Myakka City Homes with HOA Yes/No

Nestled within the sought-after equestrian community of Winding Creek, this breathtaking 9.33-acre vacant homesite offers the perfect canvas to create the custom country estate you've always envisioned. Featuring a picturesque lake, brand-new fencing along the front property line, and a beautiful blend of open pasture and mature woods, this property provides the ideal balance of privacy, natural beauty, and functionality. Whether you're dreaming of a custom home, barndominium, or private equestrian retreat, this exceptional parcel offers endless possibilities. The wooded rear portion of the property creates a peaceful backdrop while the cleared acreage provides ample space for your home, barn, workshop, riding arena, or additional outbuildings. Winding Creek is a deed-restricted, agricultural community where country living meets modern convenience. Horses, farm animals, barns, outbuildings, and off-road vehicles are all permitted, making it an ideal setting for those seeking an active rural lifestyle. Residents enjoy access to over 150 acres of private equestrian and walking trails, along with the renowned Winding Trails Equestrian Center, home to rodeos, barrel racing events, and a vibrant equestrian community. Despite its tranquil setting, Winding Creek is conveniently located just 30 minutes from I-75 via SR 64 East, offering easy access to top-rated schools, shopping, dining, and everyday amenities. With low HOA fees and a rare combination of privacy, flexibility, and scenic beauty, this extraordinary property presents an exceptional opportunity to design and build the custom home of your choosing in one of the area's premier equestrian communities.

2102 411th Street E, Myakka City

$450,000

Lakeside Ranch SubDv. ⋅ 34251 Zip Code

Welcome to an extraordinary opportunity at 4946 Wauchula Road in Myakka City, nestled within the exclusive 16-lot community of Lakeside Ranch. Spanning 5.7 acres, this lot offers a rare blend of expansive acreage, premium waterfront, and exceptional privacy in a neighborhood where each homesite encompasses a minimum of five acres. Power is already in place, and numerous Mature trees enhance the character of the land as you design and build your custom residence and additional structures totaling 5. Set along an estimated 30-acre boatable lake, approximately 40 feet deep and even seaplane-friendly, this property offers a truly distinctive waterfront lifestyle. The association permits the construction of 1 private dock, ideal for boating, fishing, paddleboarding, kayaking, or simply enjoying tranquil days on the water. Lakeside Ranch is known for its lakefront lots, estate-sized parcels, natural beauty, and peaceful setting, while still offering convenient access to nearby amenities. Interstate 75 is approximately 40 minutes away, providing easy north–south travel. Lakewood Ranch Main st. is approximately 35 minutes away for shopping, dining, medical facilities, and entertainment. The Mall at University Town Center (UTC) is approximately 40 minutes away. Downtown Bradenton is approximately 50 minutes away, and Downtown Sarasota approximately 50 minutes away. Sarasota-Bradenton International Airport (SRQ) is approximately 50 minutes away, offering convenient commercial air travel. Wauchula Airport is roughly 15 to 20 minutes away for general aviation access. Florida’s renowned Gulf beaches, including Anna Maria Island, are approximately 65 to 75 minutes away, offering the perfect balance of privacy and coastal convenience. This is a rare opportunity to secure one of the most desirable waterfront parcels in Lakeside Ranch and create a custom estate in a setting defined by space, serenity, and unforgettable sunset views.

4946 Wauchula Rd, Myakka City

$2,300,000

5 Beds ⋅ 4 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code

Melissa’s Hope is a custom barndominium-style home built by Homes by Laura, Inc. and a 2026 Parade of Homes Winner. Designed to blend everyday comfort, equestrian functionality, and long-term flexibility, the main level features an open great room, kitchen, walk-in pantry, office, primary suite, two guest bedrooms, and an expansive porch. A drive-through breezeway, tack and feed room, and three stalls create a seamless connection between the home and outdoor living. Upstairs, a private two-bedroom apartment with a kitchen, living room, bathroom, and generous closet space offers flexibility for guests, extended family, or multigenerational living. Located on 5.86 acres in the wonderful, peaceful community of Winding Creek. Within the community, Winding Trails Ranch often hosts barrel races and other events. Far enough away from the crowded city life and only an hour drive down state road 64 to Anna Maria Island Beach. This lifestyle is one you will quickly fall in love with.

40916 11th Avenue East, Myakka City

$1,650,000

3 Beds ⋅ 4 Baths ⋅ Sarasota Ranch Club SubDv. ⋅ 34251 Zip Code

Set on just over 10 acres in the gated Sarasota Ranch Club, this 2004 estate gives you privacy and room to spread out, with direct access to the community's horse trails. The single-story home runs 3,532 square feet with three bedrooms, four full baths, and a dedicated media room. Cathedral ceilings and an open floor plan run throughout, and a split-bedroom layout keeps the primary suite on the main level, where the spa-style bath has dual vanities, a soaking tub, and a walk-in shower. Each additional bedroom has its own en-suite bath. The kitchen opens to the family room, with stone counters throughout and a fireplace anchoring the main living space. Outside, manicured grounds and a private courtyard surround the home, and a five-car garage handles vehicles and equipment. Close to Sarasota conveniences while still feeling a world away, this is acreage living with the finishes to match.

