Homes for Sale near Highland Academy

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  /30

  $489,900

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  120 E Boiling Springs Rd, Portland, TN 37148

  Beautifully Remodeled Ranch Home on 1.8 Acres – Move-In Ready! This stunning ranch-style home has been completely renovated from the studs out, offering modern comfort with timeless charm. Featuring an open-concept floor plan, the kitchen, dining area, and great room seamlessly flow together, creating an ideal space for both everyday living and entertaining. Highlights include: Fully Updated

  Donna Shell Crye-Leike, Inc., REALTORS

  120 E Boiling Springs Rd, Portland, TN 37148
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  /77

  $944,900

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

  150C Dogwood Springs Dr, Portland, TN 37148

  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 fireplace. Four bedrooms and an office that could be a 5th bedroom! The eat-in kitchen

  Tammy Jeffers Benchmark Realty, LLC

  150C Dogwood Springs Dr, Portland, TN 37148
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  /40

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,384 Sq Ft

  103 Alice Smith Dr, Portland, TN 37148

  This charming 3-bedroom, 2-bath one-level home sits on a spacious 0.56-acre lot and offers the perfect blend of comfort, function, and move-in-ready convenience. With fresh paint and brand-new carpet throughout, all the work has been done—you can simply move in and start enjoying your new home. Step inside to a large living room that provides an inviting space to relax, unwind, or entertain. The

  Martie Burnett EXP Realty

  103 Alice Smith Dr, Portland, TN 37148
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  /41

  $375,000

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

  634 Highway 52 E, Portland, TN 37148

  ***Buyer to recieve lender paid closing costs up to 1% of loan when you finance with our preferred lender!***Bring Your Offers! Step Back in Time! Charm, character and convenience is what you''ll find in this updated 3 Bedroom 2.5 Bath home with Primary bedroom on main level and new roof in April 2025. Inviting and generously sized Living Room, says "Welcome Home. A Kitchen with a functional

  Bobbie Inman Keller Williams Realty - Lebanon

  634 Highway 52 E, Portland, TN 37148
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  /60

  $614,900

  • 3 Beds
  • 2 Baths
  • 2,737 Sq Ft

  1551 Dobbins Pike, Gallatin, TN 37066

  This beautiful home sits atop a gently elevated lot overlooking scenic views. The residence offers the perfect blend of modern comfort and peaceful country charm. Step inside to an inviting open-concept floor plan featuring a spacious living area filled with natural light, elegant finishes, and gourmet kitchen—complete with stainless steel appliances, walk in pantry, granite countertops, and

  Andrea Binkley Benchmark Realty, LLC

  1551 Dobbins Pike, Gallatin, TN 37066
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  /22

  $500,000

  • 3 Beds
  • 3 Baths
  • 2,047 Sq Ft

  335 Jim Courtney Rd, Portland, TN 37148

  Roof 3 years old and HVAC less than 2 years old. 1% lender credit with preferred lender. Welcome to your slice of country charm in Portland, TN! Nestled on 1.11 acres, this 3-bedroom, 2.5-bath home offers comfort, character, and outdoor living. Step onto the relaxing front porch complete with a classic swing. The open-concept living, kitchen, and dining area is highlighted by soaring ceilings and

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

  335 Jim Courtney Rd, Portland, TN 37148
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  /12

  $119,000

  • Land
  • 2.11 Acres
  • $56,398 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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  /61

  $714,000

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

  150 Nolen Cir, Gallatin, TN 37066

  Discover a serene retreat on over 10 acres of picturesque land, thoughtfully designed for both relaxation and functionality. This charming 2-bedroom, 2-bathroom home boasts two spacious screened-in porches, perfect for enjoying peaceful mornings and vibrant sunsets. The property features a versatile 5-acre pasture, ideal for livestock or equestrian pursuits. Security gate with key pad at

  Wesley Lane Exit Real Estate Solutions

  150 Nolen Cir, Gallatin, TN 37066
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  /35

  $230,000

  • 2 Beds
  • 1 Bath
  • 865 Sq Ft

  408 W Mcglothlin St, Portland, TN 37148

  Welcome home! — a charming, move-in ready home in the heart of Portland. With ample square footage in a well-designed space, this 2-bedroom, 1-bath home offers smart living with an updated kitchen. The backyard is ideal for pets, play, or relaxing weekends. Affordable, updated, and full of charm — this one is ready for you to move in and start living.

  Araceli Quezada Keller Williams Realty Nashville/Franklin

  408 W Mcglothlin St, Portland, TN 37148
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  /42

  $580,000

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

  530 Thompson Ln, Portland, TN 37148

  Lovely all brick home located in peaceful Cottontown/Portland area on a level acre lot. Freshly painted throughout and updated pictures to come,Vaulted ceilings, hardwood was just completely refinished, stone fireplace. split floor plan, granite in kitchen and baths, spacious living spaces, zoned for Oakmont elementary and White House High School, fast access to Nashville and Bowling Green via

  Johnna Finch Finch Real Estate Co.

