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

$1,949,000
5 Beds ⋅ 5 Baths ⋅ O6416968 MLS
Under Construction. Introducing an exceptional new construction residence in the heart of Colonialtown, where timeless transitional architecture meets modern lifestyle. Perfectly positioned just moments from the vibrant energy of the Mills 50 District, Downtown Orlando, and Harry P. Leu Gardens, this remarkable home offers a rare opportunity to experience refined living in one of Orlando's most sought-after neighborhoods. From the moment of arrival, the home makes a lasting impression with its striking transitional façade, clean architectural lines, and charming covered front porch that creates an inviting sense of arrival. The heart of the home is an expansive open-concept living space designed for seamless everyday living and grand-scale entertaining. Anchored by extensive custom millwork and bathed in natural light, the great room is highlighted by a dramatic wall of sliding glass doors that effortlessly blur the lines between indoor and outdoor living while framing picturesque views of the pool and backyard beyond. The chef's kitchen is a true showpiece, thoughtfully curated with exquisite Calacatta quartz countertops, a stunning Portobello tile backsplash, designer Visual Comfort lighting, and a full suite of premium Thermador appliances. Complementing the kitchen is an oversized combination pantry, laundry room, and mudroom. Adjacent to the kitchen, the spacious dining room is designed for memorable entertaining and is enhanced by a dedicated wine refrigerator. Privately situated on the main level, the luxurious primary suite serves as a tranquil retreat. Generously proportioned and thoughtfully designed, the suite features dual walk-in closets and a spa-inspired bath clad in elegant Portobello tile flooring. The serene space is appointed with dual vanities, an expansive walk-in shower, and a freestanding soaking tub, creating a resort-like sanctuary designed for relaxation and rejuvenation. Also located on the first floor is a private guest suite with its own ensuite bath, offering ideal accommodations for visiting family, long-term guests, or multigenerational living. Ascending upstairs, a spacious loft provides incredible flexibility as a secondary living area, media room, or play space. Three additional bedrooms and two beautifully appointed bathrooms complete the upper level, providing ample space for family and guests while maintaining both comfort and privacy. The outdoor living experience is equally impressive. A covered lanai with a fully equipped summer kitchen sets the stage for effortless al fresco entertaining, overlooking a sparkling resort-style pool and spa. With coveted zoning for Audubon K-8 and walking distance to Lake Highland Preparatory School, the location is truly second to none. Don't miss your opportunity to own this new build in the heart of it all.

907 N Hyer Avenue, Orlando
$1,899,000
8 Beds ⋅ 9 Baths ⋅ A4699411 MLS
Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.

5333 Greenside Court, Orlando
$1,880,000
9 Beds ⋅ 9 Baths ⋅ O6390488 MLS
Welcome to this exceptional 9-bedroom, 9-bathroom luxury vacation home located in the highly desirable Paradiso Grande Resort in Orlando. Designed with both comfort and investment potential in mind, this spacious property is the perfect opportunity for those looking to own a premium short-term rental or a private vacation retreat. The home comes fully furnished and professionally designed, allowing for immediate use as a vacation rental or personal getaway. The garage has been thoughtfully converted into an exciting game room, creating the perfect entertainment space for guests of all ages. The open-concept living area flows seamlessly into the modern kitchen, which comes fully equipped with all appliances included, making it ideal for hosting and entertaining. Step outside to your private backyard oasis featuring a sparkling pool, a beautiful summer kitchen, and peaceful lake views, creating the perfect setting for outdoor gatherings and relaxing Florida evenings. The home is nearby to the community clubhouse, providing easy access to resort-style amenities. Located in the sought-after Paradiso Grande community, this home is positioned in one of Orlando’s premier resort-style neighborhoods, making it an excellent investment opportunity for short-term rental income or a luxurious vacation home.

10018 Voyager Way, Orlando
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