within the shoreland zone, creating significant value and flexibility that would be difficult to replicate today. With over 7,000 feet of combined road frontage along Kansas Road, Bove Road, and Colonial Mast Road, this property offers exceptional access and development potential. Whether envisioned as a continued campground operation, a large-scale residential development, a luxury waterfront community, or an extraordinary private family compound, the possibilities are unmatched. Enjoy direct access to 11 miles of boating and recreation on Long Lake, with navigable access to Brandy Pond and Sebago Lake. Ideally located in the heart of Maine's Lakes Region, the property is just minutes from the Naples Causeway, 15 minutes to Pleasant Mountain Ski Resort, and only 45 minutes from Portland. Opportunities of this scale, with this amount of waterfront, acreage, infrastructure, and development potential, rarely come to market. Own one of the largest and most significant waterfront properties in the Lakes Region to hit the open market.

1 Colonial Mast Rd, Naples

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

79 Bramhall St, Portland
$9,000,000
- 36 Residential Apartments - First Floor Commercial Space (6,960 +/- sq ft + 1,250+/- sq ft of Storage) - Two Rooftop Cell Tower Leases - 62 Parking Spaces For the first time in nearly 30 years, this generational asset is available for purchase. Designed by famed Portland Architect John Calvin Stevens, Holt Hall was built in 1891 as the Maine Eye and Ear Infirmary. In the mid-1990s, the current ownership undertook a meticulous reimagining and redevelopment of the property, transforming the structure into its current iteration of 36 luxury apartments on the upper floors and ~7,000 SF of quality commercial space on the ground level. Designed to meet the evolving expectations of high-end renters, the property features spacious, well-appointed residences, each equipped with in-unit washers, dryers, and dishwashers. Many units have been upgraded over the years to align with contemporary design trends, ensuring lasting appeal and strong tenant demand. With on-site parking, an elevator and storage, the apartments offer many of the amenities of newer apartment developments, but with the retained period charm of a historic building.

79 Bramhall St, Portland

Listing courtesy of Vitalius Real Estate Group, LLC.

92 Spruce Point Rd, Yarmouth
$8,500,000
4 Beds ⋅ 5 Baths
On the coveted backshore of Cousins Island, this extraordinary deepwater estate captures a rare vision of coastal Maine living. Designed by noted architect Joe Waltman and masterfully built by Anastos & Nadeau, the residence is perfectly positioned to embrace sweeping southern views across Casco Bay toward the Portland skyline, with deepwater access, private dock, mooring, and sandy beach offering an exceptional boating lifestyle. Classic shingle-style architecture, soaring 10-foot and 25-foot ceilings, and walls of glass create a home that feels both grand and welcoming. Brazilian cherry and natural stone floors, custom millwork, crown molding, built-ins, and an open interior balcony add warmth and craftsmanship throughout. The living and family rooms flow seamlessly together, framed by expansive water views and designed for both quiet evenings and effortless entertaining. The kitchen and dining area feature a substantial island, professional-grade appliances, dual wall ovens, walk-in pantry, wet bar alcove, and generous dining space overlooking the bay. A private den and first-floor office offer additional flexibility. Upstairs, the primary suite serves as a peaceful retreat with a reading nook overlooking the water, walk-in closets, and a marble bath with soaking tub and walk-in shower. Three additional bedrooms, full bath, laundry room, and a daylight lower level provide flexible space for guests, recreation, or fitness. Outdoor living is equally compelling with an expansive Ipe deck and sun-filled stone patio overlooking the shoreline. Though the setting feels private and serene, the property is just minutes from Yarmouth Village, Portland, marinas, restaurants, and some of Maine's most desirable coastal communities. A rare opportunity to own a remarkable waterfront estate combining architectural pedigree, deepwater access, and the enduring beauty of Casco Bay.

92 Spruce Point Rd, Yarmouth

Listing courtesy of RE/MAX By The Bay.

