Homes for Sale near Highland Academy

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  /39

  $497,500

  • 3 Beds
  • 3.5 Baths
  • 2,470 Sq Ft

  206 Highway 52 E, Portland, TN 37148

  Located just minutes from downtown Portland, TN, this home offers easy access to shopping, dining, and local amenities. This beautifully designed 2,470 sq. ft. new construction home features modern luxury and thoughtful details throughout. This move-in ready 3-bedroom, 3.5-bathroom home includes a dedicated office with built-in cabinets, providing a functional and stylish workspace. The

  

  Tiffany Johnson

  Jetton Homes, LLC

  (629) 210-3773

  206 Highway 52 E, Portland, TN 37148
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• 

  

  

  /70

  $799,900

  • 4 Beds
  • 4 Baths
  • 4,478 Sq Ft

  735 Keytown Rd, Portland, TN 37148

  Welcome home to 735 Keytown Rd, a magnificent custom-built home showcasing distinctive architecture, soaring ceilings & stylish brick arch accents. Relax by the dual-sided fireplace or indulge in culinary creations in the updated kitchen, boasting quartz countertops, double oven with an air fryer & SS appliances—a true chef’s dream! The main level primary suite offers a private oasis, featuring

  

  Bernie Gallerani

  Bernie Gallerani Real Estate

  (629) 280-4099

  735 Keytown Rd, Portland, TN 37148
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  /39

  $440,000

  • Land
  • 21 Acres
  • $21,205 per Acre

  0 Wallace Rd, Gallatin, TN 37066

  Discover the perfect setting for your dream home on this stunning 20.75-acre property! Beautiful view of rolling country side from this incredible parcel. With minimal deed restrictions, you’ll have the freedom to create your vision. The property includes an existing foundation and septic system. A charming creek meanders through the property, adding natural beauty to the landscape. Originally

  

  Candee Potter

  One Stop Realty and Auction

  (615) 434-8271

  0 Wallace Rd, Gallatin, TN 37066
• 

  

  

  /39

  $399,999

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

  1036 Kaity Brooke Dr, Portland, TN 37148

  Perfect blend of convenience and solitude. Only 50 miles from Nashville and all it has to offer in a peaceful country setting on just over 8 acres in the heart of Portland! Large garden area and the perfect setting for goats and chickens! 53x8 ft storage building/shed with electric hookups, 10x10 storage building/shed with electricity and laundry hook ups. Opportunity for multi generational

  

  Amanda Knox

  Keller Williams Realty - Murfreesboro

  (629) 288-2574

  1036 Kaity Brooke Dr, Portland, TN 37148
• 

  

  

  /40

  $450,000

  • Land
  • 23 Acres
  • $19,422 per Acre

  0 S Tunnel Rd, Gallatin, TN 37066

  Here's your opportunity to build your dream home on 23 unrestricted acres of pasture area into rolling TN hills. Beautiful panoramic views. Water and electric available at the street.

  

  Candee Potter

  One Stop Realty and Auction

  (629) 209-5882

  0 S Tunnel Rd, Gallatin, TN 37066
• 

  

  /9

  $175,000

  • Land
  • 7 Acres
  • $25,362 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
• 

  

  /48

  $775,000

  • 2 Beds
  • 2 Baths
  • 2,968 Sq Ft

  482 Austin Branch Rd, Portland, TN 37148

  Incredible unique custom built home on 7.83 acres of beautiful rolling TN pasture. Located just 5 minutes for I65 and less than an hour for Music City. Tile flooring throughout this home with a spacious floor plan ready to entertain guests. A 16x30 gunite pool just off the 33x16 concrete back porch lounge area.

  Mark Springer Coldwell Banker Southern Realty

  482 Austin Branch Rd, Portland, TN 37148
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  /62

  $679,900

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

  652 Northup Rd, Portland, TN 37148

  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 guards! New windows!

