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$699,000
3 Beds 3 Baths GC542450 MLS
A versatile country homesite on 6 acres, centered around an approximately 2,300 SF brick home with 3 bedrooms, 2.5 baths and an attached two-car garage. The 2-car garage is equipped with a mini split. Inside, you will find a warm and inviting interior highlighted by a wood or gas fireplace. The modernized upgraded kitchen offers an open layout with granite countertops while a small office/flex room is currently used as a butler pantry. A well-appointed utility room complete with a laundry sink and custom-built cabinetry. Master suite offers a peaceful retreat with abundant built-ins, a tray ceiling, and an upgraded bath featuring a walk-in shower and linen tower. A large screened-in back porch overlooks the backyard setting and is plumbed for a future sauna; separate plumbing behind the home is already in place for a future above-ground pool. Directly behind the home is a stocked catfish pond with a cooling fountain, framed by very large mature oaks. More than 10 mature pecan trees enhance the front portion of the property, and approximately one wooded acre at the rear adds privacy. The parcel is also well equipped for livestock and storage. Approximately two acres are fenced for animals and include a 55 x 40 steel pole barn with 12-foot shed-offs and eight 10 x 16 stalls. Additional improvements include a 24 x 44 wooden pole barn with metal roof, an 8 x 40 insulated shipping container, two metal storage units, and an upgraded 3-bedroom 2 bath 1996 double wide mobile home for extended family, guests or rental potential. Recent improvements include a 30-year shingle roof (4 yrs), HVAC (6 yrs), deep well 2.5 hp pump, water tank and sump pump (2 yrs). Generac generator, two 500-gallon gas tanks and electric gate. Starke offers Santa Fe Community College, North Florida Technical College. Public schooling includes two elementary schools and a high school, along with several private school options. Starke offers small-town charm through its Call Street Historic District, home to antique shops, restaurants, Eugene L. Mathews Historical Museum housed in the old Bradford County Courthouse. Jacksonville International Airport and Gainesville Municipal Airport, UF Shands Hospital, Equestrians centers both Ocala and Jacksonville just a short drive.  Don’t wait to own this rare opportunity.

9284 Nw County Road 225, Starke

Listing courtesy of HELEN HERSEY REALTY. 352-473-8882

$8,500,000
4 Beds 6 Baths 2026033951 MLS
More than a waterfront home, this extraordinary gated estate spans roughly 2 private acres along the Caloosahatchee River, combining panoramic sunset views, quick Gulf access, a natural lagoon flowing beneath the residence and Caribbean-Coastal inspired luxury in a setting unlike anything else on the Fort Myers waterfront. A long, winding, palm-lined drive introduces a rare sense of privacy and scale close to town. Surrounded by lush tropical grounds and water on multiple sides, the property features a natural cut from the river that travels alongside and beneath the home, creating a secluded lagoon-like environment reminiscent of a private island retreat. Completely redesigned by Clive Daniel, the residence pairs exceptional craftsmanship and refined materials with comfortable, casual luxury. All-concrete construction and weather-resistant materials provide a substantial foundation for waterfront living. European white oak floors, soaring beamed ceilings and walls of glass fill the interiors with natural light while maintaining a constant connection to the river. The expansive great room offers a fireplace, multiple gathering areas, generous dining space and remarkable water views. The chef’s kitchen features state-of-the-art appliances, an oversized gathering bar and a separate full-service prep kitchen with additional ovens, refrigeration and cabinetry, ideal for entertaining or catered events. The impressive primary suite is a private waterfront sanctuary with dramatic ceilings, a spacious sitting area, dual walk-in closets with custom built-ins and a luxurious bath with separate vanities, shower and soaking tub. Generous, privately positioned guest suites each feature an en-suite bath, with two enjoying beautiful water views. Balconies and terraces extend the living spaces outdoors, including a large screened patio and two spiral staircases leading to an expansive rooftop sun deck with commanding river and sunset views. A resort-style pool and spa are surrounded by tropical landscaping and generous outdoor entertaining areas. Beneath the residence, the sheltered lagoon and extensive dock space offer exceptional potential to create the ultimate setup for yachts, fishing boats and personal watercraft. Automobile enthusiasts will appreciate the existing 4 to 6-car garage, providing substantial space for a prized collection and additional storage. The estate also offers tremendous flexibility for future expansion, whether envisioned as an addition to the primary residence, guest house with additional garage space, tennis or pickleball court, or private recreational compound, subject to applicable approvals. Private yet convenient to downtown Fort Myers, Bonita, Naples, beaches, dining and entertainment, with the bay, Gulf and barrier islands quickly accessible by boat. This is a singular waterfront estate defined by land, water, privacy, architecture and possibility.

