Wakulla County Real Estate Search

Wakulla Realty Featured Properties

Welcome to our exclusive collection of featured property listings. Explore these handpicked gems that exemplify the finest in architecture, design, and location. If you are curious about any of the featured properties below or would like a personal tour, please contact us today. We’d love to share the features that make these properties noteworthy. If you would like to see YOUR property listed below, please give us a call to receive a personal in-home consultation or click here to get your FREE home analysis.

 

$1,699,000
4 Beds 6 Baths 392323 MLS
Wyldswood Farms Event Venue, nestled in the heart of North Florida, where natural beauty meets rural charm. Spanning nearly 70acres, this turnkey estate currently operated as an event venue, features a classic farmhouse with attached guest quarters, a separate cottage, and an expansive event building ready to host 200+ guests. With a tranquil gazing pond, storybook gazebo, and century-old oaks anchoring the land, it’s a rare blend of picturesque countryside and event-ready infrastructure. The stunning farmhouse blends timeless architecture with curated interior design, featuring a full kitchen, dreamy living space with stone hearth, a half bath, luxurious first-floor primary suite complete with a jacuzzi tub, walk-in shower, and private sitting room. Upstairs, a second bedroom and bath offer comfort and privacy, while a grand loft overlooks the warm hearth and open-concept living space below—perfect for gathering, dreaming, or simply soaking in the view. The attached guest cottage welcomes with a spacious first-floor living and gathering area, while the second floor features a full kitchen, private bedroom, and bathroom—perfect for extended stays or hosting with ease. Guest cottage also features a sunny patio ideal for unwinding around the firepit in the evenings. The additional mini cottage features a cozy sitting area, partial kitchen, and dedicated makeup bar—ideal for bridal prep or guest pampering. With a private bedroom and full bath, it’s just steps from the event venue, offering both convenience and comfort. The main event hall offers two distinct gathering spaces, elegantly divided by chic barn doors and anchored by a custom-designed sleek bar. With capacity for 200+guests, the venue includes a partial kitchen, private office, and luxurious restrooms for men and women—each featuring four private stalls—plus a dedicated employee bath. Multiple entrances and exits, abundant natural light, and flexible lighting options—from bright overheads to tranquil string lights—make this a turnkey space for weddings, retreats, and celebrations. The Farmhouse + attached guest home offer 4,450 SF of space, the additional mini cottage provides 760 SF, and the event hall, 3,712 SF. A well-equipped pole barn with electricity and ample storage houses the tools and equipment needed to maintain the property with ease. Cross-fencing throughout the acreage provides secure, functional space for livestock or agricultural use—ready for farming, grazing, or hobby homesteading. With a total of 4 buildings offering 4 bedrooms, 4 full baths + 2 half bathrooms to accommodate guests, an event building designed to host 200+, and just under 70 acres for endless expansion potential, this North Florida gem is ideal for income producing hospitality OR muti generational and homestead living. Floor plans with square footage for each building are attached. Realtors: please have proof of funds or financing preapproval letter available. Entrance gates via Golf Course Road and Pine Bluff Road.

1577 Pine Bluff Road, Perry

$1,699,000
392257 MLS
Wyldswood Farms Event Venue, nestled in the heart of North Florida, where natural beauty meets rural charm. Spanning nearly 70 acres, this turnkey estate features a classic farmhouse with attached guest quarters, a separate cottage, and an expansive event building ready to host 200+ guests. With a tranquil gazing pond, storybook gazebo, and century-old oaks anchoring the land, it’s a rare blend of picturesque countryside and event-ready infrastructure. The stunning farmhouse blends timeless architecture with curated interior design, featuring a full kitchen, dreamy living space with stone hearth, a half bath, luxurious first-floor primary suite complete with a jacuzzi tub, walk-in shower, and private sitting room. Upstairs, a second bedroom and bath offer comfort and privacy, while a grand loft overlooks the warm hearth and open-concept living space below—perfect for gathering, dreaming, or simply soaking in the view. The attached guest cottage welcomes with a spacious first-floor living and gathering area, while the second floor features a full kitchen, private bedroom, and bathroom—perfect for extended stays or hosting with ease. Guest cottage also features a sunny patio ideal for unwinding around the firepit in the evenings. The additional mini cottage features a cozy sitting area, partial kitchen, and dedicated makeup bar—ideal for bridal prep or guest pampering. With a private bedroom and full bath, it’s just steps from the event venue, offering both convenience and comfort. The main event hall offers two distinct gathering spaces, elegantly divided by chic barn doors and anchored by a custom-designed sleek bar. With capacity for 200+ guests, the venue includes a partial kitchen, private office, and luxurious restrooms for men and women—each featuring four private stalls—plus a dedicated employee bath. Multiple entrances and exits, abundant natural light, and flexible lighting options—from bright overheads to tranquil string lights—make this a turnkey space for weddings, retreats, and celebrations. A well-equipped pole barn with electricity and ample storage houses the tools and equipment needed to maintain the property with ease. Cross-fencing throughout the acreage provides secure, functional space for livestock or agricultural use—ready for farming, grazing, or hobby homesteading. With a total of 4 buildings offering 4 bedrooms, 4 full bathrooms and 2 half baths to accommodate guests, an event building designed to host 200+, and just under 70 acres for endless expansion potential, this North Florida gem is ideal for income producing hospitality. Floor plans are for each building are attached. The Farmhouse + attached guest home offer 4,450 SF of space, the additional mini cottage provides 760 SF, and the event hall, 3,712 SF. Additional information will be provided to well qualified buyers. Realtors: please have proof of funds or financing preapproval letter available. Entrance gates on Pine Bluff and Golf Course Road.

