Charleston Real Estate

Welcome to Charleston, a picturesque town nestled in Penobscot County, Maine. Known for its small-town charm and stunning natural beauty, Charleston offers a peaceful and idyllic setting for those looking to escape the hustle and bustle of city life.

With its close-knit community and friendly atmosphere, Charleston is the perfect place to call home. Residents here enjoy a high quality of life, with access to top-notch schools, healthcare facilities, and recreational opportunities.

Nature enthusiasts will appreciate Charleston's proximity to outdoor activities such as hiking, fishing, and camping. The town's lush forests, tranquil lakes, and rolling hills provide the perfect backdrop for exploring the great outdoors.

Charleston also boasts a rich history and vibrant cultural scene. From historic landmarks to local art galleries and museums, there is always something new to discover in this charming town.

Whether you're looking to settle down and raise a family or retire in a peaceful setting, Charleston has something to offer everyone. Come and experience the beauty and tranquility of this hidden gem in Penobscot County, Maine.

Newest Listings in Charleston

$189,900

1 Beds ⋅ 1 Baths

Bring your vision and make this unique property your own! Located on the Garland Road in Charleston, Maine, this unfinished cabin with an attached garage sits on 10 beautiful acres featuring a mix of open fields and mature woods, offering the perfect balance of privacy and usable land. Stripped down to the studs, the cabin provides a true blank canvas to design and finish exactly the way you've always imagined. Whether you're looking for a year-round residence, a recreational getaway, or a hunting camp, the possibilities are endless. The spacious attached garage includes unfinished space above that could be transformed into a guest suite, apartment, home office, or additional living area. If you need more space for your toys, there is also a detached 2 car garage. Outdoor enthusiasts will appreciate the property's direct access to the ITS snowmobile trail system, making it easy to ride right from your doorstep. The property is also located just minutes from the 6,500+ acre Bud Leavitt Wildlife Management Area, offering outstanding opportunities for hunting, hiking, wildlife watching, and exploring Maine's natural beauty. Enjoy the peace and quiet of rural living while remaining conveniently close to everyday amenities. Dover-Foxcroft, with its hospital, grocery stores, restaurants, and shopping, is just a short drive away, while Bangor and Bangor International Airport are approximately 30 minutes from the property. If you've been searching for an affordable opportunity to create your own Maine retreat on acreage with direct trail access, this property is ready for your ideas and imagination.

155 Garland Rd, Charleston

Listing courtesy of United Country Lifestyle Properties of Maine. 207-794-6164

$1,048,000

3 Beds ⋅ 4 Baths

Properties of this caliber are becoming increasingly difficult to find--and nearly impossible to recreate at today's construction costs. Set on 100 beautiful acres in Charleston, this exceptional equestrian property offers the perfect balance of country living, modern comfort, and practical functionality, all within an easy commute to Bangor. Designed for horse enthusiasts and those who value space and versatility, the property features a well-appointed 3-4 stall horse barn, separate hay and shaving barn, commercial garage, hoop house, open fields, and wooded acreage. Whether your passion is horses, farming, recreation, or running a home-based business, this property is ready to support your lifestyle. The centerpiece is a beautifully maintained three-bedroom home featuring quality finishes throughout. The spacious kitchen offers cherry cabinetry, quartz countertops, and abundant workspace for cooking and entertaining. The stunning primary suite includes a walk-in closet, double vanity, jacuzzi tub, and separate shower, creating a private retreat at the end of the day. A heated two-bay attached garage provides year-round convenience, while the expansive basement offers exceptional storage, workshop space, and room for recreation. A separate guest house adds flexibility for visitors, extended family, or a caretaker. With fiber internet available, professionals can work remotely without compromise while enjoying the privacy and beauty of rural Maine. Located in the Foxcroft Academy school district and surrounded by fields, woods, and abundant wildlife, this is a property that offers both lifestyle and long-term value. Whether you're seeking a premier horse property, gentleman's farm, family compound, or simply a place with room to live, work, and grow, this remarkable Charleston estate delivers an opportunity that is increasingly rare in today's market. 49.18 Acres with home available for 949K

585a Charleston Rd, Charleston

Listing courtesy of Realty of Maine.

$949,000

3 Beds ⋅ 4 Baths

Properties of this caliber are becoming increasingly difficult to find--and nearly impossible to recreate at today's construction costs. Set on 49.18 beautiful acres in Charleston, this exceptional equestrian property offers the perfect balance of country living, modern comfort, and practical functionality, all within an easy commute to Bangor. Designed for horse enthusiasts and those who value space and versatility, the property features a well-appointed 3-4 stall horse barn, separate hay and shaving barn, commercial garage, hoop house, open fields, and wooded acreage. Whether your passion is horses, farming, recreation, or running a home-based business, this property is ready to support your lifestyle. The centerpiece is a beautifully maintained three-bedroom home featuring quality finishes throughout. The spacious kitchen offers cherry cabinetry, quartz countertops, and abundant workspace for cooking and entertaining. The stunning primary suite includes a walk-in closet, double vanity, jacuzzi tub, and separate shower, creating a private retreat at the end of the day. A heated two-bay attached garage provides year-round convenience, while the expansive basement offers exceptional storage, workshop space, and room for recreation. A separate guest house adds flexibility for visitors, extended family, or a caretaker. With fiber internet available, professionals can work remotely without compromise while enjoying the privacy and beauty of rural Maine. Located in the Foxcroft Academy school district and surrounded by fields, woods, and abundant wildlife, this is a property that offers both lifestyle and long-term value. Whether you're seeking a premier horse property, gentleman's farm, family compound, or simply a place with room to live, work, and grow, this remarkable Charleston estate delivers an opportunity that is increasingly rare in today's market. ALSO available with @100 Acres for additional funds

585 Charleston Rd, Charleston

Listing courtesy of Realty of Maine.

