Westport Island Homes with Deep Water Access Waterfront Features

Welcome to Westport Island, Maine—a hidden gem nestled in Lincoln County that offers a unique blend of serene coastal living and vibrant community spirit. This picturesque island, surrounded by the sparkling waters of the Sheepscot River and the Atlantic Ocean, is a haven for those seeking a tranquil lifestyle, yet it remains conveniently close to the amenities of nearby towns.

Westport Island is renowned for its breathtaking natural beauty, with lush landscapes, winding trails, and stunning waterfront views. The island’s rich maritime history is reflected in its charming architecture and welcoming neighborhoods. Whether you’re an outdoor enthusiast, a boating aficionado, or simply someone who appreciates the calming sound of waves lapping against the shore, Westport Island has something for everyone.

One of the standout features of homes on Westport Island is their deep water access, making it an ideal location for boaters and fishing enthusiasts alike. Imagine stepping out of your back door and onto your boat, ready to explore the scenic coastline or cast a line into the abundant waters. Many properties boast private docks and stunning waterfront features, providing the perfect backdrop for summer gatherings, peaceful evenings, or simply enjoying the breathtaking sunsets that paint the sky.

As you consider your next home, let Westport Island enchant you with its coastal charm and vibrant community. Whether you’re looking for a year-round residence or a serene vacation retreat, the island’s deep water access homes offer a lifestyle that is both relaxing and invigorating. Come discover the magic of Westport Island—where your dream waterfront living awaits!

Newest Westport Island Homes with Deep Water Access Waterfront Features

$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.

$1,495,000

6 Beds ⋅ 3 Baths ⋅ 1667936 MLS

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

$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.

$265,000

1659679 MLS

Secluded Building Site on Highly Desirable Westport Island with Barn & Infrastructure Already in Place! Tucked away in the peaceful natural setting of Westport Island, this exceptional parcel offers a rare opportunity to create your ideal private retreat while already benefiting from valuable improvements. The property features a substantial existing barn, perfect for storage, workshop space, or future conversion possibilities. Whether you're envisioning a homestead, seasonal getaway, or custom-built residence, this structure provides immediate utility and long-term flexibility. A standout feature of the land is its well-developed roadway system and expansive parking area, allowing easy access throughout the property and simplifying the building process. Much of the groundwork has already been completed--saving time, expense, and effort as you bring your vision to life. A small brook, Squam Creek cuts through the middle of the property and provides a a soothing element to the whole property. Surrounded by nature, the setting offers privacy and seclusion, yet remains conveniently located just minutes from the charming coastal village of Wiscasset and within easy reach of the vibrant amenities, dining, and shopping in Brunswick and Damariscotta. If you've been searching for a ready-to-build site with character, infrastructure, and a peaceful Maine setting, this property delivers a unique and compelling opportunity. Call today for a private showing. This wonderful parcel wont last!

150 Post Office Rd, 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

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