Homes for Sale near South Side High School

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  /10

  $70,000

  • Land
  • 6,534 Sq Ft
  • $466,667 per Acre

  24 Frankland Ave, Jackson, TN 38301

  Build your dream home in one of Jackson's most exclusive communities! Located at 24 Frankland Ave. in The Highlands, this undeveloped corner lot offers a rare opportunity to build in a private, gated subdivision known for its small-community feel, exclusivity, and convenience. Tucked away for added privacy, yet ideally located just minutes from shopping, dining, schools, and everything Jackson

  

  Dylan Jones

  Southern LifeStyle Properties

  24 Frankland Ave, Jackson, TN 38301
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  Explore South Side High School

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  /2

  $360,000

  • Land
  • 45.4 Acres
  • $7,930 per Acre

  0 Ozier Rd, Pinson, TN 38366

  Discover an outstanding opportunity to own 45.4 acres of prime agricultural land in the peaceful countryside of Pinson, Tennessee. Approximately 3000 foot of road frontage, priced at $360,000, this versatile tract offers the perfect blend of productive farmland, investment potential, and rural beauty. Whether you're looking to expand your farming operation, invest in valuable West Tennessee land,

  

  Heidi Policky

  Golden Key

  0 Ozier Rd, Pinson, TN 38366
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  /30

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,709 Sq Ft

  232 Russell Rd, Jackson, TN 38301

  Welcome home to this beautifully updated 3-bedroom, 2-bath brick residence in the heart of Jackson's desirable Midtown area. Perfectly situated on a spacious corner lot at Forest and Russell, this move-in ready home offers 1,709 square feet of stylish living space with the perfect blend of classic charm and modern upgrades. Step inside to discover a bright, inviting interior filled with natural

  

  Heidi Policky

  Golden Key

  232 Russell Rd, Jackson, TN 38301
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  /20

  $169,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,034 Sq Ft

  210 Peabody Ave, Jackson, TN 38301

  Newly Renovated 3 bedroom 2 full bath home in Ford Acres subdivision of Jackson, TN.

  

  Jason Miller

  eXp Realty, LLC

  210 Peabody Ave, Jackson, TN 38301
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  /2

  $60,000

  $15K PRICE DROP

  • Land
  • 10.16 Acres
  • $5,906 per Acre

  0 Bowman Rd, Medon, TN 38356

  Don't miss this opportunity to own +/- 10 acres in Medon. This land is primarily wooded, make a great place to hunt or build a home in the country! Call Scott today for a personal tour 731-444-0680 or you can reach me at the office 731-300-7777

  

  Scott Shelton

  Crye-Leike Elite

  0 Bowman Rd, Medon, TN 38356
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  /12

  $70,000

  • Land
  • 4,791 Sq Ft
  • $636,364 per Acre

  20 Frankland Ave, Jackson, TN 38301

  Build your dream home in one of Jackson's most exclusive communities! Located at 20 Frankland Ave. in The Highlands, this undeveloped lot offers a rare opportunity to build in a private, gated subdivision known for its small-community feel, exclusivity, and convenience. Tucked away for added privacy, yet ideally located just minutes from shopping, dining, schools, and everything Jackson has to

  

  Dylan Jones

  Southern LifeStyle Properties

  20 Frankland Ave, Jackson, TN 38301
• 

  

  /17

  $99,999

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  125 Williams St, Jackson, TN 38301

  Investment Opportunity: This 3-bedroom, 2-bathroom home is currently tenant-occupied with a 12-month lease in place (see private remarks for details). The interior has been tastefully updated, and the home is situated in a neighborhood. For more information, contact Eric Flowers at 731-420-4546.

  

  Chris Miller

  Crye-Leike Elite

  125 Williams St, Jackson, TN 38301
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  /10

  $229,900

  • 2 Beds
  • 4 Baths
  • 1,000 Sq Ft

  1693 Tennessee 138, Mercer, TN 38392

  Unique live/work opportunity in the heart of Mercer! This one-of-a-kind single-family home features an attached commercial space with endless potential. The residential living area offers 2 bedrooms and 2 bathrooms, along with a comfortable kitchen and open living/dining space. The expansive commercial portion of the property has a rich local history, previously serving as the town fire

  

