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$5,000,000
5 Beds ⋅ 7 Baths
Nothing was overlooked in this masterfully recreated home which is a legal duplex. Perched above and overlooking the water of Mast Cove, it is only steps from Dock Square Center and all its shops and restaurants. In addition, sellers are willing to turn this property into 2 luxury condominiums for the right purchaser or leave as a legal duplex. Unit A: Approx. 1,600 sq ft featuring three ensuite bedrooms (two on the first floor, one upstairs). Unit B: Approx. 1,200 sq ft with two ensuite bedrooms. The home showcases top tier craftsmanship, award winning coastal design (2022 Down East Home Design Award), and a proven RENTAL history. Seller's willing to allow a buyer to purchase either unit individually as well--Unit A for 3,399,000 or Unit B for 1,899,000-. Enjoy this luxury living with water views, walkability to shops and restaurants, and every advantage of Kennebunkport's most desirable location. SHOWN BY APPOINTMENT ONLY AND SELLERS ARE REQUESTING A PREAPPROVAL LETTER OF FINANCING PRIOR TO OR AT ARRIVAL OF THE SHOWING. ALL CURRENT AND FUTURE RENTALS WILL BE HONORED. TAXES REFLECT THE ENTIRE PROPERTY. Condo MLS numbers are as follows: Unit A 1654913, Unit B MLS 1654909. Strong rental history.

2 Maine St, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$4,900,000
5 Beds ⋅ 3 Baths
The Driftwood: Exceptional oceanfront retreat on the coveted shores of Goose Rocks Beach captures the timeless charm of coastal Maine living with an unrivaled private beachfront setting. Nestled at the desirable west end of the beach, the property enjoys direct private access to the soft white sands and sweeping Atlantic vistas that stretch endlessly beyond its doorstep. Sunlight pours through expansive windows, illuminating inviting living spaces designed for both relaxation and entertaining. The stunning oceanside living room, anchored by a classic wood-burning fireplace, provides a warm and welcoming gathering place while framing breathtaking views of the beach and sea. The home's Town Effective Age is 2001. With five bedrooms and three full baths, including a serene oceanside primary suite overlooking the beach, this residence is designed to embrace its extraordinary setting. Thoughtfully appointed gathering spaces include a sunroom, den, dining room, and spacious living areas that effortlessly connect with the beauty of the surrounding landscape. Outside, a lush seaside yard creates the perfect setting for lawn games, evening cocktails, and memorable gatherings. An outdoor rinsing area, central air conditioning, and private stairway to the beach enhance the effortless coastal lifestyle this property affords. Steeped in nostalgia yet rich in opportunity, this is a truly special beachfront sanctuary where the Atlantic Ocean serves not simply as a view, but as an ever-present companion. The protected cove further enhances this remarkable property, with calm waters ideal for swimming, boating, sailing, paddleboarding, kayaking, and beachcombing. For boating enthusiasts, the sheltered location presents the potential to obtain a mooring, providing convenient access to the waters of Cape Porpoise and the Gulf of Maine. An extraordinary chance to experience one of Maine's most treasured stretches of coastline from a private and irreplaceable oceanfront setting.

669 Kings Hwy, Kennebunkport

Listing courtesy of Landvest, Inc..

$2,950,000
4 Beds ⋅ 2 Baths
Seldom does a waterfront property with its own private dock become available - this is one of those rare opportunities. This quintessential Maine cottage provides a perfect blend of classic coastal charm and peaceful waterfront living. Wake up to stunning water views, enjoy your morning coffee on the expansive deck, and spend your days swimming, kayaking, boating, of fishing right from your own dock. As the day winds down, relax on the west-facing deck and take in spectacular sunset views over the water. Inside, the cottage is warm and inviting, showcasing timeless Maine character with an original stone fireplace, exposed beamed ceiling, wood floors, and knotty pine accents. The expansive 600+ square foot deck area provides exceptional outdoor living space, making a perfect setting for entertaining family and friends or simply enjoying the beauty and tranquility of the waterfront. Just a short walk from the village, this is the perfect place to enjoy all the Cape Porpoise has to offer.

