Homes for Sale near Highland Academy

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  /83

  $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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• 

  

  

  /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
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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
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  /39

  $399,999

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

  1036 Kaity Brooke Dr, Portland, TN 37148

  Quiet country setting 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 living, long term guests or even an Air BNB to have a private spot in the 1 bed/1 bath tiny house/guest house with a beautiful

  

  Amanda Knox

  Keller Williams Realty - Murfreesboro

  (629) 268-3019

  1036 Kaity Brooke Dr, Portland, TN 37148
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  /25

  $205,000

  • 3 Beds
  • 2 Baths
  • 1,368 Sq Ft

  119 Wilkerson Ln, Portland, TN 37148

  Fantastic opportunity to reimagine this 2.36 acre property conveniently located off Hwy 76. Generous sized rooms, high ceilings create a blank slate for your design ideas. 3 bedrooms, 2 baths, laundry room and open kitchen. Extra large, separate shed for all your tools and toys. Well water and septic tank. Fenced property with a gate. Large, flat front drive that will hold lots of cars.

  

  Gabrielle Hanson

  Williamson Real Estate

  (615) 703-4106

  119 Wilkerson Ln, Portland, TN 37148
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  /55

  $864,900 Open Sat 11AM - 1PM

  • 3 Beds
  • 3.5 Baths
  • 3,593 Sq Ft

  1742 Old Gallatin Rd, Portland, TN 37148

  Price Improvement!!! Exceptional 2023 Custom Built Residence situated on 1.89 Acres! Meticulously designed with attention to every detail, this 3500 sf, 3 bedroom, 3.5 bathroom home offers over-the-top craftsmanship, featuring custom cabinetry and exquisite trim work throughout. Step inside to discover soaring ceilings and an elegant coffered ceiling that add character to the open-concept living

  Heidi Troutt Exit Real Estate Solutions

  1742 Old Gallatin Rd, Portland, TN 37148
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  /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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  /27

  $549,999

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

  205 College St, Portland, TN 37148

  Charming 1920s Income-Producing Property – Turnkey Investment Opportunity Step 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 one. From the

  Kevin Sindorf Benchmark Realty, LLC

  205 College St, Portland, TN 37148
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  /30

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,181 Sq Ft

  3177 Tennessee 76, Portland, TN 37148

  Welcome to this stunning custom-built home, constructed in 2019 and meticulously maintained by its original owner. Nestled on 5.39 private acres, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, function, and natural beauty with 2,181 sq ft of living space. Inside, you'll find a thoughtfully designed floor plan with 9-foot ceilings that enhance the sense of openness and light

  Matt Engesath ListingSpark

  3177 Tennessee 76, Portland, TN 37148
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  /37

  $599,900

  • 3 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  462 Halltown Rd, Portland, TN 37148

  OPEN HOUSE SAT 21st 11-2pm! Welcome Home! 3 bed/2.5 bath farmhouse on over an acre! White House School Zone! New Construction from Ben the Builder! Split bedroom floorplan with everything on main level (only oversized bonus room upstairs) Make your appt today! PREFERRED LENDER OFFERING 1% TOWARDS CLOSING COSTS!

  Courtney Johnson Tru Realty LLC

  462 Halltown Rd, Portland, TN 37148
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  /49

  $479,999

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

  3172 Highway 76, Portland, TN 37148

  Charming Custom Rustic Log Cabin on 4.4 Acres - 2BR, 2.5BA, Loft Suite with Bunkbeds, Incredible Country Views, & More! Escape to this stunning custom-built log cabin nestled on 4.4 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
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  /62

  $659,900

  • 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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  /30

  $775,000

  • 3 Beds
  • 2.5 Baths
  • 2,181 Sq Ft

  3177 Highway 76, Portland, TN 37148

  Welcome to this stunning custom-built home, constructed in 2019 and meticulously maintained by its original owner. Nestled on 5.39 private acres, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, function, and natural beauty with 2,181 sq ft of living space. Inside, you’ll find a thoughtfully designed floor plan with 9-foot ceilings that enhance the sense of openness and light

  Matthew Engesath ListingSpark

  3177 Highway 76, Portland, TN 37148
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  /21

  $434,900

  • 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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  /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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  /28

  $450,000

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft

  683 Northup Rd, Portland, TN 37148

  Welcome to 683 Northup Rd, where modern comfort meets the freedom of country living. Built in 2021, this 3-bedroom, 2-bathroom home sits on 1.14 acres of flat, usable land; perfect for gardening, pets, backyard bonfires, mini homesteading, or even a future workshop. Inside, enjoy open-concept living with durable finishes and a bonus room over the attached 2-car garage; ideal for a home office,

  Katelyn Lyons Henderson Refined Realty

  683 Northup Rd, Portland, TN 37148
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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
• 

  

  /41

  $449,900

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

  221 Northup Rd, Portland, TN 37148

  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 kitchen and dining room are perfect for

  Jacob Edgar Haven Real Estate

  221 Northup Rd, Portland, TN 37148
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  /58

  $429,900

  • 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
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  /47

  $440,000

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

  1550 Old Gallatin Rd, Portland, TN 37148

  Brand new brick home w/ stone accent! 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. Abundance of natural light throughout home.