  Jane Betts

  Town and Country

  1693 Tennessee 138, Mercer, TN 38392
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  /21

  $239,900

  • 3 Beds
  • 2 Baths
  • 1,988 Sq Ft

  12 Woodmere Dr, Jackson, TN 38301

  Welcome to this beautifully remodeled 3-bedroom, 2-bathroom brick home nestled in a quiet, well-established neighborhood with convenient access to highways, shopping, healthcare, parks, and schools. At 1,988 sq. ft., no detail has been overlooked in this top-to-bottom transformation. Step inside to discover brand-new laminate flooring throughout, complemented by fresh interior paint and

  

  Heidi Policky

  Golden Key

  12 Woodmere Dr, Jackson, TN 38301
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  /38

  $221,000

  • 1,768 Sq Ft

  421 Hollywood Dr, Jackson, TN 38301

  Income-Producing Duplex - Short-Term Rental Ready 421 Hollywood in Jackson, TN presents a like-new, turnkey duplex offering immediate income potential. The property includes two 2-bedroom, 2-bath units totaling 1,822 square feet, making it ideal for investors seeking short-term rental revenue, long-term tenants, or a house-hack opportunity. Over the past five months, the duplex has been operated

  

  Melissa McPhearson

  BHGRE Conner Jackson

  421 Hollywood Dr, Jackson, TN 38301
• 

  

  /23

  $279,000

  • 3 Beds
  • 2 Baths
  • 1,757 Sq Ft

  49 Brenda Ln, Jackson, TN 38301

  Beautifully updated and move-in ready, this charming home on Brenda Lane offers the perfect blend of comfort, style, and convenience. Nestled in an established neighborhood, this property features inviting living spaces, functional design, and a warm atmosphere that immediately feels like home. Step inside to discover a spacious layout with abundant natural light, comfortable living areas, and a

  

  Heidi Policky

  Golden Key

  49 Brenda Ln, Jackson, TN 38301
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  /20

  $194,900

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,746 Sq Ft

  301 Bolivar Hwy, Jackson, TN 38301

  301 Bolivar Hwy, South Jackson Priced at $199,900, this 4-bedroom, 2-bathroom home offers 1,746 sq ft of living space plus a spacious 1,000 sq ft basement, perfect for a growing family. Nestled in the heart of South Jackson, you're just minutes away from shopping, dining, and entertainment. This charming home features 2 bedrooms and 1 bathroom downstairs, with 2 additional bedrooms and another

  

  Melanie Malone

  Crye-Leike Elite

  301 Bolivar Hwy, Jackson, TN 38301
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  /22

  $173,900

  New Construction $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  103 Dempster St, Jackson, TN 38301

  Investor Portfolio Opportunity - Three New Construction Homes for $465,000! Rare opportunity to purchase 103, 105, and 107 Dempster as a package for $465,000, representing a savings over the individual list prices. Built in 2025, these homes offer the advantages investors are looking for—modern construction, energy-efficient features, contemporary finishes, and low-maintenance ownership. Designed

  

  Melissa McPhearson

  BHGRE Conner Jackson

  103 Dempster St, Jackson, TN 38301
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  /21

  $153,900

  New Construction $11K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  107 Dempster St, Jackson, TN 38301

  Investor Portfolio Opportunity - Three New Construction Homes for $465,000! Rare opportunity to purchase 103, 105, and 107 Dempster as a package for $465,000, representing a savings over the individual list prices. Built in 2025, these homes offer the advantages investors are looking for—modern construction, contemporary finishes, and low-maintenance ownership. Designed for today's renters and

  

  Melissa McPhearson

  BHGRE Conner Jackson

  107 Dempster St, Jackson, TN 38301
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  /58

  $1,250,000

  • 7 Beds
  • 4.5 Baths
  • 7,945 Sq Ft

  204 E Deaderick St, Jackson, TN 38301

  Historic Downtown Estate that includes six structures comprising two historic residences, a large pavilion, carriage house, picturesque garden pavilion for weddings & events, and a garden shop. A rare opportunity to own one of Downtown Jackson's most distinctive historic assemblages, thoughtfully curated across approx. 3 acres and offering a seamless blend of architectural significance, modern

  Chris Alexander HCB Corporation DBA

  204 E Deaderick St, Jackson, TN 38301
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  /51

  $444,900

  $15K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,059 Sq Ft

  226 Morgan St, Jackson, TN 38301

  Downtown living at its finest. Nestled in the heart of Downtown Jackson, this beautifully updated 4-bedroom, 3.5-bath Charleston-style home seamlessly blends classic Southern charm with modern design. Built in 2018 and thoughtfully refreshed, the home features fresh designer paint, added moldings, modern lighting, and Hunter ceiling fans throughout. Enjoy a truly walkable lifestyle—just steps

