Brooksville Homes with Waterfront

Perched above the waters of Penobscot Bay in the Harborside community, this architecturally designed contemporary offers an extraordinary blend of modern comfort and panoramic coastal beauty. Thoughtfully renovated during the current ownership, the main residence has been transformed to maximize its breathtaking southeastern views, while a stunning post-and-beam barn-style guest house has been completed to create an exceptional multi-generational or guest retreat. Upon entering the main home, you are immediately captivated by sweeping views of Penobscot Bay and its picturesque islands. The open-concept design is centered around a beautifully renovated gourmet kitchen, creating the perfect gathering space for family and friends. The adjoining dining area, warmed by a propane fireplace, frames the ever-changing coastal landscape through expansive windows. The spacious living room features all-new windows that flood the home with natural light while showcasing the spectacular water views and providing direct access to a spacious deck. Just beyond, the inviting library offers a second propane fireplace and its own private deck, creating a peaceful space to relax and enjoy the scenery. The first-floor primary suite is a true sanctuary, complete with a generous walk-in closet, spa-inspired bath with an oversized tiled shower, and a private balcony overlooking the bay--the perfect setting to enjoy your morning coffee as the sun rises over the water. An elevator or staircase leads to the second level, where an airy bedroom suite features vaulted ceilings, a propane fireplace, and its own private balcony with commanding coastal views. The lower level is designed for relaxation and recreation, by an indoor swimming pool, an additional bedroom with propane fireplace, a full bath, laundry area, and direct access to the oversized two car garage. Complementing the main residence a 2,393 SF Post & Beam. Beautifully finished, it offers an open-concept with 3 beds and 1.5 baths.

271 Ames Cove Rd, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

$595,000

Discover a rare opportunity to own one of Brooksville's most historic waterfront properties. Known as the original Wasson's Wharf, this remarkable offering features approximately 254 feet of deep-water frontage on the Bagaduce River as it opens to Castine Harbor, where 23 clipper ships were launched during Brooksville's renowned shipbuilding era. At the water's edge sits the original boathouse, thoughtfully preserved and currently operating as a seasonal rental, providing immediate income potential while you plan your future waterfront home. Above the shore, a gently elevated homesite has been carefully positioned to capture breathtaking westerly sunsets across Castine Harbor with the Camden Hills rising in the distance. A 4-bedroom septic design has already been approved, making it easy to begin creating your dream coastal retreat. A sweeping meadow leads gracefully to the shoreline, offering a picturesque setting rich in natural beauty and maritime heritage. Whether enjoying the peaceful waterfront, launching a kayak, or simply watching boats navigate one of Maine's most scenic waterways, this property offers an exceptional connection to the coast. Brooksville's rich maritime history comes alive here, where shipbuilders, sailors, and merchants once helped shape Maine's seafaring legacy. Today, the property presents a unique opportunity to preserve that history while creating a legacy of your own. Ideally located just 20 minutes from the vibrant coastal village of Blue Hill, with its acclaimed restaurants, galleries, shops, and yacht club, and approximately one hour from Acadia National Park and Mount Desert Island, this extraordinary property offers the perfect balance of privacy, convenience, recreation, and history. Whether you envision a year-round waterfront residence, a seasonal retreat, or simply wish to own a remarkable piece of Maine's maritime past, Wasson's Wharf is truly a once-in-a-generation offering.

