30 Grandview Road
Perched on Southport Island’s east shore is this Whitten-designed 4BR/3.5BA home with guest cottage and barn, all on 9+ acres of beautifully landscaped grounds, shorefront, and woods. Marvelous views of the Atlantic Ocean featuring Squirrel Island’s dramatic south shore, historic Ram Island Lighthouse, and open ocean. Boothbay Harbor’s boating activity adds to the property’s sense of place. Other amenities include attached garage, elevator, fireplaces, air conditioning, irrigation, and automatic generator.
115 Paradise Point Road
Quality proves paramount at this artfully crafted, cottage-style home in East Boothbay. Views straight out Linekin Bay are elevated from the house, with lawn and gardens sloping gently to its deepwater dock and frontage. Interior reinforces the cottage feel, with three wood-burning fireplaces, warm wood finishes, and ocean views. Extensive master suite, with private bedroom, bathroom, office, and dressing room. A 40’x60′ barn, with 1.12-acres, 3-bedroom septic, and drilled well included across the street.
30 Horn Cove Road
Unique 3 season oceanfront home overlooking a broad expanse of crashing surf frontage (1,100′ +/-) with panoramic views of outer Boothbay Harbor islands and beyond. This classic 5 bedroom log ‘lodge’ sited on 1.82 +/- acres, has been updated with cedar shingle siding and retains its original log interior: a soaring cathedral living room offers a stone fireplace, access to an expansive porch and central staircase to double balconies. First floor master suite, office, formal dining room, spacious kitchen with adjacent sunroom and 4 second floor guest bedrooms with shared baths and lower level exercise room all enhance this spectacular offering. Private sandy beach and some of the best views the region has to offer.
40 Town Landing Road
”Lighthouse View” and ”Seaside Cottage” are sited on the southern tip of Southport Island overlooking Squirrel Island Bay. Offering 288′ of deep-water shoreline with private dock and float. The .68 acre year round property encompasses a 2 bedroom, 2.5 bath main house, a 1 bedroom, 1 bath guest cottage and a barn with office, a laundry and recreational room. Built in 2015, this spectacular compound offers stunning views of Cuckholds Lighthouse and the islands of outer Boothbay Harbor. All your needs met for your private piece of heaven.
15 Albion Point Road
Beautiful architecturally designed home with private deepwater dock and float. Located on a private site with 200′ +/- water frontage on the Sheepscot River. Featuring 3 bedrooms with first floor master suite, 5 baths, large country kitchen, spacious living room with river views and gas fireplace, water facing sunroom and open deck. A guest apartment above the garage provides extra living space.
161 Paradise Point Road
Any connoisseur of fine old summer cottages will appreciate the gracious demeanor of this 1926 shingled home sited high on a rocky point overlooking all of Linekin Bay, Squirrel Island & the open ocean. It is perfectly capable of year round living, but has been enjoyed by a few fortunate families as a summer respite for over 90 years. Careful updating over the years has maintained the original character as she was built. The cottage has beautiful wooden flooring throughout.
26 Driftwood Cove Road
Custom home on 5+ acres with 860’+ of oceanfront featuring spectacular views and private dock and float. This 4 bedroom, 2.5 bath home was built in 2002 and features a first floor master suite, living room with cathedral ceiling and fireplace, cherry wood kitchen, office, and expansive waterside deck for relaxing and entertaining. Plenty of room to add a guest cottage. Private, yet close to the library, post office, general store, and Cozy Harbor Yacht Club. Downtown Boothbay Harbor just minutes away!
49 Sawyer's Island Road
Overlooking the conjunction of the Back River and Sheepscot River this well-built 4 bedroom, 3.5 bath home is sited on 1.59 acres with 200′ of water frontage. Enjoy sunsets over the river from the expansive porch and open deck. Take advantage of one-floor living or use the finished walk-out lower level area for entertaining or guest quarters. The house features hardwood and tile flooring with radiant in-floor heating throughout, cathedral ceiling living room with gas fireplace and porch access, main bedroom suite with gas fireplace, den, and fully appointed kitchen with adjacent mudroom/laundry room. Attached 2-car garage with plentiful storage above. A separate studio-style guest cabin is included along with a large deepwater dock and floats with spacious boathouse storage building. This property has it all and can be your new year-round or vacation home!
5 Grandview Avenue
Located in the much sought after Spruce Point area of Boothbay Harbor is this custom designed 5 BDR, 4 BA home in a spectacular setting that offers 200′ +/- of deep waterfront with a private dock and float. Enjoy stunning panoramic views of outer Boothbay Harbor and the islands. Beautifully maintained and landscaped, this fully furnished home features a beamed, cathedral ceiling living room with stone fireplace, sunroom, dining room, and recently renovated kitchen by Knickerbocker Woodworking.
222 East Side Road
A rare offering in the Boothbay Region, scenic waterfront beauty and complete privacy. This charming estate offers 47+/- acres of wooded and pasture land with 1200′ +/- of water frontage with deep water dock and float on the Back River. Open decks on the east and south take full advantage of the spectacular elevated waterfront views. Detached Guest House, waterfront studio and 2-car garage.
40 Paradise Lane
Located within Southport Island’s treasured Dogfish Head neighborhood, this 2BR/2BA home offers westerly orientation, one-floor living, and close proximity to island amenities. A quintessential Maine coast setting, the property features mossy spruce woods to the shore, where a coarse pebble and sea glass beach is bookended by lichen covered rocks. From the house, the sights, sounds, and smells of the ocean are ever-present, comfortably enjoyed from nearly every room of the house, plus its two decks. Inside, the home features bedrooms on either end of the house, with a tremendous great room down the middle, with high ceilings, a stone fireplace, and open living to the kitchen. A prime opportunity to join the coveted Southport community, which features friendly neighbors, quiet roads for walking, Hendrick’s Head Beach, Cozy Harbor and Southport Yacht Club, Island Store, and much more.
111 Paradise Point Road
Classic Maine cottage style year round home offering commanding views of Linekin Bay. This property features a spacious custom kitchen open to sunroom/dining area, living room with fireplace, formal dining room & 3BR suites. Expansive porch with southwesterly views. Enjoy the added bonus of a 2BR/1BA cottage with deck, living/dining room with fireplace, galley kitchen, outdoor shower, and laundry all situated on pilings over the water. Two moorings and a deep water dock. A yachtsman’s paradise.