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$700,000
3 Beds ⋅ 2 Baths ⋅ 3306182 MLS ⋅ ACTIVE Status ⋅ 5.1 Acres ⋅ 37356 Zip Code
Clifftop's Cottage, nearly new, 3 bedrooms 2 baths on 5 wooded acres. Screened porch and spacious porch on 2 sides. Open floor plan with kitchen. dining and family room combined. One bedroom on the main and two bedrooms and full bath upstairs. Two HVAC units one for each level. Metal roof and cement siding. built in 2021 but has seen little use so it's like new. Near the center of Clifftops so easy access to lake and walking trails. Gated community with community pool, fish/swim lake, hiking trails, community garden, tennis , pickleball, playground. Clifftops living is described as living in your own private park. 1305 sq feet total plus 140 sq ft scented porch, 350 square feet of front and side porch. Ready for you to relax and enjoy.

2220 Sarvisberry Pl, Monteagle
$230,000
2 Beds ⋅ 1 Baths ⋅ 3305091 MLS ⋅ ACTIVE Status ⋅ 0.68 Acres ⋅ 37356 Zip Code
Don't let the size fool you, this adorable tiny home is overflowing with charm, personality, and opportunity. Whether you're searching for a proven income-producing investment, the perfect weekend mountain getaway, or a cozy place to simplify life as a full-time residence, this turnkey retreat checks every box. One of the newest and best-maintained homes in the community, this charming cottage stands out from the rest with its exceptional condition, thoughtful design, and undeniable curb appeal. It is being sold fully furnished making it completely move-in or rental ready from day one. With a successful short-term rental history already established, this is an investment you can begin enjoying immediately. Inside, you'll be welcomed by a fireplace in the cozy living room. The surprisingly spacious kitchen features elegant black granite countertops, stainless steel appliances, and plenty of room for entertaining family and friends. Just off the bedroom and bathroom, you'll find the convenience of a washer and dryer, while the loft provides additional sleeping space for guests. Step outside and you'll quickly discover what truly makes this property special. A charming covered front porch, oversized yard, beautiful stone patio, firepit gathering area, and enchanting café lights create the perfect outdoor oasis for relaxing after a day of adventure. Rinse off in the outdoor shower after hiking the nearby trails, then unwind under the stars around the fire with family and friends. Cute, cozy, and full of character, this tiny home offers a lifestyle that's anything but small. With its unbeatable location, proven rental history, turnkey furnishings, and exceptional condition, this mountain retreat is truly one of the most desirable opportunities available on Monteagle Mountain. Located in The Retreat at Deer Lick Phase Two on Monteagle Mountain, just minutes from South Cumberland State Park, Fiery Gizzard Trail, The Caverns, the Mountain Goat Trail, and Sewanee.

25 White Oak Trail, Monteagle
$8,780,000
3282608 MLS ⋅ ACTIVE Status ⋅ 315 Acres ⋅ 37356 Zip Code
Perched atop the coveted Cumberland Plateau, this extraordinary 315-acre legacy property presents one of the Southeast's most remarkable development opportunities. Featuring the famed Million Dollar View, this bluff property offers protected valley vistas stretching for miles. The landscape lends the perfect canvas for a luxury gated community, boutique mountain resort, or an exclusive collection of private estate homes unlike anything else on the market. With an ideal balance of breathtaking scenery, privacy, and accessibility, the property is uniquely positioned within walking distance of the charming town of Monteagle, a rare combination for a tract of this scale. Future residents can enjoy the serenity of mountain living while remaining connected to local dining, shopping, and the region's celebrated outdoor recreation with South Cumberland State Park and the Mountain Goat Trail. Infrastructure is already underway with two rough-cut roads providing access deep into the property, including one leading directly to the bluff line where a cleared, level homesite awaits. The dramatic overlooks, mature hardwoods, and gently rolling terrain create exceptional flexibility for thoughtfully designed estate lots, each with the potential to capture spectacular long-range views while preserving the natural beauty that makes this property so extraordinary. Conveniently located just 90 minutes from Nashville and only 45 minutes from Chattanooga and Huntsville, this exceptional offering is perfectly positioned to attract discerning buyers seeking luxury mountain retreats, second homes, or primary residences in one of Tennessee's most desirable destinations. Properties of this caliber are increasingly rare. Whether envisioned as a signature residential development, an exclusive gated enclave, or a destination resort, this is an opportunity to create a legacy community defined by timeless design, uncompromising privacy, and some of the most breathtaking bluff views in Tennessee.