13230 Linton Road, Fort Myers

Listing Courtesy of Royal Shell Real Estate, Inc.

$399,000
3 Beds 2 Baths G5116274 MLS
Discover peaceful country living with waterfront access at 26586 SE Highway 42 in Umatilla. Situated on 3.15 acres, this charming 3-bedroom, 2-bath home offers 1,624 square feet of living space, plenty of room to spread out, and the freedom of an agricultural setting. Even better, several major components have already been updated, including a 2025 A/C system, 2024 electric water heater, and 2020 roof—valuable improvements that add peace of mind for the next owner. Inside, the living room is centered around a stone-accented wood-burning fireplace, creating a comfortable gathering space with plenty of character. A separate dining area and spacious kitchen overlooking the backyard provide a functional layout for everyday living and entertaining. Outside, the 3.15-acre homesite is partially fenced, offering plenty of room for animals, pets, gardening, recreational vehicles, equipment, or simply enjoying additional privacy and open space. A detached 24' x 24' metal garage/workshop provides excellent space for vehicles, tools, hobbies, projects, or additional storage. For those who enjoy the water, the property features canal frontage with seasonal access toward multiple lakes. Bring the fishing poles, kayaks, or boat and take advantage of the outdoor lifestyle right from your own property. With acreage, seasonal waterfront access, a detached workshop, and important recent updates, this property offers a combination that's becoming increasingly difficult to find in Central Florida. Whether you're looking for a full-time residence, a country retreat, or simply more land and flexibility, 26586 SE Highway 42 is ready for its next chapter.

26586 Se Highway 42, Umatilla

Listing courtesy of RLW REALTY. 352-771-2560

$315,000
1 Beds 1 Baths GC542292 MLS
Bring your horses, pets, livestock, RV, and enjoy an outdoor lifestyle! This exceptional 15-acre property in the Gilchrist County area of Historic High Springs offers privacy, functionality, and endless recreational opportunities—all with NO HOA. The property is fully fenced and cross-fenced with electric-fenced paddocks with water, a tack and feed shed, run in and corrals, a round pen, full RV hookup, and a 14’ x 28’ insulated, air-conditioned hobby workshop complete with electric, water, and a washer and dryer. Unwind around the fire pit and enjoy peaceful country living surrounded by beautiful pasture. The bright and well-maintained 494-square-foot park model home features 1 bedroom and 1 bath, making it an ideal full-time residence, weekend getaway, or home base while you build your dream home. Horse enthusiasts will love the excellent trail riding and the convenient location within an easy drive of Canterbury Equestrian Showplace and the World Equestrian Center in Ocala. Outdoor recreation is right at your doorstep with Ginnie Springs, Gilchrist Blue Springs, the Santa Fe River, the Ichetucknee River, and the Suwannee River all nearby, offering some of Florida’s best kayaking, tubing, boating, swimming, diving, and fishing. Located just minutes from Historic High Springs, you’ll enjoy charming restaurants, local shops, and small-town hospitality while still having quick access to all the natural beauty that makes North Central Florida so desirable. Whether you’re seeking a home for pets, livestock, a horse property, recreational retreat, weekend escape, or future homesite, this unique property offers an exceptional opportunity to enjoy the best of Florida’s outdoor lifestyle.

3369 Ne 53rd Terrace, High Springs

Listing courtesy of HORIZON REALTY OF ALACHUA INC. 386-462-4020

$169,900
2 Beds 2 Baths GC542359 MLS
Well maintained 1940's bungalow on one acre just outside the city limits of Starke. Home has been updated and includes two bedrooms and 2 full baths, one with subway tile and bench. Kitchen features wood cabinetry and breakfast bar. Wood fired stove in the living room. Inside laundry room with sink and loads of cabinets, and the washer and dryer are included. Large screened porch on the back of the house overlooks the stocked pond with dock. Water and electric are run all the way to the back of the property, making it easy to water your garden. A detached workshop and a shed with porch overlooking the pond are also included. Fruit trees and flowering plants all around. Country living close to town, come take a look.

