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Jamestown, TN Homes for Sale under $400,000

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  • /57

    $389,900

    • 4 Beds
    • 3 Baths
    • 2,580 Sq Ft

    220 Old Gatewood Ford Rd, Jamestown, TN 38556

    Country living at its finest -- gorgeous single-level home where the sky shines bright at night. Spacious 4 bed, 3 bath floor plan with a well-equipped eat-in kitchen plus a formal dining room. Large bedrooms with generous closets. Relax with a good book in the sunroom, perfect for quiet time. Fully fenced yard--ideal for kids and pets. Attached 2-car garage plus a 1-car detached garage and a

    Rhonda Darrow Home Touch Realty, LLC

    220 Old Gatewood Ford Rd, Jamestown, TN 38556
  • /38

    $335,000

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    506 Spruce Creek Dr, Jamestown, TN 38556

    Tucked in the Heart of the Big South Fork, this warm rustic cabin retreat sits on a peaceful, wooded acre, surrounded by nature. Featuring 2 bedrooms and 2 full baths along with an open concept kitchen/Living room area, and separate climate controlled utility room, it blends cozy cabin charm with comfortable living. Outside an 8 stall open air barn with extra storage area offers plenty of space

    Erica Styles Allardt Real Estate Association LLC

    506 Spruce Creek Dr, Jamestown, TN 38556
  • /13

    $400,000

    • Land
    • 72 Acres
    • $5,556 per Acre

    0 72 Acres Cole Place Rd, Allardt, TN 38504

    Don't miss out on owning 72+/- acres to build your dream home on. Several nice building sites, bring your horses... this property is within minutes from the Big South Fork and Zenith Campground. Ride from your property right into miles of horse-riding trails., property is also in close proximity to hiking, kayaking, hunting and fishing.! Utilities and high-speed internet available. Owner

    Cindy Stedman Allardt Real Estate Association LLC

    0 72 Acres Cole Place Rd, Allardt, TN 38504
  • /40

    $220,000

    $25K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,856 Sq Ft

    314 & 316 Wheeler Ave, Jamestown, TN 38556

    2 Homes For The Price Of One.....Character flows beautifully through this lovely, recently updated home located on a nice level lot right inside the Jamestown City Limits, putting all local amenities within easy reach. The main residence features four bedrooms and one spacious bath, highlighted by a recent addition that includes an inviting living room with a warm gas fireplace and a formal

    Christopher Todd Stephens Mitchell Real Estate & Auction

    314 & 316 Wheeler Ave, Jamestown, TN 38556
  • /33

    $299,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,900 Sq Ft

    1031 Laurelwood Dr, Jamestown, TN 38556

    Welcome to 1031 Laurelwood Drive in Jamestown, Tennessee-a charming 3-bedroom, 2-bath home offering approximately 1,900 square feet of comfortable living space in the heart of the Upper Cumberland. This well-maintained home features a spacious and functional floor plan designed for everyday living, with generous living areas, abundant natural light, and plenty of room to gather with family and

    Matt Sargent Keller Williams Realty

    1031 Laurelwood Dr, Jamestown, TN 38556
  • /25

    $386,500

    • 1 Bed
    • 1.5 Baths
    • 1,008 Sq Ft

    152 Ridge Point Rd, Jamestown, TN 38556

    Horses Welcome! Peace & Quiet lives here. Custom Built Cozy Home on 2 acres located on a dead-end quiet road. Huge Metal Frame Roof over 2 Stall Barn, Large Tack Rm and Hay Equipment Storeroom all under one roof, including Parking area for vehicles. Sit on the Front or Back Large Porches & enjoy the wildlife and sounds of Nature in the Summer....Cozy up to the Gas Stone Fireplace in Winter. Low