Eagle Cliff Road, Monteagle
$250,000
3 Beds ⋅ 2 Baths ⋅ 3270584 MLS ⋅ ACTIVE Status ⋅ 0.31 Acres ⋅ 37356 Zip Code
Welcome to 408 Spring St in the heart of Monteagle, TN! This beautifully updated 3 bedroom, 2 bathroom home with a bonus area offers 1,365 sq ft of comfortable living space on a large, mostly cleared, fully fenced lot—perfect for pets, privacy, or outdoor entertaining. The home was fully renovated in 2019 and features granite countertops, cherry wood cabinets, and a tastefully updated kitchen and baths. The main bathroom is a true highlight with an extra-large walk-in shower, dual shower heads, and a sturdy built-in shower seat for comfort and accessibility. The bonus area provides flexible space that could be used as a fourth bedroom, in-law suite, guest space, home office, or playroom. Outside, you’ll enjoy covered parking and a spacious yard with room to relax, garden, or expand. Ideally located just minutes from some of Tennessee’s most sought-after attractions including The University of the South (Sewanee), South Cumberland State Park, Fiery Gizzard Trail, Foster Falls, and Savage Gulf. This makes the property perfect as a primary residence, vacation home, or short-term rental. Enjoy mountain living with modern updates and unbeatable access to hiking, waterfalls, and the charm of the Sewanee/Monteagle area.

408 Spring St, Monteagle
$675,000
3 Beds ⋅ 2 Baths ⋅ 3270415 MLS ⋅ ACTIVE Status ⋅ 5.48 Acres ⋅ 37356 Zip Code
Your Clifftops retreat awaits! Relax on all the decks and porches and enjoy being tucked in the woods. The great room has a cosy fireplace for your cool evenings and a large bay window overlooking the beautiful wooded back yard. Dining room and living room are in the center of the home and they connect to all the other rooms. Split floorpan with the main bedroom on one side and the two guest rooms on the other. Main bedroom has a sitting room attached and a large bathroom with a shower and a tub. The eat in kitchen has tons of cabinets and floor to ceiling windows to enjoy the views. Oversize garage and workshop space for all your hobbies. Walk out basement has HVAC and plenty of large windows and this can be finished to give you a great game room or extra living space. It is not counted in the counties sq footage. Wood floors throughout the living room and dining room and the halls and also two of the bedrooms for easy clean and the kitchen has easy care slate floor tiles. Circular drive and several parking areas give you room for your friends to all come by. The rear of the yard backs up to the cul de sac on Hickory Place. This makes a good area to walk and have extra parking.

1637 Clifftops Ave, Monteagle
$225,000
3260051 MLS ⋅ ACTIVE Status ⋅ 4.07 Acres ⋅ 37356 Zip Code
Discover the perfect canvas for your dream home on Brow Road. Nestled within a prestigious, gated community, Lot 152 offers an unparalleled blend of privacy, security, and exceptional community amenities. Enjoy peaceful days by the community lake, explore miles of scenic hiking trails right outside your door, or gather with neighbors at the beautifully appointed shared pavilion. This pristine piece of land provides a quiet retreat while keeping you connected to nature and comfort. Bring your custom builder and vision to life in one of the area's most desirable developments. Owners house plans can convey!

Brow Rd, Monteagle
$680,000
3 Beds ⋅ 2 Baths ⋅ 3251820 MLS ⋅ ACTIVE Status ⋅ 8.85 Acres ⋅ 37356 Zip Code
Experience modern living on nearly 9 acres with winding trails and room to roam. This contemporary 3-bedroom, 2-bath home blends clean design with everyday comfort, featuring an attached 2-car garage and inviting porches perfect for entertaining. Inside, the open-concept living area centers around a striking rock fireplace, creating a warm focal point for gatherings. The chef’s kitchen impresses with a 4x10-foot island, quartzite countertops, a walk-in pantry, and generous prep and storage space. Retreat to the spacious primary suite with a walk-in closet and a spa-like full bath showcasing a tile shower and a garden tub. Secondary bedrooms offer extra-large closets for effortless organization. A second full bath, thoughtful storage throughout, and a detached 30x40 foot garage add convenience. Outdoors, explore nearly 9 acres of natural beauty with trails throughout—ideal for hiking, riding, or quiet sunset strolls. With modern finishes, purposeful spaces, and exceptional indoor-outdoor flow, this property is built for comfort, style, and connection to the land.