4004 Golf Course, Perry

$1,695,000
4 Beds 5 Baths 396105 MLS
Sophisticated Country Living in Cairo, Georgia Nestled on 30 pristine acres, this contemporary 4 bedroom, 4.5 bathes country estate is a masterclass in “casual but elevated” living, where architectural integrity meets effortless maintenance. Designed by noted architect Reynolds Brown with interiors by BROWNWORKS, LLC, the residence is defined by a sense of volume and light, anchored by 24-foot ceilings in the primary living areas. The aesthetic is both modern and deeply rooted in the land’s history, featuring log beams and reclaimed heart pine floors —both salvaged from the property’s original structures. The primary suite serves as a true private sanctuary, featuring his and her closets, double vanities, and a luxury spa-like bathroom setting. The chef’s kitchen is a functional piece of art, showcasing furniture-grade Biedermeier-style cabinetry, sleek black honed granite and high end appliances. Every element of the home was chosen for its permanence and understated beauty, utilizing a palette of premium materials that ensure the home is as easy to live in and maintain as it is striking to behold. Beyond the main residence, a private one-bedroom pool house and saltwater pool create a serene setting for quiet afternoons or grand-scale entertaining. The acreage offers a quintessential rural lifestyle, featuring a small pecan orchard, mature citrus trees, and a fenced pasture ideal for those looking to engage with the land. While the estate feels like a world of its own, it remains perfectly positioned to enjoy the region’s plentiful cultural amenities, from premier outdoor recreation and local country clubs to the refined charm of the nearby towns of Cairo and Thomasville. This property is more than a home; it is a retreat that balances the quiet rhythms of country life with the sophisticated comforts of a modern architectural masterpiece. With too many upgrades and bespoke features to mention, this property must be viewed to fully appreciate the level of craftsmanship and detail provided. For those seeking a truly turnkey experience, the residence and a selection of its custom furnishings may be made available.

1808 Upper Hawthorne Trail, Cairo

$1,550,000
3 Beds 3 Baths 397885 MLS
Tucked away at the end of a winding drive, just off the beaten path, sits a one-of-a-kind modern farmhouse set 102 +/- acres, offering nearly panoramic waterfront views of a stunning private pond. Surrounded by native wildlife and wide-open space, this property delivers the true North Florida ranch lifestyle, where deer roam, otters and turtles gather along the water’s edge, and the occasional bald eagle can be seen overhead. Built in 2024 with a focus on strength, craftsmanship, and timeless design, this property is anything but ordinary. From the moment you step inside, you’ll notice the custom woodwork throughout, thoughtfully curated finishes, and a home designed to not only be beautiful, but built to last. The main home features 2 bedrooms and 2 bathrooms, a warm and inviting open-concept layout, granite countertops, a walk-in pantry, 16 ft ceilings in living room, and four split units for efficient comfort. A full wall of French doors draws your eye straight to the back porch, overlooking the pond, where this property truly comes to life. And the porch…well, it’s the kind you dream about. Spanning the entire back of the home, this oversized covered space is perfectly positioned to take in the peaceful water views, watch wildlife wander through the property, and slow down in a way that only Steinhatchee can offer. Morning coffee, evening sunsets, and everything in between, it’s all better here. Just off the carport, you’ll find a private guest suite complete with a spacious bedroom, full bathroom, and laundry area, ideal for visitors or easily converted into a full mother-in-law apartment. The oversized covered parking area doubles as an entertainer’s space, featuring a custom bar setup, ample storage, and plenty of room for vehicles, boats, and toys. And while this property offers complete privacy and room to roam, you’re still just a short drive from the Gulf, giving you quick access to world-class fishing, scalloping, and days spent on the water. It’s the best of both worlds: peaceful land and coastal living, all in one. Whether you’re envisioning a private retreat, hunting lodge, or even a future event venue, this property offers the rare combination of privacy, functionality, and natural beauty. A true North Florida escape, where there’s room to roam, space to breathe, and life moves just a little slower. With the full 102± acre package you’ll find multiple homesite options, perfect for creating a family compound if desired, along with a 40x60 3-bay workshop with 24x12 enclosed tool room, overlooking the pond, 30X48 pole barn with RV hookup, established food plots, and prime hunting land. With roads carved throughout the property, access is no issue, making it a true outdoorsman’s paradise with space to explore, hunt, and enjoy. There are approximately 3 +/- of groomed trails throughout the property. The property is next to a large wildlife management area, ensuring that you will keep the peace and privacy for years to come. This property is being offered with flexibility in mind, with multiple purchase options available. Buyers have the opportunity to secure the home with a smaller acreage footprint or expand to include additional land tailored to fit their vision. Owner financing available with minimum 30% down.