7 Starlit Way, Standish
$7,795,000
8 Beds ⋅ 11 Baths
Now offered with additional land, this newly remodeled estate on a private peninsula with 600 feet of waterfront represents one of Sebago Lake's most remarkable offerings. Extensive mountain views stretch across New England's deepest lake, creating a setting that is as dramatic as it is private. Designed to embrace both comfort and grandeur, the main residence is anchored by a dramatic great room with cathedral ceilings, a full-height stone fireplace and a curved wall of arched windows. Nearly every room boasts substantial views of the lake and mountain range. The chef's kitchen pairs two waterfall marble islands with custom cabinetry and professional high-end appliances, a space as beautiful as it is functional. A dedicated wine room, butlers pantry, and casual dining area complete the kitchen. The formal dining room beneath a coffered tray ceiling features custom walnut cabinetry. Wide-plank hardwood floors and brushed brass fixtures carry gracefully throughout the home. The primary suite is a private sanctuary. The grand primary bathroom is highlighted by a freestanding soaking tub, glass enclosed shower with White Fantasy Quartzite bench, and exquisite cabinetry. The suite offers a gas fireplace, large walk-in closet/dressing room and direct access to a deck where the water and mountains share the horizon. Four additional ensuite guest bedrooms offer exceptional comfort for you and your guests. The private upper-level suite features a kitchenette, large full bath with washer and dryer, sitting area with gas fireplace and a secluded deck with views of the lake. A fully appointed guest house provides three additional bedrooms, three full baths and an attached garage. Beyond the residences, the grounds have been executed with the same attention to detail, featuring Ipe decks, sweeping hardscapes, flagstone walkways, granite steps, manicured lawn, enclosed outdoor shower, private dock, and stone seawall. Together, they create a legacy estate that is unrivaled.

7 Starlit Way, Standish

Listing courtesy of RE/MAX By The Bay.

1 Channel Rd, South Portland
$6,952,000
4 Beds ⋅ 5 Baths
Unparalleled grandeur and pristine craftsmanship define this waterfront estate in South Portland's coveted Loveitts Field neighborhood, magnificently positioned along the ship channel entrance to Portland Harbor. A soaring entryway reveals 10 foot ceilings and bold marble pillars that set the stage for elegant living. The bespoke kitchen showcases two islands, granite countertops, and professional grade appliances, perfectly designed for both everyday living and grand entertaining. Formal dining and living rooms open to a terrace with sweeping ocean and Ram Island views. The primary suite is a sanctuary with a fireplace, balcony, walk-in closet, and a marble bath featuring a soaking tub overlooking Portland Head Light. There are two additional ensuite bedrooms upstairs along with an office or optional fourth bedroom. The walkout lower level presents an exceptional opportunity to create a fifth bedroom and in-law suite. Rich in old-world charm, the space features a separate stone-detailed kitchen, full bathroom, marble fireplace, private theater, ocean views, direct lawn access, and an elevator connecting to the main level. Outdoor living is resort-like with a heated pool, terraces, and 100 feet of waterfront showcasing your private front row seat to the boats of Casco Bay and Portland Harbor. An elegant coastal beauty unlike anything else on the market.

1 Channel Rd, South Portland

Listing courtesy of RE/MAX By The Bay.

200 Woodville Rd, Falmouth
$5,995,000
6 Beds ⋅ 9 Baths
Set amid sweeping pastoral views, 200 Woodville Road is a distinguished residence of exceptional scale, artistry and enduring elegance. Meticulously crafted details define every space, beginning with a sculptural suspended stairway that creates an unforgettable first impression. Beyond it, a magnificent gathering room rises dramatically overhead, offering an extraordinary setting for elegant entertaining as the evening sky unfolds across the horizon. This home will exceed your expectations. The kitchen, dining, and family room wing features impressive chef-style updates and expertly designed and truly customized amenities as well as a walk in pantry room. The first floor Primary Suite feels like a sanctuary & with with direct access to the manicured grounds this is your private space to retreat. The Primary bathing area includes a massive dressing room created with luxury style customizations. With six en-suite bedrooms, there is privacy and space for all! A billiards and game suite round out the second floor with impressive woodworking, view over the manicured grounds, a gas fireplace, a fully appointed kitchen and a full bathroom become the epic entertaining space like no other. The right wing of the home offers three en-suite bedrooms and a theater room. A fully equipped gym/exercise studio, and sauna are set just off the four car garage with direct access into the main house. As you walk the tastefully manicured grounds, you will be delighted by the extensive hardscaping, flawless pool, grand stone fireplace & chef-style outside kitchen. Enjoy your evening under overlooking the stars from the hot tub. Just beyond the heated driveway, a custom barn with two additional garage bays for your play cars as well a half-court basketball gym. This extraordinary home is an absolute show stopper with exceptional privacy on one of Maine's most magnificent estates. It's rich history and style are a one-of-a-kind opportunity, just minutes to Portland International Airpo

200 Woodville Rd, Falmouth

Listing courtesy of Century 21 North East.