    Diane Schuler 1 Source Realty Pros

    152 Ridge Point Rd, Jamestown, TN 38556
  • /21

    $150,000

    • 3 Beds
    • 1 Bath
    • 1,080 Sq Ft

    152 Woodlawn Dr, Jamestown, TN 38556

    Come check out 152 Woodlawn dr, with endless charm and ample space this place will be easy for the next owner to call home. the spacious front porch allows you to enjoy the beautiful country setting. the shed out back provides storage for all your needs. This place has endless opportunities from a starter home to investment potential you won't be disappointed. Call today for your private showing

    Jim Stoneburner Honors Real Estate Services LLC

    152 Woodlawn Dr, Jamestown, TN 38556
  • /37

    $369,000

    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    935 Pinetree Rd, Jamestown, TN 38556

    DONT MISS OUT ON THIS UNIQUE EAST TN PROPERTY OFFERING THE PERFECT COMBONATION OF COMFORTABLE COUNTRY LIVING AND BUSINESS POTENTIAL. SITUATED ON APPROXIMATELY 1.5 ACRES. THIS IS A WELL MAINTAINED 3 BDR 2 BATH HOME PAIRED WITH AN IMPRESSIVE 40X40 COMMERCIAL GRADE SHOP. BUILT IN 2019 THE HOME FEATURES 1320 SQ FT OF LIVING SPACE, MODERN FINISHES, AND A SPACIOUS YARD WITH ROOM TO ENJOY THE PEACEFUL

    Malcom Strong Crye-Leike Brown Executive Rea

    935 Pinetree Rd, Jamestown, TN 38556
  • /17

    $342,000

    • Land
    • 22.75 Acres
    • $15,033 per Acre

    0 Panther Branch Rd Unit RTC3191196, Jamestown, TN 38556

    Escape to the peace and beauty of the countryside with this scenic acreage just minutes from town. Enjoy clear night skies filled with stars and the glow of fireflies, creating the perfect setting for your dream home. The property features a stocked pond and a creek, offering both relaxation and natural charm.Fenced for livestock, with some repairs needed, this land is ready for your vision. An

    Rhonda Darrow Home Touch Realty

    0 Panther Branch Rd Unit RTC3191196, Jamestown, TN 38556
  • /13

    $108,000

    $12K PRICE DROP
    • Land
    • 54.54 Acres
    • $1,980 per Acre

    0 Junaluska Hwy Unit 1340366, Jamestown, TN 38556

    Escape the hustle and bustle and embrace the peace of nature with this stunning 54.54-acre wooded tract offering endless possibilities. Whether you're dreaming of an off-grid homestead, private hunting retreat, this property delivers the perfect setting. Featuring level to steep terrain with scenic bluffs, abundant wildlife, and established trails throughout, adventure and tranquility await

    Rhonda Darrow Home Touch Realty, LLC

    0 Junaluska Hwy Unit 1340366, Jamestown, TN 38556
  • /34

    $270,000

    $20K PRICE DROP
    • Land
    • 133 Acres
    • $2,030 per Acre

    0 Double Top Rd Unit 1313730, Jamestown, TN 38556

    If you're looking for privacy, this is the place for you. 133 acres, a perfect place to build your getaway, enjoy nature and wildlife. This property is 15 minutes from town and 15 minutes from Dale Hollow Lake. Call today for a showing.

    Kathy Rains Highlands Elite Real Estate

    0 Double Top Rd Unit 1313730, Jamestown, TN 38556
  • /16

    $399,500

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    344 Georgee Rd, Jamestown, TN 38556

    New Construction Property nearing completion. Welcome home to peaceful country living with modern style! Nestled on a beautiful 1.03-acre private lot, this thoughtfully designed 3-bedroom, 2-bath home offers 1,834 square feet of comfortable living space and the perfect blend of charm and functionality. Step inside to an inviting open-concept floor plan featuring tasteful neutral finishes that

    Melody Pollard eXp Realty

    344 Georgee Rd, Jamestown, TN 38556
  • /52

    $158,500

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,155 Sq Ft

    2780 Leatherwood Ford Rd, Jamestown, TN 38556

    3br/2ba home, 46x24.4 garage/workshop, 10x13 barn style metal building, paved driveway on .77 unrestricted acres. Home is located right outside the Big South Fork National Park. Prime location and private too! Home is very clean and spacious with 1155 sf, all appliances and freshly painted. Metal roof, 10x20 covered porch with 2 porch swings, 10x12 covered deck. Garage has concrete floors, wired

