Homes for Sale in 38556

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  /3

  $1,000,000

  • Land
  • 3.28 Acres
  • $304,878 per Acre

  00 W Central Ave, Jamestown, TN 38556

  INVESTMENT OPPORTUNITY!! Rare chance to own one of the last multi acre parcels left in the heart of Jamestown. Wedged in between W Central Avenue (Hwy 52) and Livingston Avenue this 3.28+/- acre commercial lot is conveniently located to the courthouse and the new UT medical center among many other things.

  Noah Smith Southern Star Realty

  00 W Central Ave, Jamestown, TN 38556
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  /4

  $50,000

  • Land
  • 5.06 Acres
  • $9,881 per Acre

  0 Flat Rock Unit 1332395, Jamestown, TN 38556

  Beautiful 5-acre tract located in the heart of Jamestown, TN's scenic horse country. This property is part of a new subdivision and offers gorgeous views of the surrounding countryside. Electric is available at the road, making it a great spot to build your dream home, cabin, or weekend getaway. Enjoy peaceful country living with plenty of space while still being just a short drive to town. Lot 6

  Lesley McNeal RE/MAX Finest

  0 Flat Rock Unit 1332395, Jamestown, TN 38556
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  /9

  $70,000

  • Land
  • 5.67 Acres
  • $12,346 per Acre

  731 Remington Rd, Jamestown, TN 38556

  Build your dream home on this beautiful 5.67-acre tract located at 731 Remington Road in Jamestown! Offering the perfect blend of privacy and natural beauty, this property provides plenty of space for your custom home, garden, or mini-farm. Enjoy peaceful country living with room to roam, while still being just a short drive to town conveniences. Whether you're looking for a quiet retreat or a

  Kimberly Morris Keller Williams Realty DBA Cookeville RE Company

  731 Remington Rd, Jamestown, TN 38556
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  /8

  $19,450

  • Land
  • 1.03 Acres
  • $18,883 per Acre

  0 Pickett Park Hwy Unit 1339784, Jamestown, TN 38556

  Unlock the possibilities with Owner Financing Available! Your dream home awaits on this 1.03-acre parcel of land in Jamestown. The ideal canvas for your aspirations, this property presents a perfect setting to establish your own small farm and garden. This land parcel holds the promise of a secluded haven, offering respite from the hustle and bustle of city life. Embark on hiking adventures with

  Daniel Demers Sell Your Home Services, LLC

  0 Pickett Park Hwy Unit 1339784, Jamestown, TN 38556
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  /33

  $599,900

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  101 N Alf Threet Rd, Jamestown, TN 38556

  Endless possibilities! This listing consists of 4.47 unrestricted acres located adjacent to Hwy 127 bypass and Frank Campbell Rd. Just outside of the Jamestown city limits and just minutes to The Big South Fork Park and East Fork Stables. Well-kept home on property features 3 bedrooms / 1 bath, 1104 sq ft, with hardwood floors and metal roof. Large 95x60 block building with extra-large bay

  Noah Smith Southern Star Realty

  101 N Alf Threet Rd, Jamestown, TN 38556
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  /15

  $74,900

  $24K PRICE DROP

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

  Lot 20 Apache Rd, 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

  Lot 20 Apache Rd, Jamestown, TN 38556
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  /60

  $118,733

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

  0 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

  0 Shotgun Annie Rd, Jamestown, TN 38556
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  /51

  $535,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,250 Sq Ft

  1569 Hollis Poore Rd, Jamestown, TN 38556

  This is one property you don't want to miss out on! The stunning house was custom built as a forever home! It offers many creature comforts, including a sauna, a walk-in shower in the master bathroom, the master on the main , all-new kitchen appliances, new hardwood floors, and new carpet throughout most of the house. The property is serene and provides gorgeous views of the pleasant country

  Jim Stoneburner Honors Real Estate Services LLC

  1569 Hollis Poore Rd, Jamestown, TN 38556
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  /14

  $67,999

  • Land
  • 10 Acres
  • $6,800 per Acre

  Lot 26 Apache Rd, Jamestown, TN 38556

  Experience the beauty of elevated living on this remarkable 10-acre parcel tucked inside a gated community. With an impressive 460-foot rise from the road to the rear of the property, the land features a striking mix of sloped and hilly terrain that naturally reveals multiple building sites. From various sites throughout the property, enjoy potential sweeping, long-range mountain views that

  Will Enochs First Realty Company

  Lot 26 Apache Rd, Jamestown, TN 38556
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  /9

  $195,900

  New Construction $4K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,108 Sq Ft