31 Pier, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$1,875,000
5 Beds ⋅ 2 Baths
Welcome to 1052 Kings Highway, where the best of Goose Rocks Beach is just steps from your front door. Located across from the beach, this year-round coastal home offers second floor ocean views and an opportunity to enjoy one of southern Maine's most cherished seaside communities. Spend your days relaxing on the sand, swimming in the surf, or exploring the natural beauty of Timber Island at the north end of the beach. Inside, the home retains the warmth and character of a classic Maine beach cottage. The home features southern yellow pine floors, a living room with a gas fireplace, and a first floor flex room currently used as a bedroom. Upstairs are four additional bedrooms and a bathroom, providing ample space for family and guests. Whether you're looking to preserve its timeless coastal charm or explore the home's expansion potential, 1052 Kings Highway presents a rare opportunity to create lasting memories at Goose Rocks Beach--a home that has been enjoyed by generations and is ready for its next chapter.

1052 Kings Hwy, Kennebunkport

Listing courtesy of OceanView Properties.

$5,490,000
4 Beds ⋅ 4 Baths
Welcome to a truly one-of-a-kind property where history, character, and opportunity come together across more than 37 acres of breathtaking coastal countryside. Ideally located between the charming fishing village of Cape Porpoise and the sandy shores of Goose Rocks Beach in Kennebunkport, this exceptional estate offers a rare chance to own a generational property with multiple residences, expansive acreage, and future potential in one of Southern Maine's most desirable coastal settings. At the heart of the property sits a charming antique farmhouse featuring 4 bedrooms, oversized living spaces, beautiful, beamed ceilings, and three fireplaces that create warmth and timeless character throughout. Rich in history and architectural detail, the home offers the perfect blend of rustic charm and comfortable living. Complementing the main residence are two separate guest cottages, ideal for extended family, guests, rental income, or caretaker accommodations. One cottage offers a cozy one-bedroom layout, while the second provides two bedrooms and additional flexibility for a variety of uses. A substantial barn adds even more possibilities, whether for agricultural pursuits, storage, workshops, events, hobbies, or future creative ventures. The 37+ acre setting is truly remarkable, featuring open fields, natural landscapes, and small development potential for those seeking to explore additional opportunities. Enjoy peaceful marsh views and distant ocean vistas that provide a stunning backdrop, and a sense of privacy rarely found in such a convenient coastal location. Whether you envision a family compound, working farm, investment property, hospitality venture, or a private retreat to be enjoyed for generations, this extraordinary offering presents a unique opportunity to create your legacy in Kennebunkport's coveted coastal corridor.

190 Mills Rd, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$3,900,000
3 Beds ⋅ 4 Baths
Nestled in the heart of iconic Dock Square, this exceptional antique riverfront residence offers a truly rare opportunity to own one of the area's most distinctive and coveted properties. Rich in character and timeless charm, this 3,200± square foot home seamlessly blends historic architectural details with spacious, comfortable living. The residence features three generously sized bedroom suites, expansive gathering spaces, and two fireplaces that create warmth and ambiance throughout the seasons. Antique craftsmanship and period details are showcased throughout the home, while two inviting sunporches and rear deck provide the perfect vantage point to enjoy river views and changing tides. Outside, a quaint riverside backyard offers a peaceful retreat overlooking the water, while the property's private dock provides direct access to the river--a remarkable amenity rarely found in Dock Square. Beautiful curb appeal, mature landscaping, and a one-car attached garage further enhance this special offering. Leave your car behind and enjoy an easy stroll to Dock Square's renowned shops, galleries, restaurants, and waterfront attractions. Combining an unparalleled location, private waterfront access, and authentic antique charm, this is a one-of-a-kind property that seldom becomes available. An extraordinary opportunity to own a landmark riverfront home with a private dock in one of Maine's most sought-after coastal destinations.

