Fentress County TN Homes for Sale

• 

  

  

  /60

  $895,000

  • 4 Beds
  • 3.5 Baths
  • 4,269 Sq Ft

  111 Charity Ln, Jamestown, TN 38556

  One-of-a-kind, custom all-brick home on a paved circular driveway with professional landscaping and mature hardwoods for exceptional privacy. Enter a grand foyer beneath soaring ceilings, elegant crown molding, and gleaming hardwood floors. The formal dining room is ideal for family gatherings. Any chef's dream kitchen features custom cabinetry, granite countertops, center island, large pantry,

  Rhonda Darrow Home Touch Realty, LLC

  111 Charity Ln, Jamestown, TN 38556
• 

  

  

  /26

  $289,000

  • 3 Beds
  • 2 Baths

  1414 Pilgrim Dr, Grimsley, TN 38565

  This charming 3 bedroom 2 bath home is set on 1.02 acres. Experience peaceful surroundings with plenty of space to relax, garden, or entertain, all while being conveniently located between Crossville and Jameston. Enjoy relaxing in the pool or playing in the large backyard,

  Casey Ferrell Keller Williams Realty DBA Cookeville RE Company

  1414 Pilgrim Dr, Grimsley, TN 38565
• 

  

  

  /38

  $294,900

  • 3 Beds
  • 2 Baths
  • 1,590 Sq Ft

  3695 Martha Washington Rd, Clarkrange, TN 38553

  New Construction! Beautiful 3-bedroom, 2-bathroom home with a 2-car garage in a great location on 1.70 acres near Crossville, Cookeville, and Jamestown, TN. The open floor plans have a large living room and kitchen with an Island and new appliances. The split floor plan provides for privacy and includes a large primary bedroom with a bathroom and a walk-in closet. Enjoy the great outdoors with a

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 400-6351

  3695 Martha Washington Rd, Clarkrange, TN 38553
• 

  

  

  /23

  $109,900

  • Land
  • 7.08 Acres
  • $15,523 per Acre

  0 Hollow Creek Ln, Clarkrange, TN 38553

  7.08 ac located in the Muddy Pond Community and located between Monterey and Clarkrange, TN. Lovely country – rural - private setting. The tract is a mixture of level & a gentle roll terrain. Improved driveway leading to the wooded section (which was cleared at one time) of the property with several building sites to select from for that dream home or your weekend retreat. Direct access to

  Debra Dodd No 1 Quality Realty

  0 Hollow Creek Ln, Clarkrange, TN 38553
• 

  

  

  /57

  $825,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,204 Sq Ft

  399 Annabelle Way, Jamestown, TN 38556

  Nestled on a private 2.07-acre cul-de-sac lot in Jamestown, TN, this exceptional luxury home offers a rare blend of refined living and natural beauty. Surrounded by mature trees and backing up to a peaceful greenbelt of forest acreage, the property features a serene creek and waterfall--creating a tranquil backyard retreat. Designed for both everyday living and entertaining, the home features a

  Wade Delk Blackwater Realty

  399 Annabelle Way, Jamestown, TN 38556
• 

  /2

  $41,900

  • Land
  • 5.2 Acres
  • $8,058 per Acre

  0 Glenoby Rd Unit 1335844, Jamestown, TN 38556

  Escape to the peace and quiet. 5.16-acre wooded property that perfectly captures the beauty of the Jamestown countryside. This land offers a unique blend of accessibility and seclusion, located just 4.7 miles--a quick 9-minute drive--from the Fentress County Courthouse. To find this mountain retreat, simply head south from downtown on the US-127 Bypass and turn onto Glenobey Road. Once you

  Timothy Denehy Mitchell Real Estate & Auction

  0 Glenoby Rd Unit 1335844, Jamestown, TN 38556
• 

  

  /14

  $1,250,000

  • Land
  • 167.05 Acres
  • $7,483 per Acre

  0 Ridge Top Dr Unit 1335845, Jamestown, TN 38556

  Once in a lifetime opportunity to own a Historical Property with everything Tennessee has to offer. Beautiful Rock Bluffs, Waterfalls, and Creeks line the many Horse & Hiking Trails running throughout the land. The O&W Railroad Bed refers to what remains of this local piece of Appalachian History. O&W was a short-line railroad to connect Oneida & Jamestown started in 1913. It ran along creeks &