  152 George Young Rd, Jamestown, TN 38556

  Brand new 2 bedrooms,1 bath open floor plan located in a quiet neighborhood sitting on .45 of an acre. This beautiful home features a spacious kitchen with custom built cabinets, stainless steel appliances & an oversized laundry room. LVF thru the home, walk in shower with a large vanity for the bathroom. The master bedroom has a walk in closet .also a guest bedroom with a closet. Enjoy

  Tamra Bowmer Highlands Elite Real Estate

  152 George Young Rd, Jamestown, TN 38556
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  /34

  $210,000

  • 3 Beds
  • 1 Bath
  • 1,791 Sq Ft

  149 Horseshoe Cir, Jamestown, TN 38556

  Affordable living meets peaceful country charm with this well-maintained home located on a quiet dead-end road. Featuring a spacious level yard shaded by mature trees, there's plenty of room for gardening, outdoor activities, or simply relaxing and enjoying the scenery. Inside, this 3-bedroom, 1-bath home offers a warm and inviting layout with an open feel between the kitchen and bonus room. Add

  Rhonda Darrow Home Touch Realty LLC

  149 Horseshoe Cir, Jamestown, TN 38556
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  /42

  $94,000

  • Land
  • 7.26 Acres
  • $12,948 per Acre

  Lot 72 Tomahawk Rd, Jamestown, TN 38556

  7.26 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-celina

  Lot 72 Tomahawk Rd, Jamestown, TN 38556
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  /2

  $300,000

  • Land
  • 20 Acres
  • $15,000 per Acre

  0 Pickett Park Hwy Unit 1319738, Jamestown, TN 38556

  20 ac great location close to Big south fork and Picket State park located at the intersection of Darrow ridge rd and picket park hwy very private building sites on this property yet close to town owner terms 20% down 10% interest up to ten years owner Agent

  Rick Terry Mitchell Real Estate & Auction

  0 Pickett Park Hwy Unit 1319738, Jamestown, TN 38556
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  /49

  $3,200,000

  $300K PRICE DROP

  • 25,980 Sq Ft

  340 Briar Ave W, Jamestown, TN 38556

  Tremendous capital-producing investment with upside! Offering a 43 unit apartment complex in Jamestown, TN with a strong cap rate around 8%. These units have an impressive high occupancy history and potential to increase cash flow (the only units not currently occupied are the ones undergoing a remodel). Current owners have updated approximately 25% of the units (in transition time between

  Landon Dickerson True North Real Estate Services, LLC

  340 Briar Ave W, Jamestown, TN 38556
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  /29

  $223,000

  $7K PRICE DROP

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

  114 Ashley Rd, Jamestown, TN 38556

  Price reduction! Showcase Airbnb delight now available! This fully renovated home is just minutes from stables, trails, and beautiful state and national parks. The home is ideal for entertaining! Welcome guests to a covered front porch and large deck with beautiful panoramic views. The home has lots of windows that bring in bucketloads of natural light and a fireplace for a romantic atmosphere.

  Aaron Lovett WEICHERT, REALTORS - The Andrews Group

  114 Ashley Rd, Jamestown, TN 38556
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  /10

  $50,000

  $19K PRICE DROP

  • Land
  • 13.13 Acres
  • $3,808 per Acre

  0 Pawnee Ln Unit 39, 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 39, Jamestown, TN 38556
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  /11

  $367,400

  • Land
  • 16.7 Acres
  • $22,000 per Acre

  2936 Leatherwood Ford Rd, Jamestown, TN 38556

  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

  Cindy Stedman Allardt Real Estate Association LLC

  2936 Leatherwood Ford Rd, Jamestown, TN 38556
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  /8

  $245,000

  • 3 Beds
  • 1.5 Baths
  • 700 Sq Ft

  2800 Leatherwood Ford Rd, Jamestown, TN 38556

  Prime Location Near Big South Fork!Discover over 7 unrestricted acres just minutes from the Big South Fork National River & Recreation Area. with highway frontage and approximately 3+ acres of cleared pasture, this property combines convenience with scenic rural charm.The land features two existing structures: a single-wide mobile home and a large metal garage/barn. Fenced pastures make

  Cindy Stedman Allardt Real Estate Association LLC

  2800 Leatherwood Ford Rd, Jamestown, TN 38556
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  /39

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  279 Crouch Branch Ln, Allardt, TN 38504

  Custom-built 2022 Home situated on 5.44 Acres within the White Oak Subdivision. Appoximately 2 acres is fenced with wooden post and 3 strands braided wire set up for horses. Neighhood has trails for hiking and riding that lead into the Big South Fork NR&RA. Great room has 16' vaulted ceiling with open timber framing. Engineered hardwood flooring throughout home. Kitchen Island has 7' x 7' exotic