  Chris Alexander HCB Corporation DBA

  226 Morgan St, Jackson, TN 38301
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  /8

  $395,000

  • Land
  • 53.63 Acres
  • $7,365 per Acre

  0 Medon Malesus Rd, Medon, TN 38356

  2601288 DN This is a very production row crop farm that has frontage on both Medon Malesus Rd & John Anderson Rd. This farm also has beautiful building sites & privacy you will love. Only 4 miles to Wal-Mart & Lowes in South Jackson

  Chris Carothers West Tennessee

  0 Medon Malesus Rd, Medon, TN 38356
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  /40

  $1,590,000

  • 5 Beds
  • 4.5 Baths
  • 4,578 Sq Ft

  168 Huntersville Denmark Rd, Denmark, TN 38391

  Luxury equestrian estate | 45.76 acres | 2022 custom home | 4 miles to I-40 | barn/arena/pasture/trails-- where refined living meets wide-open freedom. This stunning 5-bedroom, 4.5-bath, 2 large bonus rooms custom home was designed with both comfort and functionality in mind. The main level features a luxurious master suite and a private guest room, each with its own full bath, offering the

  Kelly Martin Home and Farms

  168 Huntersville Denmark Rd, Denmark, TN 38391
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  /4

  $99,500

  • Land
  • 10.86 Acres
  • $9,162 per Acre

  John Anderson Rd, Medon, TN 38356

  2602366 2602364 DN 10.18 ac tract for an ideal building site! There will be deed restrictions. No Swine, no mobile homes. Two tracts available!

  Chris Carothers West Tennessee

  John Anderson Rd, Medon, TN 38356
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  /58

  $668,500

  • Land
  • 207.16 Acres
  • $3,227 per Acre

  0 Riverside Dr, Jackson, TN 38301

  Set just off Riverside Drive in Jackson, Tennessee, the Madison 207.16 offers a well-rounded mix of privacy, usability, and natural appeal. Accessed by a deeded easement, the Madison County tract opens into roughly 50 acres of established food plots, already equipped with a Redneck hunting blind along with additional box blinds and ladder stands-ready for immediate use.Two natural water

  Shane Martin Smalltown Hunting Properties & Real Estate

  0 Riverside Dr, Jackson, TN 38301
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  /14

  $395,000

  • Land
  • 105 Acres
  • $3,762 per Acre

  0 Riverside Dr, Jackson, TN 38301

  Check out this truly exceptional 105-acre property located in the heart of Madison County, just minutes from the Jackson city limits. This remarkable tract features gently rolling hills, offering numerous potential homesites and making it an ideal recreational retreat. Of the total acreage, approximately 53 acres are enrolled in the Conservation Reserve Program, generating an annual income of

  Taylor Howell Premier Farm Realty Group

  0 Riverside Dr, Jackson, TN 38301
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  /6

  $300,000

  • Land
  • 49.25 Acres
  • $6,091 per Acre

  00 Harts Bridge Rd, Jackson, TN 38301

  DN 2504856 This is a timber tract that has several beautiful building sites and could build some nice lakes. This property fronts on both Harts Bridge Rd and Lester Chapel for easy access to the front and back of the farm.

  Chris Carothers West Tennessee

  00 Harts Bridge Rd, Jackson, TN 38301
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  /25

  $219,900

  $39K PRICE DROP

  • Land
  • 81 Acres
  • $2,715 per Acre

  0 Collins Rd, Medon, TN 35356

  Check out this 81 acre wooded tract nestled in the scenic landscapes of South Madison County. This property offers an exceptional blend of natural beauty, recreational opportunity, and thoughtful land management. The land features an extensive network of wide, well-established trails that wind gracefully through the property, ideal for a variety of outdoor activities. Whether you're interested in

  Taylor Howell Premier Farm Realty Group

  0 Collins Rd, Medon, TN 35356
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  /25

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,894 Sq Ft

  407 N Highland Ave, Jackson, TN 38301

  Built in 1910 during Jackson's growth period along N Highland Avenue, this 3 bed/2 bath home features Foursquare and Craftsman style with original hardwood floors, the original staircase, rich woodwork, and a few of the original lead glass windows remain. The timeless architectural character shows throughout. The welcoming wrap around porch is perfect for morning coffee or an afternoon beverage