  Diane Schuler 1 Source Realty Pros

  0 Ridge Top Dr Unit 1335845, Jamestown, TN 38556
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  /9

  $549,000

  • Land
  • 72.86 Acres
  • $7,535 per Acre

  00 N York Hwy, Pall Mall, TN 38577

  Discover the perfect blend of open land and wooded privacy on this 72.86-acre property in Pall Mall, TN. Featuring approximately 15 acres of gently rolling pasture and the remainder in scenic wooded hillside, this tract offers both usability and natural beauty. With an impressive 550 feet of frontage along Highway 127, the property provides excellent access and visibility-ideal for a private

  Noah Smith Southern Star Realty

  00 N York Hwy, Pall Mall, TN 38577
• 

  

  /43

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  414 St Anthony Dr, Jamestown, TN 38556

  Wow!! This spacious home is moving in ready, and could be your today. Open floor plan with split bedrooms. Cathedral ceiling, gleaming floors. Formal dining area just off the spacious kitchen with plenty of cabinets & counter spaces, grill on the covered deck just off the dining area. Wonder to the master bedroom with it own exit to the covered deck to enjoy coffee. Spacious walk in closet,

  Rhonda Darrow Home Touch Realty, LLC

  414 St Anthony Dr, Jamestown, TN 38556
• 

  

  /59

  $179,900

  • 4 Beds
  • 2 Baths
  • 1,852 Sq Ft

  554 Mary Cromwell Rd, Jamestown, TN 38556

  Located in the peaceful countryside of Fentress County, this 1,852 square foot home sits on approximately 1.3 acres and offers a unique opportunity for buyers looking to invest or create their dream property. Being sold as-is, this fixer upper is full of potential and ready for your vision and updates. The home features a very distinctive floor plan, offering character and flexibility for those

  

  Lisa Garrett

  MITCHELL REAL ESTATE, LLC

  (931) 350-6821

  554 Mary Cromwell Rd, Jamestown, TN 38556
• 

  

  /54

  $389,000

  • 3 Beds
  • 2 Baths
  • 1,526 Sq Ft

  1085 Hargis Rd, Grimsley, TN 38565

  Step inside this stunning three bedroom, two bath home, conveniently located on 2.44 acres at 1085 Hargis Rd, Grimsley TN. The living area features a trey ceiling and ample room for guests. Meal prepping will become your favorite pasttime in this kitchen equipped with large island, loads of cabinetry, gas range, and granite counters. The primary bedroom includes a walk-in closet and bath with

  

  Barbara Belicek

  Mitchell Real Estate & Auction

  (931) 281-8216

  1085 Hargis Rd, Grimsley, TN 38565
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  /28

  $28,500

  • Land
  • 5.01 Acres
  • $5,689 per Acre

  Lot 84 Buckeye Ln, Wilder, TN 38589

  This stunning property is a nature lover's dream, featuring unique rock formations that add character and charm to the landscape. With a little selective clearing, you can unlock gorgeous views, making it the perfect setting for your mountain retreat. Whether you're looking for a peaceful getaway or a place to build your dream home, this land offers endless possibilities. Imagine watching the

  Mary Rocha Freedom Realty Co. Inc.

  Lot 84 Buckeye Ln, Wilder, TN 38589
• 

  

  /49

  $229,900

  • 1 Bed
  • 1 Bath
  • 524 Sq Ft

  822 Spruce Creek Dr, Jamestown, TN 38556

  Ride Into The Big South Fork + Immediate Airbnb Potential! Discover the perfect intersection of rustic soul and modern convenience. Situated on 3.55 private, wooded acres, this 4-year-old custom cabin sits directly beside the community horse trail, offering direct access to the Spruce Creek Equine community trails with 4 trailheads into the massive 200+ mile trail system of the Big South Fork

  Erica Styles Allardt Real Estate Association LLC

  822 Spruce Creek Dr, Jamestown, TN 38556
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  /29

  $244,929

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  1703 Perimeter Dr, Jamestown, TN 38556

