Remarkable Waterfront Estate featuring 2 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, as well as the ideal perch from which to view soaring eagles & osprey. From the spacious living area, to the vaulted ceilings, to the breakfast nook and beyond, 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 in 2015, offers additional year-round comfort & privacy, complete with its own deck & 2-car 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 thru the seasons. Outdoor living is elevated with a Bocce Court, Fire Pit, & water-side lawn. 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.
Escape to the peaceful beauty of Westport Island with this lovingly maintained 2-bedroom, 2-bath home tucked away on over an acre in a private rural setting. Full of warmth and personality, this comfortable home offers a spacious living room, two custom bump-outs that add extra living space and natural light, and a thoughtful floor plan designed for easy living. Step outside to enjoy the decks overlooking the surrounding natural landscape, perfect for morning coffee, relaxing afternoons, or gathering with friends. Two attractive outbuildings provide excellent storage, workshop, studio, or hobby space. A generator adds peace of mind, while the home's recent relocation to its current site offers a unique opportunity to enjoy a well-cared-for residence in a desirable island location. With its welcoming atmosphere, artistic flair, and unmistakable free-spirit vibe, this property is a wonderful place to unwind, create, garden, or simply enjoy the slower pace of island living. Whether you're seeking a year-round home, vacation getaway, or affordable coastal Maine retreat, this special property offers privacy, comfort, and the charm that makes Westport Island such a treasured destination.
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
Delightful end-of-the road privacy along the shores of Knubble Bay, mid-coast Maine's sought-after saltwater getaway, boasting protected deep water, unrivaled privacy, and mesmerizing sunsets. Enjoy your favorite drinks as the sun paints the sky each evening, the perfect backdrop to the boats that wait patiently on your moorings. A contemporary home anchors this legacy property from atop an island-like hilltop and boasts first floor primary suite, solarium, greenhouse, and a great room whose ceiling vaults up above a grand fireplace and soaring fenestration. Relax your gaze into the fireside after a voyage out to Damariscove Island and back. Experience the endless adventures of the Sheepscot, Kennebec, and Damariscotta rivers from this central boating outpost with numerous restaurants within a short boat ride! A proper pier and dock system provide an oversized, piling-protected float and three very stout moorings just serviced. Your solitude is assured with over 15 acres of forest, an undeveloped waterfront lot, nearby guest cottage, three-bay garage/workshop, and more. Buyer will need to install new septic field to replace the existing overboard discharge system. Call now for a private showing.
Experience the beauty of waterfront living at this year-round retreat on Westport Island, offering 238 feet of owned frontage along the picturesque Back River. Perfectly positioned with western exposure, this well-maintained home captures breathtaking sunsets and glowing golden hour views from nearly every angle -- whether relaxing on the oversized waterfront deck or enjoying the peaceful setting from your private dock. Designed for comfort and effortless coastal living, the home features a desirable first-floor primary suite complete with water views, direct access to the deck, a walk-in closet, and an en suite bath. The open-concept living and dining area is filled with natural light and enhanced by cathedral ceilings and a cozy wood-burning fireplace insert, creating a warm and inviting atmosphere year-round. Seamless indoor and outdoor living makes entertaining easy, with a spacious deck ideal for grilling, dining, or simply unwinding while overlooking the river at sunset. Additional conveniences include first-floor laundry and a thoughtful layout that makes both everyday living and seasonal getaways effortless. Ideally located just 10 minutes to downtown Wiscasset, 15 minutes to downtown Bath, and 20 minutes to downtown Damariscotta, this waterfront property offers the perfect balance of privacy and accessibility. This move-in ready home is ready to be enjoyed from day one -- just in time for summer on the Maine coast.
Set on a gently sloping lot leading down to the Back River--a tributary of the Sheepscot River--this year-round waterfront home features a comfortable, easy-living atmosphere. Designed to maximize views of the waterfront, the open concept living room/dining room/kitchen, as well as primary suite and lower-level family room all have open views to the property's 150 feet of waterfront. Each floor has a bedroom and a bathroom, the perfect layout for hosting family and friends. Relax on the large deck with your morning cup of coffee or entertain in the evening as you watch the sun set across the water. If that's not enough, this property comes with a deepwater mooring that will allow you to spend summer days on the water. On other days, spend your time exploring the shops and restaurants of the nearby charming villages of Wiscasset, Damariscotta and Newcastle or venture just a little further out to the many other attractions the Midcoast region has to offer--all within easy driving distance. The current owner has added warmth to the lower level with beautiful hickory wood flooring, installed an EV charging station in the attached two-car garage, and added an EcoFlow back-up battery system to support essential systems during power outages. This motivated seller would love for you to come take a firsthand look at this wonderful property--you've got to see it to believe it!
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.
PLEASE NO DRIVE-BY or WALKING property without an Appointment - Owner and Dog occupy home . Deep water ready for your new dock system! The waterfront is stunning and the home has been a comfortable place to relax for decades. Now it is time for someone to bring their new ideas and make it their own. One may finish the second level into a stunning primary suite with additional bedrooms and bathrooms. Attached and detached garage, plenty of storage in the full basement or finish off the area intended to be an exercise room.
NEW ROOF in fall of 2025!!! Charming home along the shores of the Sheepscot River offering deep water frontage for those boating enthusiasts. Roof was re-shingled in the late fall of 2025. Hardwood floors, deck for waterfront enjoyment in the summer months. Watch the boating activity from your perch with the morning coffee or watch the sunrise. Walkout daylight basement, two wells and a great set back from the public road along with plenty of space for addition and garage.
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.
''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...


Westport Island is located in Maine. Westport Island, Maine has a population of 863. Westport Island is less family-centric than the surrounding county with 12.87% of the households containing married families with children. The county average for households married with children is 23.29%.
The median household income in Westport Island, Maine is $76,129. The median household income for the surrounding county is $62,121 compared to the national median of $69,021. The median age of people living in Westport Island is 50.9 years.
The average high temperature in July is 77.2 degrees, with an average low temperature in January of 11.6 degrees. The average rainfall is approximately 48.2 inches per year, with 65.7 inches of snow per year.