NW Roys Road, Steinhatchee

$1,499,000
5 Beds 8 Baths 400602 MLS
Nestled on a little more than three private acres in the prestigious Bobbin Brook community off Maclay Road, this extraordinary estate offers over 8,000 square feet of thoughtfully designed living space paired with an unparalleled collection of amenities. Designed for both grand-scale entertaining and everyday comfort, the residence features soaring 20-foot ceilings in the main family room, elegant formal living and dining rooms, a light-filled sunroom, and expansive gathering spaces throughout. The well-appointed kitchen opens to multiple living areas, while a spacious lower-level retreat offers a family room, wet bar, game area, sauna and abundant space for recreation and relaxation. A private guest or multigenerational wing includes two bedrooms, two baths, and its own sitting area, providing exceptional flexibility for extended family or visitors. Resort-inspired outdoor amenities create a true private retreat, including a pool, hot tub, tennis court, basketball court, and expansive grounds. Additional highlights include a four-car garage, home gym, sauna, and numerous indoor and outdoor spaces designed to embrace the estate lifestyle. A rare offering in one of Tallahassee's most sought-after neighborhoods, this remarkable property presents an exceptional opportunity for a buyer to update and personalize a home with outstanding space, amenities, and potential, all just minutes from the city's finest schools, dining, and shopping. All measurements, dimensions, sq footage, lot size, deemed reliable but must be be verified by Buyer.

3908 Bobbin Brook Circle, Tallahassee

$1,499,000
5 Beds 6 Baths 400823 MLS
Select photos have been Virtually Enhanced. THE EPITOME OF GOLDEN EAGLE LUXURY & LIFESTYLE. Perfectly positioned on the 8th fairway of the world-championship, Tom Fazio-designed golf course, this meticulously maintained custom estate offers the ultimate country club lifestyle in Northeast Tallahassee’s premier gated community. Spanning an impressive 6,280 sq ft, this custom pool home offers an unparalleled multigenerational layout, a dedicated home theater, and seamless indoor-outdoor entertaining. Some homes are built; this one was designed for a life well lived. A grand circular driveway welcomes you to a residence where scale and intention meet. Step inside the foyer to find a breathtaking formal living and dining space, where a wall of glass frames panoramic views of the pristine golf course, travertine patio, and sparkling luxury pool with a spillover waterfall. Natural light floods both wings of the home, keeping you constantly connected to the beautiful Florida outdoors and a vibrant neighborhood culture where neighbors walk, jog, and enjoy an active community lifestyle. Turn right into a spectacular wing purpose-built for luxury, organization, and leisure. This wing features a quiet, dedicated "work from home" office, a guest suite with pool views, a home gym (5th bedroom), and two pool-accessible full baths. At the end of the gallery hallway, the ultimate game room and sports bar lounge awaits, featuring direct patio access to the outdoor paradise- perfect for an entertainer's dream setup. Adjacent, a luxury home theater delivers a classic cinema experience behind elegant glass doors lined with heavy, vintage-tasseled blackout curtains. Occupying the entire upper level of this wing is the palatial primary suite. This private sanctuary boasts a cozy fireplace sitting area, a private balcony overlooking the pool and fairway, a spa-style bath with dual vanities, and an expansive walk-in closet with custom wood built-ins. The left wing serves as the vibrant heart of everyday living. An open-concept chef’s kitchen and family room span the rear of the home, equipped with a center island cooktop, bar seating, a massive walk-in pantry with incredible storage, and a sun-drenched breakfast nook. Upstairs, two additional spacious bedrooms and a full bath center around a versatile loft area-perfect for a playroom, teen lounge, or study. The estate’s U-shaped layout wraps around an outdoor oasis where hosting grand pool parties or enjoying quiet Sundays is effortless. Living in Golden Eagle Plantation means embracing a premier golf cart community lifestyle filled with annual neighborhood traditions, including HOA-hosted July 4th fireworks, community food truck nights, festive Christmas golf cart parades, and the famous Halloween Witches Ride. Residents can also choose to join the separate, private Golden Eagle Country Club to fully experience the elite country club lifestyle. The club features a top-tier tennis facility with clay courts and pros on staff, active pickleball clinics, championship golf with professional instructors, and a resort-style swimming pool. Members enjoy exclusive access to grand banquet facilities and the private Mixed Grill, perfect for sit-down family dinners, special themed dining events like Chicago Cuts steak nights or Easter brunches, and convenient member-only dinner pickup. While offering ultimate privacy and elite security, you are less than 10 minutes from the upscale dining, boutique shopping, and vibrant social scene at Bannerman Crossing. Whether you are looking for a true multigenerational estate, a premier entertaining hub, or a refined golf course retreat, this spectacular Northeast Tallahassee gem is a rare find designed to be cherished for generations to come. Your dream lifestyle awaits.

