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$550,000
2 Beds 1 Baths 3306364 MLS COMING SOON / HOLD Status 9.62 Acres 37075 Zip Code
Rare opportunity to own 9.62± contiguous acres in one of Hendersonville's fastest-growing areas! This unique property includes a renovated 2-bedroom, 1-bath home plus an adjoining parcel, offering endless possibilities for a private estate, mini farm, future homesite, or investment. The home features updated flooring, central heat and air, a covered front porch, fireplace, and utility room, and is currently tenant occupied, providing immediate rental income. Conveniently located just minutes from Vietnam Veterans Blvd., Old Hickory Lake, shopping, dining, and top-rated Sumner County schools. A rare chance to own nearly 10 acres in a prime Hendersonville location! Buyer to verify all pertinent information, including acreage, zoning, schools, and intended use.

1465 Mount Olivet Rd, Hendersonville

$349,900
3 Beds 1 Baths 3305081 MLS ACTIVE Status 0.16 Acres 37066 Zip Code
Welcome to the most adorable fully renovated historic stone cottage, bursting with charm and character! Step inside and be greeted by a bright, inviting space with timeless details and thoughtful upgrades. Meticulously renovated just two years ago, no detail was overlooked. Enjoy peace of mind with a 2 year old roof, 2 year old HVAC system featuring air scrubber and UV light, energy-efficient new windows, updated plumbing and electrical systems, including PEX water lines, new gutter guards, huge laundry/mud room with tons of natural light, fully fenced back yard and so much more! Every room shines with new lighting and plumbing fixtures, and the stylish kitchen boasts all-new stainless steel appliances. While the home maintains its original historic charm, you'll love the convenience of contemporary amenities throughout. Located in the heart of Gallatin, this property is walking distance to the vibrant Downtown Historic District. Enjoy easy access to local festivals, renowned restaurants, boutique shopping, coffee shops, churches, and top-notch medical facilities. Outdoor enthusiasts will appreciate the nearby walking trails and parks. Plus, commuters are just a 30-minute drive from Nashville, offering the perfect balance of small-town charm and big-city access. Don’t miss the rare opportunity to own a piece of Gallatin’s history with all the modern conveniences you desire. Schedule your private tour of 269 E Eastland today!

269 E Eastland St, Gallatin

$319,900
3 Beds 2 Baths 3303991 MLS ACTIVE Status 0.73 Acres 37148 Zip Code
Fully renovated and move-in ready in the heart of Portland! Natural light fills the home through new windows, while luxury vinyl plank flooring creates a clean, cohesive look throughout. At the center of the home, the remodeled kitchen features quartz countertops, custom soft-close cabinetry, new appliances, and a generous island designed for casual meals, entertaining, and everyday living. The spacious primary suite is full of character, offering high ceilings, dual custom closets, and an original fireplace updated with an electric insert. A private ensuite bath completes the retreat, while two additional bedrooms provide flexibility for guests, family, or a dedicated home office. The oversized laundry and mudroom provides extra storage and everyday functionality. Covered porches at the front and rear extend the living space more storage and functionality. Extensive 2026 improvements—include a brand-new roof with a five-year workmanship warranty, new windows, updated plumbing and electrical, a new water heater, and more, creating a truly move-in-ready home. Conveniently located near Richland Park, the Greenway, recreation, restaurants, and locally owned shops, this home offers the charm of small-town living with everyday conveniences close by. With its large lot, extensive improvements, and inviting design, this is a standout opportunity in the heart of Portland.

313 Portland Blvd, Portland

$367,000
4 Beds 1 Baths 3288012 MLS ACTIVE Status 0.33 Acres 37066 Zip Code
No HOA. Perfectly situated just one block from the Town Creek Greenway, this charming home offers the best of walkable living—stroll to the Square, local restaurants, the hospital, library, and courthouse all with ease. Enjoy the nostalgia of mail delivered right to your front porch, especially appreciated on rainy days. Inside, you'll find timeless character with 9-foot ceilings on the main floor, original oversized moldings, and original hardwood floors in the living room, dining room, and upstairs. Brand-new flooring throughout the rest of the home, Freshly painted throughout, and brand-new stunning granite countertops in the kitchen. Appliances stay, making this home move-in ready. A brand-new roof and an additional mini-split system upstairs provide additional comfort while the gas fireplace creates the perfect spot to unwind on cool evenings. Outside, the oversized deep lot with abundant parking (about 6 car lengths plus 1 in front) and an impressive 28' x 18' detached two-car garage and workshop is complete with lighting and electrical outlets—as well as 220 power; ideal for hobbies, woodworking, or automotive projects. The backyard has flower beds, a patio off the sunroom, a fruit-bearing apple tree, beautiful Japanese maple, a fire pit for gathering with friends, and a shaded stone bench where you can relax and listen to the nearby church bells at noon. Friendly neighbors and a welcoming street complete the picture, making this not just a house, but a wonderful place to call home. A lender credit equal to 1% of the final loan amount is available to qualified buyers. Credit may be applied toward eligible closing costs, prepaid items, discount points, and/or an approved temporary or permanent rate buydown.