19 Tapley Cove Rd, Raymond
$5,900,000
5 Beds ⋅ 4 Baths
I'm thrilled to introduce a rare opportunity in the desirable Burnell Cove on Sebago Lake, Maine. This beautiful property offers 650 feet of private lakefront, a pristine private beach, breathtaking sunset views, and a recently renovated cottage. The main home spans 3,100 square feet and features multiple stone fireplaces, a three-season porch with panoramic views, and expansive living areas. Additional highlights include an airplane hangar with grandfathered rights to fly, land, and store a helicopter or lake amphibian, and two private docks. This rare gem is a perfect blend of luxury and serenity. Please reach out for more details or to arrange a viewing.

19 Tapley Cove Rd, Raymond

Listing courtesy of Coldwell Banker Realty. 207-282-5988
224 Ledges Rd S, Naples
$5,695,000
9 Beds ⋅ 8 Baths
Privately nestled on over 7 acres of dramatic, unspoiled waterfront, this extraordinary family compound commands breathtaking, panoramic views of Long Lake. A rare offering, the estate combines refined comfort, timeless architecture, and lakeside charm, creating a sanctuary designed for unforgettable gatherings and multigenerational enjoyment. At the heart of the property lies a magnificent main residence, meticulously crafted to maximize the natural beauty of its surroundings. Expansive windows and open-concept living spaces invite the outside in, capturing golden sunsets and the shimmering dance of light across the water. Tucked amidst the trees, whimsical guest suites, designed like luxurious tree houses, offer guests privacy and enchantment, while a spacious detached garage features an upper-level guest apartment perfect for extended stays. Adding to the magic is a beautifully preserved waterfront cottage, seemingly suspended above the lake. A nod to a bygone era, it has been lovingly updated while retaining it's charm. An elevated outdoor kitchen and lounge area is ideal for alfresco dining, cocktail hours, and summer soirées under the stars. Lobster bakes with Maine's finest catch or pizzas in the wood-burning oven are enjoyed at the lake's edge in the gazebo. No lakeside retreat would be complete without a boathouse, large enough to accommodate all the toys, tools, and vessels that define life on the water. Whether launching kayaks at dawn, cruising at sunset, or hosting lakeside events, this property is tailor-made for making memories. This is more than a home, it's a legacy estate, a setting for celebrating life's most treasured moments with friends and family, season after season, year after year.

224 Ledges Rd S, Naples

Listing courtesy of RE/MAX By The Bay.

15 Sturdivant Rd, Cumberland
$4,900,000
4 Beds ⋅ 4 Baths
Welcome to 15 Sturdivant Road, an extraordinary waterfront estate set on five private acres in the heart of Cumberland Foreside. Built by Wright-Ryan, this exceptional property showcases timeless craftsmanship, thoughtful design, and an unparalleled setting with 384 feet of water frontage, an expansive sandy beach, and sweeping views across Casco Bay. Designed to embrace its remarkable surroundings, the home is filled with natural light as sunrises, sunsets, and moonlit reflections illuminate the living spaces throughout the day. A harmonious blend of elegant formal rooms and relaxed gathering spaces creates an inviting atmosphere for both everyday living and entertaining. Outside, enjoy the beauty of Maine's tidal coastline, abundant birdlife, and panoramic island views from one of the Foreside's most coveted waterfront settings. Offering exceptional privacy while just 15 minutes from downtown Portland's renowned dining, shopping, arts, and cultural attractions, this is a rare opportunity to own one of Maine's truly remarkable coastal estates.

15 Sturdivant Rd, Cumberland

Listing courtesy of Legacy Properties Sotheby's International Realty.

233 Vacationland Rd, Harrison
$4,800,000
A rare opportunity to own a well-established, turnkey seasonal campground on the shores of Crystal Lake in Harrison, Maine. Vacationland Campground has been in operation for decades and has been exceptionally well cared for. Set on 16.2 private acres with 1,290± feet of lake frontage, including approximately 140 feet of sandy frontage, the property offers a peaceful, private setting with direct access to one of the area's most beautiful lakes. The campground features 114 seasonal campsites, including 24 waterfront sites and additional water-view sites, along with an established customer base and waiting list. The grounds are thoughtfully laid out and meticulously maintained, with a camp store and office, living quarters, bathhouses, laundry facilities, recreation and game areas, a playground, basketball court and additional support buildings. The offering includes both the real estate and the established campground business, creating a true turnkey opportunity for a new owner to step into a long-running operation with the infrastructure and customer base already in place. Located in the heart of Maine's Lakes Region, Vacationland offers the privacy of a classic Maine lake setting while remaining approximately 50 minutes from the Portland International Jetport and 30 minutes from North Conway, New Hampshire. With decades of operating history, extensive waterfront, a private setting and an established seasonal business, Vacationland Campground is a truly unique offering.

