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545 Dripping Springs Rd, Monterey
$589,900
3 Beds ⋅ 4 Baths ⋅ 1359779 MLS
Have you been searching for a spacious home with acreage, only to discover that chickens and goats aren't allowed? Well, welcome to 545 Dripping Springs Road in Monterey, where this custom-built log home sits on 5.58 acres with room to enjoy the country lifestyle you've been looking for! Offering approximately 3,168 square feet, this impressive home welcomes you with warm rustic character and generous spaces for family and friends. The great room is made for gathering, with soaring tongue and groove ceilings, exposed beams, an open loft overlook, and a striking floor to ceiling stone fireplace with a propane gas insert and hidden storage. You'll love the custom laid maple hardwood floors, which have been exceptionally well cared for and still look as beautiful as the day they were installed. The spacious kitchen features solid surface countertops, a large island, electric cooktop, double ovens, microwave, range hood, dishwasher, and trash compactor. Custom maple cabinetry is featured throughout the home. The oversized formal dining room offers plenty of space for holiday meals and special occasions. A convenient half bath is located on the main level, along with the primary suite, a relaxing retreat with a double vanity, whirlpool tub, solid surface countertops, and a large linen closet. Each of the three bedrooms has its own full bathroom and walk in closet, giving your family and guests room to settle in comfortably. Upstairs, a large flex area with built in window bench seating offers options for a home office, playroom, or teen hangout. Step outside to enjoy the freshly stained, covered porch that wraps around three quarters of the home, complete with an attached gazebo and porch swings. A paved driveway leads to the home, and the property also features a fenced garden area and a chicken coop with electricity and heat lamps. The newer 14 x 40 detached workshop has electricity, heating and cooling, an 8 x 8 manually operated garage with a walk- out door and has a central wood dust collector vacuum system installed throughout. The sellers have also added an enclosed area to the workshop that could be used for a dog or chickens. The one car attached garage has a wood stove and a ''Family Safe'' storm shelter that will convey with the home. Additional features include: TWO water heaters in the crawl space, HVAC replacement in 2024, and all new windows on the second floor installed in 2026 in addition to new dormers! Ring doorbells and Swann security cameras will also convey with the home. This gorgeous property is about 20 minutes from both Cookeville and Crossville, and approximately 1.5 hours from Knoxville and Nashville. Enjoy the space, privacy, and country charm you've been hoping to find. Buyer to verify all information. Call today for a showing!

545 Dripping Springs Rd, Monterey

240 Memory Lane, Monterey
$549,000
4 Beds ⋅ 2 Baths ⋅ 1358878 MLS
Escape to your own wooded retreat with this two-story, 4-bed, 2-bath log-cabin themed home set on 15 serene acres. With covered porches on both front and back, wood finishes throughout, and multiple wood-burning stoves, this property delivers the charm and comfort of true cabin living - paired with modern upgrades and off-grid capability. Wood floors flow across the first floor, where the kitchen opens to the living room beneath beautiful exposed wood beams. The kitchen features wood cabinets, wood-block countertops, an island with storage, and all appliances convey, including refrigerator, stove, freezer and an additional small refrigerator. Both the dining room and living room offer wood-burning stoves - one set against a tile wall, the other against a stone - creating cozy spaces for gathering. Two bedrooms and a full bath complete the main level. Upstairs, the oversized primary bedroom offers generous space and a large master bath with a soaking tub. A fourth bedroom, wood-accented walls, and a comfortable sitting area add to the inviting feel of the second floor. Enjoy peaceful views of the woods from the back covered porch. Ceiling fans are installed in most rooms and outdoor spaces for year-round comfort. There is a 14x20 fenced front yard with artificial grass for your fur babies and extra storage throughout the home. This property is equipped with two HVAC systems with the downstairs only being three years old. It has solar panels with a battery pack capable of powering the home for up to five days. It has rain water collection areas, a new driveway stretching deep into the acreage and is in a greenbelt designation with no restrictions. The septic was pumped just three months ago. A rare amount of functional space comes with the property that includes a 20x12 carport, 40x24 garage, 14x10 greenhouse and a 30x20 storage shed. The land has many building sites throughout. Come make this beautiful home and property yours today! (Buyers to verify all measurements and information in order to make an informed offer.)