  BACK ACTIVE AT NO FAULT OF THE SELLER! Tucked w/in the Whispering Winds Lake community, this well maintained home invites you to slow down & enjoy the beauty of everyday living. Wake each morning to peaceful views of Whispering Winds Lake from the primary suite, living room, & secondary bedroom. Sunlight pours into the living room where a vaulted ceiling creates a bright & welcoming space. Behind

  Heather Skender-Newton Skender-Newton Realty

  1703 Perimeter Dr, Jamestown, TN 38556
• 

  

  /47

  $545,000

  • 2 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1136 Parkstown Extension, Wilder, TN 38589

  Situated on 6 acres with a stunning bluff view of the beautiful East Obey River Valley, this custom-built home is perfect as a weekend retreat or a full-time residence surrounded by the natural beauty of the Cumberland Plateau. Enjoy easy access to Dale Hollow Lake, Center Hill Lake and Lake Cumberland--- each within 90 minutes--- for fishing, kayaking or boating, along with nearby state parks

  John Rochford Community Realty Services, Inc.

  1136 Parkstown Extension, Wilder, TN 38589
• 

  

  /23

  $425,000

  • Land
  • 64.25 Acres
  • $6,615 per Acre

  171 Gooseneck Ln, Jamestown, TN 38556

  A remarkable 64.25 surveyed acres that has approx. 16 acres in pasture with the remainder wooded the property is fenced and has a year around creek going the entire back of the property.There is a old chicken house used for cattle and about 1300 S.F. has had a home started in it with electric and water run has water meter and a septic with internet at the county rd.A must see to

  Bart Neely Bestway Realty

  171 Gooseneck Ln, Jamestown, TN 38556
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  /24

  $227,500

  • 3 Beds
  • 1 Bath
  • 1,276 Sq Ft

  2506 Rugby Pike, Jamestown, TN 38556

  Peaceful country home in Allardt, Tennessee - home of the giant pumpkins! Nestled in a picturesque country setting within walking distance of the park where the nationally known Giant Pumpkin festival takes place in the fall. This updated 3-bedroom home is the perfect combination of charm and modern convenience. Step inside this move-in ready gem to find a beautifully updated home featuring new

  

  Lori M Buck

  Highlands Elite Real Estate

  (931) 369-0932

  2506 Rugby Pike, Jamestown, TN 38556
• 

  

  /15

  $109,900

  • Land
  • 51.63 Acres
  • $2,129 per Acre

  0 Choctaw Unit 1B, Jamestown, TN 38556

  Looking to live off the grid and embrace privacy and seclusion? This expansive wooded tract offers the perfect opportunity to create your own private retreat. Multiple potential building sites, the property is ideal for a family compound or a peaceful homestead. Enjoy abundant wildlife and the option to live simply and sustainably, surrounded by nature. Whether you're seeking a weekend getaway or

  Rhonda Darrow Home Touch Realty

  0 Choctaw Unit 1B, Jamestown, TN 38556
• 

  

  /15

  $89,900

  • Land
  • 5.93 Acres
  • $15,160 per Acre

  0 Tomahawk Unit 1334779, Jamestown, TN 38556

  Lightly restricted to protect property owners, this 5.93-acre tract features a blend of level to gently rolling terrain--perfect for building your dream home. A storage building is already in place, offering added convenience for immediate use while you plan your build.Enjoy the best of country living with privacy, space, and scenic surroundings, all while being just minutes from local

  Rhonda Darrow Home Touch Realty, LLC

  0 Tomahawk Unit 1334779, Jamestown, TN 38556
• 

  

  /60

  $789,000

  • 3 Beds
  • 3 Baths
  • 3,460 Sq Ft

  1240 Louvaine Rd, Jamestown, TN 38556

  UNRESTRICTED 47 Acre Equestrian Estate. Built in 2016 with serious Self Sufficiency in mind. Begin this adventure driving thru the trees on your 800 foot wrap around driveway crossing over the seasonal CREEK. 3 separate Pastures all Fenced & Cross Fenced approx. 10 acres in total size. Most of the 47 acres is Fenced. 2 FULL RV Hookup sites. Round & Square Pen. Cut in trails on the property for