551 E Eastland St, Gallatin

$189,000
2 Beds 1 Baths 3281101 MLS ACTIVE Status 0.8300000000000001 Acres 37031 Zip Code
Investor Special – Bring Your Vision! Unlock the potential of this spacious home ready for its next chapter. This property has already begun the renovation process and offers an excellent opportunity for investors, flippers, or buyers looking to customize a home to their own taste. The interior has been partially gutted, providing a blank canvas for a complete transformation. The home features a functional layout with generous room sizes and is ready for new finishes throughout. Whether you're planning a full renovation for resale, a long-term rental, or your own residence, this property offers tremendous upside for the right buyer. Property is being sold AS IS, with no repairs to be made by the seller. Cash or renovation financing is recommended. Buyer to verify all pertinent information, including square footage, schools, and any items of importance. Don't miss this opportunity to add value and create something special!

118 Lackey Rd, Castalian Springs

$349,900
3 Beds 2 Baths 3270607 MLS ACTIVE Status 0.39 Acres 37148 Zip Code
Situated on a quiet street in Portland, this beautiful and well-kept home is full of character at every turn. Generously sized 3 bedrooms, 2 baths, a dedicated dining area, and an extended kitchen creates a home that's designed for comfortable everyday living as well as entertaining family and friends. Thoughtful details are found throughout the home with timeless architectural details, including beautiful arched walkways that create an inviting flow from room to room. The kitchen features a unique design element with original windows thoughtfully repurposed as lower cabinet fronts, adding warmth and personality while preserving the home's distinctive style. Step outside to enjoy the covered front porch, the perfect place to relax with your morning coffee, or unwind on the covered back patio overlooking the large backyard. With no rear neighbors and mature trees providing a natural backdrop, the outdoor space offers privacy and plenty of room for gardening, play, pets, or future outdoor projects. This property also offers ample parking and a location that combines the feel of an established neighborhood with convenient access to local shopping, dining, schools, and major roadways. From its spacious interior and thoughtful details to its inviting outdoor spaces, this home is ready for its next owner to enjoy. Enter new homeownership with ease: New roof installed 2026, updated sewer (clean outs) 2026, newer water heater(s) under 2 years old each.

345 Portland Blvd, Portland

$289,900
2 Beds 1 Baths 3263476 MLS ACTIVE Status 0.28 Acres 37066 Zip Code
Welcome home to one of Gallatin's sweetest cottages! Built in 1937 and situated on a beautiful, oversized lot in Gallatin's Historic District, this charming, lovingly maintained home blends timeless character with the simple comforts of city living. Imagine starting your mornings on the covered front porch with a cup of coffee or tea, then taking an evening stroll, or your daily walk, to Gallatin's vibrant downtown square. Local restaurants, coffee shops, boutiques, the public library, Farmers Market, Town Creek Greenway, and year-round community events are all within walking distance. Inside, you'll immediately notice the beautiful hardwood floors, abundant natural light, and inviting spaces that make this home feel warm and welcoming. The spacious living room flows effortlessly into the dining room, where original built-in cabinetry adds both charm and function, creating the perfect setting for everyday living or gathering with family and friends. The kitchen offers generous cabinet space and overlooks the peaceful backyard. Step outside and discover one of this property's greatest treasures is a large, tree-shaded backyard that's perfect for gardening, entertaining, children, pets, or simply relaxing on the deck after a long day. Mature trees provide beauty, privacy, and a peaceful park-like setting that's becoming increasingly difficult to find. Best of all, there's no HOA. Whether you're searching for your first home, looking to downsize, or hoping to own a piece of Gallatin's history, this cottage offers the perfect combination of character, location, and lifestyle. Homes with this much charm-- and within walking distance of Gallatin's historic downtown don't come along often. Come experience the warmth, character, and walkable lifestyle that make this historic Gallatin cottage such a special place to call home.

