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

$1,525,000
4 Beds ⋅ 5 Baths ⋅ O6427340 MLS
Sometimes, the best reason to sell a home is a happy one. The owner of this extraordinary Lake Cherokee residence never expected to leave it, but finding love & blending two families created the need for a home with more room. Like the seller, this beautifully reimagined 1928 residence is ready for its next chapter. Set on a .23-acre corner lot directly across from Lake Cherokee & the park, the property offers 3,145 SF of living space & enjoys wide, uninterrupted lake & Downtown Orlando skyline views from its deep wraparound front porch. The 2,631 SF main residence offers 3 bedrooms & 2 1/2 baths. A comprehensive renovation in collaboration with Ted Maines Interiors & Skolfield Homes preserved the home’s architectural character while elevating the interiors through thoughtful design, high-quality materials & curated finishes throughout. Inside, natural light & layered architectural details include original hardwood floors, high ceilings, extensive millwork, hand-selected fixtures & a wood-burning fireplace with custom surround. The kitchen features quartz countertops, custom cabinetry, stainless appliances, a gas range with vent hood, wood-paneled ceiling & peninsula seating. A built-in dining banquette sits beneath a sculptural FLOS multi-pendant fixture, while the adjacent laundry/mudroom is discreetly tucked away. At the rear, a conveniently located powder bath adjoins the family room, featuring dramatic ceiling beams, grasscloth wallpaper, motorized shades & French doors opening to a screened porch with composite decking. Beyond, a courtyard-style outdoor retreat features a heated pool, hot tub, summer kitchen & outdoor shower. Upstairs, the primary suite offers floor-to-ceiling drapes, Avia pendant lights, a customized walk-in closet, expansive private balcony & spa-inspired bath with oversized vanity & glass-enclosed shower. Completing the second floor are 2 additional bedrooms that share a renovated hall-entry full bath. Adding exceptional versatility is a detached 514 SF guest suite located above the garage with its own living area, full kitchen, bedroom & bath, bringing the property to 3,145 SF of total living space. The 728 SF oversized, air-conditioned, side-entry 2-car garage is not included in the living space calculation & features epoxy floors, composite baseboards & a beautiful half bath, making it equally suited for parking, a gym, workshop, studio or poolside cabana. An attached 1-car carport provides additional covered parking. A brick privacy wall with 2 coded entry gates encloses the grounds. Since purchasing the property in 2025, the owner has made substantial additional improvements, with highlights including a new roof on both the main residence & detached garage/guest house, 2 tankless water heaters, engineered wood flooring throughout the 2nd floor of the main home, an extensive outdoor lighting package, a water conditioning system & termite treatment with a transferable bond. Other significant improvements include a full plumbing repipe, historic window restoration with some energy-efficient Indow inserts & hurricane shutters. For buyer review, a 4-point inspection, survey & elevation certificate are available. Located just south of Downtown Orlando & walkable to Lake Cherokee & Delaney Parks, restaurants & top-rated schools, this one-of-a-kind residence blends timeless architecture with thoughtful functionality in one of the city’s most iconic & architecturally rich neighborhoods.