    Jill Houston Mitchell Real Estate & Auction

    2780 Leatherwood Ford Rd, Jamestown, TN 38556
  • /36

    $329,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,174 Sq Ft

    2013 Meadowview Dr, Jamestown, TN 38556

    Beautifully maintained 3-bedroom 2 bath home with versatile spaces and plenty of storage, located in a quiet, friendly neighborhood on a spacious fenced double lot, in close proximity to town.This home features an inviting layout with open concept LR/Family room, Dining/Kitchen area with granite counter tops and tile backsplash and All stainless appliances with a double oven. You have a

    Erica Styles Allardt Real Estate Association LLC

    2013 Meadowview Dr, Jamestown, TN 38556
  • /4

    $103,000

    • Land
    • 6.88 Acres
    • $14,971 per Acre

    Lot 24 Old Mount Helen Rd, Allardt, TN 38504

    Brand New Equestrian Subdivision with direct trails leading into the Big South Fork NR&RA. Several partially cleared lots to choose from. Water, electric and internet available at the road. Underground utilities within subdivision. Owner finance terms available!

    Cindy Stedman Allardt Real Estate Association LLC

    Lot 24 Old Mount Helen Rd, Allardt, TN 38504
  • /18

    $259,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,311 Sq Ft

    822 Allardt Hwy, Jamestown, TN 38556

    Newly renovated, cute as a button ready for new family to make memories. This home features 3 bedroom 1 bath with spacious living room, formal dining room, kitchen with everything at your fingertips, newly installed appliances. Freshly painted, flooring, lighting and so much more. 2 car attached garage, rolling yard, open deck on back with room for whole family to enjoy supper by the grill. Don't

    Rhonda Darrow Home Touch Realty

    822 Allardt Hwy, Jamestown, TN 38556
  • /2

    $145,000

    $45K PRICE DROP
    • Land
    • 20.01 Acres
    • $7,246 per Acre

    4169 Gatewood Ford Rd, Jamestown, TN 38556

    ---More photos coming soon---Unrestricted 20-Acre Homestead - Private Plateau RetreatEscape to the heart of the Cumberland Plateau with this pristine 20.00-acre tract in Jamestown, TN. Located just north of Gate Wood Ford Road, this property offers the ultimate blank canvas for your Tennessee dream--whether that's a private family estate, a self-sufficient homestead, or a weekend getaway for

    Timothy Denehy Mitchell Real Estate & Auction

    4169 Gatewood Ford Rd, Jamestown, TN 38556
  • /31

    $370,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    811 Fritzsche Loop, Jamestown, TN 38556

    This 3 bedroom 2 bath home was built in 2024. It sits on almost 4 acres and boasts modern finishes with an attached two car garage. Upon entering, an open concept displays a spacious living room along with the dining area and kitchen. This beautiful kitchen features custom cabinetry along with a convienent island with an abundance of additional storage. The master bedroom features a thoughtfully

    Tonya Owens RE/MAX COUNTRY LIVING, LLC

    811 Fritzsche Loop, Jamestown, TN 38556
  • /32

    $269,500

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,018 Sq Ft

    108 Laurel Dr, Jamestown, TN 38556

    Nice 3 bedroom home, with office. Nice Living Room with Gas Log Fireplace. House has had several updates to the kitchen, Master bath and Living Room. Nice area with property boarding Whispering Winds Lake. Nice covered deck over looking the woods and lake. House is ready to move in, call for a showing.

