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.

 

$2,150,000
6 Beds 7 Baths 401487 MLS
Welcome to the exceptional coastal retreat located in the highly sought-after gated community of Villas of Frangista in Miramar Beach. This spacious 6-bedroom, 6.5-bathroom home offers the perfect combination of luxury, comfort, and investment potential, comfortably accommodating up to 24 guests. Designed for large families and group gatherings, the home features an open-concept floor plan with soaring ceilings, abundant natural light, hardwood flooring, and stylish coastal finishes throughout. The gourmet kitchen is equipped with granite countertops, stainless steel appliances, and ample space for entertaining, while multiple living areas provide room for everyone to relax and unwind. Step outside to your private backyard oasis featuring a sparkling swimming pool, ideal for enjoying Florida’s sunshine after a day at the beach. Just a short walk away, residents and guests enjoy easy access to the sugar-white sands and emerald waters that make the Emerald Coast famous. The thoughtfully designed sleeping arrangements include multiple king suites, spacious bunk rooms, and sleeper sofas, making this property perfectly suited for vacation rentals, family reunions, and large group getaways. Nestled within the charming Villas of Frangista community, residents enjoy a peaceful atmosphere while remaining close to everything Miramar Beach has to offer. The home is conveniently located near Silver Sands Premium Outlets, Grand Boulevard, Destin Commons, popular beachfront dining destinations, and the renowned Dolphin Reef snorkeling area. Whether you’re searching for a luxurious second home, a turnkey vacation rental, or an income-producing investment property, this impressive beach retreat offers an outstanding opportunity in one of the Emerald Coast’s most desirable locations.

247 Lakeland Drive, Destin

$1,950,000
6 Beds 7 Baths 398259 MLS
Welcome to a rare opportunity to own a true estate property where space, craftsmanship, and privacy come together on 18 beautiful acres. This impressive 7-bedroom, 5 full bath, 2 half bath two-story home offers a thoughtfully designed layout ideal for both everyday living and entertaining on a grand scale. Upstairs features 4 bedrooms and 2 full baths, while the downstairs includes 2 bedrooms, 2.5 baths, a formal dining room, and a cozy private study—perfect for working from home or quiet retreat. At the heart of the home, a massive kitchen opens seamlessly into the living room, creating an inviting open floor plan that flows effortlessly to the outdoor living space. Step outside to your outdoor kitchen overlooking a stunning paver pool deck, hot tub, and resort-style setting built for gatherings and relaxation. Just steps away, the pool house offers even more flexibility with a loft and full bath upstairs. Downstairs, you’ll find remarkable character and craftsmanship featuring herringbone brick floors, pecky cypress ceilings, a custom bar area with half bath, and a discreet hidden gun room that adds a unique touch to this one-of-a-kind property. Whether you’re hosting guests, enjoying peaceful country living, or looking for a multi-functional estate with room to roam, this property delivers unmatched charm, privacy, and versatility. A property like this is more than a home—it’s a lifestyle. NEW 2025 Roof/HVAC

305 Old Lloyd Road, Monticello

$1,895,000
4 Beds 4 Baths 404514 MLS
Experience luxury lakefront living in prestigious gated Rosehill, where timeless craftsmanship, elegant finishes, and exceptional indoor-outdoor living come together on 2.34 acres. This impressive 4 bedroom residence features primarily single-story living with an additional finished lower level, and showcases marble, mahogany, and oak flooring, substantial custom molding, an elevator, and refined architectural details throughout. The formal living room features a coffered ceiling, while the dining room is highlighted by a Waterford chandelier, and the office offers custom wainscoting and built-in bookshelves. The spacious primary suite is appointed with mahogany flooring, 2 walk-in closets, detailed ceiling molding and medallion, a striking stained-glass accent, and a bathroom with jetted tub and steam shower. The well-appointed kitchen features top-of-the-line appliances, wood cabinetry, and a breakfast area opening to the inviting family room, where a vintage oak fireplace, custom wet bar with ice maker and wine cooler create a warm gathering space. 2 additional bedrooms share a Jack-and-Jill bath, while 1 bedroom features a private ensuite bath. The wood-paneled elevator provides convenient access to the finished lower level with 2-car garage, conditioned storage, and a summer/catering kitchen. Outdoor living is equally impressive with an upper patio featuring a gas fireplace, a second covered patio off the catering kitchen, flowing brick staircases, a gazebo, brick patio, cutting garden, and beautifully designed spaces for entertaining, all complemented by the serenity of the lakefront setting.

