Homes for Sale in 38556

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  /8

  $45,000

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  1014 Kennedy Rd, Jamestown, TN 38556

  Prime Investment Opportunity in the Heart of Jamestown!Discover the potential of this large wooded double lot, perfectly situated in a highly sought-after location. Backing up to the new community college, this property offers unmatched opportunities for development or personal use.•Exceptional Location: A stone's throw from the bustling community college campus, ideal for rental

  Wade Delk Blackwater Realty

  1014 Kennedy Rd, Jamestown, TN 38556
• 

  

  

  /25

  $192,000

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  318 Sadie St, Jamestown, TN 38556

  Priced to sell! Welcome to this Remodeled 3 bedroom, 2 bath home and a garage is ideally situated in the heart of town, offering both convenience and comfort. As you step inside, you'll be greeted by an open concept living space, featuring modern finishes and abundance of natural light. The home has been remodeled. The HVAC is only a couple of months old. The spacious living room flows into a

  Christopher Todd Stephens Mitchell Real Estate & Auction

  318 Sadie St, Jamestown, TN 38556
• 

  

  

  /21

  $110,000

  0 Eagle Unit 1323153, 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

  0 Eagle Unit 1323153, Jamestown, TN 38556
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  /27

  $449,900

  • 2 Beds
  • 3 Baths
  • 1,680 Sq Ft

  1225 Louvaine Rd, Jamestown, TN 38556

  Located in Ridgetop Acres adjacent to the Big South Fork is this 2 bedroom/3 bath home on 2.76 acs. Home has a cabin like feel with all wood and laminate floors and walls. 2 bonus rooms could easily be converted to use as bedrooms. Exterior is vinyl with a metal roof. Spacious 2 car garage with circular driveway and RV pad. Literally ride from your home into the Big South Fork Park.

  Troy Gammon Southern Star Realty

  1225 Louvaine Rd, Jamestown, TN 38556
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  /26

  $184,900

  • 3 Beds
  • 2 Baths
  • 1,354 Sq Ft

  131 Oak Hill Dr, Jamestown, TN 38556

  Charming 3 bedroom, 2 bathroom house with formal dining room. This lovely property offers a total living area of 1345 sqftt. Built in 1974, this well maintained home features a spacious living area, a cozy kitchen, and three comfortable bedrooms for your family to enjoy. Has a nice level lot, and storage shed. Buyer to verify all information and measurements in order to make an informed offer.

  Malcom Strong Crye-Leike Brown Executive Rea

  131 Oak Hill Dr, Jamestown, TN 38556
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  /6

  $150,000

  478 Spruce Creek Dr, Jamestown, TN 38556

  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

  Cindy Stedman Allardt Real Estate Association LLC

  478 Spruce Creek Dr, Jamestown, TN 38556
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  /8

  $65,000

  • Land
  • 3.47 Acres
  • $18,732 per Acre

  0 Northwood Place Unit 101, Jamestown, TN 38556

  Privacy, seclusion, level to rolling 3.47 acres, wildlife abundant, creek, large trees, perfect spots to build a dream home. Start planning today and let talk about this piece of land.

  Rhonda Darrow Home Touch Realty

  0 Northwood Place Unit 101, Jamestown, TN 38556
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  /60

  $445,000

  • 2 Beds
  • 2 Baths
  • 1,210 Sq Ft

  210 Indian Rock Trail, Jamestown, TN 38556

  TRUE Turn Key Equestrian Property with 3.7 ACRES. CIRCULAR driveway with plenty of parking for trailers without blocking the driveway. Flat workspace for horses with excellent footing. House & Barn wired for one plug generator hook-up. New Generator included in this sale. Secure fenced back & front yard for pets. Security system, cameras installed. Ride off your property & in 1 minute be on the

  Steve Diskin Burks Diskin Real Estate

  210 Indian Rock Trail, Jamestown, TN 38556
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  /28

  $49,900

  • Land
  • 6.56 Acres
  • $7,607 per Acre

  LOT 46 Cheyenne Dr, Jamestown, TN 38556

  6.56 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Stream, level lot to a gentle roll terrain, several building sites with much potential, over 375 ft of paved road frontage, electric – telephone – high speed internet available – fiber optics to connect into, well developed