49 Ocean Ave, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$1,740,000
3 Beds ⋅ 3 Baths
Conveniently located only one-half block from gorgeous Goose Rocks Beach, your whole family will enjoy the proximity the beach is to home. No crossing Kings Highway to run home from the beach for an extra towel or beach chair and just a quick stroll for young ones needing a break from the sun. 1081 Kings Highway was thoughtfully designed to maximize the surrounding scenery. The home's reverse floor plan places the main living spaces on the second level, where expansive windows fill the interior with natural light and frame stunning ocean vistas. The recently renovated kitchen features quartz countertops, upgraded appliances, and seamless flow into the open-concept living and dining areas, creating the perfect space for gathering with family and friends. Step onto the large upper deck to enjoy the sound of crashing waves, light sea breezes, morning coffee, or an evening sunset over the coast. The first floor offers two comfortable bedrooms with ensuite bathrooms, a dedicated office, and a spacious laundry room, while a private third-bedroom suite is tucked just off the main living area upstairs. Whether hosting guests or creating lasting family traditions, the layout offers both functionality and flexibility. Just moments from the sandy shores of Goose Rocks Beach, you'll enjoy easy access to swimming, paddleboarding, boating, fishing, and long walks along one of Maine's most beloved beaches. GRBA is nearby for the whole family to enjoy tennis, pickleball, and the community house. Whether you're seeking a year-round residence, a seasonal retreat, or a place where generations can gather and create lifelong memories, 1081 Kings Highway offers a rare blend of location, views, and timeless Maine charm.

1081 Kings Hwy, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$2,845,000
4 Beds ⋅ 2 Baths
PRICE IMPROVEMENT and OPEN HOUSE 7/25 from 11-12:30! Offered for the first time in more than a century, this storied summer cottage in Cape Porpoise presents a once-in-a-generation opportunity to own a timeless piece of the Maine coast. Lovingly held by the same family for decades, the residence embodies the understated elegance and enduring charm of New England's classic seaside retreats. Set on a remarkable .97-acre parcel with more than 300 feet of water frontage, the property commands sweeping harbor views and distant vistas that stretch to the iconic Goat Island Light, where spectacular sunrises unfold across the water each morning. Thoughtfully positioned to capture both privacy and panorama, the cottage enjoys a rare sense of seclusion along a quiet dead-end lane, just moments from the village center of Cape Porpoise and a short drive to Kennebunkport. Inside, the home evokes the romance of a bygone era, with four inviting bedrooms, beadboard-clad walls, and two full baths, including one appointed with a classic clawfoot tub. A warm and intimate kitchen flows into sunlit sitting and dining spaces designed to frame the ever-changing coastal scenery, while expansive wraparound porches invite long summer afternoons overlooking the harbor. Whether preserved and restored as a legacy family compound or reimagined for a new chapter, the property offers extraordinary potential. The generous lot, substantial road frontage, and detached garage present ample opportunity for thoughtful expansion or redevelopment, all within one of coastal Maine's most treasured enclaves. Rarely does a waterfront offering of such provenance, scale, and possibility come to market. This is a property to be cherished for generations to come.