9559 Se State Road 100, Starke

Listing courtesy of AMERICAN DREAM OF NORTHEAST FLORIDA INC.. 386-496-4470

$4,350,000
5 Beds 6 Baths 2026024474 MLS
Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-producing potential. Designed by acclaimed architect Bud Lawrence and situated on a premier corner lot just steps from both the Gulf beach and bay, this 5-bedroom, 5.5-bath residence was built for both relaxed island living and unforgettable entertaining. Surrounded by lush tropical landscaping, the home centers around an impressive two-story screened lanai featuring a PebbleTec heated pool and spa, waterfall, waterslide, expansive covered living areas, and a fully equipped outdoor kitchen with a built-in Thermador grilling station. Whether hosting family gatherings or accommodating large groups, the floor plan is designed to comfortably sleep multiple generations and guests with two private primary suites, three additional guest suites, and elevator access to all levels. Inside, custom craftsmanship is showcased throughout with Brazilian cherry wood flooring, marble finishes, handcrafted Sinker Cypress doors, custom cabinetry, imported roof tiles, decorative precast architectural details, and copper gutters and downspouts. The gourmet kitchen is complemented by dual wine coolers and generous entertaining space, while extensive technology upgrades include a Control4 smart home system, a 140-inch projection screen, surround sound, and integrated outdoor audio. Perfectly positioned in the heart of Captiva Island, owners and guests can easily walk to the beach, bay, restaurants, shops, marinas, and island attractions. With its desirable location, spacious layout, resort-style amenities, and ability to accommodate larger groups, the property also offers exceptional vacation rental potential in one of Southwest Florida's most sought-after island destinations. A rare opportunity to own a distinctive Captiva residence where luxury, location, and lifestyle come together.

15161 Wiles Drive, Captiva

Listing Courtesy of Royal Shell Real Estate, Inc.

$24,950,000
6 Beds 7 Baths 2026012050 MLS
Set on 4.55 acres at the very end of West Gulf Drive, known as Sanibel's prestigious Gold Coast, on a private cul-de-sac, this extraordinary beachfront estate offers 245 ft of direct Beach & Gulf frontage, exceptional privacy, and a caliber of craftsmanship rarely seen anywhere in SWFL. Built without compromise, and running parallel to the sunset, allowing the home to capture Sanibel’s legendary Gulf views & Sunsets. A rare legacy estate. Encompassing nearly 20,000 SF with 6 bedrooms, a private office, 6.5 baths, and white-sand beach & water views from every room. Grand in scale yet livable, conceived as a multigenerational coastal retreat, suited for intimate family life, extended guest stays, and entertaining. Professionally decorated & furnished, a reflection of craftsmanship. The great room is dramatic and refined, anchored by 3 custom Barlas Baylar chandeliers, a hand-carved Calacatta marble fireplace mantel, herringbone hickory floors, mahogany ceiling beams with integrated surround sound, and concealed air systems preserving clean architectural lines. A full-length illuminated bar with underlit crystal counters brings the ambiance of a private five-star lounge, while integrated Crestron & Lutron systems provide sophisticated control of lighting, media, comfort, and shade. A Chef’s kitchen & separate service kitchen are outfitted with Thermador Pro Appliances, custom cabinetry, designer hardware, and a full butler’s pantry, ideal for private chef service & entertaining. An elevator provides seamless access across levels, while a dumbwaiter offers discreet convenience for household needs. Custom hand-crafted doors highlight the home’s attention to detail. Built to exceptional standards, the residence features a copper roof w/ matching copper gutters, $1.4M in Hartman windows & doors, and full hurricane shutters for an exceptional level of coastal protection. The Primary Wing offers 2 Gulf-front suites and office. The primary suite features a fireplace, private balcony overlooking the Gulf, direct beach access, a morning kitchen, advanced security features, and an exceptional bath w/ indoor & outdoor showers, a steam shower, an extraordinary walk-in wardrobe, dedicated laundry, Toto toilets in every bathroom. Guest accommodations are designed to provide comfort & privacy, including a 3rd-level suite with breathtaking views of Sanibel’s celebrated sunsets. Beyond its principal living spaces, the home offers scale to have a private gym, spa, game room, and lifestyle spaces tailored to multigenerational living & extended guest stays. Outdoor living rivals a luxury resort, w/ a beachfront pool & spa, lap pool, outdoor kitchen, lounge pavilion with reclaimed wood & fireplace, and a beachside putting green. Additional lot separately available, offering the opportunity to expand or create a private compound. Framed by palms, Gulf breezes, and the sound of waves, this ultra-private residence is one of the most significant estates in Florida.

