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494 Wiscasset Rd, Boothbay
$399,000
2 Beds ⋅ 3 Baths ⋅ 1682301 MLS
This versatile property offers the rare combination of residential living, flexible additional spaces, and established income-producing potential in a highly visible Route 27 location. Conveniently located just minutes from the harbor waterfront, marinas, restaurants, shopping, and year-round attractions, this property provides both everyday convenience and the opportunity to enjoy the coastal lifestyle of the Boothbay Peninsula. The well-maintained residential component features 2 bedrooms, 1.5 baths, updated flooring, modern appliances, and a three-season sunroom. A separate spa/office suite with its own private entrance and half bath provides exceptional flexibility for a home office, wellness space, studio, guest area, or other permitted use while maintaining separation from the main living area. Additional space is available in the heated garage/showroom, previously used as a flooring showroom. The expansive area offers potential for storage, a workshop, studio space, or other permitted uses. A circular driveway and generous parking provide convenient access for residents, clients, or guests. Currently operated as a short-term rental, the property offers an established rental history with future reservations already scheduled. Rental history, reservation calendar, and additional operating information are available upon request. Any existing reservations, rental agreements, credits, or other obligations shall be subject to terms negotiated between the parties. Whether envisioned as a year-round home, a flexible live/work property, or an opportunity to generate rental income, 494 Wiscassett Road offers an uncommon combination of residential comfort, flexibility, visibility, and investment potential in the Boothbay market. Prospective purchasers should independently verify zoning, permitted uses, licensing requirements, rental regulations, and suitability for intended use with the Town of Boothbay and applicable authorities.

494 Wiscasset Rd, Boothbay

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

368 Dover Rd, Boothbay
$289,000
2 Beds ⋅ 1 Baths ⋅ 1678677 MLS

368 Dover Rd, Boothbay

Listing courtesy of Harbor Realty.

23 Nichols Rd, Boothbay
$445,000
2 Beds ⋅ 1 Baths ⋅ 1677242 MLS
Set in a quiet and private Boothbay neighborhood, 23 Nichols Road offers the simple pleasures of Maine living with an especially appealing natural setting. This inviting one-level home is tucked away on a private dead-end road and enjoys a wooded landscape, a level yard, and common access to the water. The home itself offers comfortable one-floor living with 2 bedrooms, and office/den, one full bath with laundry, a sunny living area, kitchen and dining space, and an attached one-car garage. Two decks and level yard provide an easy place to enjoy the outdoors, while the wooded surroundings create a peaceful sense of privacy. With close proximity to some of the Boothbay region's treasured conserved lands, the nearby Pine Tree Preserve of 144 acres of forest, provides access to trails for walking and exploring. The Linekin and Burley Preserves add another 138 acres of protected woodland and nearly three miles of trails, extending from Route 96 toward the Damariscotta River. Conveniently located for enjoying all that the Boothbay region has to offer, with downtown Boothbay Harbor, Ocean Point, golfing, boating, and coastal trails all within easy reach. A special opportunity to own a comfortable, turn-key home in a wonderful neighborhood.

23 Nichols Rd, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

332 Back River Rd, Boothbay
$389,900
2 Beds ⋅ 2 Baths ⋅ 1671436 MLS
4 +/- acres. Welcome to 332 Back River Road. A peaceful, relaxing place to call home. A flexible floor plan that blends classic Maine style with modern function-inside and out. The main level offers easy one-floor living. An open kitchen with an island and a breakfast bar flows nicely into the living room, making it perfect for entertaining. It's rounded out with 2 bedrooms, master with access to a full bath, and a laundry room with storage. The upstairs surprises and delivers with a sun-filled sprawling loft and a cozy reading nook. Flex space for a home office, studio or guest room, plus a bonus room and a second full bath. Outside, you're private oasis awaits with room to roam, spread out, and stake your claim. It has a bright and level backyard for games and gardens. The detached 2-car garage comes with untapped space above and below, ready for a workshop or an ADU, to earn extra income. A 5 minute ride to Knickercane Boat Launch and Park, and 6 minutes to Trevett's Store or Coastal Maine Botanical Gardens. All within an amazing community and great schools. Classic Maine character, modern flexibility, and space to grow. Schedule your showing today.

332 Back River Rd, Boothbay

Listing courtesy of EXP Realty.

Lot 10 Whispering Pines, Boothbay
$2,995,000
2 Beds ⋅ 3 Baths ⋅ 1671348 MLS
Distinctive opportunity to live at the renowned Boothbay Harbor Country Club, recognized as the best golf and country club experience in Maine. This exceptionally designed and appointed home will be built with supreme quality and luxury, including one-floor living with two ensuite bedrooms, an open concept kitchen & great room, and abundant outdoor living spaces. Sumptuously comfortable, the home offers owners an effortless club lifestyle, with golf cart access to Club amenities that include the award-winning 18-hole course, lavish spa, family pool, fitness center, tennis & pickleball courts, dining facilities, and more. Club-maintained gardens & landscaping, municipal water & sewer, and other features make for ''lock and leave'' convenience, just up the hill from downtown Boothbay Harbor.

