Homes for Sale near Highland Academy

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  /39

  $439,900

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

  206 Highway 52 E, Portland, TN 37148

  Listed below appraisal—this move-in ready home is a rare opportunity as the builder is taking a loss to move quickly! Located just minutes from downtown Portland, TN, this stunning new construction offers convenience, comfort, and modern design. With 2,470 sq. ft. of thoughtfully designed space, this 3-bedroom, 3.5-bath home features high-end finishes and a smart layout ideal for both everyday

  

  Tiffany Johnson

  Jetton Homes, LLC

  (615) 709-6081

  206 Highway 52 E, Portland, TN 37148
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  Explore Highland Academy

• 

  

  

  /100

  $650,000

  • 3 Beds
  • 2 Baths
  • 2,086 Sq Ft

  475 Fowler Ford Rd, Portland, TN 37148

  If you’ve been dreaming of a place where country charm meets everyday convenience, this farmhouse is the one. Just minutes from town yet tucked away on 9.2 peaceful acres, this three-bedroom, two-bath home built in 1976 offers 2,086 square feet of comfort, character, and room to roam.The property is a true homesteader’s delight with two barns, two sheds, a shop with concrete floor and

  

  Tiffany Johnson

  Jetton Homes, LLC

  (615) 698-1757

  475 Fowler Ford Rd, Portland, TN 37148
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  /64

  $719,000

  • 3 Beds
  • 2.5 Baths
  • 2,954 Sq Ft

  116 Old Parkers Chapel Rd, Portland, TN 37148

  Escape to your own private retreat just outside the city limits on 4.53 acres of serene land teeming with wildlife. A long, tree-lined driveway welcomes you with shade and a park-like setting, leading to this spacious 2-story home offering 2,954 sq. ft. of comfortable living. The large kitchen and eat-in dining area are perfect for family gatherings, while the bonus room provides flexible space

  

  Brian Woodall

  Exit Realty Garden Gate Team

  (615) 535-2819

  116 Old Parkers Chapel Rd, Portland, TN 37148
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  /39

  $229,900

  • 2 Beds
  • 1 Bath
  • 729 Sq Ft

  3240 Academy Rd, Portland, TN 37148

  Welcome home to this beautifully updated cottage that's full of warmth and character! Completely remodeled in 2023, this 2-bedroom, 1-bath home is the perfect blend of modern convenience and cozy charm. Whether you're a first-time homebuyer, looking to downsize, or searching for a low-maintenance retirement spot, this home has something for everyone. The thoughtfully designed layout makes the

  

  Brian Woodall

  Exit Realty Garden Gate Team

  (615) 437-5468

  3240 Academy Rd, Portland, TN 37148
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  /38

  $349,999

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

  1036 Kaity Brooke Rd, Portland, TN 37148

  Dreaming of a hobby farm? Just over 8 creekside acres located in the heart of Portland and only 50 miles to Nashville! This sweet secluded homestead features a main house with 3bed/2bath as well as a 1bed/1bath tiny house with a beautiful 16x18 deck overlooking the creek; perfect for mutli generational living, guests or a creative workspace! The property has a large garden area and is the perfect

  

  Amanda Knox

  Keller Williams Realty - Murfreesboro

  (615) 581-4664

  1036 Kaity Brooke 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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  /61

  $799,000

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

  1742 Old Gallatin Rd, Portland, TN 37148

  Priced below appraisal! 10-15 Mins to everything Gallatin... Restaurants, Shopping & Entertainment... Publix, Walmart, Jonathans, Starbucks, Golf, Boat Ramps and so much more!!! 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

  Heidi Troutt Exit Real Estate Solutions

  1742 Old Gallatin Rd, Portland, TN 37148
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  /30

  $299,900

  • 3 Beds
  • 2 Baths
  • 1,278 Sq Ft

  215 Derek Ct, Portland, TN 37148

  Motivated seller!! Welcome to 215 Derek Court! Nestled at the end of a cul-de-sac, this charming 3-bedroom, 2-bathroom single-family gem offers 1,278 sq ft of comfort and convenience. With fresh paint throughout, this move-in ready home features an eat-in kitchen with ample cabinet space, perfect for casual meals or entertaining family and friends. The primary bedroom is a true retreat, boasting

  Maryna Scism simpliHOM

  215 Derek Ct, Portland, TN 37148
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  /35

  $464,000

  • 3 Beds
  • 2 Baths
  • 2,067 Sq Ft

  215 W Longview Dr, Portland, TN 37148

  Great home in a great location in city limits, but with no HOA! Home features a large living room with fireplace and built-in desk, eat-in kitchen, spacious utility room, over-sized garage, covered patio for entertaining and relaxing, tree-line concrete drive, and a huge back yard with shade trees. Also has a completely unfinished 2nd story with a full-size staircase leading to it from the