$325,000

3 Beds ⋅ 1 Baths

Own a piece of a Maine dream; a picturesque wooded property on Rollins Brook in rural Charleston. The brook itself captivates as it frolics over the rocks while the entirety exudes serenity. The living space sports tastefully refinished wood floors and cabinets. The wood provides a warm soothing atmosphere awash in rustic elegance. Abundant windows and wide windowsills provide great homes for plants and bright winter light. The stars here are awesome as is the light of winter full moons on snowy woods. The land is located .5 miles in on a private gravel road; great for privacy, walking and nature observation. ATV and ITS trails are readily accessible without causing disturbances. Close proximity to ponds, lakes and streams offers access to water sports. Prolific deer and turkey provide exceptional hunting. Despite the homes secluded feel, there is convenient access to Rt. 15, Bangor and Dover-Foxcroft. Charleston residents enjoy low taxes and good roads. House not visible from road.

84 Bunker Rd, Charleston

Listing courtesy of OwnerEntry.com.

$129,900

1 Beds ⋅ 1 Baths

This small cabin-style home on three private acres in Charleston, Maine offers the perfect blend of rural charm and potential. Charleston is a peaceful community with a population of about 1,640 residents, making it an ideal setting for anyone seeking space and quiet. The home has already had important updates completed, including brand-new roof shingles, fresh exterior paint, and replaced sills, providing a solid exterior to build upon. Inside, the home is unfinished, giving you a blank canvas to design and complete however you choose--whether you envision a cozy year-round residence, a weekend getaway, or a vacation rental retreat. The property includes an attached two-car garage along with a detached two-car garage, offering plenty of room for vehicles, storage, a workshop, or hobby space. Outdoors, the location is hard to beat. The property is within walking distance of the Bud Leavitt Wildlife Management Area, which spans over 6,500 acres and offers opportunities for hunting, hiking, bird watching, snowmobiling, and limited ATV riding on gravel roads. For outdoor enthusiasts, it's a true four-season playground right at your doorstep. Despite its quiet setting, the home is conveniently located. Dover-Foxcroft, with its hospital, grocery stores, and restaurants, is only about 13 miles away, an easy 15-20 minute drive. Bangor and Bangor International Airport are just 28 miles away, placing city amenities and travel within about 30-40 minutes. For bigger trips, Boston is approximately 234 miles from the property, making regional travel accessible while still allowing you to enjoy the privacy and tranquility of rural Maine living. This property is an excellent opportunity for someone ready to bring their own vision to life while enjoying the benefits of recent structural updates, garage space, acreage, and unmatched access to Maine's outdoors.

155 Garland Rd, Charleston

Listing courtesy of United Country Lifestyle Properties of Maine. 207-794-6164

$90,000

**NOW WITH 10 ACRES!!**Welcome to this versatile 10-acre parcel in Charleston, perfectly situated on Dover Road, a main route with an easy 30-minute commute to Bangor. The property includes an existing pole barn and offers plenty of potential to suit your needs. With flexible zoning that allows for nearly any use, you can build your dream home, establish a business, or create the perfect blend of both.

M07 L21-02, Charleston

Listing courtesy of NextHome Experience.

$319,900

5 Beds ⋅ 2 Baths

NEW PRICE! Sellers are now offering $10,000 in concessions that can be used toward closing costs, prepaid expenses, or an interest rate buy-down, creating an outstanding opportunity for buyers seeking space and value. With 2,780 square feet of living space, this move-in ready home offers 5 bedrooms, 2 full bathrooms, and a flexible layout with room for a growing family, home office space, hobbies, guests, or multi-generational living. Recent improvements include a brand-new roof (2024), a beautifully remodeled second-floor bathroom, updated bedrooms, a rebuilt deck, and a newly fenced backyard. The spacious eat-in kitchen, formal dining room, large laundry room, and generous living spaces provide plenty of room to spread out and make the home your own. Situated on 1 acre, the property offers outdoor space to enjoy while remaining conveniently located just 30 minutes to Bangor and 15 minutes to Dover-Foxcroft. If you've been searching for space, flexibility, and affordability, this property deserves a closer look. With 5 bedrooms, 2,780 square feet, and seller concessions available, it's becoming increasingly difficult to find this much home at this price point.

48 Main Rd, Charleston

Listing courtesy of NextHome Experience.

$12,500

Affordable opportunity to purchase a well-located corner lot with road visibility offering a variety of possibilities. Whether you're looking for extra parking, storage space, a future garage site, or a simple camping retreat, this property offers flexibility. This lot could be a great spot for a farm or camp wood stand! An older well is said to exist on the property. The current septic system is not considered functional, and due to setbacks, installing a new one may be challenging. An incinerator toilet could be an option depending on intended use. Please consult the town to confirm allowable uses and development options.

3 Atkinson Rd, Charleston

Listing courtesy of Realty of Maine.

Start Your Search

Listing data is derived in whole or in part from the Maine IDX and is for consumers' personal,noncommercial use only. Dimensions are approximate and not guaranteed. All data should be independently verified. © 2026 Maine Real Estate Information System, Inc. All Rights Reserved.

This information is provided exclusively for consumers' personal, non-commerical use and may not be used for any purpose other than to identify prospective properties consumers may be intrested in purchasing.

Your privacy on the Internet is important to us. This Privacy Statement is to inform you that we will not provide your personal information to any third parties except as required by law or expressly authorized by you. We do not sell, trade, barter, or share information obtained from use of this site with any other businesses or people. All information gathered from a visitor to this web site is used solely by this office and/or its affiliated licensee(s). For additional information, please contact this office.