    Dwight Dickson Bestway Realty

    108 Laurel Dr, Jamestown, TN 38556
  • /12

    $130,000

    • Land
    • 4.47 Acres
    • $29,083 per Acre

    0 Lot 590 Stone Haven Trail Unit 1351590, Jamestown, TN 38556

    Build your dream home on this 4.47-acre lot in the established equestrian community, Ridgetop Acres. Approximately 3.5 acres have been cleared and made ready for construction, while the remaining mature trees preserve privacy and natural beauty.This property provides direct access to the Ridgetop Horse Trail network, and sits conveniently near Big South Fork National Park and Picket State

    Nicole Evans Triple C Realty & Auction, LLC

    0 Lot 590 Stone Haven Trail Unit 1351590, Jamestown, TN 38556
  • /31

    $100,000

    $25K PRICE DROP
    • Land
    • 30,927 Sq Ft
    • $140,845 per Acre

    0 Eagle Unit 1326648, Jamestown, TN 38556

    Wonderful buildable level lot in the gated community of The Highlands Of Big South Fork. You can't find a better lot in the Highlands, and there are not many left. It is close to the owners barns and the lot comes with 2 stalls/paddocks anbd tack room in the owners barsn. Also, turn out pastures are available at a small monthly charge. No where else in Fentress county can you have access to 50

    Glenda Levin Mitchell Real Estate & Auction

    0 Eagle Unit 1326648, Jamestown, TN 38556
  • /37

    $299,900

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 432 Sq Ft

    147 Saddle Dr, Jamestown, TN 38556

    Dont miss this riders retreat in the Spruce Creek Equestrian Subdivision. 3.62 acres set up with 3 electro braid paddocks. Nice outdoor wash rack. There are 3 camper hookups, 2 with water, power and sewer, 1 with just power and water. Complete with 36' X 42' barn with 4 large stalls and 2 nice 12 X 18 bunk rooms, one with a half bath and food prep area and the other with a walk in shower and

    Rae Ramsey MarMac Real Estate

    147 Saddle Dr, Jamestown, TN 38556
  • /41

    $199,900

    • 3 Beds
    • 2 Baths
    • 2,331 Sq Ft

    1104 Allardt Hwy, Jamestown, TN 38556

    Spacious and versatile home tucked away from the road, offering privacy and endless possibilities! Whether you're looking for a comfortable primary residence with plenty of room for the whole family or an investment opportunity, this property has the potential to fit your needs. Featuring 3 bedrooms, 2 full baths, and 2 kitchens, the layout could easily accommodate multi-generational living or be

    Rhonda Darrow Home Touch Realty LLC

    1104 Allardt Hwy, Jamestown, TN 38556
  • /12

    $167,500

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 640 Sq Ft

    154 Copley Cemetery Rd, Jamestown, TN 38556

    Located within minutes of the Big South Fork National Recreation Area with 125,000 acs. Horse trails, hiking, overlooks, canoeing through out. 20025 constructed 2 bedroom/1 bath home on 1.15 acs. All appliances included. Additional storage building stays. Fiber optic internet available. Use as a primary residence or a go to spot to enjoy the park and surrounding rural community. Updated spit unit

    Troy Gammon Southern Star Realty

    154 Copley Cemetery Rd, Jamestown, TN 38556
  • /7

    $175,000

    Coming Soon

    532 White Oak Rd, Jamestown, TN 38556

    Prime Acreage Opportunity in Jamestown, TN - Just Over 14 Cleared Acres!Discover the perfect blend of convenience, privacy, and natural beauty with this just-over 14-acre tract located at 532 White Oak Rd in scenic Jamestown, TN. This mostly cleared property offers an ideal setting for your dream home, mini-farm, or investment opportunity. With easy access just off Highway 127, you'll

    Barbara Isham Century 21 Fountain Realty, LLC

    532 White Oak Rd, Jamestown, TN 38556
  • /5

    $115,000

    $26K PRICE DROP Coming Soon
    • Land
    • 6.42 Acres
    • $17,913 per Acre

    0 Pickett Park Hwy Unit RTC3136701, Jamestown, TN 38556

    Great location 6.42 acers located at the cornner of Darrow Ridge Rd and Picket Park Rd nice wooded lot with several diffrent building sites on it. conviently located to the Big South Fork and Picket State Park owner Agent fast and easy owner finaning

