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

$3,195,000
4 Beds ⋅ 5 Baths ⋅ O6427020 MLS ⋅ 2 BLDG.
Under Construction. Visit our sales center at 505 Main St Windermere. Introducing the pinnacle of luxury living at Cypress Sound—an extraordinary penthouse residence that redefines sophistication through exceptional scale, timeless design, and an unparalleled indoor-outdoor lifestyle. Privately positioned atop this exclusive boutique community, this one-of-a-kind residence offers 3,904 square feet of impeccably designed interior living space, complemented by 1,905 square feet of private outdoor living, including an expansive 1,783-square-foot Starlight Roof Deck designed for unforgettable entertaining beneath the Florida sky. A private elevator opens directly into your residence, where soaring ceilings, expansive living spaces, and walls of glass create a seamless connection between refined interiors and extraordinary outdoor living. The open-concept design is anchored by a chef's kitchen featuring Dacor appliances, custom Appenin cabinetry, an oversized center island, walk-in pantry, and elegant finishes, flowing effortlessly into spacious living, dining, and family rooms designed for both intimate gatherings and grand-scale entertaining. The luxurious owner's suite serves as a private sanctuary, complete with its own covered veranda, an expansive walk-in closet, and a spa-inspired bath featuring dual vanities, a freestanding Signature Hardware soaking tub, oversized walk-in shower, and refined designer appointments. Three additional guest suites, each with walk-in closets, provide exceptional privacy for family and visitors, while a dedicated study offers the flexibility for a home office, library, or media room. Thoughtfully appointed with four full baths, a powder room, generous storage, and a spacious laundry room, every detail has been curated for effortless luxury. Above it all, the spectacular Starlight Roof Deck transforms outdoor living into an experience unlike anything else in Central Florida. Featuring expansive lounge and dining areas, a private spa, summer kitchen, and multiple entertaining spaces, this remarkable rooftop retreat is designed for sunset dinners, weekend gatherings, and evenings under the stars, all from the privacy of your own home. Residents of Cypress Sound enjoy an intimate collection of resort-inspired amenities, including a beautifully appointed clubhouse, state-of-the-art fitness center, resort-style pool and spa, scenic walking trails, and meticulously landscaped grounds within a gated enclave of just 84 luxury residences. Ideally located just minutes from Windermere, Dr. Phillips, Restaurant Row, Disney Springs, championship golf, and Orlando's finest shopping and dining, Penthouse 503F offers a rare opportunity to experience the privacy of a custom estate with the convenience of boutique condominium living. This is more than a residence—it is the signature home of Cypress Sound.

