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$2,500,000
3 Beds ⋅ 5 Baths
Inspired by the timeless charm of a classic Maine boat, this one-of-a-kind Kennebunkport home blends craftsmanship, comfort, and coastal character. The heart of the home is an open-concept living space anchored by a stunning fireplace, creating a warm and inviting gathering place for family and friends. Designed for both everyday living and effortless entertaining, the first-floor primary suite offers privacy and convenience, while two spacious ensuite bedrooms on the second level provide comfortable accommodations for guests. A charming library creates the perfect spot to curl up with a good book or work from home in a quiet setting. The finished lower level adds exceptional flexibility with additional living space and a full bath, ideal for recreation, hobbies, or overflow guests. Outside, the property offers room for a future garage, with plans available to help bring your vision to life. Located just moments from the shops, restaurants, galleries, and waterfront attractions of Kennebunkport, this distinctive home offers a rare opportunity to enjoy coastal Maine living in a truly memorable setting. Listing Broker is an immediate family member of the Seller.

53 S Main St Unit 2, Kennebunkport

Listing courtesy of Portside Real Estate Group.

$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.

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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