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.

 

$1,350,000
5 Beds 2 Baths 399484 MLS
Welcome to 20817 Marina Rd, Keaton Beach, Florida — a true coastal masterpiece that perfectly blends luxury, functionality, and Florida charm. Built in 2022, this 5-bedroom, 2-bath home offers 2,672 sq ft of beautifully designed living space and an expansive 7,767± sq ft under-roof footprint, making it one of the most impressive and commanding homes in the entire Keaton Beach area. Situated on a rare 100x100 double lot (.24 acre) with deep-water access, two floating docks, and a sparkling private pool, this property stands as a centerpiece of the community — the ultimate coastal showplace with room to expand the dock or add a boathouse for larger vessels. Step inside and you’ll immediately feel the warmth of thoughtful design paired with upscale finishes. The open-concept living area features vaulted ceilings and an inviting flow ideal for entertaining. The kitchen serves as the heart of the home, boasting high-end custom cabinetry, a sprawling island, wet bar with wine storage, and a spacious dining area that brings everyone together. The split floor plan ensures privacy with four large bedrooms and two custom-tiled bathrooms, while the upstairs bunk suite provides the perfect retreat for kids or guests—large enough for two king beds, a sitting area, and an oversized walk-in closet. The mezzanine level offers a breezy escape where you can grill, swap fishing stories, and take in the salt air after a day on the water. Below, the under-home area is just as impressive — offering endless room for boats, golf carts, vehicles, or gatherings. Entertaining a crowd? No problem here. The main-level deck provides the perfect spot for your morning coffee or an evening sunset cocktail overlooking the canal. This home is built to last, engineered to withstand even the strongest hurricanes while maintaining beauty and craftsmanship in every detail. Whether you’re dreaming of your forever beach home, envisioning a high-income-producing Airbnb, or planning a group investment for the ultimate summer getaway, this property checks every box. To make your move seamless, the home can be sold partially furnished upon negotiation, allowing you to start living the Keaton Beach lifestyle immediately. Expansive, elegant, and extraordinary — 20817 Marina Rd is more than just a home, it’s the focal point of Keaton Beach and a testament to the best of North Florida waterfront living.

20817 Marina Road, Perry

$1,325,000
5 Beds 5 Baths 395876 MLS
Welcome to a rare North Florida estate just minutes from Tallahassee—where luxury, land, and lifestyle come together. 221 Kiley Road is situated on expansive acreage in Monticello, and this private retreat offers the perfect blend of seclusion and convenience, located just a short drive from the heart of Tallahassee. For buyers seeking space, privacy, and versatility without sacrificing proximity to town, this property delivers. This 5-bedroom, 3.5-bathroom estate is a true masterpiece, gracefully set on 5 private acres and complemented by a beautiful pool house with an additional bathroom. An additional adjoining 5-acre parcel is also available, offering the rare opportunity to expand your privacy, create a multi-generational compound, or enhance the estate even further. Set on picturesque rolling land, this one-of-a-kind property features your own private vineyard, offering a breathtaking and romantic backdrop for everyday living and entertaining. Imagine sunset dinners overlooking the vines, peaceful morning walks through the rows, or simply enjoying the beauty and serenity that only a setting like this can provide. Equestrian enthusiasts will appreciate the well-appointed horse stable, open pasture, and room to ride, creating the perfect environment for both horses and riders to thrive. Thoughtfully designed for function and beauty, the grounds invite you to embrace true North Florida country living. At the heart of the property sits an impressive residence offering approximately 5,500 square feet of living space, ideal for large households, multi-generational living, or those who love to entertain. The thoughtfully designed layout features expansive living areas filled with natural light, a spacious kitchen with abundant cabinetry and workspace, and oversized bedrooms that serve as peaceful private retreats. Multiple flex spaces provide endless possibilities for home offices, media rooms, fitness areas, hobby spaces, or additional guest accommodations — tailored to fit your lifestyle. Step outside to your private pool oasis, perfect for relaxing afternoons or hosting unforgettable gatherings. A separate guest house offers comfortable accommodations for visitors, extended family, or a private retreat, adding flexibility and value to this exceptional estate. From vineyard evenings and horseback mornings to poolside afternoons, this Tallahassee luxury home alternative is more than a home — it’s a lifestyle. Offering space, versatility, natural beauty, and privacy while still convenient to downtown Monticello, schools, shopping, and dining, this is a truly rare opportunity to own a remarkable property where memories are made for generations.