  Debra Dodd No. 1 Quality Realty-celina

  LOT 46 Cheyenne Dr, Jamestown, TN 38556
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  /3

  $285,000

  3490 Leatherwood Ford Rd, Jamestown, TN 38556

  Here's a once-in-a-lifetime opportunity to own 17 stunning acres bordering the Big South Fork NRRA! Enjoy direct access to the Cumberland Valley Trailhead and an SCTA horse trail that connects to the neighborhood trail system. With approximately 5 acres of cleared pasture and a beautiful 4-rail wood fence along the road, this property is the ideal setting to build your dream home or farm. Water

  Cindy Stedman Allardt Real Estate Association LLC

  3490 Leatherwood Ford Rd, Jamestown, TN 38556
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  /7

  $17,995

  299 Fair Oaks Ln, Jamestown, TN 38556

  A all wooded 1.01 +/- acre that is a good home site there is suppose to be a septic already installed but no records could be found has water and electric available at rd.The only restrictions found was a 20 ft. easement for utilities

  Bart Neely Bestway Realty

  299 Fair Oaks Ln, Jamestown, TN 38556
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  /28

  $168,000

  • 2 Beds
  • 1 Bath
  • 1,008 Sq Ft

  957 Allardt Hwy, Jamestown, TN 38556

  This 1,008 sq ft home is wonderfully updated and ready for its next owner or investor. Featuring 2 bedrooms, 1 bath, and a flexible bonus room ideal for an office or extra guest space, this property is a high potential rental or residence. Enjoy total peace of mind with a new roof (Nov 2025) and new HVAC and stove (Sept 2025). The level, private lot features a U-shaped driveway for easy parking

  Andy Peterson eXp Realty, LLC

  957 Allardt Hwy, Jamestown, TN 38556
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  /41

  $209,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  3351 Leatherwood Ford Rd, Jamestown, TN 38556

  Horse property with trail access into Big South Fork Recreational Area but without restrictions. Wonderful updated manufactured home that has been added on to and is affixed to the land. The exterior of house and sheds have been recently painted. New flooring and subfloor in bathroom with new shower and new pex plumbing. There is a nice sunroom off the back and a concrete pad for grilling. . New

  Glenda Levin Mitchell Real Estate & Auction LLC

  3351 Leatherwood Ford Rd, Jamestown, TN 38556
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  /6

  $150,000

  • Land
  • 11 Acres
  • $13,636 per Acre

  0 Fairgrounds Rd Unit 1255783, Jamestown, TN 38556

  A great 11 surveyed acres sitting just outside Jamestown city limits property does back up to Alvin C York High School property is level with several building sites and has a creek that runs through the property a must see

  Bart Neely Bestway Realty

  0 Fairgrounds Rd Unit 1255783, Jamestown, TN 38556
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  /40

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,357 Sq Ft

  435 Patton Heights Cir, Jamestown, TN 38556

  Unbelievable transformation .. tastefully and beautifully completed interior for an amazing modern look and feel...comfortable living, open concept...interior w/upgraded floor covering, all interior walls & ceilings painted, new toilets in baths, some new windows in front, covered front & rear decks,, new deck railing on front, recent metal roof on home, garage & storage bldg. , new garage door,

  Emma Dayton Third Tennessee Realty and Associates

  435 Patton Heights Cir, Jamestown, TN 38556
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  /11

  $129,000

  Lot 4 Cliffmont, Jamestown, TN 38556

  Lot 4 on .81 acres located in the Exquisite Highlands at Big South Fork. Subdivision has Gated Entrance, Paved Roads, Underground Utilities, Miles of Adjacent Horse Trails with Breath Taking Bluff views. Community Barn with Stalls and Paddocks with Run-In are available at additional cost. Several Lots to choose from. Come Visit for a Tour. $129,000.

