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$845,000
Beyond the gate and winding drive, the H.E. Hall Homestead presents a rare opportunity to acquire an established hospitality property with deep historical roots and significant expansion potential. Operating for years as the Chandler River Inn, this circa-1797 Colonial sits on approximately 14 acres overlooking a private pond, open fields, and distant views of the Chandler River. The property includes five guest rooms currently utilized during the busy season, offering immediate lodging income potential. Inside, original character remains remarkably intact, with hardwood floors, vintage wallpaper, and two fireplaces creating the authentic New England atmosphere sought by travelers and destination guests alike. A full commercial kitchen remains in place from the property's years operating as both an inn and restaurant, providing infrastructure for hospitality, event, catering, farm-to-table, or retreat-based operations. With 3,018 square feet, five bedrooms, and six baths, the main building is well-positioned for continued inn use, corporate retreats, wellness programs, executive lodging, or a private event venue. The grounds are equally compelling. A private pond, expansive open acreage, and complete privacy from neighboring properties create an ideal setting for weddings, retreats, outdoor gatherings, and experiential hospitality ventures. Two additional outbuildings offer valuable storage or the potential for conversion into guest accommodations, studio space, offices, or event-support facilities, subject to local approvals. Historic properties with established commercial use, substantial acreage, existing hospitality infrastructure, and this level of preserved character are increasingly difficult to find in Downeast Maine. The H.E. Hall Homestead offers a unique blend of heritage, income potential, and future development opportunity.

645 Us 1, Jonesboro

Listing courtesy of Real Broker.

$845,000
5 Beds ⋅ 6 Baths
Through the gate, a winding dirt drive runs through open fields. Crest the hill and the property reveals itself: the grounds, the private pond, and the 1797 colonial. The H.E. Hall Homestead has operated as the Chandler River Inn for years. Five guest rooms, all active through the busy season. Vintage wallpaper, hardwood floors throughout, some stained, some painted, two fireplaces. A structure this age, in this condition, with this much of its character still intact is not something you find often. The house is 3,018 square feet, five bedrooms, six baths, on 14 acres in Jonesboro. The pond is private, roughly 400 to 500 feet around, visible from the house and easy to reach on foot. Views of the Chandler River extend beyond the property line. The surrounding fields are open and large. A full commercial kitchen remains in place from the property's years operating as a restaurant alongside the inn. Two large sheds sit on the property, usable for storage or finished for additional living space. On a clear day, surrounded by trees with no neighbor in sight, the only things competing for your attention are the structure, the pond, and the water beyond.

645 Us 1, Jonesboro

Listing courtesy of Real Broker.

$610,000
4 Beds ⋅ 5 Baths
Discover a unique 7-acre property offering not 1, but 2 distinct living spaces—ideal for multigenerational living, rental units, or a home-based business. These structures, while separate, share a septic system & well. The main split-level home (~2963 sq ft) offers a blend of functionality & privacy across 3 levels. With 3 bedrooms, 1 full bath, & 2 half baths, it's ideal for families or those who appreciate separate living spaces. Enjoy the tranquility of the spacious sunroom & prepare meals in the stunning indoor/outdoor kitchen, where a remote-controlled door opens to a fully fenced backyard—an entertainer's dream with a spacious back deck & hot tub, perfect for hosting gatherings. A dedicated private office offers a quiet, confidential workspace. Enjoy year-round comfort thanks to HWBB, heat pumps, a propane heater, & a cozy wood stove, while a whole-house generator ensures peace of mind. Security is enhanced with a comprehensive system & a gun safe. A stone's throw away, the 2-story, heated garage (~2640 sq ft) is essentially a 2nd home. The 1st floor, featuring radiant floor heating & a half bath, has a workshop ideal for hobbies and projects. Upstairs, a generous studio apartment provides a guest suite, in-law living, or rental unit. An adjacent bonus room of equal size adds even more options. This building also has its own generator. Embrace nature with 1,800 feet of frontage on Ebenezer Brook, where the gentle melody of flowing water creates the perfect setting for summer days spent fishing or cooling off in the stream. The landscaped yard features colorful perennial gardens, flowering trees, a meticulously maintained lawn, 3 outbuildings, two wells (dug & drilled), & a 50-amp RV hookup. Conveniently located minutes from Roque Bluffs State Park & the Sunrise Trail, 15 minutes from Machias with all amenities, 45 minutes from the Canadian border, & 1.5 hours from Acadia National Park. Don't miss the 3D tours with both furnished and unfurnished views

82 Station Rd, Jonesboro

Listing courtesy of Elevate Maine Realty.

$147,000
Overlooking the tidal Chandler River with four acres of rolling pasture offering unobstructed views of the river you can watch ospreys and eagles diving, seals chase fish, and deer graze in the fields. The town of Machias is 5 miles away, has a hospital, university, restaurants, shopping, and cultural events. Other nearby amenities include horse stables, hiking, nature preserves, fresh and saltwater boat launches, and beaches. If you have dreamt of having a lake style home with horses, or an upscale farm. This property is the perfect place for nature enthusiasts, gardeners, or anyone looking for an idyllic home in the scenic countryside of coastal Maine.

