Homes for Sale near Highland Academy

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  /6

  $85,000

  • Land
  • 0.44 Acre
  • $193,182 per Acre

  113 Morningside Dr, Portland, TN 37148

  Residential lot ready to build on- utilities are in place! Electric, water, and sewer on site. Previous mobile home has been removed from lot. Investment opportunity with potential to flip or build duplex for rental.

  Jodie Reynolds Legacy Signature Properties, LLC

  113 Morningside Dr, Portland, TN 37148
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  /26

  $357,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,990 Sq Ft

  Bradford Plan at Parkside Estates, Portland, TN 37148

  This new two-story home leads directly to the open-concept Great Room, multifunctional kitchen and intimate dining room, all arranged in a thoughtful layout ideal for seamless living and entertainment. The second floor hosts a central loft for additional shared space and all four bedrooms. In a private corner is the serene owner’s suite with an attached bathroom and a large walk-in closet.

  Lennar Builder

  812 Parkside Blvd Unit 37287144, Portland, TN 37148
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  /28

  $544,999

  • 3 Beds
  • 2 Baths
  • 2,284 Sq Ft

  205 College St, Portland, TN 37148

  Charming 1920s Income-Producing Property – Turnkey Investment OpportunityStep into timeless elegance with this beautifully restored 1920s gem, currently operating as a successful income-producing short-term rental. This historic home blends vintage character with modern updates, offering guests a unique and memorable stay—and providing you with a steady revenue stream from day

  Kevin Sindorf Benchmark Realty, LLC

  205 College St, Portland, TN 37148
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  /55

  $799,999

  • 4 Beds
  • 3.5 Baths
  • 3,400 Sq Ft

  128 Keytown Rd, Portland, TN 37148

  Welcome to your brand new home! This stunning construction features tall ceilings throughout, an open concept floorplan perfect for entertaining, tall custom stone fireplace, gorgeous kitchen featuring shaker cabinets, stainless steel appliances, custom vent hood, quartz countertops including overhang island + all countertops! Fully tiled bathrooms including shower/tubs, master bathroom features

  Dean Nelson eXp Realty

  128 Keytown Rd, Portland, TN 37148
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  /63

  $689,000

  • 2 Beds
  • 2 Baths
  • 1,344 Sq Ft

  150 Nolen Cir, Gallatin, TN 37066

  Welcome to your private country retreat in the highly sought-after Liberty Creek School District of Gallatin, TN!This charming 2-bedroom, 2-bath home is nestled on 10.4 fully fenced acres—a rare find offering both privacy and endless potential. Enjoy peaceful mornings and beautiful sunsets from one of several decks, including a cozy screened-in porch perfect for relaxing year-round. Inside,

  Ashley Jackson simpliHOM

  150 Nolen Cir, Gallatin, TN 37066
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  /45

  $375,000

  • 2 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  3172 Highway 76, Portland, TN 37148

  Charming Custom Rustic Log Cabin on 2.3 Acres - 2BR, 2.5BA, Loft Suite with Bunkbeds, Incredible Country Views, & More! Escape to this stunning custom-built log cabin nestled on 2.3 acres of peaceful rolling terrain, just 30 minutes from Nashville and Bowling Green. Offering 1,500 square feet of rustic elegance, this 2-bedroom, 2.5-bathroom home blends cozy charm with modern comfort. Key

  Randy Lawyer Benchmark Realty, LLC

  3172 Highway 76, Portland, TN 37148
• 

  

  /45

  $306,510

  • 4 Beds
  • 2.5 Baths
  • 1,595 Sq Ft

  409 Cloudland Dr, Portland, TN 37148

  UP TO $7500 towards CLOSING COSTS with use of our preferred lender. The Hartsville floorplan offers a spacious and modern two-story home designed for both functionality and style. With four bedrooms and 2.5 bathrooms, this home provides ample space for families or individuals who desire both privacy and community living. The main level features an open-concept kitchen, living, and dining area,

  Melissa Bryant D.R. Horton

  409 Cloudland Dr, Portland, TN 37148
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  /10

  $259,900

  • Land
  • 2.37 Acres
  • $109,662 per Acre

  0 Searcy Ln Unit RTC3057054, Portland, TN 37148

  2.37 acres on Corner Lot, two sides road frontage. Buyer/Buyers Agent to verify all information