  Amy Somerville Exit Realty Garden Gate Team

  652 Northup Rd, Portland, TN 37148
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  /51

  $475,000

  • 3 Beds
  • 2 Baths
  • 2,022 Sq Ft

  204 Drakewood Dr, Portland, TN 37148

  Motivated Seller!!! Nestled in a charming, established neighborhood, this stunning home offers the perfect blend of modern living and natural beauty. With 400 feet of picturesque lake frontage, this property serves as a true retreat, complete with lush fruit trees and vibrant berry bushes, creating a serene and private oasis. Inside, you’ll find a spacious kitchen designed for both entertaining

  Brian Woodall Exit Realty Garden Gate Team

  204 Drakewood Dr, Portland, TN 37148
• 

  

  /26

  $535,000

  • 3 Beds
  • 2 Baths
  • 2,428 Sq Ft

  408 E Biggs Rd, Portland, TN 37148

  Take a look at all the possibilities this beautiful 3 bedroom 2 bath home has to offer, Over a 1 acre lot with beautiful mature trees and private. The back yard is also fenced. 2 car attached garage with an additional 3 car garage shop. The separate garage is heated and cooled with a full bathroom. Large rear deck for entertaining and lot's of mature trees. Home has newer windows and upgrades.

  Derrick Miller Exit Realty Garden Gate Team

  408 E Biggs Rd, Portland, TN 37148
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  /74

  $599,000

  • 3 Beds
  • 2 Baths
  • 2,106 Sq Ft

  411 Willow Lake Dr, Portland, TN 37148

  Welcome to your private retreat in Portland, Tennessee! Perfectly situated near the golf course, this fully remodeled home sits on just over an acre and offers a serene backyard oasis overlooking Willow Lake and private dock. Enjoy sunsets and peaceful evenings from your two brand-new outdoor porches, designed for true indoor-outdoor living. Inside, you’ll find a beautifully updated one-level

  Angela Fleming Reliant Realty ERA Powered

  411 Willow Lake Dr, Portland, TN 37148
• 

  

  /57

  $439,900

  • 3 Beds
  • 2 Baths
  • 2,574 Sq Ft

  108 High St, Portland, TN 37148

  Beautifully renovated (down to the studs) historic home, where timeless charm meets modern luxury. Located on a quaint street lined with historical homes in the heart of Portland. This home offers the perfect balance of character and convenience. Step inside to discover exquisite details such as a stunning coffered ceiling and Pella windows, which fill the home with natural light. The spacious

  Elizabeth Taylor Forward Realty Group

  108 High St, Portland, TN 37148
• 

  

  /41

  $614,900

  • 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. 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 I65 or Hendersonville and Gallatin via Hwy 25.

  Johnna Finch Finch Real Estate Co.

  530 Thompson Ln, Portland, TN 37148
• 

  

  /8

  $450,000

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  1550 Old Gallatin Rd, Portland, TN 37148

  Professional photos coming soon. New construction to be completed soon! Open concept floorplan, tall ceilings with custom trim work, stainless steel appliances, huge private yard with large porch. All bedrooms on main level. LVP floors, custom tiled bathrooms, spacious kitchen with shaker cabinets, quartz countertops + island. Abundance of natural light throughout home.

  Dean Nelson eXp Realty

  1550 Old Gallatin Rd, Portland, TN 37148
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  /5

  $458,900

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft

  852 Parkside Blvd, Portland, TN 37148

  This beautiful 3-bedroom, 2-bathroom home with a spacious bonus room and includes a one-year Builder’s Warranty for peace of mind. Estimated completion date 5/17/25. The open floor plan features 9-foot ceilings, a stylish kitchen with a central island, and seamless flow into the living and dining areas. The private master suite includes a walk-in closet and en-suite bath, while two additional

