Refine Search
Map
Sort by
$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.

$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.

$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.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Privacy Policy

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.