  Tammy Franklin Crye-Leike, REALTORS

  0 Searcy Ln Unit RTC3057054, Portland, TN 37148
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  /45

  $305,510

  • 4 Beds
  • 2.5 Baths
  • 1,595 Sq Ft

  404 Cloudland Dr, Portland, TN 37148

  TREE LINE - UP TO $7500 towards CLOSING COSTS with use of our preferred lender. The Hartsville floorplan offers a spacious and modern two-story home designed for both functionality and style. With four bedrooms and 2.5 bathrooms, this home provides ample space for families or individuals who desire both privacy and community living. The main level features an open-concept kitchen, living, and

  Melissa Bryant D.R. Horton

  404 Cloudland Dr, Portland, TN 37148
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  /56

  $589,900

  • 3 Beds
  • 3 Baths
  • 2,460 Sq Ft

  652 Northup Rd, Portland, TN 37148

  AIRBNB Possibilities!! Pure Serenity on 5.01 acres! This Gorgeous LOG home with wrap around porch is truly one of kind! Stocked pond! Gallatin school zone! 3 bedrooms & 3 full renovated baths! 2 rooms upstairs could be used as 4th & 5th bedrooms! The upstairs renovated bath has a claw foot tub! Huge, renovated kitchen with newer stainless steel appliances! Brand new roof, gutters and gutter

  Amy Somerville EXIT Realty Refined

  652 Northup Rd, Portland, TN 37148
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  /48

  $289,990

  • 3 Beds
  • 2 Baths
  • 1,281 Sq Ft

  1208 Canyon Dr, Portland, TN 37148

  UP TO $7500 towards CLOSING COSTS with use of our preferred lender. The Devon plan is a single-story home offering 3 bedrooms, 2 bathrooms, and 1,281 sq. ft. of living space. Its open-concept layout seamlessly connects the kitchen, dining, and living areas, creating an inviting atmosphere ideal for both daily living and entertaining. The modern kitchen overlooks the dining area & living room,

  Joseph Eakles D.R. Horton

  1208 Canyon Dr, Portland, TN 37148
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  /30

  $289,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,279 Sq Ft

  DEVON Plan at Parkside Point, Portland, TN 37148

  The Devon floorplan is a thoughtfully designed one-story home that offers a perfect blend of modern amenities and functional living space. This layout includes three spacious bedrooms and two well-appointed bathrooms, providing comfort and privacy for families or individuals. The open-concept kitchen, living, and dining areas create a seamless flow, ideal for entertaining guests or enjoying daily

  D.R. Horton Builder

  713 Radnor Dr Unit 36207396, Portland, TN 37148
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  /9

  $239,900

  • Land
  • 5.28 Acres
  • $45,436 per Acre

  0 Halltown Rd, Portland, TN 37148

  Cleared and ready to build! This beautiful tract offers 5.28 acres of peace, privacy and potential. Great opportunity to own your own piece of Tennessee farmland. ---Prime location--- Situated on the edge of Cottontown and zoned for White House Schools. Enjoy the best of both worlds while being just 10 minutes from both Gallatin and White House. Perfect blend of country living and convenience

  Emilie Bethea Exit Real Estate Solutions

  0 Halltown Rd, Portland, TN 37148
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  /99

  $1,200,000

  • 4 Beds
  • 4.5 Baths
  • 6,632 Sq Ft

  1014 Alameda Dr, Portland, TN 37148

  Welcome home to this stunning estate in prestigious Dogwood Springs! Priced BELOW recent appraisal, this flexible residence with 3 primary suites and a finished basement blends luxury and premium updates throughout. Enjoy versatile living with primary suites on the main, upper level & basement, plus a newly finished basement that’s an entertainer’s dream—complete with a movie theater, fifth

  Audra Hicks Coldwell Banker Southern Realty

  1014 Alameda Dr, Portland, TN 37148
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  /12

  $320,000

  • Land
  • 10.19 Acres
  • $31,403 per Acre

  0 Harper Road Lots 8 Unit RTC3043574, Portland, TN 37148

  Welcome to your own slice of Tennessee countryside! This gorgeous 10.19+/- acre property sits just beyond the Portland city limits—close enough for quick trips to town, yet far enough to enjoy the peace and quiet of country life. The land features a lovely mix of open pasture and mature trees, with a creek adding natural beauty and a soothing backdrop. Light restrictions - 2000 SQFT.,

  Lindsay Smith Exit Real Estate Solutions

  0 Harper Road Lots 8 Unit RTC3043574, Portland, TN 37148
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  /45

  $305,510 Open Sun 1PM - 4PM

  • 4 Beds
  • 2.5 Baths
  • 1,595 Sq Ft

  416 Cloudland Dr, Portland, TN 37148

  TREE LINE - UP TO $7500 towards CLOSING COSTS with use of our preferred lender. The Hartsville floorplan offers a spacious and modern two-story home designed for both functionality and style. With four bedrooms and 2.5 bathrooms, this home provides ample space for families or individuals who desire both privacy and community living. The main level features an open-concept kitchen, living, and