35 Chickory Ln, Monteagle
$199,000
3250508 MLS ⋅ ACTIVE Status ⋅ 6.5 Acres ⋅ 37356 Zip Code
Beautiful 6.5-acre bluff lot located in the Eagles Nest Subdivision in Monteagle, TN! This scenic property features stunning mountain rock outcroppings, a shared stocked pond, and established trails throughout the community. With minimal restrictions and no HOA, you'll have the freedom to build your dream mountain retreat. Electricity is available just two lots away. The adjoining lot and the remainder of the pond are also available for purchase, offering the opportunity to own the entire pond and potentially qualify for Greenbelt tax benefits. Conveniently located between Chattanooga, Huntsville, and Nashville, and just minutes from hiking trails, waterfalls, restaurants, and all that the South Cumberland area has to offer.

Eagle Point Drive, Monteagle
$230,000
3250513 MLS ⋅ ACTIVE Status ⋅ 8 Acres ⋅ 37356 Zip Code
*Beautiful 8-acre bluff lot in Monteagle's Eagles Nest Subdivision** Offering expansive mountain views, this property features an open view with an existing driveway already in place, making it ready for your dream home or getaway. The majority of the stocked pond is located on this lot, creating a peaceful setting with exceptional scenery. Enjoy stunning rock outcroppings, minimal restrictions, and **no HOA fee**. The adjoining 6.5-acre lot is also available, providing the opportunity to own the entire pond and over 14 acres, with potential Greenbelt tax benefits. Conveniently located between Chattanooga, Huntsville, and Nashville, and just minutes from hiking, waterfalls, restaurants, and all the outdoor recreation the South Cumberland area has to offer.

Eagle Point Drive, Monteagle
$90,000
3250442 MLS ⋅ ACTIVE Status ⋅ 0.51 Acres ⋅ 37356 Zip Code
Perched in the mountain air of Monteagle, Tennessee, Lot 70 at The Retreat at Sunset Bluff is a rare, ready-to-build homesite where privacy, nature, and intentional living converge. This canvas is primed for something truly personal, whether that's a weekend sanctuary, a thriving short-term rental, or a full-time residence rooted in simplicity and beauty. Life within The Retreat is designed to slow you down in the best way. Wander scenic trails that wind through the landscape, gather around the warmth of a fire pit beneath an open sky, or find stillness beside a serene lake and cascading waterfall features in the neighboring Retreat communities. And above it all, the bluffs. Sweeping, breathtaking, and entirely yours to claim as the backdrop of your daily life. Refined tiny home living has arrived in the mountains. This is your entry point. For community details and tiny home build options, contact the listing agent.

59 Twilight Pt, Monteagle
$120,000
3248434 MLS ⋅ ACTIVE Status ⋅ 3 Acres ⋅ 37356 Zip Code
Build your dream home on this 3-acre property in the highly desirable Bridal Veil West Rim community! Featuring a spacious, semi-cleared homesite surrounded by mature trees, this property offers an excellent building location with the perfect balance of privacy and natural beauty. A seasonal creek enhances the peaceful setting, and the adjoining Bridal Veil common area provides access leading to the Monteagle Waterfall and over 50 acres of permanently protected wilderness preserve. City water, electricity, and high-speed internet are available, making it easy to begin building your mountain retreat or forever home. Conveniently located just minutes from I-24, shopping, dining, and all that growing Monteagle has to offer, this property combines the serenity of mountain living with modern conveniences. Come and view this propetty and listen to the rustling sound of the waterfall!

Monteagle Falls Rd, Monteagle
$54,900
3248112 MLS ⋅ ACTIVE Status ⋅ 2.24 Acres ⋅ 37356 Zip Code
Escape to the beauty and tranquility of the Cumberland Plateau with this stunning 2± acre homesite in the highly desirable Eagle Bluff community. Tucked away at the end of a private cul-de-sac, this wooded property offers the rare combination of privacy, natural beauty, and convenience. Towering hardwoods create a peaceful backdrop, while the mostly level terrain provides an ideal setting for your future home. Wake up to the sounds of nature, enjoy evening walks through this quiet mountain community, and experience the slower pace of life that makes Monteagle so special. Surrounded by beautiful custom homes and scenic landscapes, this property feels miles away from it all while remaining just minutes from I-24, restaurants, shopping, and outdoor adventures. Whether you're dreaming of a full-time residence, a weekend retreat, or an investment in one of Tennessee's most sought-after mountain communities, this exceptional lot is ready for your vision.