  Dean Nelson eXp Realty

  1550 Old Gallatin 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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  /49

  $424,000

  • 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
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  /28

  $484,900

  • 3 Beds
  • 2 Baths
  • 1,801 Sq Ft

  330 N Centerpoint Rd, Portland, TN 37148

  Cancel those RV storage fees—park it at home! Low maintenance swim spa/pool! Beautifully maintained 3-bedroom, 2-bath home with bonus room over the garage. Built in 2016, this 1,801 SqFt one-level home offers an open layout with bamboo and tile flooring, granite countertops, and a gas-log fireplace. The kitchen features fingerprint-resistant charcoal gray stainless appliances, custom cabinet

  Angela Foglesong Haven Real Estate

  330 N Centerpoint Rd, Portland, TN 37148
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  /65

  $415,000

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

  120 Wilkerson Ln, Portland, TN 37148

  OWNER TERMS Available for this already income producing property~Short Term AWESOME Airbnb income AND Long Term Tenant for the House (ask for details)~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

  Amanda Bell At Home Realty

  120 Wilkerson Ln, Portland, TN 37148
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  /29

  $419,900

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

  198 Brandy Hollow Ln, Portland, TN 37148

  Private, rustic retreat on 5 Acres! Great location just off of Hwy 109 in Portland--country charm with city convenience right around the corner! Highland Academy less than three miles! Approx. ten miles to both I-65N and Vietnam Veterans Blvd.! Ideal "Man Cave" awaits--full basement (potentially adding an additional 1,173 sq. ft.--walls and cabinets already set)! Two Car Garage in Basement!

  Kathy Decker RE/MAX Choice Properties

  198 Brandy Hollow Ln, Portland, TN 37148
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  /3

  $429,615 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft

  102 Grassmere Ct, Portland, TN 37148

  This stunning open concept, with aesthetically pleasing beauty is a one level, all brick, ranch home that has been thoughtfully updated with an eye for elegance and functionality. The current owners have transformed the property into such a special home. Upgrades galore including new flooring, granite countertops in the kitchen, modern light fixtures throughout, and stainless-steel appliances.

  Sandi Federer simpliHOM

  102 Grassmere Ct, Portland, TN 37148
• 

  

  /7

  $499,900 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,215 Sq Ft

  117 Ranch Rd, Portland, TN 37148

  Welcome to 117 Ranch Rd a solid all brick 3-bedroom 2-bathroom home situated in a peaceful and desirable area of Portland, TN. Home is just over 1,200 square feet on almost a full acre of land. This home offers a traditional layout, attached garage, and low-maintenance exterior. Lot has substantial road frontage for growth. It has a unique value opportunity to build a second home or expand the

  David Babb Vantage Real Estate LLC

  117 Ranch Rd, Portland, TN 37148
• 

  /2

  $449,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft

  1406 Fowler Ford Rd, Portland, TN 37148

  Welcome to your serene country retreat! This immaculately maintained 3-bedroom, 2-bath home offers more than just a living space—it’s a sanctuary. Situated on just over 1 acre of land with picturesque farm views, enjoy peaceful mornings and evenings in this quiet neighborhood. The bonus room above the 2-car garage provides flexible space for an office, gym, or extra bedroom. The home also has the

  Brian Woodall Exit Realty Garden Gate Team

  1406 Fowler Ford Rd, Portland, TN 37148
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  /25

  $284,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  112 Jaska Ann Cir, Portland, TN 37148

  Step into this charming, all-brick ranch nestled in the heart of a well-established Portland neighborhood. Boasting 3 bedrooms and 2 full bathrooms across approximately 1,300 sq ft on a single, easy-living level, this home offers both comfort and convenience. This house sits on a spacious, flat half-acre lot offering ample lawn space and potential for gardening, play, or outdoor entertainment.

  Laura-Ashley Cuthill Zeitlin Sotheby's International Realty

  112 Jaska Ann Cir, Portland, TN 37148
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  /47

  $319,990

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

  428 Cloudland Dr, Portland, TN 37148

  Lot 14, ALL appliances including washer, dryer & fridge included. Blinds included so your home will be fully move in ready. This Hartsville is nestled in a quiet community & backs up to trees. It is just minutes from parks, shopping & schools, located near the heart of the city, this home blends convenience with comfort. Whether you’re starting a family or simplifying your lifestyle, this

  Ashley St. Cyr D.R. Horton

  428 Cloudland Dr, Portland, TN 37148
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  /6

  $164,900

  • Land
  • 1.10 Acres
  • $149,909 per Acre

  1171 Highway 52 W, Portland, TN 37148

  Beautiful 1.1-acre lot just minutes from Portland and I-65! The land has a slight slope to the back ideal for a daylight basement with northern exposure.This exceptional property is transitioning from raw land to a prime single-family home site as approvals are received. Utilities (electric, sewer and water) have been submitted for re-approval. Yes this country acreage is on city sewer. TDOT

  Gary Rabideau Crye-Leike, Inc., REALTORS

  1171 Highway 52 W, Portland, TN 37148
• 

  

  /25

  $315,000

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

  112 High St, Portland, TN 37148

  Save up to 1% of your loan amount as a closing cost credit when you use seller's suggested lender! $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.