193 S Wharf Rd, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

$595,000

1 Beds ⋅ 1 Baths

Discover a rare opportunity to own one of Brooksville's most historic waterfront properties. Known as the original Wasson's Wharf, this remarkable offering features approximately 254 feet of deep-water frontage on the Bagaduce River as it opens to Castine Harbor, where 23 clipper ships were launched during Brooksville's renowned shipbuilding era. At the water's edge sits the original boathouse, thoughtfully preserved and currently operating as a seasonal rental, providing immediate income potential while you plan your future waterfront home. Above the shore, a gently elevated homesite has been carefully positioned to capture breathtaking westerly sunsets across Castine Harbor with the Camden Hills rising in the distance. A 4-bedroom septic design has already been approved, making it easy to begin creating your dream coastal retreat. A sweeping meadow leads gracefully to the shoreline, offering a picturesque setting rich in natural beauty and maritime heritage. Whether enjoying the peaceful waterfront, launching a kayak, or simply watching boats navigate one of Maine's most scenic waterways, this property offers an exceptional connection to the coast. Brooksville's rich maritime history comes alive here, where shipbuilders, sailors, and merchants once helped shape Maine's seafaring legacy. Today, the property presents a unique opportunity to preserve that history while creating a legacy of your own. Ideally located just 20 minutes from the vibrant coastal village of Blue Hill, with its acclaimed restaurants, galleries, shops, and yacht club, and approximately one hour from Acadia National Park and Mount Desert Island, this extraordinary property offers the perfect balance of privacy, convenience, recreation, and history. Whether you envision a year-round waterfront residence, a seasonal retreat, or simply wish to own a remarkable piece of Maine's maritime past, Wasson's Wharf is truly a once-in-a-generation offering.

193 S Wharf Rd, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

$62,500

Discover 18 acres of wooded land in the coastal town of Brooksville. This peaceful property is accessed via a right of way and offers a mix of mature trees and natural surroundings for those seeking privacy and a connection to nature. The southern boundary follows Mill Stream, also known as Shepardson Brook, providing a tranquil water feature. Conveniently located near Penobscot Bay and area amenities, this property offers an excellent opportunity for a private retreat, home site, or hunting land. Please note: Visits to the land by appointment only.

M15 L23 Varnumville Rd, Brooksville

Listing courtesy of Better Homes & Gardens Real Estate/The Masiello Group.

$945,000

3 Beds ⋅ 2 Baths

Tucked away in a private setting on Sunset Road in Brooksville, this completely renovated and updated three-season cottage is positioned on over one acre overlooking 185 feet of stunning deep-water frontage on Eggemoggin Reach, a perfect place to launch a kayak or moor a boat. The home offers plenty of room with three first-floor bedrooms and two full baths. The second floor includes an office, along with an additional play or sleeping area. The first-floor living space features a wood stove, cathedral ceilings, and opens to a screened-in porch and deck overlooking landscaped gardens, granite tidal pools, the waterfront, and views of Pumpkin Island Light. A separate garden/work shed, along with a pad offering electricity and plumbing, provides potential for a garage, guest house, or additional living space.

41 Sunset Rd, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

$599,000

Discover Your Coastal Sanctuary on Eggemoggin Reach. Experience the beauty of Maine's iconic coastline with this exceptional 2 acre parcel offering deep-water frontage and commanding views of the Deer Isle-Sedgwick Bridge, Pumpkin Island, and the distant Camden Hills. Perched on an elevated ledge, the property has been fully surveyed and thoughtfully prepared with a driveway entrance and extensive tree clearing, maximizing the sweeping vistas and stunning sunsets over the water. Nestled in a private and peaceful setting, this land is ideal for building your dream retreat, whether a secluded getaway or a custom-designed coastal estate. The site offers an unmatched opportunity to embrace tranquility, natural beauty, and the area's rich maritime heritage. Conveniently located, the property is just a 15-minute drive to Blue Hill, where you'll find charming shops, dining, and local amenities. If you've been searching for a quiet coastal sanctuary with spectacular views and endless potential, this parcel is your chance to create a one-of-a-kind home on Maine's celebrated Eggemoggin Reach.

Lot 6 Sunset, Brooksville

Listing courtesy of Legacy Properties Sotheby's International Realty.

