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642 Buck Ridge Rd, Jamestown
$599,900
3 Beds ⋅ 2 Baths ⋅ 1331094 MLS
This property has it ALL. 7 acres in size, at the END of the ROAD. 14x40 Amish built Workshop/Shed with a 1/2 bath Power & Water. This is your AIR B&B or guest cabin opportunity. OPEN CONCEPT / Split Living home that is 3 bed 2 bath. Eat in Kitchen with large kitchen island, ALL QUARTZ COUNTERS. Inset Lighting. Covered porch & Patio decking. Separate Laundry room. Primary suite has a large walk in closet. 30x40 foot 3 stall BARN + TACK ROOM + room for 200 BALES of hay plus turnouts. 3 car carport. Slightly rolling MATURE pasture land. FENCED Dog Run in the back yard. This home is well cared for & it shows. Wood Pellet Stove for additional seasonal heat. ION reverse osmosis under kitchen sink system. Murphy Bed system in bedroom 3 included. High Speed Internet in this community. NO HOA dues. You have 3 access points onto the trail system from your property. The trail system runs along the back side of your property. 8-10 miles of community trail system & one of those trails will take you directly into the Big South Fork National Park with 220 miles of dedicated horse trails.

642 Buck Ridge Rd, Jamestown

760 Rockview Rd, Jamestown
$449,000
3 Beds ⋅ 2 Baths ⋅ 1331048 MLS
Brand NEW BUILD / NEVER OCCUPIED. Seller will RELOCATE the BARN on any part of the property you wish. Designer touches all thru-out the home. Located in the Equestrian community of RIDGE TOP ACRES which features 8 TO 10 miles of community trails & a trail that will take you DIRECTLY into the BIG SOUTH FORK NATIONAL PARK with 220 miles of dedicated horse trails. 9 foot ceilings. Excellent use of small eyeball inset lighting with adjustable COLOR temperature control. Kitchen features Custom Cabinets with soft close drawers, Granite counters, Center ISLAND with electric & CABINETS and a STAINLESS STEEL APRON DEEP SINK, Gas stove, all appliances were purchased in September 2025. HOUSE WIRED for CAT 6. Open Concept / Split Living. 24x32 Modular Barn with 4 stalls plus Large Tack room. EXTRA WIDE HALLWAYS. Water Proof LVT Flooring thru-out. Separate laundry room with cabinets and a built in pantry. Your Cinder Block foundation IS concrete filled with an exterior skim coat. Crawl Space FULLY ENCAPSULATED. Propane tank is leased. OVERSIZED encapsulated FINISHED garage with a side door & TANKLESS WATER HEATER. The back decking with railing is ARCHITECTURALLY Designed. 2 beautiful mature pastures in place. Master Bathroom has a custom tiled shower, a separate SOAKING bath tub, twin sink cabinet with granite counters, AND auto lit base cabinet lighting. A LARGE Master walk in closet. Stamped concrete on the covered front porch. EXCELLENT AIR B&B OPPORTUNITY. 4 STALL BARN included.

760 Rockview Rd, Jamestown

2936 Leatherwood Ford Rd, Jamestown
$367,400
1330931 MLS
Nestled in the heart of Tennessee's renowned horse country, this exceptional 16.7-acre property offers a rare blend of privacy, natural beauty, and build-ready convenience. With more than 5 acres already cleared, the land provides an ideal setting for constructing your dream home, equestrian estate, or private retreat. The terrain is predominantly level with a gentle roll, creating a versatile landscape suitable for a variety of uses. The rear of the property features a picturesque creek framed by impressive natural rock formations, adding both character and serenity to the setting. The land also includes its own natural gas well--an uncommon and valuable asset. Outdoor enthusiasts will appreciate direct access to neighborhood riding and hiking trails, along with the extensive trail systems of the Big South Fork National River & Recreation Area. Pickett State Park is just a short drive away, offering even more opportunities for exploration and adventure. This property combines scenic beauty, practical amenities, and an unbeatable location--an outstanding opportunity for anyone seeking space, privacy, and the best of Tennessee's outdoor lifestyle.

