Orlando Real Estate

Homes for Sale with a Pool in Orlando, FL

Welcome to your dedicated resource for homes for sale with a pool in Orlando, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Orlando, FL agents, Dave Jones Realty specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Orlando, FL

$7,995,000
4 Beds 5 Baths O6421885 MLS Building 2 BLDG.
Virtually Staged. Discover a new Four Seasons Private Residences opportunity in Golden Oak at Walt Disney World® Resort. Located within the exclusive Florian Park enclave of just nine boutique homes, this Summer floor plan offers 4,592 square feet of thoughtfully designed living space with 4 bedrooms, 4.5 baths, a spacious loft, flex room, and a two-car garage with golf cart storage. Modern-transitional finishes complement a gourmet kitchen with Wolf, Sub-Zero, and Cove appliances, butler's pantry, dramatic two-story foyer, and an exceptional primary suite with a custom walk-in closet. Outdoor living is equally inviting with a private terrace courtyard, heated lounging pool, and seamless indoor-outdoor flow. Enjoy the unparalleled Four Seasons lifestyle with renowned service in one of Golden Oak's most exclusive new residential offerings. Golden Oak is a gated residential resort community where families can enjoy luxury, privacy, and the magic of Disney. It features distinctive neighborhoods with magnificent homes, expansive natural preserves, and a range of inviting amenities. Residents will have access to Golden Oak’s private clubhouse, Summerhouse, with superb dining, courtyards, a pool area, fitness facilities, and a family room. Additionally, residents can enjoy Club Life, which includes services like park transportation, signature club events, theme park experiences, and much more. As Four Seasons residents, owners will have access to exceptional services such as in-home dining, poolside food and beverage service, dog walking areas, and more. Exclusive privileges also include access to the Four Seasons Resort Orlando amenities, such as the Fitness Center, Tennis and Pickleball courts, the 13,000-square-foot spa, and the acclaimed Tom Fazio-designed Golf Course. Members also have the opportunity for unlimited golf and invitations to special events.

10335 Winter Sparkle Circle, Orlando

$7,900,000
5 Beds 7 Baths O6407557 MLS
Welcome to the jewel of the Lake Conway Chain of Lakes- a truly extraordinary lakefront estate nestled on over 2.5 acres along the highly coveted North Shore of Lake Conway. Boasting an impressive 258 feet of shoreline, this iconic property offers a rare opportunity to enjoy one of Orlando’s most premier waterfront lifestyles just minutes from downtown Orlando, yet worlds away in privacy and tranquility. The home was built in 1961 by T.G. Lee for his wife Elizabeth. This remarkable estate has remained within the T.G. Lee family ever since and is rich in both history and timeless elegance. Tucked away at the end of a quiet dead-end street surrounded by manicured lawns and stunning homes, the property offers exceptional privacy, charm, and presence. As the electric gates open, you are welcomed by a sprawling front lawn, circular driveway, and stately brick Colonial architecture complete with classic columns and an inviting front porch. Inside, the home is filled with natural light and showcases volume ceilings, extensive woodwork, original hardwood floors, crown molding, chair rail detailing, and breathtaking lake views from nearly every room. The spacious living room features a cozy fireplace and flows seamlessly into the formal dining area and stunning sunroom with French doors opening to the picturesque backyard and sparkling waters of Lake Conway. A richly appointed wood-paneled office with exterior access and a beautiful wood-paneled library featuring floor-to-ceiling built-ins with a rolling ladder create warm and sophisticated gathering spaces. The chef’s kitchen is thoughtfully designed with a dining nook overlooking the lake and includes premium features such as double freezers, an ice maker, wine refrigerator, and dry bar. Whether entertaining guests or enjoying quiet mornings at home, the home’s layout perfectly blends elegance with comfort. Step outside to your own private lakeside retreat featuring a swimming pool, expansive patio, private dock with boat lift and two jet ski lifts, and endless panoramic water views. Enjoy boating, fishing, paddleboarding, and weekends spent on Orlando’s most desirable chain of lakes. The yard is even large enough to allow for a helicopter to land. Upstairs, the spacious primary suite offers breathtaking lake views from the private balcony, an oversized bathroom, and a huge walk-in closet. Two additional upstairs bedrooms each feature their own en suite bathrooms. In addition to the four main bedrooms and four full bathrooms, the home includes a maid’s quarters, complete with its own laundry, bathroom, and optional private exterior entrance. Plus there is a full attic for more storage. Additional highlights include:• Elevator access to all three floors• Spacious basement- perfect for a game room and home gym• Large laundry room with cabinetry and sink• Three-car garage, including one bay with dual-sided doors ideal for boat storage or breezeway access• Block construction• Irrigation reclaimed from the lake• Security system• Two half bathrooms This exceptional property offers a rare blend of history, luxury, acreage, and premier lakefront living in one of Orlando’s most treasured neighborhoods. Conveniently located just minutes from downtown Orlando and and the vibrant shops and restaurants of the SODO district. Plus it offers easy access to the airport and attractions. This is truly a once-in-a-lifetime opportunity to own one of the finest estates on the Lake Conway Chain of Lakes.

1530 Waterwitch Drive, Orlando

$7,551,000
4 Beds 5 Baths O6393242 MLS Florian Park BLDG.
A new luxury Four Seasons Private Residences opportunity is now available at Golden Oak at Walt Disney World® Resort. The Florian Park project by HHR FSO LAND LLC will feature a collection of nine attached boutique homes and 31 luxe residences, including five stunning multi-level penthouses, all within a single, elevated residential address. Designed for hotel-inspired living at a magical address, these residences deliver a resort lifestyle enhanced by Four Seasons’ world renowned service. From the sun-filled gathering spaces and gourmet kitchen, to the generously proportioned primary bath, each Luxe Residence is filled with warmth and refinement. The Serenade Luxe Residence features 4,299 square feet with 3 en-suite bedrooms and 2 flex spaces. Stunning living space with custom-built shelving featuring natural stone and warm, wooden accents. Gourmet kitchen with frameless contemporary cabinetry, a large center prep island, a spacious pantry with built-in cabinetry and refrigerated wine storage. Premium finishes including Wolf, Subzero, and Cove appliances enhance the gourmet kitchen, while other features include thoughtful balcony placement, and modern-transitional design. Golden Oak is a gated residential resort community where families can enjoy luxury, privacy, and the magic of Disney. It features distinctive neighborhoods with magnificent homes, expansive natural preserves, and a range of inviting amenities. Residents will have access to Golden Oak’s private clubhouse, Summerhouse, with superb dining, courtyards, a pool area, fitness facilities, and a family room. Additionally, residents can enjoy Club Life, which includes services like park transportation, signature club events, theme park experiences, and much more. As Four Seasons residents, owners will have access to exceptional services such as in-home dining, poolside food and beverage service, dog walking areas, and more. Exclusive privileges also include access to the Four Seasons Resort Orlando amenities, such as the Fitness Center, Tennis and Pickleball courts, the 13,000-square-foot spa, and the acclaimed Tom Fazio-designed Golf Course. Members also have the opportunity for unlimited golf and invitations to special events.

10160 Autumn Mist Lane Unit 205, Orlando

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