10009 Crisbert Court Unit 2-504E, Orlando
$2,999,000
5 Beds ⋅ 7 Baths ⋅ O6372849 MLS
This Modern Contemporary home built by FG Schaub Custom Homes is 4,389 -SF under air plus a 434 SF transitional room, creating 4823 SF of living all on one floor. This urban retreat features 5 bedrooms, 5 en suite bathrooms, 2 half bathrooms, a formal dining room, and a 60’ by 9’ Gallery. The home is custom-designed to fit on the 14,360 SF lot. Built in 2023 this home has a meticulous design and high-quality fixtures. The 12’ ceilings are an inspiring accompaniment to the Anderson 10’ external double doors throughout the home. The Gallery acts as a grand entry and a space for art and entertainment. Adorned with 5 LED Chandeliers, the Gallery is a centerpiece of the home. The Formal Dining room sits off the Gallery, encased in glass, and the room can hold 12 dinner guests. The Formal Dining room includes a 200-bottle glass-enclosed wine wall. Through the Formal Dining room, you will find 10’ glass doors leading to the dining lanai featuring the custom-built stone fire pit. The Brass and Glass Bar stands at the end of the Gallery. The centerpiece of your entertaining. The Chef’s Kitchen provides the space and equipment to indulge your culinary dreams. The island seats 8 allowing the entire family to enjoy the chef’s display. Thermador appliances include a 48” range top with flat grill, combined 48” double column refrigerator freezer and wall oven and microwave. The Butlers Pantry is adjacent to the walk-in Pantry and Formal Dining room, providing an ideal area for prepping and serving. The Great Room provides living space adjacent to both the bar, chef’s kitchen, and transitional room. The Great Room’s brick-accented main wall provides an ideal focal point for enjoying entertainment. Two sets of 10’ double doors lead from the Great Room to the Transitional Room. With the doors open the combined space measures over 40 feet in length. The Transitional Room is 434 SF in addition to the 4389 SF of under-air living space. The Transitional Room houses both the Summer Kitchen and Pool Bath. The Transitional Room provides a resort living feel as an automated screen separates the room from the expansive pool deck. The Primary Suite sits off the Great Room and has direct access to the pool deck through 10’ double doors which are draped with 12’ ceiling-mounted custom shear drapes. The sizable Primary suite allows room for a desk, bookcase, and exercise equipment, in addition to a king-size bed. The Primary Bathroom offers a large space including 72” freestanding tub, 7’ shower w/ 4’ wide bench, and single vanities. The Primary Bathroom leads to the Primary Dressing Room which provides ample wardrobe space. Opposite the Primary Suite, we have the Guest Suite which is only accessible from the pool deck, providing an inlaw suite effect. The Guest Suite has 10’ double doors providing direct access to the pool deck. The Guest Suite Bathroom provides a roll-in shower to accommodate family members of all ages. Equipped with a Yale Lock keypad, the Guest Suite is accessible without having to enter the main home, perfect for visiting guests. The Pool Deck measures approximately 1600 SF with a sumptuous 38’ X 12’ (450 SF) heated swimming pool. Mature landscape adorns the perimeter of the backyard providing a true urban oasis feel.

1220 Delaney Park Drive, Orlando
$2,995,000
4 Beds ⋅ 4 Baths ⋅ O6419975 MLS ⋅ The Sanctuary BLDG.
Welcome to Penthouse 119, an unparalleled residence at the most sought-after address in downtown Orlando. Opportunities to acquire a penthouse of this scale and sophistication are rare—this is truly a one-of-a-kind offering. From the expansive, wraparound terrace, soak in breathtaking panoramic views of the city skyline where every angle exudes elegance. As you step through the grand foyer, you are immediately greeted by an exquisite display of craftsmanship: lustrous marble floors, custom-designed wallpaper, double tray ceilings, and ambient lighting that casts a soft glow over embossed crown molding. Towering floor-to-ceiling windows flood the space with natural light, creating a perfect harmony of luxury and openness. This magnificent home features three spacious bedroom suites, including dual master retreats, one complete with a serene sitting area and a built-in library. Private balcony access from each bedroom to the expansive wrap-around, panoramic views of downtown and the city. A private office with custom cabinetry offers an ideal space for work, while the theater room provides the ultimate in-home entertainment experience. Exclusive to Penthouse 119, four assigned parking spaces in the secure, gated garage provide convenience and ease. Additionally, two electric car charging stations are available for rent, ensuring that all your needs are met with the utmost attention to detail. The Sanctuary offers the epitome of full-service living, with a dedicated concierge team to cater to your every need. Step outside and find an array of world-class dining and retail options just moments away. The building’s premier amenities include a resort-style pool with private cabanas, grilling stations and the cutting-edge fitness center ensures you can maintain your lifestyle with ease. Unwind in the luxurious sauna and steam rooms or entertain in the resident’s lounge, which features a media room and catering kitchen for hosting unforgettable events. Close proximity to the Kia Center, Publix, boutique shopping, and vibrant nightlife, this residence presents the perfect balance of luxury living and urban convenience. The Orlando Executive Airport is just a 10-minute drive, providing effortless access to both domestic and international travel. Penthouse 119 at The Sanctuary is not just a home; it’s an experience—where location, design, and luxury converge. Property may be under AV surveillance.

100 S Eola Drive Unit 119, Orlando
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