Winding Creek Homes with Private Pool type

Welcome to the beautiful subdivision of Winding Creek in the sunny state of Florida! Winding Creek is a charming community known for its picturesque surroundings and convenient location. Situated in the heart of Florida, residents of Winding Creek enjoy easy access to all the amenities and attractions that the Sunshine State has to offer.

One of the standout features of homes in Winding Creek is the option for a private pool. Imagine coming home to your own oasis, where you can relax and unwind in the privacy of your own backyard. Whether you're looking to cool off on a hot summer day or entertain friends and family, having a private pool adds a touch of luxury to everyday living.

In Winding Creek, you'll find a variety of homes with private pools to suit your lifestyle and preferences. From cozy bungalows to spacious family homes, there's something for everyone in this sought-after community. With well-maintained properties and a strong sense of community, Winding Creek is the perfect place to call home.

Don't miss the opportunity to live in this idyllic neighborhood and enjoy the best that Florida living has to offer. Contact us today to learn more about homes with private pools in Winding Creek and start your journey to finding your dream home in this desirable subdivision.

Newest Winding Creek Homes with Private Pool type

$1,190,000

4 Beds ⋅ 3 Baths ⋅ Winding Creek SubDv. ⋅ 34251 Zip Code ⋅ A4694907 MLS ⋅ Active Status

Welcome to a different kind of Florida living — where wide-open skies, room to roam, and luxury comforts all come together on nearly 6 FENCED ACRES in Myakka City. Behind the PRIVATE CODED MOTORIZED ENTRY GATE, you’ll find a custom-built Mark Cahill home designed for both everyday comfort and the kind of lifestyle people move to the country to enjoy. Whether you’re bringing horses, outdoor toys, or simply looking for more privacy and freedom, this property gives you the space to live the way you want. Inside, soaring 14-foot ceilings, 8-foot doors, crown molding with accent lighting, and a double tray ceiling create an impressive yet comfortable atmosphere. The living room features built-in shelving and flows toward an aquarium window overlooking the pool, giving you peaceful, unobstructed backyard views from the kitchen nook and main living areas. Gorgeous chandeliers elevate both the formal dining room and kitchen, while ALL TILE FLOORING THROUGHOUT means no carpet anywhere in the home. The flexible floor plan offers 4 bedrooms, 3 baths, formal dining, formal living room, a dedicated office and oversized kitchen with breakfast bar & island. Step outside and you’ll understand what makes this property special. The SALTWATER pool features PebbleTec coating, SOLAR HEAT, and a RESISTANCE SWIM SYSTEM that allows you to swim against the current for exercise and training right from home. Additional features include a WINTER SAFETY COVER, cool deck surfacing, RETRACTABLEMOTORIZED AWNING, sunshade, pool bath access and an OUTDOOR SHOWER nearby. You can relax in privacy while enjoying the peaceful surroundings that make country living so appealing. A dedicated FENCED-IN DOG RUN adjacent to the pool adds convenience for pets. For buyers needing space for hobbies, equipment, recreational vehicles, or business use, the 900 SQ FT WORKSHOP is a standout feature with WATER, POWER, & approximately half the space under AIR CONDITIONING. Attached COVERED PARKING provides additional room for boats, trailers, or equipment, while the home itself includes a 3-CAR GARAGE. Nearby recreational opportunities include equestrian trails, boating areas, parks, bow hunting, and a nearby motorsports facility for those who enjoy the active outdoor lifestyle. This home was built with long-term durability and efficiency in mind, including HURRICANE-IMPACT windows and garage doors, ICYNENE INSULATION for energy efficiency, a GENERAC GENERATOR with buried 250-GALLON PROPANE TANK, security system with sensors on all doors and windows, and a BRAND NEW (2026) $30,000 WELL SYSTEM with SULFUR FILTRATION and CHLORINATED PIPES for clean drinking water. The barrel tile roof adds timeless curb appeal, while the property has had no flooding and no hurricane damage. An OWNED 9.5 kW grid-tied SOLAR ENERGY SYSTEM positioned on the property conveys with the home and helps keep energy costs remarkably low — with no lease to assume. AVG ELECTRIC IS $75 -100 PER MO!!! The community itself offers an equestrian park, riding opportunities, picnic areas near the lake, planned events, and a low HOA fee of just $800 per year. If you’ve been searching for a property where you can spread out, enjoy nature, entertain friends, keep horses, store your toys, and still enjoy upscale finishes and amenities, this is exactly what you’ve been waiting for. Schedule your private showing TODAY and come experience the space, privacy, and lifestyle this exceptional property has to offer!