  Kimberly Allen Town and Country

  407 N Highland Ave, Jackson, TN 38301
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  /14

  $69,500

  • Land
  • 5.18 Acres
  • $13,417 per Acre

  0 Tennessee 138, Mercer, TN 38392

  Gently rolling 5.18 Acre tract of land with 430 Ft of frontage on Hwy 138. Located in southwest Madison Co, TN only 6.2 miles south of I-40 @ Exit 68 (Providence Rd). Tract is open with some woods & great building sites. Well and septic are required when building, No Mobile Homes, Stick built house required,. ALREADY APPROVED FOR SEPTIC SYSTEM. Surveyed and ready for you to start your American

  Lee Godfrey Coldwell Banker Southern Realty

  0 Tennessee 138, Mercer, TN 38392
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  /31

  $239,900

  • 3 Beds
  • 2 Baths
  • 2,085 Sq Ft

  1422 Westover Rd Unit 1422, Jackson, TN 38301

  Welcome home to this beautifully remodeled 3-bedroom, 2-bath gem offering 2,085 square feet of stylish living space on a spacious 1.28-acre corner lot. From the moment you arrive, you'll appreciate the charming footbridge that adds a touch of character as it welcomes you across the front yard—because every great home deserves a grand entrance. Inside, nearly everything has been refreshed from top

  Adam Cash Real Broker

  1422 Westover Rd Unit 1422, Jackson, TN 38301
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  /3

  $25,000

  • Land
  • 1.14 Acres
  • $21,930 per Acre

  217 Parkburg Rd, Jackson, TN 38301

  1.14 ACRES!!!!! Awesome property that you can build your dream home on. Public utilities will connect. Zone Residential

  Kevin Brown eXp Realty, LLC

  217 Parkburg Rd, Jackson, TN 38301
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  /17

  $164,900

  • 3 Beds
  • 1 Bath
  • 1,250 Sq Ft

  457 Parkburg Rd, Jackson, TN 38301

  Country living at its best! Nestled on nearly an acre with county taxes only, this move-in ready home offers the perfect blend of affordability and space. Enjoy the quiet of rural living while still being just a short drive to town. With a large yard, plenty of outdoor space, and a home that's ready for you to move right in, this property is an excellent opportunity for first-time buyers,

  Tony Neihoff RE/MAX Realty Source

  457 Parkburg Rd, Jackson, TN 38301
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  /7

  $325,000

  • Land
  • 4.49 Acres
  • $72,383 per Acre

  2101 Tennessee 18, Medon, TN 38356

  PRIME COMMERCIAL OPPORTUNITY IN MEDON, TENNESSEE. Opportunities like this DO NOT come around often in Medon! Whether you'r'e dreaming of retail, storage units, office space, restaurants or a mixed-use project- this property gives you the space and location to bring your vision to life. This high-exposure location is absolutely LOADED with opportunity for investors, developers, or business owners

  Lisa Davis Greer Real Estate Group

  2101 Tennessee 18, Medon, TN 38356
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  /14

  $130,000

  $20K PRICE DROP

  • Land
  • 23.39 Acres
  • $5,558 per Acre

  17 Roberts Rd, Pinson, TN 38366

  Welcome to Bear Creek Estates! 23+ acre lot nestled in a serene rural setting, this development offers exquisite wooded lots abundant with wildlife, providing a haven of tranquility and privacy. With picturesque surroundings, these building lots offer a blank canvas to bring your dream home to life. Embrace nature's beauty and create a retreat that perfectly blends with the natural splendor of

  Kristen Londe Town and Country

  17 Roberts Rd, Pinson, TN 38366
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  /19

  $215,000

  $40K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,840 Sq Ft

  335 Division Ave, Jackson, TN 38301

  Charming midtown home with 3 bedrooms 2 bathrooms just under 2000 sq ft. Spacious living area with large dining room- high ceilings, large windows and original trim work. Adorable kitchen with butcher block countertops. All appliances stay. Best of both worlds with original hardwood floors in the living areas and NEW flooring in the bathrooms. Tons of updates. Spacious separate laundry room and

  Ginger Williams Town and Country

  335 Division Ave, Jackson, TN 38301
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  /2

  $229,000

  • 4 Beds
  • 3.5 Baths
  • 2,863 Sq Ft

  475 Denmark Jackson Rd, Denmark, TN 38391

  Rose Merriweather Rose Realty & Property Mgmt

  475 Denmark Jackson Rd, Denmark, TN 38391
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  /16

  $129,900

  $33K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 952 Sq Ft

  45 Lesters Chapel Rd, Jackson, TN 38301

  A Transformed Country Retreat! This beautifully renovated 2-bedroom, 1-bath home offers a peaceful escape with modern upgrades throughout. A flexible layout includes permanent stairs to the upstairs space—easily convert it into a 3rd bedroom, office, or bonus room. Situated on a scenic wooded lot with low county taxes, this home also features a brand-new deck, perfect for enjoying nature.