262 N Willomont Ave, Gallatin

$390,000
4 Beds 1 Baths 3261541 MLS ACTIVE Status 5 Acres 37148 Zip Code
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. New flooring has been added to living room, kitchen and dining areas while the original hardwood flooring remains in bedrooms, staircase and upstairs, telling a story of craftsmanship and enduring quality. Unwind on the charming tin roof covered back porch, where breathtaking views of your private, tree-lined property invite serenity and endless possibilities. This isn’t just a house—it’s a legacy, offering a rare blend of historic charm and expansive natural beauty, waiting for you to call it home. Outbuildings include shed, shop with pull up oil changing rack and manual mobile engine lift. This property has excellent potential as a mini farm, mechanic's workshop or family compound. Don’t miss your chance to own this extraordinary peaceful rural retreat! Additional land available for purchase.

1804 E Highway 52, Portland

$299,900
3 Beds 1 Baths 3256250 MLS ACTIVE Status 0.72 Acres 37072 Zip Code
Welcome home to this adorable 3-bedroom, 1-bath home situated on a private lot with endless possibilities! Relax on the inviting rocking chair front porch while enjoying your morning coffee or unwinding at the end of the day. Inside, you'll find spacious bedrooms with soaring ceilings and walk-in closets. The upstairs third bedroom can also serve as a bonus room and features its own walk-in closet along with generous attic storage. The updated kitchen boasts beautiful granite countertops, while luxury vinyl plank (LVP) flooring runs throughout the main level, offering both style and durability. Outside, a wired storage building provides the perfect space for a workshop, hobby area, or additional storage. Conveniently located just minutes from I-65, this property offers exceptional accessibility and flexibility. Whether you're looking for a charming place to call home or seeking a property with potential commercial opportunities, this one is a must-see!

1290 Louisville Hwy, Goodlettsville

$315,000
2 Beds 1 Baths 3254834 MLS ACTIVE Status 1.6 Acres 37048 Zip Code
This unique home was constructed in 1925 as Oak Grove School, part of the Rosenwald Schools initiative, which built thousands of schools across the South for African American students. This special building has been well-preserved and updated over the years including the addition of a sunroom and covered porches. Inside, you'll find a rustic cabin with hardwood floors, authentic cedar pillars, beadboard ceilings, and a working wood stove to supplement central heat. The upstairs, accessible via a pull-down stairs and external stairs, provides an additional 800+ sqft of finished space. A concrete cellar provides a storm shelter. Cumberland Connect fiber optic Internet. The 1.6-acre lot includes several sheds and a 40'x29' metal building with concrete floor, electricity, and a wood stove. Peaceful setting than two miles from I-65.

120 Bradley Ln, Cottontown

$550,000
4 Beds 3 Baths 3251084 MLS COMING SOON / HOLD Status 1.06 Acres 37022 Zip Code
Step back in time without sacrificing modern comfort in this charming 1910 farmhouse on approximately one acre, just 10 minutes from Gallatin. Enjoy the peace of country living with the convenience of nearby shopping, dining, and schools. Inside, you'll find two primary suites, a spacious living room, and 2.5 bathrooms. Recent updates include new electrical, HVAC, flooring throughout, and a durable metal roof, blending timeless character with modern peace of mind. Outside, enjoy beautiful countryside views, a storage building, and a separate outbuilding with plumbing and electricity—ideal as a guest house, workshop, or home office. If you've been dreaming of farmhouse charm in a tranquil setting just minutes from town, this is the one.

301 Bob Perry Rd, Bethpage

$298,000
4 Beds 2 Baths 3245241 MLS ACTIVE Status 0.91 Acres 37148 Zip Code
Motivated Sellers! Bring Your Offer! Discover peaceful country living just minutes from town in this charming farmhouse-style home situated on .91 acres. Featuring a flexible 3-4 bedroom layout, 2 full bathrooms, and an attached 2-car garage, this home offers approximately 1,300 square feet of living space (buyer to verify). Character abounds with beautiful hardwood floors, additional hardwood beneath much of the existing carpet, a durable metal roof, and spacious covered front and back porches perfect for relaxing and enjoying the scenic surroundings. Nestled among mature trees, this property offers the privacy of country living with the convenience of nearby shopping, dining, and schools. Whether you’re looking for your first home, room to grow, or a place to enjoy a quieter lifestyle . Being sold as-is. Don’t miss this opportunity—schedule your private showing today!