2936 Leatherwood Ford Rd, Jamestown

107 Walking Horse Drive, Jamestown
$295,000
1 Baths ⋅ 1330750 MLS
Embrace the tranquility of 9.5 beautifully wooded acres spread across three lots in the Spruce Creek equestrian community. This property features a 40' x 40' multi-use barn with a cozy 30' x 10' bunkroom and full bathroom--perfect for staying onsite while you build your dream home. A 3-ton, triple-zone mini split system for heating and cooling is included and ready for installation. Equestrians will love the 3-stall shed row barn, large tack room, and round pen. There's also a designated RV parking spot complete with water, electric, and septic hookup. Adventure and relaxation await with a striking natural Rockhouse and seasonal waterfall right on your land. From the property, enjoy 15 miles of neighborhood horse trails, plus direct access into the Big South Fork National River & Recreation Area and nearby Pickett State Park--ideal for hiking, kayaking, and fishing. Call today to schedule your showing

107 Walking Horse Drive, Jamestown

1092 Grandview Way, Jamestown
$549,000
4 Beds ⋅ 5 Baths ⋅ 1327144 MLS
Welcome to 1092 Grandview Way, a spacious home nestled in The Highlands at Big South Fork.Featuring 32 miles of private trails. This beautifully maintained 4-bedroom 3.5 bath home offers 2,045 square feet of living space and a host of desirable features that combine comfort,functionality,and rustic charm.Step inside to a warm and inviting main level featuring an open floor plan, stone gas fireplace and abundant natural light. The spacious living area features open floor plan. The well-equipped kitchen provides ample cabinetry and counter space for everyday living and enteraining. The primary suite and additional bedrooms offer privavcy and comfort for the whole family. Downstairs you find a bonus space with finished man cave-ideal for home theater,game room,gym,or private retreat.Outside you find a screened back deck. The wrap-around porch is an added feature as well.The home also features equine themed landscaping with beautiful gazebo. Call today for your showing!!

1092 Grandview Way, Jamestown

Grandview Way, Jamestown
$396,000
1326692 MLS
Elite Equestrian GATED community called the Highlands at the Big South Fork. 2 of the nicest choice BLUFF lots sitting side by side in this community. As my photos show, this lot OVERLOOKS the huge valley. Wrap around views WILL take your breath away. At the end of the Cul-De-Sac you WILL experience Privacy, Seclusion, trees, Abundant wildlife, & the best VIEWS the community can offer. Enjoy50 MILES of PRIVATE riding trails & RIM & BLUFF riding all through out this COMMUNITY. This DOUBLE LOT PARCEL comes with a community barn which entitles you to have 2 private stalls & a tack room. You are greeted with an incredible event center as you drive thru the iron main gates. rarely offered opportunity for the Million dollar home & VIEWS to match. 2 parcels being offered for the listed price 034D A 017.00 AND 034D A 016.00

Grandview Way, Jamestown

Eagle Blf, Jamestown
$100,000
1326648 MLS
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 miles of private gorgeous horse trails. I've lived here since 2004 and would not live anywhere else because of the wonderful facilities, ready made horse riding friends, trails and wonderful crew that takes care of the barns, trails and turn out pastures. If you want to spend your time riding and not doing chores this is the place for you. Let me show you around and show you why I live here. I also have wonderful builder recommendations. Buyer to verify all information and measurements to make an informed offer.

Eagle Blf, Jamestown

478 Spruce Creek Dr, Jamestown
$140,000
1325987 MLS
Located in Spruce Creek Acres, this ready‑to‑build lot gives you the freedom to camp, ride, and begin shaping for the home or getaway you've always imagined. The property is already set up with an RV hookup, a 2‑bedroom septic system, water, electric, and Wi‑Fi. It's fully fenced—mostly with attractive wood fencing—and includes a 2‑stall barn with tack and hay storage area, perfect for horses or future projects. Step outside your gate and hit the trails instantly. You'll have direct access to 15+/- miles of neighborhood riding trails, and from there, the trail network opens up into the vast Big South Fork National River and Recreation Area. Whether you love long rides, scenic hikes, or simply being surrounded by nature, this location delivers it all. It's a bright, welcoming spot with everything in place—ready for your plans, your adventures, and your next chapter. Call today to schedule a showing.