  Steve Diskin Burks Diskin Real Estate

  1240 Louvaine Rd, Jamestown, TN 38556
• 

  

  /14

  $89,900

  • Land
  • 5.93 Acres
  • $15,160 per Acre

  n/a Tomahawk Rd, Jamestown, TN 38556

  Lightly restricted to protect property owners, this 5.93-acre tract features a blend of level to gently rolling terrain--perfect for building your dream home. A storage building is already in place, offering added convenience for immediate use while you plan your build. Enjoy the best of country living with privacy, space, and scenic surroundings, all while being just minutes from local

  Rhonda Darrow Home Touch Realty LLC

  n/a Tomahawk Rd, Jamestown, TN 38556
• 

  

  /47

  $339,900

  • 2 Beds
  • 1 Bath
  • 1,212 Sq Ft

  925 Unity Church Rd, Jamestown, TN 38556

  Adorable and full of potential, this charming 2-bedroom, 1-bath home offers comfort, versatility, and room to grow. A spacious bonus room provides endless possibilities--perfect for a third bedroom, home office, or family room to suit your needs. Inside, you'll love the gleaming -inch hardwood flooring and custom wood kitchen cabinets, complete with an island and all appliances conveying. The

  Rhonda Darrow Home Touch Realty LLC

  925 Unity Church Rd, Jamestown, TN 38556
• 

  

  /10

  $129,900

  • Land
  • 4.09 Acres
  • $31,760 per Acre

  n/a Unity Church Rd, Jamestown, TN 38556

  Discover the possibilities with this versatile 4.09 acre property, offering ample space for outdoor living, gardening, or future expansion. Whether you're dreaming of building your ideal home or creating a multi-generational setup, this property provides the flexibility to make it happen. An existing garage presents a great opportunity for conversion into temporary living quarters while you

  Rhonda Darrow Home Touch Realty LLC

  n/a Unity Church Rd, Jamestown, TN 38556
• 

  

  /15

  $89,900

  • Land
  • 5.93 Acres
  • $15,160 per Acre

  0 Tomahawk Unit 39, Jamestown, TN 38556

  Lightly restricted to protect property owners, this 5.93-acre tract features a blend of level to gently rolling terrain--perfect for building your dream home. A storage building is already in place, offering added convenience for immediate use while you plan your build.Enjoy the best of country living with privacy, space, and scenic surroundings, all while being just minutes from local

  Rhonda Darrow Home Touch Realty

  0 Tomahawk Unit 39, Jamestown, TN 38556
• 

  

  /15

  $109,900

  • Land
  • 51.63 Acres
  • $2,129 per Acre

  0 Choctaw Unit 1334766, Jamestown, TN 38556

  Looking to live off the grid and embrace privacy and seclusion? This expansive wooded tract offers the perfect opportunity to create your own private retreat. Multiple potential building sites, the property is ideal for a family compound or a peaceful homestead. Enjoy abundant wildlife and the option to live simply and sustainably, surrounded by nature. Whether you're seeking a weekend getaway or

  Rhonda Darrow Home Touch Realty, LLC

  0 Choctaw Unit 1334766, Jamestown, TN 38556
• 

  

  /15

  $109,900

  • Land
  • 51.63 Acres
  • $2,129 per Acre

  n/a Choctaw Dr, Jamestown, TN 38556

  Looking to live off the grid and embrace privacy and seclusion? This expansive wooded tract offers the perfect opportunity to create your own private retreat. Multiple potential building sites, the property is ideal for a family compound or a peaceful homestead. Enjoy abundant wildlife and the option to live simply and sustainably, surrounded by nature. Whether you're seeking a weekend getaway or

  Rhonda Darrow Home Touch Realty LLC

  n/a Choctaw Dr, Jamestown, TN 38556
• 

  

  /15

  $107,000

  • Land
  • 5 Acres
  • $21,400 per Acre

  911 Spearhead Cir, Clarkrange, TN 38553

  Peaceful and ready for your vision! This beautiful lot at 911 Spearhead Circle, Clarkrange, TN features a gorgeous creek and 218 feet of road frontage. Lightly cleared near the road for easy access and building, it offers the perfect blend of convenience and privacy. Enjoy the relaxing sounds of flowing water and a serene natural setting as you create your own private retreat.