  Melissa Bryant D.R. Horton

  416 Cloudland Dr, Portland, TN 37148
• 

  

  /22

  $354,990 New Construction

  • 4 Beds
  • 3 Baths
  • 2,170 Sq Ft

  877 Parkside Blvd, Portland, TN 37148

  This new two-story home has a smart layout that offers ample space and functionality. The first floor is occupied by the living area, which includes an open Great Room, dining room and kitchen. A bedroom on the same level can be used as a home office. The three remaining bedrooms are tucked away upstairs to ensure better privacy and center around a versatile loft. The spacious owner’s suite comes

  Lennar Builder

  877 Parkside Blvd, Portland, TN 37148
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  /12

  $124,900

  • Land
  • 2.11 Acres
  • $59,194 per Acre

  0 Keytown Rd, Portland, TN 37148

  Perced for 5 bedrooms with 117 ft of road front footage for ease of access. A beautiful lot of land to build your dream home! The lot is just minutes away from Gallatin, Portland and Hendersonville and close to the interstate to get to Nashville. City water available.

  Shelly Hudson Benchmark Realty, LLC

  0 Keytown Rd, Portland, TN 37148
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  /14

  $219,000

  • 2 Beds
  • 1 Bath
  • 1,084 Sq Ft

  300 S Russell St, Portland, TN 37148

  Adorable cottage style 2 bed/1 bath home located in downtown Portland! This home is conveniently located close to all the downtown shops and restaurants. HVAC, Water Heater, Kitchen Cabinets, Countertops, and 14x14 storage building all installed in 2022. Lots of storage throughout! Perfect starter home or investment.

  Chelsea Hudson EXIT Realty Refined

  300 S Russell St, Portland, TN 37148
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  /20

  $229,500

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

  273 Running Meadows Rd, Portland, TN 37148

  Reduced Price for Motivated Seller Tucked away just outside the city, this beautiful 6.1 +/- acre property offers the perfect blend of peace, privacy, and convenience. The move-in ready mobile home has been thoughtfully updated, featuring a modern kitchen with stylish finishes and plenty of cabinet space — ready for you to cook and entertain in comfort. Step outside onto the charming wooden front

  Randy Lawyer Benchmark Realty, LLC

  273 Running Meadows Rd, Portland, TN 37148
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  /13

  $309,900

  • 3 Beds
  • 2 Baths
  • 1,261 Sq Ft

  1243 S Russell St, Portland, TN 37148

  This new construction home built by Stratton-Taylor Builders features 3 bed/2 bath. Open living, kitchen, & dining. Home has a covered front porch, a back deck, and a partially fenced in yard. Preferred Lender Options- 1% of loan amount lender credit

  Amanda Stratton Wally Gilliam Realty & Auction

  1243 S Russell St, Portland, TN 37148
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  /8

  $149,900

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  540 Austin Branch Rd, Portland, TN 37148

  Great investment Opportunity. Has been used as a rental property for a number of years. Hvac, roof, plumbing, appliances, and upgrades done in the last 6 years. Brand new fence installed this week!

  Benjamin Nyswonger Lighthouse Realty

  540 Austin Branch Rd, Portland, TN 37148
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  /10

  $159,900

  • Land
  • 1.83 Acres
  • $87,377 per Acre

  0 Halltown Rd, Portland, TN 37148

  Cleared and ready to build! This beautiful tract offers 1.83 acres of peace, privacy and potential. Great opportunity to own your own piece of Tennessee farmland. ---Prime location--- Situated on the edge of Cottontown and zoned for White House Schools. Enjoy the best of both worlds while being just 10 minutes from both Gallatin and White House. Perfect blend of country living and convenience

  Emilie Bethea Exit Real Estate Solutions

  0 Halltown Rd, Portland, TN 37148
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  /28

  $279,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,151 Sq Ft

  GREENBRIAR Plan at Parkside Point, Portland, TN 37148

  The Greenbriar offers the perfect blend of comfort, style, and modern convenience in its 1,151 sq ft of thoughtfully designed space. This charming one-story home features three spacious bedrooms and two well-appointed bathrooms, providing ample room for families or those seeking extra space for guests or a home office. The heart of the Greenbriar lies in its open-concept living area, seamlessly