233 Vacationland Rd, Harrison

Listing courtesy of The Lakes Real Estate.

75 Saint John St, Portland
$4,250,000
Established seafood wholesaler and processor with proven operating history. Tenant lease through 11/25/2032. Tenant responsible for property expenses, including repairs and maintenance to building. Exceptional visibility located adjacent to high-traffic I-295 Exit 4, a primary Portland commuter route, Located in the industrial sector on the Portland peninsula in close proximity to Portland's working waterfront and other food producers. Essential-use tenant providing durable revenue performance through varying economic cycles.

75 Saint John St, Portland

Listing courtesy of The Boulos Company.

150 & 153 Deep Cove Rd, Raymond
$4,250,000
5 Beds ⋅ 6 Baths
Discover an extraordinary waterfront retreat where luxury, comfort, and the natural beauty of Sebago Lake unite. This exceptional two-property compound offers elegant entertaining, peaceful relaxation, and effortless living in every season. 150 Deep Cove Road | Main Residence: Spanning 3,654 square feet across three levels, this beautifully appointed home showcases stunning lake views through a dramatic wall of glass. The chef's kitchen features a generous island, wine refrigerator, and walk-in pantry, while a grand stone, wood-burning fireplace anchors the living and dining areas. The expansive deck offers covered and open-air spaces, enhanced by a clever rain-capture system for comfortable outdoor enjoyment even in inclement weather. Upstairs, three private en-suite bedrooms provide exceptional comfort. The luxurious primary suite features panoramic lake views, a private stargazing deck, and a spacious California Closet with a large island. The walk-out lower level is perfect for entertaining, with a family room, custom wet bar, enclosed sunroom, and full bath. Outside, enjoy a saltwater hot tub, sprawling lawn, private firepit, and dock system—ideal for sunlit days and magical evenings beneath the stars. Modern comforts include high-efficiency construction, a whole-house generator, multi-zone irrigation, central air, two surround-sound systems, and exquisite landscaping. 153 Deep Cove Road | Carriage House: The detached carriage house features a heated two-car garage and an approximately 900-square-foot, two-bedroom apartment with a spacious kitchen, full bath, living area, and water views. Perfect for guests, extended family, or a private retreat. Beyond Ordinary - from tranquil mornings on the lake to fireside gatherings and starlit evenings, this remarkable compound transforms everyday living into a year-round escape. A rare blend of luxury, practicality, and waterfront magic.

150 & 153 Deep Cove Rd, Raymond

Listing courtesy of Dream Home Realty LLC.

15 Sleepy Hollow Rd, Windham
$4,200,000
7 Beds ⋅ 5 Baths
This is a rare opportunity to experience luxury lakefront living in this extraordinary, furnished waterfront residence on pristine Sebago Lake. Take in spectacular Mt. Washington views, breathtaking sunsets, abundant natural light and 113 feet of private shoreline.This area of Sebago's Jordan Bay is closest to the airport, the arts, world class restaurants and the ocean. Also just five minutes from local coffee shops, supermarkets, shopping and local restaurants. Multiple premier ski destinations are within an easy drive making this a true four season gem. Share what you will come to love about the Lakes Region with friends and family. Two attached guest suites/apartments seamlessly expand the home's living space for larger gatherings. Each has its own entrance and parking.The main level features a great room, an expansive kitchen, large island with seating for 6, a private office or formal dining room, and a luxurious primary suite complete with a walk-in closet and laundry. The spa-inspired ensuite bath includes a spacious steam shower with dual shower heads and jetted soaking tub. The fully finished walk-out lower level expands the home's possibilities with a dedicated media/theater room, an additional family room with kitchenette, bedroom and full bath--ideal for guests or extended family. Upstairs, you'll find another comfortable living area, two large bedrooms, a full bath, and an expansive deck where you can relax while enjoying panoramic views.Situated on 2.1 acres, the property features mature landscaping with fruit trees, an expansive lawn, playground, outdoor speakers, and a spacious patio with a fire pit--perfect for entertaining family and friends. Exceptional waterfront amenities include a permanent lakeside deck with seating, storage, and direct swimming access. The deep-water dock features a generous 12 x 20 ft seating area, Jet Ski lift, storage for lake toys, and a boat mooring with room for additional moorings.