  530 Thompson Ln, Portland, TN 37148
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  /5

  $269,900

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

  0 Thompson Ln Unit RTC2819825, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 6.72 acre residential tract in Cottontown/Portland, TN. Literally feet from Cottontown line. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from

  Johnna Finch Finch Real Estate Co.

  0 Thompson Ln Unit RTC2819825, Portland, TN 37148
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  /7

  $299,900

  • Land
  • 8 Acres
  • $38,498 per Acre

  0 Thompson Ln Unit RTC2819827, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 7.79 acre residential tract in Cottontown/Portland, TN. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from Gallatin, White House, and Hendersonville

  Johnna Finch Finch Real Estate Co.

  0 Thompson Ln Unit RTC2819827, Portland, TN 37148
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  /5

  $259,900

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

  0 Thompson Ln Unit RTC2819826, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 5.48 acre residential tract in Cottontown/Portland, TN. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from Gallatin, White House, and Hendersonville

  Johnna Finch Finch Real Estate Co.

  0 Thompson Ln Unit RTC2819826, Portland, TN 37148
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  /6

  $159,900

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

  0 Halltown Rd, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 1.83 acre residential tract in Cottontown/Portland, TN. Literally feet from Cottontown line. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from

  Johnna Finch Finch Real Estate Co.

  0 Halltown Rd, Portland, TN 37148
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  /6

  $239,900

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

  0 Halltown Rd, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 5.28 acre residential tract in Cottontown/Portland, TN. Literally feet from from Cottontown line. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from

  Johnna Finch Finch Real Estate Co.

  0 Halltown Rd, Portland, TN 37148
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  /6

  $169,900

  • Land
  • 2.28 Acres
  • $74,518 per Acre

  0 Halltown Rd, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 2.28 acre residential tract in Cottontown, TN. Literally feet from Cottontown line. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from Gallatin,

  Johnna Finch Finch Real Estate Co.

  0 Halltown Rd, Portland, TN 37148
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  /6

  $209,000

  • Land
  • 5 Acres
  • $38,208 per Acre

  0 Halltown Rd, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 5.47 acres residential tract in Cottontown/Portland, TN. Literally feet from Cottontown line. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from

  Johnna Finch Finch Real Estate Co.

  0 Halltown Rd, Portland, TN 37148
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  /5

  $289,900

  • Land
  • 7 Acres
  • $38,861 per Acre

  0 Halltown Rd, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 7.46 acre residential tract in Cottontown/Portland, TN. Literally feet from Cottontown line. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from

  Johnna Finch Finch Real Estate Co.

  0 Halltown Rd, Portland, TN 37148
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  /6

  $219,900

  • Land
  • 5 Acres
  • $40,128 per Acre

  0 Halltown Rd, Portland, TN 37148

  Discover the perfect blend of rural charm and modern convenience with this 5.48 residential tract in Cottontown/Portland, TN. Situated just off Highway 25, this property offers a spacious, level, and rolling landscape ideal for your custom home. Enjoy the tranquility of country living while being only 30 miles from downtown Nashville and minutes from Gallatin, White House, and Hendersonville .

  Johnna Finch Finch Real Estate Co.

  0 Halltown Rd, Portland, TN 37148
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  /51

  $499,999

  • 3 Beds
  • 2 Baths
  • 972 Sq Ft

  253 Halltown Rd, Cottontown, TN 37048

  PRICE IMPROVEMENT! 8-acre horse farm for sale in Cottontown, TN—just 35 minutes from Nashville! This ready-to-use equestrian property features a 50x200 Amish-built barn with 22 stalls, a stockroom, cleaning area, and workshop, offering the perfect setup for boarding, training, or riding lessons. The fully fenced acreage, pond, and open pastures provide plenty of space for horses, and the

  Kassandra Jackson Bradford Real Estate

  253 Halltown Rd, Cottontown, TN 37048
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  /6

  $700,000

  • Land
  • 12 Acres
  • $58,333 per Acre

  0 New Deal Pots Rd, Cottontown, TN 37048

  Location Location this is a great spot to build your dream home or split it up and build multiple homes. Seller will pay to have property surveyed and property corners pinned

  Roger Pond Finch Real Estate Co.