  David Huffaker The Huffaker Group, LLC

  215 W Longview Dr, Portland, TN 37148
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  /100

  $3,950,000

  • 4 Beds
  • 3 Baths
  • 3,184 Sq Ft

  1459 E Ab Wade Rd, Portland, TN 37148

  TWO-HOME, TWO-PARCEL (TURNKEY) ESTATE Combined sq footage of nearly 5,000 sq ft! Nestled on a total of 39.54 acres in the rolling hills of Portland, TN, home of the annual Middle Tennessee Strawberry Festival, Humble Hollow Farm isn’t just a home, it’s a lifestyle. This timeless escape, featuring a Luxury 4 bed farmhouse PLUS a 3 bed guest house, is just 39 miles from Nashville, yet a world away

  Katie Cook Exit Realty Elite

  1459 E Ab Wade Rd, Portland, TN 37148
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  /35

  $775,000

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

  482 Austin Branch Rd, Portland, TN 37148

  Nestled in the rolling Tennessee pastures, this one-of-a-kind custom-built home offers unparalleled privacy and breathtaking viewsall just 5 minutes from I-65 less than an hour from the heart of Nashville.Boasting tile flooring throughout, this home was designed with spaciousness and entertaining in mind. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas,

  Mark Springer Coldwell Banker Southern Realty

  482 Austin Branch Rd, Portland, TN 37148
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  /47

  $399,999

  • 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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  /54

  $430,000

  • 3 Beds
  • 2 Baths
  • 2,575 Sq Ft

  132 Highland Dr, Portland, TN 37148

  Tucked away down a long gravel drive, this beautifully updated cottage-style home offers a peaceful retreat on a multi-acre lot surrounded by mature trees and a year-round creek. With two primary suites and a total of four bedrooms (3-bedroom septic), the layout is ideal for multi-generational living or hosting guests, featuring a split design with separate living areas including a second great

  Amber Cline Exit Realty Garden Gate Team

  132 Highland Dr, Portland, TN 37148
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  /67

  $424,900

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

  108 High St, Portland, TN 37148

  Open House THIS Sunday, Aug. 17th, 1-3pm! Beautifully Renovated Historic Home, where timeless charm meets modern luxury. Plus, all of the furnishings you see come with it (except for the baby bed)! 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

  Elizabeth Taylor Forward Realty Group

  108 High St, Portland, TN 37148
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  /38

  $594,900

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

  462 Halltown Rd, Portland, TN 37148

  Welcome Home! 3 bed/2.5 bath farmhouse on over an acre! White House School Zone! Conveniently located along the White House/Cottontown/Portland line- minutes from city life but down home country feel. 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

  Courtney Johnson Tru Realty LLC

  462 Halltown Rd, Portland, TN 37148
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  /54

  $495,000

  • 4 Beds
  • 3 Baths
  • 3,367 Sq Ft

  3371 Highway 76, Cottontown, TN 37048

  Rare 102-Year-Old Country Gem on 1 Acre in Cottontown! Don’t miss this unique opportunity to own a piece of Tennessee history. This charming 102-year-old home has been thoughtfully expanded with additions in recent years, blending timeless character with modern functionality. Set on a peaceful, level 1-acre lot, the property offers both the serenity of the countryside and practical spaces for

  Maureen Kinzer Reliant Realty ERA Powered

  3371 Highway 76, Cottontown, TN 37048
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  /28

  $399,900

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

  198 Brandy Hollow Ln, Portland, TN 37148

  Incredible price! Cabin in the woods! Private! Secluded! Bring your four-wheeler, your farming skills, and all your tools and enjoy ALL this home has to offer! 5+ ACRES! 40" x 8" covered front porch--the best place to have coffee EVERY MORNING! 2 Car Garage! FULL UNFINISHED BASEMENT (walls roughed in and kitchen/bathroom cabinets set)! Lower lever offers additional front porch--perfect

  Kathy Decker RE/MAX Choice Properties

  198 Brandy Hollow Ln, Portland, TN 37148
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  /56

  $619,900

  • 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 Garden Gate Team

  652 Northup Rd, Portland, TN 37148
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  /54

  $555,000

  • 3 Beds
  • 2 Baths
  • 2,527 Sq Ft

  226 Ranch Rd, Portland, TN 37148

  NEW PRICE! Welcome to 226 Ranch Rd—where peaceful country living meets everyday convenience! Situated on over an acre with no HOA, this charming Portland home is full of upgrades and thoughtful details. Inside, you’ll find 9-foot ceilings throughout, a vaulted ceiling in the living room, and a trey ceiling in the spacious master suite. The kitchen and bathrooms feature durable and stylish Corian