  Don Guy Triple C Realty & Auction, LLC

  279 Crouch Branch Ln, Allardt, TN 38504
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  /8

  $121,860

  • Land
  • 6.7 Acres
  • $18,188 per Acre

  0 Long Branch Ct Unit 1340434, Jamestown, TN 38556

  Discover 6.7 acres of serene land, offered as two adjoining lots sold together. This unique property includes 1.88 acres situated in the desirable Allardt Estates, alongside 5 unrestricted adjacent acres. The land is ideal for building, offering a level layout that ensures ease for building and living. Enjoy the privacy of this beautiful setting, located at the end of the road in a quiet

  Wade Delk Blackwater Realty

  0 Long Branch Ct Unit 1340434, Jamestown, TN 38556
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  /36

  $536,900

  • 4 Beds
  • 3 Baths
  • 2,028 Sq Ft

  68 Buffalo Cove Ln, Jamestown, TN 38556

  Welcome home to this nearly new 4-bedroom, 3-bath basement rancher set on 5 beautiful acres, offering privacy, space, and modern comfort. Built just 5 years ago, this home features a spacious open-concept layout centered around a large island kitchen with custom cabinetry, perfect for everyday living and entertaining. The main-level primary suite includes dual his-and-hers closets and a luxurious

  Rick Gross CENTURY 21 Legacy

  68 Buffalo Cove Ln, Jamestown, TN 38556
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  /39

  $225,000

  • 2 Beds
  • 1 Bath
  • 1,688 Sq Ft

  106 Windcrest Dr, Jamestown, TN 38556

  1.08 acres, 2 Bedrooms Live the good life! Welcome to 106 Westwind in Jamestown, TN--where peaceful living meets outdoor adventure. Nestled in a quiet setting, this property is perfect for nature lovers and those seeking a slower pace surrounded by the beauty of the Upper Cumberland.Located just minutes from the Big South Fork National River & Recreation Area and Pickett State Park, you'll

  Margo Carroll Weichert, Realtors-The Webb Agency

  106 Windcrest Dr, Jamestown, TN 38556
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  /25

  $189,900

  $10K PRICE DROP

  • 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
• 

  /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
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  /21

  $110,000

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

  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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  /6

  $150,000

  • Land
  • 1.88 Acres
  • $79,787 per Acre

  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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  /43

  $325,000

  $15K PRICE INCREASE

  • 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
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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
• 

  

  /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
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  /37

  $314,929

  $15K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,596 Sq Ft

  337 Colditz Rd, Jamestown, TN 38556

  Discover your dream retreat in this charming 4-bedroom, 2-bath home, designed for comfort and warmth. The heart of the home features a lovely eat-in kitchen, perfect for family gatherings and cozy meals. With a spacious, dry locked unfinished basement, you have endless possibilities for storage or future projects. You also will have a 24K generator. Step outside to enjoy the serene covered back

  Heather Skender-Newton Skender-Newton Realty

  337 Colditz Rd, Jamestown, TN 38556
• 

  

  /13

  $119,800

  • Land
  • 54.54 Acres
  • $2,197 per Acre

  0 Junaluska Hwy Unit 8, 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, or peaceful weekend getaway, this property delivers the perfect setting. Featuring level to steep terrain with scenic bluffs, abundant wildlife, and established trails throughout,

  Rhonda Darrow Home Touch Realty

  0 Junaluska Hwy Unit 8, Jamestown, TN 38556
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  /3

  $285,000

  $40K PRICE DROP

  • Land
  • 17.06 Acres
  • $16,706 per Acre

  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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  /28

  $168,000

  $7K PRICE DROP

  • 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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  /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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  /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
• 

  

  /11

  $129,000

  • Land
  • 35,283 Sq Ft
  • $159,259 per Acre

  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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  /54

  $770,000

  $10K PRICE DROP

  • 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
• 

  

  /31

  $254,929

  • 3 Beds
  • 2 Baths
  • 1,566 Sq Ft

  1300 Perimeter Dr, Jamestown, TN 38556

  Motivated seller. This property is on a corner lot in a park-like setting within the Whispering Winds Lake Community which offers access for fishing, kayaking, canoeing, and boating. This ranch home with a walk-out bsmt has had all of your major concerns updated! HVAC, roof, garage door, appliances, leaf guards, sidewalk, and front/back doors are just a few examples. Walking up, you have

  Heather Skender-Newton Skender-Newton Realty

  1300 Perimeter Dr, Jamestown, TN 38556
• 

  

  /12

  $119,000

  • Land
  • 1.67 Acres
  • $71,257 per Acre

  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
• 

  

  /15

  $74,900

  $24K PRICE DROP

  • 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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