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$1,495,000
3 Baths 1672860 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$325,000
1672479 MLS
A rare opportunity to create your own private coastal retreat on 4± acres on beautiful Westport Island. An open parcel, it feels dramatic with large old growth trees and some water views toward the cove. A short walk brings you to the picturesque common area with a large dock on the Sheepscot River. Cool ocean breezes and salty air await at the common area and use of the dock offers deepwater for any boating style. Not far from Derecktor Robinhood Marina for dinner by the water. Or run across to Boothbay Harbor, 15 minutes by boat! The charming off-the-grid cabin, (designed in Norway) provides a comfortable place to escape today while you plan and build your home. Whether you dream of a year-round residence or a seasonal getaway, this property offers the rare combination of substantial acreage, deepwater access, and existing accommodations. Experience the tranquility of island living in the heart of MidCoast Maine.

65 Sortwell Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$695,000
1 Beds 1 Baths 1669798 MLS
It's all here! Beautiful coastal land, charming cottage, garage, stunning, sparkling water views. Don't miss this opportunity to own a year round waterfront property with potential for so much more! 150 feet of frontage on the Back River, 1.5 acres of developed land with driveway, well, septic all in place. Come sit on the deck and feel the ocean breezes, enjoy total privacy and open water views. Looking due west for spectacular sunsets. Use as your getaway or the ultimate guest house for your new build on this stunning stie. This home features an open floor plan, a wall of windows overlooking the bay, warm wood floors, and exposed beams that create a classic Maine cottage feel. The main level offers a full bath with tiled shower and laundry, while the loft-style second floor provides flexible space for sleeping, a home office, or reading nook with elevated water views. A full basement offers ample storage, and the oversized detached garage with loft provides additional space for vehicles, hobbies, or a workshop. Conveniently located near beaches, state parks, nature preserves, and a public boat launch, this move-in-ready property is the perfect Midcoast retreat.

91 Bay Shore Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$1,495,000
6 Beds 3 Baths 1667936 MLS
Remarkable Waterfront Estate featuring two Distinct Residences and a Deep Water Dock. Ideal for Multi-Generational Living or Exceptional Rental Income Opportunity! Nestled along the picturesque Sheepscot, this unique Waterfront Estate offers a rare blend of refined country living, natural beauty, and seclusion. The 3-Bedroom, 2-Bath Primary Residence with an expansive deck, presents sweeping water views and the ideal perch from which to view soaring eagles. From the spacious living area, to the vaulted ceilings, to the breakfast nook, to the remodeled bathroom w/ bidet, the home includes thoughtful features throughout. The 2-car garage includes a handy work room and spacious 2nd floor storage. A separate Guest Cottage, rebuilt from the frame, offers additional year-round comfort & privacy, complete with its own deck & garage. (Rental Income history available). The property features a private Deep-Water Dock w/ an impressive stairway to the water, providing direct access to Boothbay Harbor, Wiscasset, & the Atlantic -- ideal for boating enthusiasts and Coastal adventurers alike. The low-maintenance landscaped grounds have been cultivated over time to create a seasonal paradise, bursting with color through the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & Swing Chair. Automatic Generator serves both the House and Cottage. Whether enjoying quiet mornings on the deck, launching a kayak or boat from your dock, or entertaining guests in a setting of timeless coastal charm, this estate is a special place to call home. From this sanctuary, you feel a world away, yet mere minutes to local restaurants & shopping. (Primary Residence expanded in 2000, renovations to 2023. Guest House renovated in 2015. Main House 2,445 sq ft; Guest House 1,180 sq ft. Bdrm/ Bath count includes House (3/2) & Cottage (3/1). 4-Bdrm Septic.) Ideal Multi-Family property. Westport Island includes exceptional benefits of School Choice & low Property Tax rate. *