  0 New Deal Pots Rd, Cottontown, TN 37048
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  /2

  $49,900

  • Land
  • 2.87 Acres
  • $17,387 per Acre

  0 Tennessee 52, Portland, TN 37148

  Discover 2.87 acres of wooded land outside the city limits on Highway 52E. This property offers quick access to Westmoreland, Portland, and Gallatin, with I-65 just over 20 minutes away. While there may be potential for building, the terrain may be better suited for recreational use, such as camping or hunting. A creek runs through the middle, adding to the natural beauty of the land. Whether

  Jess Birdwell Exit Realty Garden Gate Team

  0 Tennessee 52, Portland, TN 37148
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  /9

  $160,000

  • Land
  • 7 Acres
  • $23,188 per Acre

  1500 Old Gallatin Rd, Portland, TN 37148

  Beautiful 6.9 acres in Portland conveniently located close to HWY 109 with quick access to Gallatin or Portland. Two ponds and a flowing creek, all utilities installed and 3 RV hookups. Cleared area at top of property, ready to build.

  Daniel Demers Sell Your Home Services, LLC

  1500 Old Gallatin Rd, Portland, TN 37148
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  /28

  $262,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  1100 S Russell St, Portland, TN 37148

  Highly Motivated Seller – Bring All Offers! POTENTIAL SHORT SELLThis beautifully remodeled home sits on a rare double corner lot and has been upgraded from top to bottom 2 years ago. Enjoy LVP flooring throughout, LED lighting, stainless steel appliances, board-and-batten vinyl siding, and striking black windows. The home offers a seamless flow from room to room, plus a wrap-around

  Ashley Reid Mark Spain Real Estate

  1100 S Russell St, Portland, TN 37148
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  /38

  $939,900

  • 3 Beds
  • 3 Baths
  • 4,550 Sq Ft

  800 Butler Rd, Portland, TN 37148

  Serenity meets luxury living in this custom build home. This Gourmet kitchen is a chef's dream that offers a gas stove, tons of counter and cabinet space, breathtaking 3/4" Birch hardwood floors, 20' ceilings in living area with stone wood burning fireplace and wet bar, cedar closets in bedrooms, tile bath's, Large master bath with separate vanities, Florida room, large decks on back of home,

  Melenna Edwards Zeitlin Sotheby's International Realty

  800 Butler Rd, Portland, TN 37148
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  /4

  $700,000

  • 3 Beds
  • 2 Baths
  • 1,180 Sq Ft

  936 S Broadway St, Portland, TN 37148

  This property is ideal for investors and developers. Located in a highly visible and convenient area, it is suitable for a commercial establishment, mixed-use development, or residential community. The land has easy access to major highways and is near restaurants, shopping centers, and other amenities. Buyers and buyer's representatives to verify all pertinent information. No tours of

  Alec Bahmed Keller Williams Realty

  936 S Broadway St, Portland, TN 37148
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  /56

  $599,000

  • 4 Beds
  • 3.5 Baths
  • 2,245 Sq Ft

  199 Broaderick Ln, Cottontown, TN 37048

  Are you searching for your own private retreat that's both secluded and conveniently located? Look no further! This beautifully renovated 4-bedroom, 3.5-bath home offers it all, including a massive 1,500-square-foot workshop. Equipped with 200-amp service, electric, heating and air conditioning split unit, the workshop is currently used as the owners business space & offers limitless

  Mickey Duncan eXp Realty

  199 Broaderick Ln, Cottontown, TN 37048
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  /10

  $259,900

  • Land
  • 2.20 Acres
  • $118,136 per Acre

  0 Searcy Ln Unit RTC2756307, Portland, TN 37148

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

  Tammy Franklin Crye-Leike, REALTORS

  0 Searcy Ln Unit RTC2756307, Portland, TN 37148
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  /17

  $199,900

  • Land
  • 5 Acres
  • $37,019 per Acre

  0 Dobbins Pike Unit RTC2625032, Portland, TN 37148

  SUPER NICE 5.42 ACRES-ALL WOODED -PERFECT BUILDING SITE-BABBLING BROOK ON THE BACK -YOU DONT FIND THIS PROPERTY EVERY DAY

  Joe Barber BHGRE, Ben Bray & Associates

  0 Dobbins Pike Unit RTC2625032, Portland, TN 37148
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  /25

  $799,900

  • 3 Beds
  • 2.5 Baths
  • 2,643 Sq Ft

  782 New Deal Potts Rd, Cottontown, TN 37048

  Contemporary Custom Build on 6.08 acres. 3 beds, Office, 2 Bonus rooms, 2.5 Baths, separate laundry room. Septic, City Water, City Electricity. Fully encapsulated/insulated foundation, board and batten exterior, passive solar architectural design, dual water heaters w performance platinum hybrid, 3-zone hvac w ERV and ION system, commercial range hood w remote blower, closed-cell fully

  Ralph Harvey ListWithFreedom.com

  782 New Deal Potts Rd, Cottontown, TN 37048
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  /2

  $169,900

  • Land
  • 2.30 Acres
  • $73,870 per Acre

  0 Fowler Ford Rd, Portland, TN 37148

  Builders, better take a look - Super choice 2.30 acres - Great building site - Has city water and natural gas available - Lays level and open - Great location just minutes from Gallatin and Portland - Septic approved for a 4-bedroom septic system - This is a portion of Tax Map 50, Parcel 1.06, Tax Assessor's Office, Sumner County, TN) - Taxes have been estimated.