    0 Pickett Park Hwy Unit RTC3136701, Jamestown, TN 38556
  • /42

    $258,000

    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    111 Guffey Ln, Jamestown, TN 38556

    Mini-Farm Ready Brick Home on 1.44 Unrestricted Acres Charming brick ranch situated on 1.44 unrestricted acres in a peaceful country setting in Jamestown! Located on a spacious corner lot, this versatile property offers an ideal setup for mini-farm living, hobby farming, or anyone seeking room to spread out with no restrictions. The property features a fenced backyard, separate fenced pasture, &

    Donna Baisley Baisley Hometown Realty, LLC

    111 Guffey Ln, Jamestown, TN 38556
  • /59

    $399,000

    • 3 Beds
    • 3 Baths
    • 3,116 Sq Ft

    2014 Double Top Rd, Jamestown, TN 38556

    Escape to the peace and beauty of country living, where fireflies light up warm summer evenings and the stars shine bright overhead. This spacious home is the perfect place to begin your next chapter, offering room to grow and enjoy every season of life. Recently updated with additional finished square footage not reflected on the tax records, this home features three bedrooms on the main level,

    Rhonda Darrow Home Touch Realty, LLC

    2014 Double Top Rd, Jamestown, TN 38556
  • /33

    $299,000

    • 2 Beds
    • 1.5 Baths
    • 1,366 Sq Ft

    4720 S York Hwy, Jamestown, TN 38556

    A very nice 2 bedroom 1.5 bath home sitting on 2.9 +/- acres with a 4 bay pole barn that is around 960 S.F. and a block storage building.Home has been remodeled in the last 10 years with flooring windows central heat and air tankless hot water wiring and plumbing and so much more this is a must see.

    Bart Neely Bestway Realty

    4720 S York Hwy, Jamestown, TN 38556
  • /21

    $185,000

    $31K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,280 Sq Ft

    125 Bunker Hill Rd, Jamestown, TN 38556

    PRICE IMPROVEMENT - PRICED TO SELL! Work Shop, Sheds, Generac, Land and more!! Welcome home to this completely remodeled and updated property in the peaceful countryside of Jamestown, Tennessee. Offering a combination of comfort, functionality, and valuable upgrades, this property is perfect for those seeking extra storage, workspace, and reliable backup power. The home features a layout with

    Candace Miller United Real Estate Solutions

    125 Bunker Hill Rd, Jamestown, TN 38556
  • /17

    $259,900

    • 3 Beds
    • 1 Bath
    • 1,335 Sq Ft

    3514 Mount Helen Rd, Allardt, TN 38504

    Trail Riders dream location: 2 miles to Big South Fork National Park and Recreation Area (Mill Creek Trailhead), 3.5 miles to Zenith Rd. Trailhead and many other prime destinations in the famous Big South Fork National Park and is a short drive to East Fork Stables. East Fork Stables is a popular trail riding area with a 100+ miles of scenic trails. This home has an abundance of storage with two

    Tim Peavyhouse Peavyhouse & Associates

    3514 Mount Helen Rd, Allardt, TN 38504
  • /30

    $199,000

    • 3 Beds
    • 1 Bath
    • 1,260 Sq Ft

    151 Colyers Loop, Jamestown, TN 38556

    A nice 3 bedroom 1 full bath home that has had a new roof done in Aug. of 2026 this home has been very well maintained and over the years updated also a large storage building a must see.