221 KILEY Drive, Monticello

$1,300,000
5 Beds 5 Baths 404266 MLS
Sophisticated elegance invites you inside this stately One-Story home, at the end of a Quiet cul-de-sac, in prestigious Constitution Place. Ideally located near Downtown, the hospitals/medical district, and I-10, this home offers both convenience and privacy. The Open-Concept split floor plan includes 4 bedrooms, 3.5 bathrooms, + Office, along with a Saltwater Pool oasis and a remarkable 2-Room, 1-bath Guest Apartment above the 3-car garage, with a wet bar/kitchenette. The garage also includes an additional 150 square feet of heated and cooled flex space, ideal for a second office, hobby room, studio, or storage. Designer-selected updates include extensive millwork, custom plantation shutters, fresh paint, decorative wallpaper, updated lighting and fixtures, and new LVP flooring. The office features gorgeous custom-built solid white oak cabinetry. The chef’s kitchen offers marble-inspired granite countertops, an eat-in bar, abundant cabinetry, high-end stainless-steel appliances, a gas range, cherry-topped antique-style island, and a large walk-in pantry. A nearby dining nook includes a built-in china hutch and servery, while the separate formal dining room is ideal for entertaining. Twelve-foot ceilings in the main living areas, 10-foot bedroom ceilings, and 8-foot doors create a spacious, elevated feel. The primary suite features a gas fireplace and a luxurious bath with a walk-in shower, jetted tub, private water closet, dual vanity, and his-and-her walk-in closets. Additional highlights include a whole-home Generac generator, central vacuum system, and a Brand-New roof. This Exceptional Pool Home offers refined living, flexible spaces, and an enviable in-town location.

1485 Constitution Place, Tallahassee

$1,300,000
4 Beds 4 Baths 397574 MLS
Spectacular Steinhatchee Riverfront Retreat – Where Views, Privacy & Peace of Mind Meet. Welcome to your dream riverfront escape! This stunning property offers 123 feet of deep-water frontage, providing the perfect setting to build the dock you’ve always envisioned and enjoy effortless access to the water. Boasting over 5,500 total square feet (3,012 heated/cooled), this home is thoughtfully designed for both comfortable living and unforgettable entertaining. A durable metal roof adds long-term value and peace of mind. The open-concept floor plan creates a warm, inviting atmosphere ideal for hosting family and friends. Upstairs, you’ll find a spacious primary suite with a luxurious four-piece bath, along with an additional bedroom and full bathroom. Beautiful bamboo flooring, a cozy wood-burning fireplace, and an adjoining sitting area—perfect for a home office—add charm and functionality. Step outside to the expansive screened-in porch spanning the entire width of the home, where breathtaking views of the Steinhatchee River become your daily backdrop. The chef’s kitchen features a gas stove and commercial-grade range, ideal for preparing meals with ease and style. Downstairs offers two generously sized guest suites, each with their own full bath—perfect for hosting visitors or creating private retreats. Entertain year-round in the massive screened summer kitchen overlooking the river, designed for gatherings in every season. Whether you’re searching for a full-time residence, the perfect vacation getaway or a profitable Airbnb investment this exceptional riverfront home delivers both beauty and tranquility. Your Steinhatchee dream home is closer than you think!

6136 SW 358 Highway, Steinhatchee

$1,279,000
4 Beds 4 Baths 404048 MLS
One or more photos have been virtually staged. Luxury Coastal Retreat with Stunning Gulf Views & High-End Finishes. This breathtaking two-story like new home is just steps from the Gulf and offers incredible 180° water views from multiple vantage points. Thoughtfully designed for energy efficiency and durability, this four-bedroom, 3.5-bath home combines high-end finishes, modern conveniences, and a prime location to create the ultimate beachside escape. Built on 32-foot in-ground cement pilings with hurricane-proof windows, hardy board siding, and a durable metal roof, this home is as strong as it is beautiful. Inside, an open floor plan with soaring ceilings and abundant natural light creates a bright, airy feel. The chef's kitchen is a true showpiece, featuring quartz countertops, custom Woodlane cabinetry, top-of-the-line stainless steel appliances, and generous counter space. Thoughtfully designed for both function and style, it serves as the perfect gathering space for friends and family. Both the downstairs and upstairs master suites offer private en-suites, ensuring comfort and convenience for owners and guests alike. Eight-foot doors, luxury finishes, and a wraparound porch with all-weather decking add to the home's sophisticated charm. Situated on oversized lot with ample covered parking, this property has beach access, allowing you to enjoy the sugar-white sands just steps from your front door. Offered fully furnished, this is a rare opportunity to own a turn-key slice of paradise. Schedule your private showing today and experience the coastal lifestyle at its finest!