15 Sleepy Hollow Rd, Windham

Listing courtesy of Coldwell Banker Team Real Estate.

818 Roosevelt Trl, Naples
$3,900,000
6 Beds ⋅ 5 Baths
A truly extraordinary property in the heart of the Lakes Region, this iconic 1935 home presents a rare combination of location, scale, waterfront access, and versatility unlike anything else in Naples. Perfectly positioned within walking distance of the Causeway and everything this vibrant waterfront community has to enjoy, the home captures spectacular views of Brandy Pond and Long Lake from nearly every room. With more than 7,000 square feet of living space, this remarkable property was made for gathering. Expansive living and entertaining areas are complemented by two kitchens and dining spaces, a private theater room, and a dedicated gaming area with pool and foosball tables. Step outside onto the impressive oversized deck, where sweeping views of the Causeway, Brandy Pond, and Long Lake create an unforgettable backdrop for entertaining, relaxing, and enjoying one of the best seats in town for Naples' annual fireworks display. At the water's edge, private beach areas and a private dock provide direct access to the incredible Lakes Region lifestyle. Adding another level of distinction is a dedicated area for helicopter landing, an exceptionally rare feature for a residential property. Whether envisioned as an extraordinary private family compound, a multigenerational retreat with room for everyone, or an impressive income-producing investment property, the possibilities are truly endless. Vintage character, expansive living space, breathtaking water views, private waterfront amenities, and an irreplaceable location come together to create a property that simply cannot be replicated. Properties like this rarely come to market—this is more than a home; it's an opportunity to own a truly distinctive piece of Naples.

818 Roosevelt Trl, Naples

Listing courtesy of Signature Homes Real Estate Group, LLC.

171 High Winds Dr, Yarmouth
$3,850,000
4 Beds ⋅ 4 Baths
Approximately 856 feet of waterfront on Broad Cove. 3.43 acres of tall pines. Water views on multiple sides and a level of privacy that is rare this close to the village. Built in 2022, the house pairs clean modern lines with coastal materials: white board-and-batten, wood-clad gables and black-framed glass. The great room rises two stories to a full gable wall of windows, so the light and the water stay with you all day. A linear fireplace sits in a floor-to-ceiling slatted surround, and French doors open to the terrace. The kitchen is open to all of it and made to cook for a crowd: a professional-grade propane range, counter depth refrigerator and freezer, wall ovens and a waterfall-edge island, plus a separate coffee bar and a pantry with room for everything. The primary suite is on the first floor, with its own fireplace, French doors straight out to the terrace, a fitted walk-in closet and a bath centered on a freestanding soaking tub. A private office and a generous mudroom off the garage round out the main level. Upstairs, three more bedrooms and two baths. A second staircase leads to a separate wing over the garage, with a game room and a library set well apart from the bedrooms. The finished lower level adds a full fitness room, an immersive media room and a play room. Outside, stone terraces run the length of the house to the in-ground pool, then synthetic open lawn, the pines and the cove. Mornings start with coffee on the terrace. On summer evenings, nobody goes in until the light is gone. The practical side is handled: heat pumps for heating and cooling, public water and sewer, a fire sprinkler system and an attached three-car garage. Shared neighborhood dock and trails. Waterfront like this, this close to the village, does not come along often.

171 High Winds Dr, Yarmouth

Listing courtesy of RE/MAX Shoreline.

4 Cole Farm Dr, Scarborough
$3,750,000
5 Beds ⋅ 5 Baths
Tucked into more than two private acres, looking across fields to the water, 4 Cole Farm Drive offers a version of coastal Maine living that feels wonderfully removed without actually being far from anything. Portland and its world-class restaurants, the airport, beautiful beaches, and everyday conveniences are all within easy reach, while at home, ocean views and deeded access to 50 feet of shared waterfront set the tone. The custom shingle-style home is warm and elegant, with ten-foot ceilings, red fir floors, and natural light throughout. A double-sided stone fireplace anchors the great room, while the window-wrapped turret creates two particularly memorable spaces: one off the main living area and another within the primary suite. A central island, walk-in pantry, and high-end appliances create a kitchen designed for both cooking and company. Outside, the property feels like its own summer destination. A three-season porch opens to an expansive deck, saltwater pool, hot tub, pool house, and fire pit, all surrounded by mature trees and privacy. Geothermal heating and cooling bring modern efficiency to the mix. It's a home that captures much of what makes living here so appealing: water and privacy, room to gather, and the best of the Maine coast and Portland just beyond your door.

