Live Oak, FL Homes for Sale under $500,000

Move-in ready, beautifully remodeled three-bedroom, two-bathroom home situated on 20 private acres. Enjoy the natural beauty of this home’s tranquil, park-like setting that features a private pond and towering, majestic oaks. The property offers several benefits: no HOA restrictions; agricultural tax exemption; and zoning that can allow for multiple dwellings if future expansion is desired. The

Evan Crapps DANIEL CRAPPS AGENCY, INC

TURN KEY HORSE FARM. THIS EXCEPTIONAL 10 AC, HORSE PROPERTY BOASTS A TOP NOTCH 10 STALL BARN W/ FOALING STALLS, VIDEO SECURITY FOR SAFETY. SEPARATE PADDOCKS AND COVERS, CREATING A PERFECT ENVIRONMENT FOR TRAINING AND EXERCISING YOUR HORSES. THE PROPERTY HAS A COMFORTABLE 4/2 DW MOBILE HOME UNDER LARGE OAKS, SHOP, AND HOOKUP FOR HORSE TRAILERS.

Vicki Prickitt POOLE REALTY INC.

Custom-built 2022 manufactured home offering 1,920 square feet of living space on 13.99 acres of North Florida countryside. Situated on a paved road and setback for privacy, this property offers a quiet setting just 15 minutes from downtown Live Oak, FL. Approximately 12 acres are planted in 5-year-old pines, providing both seclusion and potential future value. Inside, the home features crown

Nicole Stubenrauch POOLE REALTY INC.

Charming custom-built home w space, functionality, & thoughtful upgrades—perfectly positioned on a double lot w room to live, work, &grow. This 3B/2b (Roof and WH 2014) home offers a bright, inviting interior w an easy-flow layout, abundant natural light, & timeless finishes throughout. Built w durable 2x6 exterior walls, the home reflects quality construction & efficiency you can feel. Step

Anita Handy POOLE REALTY INC.

Private North Florida retreat in desirable Live Oak, Florida! This custom-built 4 bedroom, 2 bathroom home, constructed in 2018, sits on 5.01 beautiful acres offering the perfect blend of modern comfort and peaceful country living. Step inside to an inviting open floorplan featuring luxury vinyl plank (LVP) flooring throughout, granite countertops, and a spacious living area anchored by a

Lynda Granoff Pointer Properties

Come see the potential of this beautiful 3Br/2Ba stucco home on 10 acres. The house also has a converted garage into a huge bonus room that is equipped with a split unit A/C. Enjoy the inground pool that is currently covered and a metal workshop and lean to out back. The yard has been cleared and offers plenty of room for additional buildings or to be used for activities. The covered porch was

Stephen O’Steen POOLE REALTY INC.

Brand New, Beautifully Built, Ready for You, 2026 new construction home located in Suwannee County, offering the perfect blend of modern comfort and peaceful country living. This single-story home features 1,496 heated square feet (2,288 total) with 3 bedrooms, 2 bathrooms, and a spacious open floor plan designed for both everyday living and entertaining. Enjoy a bright and inviting kitchen

Renee Tillman DANIEL CRAPPS AGENCY, INC

3BR/2BA brick home on 2.62 acres just minutes from downtown Live Oak. Features an open floor plan with tile floors throughout. Enjoy outdoor living with a screened-in pool and hot tub—perfect for relaxing or entertaining. Plenty of space with the convenience of being close to town.

Andrew Poole POOLE REALTY INC.

4BR/2BA home built in 1990 featuring hardwood floors, a spacious master suite and cathedral ceilings, situated on 3.28 acres in the desirable Foxboro subdivision. Recent updates include a 2014 roof and two hot water heaters (only 2 years old). Property features a security system just 6 months old, irrigation sprinkler system, pre-wired high-speed internet by Rapid Fiber, gazebo, and storage shed.

Andrew Poole POOLE REALTY INC.

Enjoy quiet country living with plenty of outdoor space for gardening, entertaining, or simply relaxing under the open sky. Whether you're looking for a primary residence, weekend retreat, or investment opportunity, this property delivers flexibility and potential. Convenient access to major roadways makes commuting simple while maintaining the tranquility Suwannee County is known for. Don’t miss

Bruce Jewell eXp Realty LLC

Experience true North Florida living with this 2-bedroom, 1-bath cabin on the historic Suwannee River. Nestled on over 9 secluded acres within a gated Airpark subdivision, this property is a paradise for fishermen and wildlife enthusiasts alike. When the river is at just the right level, enjoy the natural beauty of exposed rock shoals — some large enough to camp on and others where you can relax

Kellie Shirah POOLE REALTY, INC.

Escape to the country with this spacious home. Designed with comfort & character, this home blends rustic charm & modern convenience. The home has ship lap walls, a farmhouse sink, two living areas, a huge pantry and large closets, double sinks in the guest bath and a garden tub in the master bath. And all on an expansive 20-acre lot, offering privacy, room to roam, and endless possibilities.

Leigh Ann Mills NextHome Gateway Realty

Well-maintained 3BR/2BA home situated on 2 acres, offering a versatile bonus/guest house, multiple-car garage, and RV hookup. Outdoor features include an above-ground pool, patio with entertainment area, and two custom built chicken coop—ideal for entertaining and country living within minutes of town. Ample space for vehicles, hobbies. Hospital less then 3 minutes. Also, home comes with a home

Elvin Warren III POOLE REALTY INC.

Spacious ranch-style home on 5.08 acres just minutes from town, offering the perfect blend of privacy, space, and rural charm. Surrounded by farmland, this property offers beautiful views of cattle grazing nearby and ample space to start your own mini-farm with no deed restrictions to worry about. It would be ideal for horses or other animals, with plenty of open land and a peaceful rural setting

Kellie Shirah POOLE REALTY INC.

Owner Motivated! Bring Offer - This well-kept 4 bedroom, 3 bath home offers 2,265 square feet of living space on 4 beautiful acres, with 2.5 acres cleared and gated. Tucked away at the end of a quiet dead-end road and backing up to the Deer Plantation Reserve, the property combines privacy, natural beauty, and room to grow. Inside, you’ll love the thoughtful layout. Off the dining area, beautiful

Chuck Brown Propertunity Real Estate Pros LLC

Welcome to 14135 98th Street in Live Oak, a rare chance to own 11 acres of unspoiled North Florida land, perfect for those craving privacy, recreation, or a legacy homestead to pass down for generations. Set beyond a private gate and down a long, winding driveway, this property delivers the kind of peace and quiet you just can’t manufacture. At the center of it all sits a well-maintained

Kris Dove EXP Realty, LLC

**Serene Retreat with House and Barn on 28 Acres in Suwannee County, Florida** Escape to your own piece of paradise with this picturesque property nestled amidst sprawling live oaks in beautiful Suwannee County, Florida. Situated on 28 acres of pasture-land, this property offers a tranquil setting yet boasts convenient access to both I-10 and I-75, making it an ideal retreat for those seeking

Melody Hall CHARLES RUTENBERG REALTY ORLANDO