307 ROSEHILL Drive, Tallahassee

$1,849,000
7 Beds 6 Baths 400983 MLS
A rare opportunity to own nearly 7,000 square feet of luxury with lake frontage, signature 18th-hole golf course frontage, and a private pool and jacuzzi in one of Tallahassee’s most coveted gated communities. Tucked away at the end of a long, private driveway, this custom brick home was designed for both elegant living and effortless entertaining. Nearly every room captures picturesque views of the water, and unforgettable sunrises. From the moment you step through the front door, you're immediately greeted by soaring ceilings, a grand staircase, and an abundance of natural light. Expansive floor to ceiling windows and an open design draw your eyes beyond the living spaces to panoramic views of the lake. The chef’s kitchen features two dishwashers, Viking appliances, abundant cabinetry, and an oversized eat-in island that serves as the heart of the home. The adjoining entertainment room showcases a custom 12-foot bar, creating the perfect setting for game days, holiday gatherings, and memorable celebrations. The flexible floor plan offers 7 bedrooms, 5.5 baths, multiple living areas, a private gym, potential in-law suite, and both upstairs and downstairs laundry rooms providing exceptional versatility for large families, guests, and multigeneration living. Vaulted ceiling carry throughout nearly every room, including the oversized 3 car garage. Step outside to your private backyard retreat where a pool and jacuzzi overlook the lake and golf course. Whether enjoying a quiet morning on the porch swing lakeside, entertaining poolside, or unwinding as golfers finish their round on the signature 18th hole, this exceptional property offers a rare blend of privacy, location, and beauty. As a special bonus, enjoy a front row seat to Golden Eagle's annual fireworks display, launched from the 18th hole and visible right from the backyard. The lake becomes an extension of your backyard where you can fish from the shoreline, kayak across the lake as sun sets over the fairway, or simply relax watching ever-changing views of the water and surrounding wildlife. From unforgettable gatherings to peaceful mornings by the lake, this home offers more than luxury, it offers a lifestyle you’ll never want to leave. Owner is a licensed Florida real estate agent.

8503 Congressional Drive, Tallahassee

$1,790,000
400012 MLS
643 Kissimmee Street | 8-Unit Boutique Multifamily | Tallahassee, FL Vacant Solutions is proud to present Ashoka, a fully renovated 8-unit boutique multifamily asset located at 643 Kissimmee Street in Tallahassee, Florida. This is a true down-to-the-studs renovation with zero deferred maintenance and no projected near-term capital expenditures - ideal for a passive, long-term hold. Each of the 8 fully furnished units features 2 bedrooms and 1 bath with modern finishes including quartz countertops, stainless steel appliances, LVP flooring, in-unit washer/dryers, and individually metered utilities. The property also features brand-new: low-slope roof, HVAC, plumbing, electrical systems and more. Positioned in Tallahassee's high-velocity university corridor, Ashoka offers unmatched proximity to Florida A&M University, Florida State University, CollegeTown, Railroad Square, and Downtown Tallahassee - premier drivers of consistent residential rental demand. Currently undergoing lease up; projected rents of $1,595/unit support a projected annual gross scheduled rent of approximately $153,120 at full stabilization. An ideal acquisition for 1031 exchange buyers or private portfolios seeking turnkey, optimized yield in a premier student housing market. Offering Memorandum and digital media package available upon request. All financial projections, rents, expenses, and operating assumptions are subject to buyer verification and due diligence.