2998 E Golden Eagle Drive, Tallahassee

$1,495,000
3 Beds 3 Baths 399853 MLS
Enjoy breathtaking lake views, wide open spaces, and the convenience of being just minutes from town — all in one exceptional property! Situated on 33+ scenic acres (2 parcels), this beautiful home offers peaceful country living with perfect space for horses and other animals, and a lake ready for you and your fishing pole. Inside, the spacious open-concept living, kitchen, and dining area is designed for both everyday living and entertaining, featuring large bar with seating, a cozy fireplace, and custom built-in shelving. An adjacent office space provides the perfect setup for working from home or additional flex space. The thoughtful layout maximizes both function and scenery, with the pantry, laundry room, and drop zone all conveniently positioned to take advantage of the property’s beautiful views. The private primary suite features a large walk-in shower, separate water closet, and attached walk-in closet for added comfort and convenience. Expansive outdoor living spaces include a large covered front porch, screened back porch, and an additional covered rear porch — ideal for relaxing and enjoying the peaceful surroundings. Large attached carport can serve as parking area or an additional outdoor living space. The 3-car garage/workshop offers abundant space for vehicles, hobbies, and storage. For added peace of mind and year-round comfort, the home is also equipped with a whole-house generator. Additional structures include a pole barn, 2 storage sheds, and a chicken coop.

1806 Dove Field Run, Tallahassee

$1,450,000
397771 MLS
This is a rare opportunity to acquire a fully operational Dairy Queen franchise with over 20 years of continuous operating history at one of Tallahassee's most established quick-service restaurant locations. Located at 2227 N. Monroe Street — a high-traffic commercial corridor serving the city's northwest trade area — this offering includes fee simple ownership of the building and all improvements, together with the operating business as a going concern, subject to a long-term, fully assignable Absolute NNN ground lease at a fixed rate of $6,000 per month. The ground rent is fully reflected in the EBITDA figures presented and requires no further adjustment. The business generates approximately $1.3 million in annual gross sales across a loyal and growing customer base built over two decades of consistent brand execution. With verified three-year POS sales history available to qualified buyers, this offering provides the financial transparency and operational track record that serious acquirers demand. Estimated EBITDA for an investor/absentee owner ranges from $289,000 to $348,000 annually depending on the year selected, with owner-operator EBITDA ranging from $345,000 to $409,000 when management salary is added back. The sale includes the freestanding QSR building with drive-through lane, full commercial kitchen, customer dining room, and all building systems. All furniture, fixtures, and equipment are conveyed in full, including proprietary Dairy Queen soft-serve and frozen treat dispensing machines, Blizzard blending stations, commercial grills and fryers, walk-in cooler and freezer, PAR POS system, drive-through communication and menu board equipment, and all interior and exterior signage. The Dairy Queen franchise agreement, customer goodwill, vendor and supplier relationships, and all assignable licenses and permits are included. A complete FF&E inventory will be provided to qualified buyers upon execution of a Non-Disclosure Agreement. This offering is well-suited for an experienced QSR operator seeking a proven franchise platform, a first-time franchise buyer entering the Dairy Queen system with minimal execution risk, or an investor acquiring a stabilized going-concern business with a hard-asset component. SBA 504 and 7(a) financing may be available to qualified buyers, significantly reducing required equity at closing. International Dairy Queen, Inc. (IDQ) provides comprehensive onboarding and ongoing franchise support including initial training, operational manuals, proprietary system access, and brand standards guidance. The current owner is willing to provide a transition period to ensure continuity of operations. IDQ's franchisee support network remains available to the incoming owner post-closing. To protect the confidentiality of the ongoing business operation, all prospective buyers are required to execute a Non-Disclosure Agreement prior to the release of any financial statements, tax returns, or proprietary operating data. Site visits are conducted by appointment only and coordinated to minimize disruption to daily operations. All inquiries must be directed to the listing broker. Do not contact the business or its employees directly.

2227 N Monroe Street, Tallahassee

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