478 Spruce Creek Dr, Jamestown

789 Spruce Creek Drive, Jamestown
$798,000
2 Beds ⋅ 3 Baths ⋅ 1325333 MLS
TURN-KEY Equestrian property. A TRUE Honest Abe LOG HOME with pristine 9.14 acres completely perimeter fenced. Cross Fenced Fields and 2 run-ins. Located in SPRUCE CREEK ACRES with Direct Horse Trail Access into the National Big South Fork Park with 220 miles of dedicated Horse trails. Home has granite Kitchen & Island Countertops with custom built Pecan cabinets. Huge walk-in kitchen pantry. Newer LG gas stove with double oven including convection option and newer side by side refrigerator/freezer. NEW scratch free water resistant engineered wood flooring throughout. Loft serves as the owners' office yet can be a 3rd bedroom with slight modification. Home is Septic Permitted for 3 bedrooms. Family room & kitchen each boast their own floor to ceiling stacked stone gas fireplace with hearth. 2025 NEW Whole house 24KW GENERAC generator system that powers all buildings except equipment barn. Basement includes Steam Humidifier, 2022 New hot water heater and deep sink. Home has 2 HVAC's, Screened in front & back porches and rear decking. All 5 outbuildings including the entire home have NEW ROOFS completed in MAY of 2025. UPGRADED WINDOWS in the HOME plus Gutter Guards on the home & garage. Oversized three car garage with BIG attached workshop with mini-split heating and cooling. Massive dry storage above both. 32x36 center aisle Barn with 4 matted and windowed stalls. Each stall has a fan and electrical outlet for heated water buckets in winter. Current storage area holds 80 square hay bales but could be modified to be a 5th stall. Air conditioned tack room with water heater, deep sink and toilet. Separate 20x40 barn holds 350 hay bales and has a covered matted run-in area with box feeders. Separate 24x60 5 bay equipment Storage Building new in 2025. 4 frost free hydrants on this property, Water is provided to ALL pastures by an automatic BarBar-A waterer never needing cleaning & never freezes. 5 raised garden beds. 12x24 small garden shed for lawn mower & tools. So much, not mentioned yet.

789 Spruce Creek Drive, Jamestown

250 Briar Point Rd, Allardt
$599,000
2 Beds ⋅ 2 Baths ⋅ 1324392 MLS
1667 square feet of TRUE LOG HOME, located in the elite EQUESTRIAN community of White Oak. 8-10 miles of community horse trails with 1 of those trails leading you directly into the Big South Fork National Park with 225 miles of dedicated horse trails. NEW HVAC unit in May 2024, NEW BARN in AUG of 2024. Covered wrap around decking with HOT TUB. Stove & Refrigerator NEW in June 2025. RV hookup site with 30 amp plug & water. Beautiful all wood staircase, Architectural style beam work in the ceiling covering the WOOD BURNING stove in the living room. TACK room has Bamboo flooring. 4 stalls lined with wood each having a back door to the covered run outs & 1 auto waterer in the pasture. Solid hardwood flooring, tiled floor bathrooms. Enjoyable loft area. 2 bedrooms plus a separate office room. Detached 3 car Garage about 2100 s/f in size. This garage even has a separate workshop area.

250 Briar Point Rd, Allardt

Lot 41 Apache Rd, Jamestown
$79,900
1323970 MLS
13.82 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views with privacy and security. Modest restrictions on file - in docs. Level lot with a gentle roll terrain, several building sites to select from, corner lot with a gravel paved road frontage off of 2 private roads, electric - telephone - high speed internet available to connect into. Approx 1000 to 1200 elevation, MTN views, loads of wildlife, lovely rock formations, creek (Rock Castle Creek) at the back of the property, well developed area, gated with security gate entrance, loads of wildlife and nature. There is no HOA fee but there is a $240 a year Road Maintenance fee. Approx 5 miles from Jamestown TN & Glenobey Horse Trails. Approx 12 to 15 miles from Big South Fork St Park and Dale Hollow Lake. Ideal 13.82 ac to build your dream home or your dream getaway. PRICED TO SELL FAST FOR 13.82 AC. - $79,900.00 IS A STEAL! Buyer responsible for doing own due diligence and pertinent information & research.

Lot 41 Apache Rd, Jamestown

Lot 4 Shotgun Annie Rd, Jamestown
$118,733
1323331 MLS
11.61 surveyed totally wooded tract of land located in a rural - country location. Lovely area with loads of wildlife and fresh air. Modest restrictions but there is NO HOA. Mostly level terrain to a gentle roll. Over 600 paved road frontage with easy accessing the property. Underground electric, telephone, public water, internet, cell phone coverage & fiber optic available. Mtn views & views. Creek through the property (Davis Branch). Mature trees. Ideal property to build that dream home. Plenty of level usable land to build that dream home, pole barn and outbuildings. Land could be cleared and even have a few horses with a horse barn. Approx 10 miles to Jamestown, TN for all amenities and the famous ST Park - Big South Fork and the East Fork Stables for the horse trails and nature trails. Buyer to do own due diligence & pertinent information.