  Eric Hester Lighthouse Realty

  852 Parkside Blvd, Portland, TN 37148
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  /31

  $549,900

  • 3 Beds
  • 3 Baths
  • 2,414 Sq Ft

  193 E Biggs Rd, Portland, TN 37148

  Come home to a tranquil, quiet, country setting that is located minutes from town! A long, winding driveway brings you front and center to a ranch style home that is surrounded by 11 acres of mature trees and foliage. When you walk in the front door the open floor plan lends to an expansive living and kitchen/dining area. Oak cabinets and granite countertops add to the charm of the space. A

  Michelle Thomas Coldwell Banker Legacy Group

  193 E Biggs Rd, Portland, TN 37148
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  /29

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,933 Sq Ft

  1009 Madalyn Way, Portland, TN 37148

  Charming 3-bedroom, 2-bathroom home with a spacious office and bonus room, perfect for a growing family or remote work. The kitchen boasts stainless steel appliances and an abundance of cabinet space, ideal for meal prep and storage. The master suite is a retreat, featuring his and her closets and a double vanity in the en-suite bathroom. From the bonus room step outside to an entertainment

  Tammy Moses EXIT Prime Realty

  1009 Madalyn Way, Portland, TN 37148
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  /39

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,574 Sq Ft

  230 Northup Rd, Portland, TN 37148

  NEVER OFFERED ON THE MARKET ... One-of-a-Kind Elegant Farmhouse in Portland, TN ~ Nestled in the serene countryside of Portland, TN, this exquisite farmhouse offers a perfect blend of rustic charm and modern luxury. Thoughtfully designed with high-end finishes, the home showcases a striking wood stove hood that serves as a centerpiece in the beautifully appointed kitchen. Upgraded granite

  Jayne Coleman Onward Real Estate

  230 Northup Rd, Portland, TN 37148
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  /49

  $439,000

  • 3 Beds
  • 2 Baths
  • 3,091 Sq Ft

  106 High St, Portland, TN 37148

  Historic charming cottage with detached Carriage House apartment in prime Portland location. Don't miss your opportunity to own a piece of Portland history that has been lovingly restored and upgraded! Carriage house could be used as an in-law suite, man cave, rec room, or provide rental income. Must see features include intricate woodwork and trim with original sliding doors, beautiful

  Angie Hinkle Hospitality Realty & Hometown Property Management

  106 High St, Portland, TN 37148
• 

  

  /65

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft

  120 Wilkerson Ln, Portland, TN 37148

  OWNER TERMS Available~Classic, exciting and profitable on a corner lot! So many options with this property~Live in the home and continue the Airbnb~rent both homes~Live in main and put the family in the airbnb~surrounded by beautiful open farmland, there is something about the peacefulness of the country~located just down the street from the Red River, you can enjoy being close to the water

  Amanda Bell At Home Realty

  120 Wilkerson Ln, Portland, TN 37148
• 

  

  /35

  $429,900

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

  198 Brandy Hollow Ln, Portland, TN 37148

  Bring the four wheelers! Private! Rustic! Opportunity! Wood beams, true sanded & finished hardwood floors! Greatroom with woodburning stove, Kitchen with Eat-in Area, Utility Closet, two Bedrooms, two Full Baths, and Office (currently used as a bedroom!). Man Cave awaits--completion of full basement living space has begun (approx. 1,173 additional sq. ft.--walls and cabinets set)--awaiting

  Kathy Decker RE/MAX Choice Properties

  198 Brandy Hollow Ln, Portland, TN 37148
• 

  

  /31

  $414,900

  • 4 Beds
  • 2 Baths
  • 2,178 Sq Ft

  840 S Broadway St, Portland, TN 37148

  LIST PRICE BELOW APPRAISED VALUE! Their loss is your gain! This stunning home is a must see! This flowing floor plan offers gorgeous, scratch & water resistant LVP flooring throughout, making the transition to each room seamless! Enjoy the natural sunlight that brightens up this home just like you will! Fall in love with the kitchen & how it shines with new stainless steel appliances, new