1210 408th Court E, Myakka City

$444,900

4 Beds ⋅ 2 Baths ⋅ Winding Creek SubDv. ⋅ 32825 Zip Code ⋅ O6409891 MLS ⋅ Active Status

Dual-Income Potential or Perfect Multigenerational Living with Private In-Law Suite & pool! Welcome to 1008 Old Barn Rd, a flexible and beautifully maintained property designed for modern Florida living. With 1,815 square feet, 4 bedrooms, 2 bathrooms, and a private in-law suite with separate entrance, this home is ideal for multigenerational households, investors, or traveling professionals seeking privacy and convenience. Inside, you’ll find a spacious layout filled with functionality and comfort. The upgraded kitchen features gourmet KitchenAid appliances, granite countertops, abundant cabinet space, and room to gather for everyday living or entertaining. The flexible floor plan creates multiple living possibilities while maintaining warmth and flow throughout the home. Step outside to your private pool area, perfect for relaxing, entertaining guests, or enjoying sunny Orlando afternoons year-round. Additional highlights include a 2-car garage, driveway parking, low yearly HOA of just $221, and a location convenient to shopping, dining, parks, and major commuter routes throughout Central Florida. Located just minutes from Waterford Lakes Town Center, the University of Central Florida, SR 408, and SR 417, this home offers easy access to top shopping, restaurants, entertainment, and commuting options across Orlando and surrounding areas. Built in 1997, this home combines timeless functionality with features buyers continue to search for today: private guest accommodations, flexible living space, upgraded kitchen finishes, and outdoor enjoyment. Whether you're a family needing extra room, an investor exploring rental potential, or a buyer seeking versatility in Orlando, this property delivers exceptional value at $444,900. Don’t miss the opportunity to tour this versatile Orlando property and discover the possibilities waiting at 1008 Old Barn Rd. Schedule a showing today!

1008 Old Barn Road, Orlando

$115,000

1 Beds ⋅ 1 Baths ⋅ Winding Creek SubDv. ⋅ 33761 Zip Code ⋅ TB8480990 MLS ⋅ Active Status ⋅ 26 BLDG.

Welcome to 2400 Winding Creek Blvd #26-203 a picture-perfect penthouse-style retreat where comfort, charm, and leisure meet in the heart of a vibrant 55+ Adult community. If you’re ready to live like every day is a vacation, this completely furnished, sun-soaked 1-bedroom, 1-bath condo is your golden opportunity to turn the page and start the next exciting chapter of your life. Perched on the top floor of a two story building with a walk-up design, this residence delivers all the low-maintenance benefits of condo living, while offering the serenity openness and privacy that comes with elevated living. As soon as you step inside, you’re welcomed by an airy open floor plan that flows effortlessly from room to room, creating a space that feels both expansive and cozy. Natural light spills through the windows, illuminating the warm, plush carpet underfoot in the living and bedroom areas, while vinyl and travertine tile finishes add a refined touch where it counts. The heart of the home — the kitchen — boasts a functional layout with timeless appeal. Whether you're cooking for one or entertaining a few close friends, you'll appreciate the spacious counters, classic cabinetry, and built-in appliances, including a microwave, range, refrigerator, and dishwasher. Everything is right where it should be, giving you the ease and confidence to enjoy everyday living. The generously-sized bedroom is your personal retreat, featuring a built-in closet’s and ample space for restful nights and relaxed mornings. But the charm doesn’t stop there. You’ll find bonus spaces like a cozy Florida Room and a bonus room that can double as an office, reading nook, or creative studio. There’s also an inside utility and laundry closet — conveniently located for your laundry / extra storage — giving you practicality without compromise. Step outside to your private screened rear porch, an inviting spot to sip your morning coffee, read a book, or watch the palm trees sway against the backdrop of a lush garden/ courtyard view. You’ll love having a front-row seat to the serene, beautifully landscaped grounds — a calming retreat from the hustle of the world outside. For those who enjoy a social lifestyle, the community delivers in every way. Dive into the sparkling community pool or unwind in the spa. Join your neighbors for a match on the tennis courts or head to the clubhouse for planned activities and recreation. Deeded, covered parking carport , along with guest spaces, means you’ll never worry about where to park, while the meticulously maintained common areas and exterior upkeep ensure everything stays as beautiful as the day you arrived. This residence is designed with deed restrictions and maintenance services that make life effortless. From cable and insurance to landscaping and sewer — it’s all taken care of. All that’s left is for you to live your best life. And let’s not forget this is a 55+ adult community, purposefully created for those who value lifestyle, ease, and connection. Whether you’re downsizing, relocating, or simply seeking a fresh start in a vibrant adult community, this condo is the kind of place that lets you slow down, breathe easy, and feel right at home from day one. Close to the world class beach’s and shopping and dining are right around the corner 2400 Winding Creek Blvd #26-203 isn’t just a condo, it’s a lifestyle. One that’s relaxed, secure, and full of possibility. Your turnkey dream home awaits.

2400 Winding Creek Boulevard Unit 26-203, Clearwater

Start Your Search

This information is deemed reliable but not guaranteed. You should rely on this information only to decide whether or not to further investigate a particular property. BEFORE MAKING ANY OTHER DECISION, YOU SHOULD PERSONALLY INVESTIGATE THE FACTS (e.g. square footage and lot size) with the assistance of an appropriate professional. You may use this information only to identify properties you may be interested in investigating further. All uses except for personal, non-commercial use in accordance with the foregoing purpose are prohibited. Redistribution or copying of this information, any photographs or video tours is strictly prohibited. This information is derived from the Internet Data Exchange (IDX) service provided by San Diego MLS®. Displayed property listings may be held by a brokerage firm other than the broker and/or agent responsible for this display. The information and any photographs and video tours and the compilation from which they are derived is protected by copyright. Compilation © 2026 San Diego MLS®,