Jamestown, TN Homes for Sale under $600,000

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  $339,998

  $26K PRICE DROP

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

  375 Winchester Way, Jamestown, TN 38556

  Are you searching for your forever home in the heart of Tennessee? Look no further! This stunning new 3-bedroom, 2-bath home offers 1,680 sq ft of thoughtfully designed living space nestled on 5 private acres of rolling countryside. NO RESTRICTIONS!! Clad in striking Hemlock board and batten siding, the home boasts warm cherry hardwood floors, a glorious kitchen island, gleaming stainless steel

  Elijah Castelli Elevate Real Estate

  375 Winchester Way, Jamestown, TN 38556
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  /51

  $525,000

  $25K PRICE DROP

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

  1569 Hollis Poore Rd, Jamestown, TN 38556

  Serious Seller OFFERING HELP for buyer !!!! call today to see what that means BRAND NEW ROOF AND AC UNIT! ASSUMABLE VA LOAN 2.5%!!! 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

  Jim Stoneburner Honors Real Estate Services LLC

  1569 Hollis Poore Rd, Jamestown, TN 38556
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  /2

  $330,000

  • Land
  • 39.59 Acres
  • $8,335 per Acre

  0 Riverton Rd Unit A-2, Jamestown, TN 38556

  Welcome to 0 Riverton Rd. Privacy and no restrictions. All utilities available at the street. This beautiful, surveyed farm tract with barn and fencing. Approximately 22 acres of pastureland the remaining approximate 17 acres in wooded mature timber. Loaded with wildlife and only a short drive to East Port Boat Dock and Marinas.

  Elaina Morgan True Blue Realty

  0 Riverton Rd Unit A-2, 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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  $494,900

  $5K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,900 Sq Ft

  2723 Rugby Pike, Jamestown, TN 38556

  Welcome to your own private Tennessee retreat in beautiful Jamestown! Situated on 1.52 acres, this spacious property offers the perfect blend of comfort, functionality, and outdoor entertaining with a main home PLUS a separate in-law residence.The main ranch-style home features 4 bedrooms, 2.5 bathrooms, and a large open-concept floor plan designed for both everyday living and entertaining.

  Steven Hensley SCH Real Estate, Realty Executives

  2723 Rugby Pike, Jamestown, TN 38556
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  /46

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,362 Sq Ft

  3426 Rugby Pike, Jamestown, TN 38556

  Escape to the peace and privacy of this well-built custom home situated on 8.62 unrestricted acres, with a blend of cleared land, woods and a pond, offering endless opportunities for livestock, recreation, or simply enjoying country life without the limitations of HOA or deed restrictions. The home features cathedral ceilings, a spacious floor plan with 3 bedrooms with large walk-in closets,

  Erica Styles Allardt Real Estate Association LLC

  3426 Rugby Pike, Jamestown, TN 38556
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  $394,900

  $1K 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 LLC

  101 Ridgepoint Rd, Jamestown, TN 38556
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  /31

  $589,000

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  228 Paul Wheeler Ln, Jamestown, TN 38556

  Seclusion and privacy with 620' of fenced road frontage, gate and circular driveway are just the beginning of this tranquil property. Immaculate home on over 15 acres of UNRESTRICTED, mostly wooded level land with creek offers you a place to enjoy the peace and quiet of rural living yet close to amenities. Enjoy the stars from your deck with the 7 person hot tub or take a walk through the woods

  Lisa Craver Zach Taylor Real Estate

  228 Paul Wheeler Ln, Jamestown, TN 38556
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  $429,900

  $20K PRICE DROP

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

  1225 Louvaine Rd, Jamestown, TN 38556

  Bring the horses and lets ride. 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

  Troy Gammon Southern Star Realty

  1225 Louvaine Rd, Jamestown, TN 38556
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  /40

  $599,000

  New Construction $20K PRICE DROP

  • 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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  /30

  $499,000

  $101K PRICE DROP

  • 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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  $329,900

  • 3 Beds
  • 2 Baths
  • 1,388 Sq Ft

  528 St Anthony Dr, Jamestown, TN 38556

  Welcome home to this beautifully designed home featuring a spacious open-concept split floor plan with soaring 10-foot ceilings that create a bright and inviting atmosphere. Relax on the covered front porch or entertain on the open back deck while enjoying the peaceful surroundings and level backyard. The custom kitchen offers beautiful cabinetry, a center island, and ample space for a dining

  Rhonda Darrow Home Touch Realty, LLC

  528 St Anthony Dr, Jamestown, TN 38556
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  /45

  $540,000

  • 2 Beds
  • 1 Bath
  • 962 Sq Ft

  790 Spruce Creek Dr, Jamestown, TN 38556

  Welcome to your own slice of paradise in the heart of Spruce Creek! Set on 6.17 acres of picturesque Tennessee landscape, this property is a dream come true for horse lovers, outdoor enthusiasts, or anyone seeking peaceful country living. Charming Cabin Living Step inside the inviting one-story cabin, where an open floor plan blends spaciousness with cozy charm. A stunning stone fireplace anchors

  Cindy Stedman Allardt Real Estate Association LLC

  790 Spruce Creek Dr, Jamestown, TN 38556
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  /23

  $300,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  875 S Fork Dr, Jamestown, TN 38556

  REDUCED! MAKE OFFER! Sweet home in a horse community, on trail, with a detached garage/ workshop space and 3 stall barn on 1.5 acres. NO HOA here. Half bath in the large master bedroom. Both toilets replaced in July,2026.Kitchen has a pantry and lovely wood cabinets. Nice front and back covered porches. Fenced front yard. Guest bathroom remodeled last year in 2025. New ramp on back porch. Buyer

  Kathy Brown Wallace

  875 S Fork Dr, Jamestown, TN 38556
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  /94

  $549,000

  • 4 Beds
  • 5 Baths
  • 2,045 Sq Ft

  1092 Grandview Way, Jamestown, TN 38556

  Jerry Payne The Real Estate Collective - Crossville

  1092 Grandview Way, Jamestown, TN 38556
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  /22

  $396,000

  • Land
  • 1.82 Acres
  • $217,582 per Acre

  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

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