33 30 Taylor Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$3,950,000
3 Beds 3 Baths 1666204 MLS
Available for the first time in a quarter century, this rare coastal retreat encompasses 51 private acres with nearly a mile of frontage along the Sheepscot River. Step back in time as the meandering dirt drive, lined with mature oak trees and vintage stone walls, draws you to the meadow's edge and sweeping views of the river. Over 40 acres of your own private, magical wooded trails wander down the peninsula to a rocky point where seals frolic offshore and bald eagles perch above the water. Heading toward the water, you will pass the writing cottage, saltwater pool, and pool house. Next is the 3-bedroom, 3-bath antique Cape house from the 1800s, thoughtfully updated to honor its heritage while providing modern amenities. Exercising judicious design restraint, the owners added a new kitchen, upgraded the pantry, and refreshed all three bathrooms. The new heated saltwater pool and its pine-scented pool house offer hours of entertainment for all ages. The second writing studio, designed by Snyder and Cheng, sits at the water's edge, offering a quiet space for music, writing, storage, or creative retreat. The deepwater dock, a coveted feature for boaters, offers 8 to 9 feet of depth at mean low water and will welcome most boats. Vessels requiring more depth can swing on the mooring at 28 feet. The protected waterfront also invites quieter days on the water, offering easy access for kayaking, canoeing, and exploring the Sheepscot River at your own pace. Boaters can enjoy a remarkable network of rivers, coves, and island passages, with easy access to open water and the sea beyond. A true legacy offering with thoughtful conservation easements to ensure its quality for generations. The current owners chose understated simplicity, allowing the natural setting to remain the defining luxury: woods, wildlife, salt air, and the ever changing tides of the saltwater river. This coastal sanctuary is just an hour from the Portland, Maine airport and 2.5 hours from B

45 Bradley Rd, Westport Island

Listing courtesy of Vitalius Real Estate Group.

$399,999
1664403 MLS
A beautiful waterfront setting along the Sheepscot River in Midcoast Maine, with a distinct sense of privacy and natural beauty. This land is situated within Rum Cove on Westport Island. The property includes 3.3 acres with 300' of pristine river frontage. It captures expansive views over the Sheepscot River leading to Boothbay Harbor and the Atlantic Ocean. Bordering conservation land, it provides a quiet sense of escape, with native wildlife including eagles, osprey, and deer. Build your own private dock or owners enjoy access to a shared deepwater dock and float in Rum Cove, providing access to boating, kayaking, fishing, and exploration along the Sheepscot River. Well suited for a custom waterfront home or coastal retreat, this property balances seclusion and accessibility. Though peacefully tucked away, it is just minutes from the town of Wiscasset for groceries, dining, and everyday needs, with convenient access to Bath, Brunswick, Portland, Augusta, and the greater Midcoast region. A place where it's easy to imagine making this your own.

16 Otter Ln, Westport Island

Listing courtesy of LAER.

$345,000
2 Beds 1 Baths 1657772 MLS
Purchase your own Arched Cabin! Sustainable. Modern. Turnkey. Experience this high-performance, all-electric year-round retreat on Westport Island, Maine. Architecturally distinct for its unique round design, this 2-bedroom, 1-bathroom home is ideal for energy efficiency and low-maintenance ownership. This camp or vacation home features an open-concept main level with a private bedroom and a versatile, light-filled second-story loft. Easy to maintain with high-end heat pumps and two infrared fireplaces. No oil or propane, no hassle. Recent upgrades include new high-end wood laminate and carpet flooring, new kitchen cabinets, and quartz countertops to complement the energy-efficient appliances. Enjoy the quiet evenings outside by the fire or relax inside with all the natural light pouring in. The seller is conveying most furniture and a generator, which could make it an immediate-start short-term rental. Located near Boothbay, Maine, and Wiscasset, Maine, you and your guests will love the proximity to Casco Bay. The property is conveniently located near the Westport Island boat launch and Clough land preserve.

35 Bayview Dr, Westport Island

Listing courtesy of Keller Williams Realty.