15986 Cutting Horse Trail, Myakka City

$1,140,000

4 Beds ⋅ 3 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code

Luxury, privacy, & nearly 6 FENCED ACRES come together in one extraordinary custom-built Mark Cahill estate in Myakka City. Behind the PRIVATE CODED MOTORIZED ENTRY GATE, you'll discover the freedom, space, & lifestyle today's buyers are searching for. Based on current land & construction costs, recreating a comparable estate like this today could approach $2 MILLION, making this an exceptional opportunity to own a luxury country property without the wait, uncertainty, or rising costs of new construction. Inside, soaring ceilings, 8-FOOT DOORS, crown molding with accent lighting, a dramatic double tray ceiling, elegant chandeliers, & ALL TILE FLOORING create an impressive yet welcoming atmosphere. Built-in shelving anchors the living room, while an aquarium window frames peaceful views of the pool from the main living areas. The flexible floor plan offers 4 BEDROOMS, 3 BATHS, formal living & dining rooms, a dedicated office, & an oversized kitchen with breakfast bar & island. Step outside to your own private retreat featuring a SALTWATER PebbleTec pool with SOLAR HEAT, a RESISTANCE SWIM SYSTEM for year-round exercise, winter safety cover, cool deck, RETRACTABLE MOTORIZED AWNING, sunshade, pool bath access, outdoor shower, & a fenced dog run—all designed for entertaining, relaxing, & enjoying Florida's outdoor lifestyle. Need room for hobbies, horses, recreational vehicles, or a home-based business? The 900 SQ FT WORKSHOP is a standout feature, offering WATER, POWER, approximately half under AIR CONDITIONING, pass-through access, & attached COVERED PARKING for boats, trailers, or equipment. The home also includes an oversized 3-CAR GARAGE. Built with durability, efficiency, & peace of mind in mind, this home features HURRICANE-IMPACT WINDOWS & GARAGE DOORS, ICYNENE INSULATION, an OWNED 9.5 kW SOLAR SYSTEM, GENERAC GENERATOR with buried 250-GALLON PROPANE TANK, a security system with sensors on all doors & windows, & a BRAND-NEW (2026) $30,000 WELL SYSTEM with sulfur filtration & chlorinated pipes. The barrel tile roof adds timeless curb appeal, & the property has experienced no flooding or hurricane damage. Winding Creek offers a peaceful country setting with a private community park, lakefront picnic area, riding opportunities, community events, & LOW HOA FEES of just $800 per year. Nearby boating, parks, nature preserves, bow hunting, & the local motorsports facility provide endless opportunities for outdoor recreation. Be sure to explore the Matterport 3D Tour & review the complete Features Sheet to discover the many additional upgrades & amenities this remarkable estate has to offer. Schedule your private showing today & discover why this extraordinary property represents an exceptional opportunity to own a luxury estate that's difficult to replicate at today's construction costs.

1210 408th Court E, Myakka City

$749,000

3 Beds ⋅ 2 Baths ⋅ Mossy Hammock SubDv. ⋅ 34251 Zip Code

NOW OFFERED $45K BELOW THE PREVIOUS LIST PRICE! This price improvement leaves room for you to add your own finishes, design touches and modern updates to create the home you've always envisioned. Where Privacy Is Permanent – A Rare 5.18-Acre Estate in Myakka City. Some properties simply cannot be recreated. Welcome to one of Myakka City's most private estate properties, where 5.18 beautiful acres meet permanently protected conservation land, creating a setting that offers peace, privacy, and natural beauty that is increasingly rare in Southwest Florida. Nestled at the end of a quiet cul de sac, this beautifully maintained concrete block home is surrounded by majestic oak trees, abundant wildlife, and hundreds of acres of protected conservation land, ensuring the breathtaking views and unmatched privacy will remain for generations to come. Adding to the property's unique character is a natural, flowing creek along the southern boundary that feeds into Mossy Island Slough. A private clearing with a picnic table has been thoughtfully created along the creek, offering a peaceful retreat where you can relax beneath the trees, enjoy your morning coffee, read a book, or simply listen to the gentle sounds of flowing water. It's a hidden sanctuary that makes this property unlike any other. Inside, the home offers comfortable living spaces filled with natural light and picturesque views of the surrounding landscape. Whether you're entertaining family and friends or enjoying a quiet evening on the porch, every window reminds you that you've found a truly special place. Recent improvements include a new roof (2022), new water heater (2025), and generator-ready wiring, providing confidence and peace of mind for years to come. Beyond the home itself, there is room to create the lifestyle you've always imagined horses, gardens, a workshop, recreational vehicles, or simply wide-open space to enjoy. The combination of usable acreage, mature trees, a peaceful creek, protected conservation land, and an end of the road location creates a property that is exceptionally difficult to duplicate. Located just a short drive from Lakewood Ranch, Sarasota, and Gulf Coast beaches, you'll enjoy the convenience of nearby amenities while coming home to the quiet beauty of Old Florida. This is more than a home, it's a place to reconnect with nature, enjoy lasting privacy, and create memories for years to come. Opportunities to own a property with this combination of natural beauty, protected surroundings, and thoughtful improvements are truly rare.