643 Kissimmee Street Unit 1-8, Tallahassee

$1,750,000
4 Beds 5 Baths 402734 MLS
This is truly a once in a generation opportunity. Tucked behind a canopy of towering pines and hidden from the road entirely, this 100+ acre private estate was designed and hand-built as the personal residence of a respected local architect and builder. This is a family compound where every structural and design decision was made with great care and intention. The result is a rare combination you almost never find together: architectural sophistication, serious craftsmanship, and meticulously maintained acreage privacy... all 30 minutes from Florida's Capital City! This is a fully realized family compound. Custom built main residence (2022), pool house, workshop, barn, office, a chicken coup worthy of its own zip code (named Coup a Cabana), and another residence that can be used for property staff... all perfectly situated on premium land with enough room to hunt, ride, farm, build, or simply spend countless hours with your loved ones. The Main Residence: Over 4,000 Sq Ft of Custom Craftsmanship From the moment the drive opens up through the trees, the home announces itself: a soaring, gabled Craftsman-style farmhouse wrapped almost entirely by a covered porch. Stone-clad columns and a standing-seam metal roof give the exterior the luxurious, yet rustic feel perfectly fit for the land it stands upon. As you walk through the front door, you are greeted by the magnificent floor-to-ceiling stacked stone fireplace beneath soaring vaulted ceilings crossed with exposed timber trusses... a true post-and-beam joinery, creating a relaxed, vacation-like feel. Rich hardwood floors run throughout, and the open, light-filled layout flows effortlessly from the living area into a chef's kitchen with dual wall ovens, stone counters, and a large center island, and on into a dining room substantial enough to seat a dozen guests comfortably beneath a coffered ceiling. This is a home engineered as much as it is designed. A reinforced south-facing wall was built to withstand hurricane-force winds... a detail only an architect who understood exactly what he wanted his own family protected from would think to include. The finished walk out basement (1,000+ sq feet) adds significant additional living space, and is ideal for a media room, home gym, or additional guest quarters. A resort-style pool and detached pool house (roughly 2000 sq ft and move in ready, not included in the home's square footage, ) offer a turnkey in-law suite or guest cottage, complete with a kitchenette and a full, handicap-accessible bathroom. The property is a true working compound: an outdoor cooking pavilion (cook shack), a massive workshop built for both woodworking and metalworking, a large barn, a standalone office building, and a second detached residence near the front of the property... an ideal residence for a caretaker or property manager. 100+ acres of privacy, infrastructure, and craftsmanship in one legacy offering. Properties like this simply do not make themselves available. This is a generational opportunity to write your own chapter in the legacy of this magnificent estate.

2445 Hardaway Rd II, Chattahoochee

$1,749,000
4 Beds 5 Baths 398602 MLS
Welcome to 311 Trails End Way, the crown jewel of SummerCamp Beach in St. Teresa, Florida. Set on an extraordinary 1.27-acre Gulf-front homesite with 137 feet of prime white sandy beach frontage, this newly constructed coastal retreat offers a rare combination of luxury, privacy, craftsmanship, and timeless Old Florida character. Designed as an homage to the classic Florida coastal cottages, this exceptional residence lives like a modern masterpiece. Spanning approximately 2,500 square feet, the home features 4 bedrooms, 4 full bathrooms, and 1 half bath, with panoramic Gulf views from every bedroom and every main living space. With no neighboring home and permanently conserved land to the east, the property enjoys forever-protected views, unmatched privacy, and an irreplaceable sense of serenity. Inside, the quality is immediately evident. Genuine 3/4-inch pine floors run throughout, while the main living areas are wrapped in rich tongue-and-groove pine walls, creating warmth, texture, and authentic coastal charm. The builder reportedly reserved this wood for years waiting for the right home—and it shows. The kitchen is beautifully appointed with quartz countertops, stainless steel GE appliances, and a wine refrigerator, while the bathrooms feature granite countertops for a refined finish. Outdoor living is equally impressive. A 12-foot-wide screened porch stretches across the Gulf side of the home and is complete with an outdoor kitchen, creating the perfect setting for dining, entertaining, or simply taking in the breeze and endless water views. Additional highlights include a 3-stop elevator, outdoor shower, insulated vinyl windows, and easy access to the community pool just a short walk away. This is a rare opportunity to own a distinctive luxury beachfront home in St. Teresa, Florida—where authentic Old Florida style meets elevated modern coastal living.

311 TRAILS END Way, St Teresa

$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

Start Your Search