240 Memory Lane, Monterey

106 W Crawford Avenue Ave, Monterey
$299,900
5 Beds ⋅ 3 Baths ⋅ 1356911 MLS
Welcome to 106 W Crawford, a unique real estate opportunity nestled inside the Monterey city limits. This gorgeous property features a custom, Honest Abe-built log home paired with a completely separate income-producing apartment on a spacious corner lot. The main residence offers 1,852 sq. ft. of warm, inviting living space, including a cozy living room anchored by a gas stone fireplace, a formal dining room, and an updated kitchen complete with a center island. The main-level primary bedroom features a large walk-in closet, while upstairs holds two additional bedrooms and a full bath. Outside, enjoy an attached 2+ carport and beautiful covered front and side porches. Just steps away, the detached 775 sq. ft. guest house/mother-in-law suite boasts its own separate address, utility meters, and driveway. This 2-bedroom, 1-bath unit includes a cozy living room and a kitchen recently upgraded with stunning cedar cabinets, making it perfect for rental income or multi-generational living.

106 W Crawford Avenue Ave, Monterey

1532 E Overlook Rd, Monterey
$755,000
4 Beds ⋅ 4 Baths ⋅ 1356162 MLS
Discover your private sanctuary on 5.1 wooded acres along the peaceful Scuffle Creek. This striking 4-bedroom, 3.5-bath barndominium perfectly blends contemporary style with cozy comfort, offering a lifestyle made for relaxation and entertaining. A gated driveway leads to your secluded oasis, complete with chain-link fencing for pets and expansive concrete porches to enjoy the outdoors. The great room features a soaring stone fireplace, while the chef's kitchen flows effortlessly for gatherings. Step through the Western multi-slide doors to a finished screened porch with a hot tub, perfect for year-round unwinding or gather around the outdoor firepit under the stars. Designed for those who love the barndominium lifestyle, this home combines elegance, privacy, and unforgettable outdoor living. Don't just imagine it, live it. Located at approximately 2,000 feet in elevation, Cumberland Cove offers beautiful four-season mountain living. Property owners enjoy private access to four community parks, miles of hiking trails, waterfalls, caves, creeks, scenic bluffs, overlooks, and approximately 67 miles of community roads. Enjoy a peaceful creekside setting while remaining approximately 20 minutes from Cookeville and Crossville. Both east and west I-40 interchanges are approximately 10 minutes away, providing convenient access to Nashville, Knoxville, and Chattanooga. A wonderful opportunity to enjoy acreage, privacy, a creek setting, modern amenities, and the natural beauty of the Cumberland Plateau!

1532 E Overlook Rd, Monterey

452 Cumberland Cove Rd, Monterey
$618,000
3 Beds ⋅ 4 Baths ⋅ 1352331 MLS
Nestled in the highly sought-after community of Cumberland Cove atop the scenic Cumberland Plateau, this private 4-acre estate offers a quiet, mountain-country feel with convenient access to nearby city amenities, local healthcare, and exclusive private community hiking trails featuring peaceful streams and beautiful waterfalls. Featuring a beautifully updated 3-bedroom, 3.5-bathroom main residence along with a fully equipped, private mother-in-law suite, the property is designed for effortless multi-generational living or flexible guest quarters. The main home delivers thoughtful functionality with dual primary suites--one conveniently located on the main level and another upstairs--alongside a large upstairs bonus room, generously sized bedrooms, and beautifully appointed bathrooms throughout. The inviting main living area centers around a cozy gas log fireplace, while the chef's kitchen boasts gorgeous granite countertops, custom cabinetry with convenient pull-out drawers, and brand-new appliances including the refrigerator, microwave, and sink. The interior has been freshly painted, and the home comes complete with a washer and dryer set that stays with the property. The self-contained mother-in-law suite serves as a peaceful, autonomous sanctuary, featuring its own dedicated ensuite bathroom and a second private gas log fireplace. Step outside to relax on the freshly painted wrap-around porch--the perfect spot for watching the local deer--where you can take in panoramic views of your 4 private acres, lushly landscaped with mature hostas, hydrangeas, and rhododendrons. Homesteading and gardening enthusiasts will appreciate the fully fenced, established organic garden currently yielding cucumbers, squash, zucchini, tomatoes, pumpkins, and gourds. Packed with high-end infrastructure and practical extras, the property includes a 2-car attached garage, a convenient circle driveway with ample parking for recreational vehicles, an outdoor storage shed, a whole-house backup generator, a whole-home water filtration system, and a fully encapsulated crawlspace for optimized climate control, moisture management, and structural peace of mind.