450 Cherokee Drive, Orlando
$1,499,900
5 Beds ⋅ 5 Baths ⋅ O6436375 MLS
Set against sweeping golf-course views in Eagle Creek, this custom-built residence delivers a refined expression of modern Florida luxury within one of Lake Nona’s premier 24-hour guard-gated communities. Tropical landscaping, an expansive paver driveway, and a striking architectural facade create an impressive sense of arrival, while the grand foyer introduces more than 4,500 square feet of beautifully designed living space. Inside, soaring ceilings, illuminated tray details, graceful architectural lines, and generous proportions give the home an unmistakable sense of scale. The open-concept living spaces are framed by captivating views of the golf course and flow effortlessly between the living room, formal dining room, kitchen, and outdoor entertaining areas. Designed as both a culinary showpiece and a natural gathering place, the kitchen features quartz countertops, solid wood cabinetry, designer lighting, built-in appliances, a range hood, an oversized walk-in pantry, and an expansive center island with abundant seating and preparation space. The first-floor primary suite offers a peaceful retreat at the rear of the residence, complete with an expansive custom walk-in dressing room featuring extensive built-in shelving and hanging storage, a central drawer island, full-length mirror, and ceiling fan. The spa-inspired primary bath makes its own statement with opposing furniture-style vanities, generous stone counter space, a crystal chandelier, and an oversized frameless glass shower wrapped in full-height tile with multiple shower fixtures and a built-in bench. Three additional bedrooms and three full guest baths are thoughtfully arranged on the main level, providing exceptional flexibility for guests, a home office, or multigenerational living. Upstairs, an oversized en-suite guest bedroom and an impressive bonus room open to an extraordinary covered balcony with paver flooring, recessed lighting, and panoramic views across the golf course and water. With the rear of the home facing east, this expansive outdoor living room offers a front-row seat to colorful sunrise skies, unhurried morning coffee, and relaxing evenings outdoors. The home’s outdoor living spaces are equally exceptional. A spacious covered and screened lanai features travertine tile, a fully equipped outdoor kitchen, motorized screening, and an industrial-style ceiling fan, creating a sophisticated setting for year-round entertaining. Beyond the lanai, an additional open patio extends the living space beneath the Florida sky. Notable enhancements include automatic window treatments in the living room, kitchen, and primary bedroom; Low-E windows; whole-house water treatment and softening systems; lightning and electrical surge protection; and an attached three-car tandem garage. The residence is currently furnished, with many furnishings potentially available by separate agreement. Residents of Eagle Creek enjoy an exceptional lifestyle centered around a championship golf course, elegant clubhouse, resort-style pools, fitness center, tennis and pickleball courts, playground, dog park, walking and biking trails, ponds, and lake access. Ideally positioned near Lake Nona’s acclaimed dining, shopping, Medical City, Orlando International Airport, and major roadways, this extraordinary home brings luxury, leisure, and convenience together in one remarkable setting.

13167 Alderley Drive, Orlando
$1,499,000
5 Beds ⋅ 5 Baths ⋅ O6435512 MLS
Virtually Staged. Welcome to 13117 Lessing Ave, an exceptional Ashton Woods Packard model offering 4,182 heated square feet, 5 bedrooms, and 4.5 bathrooms in the highly sought-after community of Laureate Park in Lake Nona. Ideally positioned on a prime corner lot adjacent to expansive open park space, this remarkable residence offers a rare sense of privacy and openness while showcasing refined finishes, thoughtful upgrades, and exceptional indoor-outdoor living. Inside, soaring 12-foot ceilings, abundant natural light, and an inviting open-concept design create an immediate sense of elegance and space. Designed for both effortless everyday living and memorable entertaining, the main living areas flow seamlessly together. At the heart of the home, the chef-inspired kitchen features premium appliances, custom cabinetry, a farmhouse sink, and an oversized center island overlooking the expansive family room—creating the perfect gathering space for family and friends. The thoughtfully designed main level offers an ideal balance of comfort and privacy. The spacious primary suite provides a peaceful retreat, while a private office overlooking the front porch offers an inspiring space for working from home. A formal dining room adds another elegant setting for entertaining and special occasions. Upstairs, three generously sized bedrooms, two full bathrooms, and a versatile loft provide plenty of space for family, guests, or flexible living arrangements. Adding even more versatility, a private in-law suite above the garage, complete with its own separate entrance, offers an ideal solution for multigenerational living, extended guests, or a private home office. Throughout the home, exceptional custom finishes elevate every space. Detailed woodwork includes crown molding, ornate door trim, 12-inch baseboards, and wainscoting, complemented by a smooth Level 5 drywall finish. Elegant plantation shutters, custom draperies, and thoughtfully selected lighting create a warm and sophisticated atmosphere, while a Sonos sound system throughout the home enhances everyday living and entertaining. Outdoor living is equally impressive. A spacious L-shaped front porch, framed by mature landscaping and overlooking the adjacent green space, provides the perfect setting to enjoy morning coffee or relax at the end of the day. The private backyard has been designed as a true outdoor oasis, featuring a fully equipped outdoor kitchen, private pool and spa, gas fire pit, and covered patio—perfect for weekend barbecues, entertaining, and enjoying Florida's year-round sunshine. Located in the heart of Laureate Park, residents enjoy convenient access to Lake Nona's premier lifestyle destinations, including Medical City, Lake Nona Town Center, shopping, dining, entertainment, highly regarded community amenities, and nearby public schools. Offering exceptional space, refined finishes, versatile living areas, and resort-inspired outdoor amenities, 13117 Lessing Ave delivers an elevated Lake Nona lifestyle in one of Central Florida's most desirable communities.

13117 Lessing Avenue, Orlando
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