$1,395,000

4 Beds ⋅ 4 Baths

Set on 9.3 acres along the granite shoreline of Cape Rosier, 314 Ames Cove Road includes 460 feet of frontage on Penobscot Bay. The property faces Islesboro and the Camden Hills, with water views from most main living spaces. Built in 1989, the 4-bedroom, 3.5-bath home has undergone extensive renovations between 2024 and 2026. Recent improvements include new siding, new decks, updated lighting, hardwood floors throughout the main level, new carpeting upstairs, fully renovated bathrooms, and a renovated kitchen with quartz countertops, Bosch appliances, butcher block counters, and open shelving. Fresh interior paint throughout ties the spaces together, and the detached garage has a new metal roof. Recent improvements are outlined in the disclosure package. The layout includes a large living room with wood-burning fireplace and water views, a formal dining room, eat-in kitchen, first-floor bedroom and bath, laundry area, and an oversized primary suite upstairs with renovated bath featuring a soaking tub and walk-in shower, along with an adjoining flex space with built-ins. The property is privately situated in a wooded setting above the shoreline. A walking trail within the subdivision leads to a shared waterfront lot and beach. Although private, the property is conveniently located near Buck's Harbor, with its marina, general store, local farmers markets, and the Buck's Harbor Yacht Club. Several well-known local restaurants and nearby hiking destinations, including John B. Mountain and Holbrook Island Sanctuary, are also close by. Additional features include a detached two-car garage with storage above and a whole-house generator.

314 Ames Cove Rd, Brooksville

Listing courtesy of The Christopher Group, LLC.

$805,000

2 Beds ⋅ 1 Baths

Set on 4.16± acres with approximately 700 feet of frontage on Horseshoe Cove, this waterfront property enjoys expansive views across salt-hay meadows and protected tidal shoreline. Conservation land surrounding the cove helps preserve the natural setting, abundant wildlife, and open views that make this corner of Cape Rosier so special. The 2-bedroom, 1-bath home combines the simplicity of a Maine coastal cottage with additions designed by noted Blue Hill architect Robert Knight. Large windows, an open floor plan, and a sunny southern exposure fill the home with natural light while keeping the focus on the surrounding landscape and water views. Three porches provide places to enjoy the changing weather, watch shorebirds in the marsh, or simply take in the quiet setting. While used seasonally by the current owners, the home is suitable for year-round use and offers an opportunity for the next owner to make improvements while enjoying an exceptional waterfront setting. Located just minutes from Bucks Harbor, the property is close to the harbor, marina, market, yacht club, local farms, and several well-known restaurants. Outdoor recreation is nearby with hiking at John B. Mountain and miles of shoreline and trails at Holbrook Island Sanctuary. Properties offering 700 feet of waterfront, protected views, privacy, and easy access to the amenities of Bucks Harbor are increasingly difficult to find. Whether enjoyed as a seasonal retreat or used for year-round living, the value here lies in the setting, shoreline, and connection to one of Maine's most distinctive coastal communities.

26 Tidal Creek Rd, Brooksville

Listing courtesy of The Christopher Group, LLC.

$360,000

3 Beds ⋅ 2 Baths

This charming three-bedroom antique Cape is ideally sited on a knoll and offers a wonderful opportunity for those seeking charm, potential, and a connection to nature. This sweet home has retained much of its original character, with period moldings and timeless architectural details. But, there is work to do--this is a project home -- restoring it will take vision and hands-on effort, and it's best suited to a person who wants to invest sweat equity into bringing it back to life. Some improvements have already been completed, but there is plenty of work ahead, and the next owner will have the chance to shape the home entirely to their own taste and needs. The home features a convenient first-floor bedroom with a walk-in closet and an adjacent full bath. Additional bedrooms and full bath on the second floor. A later addition created a spacious second-floor bonus room, previously used as an art studio, offering flexibility for a home office, creative space, or guest accommodations -- though like the rest of the home, it will benefit from updating. Included with the property is a separate waterfront parcel on Walkers Pond with approximately 140 feet of shoreline. While this lot is not buildable, it provides access to the pond for kayaking, canoeing, and other recreational activities -- note that a path would need to be cut through the existing growth to reach the water's edge. Surrounded by wildlife and natural beauty, this property is perfect for a buyer looking to take on a restoration project while becoming part of the community effort to help preserve and protect this beautiful pond for future generations.

193 Coastal Rd, Brooksville

Listing courtesy of Compass Point Real Estate, Inc..

Brooksville Homes with Waterfront

Newest Brooksville Homes with Waterfront