Westport Island Homes for Sale

Welcome to Westport Island, Maine – a hidden gem nestled in the picturesque Lincoln County. This charming island community, surrounded by the serene waters of the Sheepscot River, offers a unique blend of coastal beauty and small-town charm. With its rich history, vibrant natural surroundings, and a tight-knit community, Westport Island is the perfect place to call home.

The island is known for its stunning landscapes, featuring lush woodlands, rocky shorelines, and breathtaking views of the surrounding waters. Outdoor enthusiasts will find an abundance of recreational opportunities, from kayaking and fishing to hiking along the scenic trails. The peaceful ambiance and the sound of waves lapping against the shore make it an ideal retreat for those looking to escape the hustle and bustle of city life.

If you’re in the market for a home, Westport Island boasts an array of properties for sale that cater to a variety of tastes and lifestyles. Whether you’re seeking a cozy cottage with waterfront views, a charming historic home, or a modern residence nestled among the trees, you'll find something that meets your needs. Each property reflects the island's character and offers the chance to enjoy a tranquil lifestyle surrounded by nature.

Westport Island is not just a place to live; it’s a community where neighbors become friends, and the beauty of Maine is right at your doorstep. Explore the homes for sale today and discover the opportunity to embrace a life of peace and beauty on this enchanting island. Your dream home awaits!

Newest Westport Island Homes for Sale

$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.

$597,500

3 Beds ⋅ 2 Baths ⋅ 1669543 MLS

Welcome to the community of Westport Island! This well maintained home is ready for the next new beginning with its new owner. New kitchen and roof with a stone fireplace in the living room ready for the upcoming months. Set back from a quiet paved road the home offers a 3 season sunroom, breakfast nook off kitchen and oversized 2 bay garage ready to stock your toys and tools. The backyard setting offers views ( but no frontage) offer a wildlife migratory bird pond which makes sitting by the outside firepit an absolute peaceful time. The trails that the current owner has trimmed into the 9 acres is great for year round treks. Easy to see , easy to close!

27 Doggett Rd, Westport Island

Listing courtesy of Cromwell Coastal Properties. (207)208-9311

$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.

$1,420,000

3 Beds ⋅ 4 Baths ⋅ 1665269 MLS

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.

119 Knubble Bay Rd, Westport Island

Listing courtesy of Sharon Drake Real Estate, Inc.. 207-443-4444

$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.

$699,900

2 Beds ⋅ 1 Baths ⋅ 1656387 MLS

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.

124 Main Rd, Westport Island

Listing courtesy of Cromwell Coastal Properties. (207)208-9311

$825,000

2 Beds ⋅ 1 Baths ⋅ 1656631 MLS

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.

15 Lewis Rd, Westport Island

Listing courtesy of Cromwell Coastal Properties. (207)208-9311

$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.

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