Lot 10 Whispering Pines, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

367 East, Boothbay
$674,000
2 Beds ⋅ 2 Baths ⋅ 1664222 MLS
Presenting the charming home of Sweet Windruff Farm on East Side Road, Barters Island -- a timeless 1860s New England Cape offering warmth, character, and waterfront living on The Back River. Whether you're seeking a summer retreat or a year-round coastal home, this beautifully maintained property captures the essence of Maine living. Enter through the gate into a welcoming mudroom-style entryway featuring original brick flooring and classic built-ins. Beyond, the heart of the home opens into a warm dining and kitchen area centered around a cozy woodstove, with peaceful views stretching toward the cove and your waterfront frontage on The Back River. Rich in old-style charm and thoughtfully designed living space, the home offers two bedrooms and two baths, including a first-floor primary bedroom suite and laundry room for convenient one-level living. Upstairs provides additional privacy with flexible space ideal for guests, a sewing room, studio, or home office. The inviting living room and den feature built-in bookcases and a beautiful fireplace -- perfect for gathering with friends or simply taking the chill off a cool coastal evening. Every room reflects the care and personality of its current owners, blending comfort, craftsmanship, and timeless New England character. Outside, the property continues to impress. Set back from the road, the home enjoys a fenced yard with mature fruit and maple trees, sitting areas, a greenhouse, and a charming potter's shed. A lovely screened front porch offers the perfect place to relax and enjoy water views after a day exploring the Maine coast. The two-story barn, built in 1999 by a local craftsman along with the kitchen addition, provides exceptional versatility with garage space for vehicles or boats, a workshop, and an attached separate work area ideal for hobbies, storage, or a home-based business. This special waterfront property offers comfort, privacy, and authentic coastal charm in one of Maine's island communities.

367 East, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

447 Wiscasset Rd, Boothbay
$369,000
2 Beds ⋅ 2 Baths ⋅ 1661801 MLS
This Boothbay home is conveniently located near Boothbay Harbor, Damariscotta, and Wiscasset. It features two bedrooms, two full baths, hardwood floors, a sunroom, and easy one-floor living. A detached garage with additional carport and shed provide extra space for vehicles and storage. Set on 1.9 acres, the property offers a spacious backyard, established gardens and perennials, and beautiful westerly views and sunsets. Recently re-shingled on the house and garage along with a new three-bedroom septic system that allows room for future expansion, makes this an ideal year-round home.

447 Wiscasset Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

3 Cedar Bnd Unit 3, Boothbay
$375,000
2 Beds ⋅ 2 Baths ⋅ 1614708 MLS
NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome condominiums developed by the Boothbay Regional Development Corporation make homeownership more attainable than ever. With down pymt assistance available to qualified buyers, this is a rare chance to own new construction in the heart of the Boothbay Peninsula. Each thoughtfully designed 2-bedroom, 1.5-bath home features an open-concept living, dining, and kitchen area, private outdoor space & easy access to surrounding natural areas, and parking in a shared lot. Built for energy efficiency and low maintenance, these move-in-ready homes are ideal for buyers seeking a starter home with comfort, quality, and long-term value. Priced on a sliding scale depending on income. Available to income-eligible buyers up to 120o|o of Area Median Income (106,680 for a household of three). Reduced price. Down pymt assistance available. Contact today for qualification details and to schedule a showing.

3 Cedar Bnd Unit 3, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

17 Cedar Bend, Unit 17, Boothbay
$299,500
2 Beds ⋅ 2 Baths ⋅ 1631415 MLS
NEW PRICE FOR NEW CONSTRUCTION. Now offered at a reduced price, these brand-new townhome condominiums developed by the Boothbay Regional Development Corporation make homeownership more attainable than ever. With down pymt assistance available to qualified buyers, this is a rare chance to own new construction in the heart of the Boothbay Peninsula. Each thoughtfully designed 2-bedroom, 1.5-bath home features an open-concept living, dining, and kitchen area, private outdoor space & easy access to surrounding natural areas, and parking in a shared lot. Built for energy efficiency and low maintenance, these move-in-ready homes are ideal for buyers seeking a starter home with comfort, quality, and long-term value. Priced on a sliding scale depending on income. Available to income-eligible buyers up to 120o|o of Area Median Income (106,680 for a household of three). Reduced price. Down pymt assistance available. Contact today for qualification details and to schedule a showing.

17 Cedar Bend, Unit 17, Boothbay

Listing courtesy of Vitalius Real Estate Group, LLC.

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