14705 Mossy Hammock Lane, Myakka City

$669,000

3 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code

MAJOR PRICE IMPROVEMENT! - Set on a private, pie-shaped 7.95-acre lot, In Winding Creek, that stretches deep into the lush wooded forest, this partially fenced estate offers a rare combination of usable land, natural beauty, and thoughtful improvements. The grounds feature a private fishable pond, expansive cleared areas for recreation, and wooded sections that create privacy, including a charming enclosed treehouse with deck. The home is complemented by a detached two-story carport offering two oversized covered parking area and two heated and cooled rooms (one upstairs and one downstairs, not included in the published sq/ft), ideal for an air-conditioned workshop, hobby space, or guest overflow. Additional exterior highlights include a well-maintained and covered well system with pump, bladder tank, and filtration, a huge circular driveway, irrigation system, and beautifully manicured front and rear lawns with lush landscaping. Inside, the open floorplan features vaulted ceilings throughout the main living areas, a spacious living room with a wood-burning fireplace, and a kitchen with stainless steel appliances, breakfast bar seating, and a large dining area. The home offers three bedrooms and two fully updated bathrooms, along with an inside laundry room complete with washer, dryer, second refrigerator, and side entry access. Flooring includes hardwood and tile throughout the main living areas, bathrooms, and primary suite, with wood laminate in the secondary bedrooms. Enjoy outdoor living year-round from the 12x24 covered and screened rear patio with double door access from both the living room and primary bedroom. With a new roof in 2024 and a property that balances open space and wooded privacy, this is a truly unique opportunity to own nearly 8 acres with exceptional features and flexibility. Winding Creek is a private, nature-surrounded community featuring an equestrian center and expansive common areas ideal for walking, hiking, biking, and horseback riding, conveniently located approximately 20 minutes east of I-75 off SR 64.

1115 410th Court E, Myakka City

$325,000

Winding Creek SubDv. ⋅ 34251 Zip Code

Prime 5+ Acre Lot in Winding Creek community! Build your dream home or private retreat on this beautiful 5+ acre parcel, nestled in the peaceful countryside of Myakka City. Surrounded by nature, this property offers the perfect balance of privacy, space, and tranquility — ideal for a custom estate or a serene getaway. Located within the Winding Creek community, you’ll enjoy a quiet, low-density setting while still being just a short drive from Lakewood Ranch and Sarasota, with easy access to shopping, dining, and everyday conveniences. An additional adjacent 5+ acre lot, also owned by the same seller, is available for purchase — offering the rare opportunity to combine both parcels for approximately 10+ acres of space. This property is not located in a flood zone. Whether you’re looking to build now or invest for the future, this is a unique opportunity to own a piece of Florida’s natural beauty. Residents of Winding Creek also enjoy access to a 148-acre preserve, ideal for horseback riding, hiking, and bow hunting, along with a covered equestrian arena within the community

Sr-64 E, Myakka City

$325,000

Winding Creek SubDv. ⋅ 34251 Zip Code

Prime 5+ Acre Lot in Winding Creek community! Build your dream home or private retreat on this beautiful 5+ acre parcel, nestled in the peaceful countryside of Myakka City. Surrounded by nature, this property offers the perfect balance of privacy, space, and tranquility — ideal for a custom estate or a serene getaway. Located within the Winding Creek community, you’ll enjoy a quiet, low-density setting while still being just a short drive from Lakewood Ranch and Sarasota, with easy access to shopping, dining, and everyday conveniences. An additional adjacent 5+ acre lot, also owned by the same seller, is available for purchase — offering the rare opportunity to combine both parcels for approximately 10+ acres of space. This property is not located in a flood zone. Whether you’re looking to build now or invest for the future, this is a unique opportunity to own a piece of Florida’s natural beauty. Residents of Winding Creek also enjoy access to a 148-acre preserve, ideal for horseback riding, hiking, and bow hunting, along with a covered equestrian arena within the community