4 Cole Farm Dr, Scarborough

Listing courtesy of Portside Real Estate Group.

3-4 Mallison Falls Rd, Windham
$3,750,000

3-4 Mallison Falls Rd, Windham

Listing courtesy of Keller Williams Realty.

25-1 Peabbles Cove Road Cpe, Cape Elizabeth
$3,600,000
2 Beds ⋅ 2 Baths
An extraordinary opportunity to own one of Cape Elizabeth's most remarkable properties, offering over 7 acres of land, a waterfront home, a privately owned beach, and exceptional future potential. Situated along private Peabbles Cove Road, this rare offering combines a beautifully sited oceanfront residence on 2.63 acres with an additional 4.64-acre parcel, creating an estate unlike any other on the market. Sweeping ocean views and an expansive stretch of Maine coastline provide an unparalleled setting for year-round living or a spectacular coastal retreat. The home is perfectly positioned to capture panoramic ocean vistas from nearly every principal room. Walls of glass, expansive decking, and inviting living spaces allow the ever-changing beauty of the Atlantic to become part of everyday life. Whether enjoying morning coffee overlooking the cove, launching a kayak from your own beach, or watching boats and seabirds drift by, the connection to the water is truly exceptional. Beyond the residence, the property offers opportunities that are becoming increasingly rare along the Maine coast. The included 4.64-acre parcel presents additional possibilities, including the potential for subdivision, also subject to municipal approvals. Together, these parcels create a unique opportunity for a private family compound, guest accommodations, future investment, or the preservation of an extraordinary coastal estate. This is more than a home, it's a once in a lifetime opportunity to own an irreplaceable piece of Maine coastline. Viewings are strictly by appointment only; no drive-bys allowed due to private road and private property.

25-1 Peabbles Cove Road Cpe, Cape Elizabeth

Listing courtesy of RE/MAX Oceanside.

32 Edgewater Rd, Falmouth
$3,500,000
3 Beds ⋅ 5 Baths
Positioned along Falmouth Foreside, 32 Edgewater is true to its name, sitting at the water's edge with sweeping views across Mussel Cove toward Clapboard Island and the inner waters of Casco Bay. From the moment you enter, an expansive wall of glass brings the view into immediate focus, with boats moving through the bay, islands in the distance, and a panorama that shifts constantly with the tide, weather, and light. Fully rebuilt and reimagined in 2015, the residence was designed around its extraordinary waterfront position. The primary suite commands one of the home's best vantage points, with broad water views and sunrise and moonrise unfolding directly beyond the windows. A second bedroom suite and finished lower level with a full bath provide additional accommodations, with windows bringing the water into view even from the lower level. A detached guest cottage above the two-car garage offers nearly 600 square feet of private living space with a full bath, kitchenette, and separate parking, creating a comfortable retreat for extended family or guests. As part of the Mussel Cove Association, the property enjoys rights to the sandy beach and dock, along with the right to maintain its existing private stairs to the beach. Just minutes from Falmouth's amenities and downtown Portland, 32 Edgewater offers an extraordinary connection to Casco Bay from nearly every level of the home.

32 Edgewater Rd, Falmouth

Listing courtesy of RE/MAX By The Bay.

1237 Roosevelt Trl, Raymond
$3,500,000
INVESTMENT HIGHLIGHTS Absolute NNN Lease: Tenant pays taxes, insurance, and maintenance. Investment-Grade Credit: Secure cash flow backed by an S&P: BBB rated tenant. Global Brand Recognition: Corporate lease with an established convenience/gas brand operating 14,800+ stores. Embedded Rental Growth: Built-in 5% rent escalations at each upcoming renewal option.Long-Term Operational History: Currently thriving in its first 5-year extension option. Strong Remaining Options: Two additional 5-year options left to ensure long-term occupancy. LOCATION OVERVIEW High-Traffic Corridor: Prominently situated on Route 302 in Raymond, Maine. Gateway to Sebago Lake: Located in a premier year-round recreational destination. Sustained Seasonal Surges: High tourist traffic during peak summer and winter vacation seasons. Proximity to Major Hubs: Only 20 miles from the Portland-South Portland metropolitan area.Regional Accessibility: Positioned 130 miles north of Boston for easy interstate access. PROPERTY & LEASE SUMMARY Feature Property Lease Detail Type Absolute NNN Tenant Credit Rating S&P: BBB (Investment Grade) Total Global Locations14,800+ Original Lease Term10 Years Current Lease Phase First 5-Year Extension (3 Years Remaining) Future Renewal Options Two (5-Year) Options Remaining Rental Increases 5% Bumps At Each Extension.