Eagle Crest Circle, Monteagle
$525,000
3 Beds ⋅ 3 Baths ⋅ 3247825 MLS ⋅ ACTIVE Status ⋅ 1.63 Acres ⋅ 37356 Zip Code
Welcome home to 1835 Ridge Cliff Drive, a place where comfort, space, and mountain living come together beautifully. Nestled among the trees on a private 1.6-acre lot at the end of a quiet cul-de-sac, this spacious home offers the perfect setting for making lifelong family memories on Monteagle Mountain. From the charming covered from porch you step inside to an inviting foyer that opens to a bright and airy living room featuring soaring vaulted ceilings, rich hardwood floors, a stunning floor-to-ceiling stone fireplace, and double doors that frame peaceful woodland views and lead out to the large back deck. Natural light fills the home, creating a warm and welcoming atmosphere throughout. The heart of the home is the spacious kitchen, complete with solid wood cabinetry, black granite countertops, a center island, abundant workspace, and a cozy breakfast nook overlooking the backyard and the back deck designed to bring family and friends together. The main-level primary suite offers a relaxing retreat with a large windows, walk-in closet, soaking tub, and separate shower. Two additional bedrooms and a full bath provide plenty of room for family or guests. Upstairs, a large bonus room with a half bath offers endless possibilities as a playroom, home office, media room, or fourth bedroom. Storage is abundant with a large attic, oversized two car garage, utility room, and basement workshop area perfect for hobbies, projects, and keeping everything organized. Roof replaced 2025, HVAC is 2018. Located in the desirable Ridge Cliff neighborhood just off Laurel Lake Drive, you'll enjoy the privacy of mountain living while remaining minutes from Monteagle, Sewanee, local restaurants, hiking trails, waterfalls, and all the outdoor adventures the South Cumberland Plateau is known for. If you've been searching for a home with great bones, generous living space, and a location that captures the beauty of Tennessee mountain living, this is one you won't want to miss.

1835 Ridge Cliff Dr, Monteagle
$518,000
2 Beds ⋅ 2 Baths ⋅ 3245605 MLS ⋅ ACTIVE Status ⋅ 6.06 Acres ⋅ 37356 Zip Code
Tucked away on 6.11 acres atop Monteagle Mountain, this luxurious Frank Lloyd Wright-inspired retreat offers a rare blend of architectural sophistication, natural beauty & income producing potential. A crystal clear creek meanders through the front of the property, creating a peaceful setting that welcomes you home. From the large covered porch, you’ll enter through a remarkable antique church door sourced from Dallas, TX a fitting introduction to the craftsmanship of the home. Inside, soaring vaulted ceilings, walls of windows & rich hardwood floors create a warm yet refined atmosphere. This custom-built 2-bedroom, 2-bath 1400qft residence showcases luxury finishes including marble countertops, premium appliances, custom fixtures & two inviting fireplaces. Thoughtfully designed to capture the beauty of the creek from nearly every room, the home seamlessly blends indoor comfort with the surrounding landscape. Built for enduring quality & low to no maintenance living, the structure is a steel SIP (Structural Insulated Panel) custom built home with closed-cell foam insulation. The property also includes a newly renovated 328sqft park model RV with two slide outs and an impressive 48-foot covered porch, perfect for hosting family, guests or generating additional income. RV features new flooring, subflooring, refrigerator, hot water heater & all new furnishings that convey, this space is ideal as a private guest retreat or an STR opportunity. Conveniently located close to downtown Monteagle & 15 mins to the University of the South in Sewanee, South Cumberland State Park & the Mountain Goat Trail the property provides easy access to community, dining & a wild range of outdoor recreational activities. Whether you're seeking a luxurious mountain escape, an investment property or a charming hobby farm on unrestricted land surrounded by nature, the one-of-a-kind property offers an unmatched opportunity to enjoy the best of TN mountain living with timeless design.