  Shannon Gomez Keller Williams Realty DBA Cookeville RE Company

  911 Spearhead Cir, Clarkrange, TN 38553
• 

  

  /60

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  1978 Oloff Smith Rd, Allardt, TN 38504

  Do you love country living with the convenience of a modern well equipped manufactured home that is in wonderful condition. It has new flooring in many parts of the house and nice carpet in the bedrooms. Garden tub and walk in shower in the master bath and a full bathroom convenient to the other bedrooms. Separate dining room with eat in island in the modern kitchen. Large laundry and mud room

  Glenda Levin Mitchell Real Estate & Auction

  1978 Oloff Smith Rd, Allardt, TN 38504
• 

  /2

  $229,900

  • 3 Beds
  • 1.5 Baths
  • 1,541 Sq Ft

  1340 Old Allardt Rd, Jamestown, TN 38556

  Nice spacious brick home with 3bdr 1 1/2 bathroom, family room with wood burning insert. Home is located on .53 acre just minutes to Jamestown. Bathroom currently under construction adding a stand up shower. Large building for storage, shed in back does not sell with property.

  Deborah Mountain Bestway Realty

  1340 Old Allardt Rd, Jamestown, TN 38556
• 

  

  /33

  $245,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  60 Longview Ln, Jamestown, TN 38556

  A new 3 bedroom 2 full bath home in a nice area of Fentress Co with 2.5 acres also a 20x20 Garage.Home has not been occupied and bank will be installing the septic and gutters to the home it is ready to move in.Call for a private showing.

  Bart Neely Bestway Realty

  60 Longview Ln, Jamestown, TN 38556
• 

  

  /33

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  324 Fitzgerald Ln, Jamestown, TN 38556

  Beautiful 3 bedroom 2 bath home located just outside of Allardt near Jamestown, nice open floor plan, excellent condition, cathedral ceiling, large master suite, split bedrooms, large detached garage/workshop, covered front porch, large back deck, very nice and private neighborhood. Don't miss this one it's priced to sell!!! Buyer to verify all information and measurements in order to make an

  

  Todd Stephens

  Crye-Leike Brown Executive Realty

  (931) 904-4140

  324 Fitzgerald Ln, Jamestown, TN 38556
• 

  

  /15

  $619,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  1230 Darrow Ridge Rd, Jamestown, TN 38556

  BRAND NEW BUILD completed end of APRIL 2026. 1732 square foot 3 bed 2 bath home sitting on 5 pristine ACRES of cleared land for pasture DOTTED with mature trees for character. Perfect Equestrian property situated in the Equestrian community of RIDGE TOP ACRES. 8 to 10 miles of community horse trail system with one trail that takes you directly into the BIG SOUTH FORK NATIONAL PARK showcasing 220

  Steve Diskin Burks Diskin Real Estate

  1230 Darrow Ridge Rd, Jamestown, TN 38556
• 

  

  /23

  $169,000

  • Land
  • 40 Acres
  • $4,225 per Acre

  0 Dry Creek Rd, Jamestown, TN 38556

  This 40 +/- acre wooded hillside property in Fentress County, Tennessee offers a great combination of natural beauty and recreational potential! Tucked away in a quiet part of the region, this tract provides a secluded setting that feels removed while still being accessible. The land is primarily wooded and features a natural change in elevation, sitting higher along the southern portion before

  Brian Whitt Arrowhead Land Company

  0 Dry Creek Rd, Jamestown, TN 38556
• 

  

  /39

  $399,000

  • 2 Beds
  • 2 Baths
  • 984 Sq Ft

  813 Bluebird Ridge Rd, Jamestown, TN 38556

  Nestled in the heart of equestrian country, this 2.01-acre tract in Ridge Top Acres offers the perfect blend of potential and peaceful country living. With just a bit more clearing and some fencing, this property will truly shine for horse enthusiasts or those seeking space to roam. Ideally located adjacent to Big South Fork Park, you'll enjoy endless riding trails and outdoor adventure right at

