Westport Island Homes for Sale

Newest Listings

1851 Main Rd, Westport Island
$748,000
3 Beds ⋅ 3 Baths
Set on three acres near the south end of Westport Island, this distinctive property offers views toward Goose Rock Passage and the surrounding waters of the Sheepscot River. The land has been in the same family since the 1760s, while the home was built in 2011, connecting generations of family history with newer construction. Quiet and private, the property features open fields, abundant bird and wildlife activity, and access to nearby trails and coastal waters. The home was built with a remarkable connection to the land. Trees used for the framing, flooring, interior finish, cabinetry and doors were harvested from the property and milled for its construction. Nine-foot ceilings and oversized windows complement a design influenced by traditional coastal Maine architecture. Designed for first-floor living, the primary bedroom, bath, laundry, kitchen and main living spaces are all on the first level. The kitchen features custom cabinetry, granite countertops, a Wolf range and Bosch dishwasher. A 12' x 12' three-season room and 16' x 27' deck extend the living space. The well-insulated home offers three heat pumps, a Rinnai propane heater and wood heat. A full basement with approximately nine-foot ceilings provides substantial storage and workshop space. A significant feature is the 30-foot-wide shared easement providing shore access and a potential dock area, with water even at low tide. From here, explore the protected waters surrounding Westport Island or head toward the open coast and Boothbay Harbor. Approximately 25-30 minutes from Bath and just over an hour from Portland, this property brings together acreage, craftsmanship, water access and generations of family history on the Maine coast.

1851 Main Rd, Westport Island

Listing courtesy of Real Broker.

75 Post Office Rd, Westport Island
$1,450,000
3 Beds ⋅ 3 Baths
Discover a truly remarkable 73-acre estate on picturesque Westport Island, Maine, where history, craftsmanship, and thoughtful stewardship come together in perfect harmony. Lovingly cared for by the same family for 53 years. At the heart of the estate is a classic Cape Cod-style farmhouse, originally built in 1800 and seamlessly expanded in 1995 to provide modern comfort without compromising its timeless appeal. Throughout the home, all plumbing and electrical systems have been completely updated while rooftop solar panels provide energy-efficient electricity and hot water. Inside the home you'll find three beautifully restored, fully functioning fireplaces. One features a traditional brick bake oven, offering the unique opportunity to cook as generations past once did. The primary suite is located upstairs and includes a private ensuite bath, creating a peaceful retreat overlooking the surrounding landscape. Attached to the home is a handsome timber-frame barn offering convenient vehicle storage, while a charming guest cottage tucked just behind the house provides comfortable accommodations for family and friends. The grounds are equally extraordinary. Owners have thoughtfully created a 3.2-mile private trail system winding throughout the property's 73 acres, inviting year-round exploration by foot, snowshoe, or cross-country skis. Much of the acreage is enrolled in Maine's Tree Growth Tax Program. Some of the adjacent lands are owned by the Kennebec Estuary Land Trust, which protects and conserves undeveloped lands. Whether you're seeking a private family estate, recreational retreat, or legacy property to pass on for generations, this well built and well-maintained home combines historic charm and modern efficiency into one unforgettable property.

75 Post Office Rd, Westport Island

Listing courtesy of Sprague & Curtis Real Estate.

33 30 Taylor Rd, Westport Island
$1,495,000
3 Baths
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.

33 30 Taylor Rd, Westport Island
$1,495,000
6 Beds ⋅ 3 Baths
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.

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