  Erica Styles Allardt Real Estate Association LLC

  Lot 4 Cliffmont, Jamestown, TN 38556
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  /29

  $284,929

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  304 Georgee Rd, Jamestown, TN 38556

  A rare find in Jamestown, where thoughtful design meets elevated finishes at an affordable price point. This new construction in Stonecliff Acres offers 1,250 sq ft finished and 1,847 sq ft under roof on a spacious 1.03-acre lot, with estimated completion by the end of February. Step into a true foyer and a unique layout that provides bedroom separation without a traditional split floor plan,

  Heather Skender-Newton Skender-Newton Realty

  304 Georgee Rd, Jamestown, TN 38556
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  /12

  $119,000

  0 Lots 8 & 9 Eagle Bluff Unit 1218031, Jamestown, TN 38556

  Lot 8 & 9 on 1.67 acres located in the Exquisite Highlands at Big South Fork. Subdivision has Gated Entrance, Paved Roads, Underground Utilities, Miles of Adjacent Horse Trails with Breath Taking Bluff views. Community Barn with Stalls and Paddocks with Run-In are available at additional cost. Several Lots to choose from. Come Visit for a Tour.

  Cindy Stedman Allardt Real Estate Association LLC

  0 Lots 8 & 9 Eagle Bluff Unit 1218031, Jamestown, TN 38556
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  /22

  $190,000

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft

  419 Tulip Ave, Jamestown, TN 38556

  Tucked away on a quiet street, this well-maintained 3-bedroom, 2-bath home offers the perfect mix of comfort and privacy. With 1,848 square feet of living space, you'll appreciate the open layout and roomy feel throughout. The spacious kitchen provides plenty of storage and counter space — ideal for cooking and entertaining. Enjoy peaceful surroundings and a sense of seclusion while still being

  Zane Williams Crye-Leike Realtors South, Inc.

  419 Tulip Ave, Jamestown, TN 38556
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  /15

  $74,900

  • Land
  • 10 Acres
  • $7,490 per Acre

  0 Apache Rd Unit 20, Jamestown, TN 38556

  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

  Debra Dodd No 1 Quality Realty

  0 Apache Rd Unit 20, Jamestown, TN 38556
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  /10

  $58,500

  • Land
  • 13.13 Acres
  • $4,455 per Acre

  0 Pawnee Ln Unit 1304574, Jamestown, TN 38556

  13.13 Wooded Acres at Cul-de-Sac in Rockcastle Beautiful 13.13-acre wooded tract located in the desirable Rockcastle subdivision, offering the perfect setting to build your dream home in a peaceful country environment. Recently surveyed and situated at the end of a cul-de-sac, this property provides added privacy, natural beauty, and plenty of space for your custom home, cabin, or private

  Donna Baisley Baisley Hometown Realty, LLC

  0 Pawnee Ln Unit 1304574, Jamestown, TN 38556
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  /3

  $140,000

  170 Saddle Dr, Jamestown, TN 38556

  Build your dream home or vacation retreat on this stunning 3.27±-acre property in the highly desirable Spruce Creek Acres community. Enjoy direct access to private neighborhood riding trails that flow seamlessly into the Big South Fork National River & Recreation Area, offering unparalleled horseback riding and scenic hiking. Minutes away, Pickett State Park provides serene opportunities for

  Cindy Stedman Allardt Real Estate Association LLC

  170 Saddle Dr, Jamestown, TN 38556
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  /35

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,140 Sq Ft

  1100 N York Hwy, Jamestown, TN 38556

  Close to town 3 bd rm 2 bth home with nice yard and lots of storage room.