1372 Chip Morrison Drive, Alligator Point

$1,250,000
5 Beds 4 Baths 404768 MLS
Word Homes offers a Proposed Construction-Luxury Living Farmhouse with a Built-In Multi-Generational Solution in a private gated community. Today’s buyers are looking for more than just a beautiful home—they’re looking for flexibility, privacy, and long-term value. This 2026 Parade of Homes Award-Winning custom model delivers all three with a thoughtfully designed attached private guest home that solves the needs of modern living. Main House 2800 SF and Guest house 600 SF. Situated on approximately 3.72 acres, this thoughtfully designed residence features a spacious open-concept floor plan, soaring ceilings with decorative beams, a gourmet kitchen with quartz countertops, premium appliances, and a luxurious primary suite. A fully equipped attached guest house with its own private entrance, kitchen, laundry, living area, bedroom, bath, and garage provides the perfect space for multigenerational living, guests, or a private home office. With luxury finishes, energy-efficient construction, and award-winning craftsmanship by Word Homes, this property offers a rare combination of quality, versatility, and value. Whether you’re caring for aging parents, welcoming adult children home, hosting extended family, accommodating long-term guests, creating a private home office, or providing independent space for a live-in caregiver, this unique design offers the perfect balance of togetherness and privacy. The guest home features its own private entrance, full kitchen, living area, bedroom, bathroom, laundry, upstairs bonus room for entertaining, and dedicated garage, allowing occupants to enjoy complete independence while remaining connected to the main residence. This farmhouse has it all! Now you have your chance to customize your selections and colors. Build time to take 8-12 months from time of permit. Current interior photos are of 116 Bannerman Road model home.

XXX Raspberry Way, Tallahassee

$1,250,000
4 Beds 3 Baths 403302 MLS
Welcome to your secluded beachfront paradise! Situated directly on the waters of the Gulf and surrounded by thousands of acres of pristine Bald Point State Park, this custom-built, hurricane-resistant steel home offers privacy at its absolute finest. Enjoy miles of white sandy beach right at your doorstep in a residence that has been impeccably maintained and never rented. Accessible via a private elevator to all floors, the layout is designed for ultimate coastal luxury. The ground floor provides a welcoming entry and ample storage. The second level, featuring soaring 10-foot ceilings, an open living room, a gourmet kitchen/dining area w/ custom cabinetry, granite countertops & stainless steel appliances. Step outside to a massive deck—the perfect spot for sunbathing, spotting sea life, & taking in panoramic sunsets. Two beautifully appointed guest bedrooms complete this floor.The third level is dedicated entirely to a sprawling master suite, boasting its own Florida room, a luxurious ensuite bath & a large adjoining office or additional bedroom. The top floor elevates entertaining to new heights with a full recreational kitchen, a separate screened porch & a massive terrace offering commanding 360-degree views. Equipped with a 25kW Kohler whole-house generator & built to the highest standards, this home is offered at a fraction of its replacement cost. WHAT ARE YOU WAITING FOR?...Schedule your private showing today :-) VIRTUAL STAGED?ENHANCED PHOTOS.

582 Bald Point Road, Bald Point

$1,250,000
3 Beds 2 Baths 394123 MLS
WELCOME TO LOW TIDE PARADISE — where the tide runs low, the people run deep, and this property is nothing short of NEXT-LEVEL AMAZING. In Steinhatchee, fishing isn’t just a hobby… it’s a lifestyle, and this spectacular 3-bedroom, 2.5-bath coastal lodge is the ultimate way to live it. Sitting HIGH & DRY on a beautifully manicured 1-acre estate, this home delivers the perfect blend of luxury, rustic charm, and unforgettable outdoor living. From the moment you pull in, this property makes a statement. You’re welcomed by 1,902 sq. ft. of cypress-wrapped craftsmanship, complemented by matching barns that give the entire estate a magazine-worthy presence. Built in 2003 with quality at the forefront, this home features granite countertops, tile flooring, and the warm, upscale character of pecky cypress—a look that radiates true Steinhatchee style with elevated sophistication. Step into relaxation on the expansive wraparound screened porch, offering breezy comfort and endless room for gathering, lounging, entertaining, or simply taking in the peaceful coastal air. Inside, the luxury continues with an inviting layout, spacious bedrooms, and a clever hidden Murphy bed that blends style with function for extra guests. Outdoors, the property transforms into its own private resort. The grounds feature a pristine, low-maintenance lawn, crisp gravel pathways, and a dedicated green-space garden area, creating the perfect backdrop for scenic mornings and golden-hour sunsets. The showpiece barn is where this property truly shifts into luxury lifestyle mode—complete with a full bar, generous boat storage, and a wide-open entertainment space ready for celebrations, events, or unforgettable weekends with friends and family. Additional barns offer vehicle parking, workshop space, toy storage, and even an incredible outdoor gathering area perfect for grilling steaks over the fire under the stars. Inside or out, sunrise or sunset, this home offers a rare blend of comfort, beauty, and versatility wrapped in the timeless charm of Steinhatchee’s coastal life. Whether you’re dreaming of a luxury fishing lodge, a high-end event venue, or a top-performing Airbnb, Low Tide Paradise delivers it all with style and soul. This is more than a property — it’s a lifestyle, an experience, and a true Steinhatchee treasure.