4405 W Gulf Drive, Sanibel

Listing Courtesy of Compass Florida LLC

$99,500
2 Beds 1 Baths GC538681 MLS
Welcome to your own secret garden, a 1.34-acre property with established landscaping, mature trees, & peaceful water views. The grounds are filled with a variety of plants & ornamentals, including tangerine, Chinese honey, & grapefruit trees, along with 6 kinds of ginger & turmeric. The landscape is rich with color & texture, featuring crepe myrtles, camellias, azaleas, lilies, walking iris, and night-blooming jasmine. You'll also find ligustrum, multiple varieties of bamboo, liriope, schefflera, agave, alligator cactus, and a diverse mix of palms, including Washingtonia, date palm, & king sago. St. Augustine, zoysia grasses, & towering live oaks provide unmatched shade and character. The property includes a 2-story barn and a 1974 mobile home with additions. The existing home may offer a starting point for renovation or replacement may be needed. Well and septic have not been used for about 10yrs. No guarantees are made as to condition. Property is being sold as-is, where-is.

119 Twin Lakes Road, Hawthorne

Listing courtesy of IHEART REALTY INC.. 904-584-5333

$2,999,999
4 Beds 4 Baths O6371691 MLS
One or more photo(s) has been virtually staged. Welcome to a rare and extraordinary legacy property where time slows, nature surrounds you, and possibilities stretch as far as the eye can see. Set across 66 awe-inspiring acres, this rustic custom estate is enveloped by towering, century-old oak trees, creating a breathtaking canopy of beauty, privacy, and timeless elegance. Built for comfort and peace of mind, this home features solid concrete construction, reinforced openings, insulated interior wall, built in pest control system designed for durability, efficiency, and long-term value. This is more than a home—it’s a private sanctuary. A place where horses can run free, cattle can graze peacefully, and beautiful scenic trails invite you to explore your land at sunrise or sunset. Cast a line into your private pond or surrender to total relaxation in the freeform resort-style pool, complete with a dramatic grotto and soothing hot tub—your own secluded oasis under the Florida sky. The 4-bedroom, 3 1/2-bath ranch-style residence was crafted for both grand entertaining and quiet moments of reflection. Multiple expansive porches beckon you to linger, breathe deeply, and take in the serenity that only wide-open land can promise. Gather family and friends for unforgettable celebrations in the main home, then retreat to the separate in-law suite, perfectly suited for guests, extended family, or a private executive office tucked away from the world. An attached oversized four space garage provides ample space for all your passions—boats, ATVs, equipment, and adventure vehicles—ensuring this estate supports every lifestyle, from refined to rugged. Though it feels worlds away, convenience remains within reach. A short drive east leads you to Florida’s beautiful beaches, while a trip south brings you to Orlando’s international airport and iconic theme parks. From its sweeping acreage and majestic landscape to its versatile living spaces and unmatched privacy, this remarkable estate offers limitless potential. If you’ve been searching for a place that speaks to freedom, legacy, and the luxury of space—your dream retreat has arrived.

27737 County Road 44a, Eustis

Listing courtesy of BEAR TEAM REAL ESTATE. 407-228-1112

$4,749,000
6 Beds 7 Baths 2025024133 MLS
Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-level decks. This 6-bedroom + den, 6.5-bath residence offers more than 4,800 square feet of refined living space, blending elevated design with effortless island living. Crafted in Coastal-Tuscan style, the home showcases travertine flooring in the main living areas, warm wood flooring in the bedrooms, and soaring 10+ ft ceilings with detailed crown molding. The thoughtful layout features multiple living rooms, all ensuite bedrooms, an elevator, a morning kitchen, and a private in-law suite—ideal for hosting with comfort and privacy in mind. The chef’s kitchen is beautifully appointed with a gas cooktop, stainless steel appliances, granite countertops with breakfast bar seating, custom wood cabinetry, a walk-in pantry, oversized sink, and a dedicated bar area for seamless entertaining. Step outside and enjoy the best of the #IslandLifestyle with a private pool and spa, spacious covered and open patios, and effortless beach access just a short walk away. Perfectly positioned near Captiva Village, beloved island restaurants, and boutique shopping, this residence embraces everything that defines the #CaptivaLifestyle.