41155 State Rd 64 East, Myakka City

$789,000

Pomello City Central SubDv. ⋅ 34251 Zip Code

Welcome to this beautiful Equestrian Community, The Point at Panther Ridge. This small enclave of just 28 homesites, with a 5 acre minimum is just to the east of Lakewood Ranch, off SR70. The community sits at an approximate elevation of 100 ft. The homesite boarders along two of its sides with some of the many miles of private horse trails within the community. This 7+ acre lot sits between two completed Ranch home-sites at the end of a cul-de-sac. Bring your blue prints to build that long awaited Dream Home, and your Horse/s to enjoy nature and the privacy of space between neighbors. The TerraNova Equestrian center is also just a short drive for those into Hunter-Jumper, Dressage, Combine competitions. There is convenient access to shopping, dining, medical facilities and Sarasota/Bradenton airport.

24005 83rd Avenue E, Myakka City

$899,999

3 Beds ⋅ 3 Baths ⋅ Pomello Ranches SubDv. ⋅ 34251 Zip Code

New and Improved Price! LIVE OFF THE LAND! Grow your own vegetables, bring your animals, and embrace the peaceful rhythm of country living — all while being just 15 minutes from shopping and dining. This impeccably maintained 3-bedroom, 3-bath residence offers a thoughtful and versatile layout, including a dedicated office and an expansive bonus room currently used as a game room. The bonus space presents an excellent opportunity for a private in-law suite, with a full bath conveniently nearby. Two additional bedrooms with walk-in closets and a shared bath are tucked away in their own wing of the home, offering privacy and comfort. The spacious primary suite easily accommodates a king-size bed with additional furnishings and a sitting area. The luxurious primary bath features separate his-and-her vanities, a private water closet, a garden tub, and a Roman walk-in shower. Designed with impressive volume and natural light, the great room and kitchen boast soaring 12-foot ceilings, while the remaining rooms feature 10-foot ceilings throughout. The kitchen offers abundant cabinetry, a large double-door pantry, a formal dining room, and additional casual dining space. The oversized laundry room is exceptionally functional, complete with a built-in vanity and sink, extensive cabinetry, folding counter space, hanging area, and built-in hampers. The 2.5-car garage includes 9-foot built-in storage closets, and a 50-amp generator connector adds convenience and peace of mind. The salt water pool is long enough to actually swim laps. Enjoy entertaining under two spacious covered seating areas. Outdoors, you’ll find a 12x30 workshop/shed equipped with water and electricity, beautiful pine tongue-and-groove porch ceilings, and a stunning pool area with two expansive covered spaces ideal for outdoor dining and lounging. The Roof is 5 Years Young. The Paved Driveway stretches approximately 300 feet, creating a grand and private entrance. There is ample space to build a barn, stables, or even a large custom garage for automotive enthusiasts. Located approximately 5 miles from the Bradenton Motorsports Park. Bring the whole family and experience this exceptional property for yourself. Washer and dryer do not convey.

25202 E 61st Avenue, Myakka City

$3,295,000

3 Beds ⋅ 4 Baths ⋅ The Estates At Terranova SubDv. ⋅ 34251 Zip Code

Under Construction. Meet the Carson builder-curated home in The Estates at TerraNova. It is custom-built, designer-finished, and set on five acres of open space and quiet privacy. Built by preferred builder KB2 Construction with Blank Canvas Design Group, the home offers three bedrooms, 3.5 baths, and 3,738 square feet (5,055 square feet total). The layout is as functional as it is inviting, with a study for quiet focus, a game room for easy entertaining and a mud room designed for real life, whether that means boots, barn days or beach days. The home opens to an exceptional 884-square-foot covered back porch, creating an indoor-outdoor lifestyle, all under one generous roofline. Builder-curated means you get a home that feels custom without being overwhelmed by endless selections. A professional designer has chosen the flooring, countertops, cabinetry, backsplashes, lighting and finishes with TerraNova’s style in mind, clean, timeless and easy to love. And depending on where construction stands when you purchase, there may still be room to personalize. Life at TerraNova is about space and freedom. Train and compete at TerraNova Equestrian Center. The private, invitation-only Miakka Golf Club is next door. Enjoy the privacy of an uncrowded, unspoiled nature experience on the nature trails along the Myakka River ecosystem. Nearby Lakewood Ranch offers convenient day-to-day lifestyle. And when you want the coast, you’re a straightforward drive to Sarasota’s cultural scene and Gulf beaches. A home with room to breathe, designed with intention, built with care and ready for a lifestyle that balances country calm with Gulf Coast access. Price subject to change. Pre-construction. To be built. Renderings are artist renditions and may differ from final construction. Barn not included in price.

13825 Bilsdale Court, Myakka City

Myakka City Homes with HOA Yes/No

Newest Myakka City Homes with HOA Yes/No