337 Monteagle Falls Rd, Monteagle
$229,900
1 Beds ⋅ 1 Baths ⋅ 3243565 MLS ⋅ ACTIVE Status ⋅ 1 Acres ⋅ 37356 Zip Code
Owner financing options available! Welcome to The Retreat At Deer Lake! You don't want to miss this amazing opportunity to own your own vacation get away. ~ Two homes available that are nestled beautifully in the woods with a short walk to the waterfall or hiking trails ~ Currently being rented through the Deer Lick rental site ~ Firepit ~ Playground ~ Private primary bedroom ~ The Monteagle area has so much to offer, tucked in the lush forests on the mountains between Nashville and Chattanooga ~ The Retreat at Deer Lick Falls was the first premier tiny home community ~ The area features abundance of hiking trails leading to the roaring falls ~ Guests can enjoy a concert at the Caverns for a truly unique experience.

75B Deer Lick Trail, Monteagle
$58,900
3243278 MLS ⋅ ACTIVE Status ⋅ 0.46 Acres ⋅ 37356 Zip Code
Discover the rare opportunity to own a building lot in The Retreat at Sunset Bluffs in Monteagle, Grundy County, Tennessee—where natural beauty and convenience meet on the Cumberland Plateau. This scenic community places you just minutes from hiking and biking along the Mountain Goat Trail, exploring waterfalls and rugged paths in South Cumberland State Park, and enjoying the peaceful charm of nearby lakes for fishing, kayaking, or relaxing weekends by the water. Monteagle and Tracy City are home to famous dining destinations, from fine cuisine to beloved local eateries, and Sewanee—home to the prestigious University of the South—is a short drive away with cultural, educational, and recreational amenities. Beyond the mountaintop lifestyle, you’ll also find yourself within easy reach of major rivers and large lakes on both sides of the Plateau, offering endless outdoor recreation. Whether you dream of a mountain retreat, vacation getaway, or year-round residence, this lot combines natural serenity with excellent access to amenities, making it an ideal setting to build the lifestyle you’ve always imagined.

140 Sunset Bluff Way, Monteagle
$56,000
3242602 MLS ⋅ ACTIVE Status ⋅ 5.14 Acres ⋅ 37356 Zip Code
Beautiful 5-acre lot in the gated Timberwood community. Monteagle! Lot 308 backs up to a peaceful creek, offering a private wooded setting with the relaxing sound of running water. Timberwood features paved roads, mountain streams, and a community creekside park with picnic tables and a fire pit. Enjoy being just a short distance from The Retreat at Deer Lick Falls, hiking trails, waterfalls, Fiery Gizzard, Cumberland Caverns, and all the natural beauty the Monteagle area has to offer. A wonderful opportunity to build your mountain getaway, full-time home, or peaceful retreat in a scenic gated community.

308 Timberwood Trc, Monteagle
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 3231919 MLS ⋅ ACTIVE Status ⋅ 5.17 Acres ⋅ 37356 Zip Code
Escape to your own private retreat with this stunning 4-bedroom, 4.5-bath home nestled on 5 secluded acres in the highly sought-after Clifftops community. Located within a gated neighborhood with a staffed guard entrance, this property offers the perfect blend of privacy, luxury, and access to exceptional amenities, including a community pool, tennis and pickleball courts, scenic hiking trails, a community garden, and a picturesque pond. Inside, you'll find a thoughtfully designed floor plan featuring hardwood floors throughout, formal and casual dining spaces, and a formal living area ideal for entertaining guests or enjoying quiet evenings at home. The spacious primary suite makes a grand impression with its elegant entrance and spa-like bathroom featuring a large soaking tub, walk-in shower, and generous space to unwind. Each additional bedroom includes its own private ensuite bath with beautiful tile finishes, providing comfort and privacy for family and guests alike. The home is filled with custom details, including built-in closet cabinetry, abundant storage throughout, and a well-appointed kitchen featuring thoughtful built-ins, extensive cabinetry, and a beautifully designed backsplash. The oversized laundry room offers ample cabinet storage and plenty of workspace for everyday convenience. Step outside to enjoy the covered back patio with a pergola, creating the perfect setting for morning coffee, outdoor dining, or entertaining. The exposed aggregate concrete driveway enhances the home's curb appeal, while the attached 2-car garage provides everyday convenience. In addition, a separate storage area offers the perfect place for a lawn mower, golf cart, or outdoor equipment, keeping the garage uncluttered and organized. Additional features include an encapsulated crawl space, providing added protection, energy efficiency, and peace of mind. Meticulously maintained and thoughtfully updated, this exceptional property offers a rare opportunity to enjoy