Lot 52 Old Route 1, Jonesboro

Listing courtesy of Adams Real Estate.

$250,000
3 Beds ⋅ 2 Baths
This 3-bedroom, 2-bath ranch in Jonesboro is designed for ease of use and accessibility. Featuring a practical one-floor layout and a full basement, the home is well-maintained and ready for immediate move-in. With over 4 acres and 450 feet of direct frontage on the Chandler River, the backyard is a private gateway for kayaking, fishing, or watching the Maine wildlife from the back deck. Included in the sale are vacant lots with significant road frontage, offering a unique opportunity for those looking to build a workspace, establish a garden, or create additional income with an RV hookup or secondary dwelling.

843 & 839 Us 1st Rte, Jonesboro

Listing courtesy of Points East Real Estate.

$268,900
10.42 acres with over 1,850 feet of tidal waterfront along both Tide Mill Creek and the Chandler River in Jonesboro. The property includes approximately 947 feet of frontage on Tide Mill Creek and 911 feet along the Chandler River, offering expansive views, wildlife, and a peaceful coastal setting. The land consists of two parcels located on opposite sides of a publicly maintained road, providing convenient access while maintaining privacy. Located just 12 minutes from Machias, the property offers easy access to groceries, restaurants, medical services, and other everyday amenities. Across Tide Mill Creek, land protected by the Downeast Coastal Conservancy provides preserved natural views and access to a nearby hiking trail. With over ten acres and extensive tidal frontage, this property offers excellent potential for a private retreat, seasonal getaway, or future homesite in Downeast Maine.

Lot 1 & 5 & Rd, Jonesboro

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

$610,000
4 Baths
Discover a unique 7-acre property offering not 1, but 2 distinct living spaces—ideal for multigenerational living, rental units, or a home-based business. These structures, while separate, share a septic system & well. The main split-level home (~2963 sq ft) offers a blend of functionality & privacy across 3 levels. With 3 bedrooms, 1 full bath, & 2 half baths, it's ideal for families or those who appreciate separate living spaces. Enjoy the tranquility of the spacious sunroom & prepare meals in the stunning indoor/outdoor kitchen, where a remote-controlled door opens to a fully fenced backyard—an entertainer's dream with a spacious back deck & hot tub, perfect for hosting gatherings. A dedicated private office offers a quiet, confidential workspace. Enjoy year-round comfort thanks to HWBB, heat pumps, a propane heater, & a cozy wood stove, while a whole-house generator ensures peace of mind. Security is enhanced with a comprehensive system & a gun safe. A stone's throw away, the 2-story, heated garage (~2640 sq ft) is essentially a 2nd home. The 1st floor, featuring radiant floor heating & a half bath, has a workshop ideal for hobbies and projects. Upstairs, a generous studio apartment provides a guest suite, in-law living, or rental unit. An adjacent bonus room of equal size adds even more options. This building also has its own generator. Embrace nature with 1,800 feet of frontage on Ebenezer Brook, where the gentle melody of flowing water creates the perfect setting for summer days spent fishing or cooling off in the stream. The landscaped yard features colorful perennial gardens, flowering trees, a meticulously maintained lawn, 3 outbuildings, two wells (dug & drilled), & a 50-amp RV hookup. Conveniently located minutes from Roque Bluffs State Park & the Sunrise Trail, 15 minutes from Machias with all amenities, 45 minutes from the Canadian border, & 1.5 hours from Acadia National Park. Don't miss the 3D tours with both furnished and unfurnished views

82 Station Rd, Jonesboro

Listing courtesy of Elevate Maine Realty.

$659,900
3 Beds ⋅ 3 Baths
Built in 2009 by Jonesboro's Chandler River Log Homes, this waterfront white cedar log home was built using locally harvested and milled logs. With a total of 13.8 acres, including acreage across the road extending to the back, the property features 324 feet of waterfront on Mason Bay and rises gently from the shoreline to much higher ground, offering a mix of coastal perspectives and use. Beautiful, well-maintained trails lead to a quiet overlook to the left or down to the beach on the right. The beach is ideal for launching a kayak or simply taking in the coastal/ocean views and the rhythm of the tides. Inside, the home carries that same sense of place, with exposed beams, warm wood interiors, and plenty of well-positioned windows. The layout includes three bedrooms and three bathrooms, along with a spacious finished lower level that provides flexibility for guests, work, or additional living space (septic design for three bedrooms). Radiant in-floor heat adds everyday comfort complemented by a stone fireplace and an additional woodstove, while a metal roof and a whole-house Generac generator provide durability and peace of mind. The property is part of an association with conservation easements in place, helping to preserve the surrounding land and maintain the setting over time. This is a property that feels both grounded and expansive, ready to be enjoyed in every season.

170 Ocean View Rd, Jonesboro

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

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