  Karen Armstrong Gene Carman R. E. & Auction

  0 Fowler Ford Rd, Portland, TN 37148
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  /2

  $79,000

  • Land
  • 0.40 Acre
  • $197,500 per Acre

  1231 Butler Bridge Rd, Portland, TN 37148

  Sold as lot only. An older mobile home and shed are on the property and will remain. Useful condition undetermined.

  Toni McKenzie Exit Real Estate Solutions

  1231 Butler Bridge Rd, Portland, TN 37148
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  /2

  $229,500

  • Land
  • 21 Acres
  • $10,825 per Acre

  0 Keytown Rd, Portland, TN 37148

  A beautiful spot for a great hide-a-way! Farmland exempted for hunting on land by owner & family! TVA approved culvert for property. Additional 5.7 acres available - listed separately. Schools within 5 miles of property

  Vicki Louallen Louallen Realty

  0 Keytown Rd, Portland, TN 37148
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  /2

  $148,900

  • Land
  • 3.44 Acres
  • $43,285 per Acre

  1162 Payne Rd, Portland, TN 37148

  New 911 address is 1162 Payne Rd.

  Lou Bratton Heritage Realtors

  1162 Payne Rd, Portland, TN 37148
• 

  /2

  $195,500

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

  0 Keytown Rd, Portland, TN 37148

  Vicki Louallen Louallen Realty

  0 Keytown Rd, Portland, TN 37148
• 

  

  /40

  $336,510 New Construction

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

  601 Cloudland Dr, Portland, TN 37148

  The Hartsville at 601 Cloudland Drive is a spacious, modern two-story home designed for style and functionality. Featuring four generously sized bedrooms and 2.5 bathrooms, it offers plenty of space for families or anyone seeking privacy and togetherness. The main level showcases an open-concept kitchen, living, and dining area, perfect for entertaining or daily family life. The kitchen impresses

  

  D.R. Horton

  Builder

  601 Cloudland Dr, Portland, TN 37148
• 

  

  /40

  $317,540 New Construction

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

  425 Cloudland Dr, Portland, TN 37148

  The Devon at 425 Cloudland Drive is a thoughtfully designed one-story home blending modern amenities with functional living. It offers 3 spacious bedrooms and 2 well-appointed bathrooms, providing comfort and privacy for families or individuals. The open-concept kitchen, living, and dining areas create a seamless flow, perfect for entertaining or everyday living. The kitchen shines with sleek

  

  D.R. Horton

  Builder

  425 Cloudland Dr, Portland, TN 37148
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  /39

  $334,540 New Construction

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

  609 Cloudland Dr, Portland, TN 37148

  The Hartsville at 609 Cloudland Drive is a spacious, modern two-story home designed for style and functionality. Featuring four generously sized bedrooms and 2.5 bathrooms, it offers plenty of space for families or anyone seeking privacy and togetherness. The main level showcases an open-concept kitchen, living, and dining area, perfect for entertaining or daily family life. The kitchen impresses

  

  D.R. Horton

  Builder

  609 Cloudland Dr, Portland, TN 37148
• 

  

  /17

  $306,540 New Construction

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

  509 Cloudland Dr, Portland, TN 37148

  The Greenbriar at 509 Cloudland Drive perfectly blends comfort, style, and modern convenience within its 1,151 sq ft of thoughtfully designed space. This charming one-story home offers three spacious bedrooms and two well-appointed bathrooms, providing ample room for families or those needing extra space for guests or a home office.At the heart of the Greenbriar is an open-concept living

  

  D.R. Horton

  Builder

  509 Cloudland Dr, Portland, TN 37148
• 

  

  /40

  $313,510 New Construction

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

  421 Cloudland Dr, Portland, TN 37148

  The Devon at 421 Cloudland Drive is a thoughtfully designed one-story home blending modern amenities with functional living. It offers 3 spacious bedrooms and 2 well-appointed bathrooms, providing comfort and privacy for families or individuals. The open-concept kitchen, living, and dining areas create a seamless flow, perfect for entertaining or everyday living. The kitchen shines with sleek

  

  D.R. Horton

  Builder

  421 Cloudland Dr, Portland, TN 37148

Showing Results 81 - 120, Page 3 of 4