921 Poplar Pl, Monteagle
$1,800,000
3 Beds ⋅ 4 Baths ⋅ 3229966 MLS ⋅ ACTIVE Status ⋅ 2.27 Acres ⋅ 37356 Zip Code
Elegance and Comfort define this one of a kind custom built home with a specular view! It is located right in Monteagle and very close to the restaurants, and the Monteagle Assembly( a traditional Chautauqua community) to enjoy all the programs during the season and then retreat to your own private space. The front porch and the rear screened in porches give you plenty of extra entertaining areas. Beautiful hardwood floors throughout and cozy up to the mountain stone firelplace in the cooler months. Two of the bedrooms look out over the bluff and that is a beautiful view to wake up to everyday! One of the bedrooms has a wider door for easy access for a wheel chair and the shower in the attached bath is accessible as well. The main bath has a large soaking tub, generous shower and tons of storage. Custom oversize windows are in every room that let in one of a kind views. So many things inside are one of a kind additions to this home. The rear porch has a really comfy outdoor sleeping bed for you to look out and feel like you are in a treehouse. Front porch is 25'x12' and has several seating areas and is always fun to watch the eagles soar right out front as they fly over and around the bluff.

80 Unaka Dr, Monteagle
$300,000
3229611 MLS ⋅ ACTIVE Status ⋅ 4.6 Acres ⋅ 37356 Zip Code
Endless possibilities on 4.6 acres on the Cumberland Plateau! This offers exceptional potential with extensive road frontage and a prime location near the growing town of Monteagle. The land features a pond at the back of the property and a chain-link fence enclosing a large portion of the acreage. With surrounding commercial growth and close proximity to the popular Mountain Goat Trail, this parcel is ideal for a future business location, investment opportunity, or new commercial build site. Whether you’re looking to expand, develop, or invest, this versatile 4.6-acre property provides outstanding visibility and opportunity in one of the area’s most desirable commercial corridors.

10345 US 41, Monteagle
$205,000
3 Beds ⋅ 2 Baths ⋅ 3229576 MLS ⋅ ACTIVE Status ⋅ 0.8 Acres ⋅ 37356 Zip Code
Welcome to 100 Treeline Ct in beautiful Monteagle, TN! This 3-bedroom, 2-bath manufactured home sits on a permanent foundation and offers comfortable living in a quiet neighborhood. Inside, you’ll find spacious bedrooms, including a primary suite with his-and-her closets, and an inviting living area with a cozy fireplace perfect for the upcoming winter months. Enjoy an open layout ideal for entertaining, and a kitchen that connects seamlessly to the dining space. Step outside and take advantage of the home’s surroundings with easy access to the Mountain Goat Trail, perfect for biking or walking. Located just minutes from I-24, shopping, and local amenities, this home provides both convenience and tranquility. Whether you’re seeking a full-time residence or a weekend getaway, this property offers comfort, space, and a prime Monteagle location.

100 Treeline Ct, Monteagle
$767,000
4 Beds ⋅ 4 Baths ⋅ 3229203 MLS ⋅ ACTIVE Status ⋅ 5 Acres ⋅ 37356 Zip Code
Fully Furnished Custom Home on 5 acres in Clifftops, a private 2,000 Acre gated Community just a couple of miles off the I-24 exit of Monteagle. (Every lot in Clifftops is 5 acres +/-) Custom Oak Cabinets throughout (not pre-fab). The exterior stone is real TN Sand Stone. Private lake where you can canoe, kayak, and fish w/ a trolling motor (no gas motors allowed). Lakefront clubhouse w/ sandy beach for kids w/ a camp oasis feel. Home of Sewanee University. Local Shops, Local Eateries, Campus Life, Hikes, Waterfalls....just minutes from it all. Short term & Long Term rentals allowed. 4 bedrooms (1 without a closet) 3 full bathrooms w/ walk in tiled showers. Open Concept Plan w/ soaring ceilings in the Living Area. Covered, usable porches on main level and basement level. Pre-wired for Hot Tub/EV or RV charging on the side of the house. Make this your home away from home in the Hills of TN. 30 minutes to Chattanooga, 1 hour from Murfreesboro. Hour and a half to Nashville!

