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$739,000

A village gem, this classic 1862 New Englander, built by Captain Linekin Race, has been tastefully updated while preserving the distinctive details and charm old-house enthusiasts love. Set on a beautifully landscaped corner lot with stone walls and perennial gardens, the home offers 5 bedrooms and 3 baths, including a first-floor primary ensuite bedroom, an updated kitchen with granite countertops, wood floors, original trim, and a fireplace insert. The heated wraparound porch is an inviting place to enjoy every season. Seasonal water views. Nearby, walk to the Mill Pond Land Trust parcel, launch a boat or kayak from two public launches, or picnic by the water on Ocean Point Beach. A detached 2-car garage and outbuilding shed/workshop complete this special offering.

5 Beds ⋅ 3 Baths

A village gem, this classic 1862 New Englander, built by Captain Linekin Race, has been tastefully updated while preserving the distinctive details and charm old-house enthusiasts love. Set on a beautifully landscaped corner lot with stone walls and perennial gardens, the home offers 5 bedrooms and 3 baths, including a first-floor primary ensuite bedroom, an updated kitchen with granite countertops, wood floors, original trim, and a fireplace insert. The heated wraparound porch is an inviting place to enjoy every season. Seasonal water views. Nearby, walk to the Mill Pond Land Trust parcel, launch a boat or kayak from two public launches, or picnic by the water on Ocean Point Beach. A detached 2-car garage and outbuilding shed/workshop complete this special offering.

4 Meadow Cove Rd, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$789,000

Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

5 Beds ⋅ 4 Baths

Welcome to 39 Shackleton's Way in Boothbay, an extensively renovated 3,300 square foot residence offering an exceptional blend of modern craftsmanship, thoughtful design, and everyday comfort. Set on 1.2 private acres and reimagined down to the studs since 2022, the home has undergone a complete renovation with extensive updates throughout. The spacious floor plan features five bedrooms, one of which is currently used as a home office, three full bathrooms, one half bath, and an attached two-car garage. At the heart of the home is a beautifully appointed kitchen with commercial-grade appliances and an oversized island designed for gathering and entertaining. Hardwood floors, custom built-ins, and carefully curated finishes create a warm yet sophisticated atmosphere throughout. The primary suite serves as a private retreat, featuring cathedral ceilings and a luxurious spa-inspired bathroom. Additional living spaces include a dedicated office with built-in cabinetry, a beautifully finished wet bar, and a well-designed in-law apartment complete with its own living space, offering exceptional flexibility for guests, extended family, or multigenerational living. Recent improvements include new heat pumps, radiant heat flooring, new decks, and extensive interior and exterior enhancements completed as part of the home's comprehensive renovation. Thoughtful details throughout, including designer wallpaper accents and custom millwork, contribute to the home's distinctive character and quality. Surrounded by mature trees and offering a peaceful, private setting, the property is ideally located just 3 minutes from Boothbay Harbor Country Club and only 7 minutes from downtown Boothbay Harbor's restaurants, shops, marinas, and waterfront attractions. Offering the space, quality, and flexibility rarely found in today's market, 39 Shackleton's Way presents a unique opportunity to enjoy coastal Maine living in one of the region's most desirable locations.

39 Shackletons Way, Boothbay

Listing courtesy of Legacy Properties Sotheby's International Realty.

$795,000

Nestled away in a peaceful neighborhood with views of Pleasant Cove is this uniquely designed 3,200 sq. ft. home has 3 bedrooms plus a separate 800 sq.ft 1-bedroom in-law apartment, with both interior and exterior access. Designed and built by the owner over the last 20 years this is truly a one-of-a-kind labor of love. From the impressive stone fireplace to the handcrafted cabinetry and custom details, this could not be easily duplicated at this price point. Set on a beautifully landscaped one-acre lot, the property is adorned with fruit trees, flowering shrubs, and even a private vineyard, creating a picturesque setting in every season. Residents also enjoy access to a common pathway leading to Pleasant Cove, located at the end of Neighba Lane.

4 Beds ⋅ 3 Baths

Nestled away in a peaceful neighborhood with views of Pleasant Cove is this uniquely designed 3,200 sq. ft. home has 3 bedrooms plus a separate 800 sq.ft 1-bedroom in-law apartment, with both interior and exterior access. Designed and built by the owner over the last 20 years this is truly a one-of-a-kind labor of love. From the impressive stone fireplace to the handcrafted cabinetry and custom details, this could not be easily duplicated at this price point. Set on a beautifully landscaped one-acre lot, the property is adorned with fruit trees, flowering shrubs, and even a private vineyard, creating a picturesque setting in every season. Residents also enjoy access to a common pathway leading to Pleasant Cove, located at the end of Neighba Lane.

33 Neighba Ln, Boothbay

Listing courtesy of Tindal & Callahan Real Estate.

$759,000

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.

2 Beds ⋅ 2 Baths

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.