34 Langsford Rd, Kennebunkport

Listing courtesy of Keller Williams Realty. 207-650-6176
$1,795,000
3 Beds ⋅ 4 Baths
Ideally positioned within one of Kennebunkport's most sought-after luxury neighborhoods, 44 Oakwood Drive offers 3,409 square feet of thoughtfully designed living space on a tranquil lot abutting a serene man-made pond. Built in 2006 and crafted with enduring quality, this 3-bedroom, 3.5-bath residence exudes warmth and character at every turn. The first-floor primary suite is a true retreat, featuring two full en-suite baths -- a rare and coveted configuration offering single-level living at its finest. Two generously sized bedrooms occupy the upper level, providing privacy and comfort for family or guests. A formal dining room sets the stage for elegant entertaining, while the handsome office/library with custom built-in bookcases is the perfect work-from-home sanctuary. Two fireplaces lend timeless charm to the living spaces. Step outside to a back deck overlooking the peaceful pond, or unwind on the classic three-season screened-in porch -- ideal for morning coffee or evening relaxation. A two-car attached garage provides ample storage, not to mention the generous closet space at every turn. Plus a walk-up unfinished attic presents exciting expansion potential. Steps to Cleaves Cove Beach, this is a rare opportunity to own in one of Kennebunkport's premier addresses. It's setting offers both privacy and prestige just moments from Dock Square, local beaches, golf, dining, and the charm that defines Kennebunkport living.

44 Oakwood Dr, Kennebunkport

Listing courtesy of FIV Realty Co Maine, LLC.

$9,998,000
5 Beds ⋅ 9 Baths
Welcome to Harbor Watch-a distinguished estate steeped in history and timeless elegance. Perched on 2.2 private acres with sweeping views of the Kennebunk River and Atlantic Ocean beyond, this exceptional residence offers the rare combination of privacy, beauty, and walkability to the heart of Kennebunkport Village. Harbor Watch offers an array of thoughtfully designed outdoor spaces from second floor decks, to gracious front and side patios, to the manicured side lawn with classic pergola and elegant fountain. An in ground pool is nestled among original stone walls, salvaged from the historic Stone Castle, blending old world charm with modern luxury. Additional features include a 3 bay garage equipped with an EV charger, convenient pet shower, and generous storage. The front circular driveway adds stately curb appeal , while a separate rear driveway provides direct access to the garage and back hallway for everyday convenience. The property is irrigated ensuring the grounds remain lush and pristine. The front formal entry welcomes you with elegant marble floors and a grand staircase. The main floor is designed for entertaining and comfortable living. It includes a spacious living room with wood burning fireplace and wet bar; a conservatory wrapped I windows and a formal dining room. The updated kitchen features a large center island with seating, separate pantry, multiple refrigerators and dishwashers-ideal for hosting at scale. An adjacent comfortable family room with second wood burning fireplace and dedicated office complete the main level. Upstairs is an expansive primary suite and 4 additional en suite bedrooms. A richly appointed office with gas fireplace adds to the second floor appeal. The lower level features a custom bar with large wine cooler, wet bar ,gas fireplace, and gym that opens to the in ground pool. Harbor watch is a rare property- a spectacular home with timeless elegance in an absolutely perfect location!

60 Ocean Ave, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$1,695,000
3 Beds ⋅ 3 Baths
Contemporary coastal cottage with scenic water views and steps to water access. The light filled home offers 3 bedrooms and 3 baths with an open concept floor plan with gas fireplace designed for comfortable living and entertaining. The first floor Primary bedroom features a private en suite bath, and easy access to a separate living room. A full basement with 1 car garage under allow for plenty of storage. Enjoy water views from front and rear decks, and relaxing sounds of the ocean. Upstairs you find 2 additional bedrooms, 2 baths and a dedicated home office.Set on a spacious lot in a desirable location , the property is just a short walk to the beach and beautiful Vaughn Island. A perfect blend of coastal charm and modern conveniences.