  Savanah Huntsman EXIT Realty Refined

  226 Ranch Rd, Portland, TN 37148
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  /54

  $479,900

  • 3 Beds
  • 2 Baths
  • 2,575 Sq Ft

  132 Highland Dr, Portland, TN 37148

  Tucked away down a long gravel drive, this beautifully updated cottage-style home offers a peaceful retreat on a multi-acre lot surrounded by mature trees and a year-round creek. With two primary suites and a total of four bedrooms (3-bedroom septic), the layout is ideal for multi-generational living or hosting guests, featuring a split design with separate living areas including a second great

  Amber Cline Exit Realty Garden Gate Team

  132 Highland Dr, Portland, TN 37148
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  /19

  $419,900

  • 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

  Eric Hester Lighthouse Realty

  852 Parkside Blvd, Portland, TN 37148
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  /47

  $465,000

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

  1038 Phillip Dr, Portland, TN 37148

  Why settle for ordinary when you can own a one-of-a-kind ranch masterpiece? This 3-bed, 4-bath stunner boasts two luxurious primary suites — perfect for multi-gen living, rental potential, or the ultimate private retreat. The main suite? A spa escape with a waterfall shower, Bluetooth audio, and a secure-entry office for serious business or secret hobbies. Nearly an acre of privacy, an

  Heather Broadaway eXp Realty

  1038 Phillip Dr, 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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  /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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  /27

  $415,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft

  574 Keytown Rd, Portland, TN 37148

  Welcome to your country retreat! This warm and inviting 3-bedroom, 2-bath home sits on over an acre of beautiful countryside in Sumner County. Enjoy peaceful mornings on the deck, plenty of room for outdoor fun, and great views all around. Inside, you’ll find a comfortable layout that perfectly blends modern updates with classic charm. Located just 15 minutes from Gallatin and Portland, you’ll

  Cody Sprayberry Haven Real Estate

  574 Keytown Rd, Portland, TN 37148
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  /43

  $949,900

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

  334 N Centerpoint Rd, Portland, TN 37148

  Beautiful, secluded but close to everything, multi-generational living! This stunning 6.18 acre property offers a beautifully crafted 2,200 sq ft main home with 3 bedrooms, 2 baths, hardwood floors, granite countertops, custom tile work, and fingerprint-resistant charcoal stainless appliances. The home features expansive front and back covered porches, an oversized 2-car attached garage, and a

  Angela Foglesong Haven Real Estate

  334 N Centerpoint Rd, Portland, TN 37148
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  /6

  $840,000

  • Land
  • 6 Acres
  • $136,364 per Acre

  134 N Russell St, Portland, TN 37148

  Shovel-Ready 42-Lot Subdivision in the Heart of Portland!Attention developers and builders: This fully approved, 42-lot subdivision is ready for immediate development in one of Portland’s most desirable locations.With city approvals, construction plans, and water/sewer taps already secured, you can skip the red tape and start installing infrastructure right away. All four tax

  Eric Hester Lighthouse Realty

  134 N Russell St, Portland, TN 37148
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  /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! Shared driveway already in place, saving money on build. 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
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  /34

  $309,000

  • 3 Beds
  • 2 Baths
  • 1,285 Sq Ft

  107 Carrie Mae Cir, Portland, TN 37148

  Welcome to 107 Carrie Mae Circle in Portland, Tennessee. This home is the perfect balance of comfort, space, and privacy. Sitting on nearly three quarters of an acre, the flat fenced yard is framed by a mature tree line that offers lasting seclusion and a peaceful setting.Inside, high ceilings and an open layout create a light and airy feel that makes the home feel even larger than it is.

  Stephen Durski Compass RE

  107 Carrie Mae Cir, Portland, TN 37148
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  /29

  $269,900

  • 3 Beds
  • 2 Baths
  • 1,110 Sq Ft

  202 Derek Ct, Portland, TN 37148

  Step inside this lovely one level 3 beds 2 baths home whether you're downsizing, starting out or for investment purposes. Large level yard. Relax on your front porch or back deck. Kitchen offers stainless steel appliances. Convenient to 65 or to downtown Portland.

  Brooke Pruitte Home 2 Home Real Estate, Inc.

  202 Derek Ct, Portland, TN 37148
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  /26

  $349,900

  • 4 Beds
  • 3 Baths
  • 2,046 Sq Ft

  707 S Russell St, Portland, TN 37148

  Attention investors and DIY enthusiasts! Multiple exit strategies: finish this remodel then either flip, rent or move in! Home being sold as is. Cash preferred but will consider financed all offers. Seller is assisted by an Attorney in Fact. Do not knock on door or approach house without prior communication.