  D.R. Horton Builder

  713 Radnor Dr Unit 36207397, Portland, TN 37148
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  /11

  $269,000

  • Land
  • 8.3 Acres
  • $32,410 per Acre

  0 Highway 52e Unit RTC3031922, Portland, TN 37148

  Welcome to your own slice of Tennessee countryside! This gorgeous 8.30+/- acre property sits just beyond the Portland city limits—close enough for quick trips to town, yet far enough to enjoy the peace and quiet of country life. The land features a lovely mix of open pastures and mature trees, with a creek adding natural beauty and a soothing backdrop. Light restrictions - 2000 SQFT.,

  Lindsay Smith Exit Real Estate Solutions

  0 Highway 52e Unit RTC3031922, Portland, TN 37148
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  /92

  $960,000 Coming Soon

  • 3 Beds
  • 3 Baths
  • 3,290 Sq Ft

  144A Dogwood Springs Dr, Portland, TN 37148

  Welcome to 144A Dogwood Springs Drive – your private Mediterranean retreat just beyond the edge of town. Rarely does a home like this become available in this community, making it a truly unique opportunity. Surrounded by prestigious residences set on generous acreage, this area has long been admired for the quality and character of its homes. Over the years, it has even drawn iconic names from

  Amber Cline Exit Realty Garden Gate Team

  144A Dogwood Springs Dr, Portland, TN 37148
• 

  

  /22

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft

  610 Fowler Ford Rd, Portland, TN 37148

  Welcome to this charming ranch-style home nestled on nearly 0.88 acre of beautifully maintained Tennessee countryside — just minutes from downtown Portland. Featuring 3 spacious bedrooms and 2 full bathrooms, the home offers approximately 1,444 sq ft of living space in a welcoming, functional layout. Step inside to find a bright and comfortable living area with seamless flow into the kitchen —

  Samantha Goins Jamison Durham Real Estate

  610 Fowler Ford Rd, Portland, TN 37148
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  /37

  $418,000

  • 3 Beds
  • 2 Baths
  • 1,462 Sq Ft

  634 S Tunnel Rd, Gallatin, TN 37066

  The atmosphere around this like new home is peaceful and loving. Don't miss seeing this one. The playground equipment stays. This home has been much loved and taken care of. You'll love the beautiful, large back yard.

  Denise Davis Scout Realty

  634 S Tunnel Rd, Gallatin, TN 37066
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  /2

  $175,000

  • Land
  • 5.05 Acres
  • $34,653 per Acre

  139 Roberts Rd, Portland, TN 37148

  Beautiful 5 acre tract (lot 3), perked for a 3 bedroom.Conveniently located right off Hwy 109.

  Lucas Carr Wally Gilliam Realty & Auction

  139 Roberts Rd, Portland, TN 37148
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  /10

  $259,900

  • Land
  • 5.48 Acres
  • $47,427 per Acre

  0 Thompson Ln Unit RTC3045780, Portland, TN 37148

  Cleared and ready to build! This beautiful tract offers 5.48 acres of peace, privacy and potential. Great opportunity to own your own piece of Tennessee farmland. ---Prime location--- Situated on the edge of Cottontown and zoned for White House Schools. Enjoy the best of both worlds while being just 10 minutes from both Gallatin and White House. Perfect blend of country living and convenience

  Emilie Bethea Exit Real Estate Solutions

  0 Thompson Ln Unit RTC3045780, Portland, TN 37148
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  /2

  $195,500

  • Land
  • 5.7 Acres
  • $34,298 per Acre

  0 Keytown Rd, Portland, TN 37148

  Vicki Louallen Louallen Realty

  0 Keytown Rd, Portland, TN 37148
• 

  

  /15

  $900,000

  • Land
  • 9.08 Acres
  • $99,119 per Acre

  405 College St, Portland, TN 37148

  Prime Portland, TN Investment Opportunity — 9+ Acres | Approved for 18 Duplexes | $900,000 Introducing a rare development opportunity in the heart of Downtown Portland, Tennessee—over 9 level, cleared acres across two combined lots, already approved for an 18-duplex build. At just $50,000 per lot, this is one of the most competitively priced multifamily development sites in Middle Tennessee. 403

  John York LPT Realty LLC

  405 College St, Portland, TN 37148
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  /25

  $199,900

  • 3 Beds
  • 1 Bath
  • 1,955 Sq Ft

  208 S Russell St, Portland, TN 37148

  Discover the timeless charm of this 1920 Victorian cottage, perfectly nestled in the heart of Portland, TN. This 3-bedroom, 1-bathroom home is filled with character and offers endless possibilities for investors, first-time buyers, or those looking to restore a piece of history. Situated on a sizable lot with mature trees and plenty of room for landscaping or potential expansion. The home is