  Patrick Flowers Bestway Realty

  1100 N York Hwy, Jamestown, TN 38556
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  /31

  $235,900

  • Land
  • 16.26 Acres
  • $14,508 per Acre

  1090 Old Sunbright Rd, Jamestown, TN 38556

  Dreaming of the perfect place to build your Tennessee home? You've found it! This beautiful UNRESTRICTED property offers the ideal mix of cleared, flat, and wooded land—perfect for your dream home, barndominium, or mobile/modular home. Enjoy stunning views, space for farm animals or horses, and multiple build sites. Features include a circle driveway, electric, water, septic, and full RV

  Delvon Stults The Heartland Real Estate Co., Llc

  1090 Old Sunbright Rd, Jamestown, TN 38556
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  /7

  $575,000

  • Land
  • 57 Acres
  • $10,088 per Acre

  n/a Pickett Park Hwy, Jamestown, TN 38556

  Looking for a balance tract with some cleared and some wooded. Here is 57 acres with both. Build your dream home today or develop.

  Rhonda Darrow Home Touch Realty LLC

  n/a Pickett Park Hwy, Jamestown, TN 38556
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  /8

  $65,000

  • Land
  • 3.47 Acres
  • $18,732 per Acre

  0 Northwood Place, Jamestown, TN 38556

  Privacy, seclusion, level to rolling 3.47 acres, wildlife abundant, creek, large trees, perfect spots to build a dream home. Start planning today and let talk about this piece of land.

  Rhonda Darrow Home Touch Realty, LLC

  0 Northwood Place, Jamestown, TN 38556
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  /4

  $39,900

  • Land
  • 3.57 Acres
  • $11,176 per Acre

  0 Panther Branch Rd Unit 1312723, Jamestown, TN 38556

  Look for unrestricted acreage to build your dream home? Corner acreage of 3.57 wooded acres. Minutes to all amenities, but far enough from the city lights & traffic.

  Rhonda Darrow Home Touch Realty, LLC

  0 Panther Branch Rd Unit 1312723, Jamestown, TN 38556
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  /33

  $94,000

  • Land
  • 7.08 Acres
  • $13,277 per Acre

  0 Tomahawk Unit 73, Jamestown, TN 38556

  7.08 surveyed ac located approx 1000 to 1300 elevation giving this lot a lovely stare of mtn views & the valley for miles. Easy access off a private road onto an Improved driveway, 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. Building site has been

  Debra Dodd No 1 Quality Realty

  0 Tomahawk Unit 73, Jamestown, TN 38556
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  /15

  $99,000

  106 Legacy Way, Jamestown, TN 38556

  Tucked away in a peaceful equestrian subdivision near East Fork Stables in Jamestown, Tennessee, this 1.42± acre property offers the perfect blend of privacy, functionality, and outdoor lifestyle. The property features a newly constructed RV garage (2025) designed with versatility in mind. It includes a full RV hookup, a covered RV parking area, a separate covered space for a boat, and an

  Dusty Wells 1 Source Realty Pros

  106 Legacy Way, Jamestown, TN 38556
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  /35

  $314,000

  • 2 Beds
  • 2 Baths
  • 1,777 Sq Ft

  1259 Model Farm Rd, Jamestown, TN 38556

  BACK ON MARKET - Buyer financing fell through. Seller is NOT at fault. Welcome to your dream home in the heart of Jamestown, TN! This charming 2-bedroom, 2-bathroom residence offers 1,777 square feet of comfortable living space, nestled on a sprawling 1.44-acre lot. As you step inside, you'll be greeted by a warm and inviting open-concept layout that seamlessly connects the kitchen, dining, and

  Victoria Eberhart Wallace

  1259 Model Farm Rd, Jamestown, TN 38556
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  /18

  $39,990

  0 Cheynne Dr Unit 1325451, Jamestown, TN 38556

  6.56 acers located in the impressive, Rockcastle gated community. Gorgeous mountain views to enjoy along with privacy and security. Modest restrictions on file - in docs. Several building sites with tons of potential, Electric - telephone - high speed internet available - fiber optics to connect into, well developed area, gated with security gate entrance, loads of wildlife and nature. Approx 5