15160 Captiva Drive, Captiva

Listing Courtesy of John R. Wood Properties

$6,900,000
5 Beds 5 Baths 225026465 MLS
Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Island. Nestled on over an acre of land, this exquisite property features a breathtaking architectural design that seamlessly blends with nature, maximizing panoramic waterfront views and enhancing the exceptional outdoor living experience. The main home has been meticulously remodeled with high-end finishes, offering soaring beamed ceilings, an elevator, two-master suites and multiple garage spaces and storage areas. The open layout invites abundant natural light, providing an ideal setting for entertaining or relaxing with family. The separate two-bedroom guest home boasts a private lanai and its own garage, offering comfort and privacy for visitors or extended family. With 100 feet of pristine Gulf of Mexico beachfront, this estate is a rare gem on the island, situated amidst award-winning beaches. The expansive property offers unparalleled privacy and direct access to Captiva’s renowned natural beauty. Don’t miss out on this exceptional piece of Captiva Island paradise!

16886 Captiva Drive, Captiva

Listing Courtesy of Kingfisher Real Estate, Inc.

$12,500,000
5 Beds 6 Baths 225024734 MLS
The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal tranquility. Designed for privacy, relaxation, and entertaining, the estate has been cherished for over 40 years as a treasured family retreat and now, it’s ready for its next fortunate owner. The main residence is a masterpiece of waterfront luxury, featuring 3-4 private bedrooms, a spacious central gathering area, and a fantastic kitchen with panoramic Gulf views. A grand dining area offers an elegant setting for entertaining, while a private study provides a quiet retreat. The home seamlessly blends indoor and outdoor living, with an expansive screened lanai, multiple lounging decks, and breathtaking views from every angle. The outdoor spaces feel like a private resort, complete with a spectacular pool area offering unparalleled privacy and stunning waterfront views. Just off the pool, a charming beachside bungalow provides additional accommodations with two guest suites, each with en-suite baths, and a spacious family room for relaxing by the shore. The estate also includes a private tennis court, an additional 2 Br guest house or caretakers quarters, and lush tropical landscaping, creating a secluded and serene retreat. For those seeking the ultimate private estate, two adjacent properties, owned by this same owner, 16548 Captiva Drive and 16543 Captiva Drive are also available, allowing for the creation of an unmatched beach to bay front compound that offers a total of 300 ft of beach frontage, 100 ft of bay frontage with well over 5.25 acres total. This opportunity is more than a home; its a once-in-a-lifetime opportunity to own an iconic piece of Captiva Island.

16530 Captiva Drive, Captiva

Listing Courtesy of Royal Shell Real Estate, Inc.

$3,750,000
3 Beds 3 Baths 225029219 MLS
Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, creating a perfect retreat. Inside, high vaulted ceilings and an open kitchen enhance the spacious feel. Situated in the Estate Zone District, this property offers deeded beach access just steps away. Perfectly positioned in the heart of this prestigious area, the dune-wide beachfront setting offers breathtaking views and unparalleled serenity.Whether you choose to enjoy it as is or expand with additional square footage or a separate living structure, the possibilities for creating a private family compound are endless. A cherished part of a family estate for over 40 years, this property is surrounded by lush tropical landscaping, enhancing its secluded and tranquil ambiance. For those seeking the ultimate private retreat, two adjacent properties—16530 Captiva Drive and 16548 Captiva Drive—are also available, presenting a rare opportunity to create a 300-foot beachfront and 100-foot bayfront compound spanning over 5.25 acres. Whether enjoyed as a standalone sanctuary or as part of a grand waterfront estate, this is truly a once-in-a-lifetime chance to own an iconic piece of Captiva Island.

16543 Captiva Drive, Captiva

Listing Courtesy of Royal Shell Real Estate, Inc.

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