2451 Clifftops Ave, Monteagle
$1,750,000
3225765 MLS ⋅ ACTIVE Status ⋅ 37356 Zip Code
Welcome to Bear Hollow Retreat — a rare opportunity to own a fully operational, turn-key hospitality and event destination designed for unforgettable experiences and long-term growth. Nestled in a scenic setting on 2.8 acres, this unique property features 16 thoughtfully designed tiny cottages, 6 hotel-style suites, a stunning event venue known as The Barn, and an additional buildable lot, creating endless potential for weddings, retreats, short-term rentals, corporate events, group lodging, expansion, and more. At the heart of the property sits The Barn, a beautifully crafted 4,808 sq. ft. event space with striking curb appeal, warm wood finishes, and a welcoming outdoor gathering area. Inside, guests are greeted by soaring vaulted wood ceilings, recessed lighting, and a custom chandelier that creates an atmosphere both elevated and inviting. The grand hall includes a stage with connected dressing rooms, making it ideal for weddings, concerts, private events, and entertainment. A full commercial kitchen complete with cold storage and a large commercial hood offers the infrastructure needed to host events of virtually any scale. The cottages and suites are centered around a charming community space surrounded by mature trees, fire pits, grilling areas, and covered pavilions that encourage guests to gather and unwind. A privacy fence encloses the property while helping reduce outside noise, creating a peaceful retreat atmosphere guests will want to return to again and again. Positioned along a highly visible corridor with exposure to more than 6,000 cars daily, Bear Hollow Retreat also benefits from exceptional local recognition and strong future marketing potential. With increasing demand for experiential lodging, weddings, retreats, and group accommodations in the area, this property offers an exceptional opportunity for investors, operators, or entrepreneurs looking to expand into one of the fastest-growing sectors of hospitality.

11845 US 41, Monteagle
$265,000
3223098 MLS ⋅ ACTIVE Status ⋅ 11.87 Acres ⋅ 37356 Zip Code
Nestled atop the scenic Cumberland Plateau, this exceptional 11.87± acre tract offers a rare opportunity to own entirely wooded land with breathtaking bluff views in the heart of Monteagle. A recently installed gravel driveway extends approximately 1,600 feet from Laurel Lake Drive all the way to the bluff, providing outstanding access deep into the property and creating the perfect setting for a private mountain retreat or forever home. Utilities include city water and electricity available at the road, and the property has already been approved for a 4-bedroom septic system — saving valuable time and expense for future development. Towering hardwoods, abundant privacy, and dramatic natural scenery combine to create a truly special homesite. Conveniently located approximately 45 minutes from Chattanooga and approximately 1 hour 30 minutes from Nashville, this property places you within easy reach of some of Tennessee’s most sought-after destinations. Monteagle is known for its close proximity to The University of the South in Sewanee, the renowned The Caverns music venue, and multiple nearby state parks offering extensive hiking trails, waterfalls, and outdoor recreation opportunities. Property restrictions help protect the long-term integrity of the area and include: property shall be used for private single-family residential purposes only; no mobile homes permitted; no accumulation of junk; and no commercial poultry or swine production allowed.

Laurel Lake Dr, Monteagle
$299,900
3223084 MLS ⋅ ACTIVE Status ⋅ 5.02 Acres ⋅ 37356 Zip Code
Bring your blueprints and your vision to 1911 Hickory Place, a rare five-acre slice of tranquility tucked within the prestigious gates of Clifftops. This isn't just a piece of land; it’s a head start on your dream home. We’ve already handled the heavy lifting—the building site is cleared and ready for your foundation, and all utilities are already installed and waiting. Nestled in a quiet, established corner of the community, this expansive wooded lot offers a level of privacy that’s becoming harder to find. Whether you’re picturing a modern sanctuary with floor-to-ceiling glass to capture the forest views or a classic mountain retreat with a wraparound porch, the topography here is incredibly versatile. There is even a storage building already on-site to keep your gear secure while you build. Location is everything, and this spot delivers the best of both worlds. You’ll enjoy the rugged beauty and security of the Clifftops lifestyle, yet you're just a short drive from local favorites and easy commuter routes. Don't settle for someone else's design choices—take advantage of this shovel-ready canvas and build exactly what you’ve been searching for.