$1,100,000
3 Beds 3 Baths 1639704 MLS
''Eagle's Nest''. Nestled on its ideally elevated perch above the Sheepscot, with sweeping views of the sea life, this classic 3-Bedroom, 2 1/2-Bath Coastal Home offers breathtaking elevated views, deep-water frontage, and the peaceful rhythm of the tides. Situated on a private road in historic Squam Heights, on the northern tip of Westport Island, this property delivers unmatched serenity with panoramic water vistas from nearly every room. Designed to showcase its stunning waterfront setting, the home features a bright, open layout ideal for entertaining or quiet reflection. The spectacular Great Room--with vaulted ceilings, a custom fireplace, and expansive windows--opens directly onto a spacious waterside deck, perfect for viewing boats sailing past or dining under the stars. Enjoy the ease of optional single-floor living, an attached garage, and meticulous upkeep throughout. With its elevated position above the shoreline, this unique property also offers rare potential for a deep-water dock--an exceptional opportunity for boating enthusiasts. While blissfully secluded, you are just a few minutes to Wiscasset or Bath and the many attractions of Midcoast Maine. On-island adventures include kayaking, hiking, yoga, and visits to a local farm, organic brewery with outdoor summer events, a historic inn, and a vibrant community association. Furnishings are negotiable, making this a perfect turn-key coastal escape or year-round residence. Residents also benefit from School Choice and Westport Island's low property tax rate. Don't miss your chance to own a slice of classic Maine waterfront living on sought-after Westport Island. Come for a Visit, Stay for a Lifetime...

3 Rocky Rd, Westport Island

Listing courtesy of Engel & Volkers Casco Bay.

$329,000
3 Beds 1 Baths 1650674 MLS
Experience the quintessential Maine lifestyle in this beautifully renovated ranch, perfectly positioned on a spacious two-acre lot on Westport Island. This single-floor home features an expansive open-concept layout where the sun-filled living room flows seamlessly into a large dining area and kitchen, creating an ideal environment for entertaining and daily living. With three comfortable bedrooms and a full bathroom, the interior feels fresh and modern following a complete top-to-bottom renovation. Peace of mind comes standard with recent upgrades including a brand-new metal roof designed for longevity and low maintenance. Outside, the property offers two level acres with ample room for gardening, outdoor recreation, or simply enjoying the coastal air. Located just a few hundred yards from the Back River, this home provides easy access to the water for kayaking, beachcombing, and sunset strolls. Whether you are looking for a year-round residence or a peaceful island retreat, this property combines modern comfort with the natural beauty of the Midcoast region.

575 Main Rd, Westport Island

Listing courtesy of Coldwell Banker Realty.

$360,000
1661377 MLS
When deep water, privacy and nature call this property answers! McCarty Cove is a magical place to wander around with friendly neighbors, an association that cares and wildlife that abounds. This lovely 10-acre parcel has many amazing attributes so let's name a few. Well, 10 acres to start with. You have two options to build on because the land is divided (don't let that turn you off) by the road with ample space for driveways to be added. The back lot is approximately 7 acres with mature trees, nature trails that meander between flat areas and ledge while leading you to a babbling brook. As we walked through the land, I noticed the fiddleheads were popping up and the blueberry plants were reaching for the sunlight as we moved through the quiet stopping to notice the breeze with not a sound on it that wasn't made by nature. Many opportunities to create a magical oasis presented themselves depending on your desires. The waterfront side draws you in but not necessarily like you would think. It starts with the realization that the light shining through the trees makes you stop every so often to marvel at how it plays on the trees. There is an openness to the land that allows you to ponder where the best site would be. Beautiful ledges offer wonderful options for landscaping, creating areas of solitude while wildlife watching or peaking at the twinkling of the water calling you in for a closer view. As you get closer to the water the land starts to drop down. At first, I was just focused on the terrain in front of me but turning around to see what I just walked down gave me even more ideas of landscaping and quiet areas. This property has a small cove to investigate potential for mooring, dock and float (check with town), peaceful nature walks, marine wildlife, a beautiful common area (see pictures) and plenty of options for your dream home. Oh, and deep water. Come take a look! What's your dream for this magical land? **Do NOT walk on old staircase**

Lot# 14-12 Lot# 14-12 Cv, Westport Island

Listing courtesy of Hills & Harbors Real Estate.

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