  Lacey Sadler Benchmark Realty, LLC

  840 S Broadway St, Portland, TN 37148
• 

  

  /41

  $449,900 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,640 Sq Ft

  221 Northup Rd, Portland, TN 37148

  **Showing start Friday the 9th at noon!** Talk about peaceful Tennessee living. Come check out this home. It was just listed. This home features a 3 bedroom and 2 full bathroom layout. This home is truly stunning from the moment you walk in. This property features and open floor plan. The master has its own huge bathroom with a walk in closest. The guest bedrooms are very large as well. The

  Jacob Edgar Haven Real Estate

  221 Northup Rd, Portland, TN 37148
• 

  /2

  $465,000 Coming Soon

  • 3 Beds
  • 3.5 Baths
  • 2,398 Sq Ft

  1038 Phillip Dr, Portland, TN 37148

  Be the proud third owner of this beautifully designed, accessible ranch home featuring 3 bedrooms and 4 bathrooms—including two spacious primary suites perfect for multi-generational living or flexible guest accommodations. The main suite includes a private office with a secure-entry closet and a luxurious en-suite bathroom with a waterfall shower and built-in Bluetooth audio system. The

  Heather Broadaway eXp Realty

  1038 Phillip Dr, Portland, TN 37148
• 

  

  /35

  $275,000

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

  350 Portland Blvd, Portland, TN 37148

  This cozy residence is ready for your vision and TLC to bring it back to its full charm. Original details add to its appeal and with a little updating, this home could truly shine. This charmer is nestled in a prime location just a short walk to the picturesque downtown and situated across from the beautiful Richland Park, this home offers both convenience and character. The detached workshop has

  Brian Woodall Exit Realty Garden Gate Team

  350 Portland Blvd, Portland, TN 37148
• 

  

  /28

  $275,000

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

  106 Daultons Place, Portland, TN 37148

  Welcome to this beautifully renovated townhouse in the heart of Portland, TN! This stunning property boasts modern upgrades and timeless charm, making it the perfect place to call home. Step inside to find an open-concept living area with brand-new flooring and fresh, neutral paint throughout. The gourmet kitchen features sleek granite countertops and custom cabinetry, ideal for both everyday

  Kevin Lewis Benchmark Realty, LLC

  106 Daultons Place, Portland, TN 37148
• 

  

  /26

  $229,900

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  102 Moore Ave, Portland, TN 37148

  Location, location, location!!! You are located close to schools, Richland Park and the library. This adorable house has been done over. All new kitchen including cabinets and counter tops, sink and disposal. Bathroom is also all new. All new appliances. New paint and carpet. New hot water heater. All new blinds. Carport has been converted into a garage with an opener. Large yard with a

  Arienne Hartman simpliHOM

  102 Moore Ave, Portland, TN 37148
• 

  

  /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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  /37

  $399,900

  • 3 Beds
  • 1.5 Baths
  • 1,610 Sq Ft

  2248 Dobbins Pike, Portland, TN 37148

  Privacy and convenience are 2 words rarely found in the same sentence but 2248C Dobbins Pike has both. You can't see the home from the road. This updated 3BR home with acreage has something for everyone. She will love the totally renovated kitchen and the gas fireplace. He will love the large detached garage and barn for the toys and tools. Everyone will love being 15min from anything you could

  John McCloud Wally Gilliam Realty & Auction

  2248 Dobbins Pike, Portland, TN 37148
• 

  

  /35

  $260,000

  • 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
• 

  

  /11

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft

  230 Staggs Dr, Portland, TN 37148

  Charming and selling as-is, this 3-bedroom, 2-bath manufactured home sits on a permanent foundation and features a covered front porch, covered back deck with wheelchair-accessible ramp, and a privacy-fenced backyard with two storage sheds. Offering a spacious layout, ample outdoor storage, and long-term stability, this property is perfect for comfortable living and easy entertaining. Schedule