218 SE THIRTEENTH Street, Steinhatchee

$1,200,000
402291 MLS
Horses Go Nuts for Perennial Peanut Hay - 140± Acres of Prime Agricultural & Investment Land in Gadsden County, Florida —Discover an exceptional opportunity to own 140± acres of productive farmland in the heart of Gadsden County, ideally situated at the corner of Mt. Pleasant Highway and Max Herrin Road, just 30 minutes from Tallahassee, Florida’s capital city. This beautiful property features expansive open fields with breathtaking views, framed by mature hardwoods that provide both privacy and natural beauty. The setting is ideal for a working farm, equestrian operation, or a private country estate. Currently planted in perennial peanut hay—often referred to as the “Alfalfa of the South”—this property offers a highly desirable, premium forage crop known for its high protein content and excellent digestibility for horses and cattle. The crop is naturally drought-resistant and pest-resistant, requires no nitrogen fertilization, and once established, can remain productive for 25 years or more. Production typically ranges from 3 to 6 tons per acre annually, with premium hay bringing approximately $13 per 50-pound bale, creating strong income-producing potential. Return Over Variable cost is about $1200/acre. In addition to its agricultural value, the property offers extensive paved road frontage and RR zoning, opening the door to a variety of potential uses including development, estate homesites, or long-term investment opportunities, subject to county approval. Whether you’re looking to expand your farming operation, establish an equestrian property, build a private retreat, or invest in versatile land with long-term upside, this remarkable property delivers the perfect combination of productivity, beauty, and location. Opportunities like this are rare.

xx Max Herrin Road, Quincy

$1,200,000
4 Beds 3 Baths 402221 MLS
**Some Photos are Virtually Enhanced** Experience luxury living in the prestigious gated community of Rainey Run. This is where privacy, nature, and convenience come together on 10 breathtaking acres. Surrounded by towering hardwoods and abundant wildlife, this remarkable property offers a convenient peaceful retreat. Built in 2020, this custom home showcases quality craftsmanship with a highly thought out design. Greeted by a beautifully crafted foyer, you immediately feel at home from the moment you walk through the door. The spacious kitchen opens to the living room offering the perfect entertainment design. The spacious floor plan is designed for both comfortable everyday living and effortless entertaining. Allowing privacy with its split floor plan, the primary bedroom features his and her walking closets with a spa like bathroom escape. 3 bedroom with office (or 4th bedroom) and bonus room (could be used as another bedroom). Step outside and enjoy your own private sanctuary, where deer, turkey, and other native wildlife are frequent visitors. A large workshop with electricity and water provides endless opportunities for hobbies or equipment storage. Located behind the gates of one of Jefferson County’s most desirable communities, Rainey Run offers the peaceful escape from the city with the convenience of Tallahassee being only a few minutes away. Schedule your private showing today, this home has so much more to share! Built by Saxon Hannon, of Hannon Construction. Buyers to verify all dimensions and measurements.

