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$22,000
3.5 Acres offering a setting with surrounding woods. The location provides space and privacy, while remaining within driving distance to Machias for shopping, services, schools, and amenities. A solid opportunity to own acreage in the Downeast Maine region.

Lot 17 Harl's Camp, Jonesboro

Listing courtesy of LPT Realty.

$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.

$40,000
Discover the potential of this beautiful 0.96-acre lot in the charming coastal community of Jonesboro, Maine. Nestled in a peaceful rural setting, this property offers a great opportunity to build your dream home, vacation retreat, or investment property with key improvements already in place. The lot features a private drilled well and an existing foundation from a previous home, providing a head start for future development. Surrounded by the natural beauty of Downeast Maine, you'll enjoy a quiet country atmosphere while remaining just minutes from the area's rugged coastline, scenic harbors, and outdoor recreation. Jonesboro is a quaint coastal town known for its small-town charm, friendly community, and easy access to some of Maine's most picturesque waterfronts. Whether you're looking for a year-round residence or a seasonal getaway, this property offers the perfect blend of convenience, privacy, and coastal living. Bring your vision and make this exceptional Maine property your own.

113 Looks Point Rd, Jonesboro

Listing courtesy of Bold Coast Properties.

$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.

$130,000
3 Beds ⋅ 1 Baths
916 US Route 1, Jonesboro, Maine - 6.75 Acres with stream frontage. Bring your vision to this 6.75-acre wooded property with high visibility along US Route 1 in Jonesboro. With improvements already in place and frontage on a major corridor, this lot offers excellent potential for a new home, a modular or manufactured home, a seasonal retreat, a Multi-Family complex, or even a commercial venture. The property abuts the local elementary school and is just minutes from Machias, where you'll find shopping, dining, healthcare, and the University of Maine at Machias. A log home and foundation remain on site, but the structure is in very poor condition and considered a teardown. Land improvements already in place include a gravel driveway, a 250' drilled well (Seller states a very high flow rate) and a 1985 septic system. A peaceful seasonal stream runs along the back boundary, adding to the natural appeal of the setting. This is an ideal opportunity for buyers seeking an opportunity with existing improvements in Downeast Maine.

916 Us Rte 1, Jonesboro

Listing courtesy of NextHome Experience.

$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.

$169,000
Versatile sizeable parcel consisting of 29+/- surveyed acres with gravel pit plus significant infrastructure in place offers the potential for a wide-range of uses. The land consists of a house site with gravel mobile home pad, driveway, drilled well, septic system, and power with frontage on US Route 1. For those desiring a more private setting, there are other potential house sites on the property. In addition, a gravel road continues beyond the house site leading to a 3+/- acre gravel pit in the back portion of the property. The majority of the land is a blend of mature and new tree growth. With the existing home site ready for a mobile home and the accessible gravel pit, there are immediate revenue producing streams for the new owner. The property lends itself to multiple future uses such as a family compound, commercial development, agricultural endeavors, and much more. The Downeast coastal region is comprised of several small communities such as Jonesboro which offers residents and visitors the opportunity to engage in a wide-range of outdoor activities. Outdoor enthusiasts participate in such activities as exploring the diverse coastline by kayak, hiking the Bold Coast Trails, and ATVing on the Down East Sunrise Trail. Jonesboro is conveniently located within minutes of Machias which serves as the commercial, educational, medical, cultural, and governmental center of Maine's easternmost county.

1014 Us Route 1, Jonesboro

Listing courtesy of The Christopher Group, LLC.

$195,000
2 Beds ⋅ 2 Baths
This circa 1900 Cape style cottage has been lovingly renovated and thoughtfully relocated farther back from the road onto a full poured concrete basement. The basement has workbenches and plenty of space for storage. Situated on 1.2 acres and just 8-10 minutes from Machias and its amenities, the property offers convenient access to shopping, dining, beaches and area hiking trails. Finished pine walls and beautiful pine floors run throughout the home, creating a warm and cohesive interior. The home is being sold furnished and is fully ready to serve as a year-round residence or seasonal retreat. The house has both a propane furnace and a wood-burning fireplace. Upstairs are two bedrooms and a convenient half bath. Outside, stone walls enhance its classic Downeast Maine character.

38 Bay Rd, Jonesboro

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

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