  Alex Shipley Bellshire Realty, LLC

  230 Staggs Dr, Portland, TN 37148
• 

  

  /8

  $175,000

  • 2 Beds
  • 1 Bath
  • 936 Sq Ft

  500 S Russell St, Portland, TN 37148

  Calling all investors and visionaries! This classic 1940s southern cottage in Portland is brimming with potential and charm. Situated on a 0.14-acre corner lot, this rustic gem features a welcoming rocking chair front porch and a manageable yard that's perfect for low-maintenance living. The home offers 2 bedrooms and 1 full bathroom. Some updates have been made but it still needs your personal

  Cindy Hadfield Elam Real Estate

  500 S Russell St, Portland, TN 37148
• 

  

  /25

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft

  112 High St, Portland, TN 37148

  $3k paint credit towards closing! This beautifully redecorated home features brand new flooring, kitchen, HVAC, bathrooms, roof and windows, paint and fixtures and more! Walking distance from restaurants, grocery stores, and food carts. Covered patio with large yard and plenty of space. No HOA.

  Ronald 'RJ' Thiele Keller Williams Realty Nashville/Franklin

  112 High St, Portland, TN 37148
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  /76

  $999,900

  • 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
• 

  

  /27

  $349,900

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft

  836 Parkside Blvd, Portland, TN 37148

  This home has classic brick and modern navy siding, it’s got curb appeal for days. The cozy front porch invites you right in, and the open floor plan inside is perfect for everyday living or hosting friends and family. The spacious yard is ready for your personal touch—whether it’s a garden, play area, or a spot to relax. Plus, this peaceful neighborhood is close to everything you need. Don’t

  Eric Hester Lighthouse Realty

  836 Parkside Blvd, Portland, TN 37148
• 

  

  /5

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,530 Sq Ft

  946 Clearview Rd, Cottontown, TN 37048

  3 Bedroom 2 bath home with detached garage, setting on aprox 2.7 acres, could possibly cut off another lot due to the road frontage. Home is in need of renovating. Cash or Conventional only. Being sold as is where is. Motivated seller!

  Rick Suiter One Click Realty

  946 Clearview Rd, Cottontown, TN 37048
• 

  

  /5

  $119,900

  • Land
  • 6 Acres
  • $21,682 per Acre

  0 Lindsey Hollow Rd, Gallatin, TN 37066

  Serene building site with 3 bedroom perk site! Looking for privacy while being surrounded by mature trees and wildlife? This hilltop is your spot!

  Kimbel Mengelberg Blackwell Realty and Auction

  0 Lindsey Hollow Rd, Gallatin, TN 37066
• 

  

  /23

  $335,000

  • 4 Beds
  • 3 Baths
  • 1,976 Sq Ft

  249 N Centerpoint Rd, Portland, TN 37148

  This is an amazing chance to own a spacious home on a lovely flat lot with an open field right next door. It’s been completely renovated with a new permanent block foundation, partially updated electrical and plumbing, a 2-year-old roof and water heater, and a recently serviced HVAC system. The inside is painted in soft grey and high-grade LVP flooring has been installed. The bedroom carpets are

  Jon LeMay Dove Properties

  249 N Centerpoint Rd, Portland, TN 37148
• 

  

  /19

  $358,000

  • 4 Beds
  • 2 Baths
  • 1,565 Sq Ft

  958 Clearview Rd, Cottontown, TN 37048

  Seller may consider buyer concessions if made in an offer.Come see this charming home now on the market! This home has New HVAC, New Roof, Fresh Interior Paint, New flooring throughout the home. Discover a bright interior tied together with a neutral color palette. You'll love cooking in this kitchen, complete with a spacious center island and a sleek backsplash. The primary bathroom features

  Gregory Blackall OPENDOOR BROKERAGE, LLC

  958 Clearview Rd, Cottontown, TN 37048
• 

  

  /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. 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 RTC2819825, Portland, TN 37148

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