974 Rainey Run, Monticello

$1,200,000
3 Beds 3 Baths 401916 MLS
Welcome to **AWESOME VIEW BEACH HOUSE**—Your Coastal Escape! Experience the best of waterfront living at **AWESOME VIEW BEACH HOUSE**, where comfort, relaxation, and unforgettable views come together. Whether you're looking for a primary residence, vacation getaway, or income-producing investment property, this fully furnished home is move-in ready and waiting for you. Just bring your suitcase! From the fully equipped kitchen to the thoughtfully furnished living spaces, everything you need is already here. Spend your days enjoying the beach right outside your door—cast a fishing line, lounge in the sun, or launch one of the **included kayaks** for a peaceful paddle along the beautiful shoreline. After a day on the water, rinse off at the convenient outdoor foot shower before stepping onto the spacious paved outdoor living area. Designed for entertaining, the expansive ground-level space features a screened dining area, built-in prep counter with sink for cleaning the day's catch or preparing meals, a half bath, and a separate shower—making outdoor gatherings easy and enjoyable without needing to head upstairs. Outdoor enthusiasts will love the nearby bike and walking path that stretches to the end of Alligator Point, with the popular Tiki Hut offering the perfect place to stop for a refreshing drink along the way. As evening falls, relax on the upstairs deck and take in spectacular sunsets over the water—the perfect ending to another day in paradise. When you're ready to venture out, you'll find several local restaurants and fresh seafood just minutes away across the bridge. If you've been searching for the perfect blend of coastal charm, outdoor living, and waterfront relaxation, AWESOME VIEW BEACH HOUSE is ready to welcome you home.**

1231 Alligator Dr, Alligator Point

$1,200,000
391604 MLS
220 Acres – Hunting, Timber, and Homestead Potential | Hamilton County, FL Discover 220 acres of natural beauty in Hamilton County, FL – the perfect retreat for hunters, investors, or those seeking an off-grid homestead. Surrounded by private land, this secluded property offers unmatched privacy and incredible opportunities. The land is abundant with game, including turkey, whitetail deer, and other wildlife, making it ideal for a personal hunting tract or an income-producing hunting lease. A beautiful creek meanders through a portion of the property, adding both charm and a natural water source. In addition to recreation, the property holds a large amount of merchantable timber, providing investment potential. Navigable roads throughout make access easy, whether for hunting, timber management, or exploring. This gorgeous and peaceful tract is more than just land—it’s a chance to create your dream lifestyle, whether that’s a private hunting retreat, an income-producing investment, or an off-grid homestead in nature. Key Features: 220 acres in Hamilton County, FL Surrounded by private land – secluded and peaceful Excellent hunting with abundant turkey, whitetail deer & more Large volume of merchantable timber Cypress Creek flowing through property Navigable roads for easy access Perfect for hunting, timber investment, or off-grid homesteading A rare opportunity to own a large, versatile tract of land in a peaceful North Florida setting.

TBD NE 36th Drive Drive, Jasper

$1,199,999
6 Beds 5 Baths 395970 MLS
***One or more pictures has been virtually enhanced*** Step into a living canvas where the boundaries between modern architectural brilliance and untamed Florida wilderness dissolve into pure sophistication. Positioned on the cypress rimmed shores of the historic Lake Bradford, this estate is not merely a residence but a sensory experience defined by majestic live oaks and panoramic water vistas. The journey begins as you enter a realm of volume and light where soaring ceilings and a distinctly open concept design create an atmosphere of airy grandeur reminiscent of a contemporary art gallery. At the heart of the home lies a gourmet chef’s kitchen that functions as a culinary theater designed for both the intimate espresso rituals of the morning and the lavish dinner parties of the evening. The residence flows with an intuitive grace that blurs the lines between indoor opulence and the lush outdoors, leading to a primary suite that serves as a private sanctuary of restoration. Unmatched autonomy for multigenerational living or visiting dignitaries is secured through a secondary guest suite featuring a full kitchen and an exclusive detached guest house. Outside, the narrative shifts to one of resort style indulgence where a screened in pool and expansive deck offer front row seats to the theater of nature. A massive dock and private beach extend into the 179 acre waterway, inviting you to cast a line for trophy Largemouth bass or explore the dynamic Bradford Brooks chain of lakes connecting to Lake Hiawatha and Lake Cascade. For the golf enthusiast, the estate’s location is unrivaled. Just moments away lies the Seminole Legacy Golf Club, home to the Florida State University golf teams. Recently emerging from an $8 million comprehensive renovation led by the legendary Nicklaus Design, it stands as the first Jack Nicklaus Legacy Course in North America. This world class, 7,800 yard par 72 course masterfully utilizes Tallahassee's rolling terrain, offering a visually stunning and challenging experience celebrated by Sports Illustrated. Members also enjoy the state of the art clubhouse, The Burr Family Renegade Grill™, and access to PGA certified staff. Here, you are also moments from the cultural richness of the Tallahassee Museum and the aquatic adventures of the FSU Reservation where sailboats and rowing teams cut through the glass like water. Located just minutes from the global connectivity of the Tallahassee International Airport and the vibrant pulse of downtown, this is a rare opportunity to acquire a legacy property that stands as the crown jewel of Tallahassee waterfront living.

3726 Lakeview Drive, Tallahassee

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