  Jodie Parrish RE/MAX Realty Source

  45 Lesters Chapel Rd, Jackson, TN 38301
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  /14

  $60,000

  $10K PRICE DROP

  • Land
  • 7.09 Acres
  • $8,463 per Acre

  00 Parkburg Road (Lot 24) Rd, Pinson, TN 38366

  Welcome to Bear Creek Estates! 7.09 acre lot nestled in a serene rural setting, this development offers exquisite wooded lots abundant with wildlife, providing a haven of tranquility and privacy. With picturesque surroundings, these building lots offer a blank canvas to bring your dream home to life. Embrace nature's beauty and create a retreat that perfectly blends with the natural splendor of

  Kristen Londe Town and Country

  00 Parkburg Road (Lot 24) Rd, Pinson, TN 38366
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  /30

  $299,900

  $21K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,007 Sq Ft

  19 Mimosa Dr, Jackson, TN 38301

  This charming property, once the original manse for St. Luke's Episcopal Church and later home to Lambuth University's Dean Mayo, offers a unique blend of character and modern amenities that any buyer will appreciate. As you step inside, you'll be greeted by a beautiful library featuring built-in shelving, perfect for book lovers and those seeking a quiet retreat. The formal dining room is

  Madaline Hudson Town and Country

  19 Mimosa Dr, Jackson, TN 38301
• 

  /2

  $25,000

  $3K PRICE DROP

  • Land
  • 1 Acre
  • $25,000 per Acre

  8 Parkburg Rd, Jackson, TN 38301

  Brandi Ragan Ragan Realty Group

  8 Parkburg Rd, Jackson, TN 38301
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  /24

  $170,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,232 Sq Ft

  59 Holly St, Jackson, TN 38301

  This updated 3 bedroom, 1.5 bath home features fresh paint, a full remodel, and a brand new roof installed in July 2025. Conveniently located near local amenities, this inviting property offers a cozy layout and a welcoming front porch, perfect for comfortable everyday living.

  Vianey Wooley Mi Casa Realty - Jackson

  59 Holly St, Jackson, TN 38301
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  /14

  $695,000

  • Land
  • 56.5 Acres
  • $12,301 per Acre

  00 U S 45, Jackson, TN 38301

  56.5 Acres - Prime Location off Highway 45 BypassDiscover the perfect blend of convenience and rural charm with this 56.5-acre tract, ideally situated right off the Highway 45 Bypass. Zoned for agriculture, this property offers a mix of mature timber, making it an excellent investment for farming, recreation, or future development. With its highly accessible location and versatile use

  Dustin Insell Coldwell Banker Southern Realty

  00 U S 45, Jackson, TN 38301
• 

  

  /18

  $244,900

  • 3 Beds
  • 2 Baths
  • 1,244 Sq Ft

  605 Parkburg Rd, Pinson, TN 38366

  Completely remodeled and move-in ready! This beautiful 3 bedroom, 2 bath home at 605 Parkburg Road in Pinson offers a fresh, modern feel with thoughtful updates throughout. Step inside to an open floor plan featuring durable laminate flooring and abundant natural light. The kitchen and bathrooms feature ceramic tile and updated lighting that adds a stylish touch to the home. Outside, enjoy a

  Stephanie Clark EXIT Realty Blues City

  605 Parkburg Rd, Pinson, TN 38366
• 

  

  /15

  $315,000

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  125 Hatton St, Jackson, TN 38301

  Experience the best of city living with a touch of small-town charm. This beautifully remodeled 3-bedroom, 2-bath home is perfectly situated in The Jackson Walk, one of Jackson's most vibrant and #1 most walkable communities. With a proven track record as both a short-term Airbnb and long-term rental, this property offers exceptional flexibility and income potential. The listing price includes

  Mari Acuna Home and Farms

  125 Hatton St, Jackson, TN 38301

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