1241 Butler Bridge Rd, Portland

$649,900
4 Beds 3 Baths 3243757 MLS ACTIVE Status 0.4 Acres 37066 Zip Code
Charming historic cottage with a rare wood-burning fireplace and thoughtful design throughout — all on a .4-acre corner lot in one of Gallatin's most walkable, tree-lined neighborhoods. Inside, an open floor plan blends vintage character with modern finishes. The primary suite is conveniently located on the main floor, and both downstairs bathrooms have been beautifully updated. Fresh interior and exterior paint, a brand-new roof, and an unfinished basement offering abundant storage or future expansion potential make this home truly move-in ready. The upstairs studio suite, complete with its own living room and full bath, provides flexible space for guests, a home office, or a creative retreat. Step outside to a private, fully fenced backyard with mature trees, a grassy lawn, an outdoor dining patio, a covered fire pit lounge, and a storage shed. The corner lot delivers rare privacy and breathing room, with greenway access right at the end of the street. Currently operating as a successful Airbnb, this property also presents an exceptional investment opportunity. A pro forma with performance details is available upon request. Walk to Gallatin Town Square for local restaurants, boutiques, and seasonal events, while enjoying an easy 30–35-minute drive to Nashville.

310 N Hume Ave, Gallatin

$294,900
3 Beds 2 Baths 3230585 MLS ACTIVE Status 0.2 Acres 37066 Zip Code
Charming 3-Bedroom, 2-Bath Vintage Home with Modern Updates — A Must-See! This beautifully renovated cottage blends timeless character with thoughtful modern upgrades. Highlights include original hardwood floors, a stylish updated kitchen featuring granite countertops and stainless-steel appliances, fresh interior paint. The spacious attic offers abundant storage, ensuring there’s no shortage of room for your needs. Major updates provide peace of mind, including a new HVAC system installed in 2016 and a new roof added in December 2016/2024. Exterior improvements include new gutters, and a covered front porch—perfect for relaxing outdoors. Situated on a deep corner lot in the heart of Gallatin, this home offers exceptional convenience near downtown, local restaurants. A rare opportunity to own a classic home with modern comforts in a prime location.

128 W Jackson St, Gallatin

$375,000
3 Beds 2 Baths 3229924 MLS ACTIVE Status 0.92 Acres 37148 Zip Code
Plan to see this recently-renovated beauty! The open-concept layout allows for plenty of natural light, especially the sun room which makes for a great place to work, relax, or host. Enjoy the unique combination of 1930’s charm and the upgrades of a modern renovation including hardwood floors in living areas, tile in bathrooms, and carpet in bedrooms. The modern kitchen is spacious with plenty of cabinets and granite counter tops. The laundry room/pantry area is separate. The open layout and high ceilings leave room for your creative touches. There is a distinctive stacked stone fireplace with remote controlled gas logs. The lot boasts relaxing country views, a carport, and a storage shed. There is a large covered front porch for morning coffee and seasonal decorating. The side yard is plenty spacious enough for a DADU or can be partitioned and sold to unlock additional value. The homeowner made improvements to ensure this home is move-in ready, including fresh landscaping and new gravel driveway.

130 Harper Rd, Portland

$360,000
3 Beds 3 Baths 3229546 MLS COMING SOON / HOLD Status 0.43 Acres 37148 Zip Code
Great opportunity in Portland! This charming stone home offers 3 bedrooms, 2.5 bathrooms, and plenty of flexible living space on a large fenced lot. Hardwood floors add warmth to the main level, while the upstairs den and bonus room provide options for a home office, playroom, guest space, or potential fourth bedroom. Outside, you’ll find a fully fenced backyard and detached garage/workshop with room for hobbies, storage, or projects. The full unfinished basement offers additional storage and future possibilities. Relax and unwind in the upstairs bathroom featuring a Jacuzzi tub. Conveniently located approximately 45 minutes from downtown Nashville, this property combines small-town living with easy access to the city. Don’t miss your chance to make this versatile home your own. Buyer and Buyer’s Agent to verify all pertinent information. -P