  Beth Rains North Cumberland Realty, LLC

  0 Cheynne Dr Unit 1325451, Jamestown, TN 38556
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  /24

  $49,900

  • Land
  • 6.56 Acres
  • $7,607 per Acre

  0 Cheyenne Dr Unit RTC3066556, Jamestown, TN 38556

  6.56 surveyed ac in a high prestige gated community (Rockcastle) located in the hills of TN with mtn views and privacy and security. Modest restrictions on file – in docs. Stream, level lot to a gentle roll terrain, several building sites with much potential, over 375 ft of paved road frontage, electric – telephone – high speed internet available – fiber optics to connect into, well developed

  Debra Dodd No 1 Quality Realty

  0 Cheyenne Dr Unit RTC3066556, Jamestown, TN 38556
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  /58

  $118,733

  • Land
  • 11.61 Acres
  • $10,227 per Acre

  Lot 4 Shotgun Annie Rd, Jamestown, TN 38556

  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.

  Debra Dodd No. 1 Quality Realty-celina

  Lot 4 Shotgun Annie Rd, Jamestown, TN 38556
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  /49

  $2,882,045

  • 4 Beds
  • 6 Baths
  • 7,088 Sq Ft

  347 Charit Trail, Jamestown, TN 38556

  **The Pinnacle of Equestrian Luxury**Welcome to the crown jewel of Rock House Ranches - where world class equestrian living meets timeless mountain luxury. This 4-bedroom, 3.5-bath estate spans over 6,397 sq ft of refined craftsmanship, highlighted by 8' solid hand-scraped Amish hardwood flooring, Shaw designer carpet, and travertine stone finishes throughout. As you walk through this grand

  347 Charit Trail, Jamestown, TN 38556
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  /20

  $125,000

  • Land
  • 0.71 Acre
  • $176,056 per Acre

  0 Eagle Unit RTC3097778, 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 LLC

  0 Eagle Unit RTC3097778, Jamestown, TN 38556
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  /5

  $120,000

  • Land
  • 11.63 Acres
  • $10,318 per Acre

  0 Lot 13 Stirrup Ln, Jamestown, TN 38556

  Hunter's Ridge Equestrian Subdivision is a gated community offering peaceful country living with easy access to Jamestown, Crossville, and Cookeville. This gently rolling 11.63-acre lot provides ample space—ideal for building your dream home and accommodating horses. Restrictions apply. Conveniently located just off Highway 127, the subdivision is close to East Fork Stables, with the renowned Big

  Cindy Stedman Allardt Real Estate Association LLC

  0 Lot 13 Stirrup Ln, Jamestown, TN 38556
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  /4

  $28,500

  0 Old Wolf River Rd, Jamestown, TN 38556

  Wooded surveyed 1.73 +/- acres in great location for all of the amenities in the City of Jamestown, close to Pine Haven Elementary and York High School. Utilities available along road frontage, power line easement across on one side of property. No restrictions, Just minutes to the access onto Hwy 127. All three lots combined is 5.03 acres and can be bought altogether

  Deborah Mountain Bestway Realty

  0 Old Wolf River Rd, Jamestown, TN 38556
• 

  /2

  $65,000

  319 Annabelle Way, Jamestown, TN 38556

  Looking to build in the desirable Creekview area- this is your opportunity. This level 2.13 acres is cleared and ready for your dream home. Septic permit on file and water meter is installed.

  Katelan Bowden Peavyhouse & Associates

  319 Annabelle Way, Jamestown, TN 38556
• 

  

  /4

  $39,900

  • Land
  • 3.57 Acres
  • $11,176 per Acre

  0 Panther Branch Rd Unit RTC2976916, Jamestown, TN 38556

  Look for unrestricted acreage to build your dream home? Corner acreage of 3.57 wooded acres. Minutes to all amenities, but far enough from the city lights & traffic.

  Rhonda Darrow Home Touch Realty

  0 Panther Branch Rd Unit RTC2976916, Jamestown, TN 38556
• 

  

  /22

  $396,000

  0 Grandview Way, Jamestown, TN 38556

  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

  Steve Diskin Burks Diskin Real Estate

  0 Grandview Way, Jamestown, TN 38556

Showing Results 281 - 320, Page 8 of 9