    Bart Neely Bestway Realty

    151 Colyers Loop, Jamestown, TN 38556
  • /23

    $360,500

    New Construction $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,950 Sq Ft

    214 Georgee Rd, Jamestown, TN 38556

    Fabulous new construction located in Stone Cliff Acres with almost an acre of land. This home features an open-concept layout with LVF & cathedral ceilings. The heart of the home being the kitchen is designed with Stainless steel appliances, granite counter tops, custom built cabinets & a walk in pantry with a window to fill the space with natural light. A gas log fireplace with stone from the

    Tamra Bowmer Highlands Elite Real Estate

    214 Georgee Rd, Jamestown, TN 38556
  • /37

    $110,000

    • Land
    • 1.14 Acres
    • $96,491 per Acre

    0 Eagle Unit 12, Jamestown, TN 38556

    Wonderful bluff lot in the gated equestrian community of The Highlands. Bluff lot, wooded, great building site. Enjoy the use of 2 stalls and paddocks that come with the purchase in the owners barns. Also, paddocks for rent for $150.00 a month. 3000 acres included with 45 miles of private equestrian trails included for your use. Come ride and leave the barn and ground maintenance up to the staff.

    Glenda Levin Mitchell Real Estate & Auction LLC

    0 Eagle Unit 12, Jamestown, TN 38556
  • /59

    $375,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    101 Ridgepoint Rd, Jamestown, TN 38556

    This home is located in the beautiful equine community of Ridgetop in Jamestown, Tennessee. Home of the beautiful Big South Fork National Park and Recreation Area. People come from all over the United States to ride here. Over three acres of fenced property with no climb horse fence. Two 12x12 stalls in an enclosed barn and two open air stalls and a wash rack. Tack room and area for hay storage

    Glenda Levin Mitchell Real Estate & Auction

    101 Ridgepoint Rd, Jamestown, TN 38556
  • /11

    $199,000

    • Land
    • 7.7 Acres
    • $25,844 per Acre

    0 Frank Campbell Rd Unit 3518754, Jamestown, TN 38556

    Level to rolling 7.7 acres close start your hobby farm and build your dream home. Close to all amenities. Come take a look today

    Rhonda Darrow Home Touch Realty

    0 Frank Campbell Rd Unit 3518754, Jamestown, TN 38556
  • /24

    $244,929

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,223 Sq Ft

    1703 Perimeter Dr, Jamestown, TN 38556

    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 the home, a tranquil wooded backdrop

    Heather Skender-Newton Skender-Newton Realty

    1703 Perimeter Dr, Jamestown, TN 38556
  • /11

    $209,000

    $16K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,032 Sq Ft

    1045 Pearl Hinds Rd, Jamestown, TN 38556

    Perfect Starter Home or Investment Opportunity. This charming 3-bedroom, 1-bath home offers endless potential for first-time homebuyers, investors, or anyone looking for peaceful country living with convenience nearby. Features include a spacious living room, an eat-in kitchen, and a full walk-out basement providing plenty of storage or future expansion possibilities. Enjoy relaxing mornings on

    Rhonda Darrow Home Touch Realty LLC

    1045 Pearl Hinds Rd, Jamestown, TN 38556
  • /7

    $259,000

    • Land
    • 15.94 Acres
    • $16,248 per Acre

    2726 Doubletop Rd, Jamestown, TN 38556

    Nice 15.94 +/- acres mostly in beautiful rolling pasture with some tree lines. Property has new survey and is completely fenced., with pretty valley views . Property comes with a great business opportunity with a Rock Quarry that is located towards the back side . The Rock Quarry is currently in idle, but in the past the family had the business up and going. This opportunity doesn't come along

    Deborah Mountain Bestway Realty

    2726 Doubletop Rd, Jamestown, TN 38556
  • /31

    $239,000

    $21K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,312 Sq Ft

    350 Colditz Rd, Jamestown, TN 38556

    No HOA and NO RESTRICTIONS!! ! Country living just outside the city limitsNestled on a nice tree lined street in an established neighborhood.3 bedroom 2 full bath brick ranchCompletely renovated in 2022 this beautiful home has been redone inside with new drywall, luxury plank flooring, paint, vinyl windows, all new 200 amp electrical service and new PEX line plumbing . Too many

    Deborah Mountain Bestway Realty

    350 Colditz Rd, Jamestown, TN 38556

Showing Results 41 - 80, Page 2 of 4

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