1237 Roosevelt Trl, Raymond

Listing courtesy of EXP Realty.

12 Bayview Dr, Raymond
$3,500,000
8 Beds ⋅ 6 Baths
This unique lakefront setting provides convenient access to the pristine waters of Sebago Lake's Jordan Bay. The Sebago Lake Region is well known for its four-season recreational activities that include outstanding boating, swimming, fishing, golfing, and winter downhill skiing, all within 25± miles. This special lakefront property embraces everything that is Maine from the cry of loons on the lake's clear water to spring peepers. Encompassed within the 1.03± acres of land are expansive/level grass lawns & mature landscaping. The protected 300'of waterfrontage and substantial 96' docking system is located on a canal/channel providing convenient access to the lake's exceptional boating, swimming, and fishing opportunities. In addition, the 390' association sand beach & boat launch is a short distance away. Originally built in 1987 with a substantial renovation in 2018, the year-round residence offers 4,800± sq ft of spacious lakeside living with eight bedrooms, five full bathrooms, one half bathroom, and four fireplaces. The centerpiece of this home is the great room with a high ceiling, stone fireplace, and custom built-in book/display cabinetry. A dining room with fireplace opens to the family room and waterside screened porch. The gourmet kitchen features custom cabinets, stone counters, a center island, walk-in pantry, and top of the line appliances. Also located on the first level is a spacious guest bedroom suite with a fireplace. The second level features a primary bedroom suite with an open waterside deck, three bedrooms, two baths, a large game/entertainment room with a fireplace & bar, and laundry facilities. Three additional bedrooms, a bath, and an office are located on the third level. Other property features include an inground heated swimming pool, open waterside/poolside decks, and a firepit area. Portland is just 20± miles away & offers nationally recognized restaurants, shopping, artisan galleries & cultural events, and Boston is 130± miles sou

12 Bayview Dr, Raymond

Listing courtesy of LandVest, Inc..

20 Wildwood Ln, Scarborough
$3,495,000
7 Beds ⋅ 8 Baths
Welcome to 20 Wildwood Lane, a remarkable private estate nestled in the heart of Scarborough. Set on 12.85 acres of fully fenced grounds, this exceptional 7-bedroom, 8-bathroom single-family residence offers the perfect balance of luxury, privacy, and space. Inside, the home features a thoughtfully designed layout ideal for both everyday living and entertaining. The gourmet kitchen is a chef's dream, equipped for preparing everything from casual family meals to large gatherings. Two dedicated offices/dens provide quiet spaces for remote work, study, or creative pursuits. The fully finished basement is a true highlight, complete with a private indoor swimming pool, creating a year-round retreat within your own home. Large living areas throughout the residence provide comfort, flexibility, and elegant living space for family and guests alike. Outside, the estate continues to impress. A 3-car heated garage ensures convenience during Maine winters, while the grounds offer exceptional amenities including a tennis court, a maintenance building, and a separate storage building for equipment, hobbies, or additional workspace. Surrounded by nature and set well back from the road, this property delivers rare privacy while remaining close to everything Scarborough has to offer--beaches, golf, shopping, and easy access to Portland. 20 Wildwood Lane is more than a home--it's a secluded luxury estate designed for comfort, recreation, and refined living.

20 Wildwood Ln, Scarborough

Listing courtesy of F.O. Bailey Real Estate.

2 Drew Rd, South Portland
$3,450,000
3 Beds ⋅ 2 Baths
Cape's Edge, is set on a rocky promontory where Casco Bay meets the mouth of Portland Harbor, Cape's Edge is a rare seaside retreat perched, quite literally, at the water's edge, where the tide rises close enough to touch the foundation. First built in 1920 and thoughtfully expanded for modern living, this cottage-rooted home commands panoramic views across the bay to Maine's iconic lighthouses, historic Fort Gorges, and the passing ships of the working channel. A mature landscaped buffer lends uncommon privacy, letting the ocean take center stage. The home settles gracefully into its landscaping and setting, so completely of its place that stepping through the door feels like arriving at an oceanside bungalow in Carmel-by-the-Sea, California. Inside, an open plan gathers a chef's kitchen and generous dining area, while a sunroom wrapped in windows draws the ocean and light indoors. The sunken living room, warmed by a gas fireplace, frames the water beyond. The first-floor primary opens to easterly sunrises and the gardens; a second main-level bedroom and a third upstairs, living like a private suite with its own roof top deck, provides flexible, comfortable space. Outside, an oceanside stone terrace sets the stage for entertaining, while the rooftop deck rises to truly commanding views and hours of open sun. Rarest of all along this coast is the pairing the site affords: a home perched high on rock and ledge, yet with a sandy beach just beside it, reached by the property's own private path. An attached two-car garage, mudroom, and pantry answer the practicalities of year-round living. As part of the Danforth Cove community, residents also enjoy tennis, all just minutes from South Portland's shops and restaurants and the culture of downtown Portland. Sited at the very edge of Cape Elizabeth, Cape's Edge is a singular place to call home on the Maine coast.