  Wes Postlethwaite Keller Williams Realty Nashville/Franklin

  112 High St, Portland, TN 37148
• 

  

  /40

  $234,600

  • 3 Beds
  • 2 Baths
  • 1,504 Sq Ft

  203 Portland Blvd, Portland, TN 37148

  TO Settle Estate with a Charming sense of Design and Character, Reminiscent of the Slower Days of the Past- Front and Back Porch additions will draw get-to-gathers year Round

  Gwen Dixon Martin Realty House

  203 Portland Blvd, Portland, TN 37148
• 

  /2

  $275,000

  • 3 Beds
  • 2 Baths
  • 1,070 Sq Ft

  106 Tyler Dr, Portland, TN 37148

  Charming great starter home just waiting for new owners. The homes, roof & HVAC were both replaced about 8 years ago. The home has only had two owners. the chicken coop will not convey but the raised bed will remain..Sellers are motivated as they have found their forever home. Seller iwll remove the carpet in the third bedroom and replace with flooring to match the rest of the home. Also seller

  Lynn Rich Exit Realty Garden Gate Team

  106 Tyler Dr, Portland, TN 37148
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  /47

  $319,990

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

  500 Cloudland Dr, Portland, TN 37148

  Lot 13 - ALL APPLIANCES & BLINDS INCLUDED & up to $10K YOUR WAY. The Hartsville floorplan is a spacious 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, creating an ideal

  Lauren (Brooke) Sikorski D.R. Horton

  500 Cloudland Dr, Portland, TN 37148
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  /49

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,487 Sq Ft

  128 Old Fountain Head Rd, Portland, TN 37148

  This charming all-brick, one-level home offers three bedrooms and two baths, including a primary suite with an ensuite for added comfort. Designed with a split floor plan, it provides both functionality and privacy. High cathedral ceilings create an airy, open feel, while the two-car garage ensures ample parking and storage. Best of all, there's no HOA—giving you the freedom to enjoy your

  Jenny Chapman Benchmark Realty, LLC

  128 Old Fountain Head Rd, Portland, TN 37148
• 

  

  /6

  $94,500

  • Land
  • 2.06 Acres
  • $45,874 per Acre

  1527 Old Gallatin Rd, Portland, TN 37148

  Beautiful property offering breathtaking views of nature and mature trees. This over 2-acre lot has been cleared and is fully prepared for your dream home, with electricity, well water, and natural gas already in place. The property previously had a structure on it and is currently undergoing a new perc test. Once the testing is complete and results are confirmed, the listing price will increase

  Kerolos Adly Zach Taylor Real Estate

  1527 Old Gallatin Rd, Portland, TN 37148
• 

  

  /41

  $1,200,000

  • 4 Beds
  • 1 Bath
  • 3,432 Sq Ft

  1804 Highway 52 E, Portland, TN 37148

  Step into a timeless masterpiece with this 1945 handcrafted farmhouse, built with rich, authentic wood harvested directly from the farm itself. Nestled in history, this home exudes warmth and charm at every turn. Imagine cozy evenings in the den, surrounded by intricately crafted wood walls and gathered around a stunning red brick fireplace, its elegant wooden hearth framing the glow of gas logs.

  Angela Hoover The Realty Association

  1804 Highway 52 E, Portland, TN 37148
• 

  

  /29

  $850,000

  • 4 Beds
  • 1 Bath
  • 3,432 Sq Ft

  1804 Highway 52 E, Portland, TN 37148

  Step into a timeless masterpiece with this 1945 handcrafted farmhouse, built with rich, authentic wood harvested directly from the farm itself. Nestled in history, this home exudes warmth and charm at every turn. Imagine cozy evenings in the den, surrounded by intricately crafted wood walls and gathered around a stunning red brick fireplace, its elegant wooden hearth framing the glow of gas logs.

  Angela Hoover The Realty Association

  1804 Highway 52 E, Portland, TN 37148
• 

  

  /36

  $999,999

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

  300 N Happy Hollow Rd, Portland, TN 37148

  See virtual tour link below. Less than 10 min to I-65 and less than 20 min to 386 in Gallatin. Very well Maintained 4 bed 3 1/2 bath with extra rooms to use to fit your needs. Office, bonus room, lots of closet space. Peaceful surroundings, farm land all around. Commercial grade gas stove and sub zero fridge, under cabinet ice maker all make this kitchen any cook would love.Central Vacuum.

  Nathan Civils Lighthouse Realty

  300 N Happy Hollow Rd, Portland, TN 37148

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