Lot 4 Shotgun Annie Rd, Jamestown

Lot 75 Tomahawk Rd, Jamestown
$99,900
1322829 MLS
13.24 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Even see an eagle from time to time. Creek at the back of the property. Easy access off a private road, modest restrictions, Electric - telephone - Internet & Fiber Optics is available from the road, loads of wildlife, loads of privacy, mature timber in the wooded area & loads of fresh air. Several building sits to select from with a bluff site to use too. Historical records show this tract of land and surrounding it was owned by Mark Twain and his family. Approx 15 miles from East Port Marina on Dale Hollow Lake. Approx 8 miles from Jamestown, TN. For shopping and restaurants. Ideal tract for that dream home or retirement home. Buyer to do own due diligence & pertinent information.

Lot 75 Tomahawk Rd, Jamestown

810 Mitchell Lane, Jamestown
$184,800
2 Beds ⋅ 2 Baths ⋅ 1322449 MLS
MOTIVATED SELLERS! Beautiful rustic-farmhouse property on a quiet, low-traffic lane just minutes from Jamestown. This home offers the perfect blend of country charm and everyday convenience, featuring a warm, welcoming interior with farmhouse touches, comfortable gathering spaces, and plenty of natural light throughout. The peaceful setting includes wide-open yard space ideal for gardens, small animals, outdoor projects, or simply enjoying the fresh Tennessee air. The location provides quick access to schools, shopping, and town amenities. Just minutes form Big South Fork National Park & Recreation Area, Pickett State Park, Alvin C. York State Historic Park and Historic Rugby, Tn. A wonderful opportunity to enjoy an authentic rural lifestyle with the comfort of having everything you need close by.

810 Mitchell Lane, Jamestown

422 Peach Lane, Jamestown
$999,000
4 Beds ⋅ 4 Baths ⋅ 1320963 MLS
Absolute stunning home everything you could ever want or dream. Perfect setting, private, professional landscaping, blacktop driveway, concrete sidewalks & porches. Home sweet home welcomes into the foyer, with lighted wall to display your prize photos or art work. Soaring cathedral ceiling in living with large windows, gas fireplace displayed with quartz backdrop, arched build in on each side. Dreamy kitchen with nothing spared from the massive island, custom build cabinets, quartz countertops, quartz backsplash, double stove, walk in panty with a coffee bar, formal dining room with large windows overlooking the back yard & covered back porch area. Coziest master bedroom with gas fireplace, master bath has free standing soaker tub, tile walk in shower, double sinks, walk in closet every woman's dream with washer & dryer. Wait there is spacious laundry room with extra storage as well, every family needs to have 2 washer & dryer spaces. 3 more spacious bedrooms one could be a master it has it own full bath with walk in shower, plus another full bath for the other 2 bedrooms, all with walk in closets. Lush yard for all the family gatherings. 4 car detached garage for all your toys, plus 1 car oversized attached garage. Home has so much to offer you just have to come it for yourself.

422 Peach Lane, Jamestown

1150 Grandview Way, Jamestown
$479,900
3 Beds ⋅ 3 Baths ⋅ 1315197 MLS
Beautiful custom cabin tucked inside The Highlands At Big South Fork (GATED EQUESTRIAN COMMUNITY), offering both privacy and charm. Home sleeps 12 or more people, Features include vaulted ceilings, hardwood floors ,Full Finished Basement and a stone fireplace that anchors the open living area. The main-level suite provides comfort and convenience, while the inviting covered porch overlooks peaceful wooded surroundings. For horse enthusiasts, the property includes a well-equipped barn providing 2 stalls and a tack room —making it ideal for equestrian living and horseback riding, perfect for those seeking a serene mountain retreat. Buyer to verify all information and measurements in order to make an informed offer.

1150 Grandview Way, Jamestown

Lot 20 Apache Rd, Jamestown
$69,900
1315034 MLS
10.00 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views with privacy and security. Modest restrictions on file - in docs. Level lot with a gentle roll terrain, several building sites to select from, over 350+ ft of gravel road frontage, electric - telephone - high speed internet available to connect into, Approx 1000 to 1200 elevation, MTN views, well developed area, gated with security gate entrance, loads of wildlife and nature. No HOA fee but there is a $240 per lot a year Road Maintenance fee. Approx 5 miles from Jamestown TN & Glenobey Horse Trails only minutes away. Ideal lots to build your dream home. Buyer responsible for doing own due diligence and pertinent information & research

Lot 20 Apache Rd, Jamestown

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