2 Drew Rd, South Portland

Listing courtesy of Legacy Properties Sotheby's International Realty.

3 Morning St, Scarborough
$3,450,000
3 Beds ⋅ 3 Baths
Rare opportunity to own one of Higgins Beach's most iconic oceanfront residences, offering breathtaking panoramic views stretching from Cape Elizabeth and Richmond Island to Biddeford Pool. Featured in Maine Home + Design, this exceptional coastal retreat was thoughtfully reimagined to blend timeless New England architecture with sophisticated seaside living. Perfectly positioned on a rare double lot in one of Maine's most coveted beachfront communities, the home captures the beauty of the Atlantic from nearly every room. Expansive walls of glass frame ever-changing ocean vistas, flooding the interiors with natural light and creating a seamless connection to the surrounding landscape. Custom millwork, carefully curated finishes, and impeccable craftsmanship are showcased throughout, while multiple gathering spaces provide the perfect setting for both relaxed family living and effortless entertaining. Step outside to enjoy the sights and sounds of the ocean, with direct access to Higgins Beach and endless opportunities for swimming, surfing, beach walks, and coastal exploration. Whether enjoying sunrise over the water, watching boats pass along the coastline, or entertaining guests against a backdrop of spectacular ocean views, this home offers a lifestyle that is truly unparalleled.. A once-in-a-generation offering, this extraordinary property combines privacy, architectural significance, and an irreplaceable oceanfront setting in one of Maine's most treasured seaside neighborhoods.

3 Morning St, Scarborough

Listing courtesy of Legacy Properties Sotheby's International Realty.

00000 Shore Road Cpe, Cape Elizabeth
$3,400,000
This 14.25-acre parcel on Shore Road in Cape Elizabeth is indeed a rare and remarkable opportunity that is now on the market for the first time in over 120 years. Located directly across from the beach, Fort Williams Park, and the iconic Portland Head Light, this property offers prime access to scenic beauty and proximity to Portland's amenities — including just a 20-minute drive to the Portland Jetport. Engineering for a 16-unit luxury condominium development has been completed, including studies covering stormwater, sewer, utilities, density, wetlands, traffic, soil, open space, and permitting from both the Army Corps of Engineers and the Maine DEP. At the final Planning Board review of this project, 35 of the 36 Findings of Fact were approved (see attached document). Next steps with this incredible parcel would be to revive the current development proposal or explore alternative uses such as private estates.

00000 Shore Road Cpe, Cape Elizabeth

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

3 Canter Ln, Cape Elizabeth
$3,390,000
7 Beds ⋅ 10 Baths
A Luxury Residence inspired by Nature: Sited on 14 private acres in the heart of Cape Elizabeth, Great Woods Lodge at 3 Canter Lane offers a rare blend of seclusion and convenience. Bold architecture meets warm, livable elegance throughout. The home unfolds with a gourmet kitchen, refined library, living and sitting rooms, four bars, six bedrooms, two offices, a gym, sauna, steam room, and a private movie theater. Thoughtfully appointed baths, multiple fireplaces, and a detached carriage house complete the estate. Outside, curated grounds feature exquisite hardscaping, fountains, and lush landscaping, along with deeded access to a peaceful pond. Canter Lane connects directly to sidewalks leading to village shops, schools, dining and abutting preservation land trails bring you to the Atlantic Ocean. This extraordinary estate offers endless exploration opportunities! Just moments from Portland International Jetport (PWM) and the celebrated dining, art, and music scene of Portland, Maine - this is a lifestyle of both retreat and refinement!

3 Canter Ln, Cape Elizabeth

Listing courtesy of Legacy Properties Sotheby's International Realty.

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

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

Privacy Policy

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

How much is your home worth?

Get instant property value now!

Valuation data provided by Black Knight EasyValue