452 Cumberland Cove Rd, Monterey

301 W Commercial Ave, Monterey
$299,000
4 Beds ⋅ 2 Baths ⋅ 1351367 MLS
Are you looking for a home that makes an impression the moment you walk through the door? This home will do it to you! Located in the heart of Monterey, this 4-bedroom, 2-bath home offers 1,972 square feet of living space and sits on 0.61 acres, with boutiques, salons, banks, grocery stores, and everyday conveniences all within walking distance. The main level features two bedrooms (one which could easily be used as an office), including the primary bedroom, along with a full bath. Upstairs you'll find two additional bedrooms, another full bath, and an extra storage room that could also be used as an additional walk-in closet! Entering the home, you will notice immediately that the dramatic, architectural spiraled staircase is the main focal point, adding 9.5 ft ceilings, original hardwood floors, and a view to the second level is what sets this home apart and gives the home the character that you just don't find in those newer, cookie-cutter homes! Outside, the fully privacy-fenced backyard offers plenty of room to relax, entertain, or let pets play. The additional 12x20 storage shed gives you even more usable space! The metal roof and siding were replaced approximately five years ago (per owner). Located approx. 1.5 hours from Nashville and 1.5 hours from Knoxville. Seller will leave living room sofa and loveseat with coffee and end tables if buyer wants them at no additional cost! If you've been searching for a home with space, charm, convenience, and features you won't see in every house you tour, this one deserves a closer look!

301 W Commercial Ave, Monterey

1023 W Laurel Way, Monterey
$389,900
3 Beds ⋅ 3 Baths ⋅ 1351098 MLS
Some homes ask you to compromise between land and convenience, but this one in Cumberland Cove doesn't. 4.1 acres, a 2022 build freshened up in 2025, and modern construction with a layout that actually works for everyday living. The kitchen has been refreshed with quartz countertops, stainless appliances, and durable LVP flooring, so the low-maintenance setup starts the day you move in. A main level primary suite keeps daily life simple, while upstairs adds two bedrooms, a full bath, and a loft suited to a home office, bonus room, or guest space. Covered front and back porches look out over nearly four acres of wooded privacy with room to expand, garden, or just enjoy some distance from your neighbors. Cumberland Cove also puts private trails, waterfalls, and scenic overlooks within easy reach, all without giving up the convenience of being close to town. It's a rare pairing of privacy and convenience... and it's ready whenever you are.

1023 W Laurel Way, Monterey

50 Ross Place, Monterey
$499,000
3 Beds ⋅ 2 Baths ⋅ 1350831 MLS
Enjoy privacy, peaceful surroundings, and room to roam in this beautifully maintained 3-bedroom, 2-bath home offering 2,192 square feet on 4 wooded acres in the highly desirable Cumberland Cove community. With a new metal roof, exterior paint completed just three years ago, refinished hardwood floors, and a fully encapsulated walk-in crawl space with abundant storage, this home is truly move-in ready. Inside, you'll find soaring ceilings, an open floor plan, a spacious living room with a gas fireplace, formal dining room, eat-in kitchen, walk-in pantry, and a desirable split-bedroom layout. The 364-square-foot bonus room above the oversized two-car garage is perfect for a home office, craft room, media room, or guest space. The primary suite offers two walk-in closets, a relaxing soaking tub, separate shower, and built-in vanity, creating a comfortable private retreat. Step outside and enjoy the peaceful wooded setting, complete with a view of a nearby waterfall from the back of the property (waterfall is adjacent to, not on, the property). Cumberland Cove residents enjoy access to four private parks featuring waterfalls, creeks, hiking trails, scenic overlooks, and a Welcome Center with optional community activities throughout the year. Conveniently located between Nashville, Knoxville, and Chattanooga, and just minutes from Cookeville and Crossville, this home offers the perfect blend of privacy, natural beauty, and convenience. Buyer and Buyers Agent to verify all information.

50 Ross Place, Monterey

301 W Crawford Ave, Monterey
$238,000
4 Beds ⋅ 2 Baths ⋅ 1350609 MLS
BACK ON THE MARKET! HOME SALE CONTINGENCY FALL THROUGH! Step back in time and discover one of Monterey's best-kept secrets! Built in 1900, this charming 4-bedroom, 1.5-bath home is filled with timeless character, quality craftsmanship, and a warmth that's hard to find in today's homes. From the moment you arrive, you'll appreciate the solid construction and inviting curb appeal that have allowed this home to stand the test of time. Inside, you'll find spacious rooms, beautiful architectural details, and a comfortable layout that's perfect for everyday living or entertaining family and friends. Whether you're relaxing on the porch, enjoying the home's vintage charm, or imagining the memories still to be made, this property offers a unique blend of history and opportunity. Homes with this much character rarely come available. Conveniently located in the heart of Monterey, you'll enjoy easy access to local shops, restaurants, schools, and parks while owning a true piece of the town's history. If you've been searching for a home with personality, charm, and lasting quality, 301 W. Crawford Avenue is one you simply must see! (Buyer to verify all information and measurements before making an informed offer.)