  Dustin Hepburn Rebuilt Brokerage LLC

  707 S Russell St, Portland, TN 37148
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  /33

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,380 Sq Ft

  1001 Chris Dr, Portland, TN 37148

  This well maintained home is MOVE-IN READY! Nestled in a quiet established neighborhood, this immaculate 3-bedroom 2-bath manufactured home on a permanent foundation sits on a spacious corner lot and is ready for its next family! Large kitchen with beautiful countertops, lots of cabinets/storage and comes with all appliances. Gorgeous new LVT flooring in kitchen, utility room & primary

  Karen Burrow BHGRE, Ben Bray & Associates

  1001 Chris Dr, Portland, TN 37148
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  /58

  $350,000

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

  128 Old Fountain Head Rd, Portland, TN 37148

  Purchase with only 1% down, plus enjoy a $2,500 lender credit and a complimentary appraisal! Call Kevin Kenerson with Lending Hand Mortgage at 615-751-0424 for more details! This charming all-brick, single-level home features three bedrooms and two baths, including a comfortable primary suite with a private ensuite. The split floor plan offers both functionality and privacy, while soaring

  Jenny Chapman Benchmark Realty, LLC

  128 Old Fountain Head Rd, Portland, TN 37148
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  /34

  $349,000

  • 2 Beds
  • 2.5 Baths
  • 1,820 Sq Ft

  601 S Russell St, Portland, TN 37148

  Adorable, completely renovated home with new backyard upgrade!! Brand new kitchen with custom cabinets, quartz countertops, tile backsplash, and new appliances. Fully fenced in private backyard with private driveway. Brand new HVAC, plumbing and electrical. Large laundry room, dining and living room. Renovated master bath with double vanity and custom shower. Brand new asphalt driveway. Large

  Alyssa Hagen Pilkerton Realtors

  601 S Russell St, Portland, TN 37148
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  /20

  $358,990

  • 3 Beds
  • 2.5 Baths
  • 1,507 Sq Ft

  868 Parkside Blvd, Portland, TN 37148

  LOT #29 - Coleman Floorplan. Walk into a first floor open concept. Upstairs hosts a large owners suite with its own bathroom and walk in closet. Accompanied with two secondary bedrooms. This home will include refrigerator, ring doorbell and even the blinds!! *Images are rendered. Actual configuration and features may vary.

  Nathaniel Parrow Lennar Sales Corp.

  868 Parkside Blvd, Portland, TN 37148
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  /20

  $372,990

  • 4 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  860 Parkside Blvd, Portland, TN 37148

  LOT #31 - Andover Floorplan. The Andover plan has plenty of room for everyone! Downstairs open concept for entertaining. Upstairs is a large primary with a beautiful walk in closet. 3 guest bedrooms, guest bathroom and laundry room. *Images are rendered. Actual configuration and features may vary.

  Nathaniel Parrow Lennar Sales Corp.

  860 Parkside Blvd, Portland, TN 37148
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  /23

  $386,990

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

  856 Parkside Blvd, Portland, TN 37148

  LOT #32 - Bradford floorplan. New Construction! This 4 bedroom, 2.5 bath with a loft has plenty of space. Downstairs has the open concept perfect for entertaining. Sneak away upstairs to your owners oasis or enjoy a quiet loft space. *Images are rendered. Actual configuration and features may vary.

  Nathaniel Parrow Lennar Sales Corp.

  856 Parkside Blvd, Portland, TN 37148
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  /24

  $269,999

  • 3 Beds
  • 2 Baths
  • 1,426 Sq Ft

  104 Morningside Dr, Portland, TN 37148

  Step into a picture-perfect blend of charm and modern luxury with this beautifully remodeled cottage-style home. Fully updated in 2021, this gem offers peace of mind with new electrical, HVAC, water heater, doors, and energy-efficient windows—so you can move in and relax from day one.Inside, you’ll love the warm, inviting feel of the open-concept floor plan. The kitchen is a dream come

  Rachel Margolis Parks Compass

  104 Morningside Dr, Portland, TN 37148
• 

  

  /16

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,917 Sq Ft

  112 Mccloud Ln, Portland, TN 37148

  Property is being sold AS IS. Investment opportunity close to the highway and Portland! On 1.1 Acres, with a large, heated shop, this all brick home features 3 Bedrooms, 2 Bathrooms, and a 2 Car carport.

  Matt Mercer Mercer Group

  112 Mccloud Ln, Portland, TN 37148
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  /60

  $725,000

  • 3 Beds
  • 3 Baths
  • 2,589 Sq Ft

  526 W Boiling Springs Rd, Portland, TN 37148

  Welcome to 526 Boiling Springs Rd — a lovely all-brick basement home brimming with character and ready for your personal touch! With 7.29 beautiful acres, this property offers a peaceful country setting with mature trees, vibrant landscaping, and plenty of open space. All just a short drive from downtown Portland and easy access to I-65 for commuting to Nashville or Bowling Green.Inside,

  Julie Davis Benchmark Realty, LLC

  526 W Boiling Springs Rd, Portland, TN 37148

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