65 Turbats Creek Rd, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

$1,899,000
2 Beds ⋅ 3 Baths
Nothing was overlooked in this masterfully recreated home which is a legal duplex. Perched above and overlooking the water of Mast Cove, it is only steps from Dock Square Center and all its shops and restaurants. In addition, sellers are willing to turn this property into 2 luxury condominiums for your purchase of one or both. Unit A: Approx. 1,600 sq ft featuring three ensuite bedrooms (two on the first floor, one upstairs). Unit B: Approx. 1,200 sq ft with two ensuite bedrooms. The home showcases top tier craftsmanship, award winning coastal design (2022 Down East Home Design Award), and a proven rental history. Buyers may purchase either unit individually--Unit A for 3,399,000 or Unit B for 1,899,000--or acquire both for full ownership of the entire property and its strong income stream. Enjoy this luxury living with water views, walkability to shops and restaurants, and every advantage of Kennebunkport's most desirable location. SHOWN BY APPOINTMENT ONLY AND SELLERS ARE REQUESTING A PREAPPROVAL LETTER OF FINANCING PRIOR TO OR AT ARRIVAL OF THE SHOWING. ALL CURRENT AND FUTURE RENTALS WILL BE HONORED. TAXES REFLECT THE ENTIRE PROPERTY Other Unit can be seen at MLS 1654913

2 Maine St Unit B, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$3,399,000
3 Beds ⋅ 4 Baths
Nothing was overlooked in this masterfully recreated home which is a legal duplex. Perched above and overlooking the water of Mast Cove, it is only steps from Dock Square Center and all its shops and restaurants. In addition, sellers are willing to turn this property into 2 luxury condominiums for your purchase of one or both. Unit A: Approx. 1,600 sq ft featuring three ensuite bedrooms (two on the first floor, one upstairs). Unit B: Approx. 1,200 sq ft with two ensuite bedrooms. The home showcases top tier craftsmanship, award winning coastal design (2022 Down East Home Design Award), and a proven rental history. Buyers may purchase either unit individually--Unit A for 3,399,000 or Unit B for 1,899,000--or acquire both for full ownership of the entire property and its strong income stream. Enjoy this luxury living with water views, walkability to shops and restaurants, and every advantage of Kennebunkport's most desirable location. SHOWN BY APPOINTMENT ONLY AND SELLERS ARE REQUESTING A PREAPPROVAL LETTER OF FINANCING PRIOR TO OR AT ARRIVAL OF THE SHOWING. ALL CURRENT AND FUTURE RENTALS WILL BE HONORED. TAXES REFLECT THE ENTIRE PROPERTY. OTHER UNIT MLS IS 1654909

2 Maine St Unit A, Kennebunkport

Listing courtesy of Kennebunk Beach Realty.

$2,800,000
3 Beds ⋅ 3 Baths
A rare opportunity to live by the sea! Properties in this coveted Cape Arundel neighborhood seldom come to market, making this an exceptional chance to secure your place by the ocean. Set on a generous acre, the property spans both Windemere Place and Windemere Drive, offering a unique sense of space and privacy. 🌅 Walk to Cleaves Cove, where a sandy beach awaits for morning strolls or afternoon relaxation. 🛶 Launch a kayak or canoe and paddle your way out to open water. 🌤️ Enjoy a rooftop deck with sweeping panoramic views of the Atlantic--an unforgettable vantage point for sunrises, stargazing, or simply taking in the coastal breeze. This is coastal living at its most inviting: peaceful, scenic, and rarely available. Being sold ''as is.''

5 Windemere Pl, Kennebunkport

Listing courtesy of Coldwell Banker Realty. 207-967-9900
$2,750,000
5 Beds ⋅ 3 Baths
Set along the quiet waters of Cape Porpoise, 41 Mills Road is a refined coastal retreat in Kennebunkport that feels both elevated and effortless. Thoughtfully reimagined, the home blends clean architectural lines with warm, coastal textures--creating interiors that are sophisticated without feeling formal. Light moves beautifully through the open living spaces, where a well-appointed kitchen anchors the home and flows seamlessly into relaxed gathering areas designed for both intimate evenings and lively summer weekends. Generous bedrooms, including a standout bunk room, provide flexibility for guests and extended stays, while curated finishes throughout reflect a quiet attention to detail. Outdoors, the setting speaks for itself--water views, salt air, and a sense of privacy that's increasingly rare. Completely at home on the Maine coast.

41 Mills Rd, Kennebunkport

Listing courtesy of Pack Maynard and Associates.

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.

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