1911 Hickory Pl, Monteagle
$114,000
3208286 MLS ⋅ ACTIVE Status ⋅ 7.58 Acres ⋅ 37356 Zip Code
Behind the private gates of Timberwood, this 7.58-acre homesite offers a rare chance to design and build within a quiet, established mountain community. A gentle creek borders the rear of the property, creating a calm, natural backdrop that enhances both privacy and the overall setting. Lot #306 is ready for your vision, complete with an approved 4-bedroom perc site. Utilities including electricity, water, and high-speed fiber internet are available at the road, allowing you to move forward with confidence and convenience. The current owner has made thoughtful improvements to the land, including partial clearing for easier access, along with a gravel drive entrance and installed culvert—making it simple to walk the property and plan your future home placement. Located in Monteagle, Timberwood offers a balance of seclusion and accessibility. You’re just a short 20-minute drive from Sewanee, The Caverns, University of the South, and South Cumberland State Park. The area is known for its scenic trails, elevated views, and locally loved dining spots, offering plenty to explore while still enjoying the quiet of a gated setting with paved roads throughout. Whether you're planning a primary residence or a second home getaway, this property provides the space, setting, and groundwork to bring your plans to life. Timber Wood offers a distinctive opportunity to build in a location where privacy, nature, and convenience come together.

Timberwood Trce, Monteagle
$70,000
3207855 MLS ⋅ ACTIVE Status ⋅ 0.49 Acres ⋅ 37356 Zip Code
Ideal opportunity to have a tiny home retreat or investment property. The Retreat at Deer Lick Falls is a heavily wooded community of tiny homes only a few minutes from Monteagle and makes a great place to getaway or keep as a rental for visitors to this beautiful spot in Tennessee. Lot 72 is on a non-through street and just a hair under 1/2 an acre of mature trees. Approved tiny home plans are available through Oakstone Properties

72 Woodly Branch Way, Monteagle
$799,000
3184516 MLS ⋅ ACTIVE Status ⋅ 12.99 Acres ⋅ 37356 Zip Code
Bluff, creeks, walking trails, cleared build site, what more could you want on your land? All the hard work has been done on this beautiful 12.99 acre parcel of these two lots. The 3/4 mile-long gravel driveway put in from the road to the bluff, the build site cleared, lot perc, surveyed, 2 miles of walking trails around perimeter of this entire property with bridges over the two creeks that run through the property and waterfall off the bluff. These two lots offer a total of 417ft of bluff line with a beautiful view. Property has been appraised with a million dollar evaluation. The HOA's ARC has already approved the 2500 sqft, one level house plans and ARC fee paid and ready for you to build. Timberwood offers both privacy, security and convenience in a well-maintained community—just minutes from the University of the South in charming Sewanee, downtown Monteagle and the Sunday School Assembly, and the Mountain Goat Trail. Outdoor lovers will appreciate being a short drive from Tracy City, South Cumberland State Park and Fiery Gizzard State Park where stunning waterfalls and hiking trails await. It also features the famous Dutch Maid Bakery being the oldest continually running bakery in Tennessee and all the small town charm that goes with it. Timberwood has high speed fiber internet and 5G cell service.

2076 Timberwood Trace Lots 317&318, Monteagle
$729,900
3 Beds ⋅ 2 Baths ⋅ 3183456 MLS ⋅ ACTIVE Status ⋅ 7.19 Acres ⋅ 37356 Zip Code
Discover the ultimate mountain sanctuary in this hidden Monteagle gem, perfectly perched on over 7 acres of pristine bluff-top woods. This rare retreat strikes the perfect balance between rustic charm and modern sophistication, offering a private escape where the only neighbors are the soaring views and mature hardwoods. Whether you envision a serene permanent residence, a peaceful weekend getaway, or a high-performing short-term rental investment, this property delivers unparalleled privacy and breathtaking scenery. Don’t miss your chance to own a piece of Tennessee paradise where total seclusion meets effortless luxury all just minutes from the heart of Monteagle. The sale includes the primary property and three (3) adjacent parcels, totaling approximately 7.19 acres across all four (4) parcels.

1233 Oliver Dr, Monteagle
$44,000
3179315 MLS ⋅ ACTIVE Status ⋅ 5.09 Acres ⋅ 37356 Zip Code
This charming five acre wooded lot has a drive cut in already, partial build site cleared and has previously been perced. This lot features a beautiful moss covered clearing that would make a beautiful front yard of a home nestled in the woods. All utilities are at the road making for an easy access to build. Timberwood Trace offers both privacy, security and convenience—just minutes from the University of the South in charming Sewanee, downtown Monteagle, and the Mountain Goat Trail. Outdoor lovers will appreciate being a short drive from Tracy City and South Cumberland State Park, where stunning waterfalls and hiking trails await.

Timberwood Trace Lot 310, Monteagle
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