103 Old Westmoreland Rd, Portland

$369,900
3 Beds 2 Baths 3221525 MLS ACTIVE Status 0.61 Acres 37148 Zip Code
Beautifully remodeled historic farmhouse-style home full of charm and character in the heart of Portland, TN! This 3 bed, 2 bath home offers 1,526 sq ft and blends timeless character with extensive modern updates including new siding, new roof, all new electrical, new plumbing, updated trim throughout, new doors, door hardware, vanities, and closet racks. The kitchen features white shaker cabinetry and updated finishes while also preserving some of the home’s historic features. Situated on approximately .60 acres, the property includes a detached 2-car garage with power, a new 10’x14’ deck, and a rare vintage outhouse adding to the property’s unique character. HVAC is only 4 years old. Conveniently located within walking distance to downtown Portland, local schools, and the Middle Tennessee Strawberry Festival — Sumner County’s largest and longest-running festival. This home provides a rare and unique opportunity to own a thoughtfully updated historic home with modern conveniences and small-town charm!

203 College St, Portland

$599,900
3 Beds 3 Baths 3201607 MLS ACTIVE Status 1.37 Acres 37072 Zip Code
**FINAL PRICE REDUCTION! PRICE IS FIRM.**Last Zillow Zestimate (May 2026) was $712,000!** Fully renovated, one of a kind 1913 farmhouse blending timeless character with modern design on a flat, usable 1.37-acre corner lot minutes from shopping, dining, and commuter routes. Owner renovated for daughter in 2022 - never intending to sell - adding high-end features like Hardie siding, spray-foam insulation throughout, and a black standing-seam metal roof. Offers 2,017 sq ft, 3BR/2.5BA with main-level primary suite. Move-in ready interior preserves historic charm with a warm, inviting feel, plus two additional bedrooms and full bath upstairs. Level lot features mature trees, fenced backyard, and wide paved driveway recently seal-coated, with additional rear side street access. Rare opportunity: Buyer receives priority first option to purchase adjacent renovated property (coming August 2026) featuring 2500 sf Ranch home and 760 sf detached finished studio with bath - ideal office, music space, gym, art studio - subject to buyer verification of uses - offering potential for a private compound, multi-generational living, or income-producing setup. A unique blend of charm, privacy, flexibility, and convenience rarely found in this location.

4306 Long Hollow Pike, Goodlettsville

$799,900
5 Beds 4 Baths 3186421 MLS ACTIVE Status 0.66 Acres 37066 Zip Code
Unique opportunity to own a stunning home in the heart of Gallatin’s historic district. The owners have paid meticulous attention to detail and have kept the historical charm while incorporating modern conveniences. This home has original wood floors, original solid wood pocket doors, antique light fixtures, a claw foot tub, and beautiful woodwork throughout. The home features 5 bedrooms & 3.5 bathrooms, an open kitchen, formal dining room, an amazing attic, and charming window benches. The coffee station is repurposed from the original kitchen adding to the overall charm of this rare gem. Even the mail carrier delivers mail directly to the door! Outside features multiple areas to relax and entertain. The pool and deck area would be great to help kick off the hot Summer! Walk to the Gallatin square for all the fun events scheduled throughout the year. The new homeowners will also have the opportunity to purchase the .75 acre vacant lot next door, as a separate transaction, to increase the overall size of their property.

655 E Main St, Gallatin

$376,500
3 Beds 3 Baths 3180070 MLS ACTIVE Status 0.25 Acres 37148 Zip Code
Beautiful 3 bed / 3 full bath home was completely renovated in 2023 with new electrical, plumbing, HVAC and roof. Since then, the Owners have replaced all siding converting the home facade to a full painted masonry brick finish with a stone finish surround at the front door/porch side, a new perimeter fence, an exterior covered patio area with grill area, and a new storage shed. The home interior is impeccable and includes a gas stove, cathedral ceilings, LVT flooring, updated lighting, and granite countertop in the kitchen. Home is within walking distance to historic downtown Portland (the strawberry capital of Tennessee!!). Coffee shop, restaurants, shopping and town square all nearby. Large and flat back yard with patio that has gas hookup for a gas grill.

205 Church St, Portland

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Information Is Believed To Be Accurate But Not Guaranteed. Some or all listings may or may not be listed by the office/agent presenting these featured properties. Copyright 2026 MTRMLS, Inc. RealTracs Solutions.