  Renee Cochran Spicer Benchmark Realty, LLC

  208 S Russell St, Portland, TN 37148
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  /25

  $595,000

  • Land
  • 16.07 Acres
  • $37,026 per Acre

  0 Fowler Frd Rd Unit RTC3031948, Portland, TN 37148

  Amazing piece of property! 16.07 acres near the heart of Portland, easy access to I-65 and close proximity to HWY 52 and 109. Gated entrance with concrete entry from Fowler Ford. Water and electricity available at the site. Large year round spring-fed pond at rear of property sits behind old barn. 2 large attached storage buildings or shop...One side 60'x50' and adjoining side 60'x30'. All built

  Gary Ashton The Ashton Real Estate Group of RE/MAX Advantage

  0 Fowler Frd Rd Unit RTC3031948, Portland, TN 37148
• 

  

  /8

  $269,900

  • Land
  • 6.72 Acres
  • $40,164 per Acre

  0 Thompson Ln Unit RTC3045770, Portland, TN 37148

  Cleared and ready to build! This beautiful tract offers almost 7 acres of peace, privacy and potential. Great opportunity to own your own piece of Tennessee farmland. ---Prime location--- Situated on the edge of Cottontown and zoned for White House Schools. Enjoy the best of both worlds while being just 10 minutes from both Gallatin and White House. Perfect blend of country living and convenience

  Emilie Bethea Exit Real Estate Solutions

  0 Thompson Ln Unit RTC3045770, Portland, TN 37148
• 

  

  /5

  $99,000

  • Land
  • 2.06 Acres
  • $48,058 per Acre

  1527 Old Gallatin Rd, Portland, TN 37148

  Beautiful 2+ acre lot offering breathtaking views of nature and mature trees! This property has been cleared and is fully prepared for your dream home, featuring electricity, well water, and natural gas already in place. The seller has a repair permit for an existing septic system from the state of Tennessee department of environmental health that is good for 3 bedrooms.

  Kerolos Adly Zach Taylor Real Estate

  1527 Old Gallatin Rd, Portland, TN 37148
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  /12

  $150,000

  • Land
  • 1.5 Acres
  • $100,000 per Acre

  105 Riggs Rd, Portland, TN 37148

  Build your dream home on this 1.50-acre lot that is build-ready and already perked for a 4-bedroom septic system. The property offers a great mix of open space and wooded areas. Enjoy room to spread out, garden, or create outdoor living space, all while still having mature trees for shade and character. Conveniently located less than 15 minutes from I-65, this lot offers the perfect balance of

  Lindsay Smith Exit Real Estate Solutions

  105 Riggs Rd, Portland, TN 37148
• 

  

  /16

  $294,510

  • 3 Beds
  • 2 Baths
  • 1,151 Sq Ft

  1148 Canyon Dr, Portland, TN 37148

  TREE LINE - UP TO $7.5K towards CLOSING COSTS with use of our preferred lender. The Greenbriar perfectly blends comfort, style, and modern convenience within this 1,151 sq ft home. This charming one-story offers three bedrooms and two bathrooms, providing ample room for everyone or those needing extra space for a home office or hobby room. The Greenbriar is an open-concept living space that

  Melissa Bryant D.R. Horton

  1148 Canyon Dr, Portland, TN 37148
• 

  

  /77

  $944,900

  • 4 Beds
  • 4 Baths
  • 3,157 Sq Ft

  150C Dogwood Springs Dr, Portland, TN 37148

  PREFERRED LENDER OFFERING A 1% LENDER CREDIT BASED UPON LOAN AMOUNT AND FREE APPRAISAL. Discover peace and privacy in this beautiful, custom-built home nestled on a sprawling 12-acre wooded lot. This home features a charming covered wraparound porch and patio, perfect for relaxing or entertaining year-round! Open-concept floor plan with soaring ceilings in the living room and a cozy wood-burning

  Tammy Jeffers Benchmark Realty, LLC

  150C Dogwood Springs Dr, Portland, TN 37148
• 

  

  /72

  $625,000

  • Land
  • 9.13 Acres
  • $68,456 per Acre

  1502 New Deal Potts Rd, Portland, TN 37148

  Welcome to 1502 New Deal Potts Rd — a one-of-a-kind opportunity in Portland, TN! This 9.13-acre property offers the perfect blend of privacy, natural beauty, and convenience, sitting just outside the city limits and only 5 minutes from I-65. Surrounded by your own wooded boundaries and featuring a picturesque creek, the land is truly unmatched — a rare mix of rolling pastures, level fields, and

  Tyler Forte Felix Homes

  1502 New Deal Potts Rd, Portland, TN 37148

Showing Results 41 - 80, Page 2 of 4