  Rhonda Darrow Home Touch Realty

  813 Bluebird Ridge Rd, Jamestown, TN 38556
• 

  

  /3

  $99,000

  • Land
  • 7.62 Acres
  • $12,992 per Acre

  0 Flat Rock Unit Lot 6, Jamestown, TN 38556

  Escape to your own slice of countryside paradise with this stunning 7.62-acre tract located in sought-after horse country. Featuring breathtaking views, this property is already equipped with well water and electric, saving you time and expense. Choose from several beautiful building sites to create your ideal home. Wander the existing trails that guide you to a peaceful creek along the back of

  Lesley McNeal RE/MAX Finest

  0 Flat Rock Unit Lot 6, Jamestown, TN 38556
• 

  

  /36

  $799,900

  • Land
  • 243 Acres
  • $3,292 per Acre

  0 Boatland Rd, Jamestown, TN 38556

  Introducing a remarkable 243 +/- acres in Fentress County, Tennessee! The East Fork Obey River Paradise offers the ultimate recreational escape! With the East Fork of the Obey River forming its eastern boundary, the property provides direct access to outstanding water recreation, including rafting, kayaking, and excellent fishing opportunities! Whether you're seeking adventure or a spot to enjoy

  Brian Whitt Arrowhead Land Company

  0 Boatland Rd, Jamestown, TN 38556
• 

  /2

  $41,900

  • Land
  • 5.2 Acres
  • $8,058 per Acre

  0 Glenoby Rd Unit 244164, Jamestown, TN 38556

  Escape to the peace and quiet on this 5.16-acre wooded property that perfectly captures the beauty of the Jamestown countryside. This land offers a unique blend of accessibility and seclusion, located just 4.7 miles--a quick 9-minute drive--from the Fentress County Courthouse. To find this mountain retreat, simply head south from downtown on the US-127 Bypass and turn onto Glenobey Road. Once you

  

  Lisa Garrett

  Mitchell Real Estate & Auction Co.

  (931) 295-0521

  0 Glenoby Rd Unit 244164, Jamestown, TN 38556
• 

  

  /11

  $150,000

  • Land
  • 11.26 Acres
  • $13,321 per Acre

  0 Honey Creek Loop Rd, Allardt, TN 38504

  Nice location for this nice surveyed 11.26 acres in the Honey Creek Loop area. Close to Zenith Horse Stables and the Big South Fork Park. Land lays level, slopes and steep in some areas. Mostly wooded with an area of fenced pasture. There is a road thru property going to a active oil/gas well, we are still working on obtaining information on this well. Gates, other farm items in pasture belong to

  Deborah Mountain Bestway Realty

  0 Honey Creek Loop Rd, Allardt, TN 38504
• 

  

  /54

  $770,000

  • 2 Beds
  • 2 Baths
  • 2,400 Sq Ft

  232 Wild Cat Rd, Jamestown, TN 38556

  Tucked at the end of a peaceful cul-de-sac in the Spruce Creek Equestrian Community with direct access to neighborhood trails and trails into the Big South Fork right from your property, this beautiful 2BR 2BA cabin features 2400sf of living space & a 3 car attached Heated & Cooled garage, sitting on 5.77 acres fully fenced. Home boasts covered front and back porch, master suite on the main level

  Erica Styles Allardt Real Estate Association LLC

  232 Wild Cat Rd, Jamestown, TN 38556
• 

  

  /29

  $199,900

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  1995 Clarkrange Monterey Hwy, Monterey, TN 38574

  Beautifully remodeled country cottage in Monterey, Tennessee, offering the perfect blend of rustic charm, modern updates, and relaxed Upper Cumberland living. This move-in ready home features a flowing floor plan with a spacious eat-in kitchen, stainless steel appliances, a large living room with an electric fireplace, and a charming screened-in front porch ideal for enjoying peaceful Tennessee

  Peter Bourdeau eXp Realty, LLC

  1995 Clarkrange Monterey Hwy, Monterey, TN 38574

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