301 W Crawford Ave, Monterey

583 Cliff Park Rd, Monterey
$749,900
3 Beds ⋅ 3 Baths ⋅ 1349461 MLS
AMAZING MOUNTAIN VIEWS • CUSTOM HOME • TWO-STORY WORKSHOP • CENTERED ON 4 WOODED ACRES Follow the scenic, long, newly surfaced asphalt driveway to a breathtaking Cumberland Cove retreat! Lovingly maintained inside and out, this immaculate 1,944-square-foot custom home offers some of the best views in the community--and a workshop you'll want to see for yourself. Together, the home and workshop total 3,144 heated square feet. Views must be seen personally to be believed! The open kitchen, dining, and living area flow onto a spacious covered porch overlooking stunning year-round mountain scenery. With direct porch access from the living space, primary bedroom and a guest bedroom, peaceful mornings and beautiful evenings are always just steps away. An exceptional 1,200-square-foot, two-story workshop is entirely trimmed identical to the house, is fully insulated and is equipped with 200-amp service, natural gas heat, on-demand hot water, custom storage cabinets, and two electric garage door openers -- this impressive shop offers room for projects, hobbies, and equipment. The lower level features 10-foot ceilings, with an interior staircase leading to a totally finished upstairs. Comfort, character, and thoughtful upgrades throughout: • New roof and polymer composite siding • Beautiful quartz countertops and upgraded appliances • Cozy wood burning fireplace equipped with gas logs • Primary bath with radiant floor heating and a Jacuzzi garden tub • Large upstairs bonus room loft with half bath • Generac natural gas home generator • Heated attached garage with cabinets, sink, and rolling workstation • Professionally upgraded landscaping, a stone overlook, and a backyard fire pit • Furniture stays (except for a few items). Lawn and garden equipment/supplies stay! Enjoy four beautiful acres in a scenic community with hiking trails, waterfalls, and a golf course. From the inviting driveway to the incredible mountain views and spacious workshop, this property offers so much to love! Call today to schedule a showing!

583 Cliff Park Rd, Monterey

500 Cliff Park Rd, Monterey
$700,000
4 Beds ⋅ 4 Baths ⋅ 1340533 MLS
Tucked away in the woods of Cumberland Cove, this spacious 4-bedroom, 3.5-bath home offers 3,048 sq ft of comfortable living space on a level corner lot--an ideal blend of privacy, room to spread out, and everyday convenience. Inside, you'll find a thoughtful layout with generous storage throughout, making it easy to keep life organized while still enjoying the warm, peaceful setting that makes the Cove so special. Cumberland Cove is a deed-restricted community offering a rare blend of natural beauty and peace of mind, with four private parks featuring hiking trails, waterfalls, overlooks, and caves. Whether you want an active, outdoorsy lifestyle or prefer quiet seclusion among the trees, the Cove gives you the freedom to choose. Conveniently located just 25 minutes to Cookeville or Crossville and about 90 minutes to Chattanooga, Nashville, or Knoxville, you're central to shopping, dining, hospitals, and countless regional attractions, while still coming home to the quiet of the woods.

500 Cliff Park Rd, Monterey

704 White Oak Rd, Monterey
$599,900
3 Beds ⋅ 2 Baths ⋅ 1340297 MLS
Charming Log Cabin Retreat in Cumberland Cove Monterey, TN - Spacious, Nature-Filled Living Discover your dream log cabin nestled on 5.43 acres in Cumberland Cove, Monterey, TN. This inviting home features three bedrooms, two baths, an office, and a cozy loft, offering plenty of space for family and guests. Enjoy modern touches like granite counters and a fenced yard perfect for pets. Relax on the covered screened porch just off the primary bedroom, leading to the backyard and deck with a built-in fire pit,ideal for gatherings. The two-car garage includes a storm shelter for peace of mind. Monterey's central location means you're only 1.5 hours from Nashville, Knoxville, and Chattanooga. Residents of Cumberland Cove enjoy exclusive access to four private parks with waterfalls, caves, and miles of hiking trails for homeowners and their guests. Come experience the best of mountain living in a friendly community surrounded by natural beauty! All information provided is deemed reliable but is not guaranteed.

704 White Oak Rd, Monterey

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