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

$1,049,000
5 Beds 5 Baths O6426832 MLS
Welcome to an exceptional luxury residence tucked away on a quiet cul-de-sac within the prestigious gated community of Lake Drawdy Reserve near Lake Pickett. Situated on nearly ½ acre, this impressive 5-bedroom, 4.5-bathroom home offers 4,947 square feet of thoughtfully designed living space, a 3-car garage, and an incredible combination of elegance, comfort, and resort-style outdoor living. Inside, you'll find spacious open living areas, soaring ceilings, an expansive upstairs bonus loft, generously sized bedrooms, and a luxurious primary suite featuring a spa-inspired bath, oversized walk-in closet, and private covered balcony overlooking the backyard oasis. Designed for entertaining, the outdoor living space is truly exceptional. Enjoy a modern resort-style pool with sun shelf, water feature, expansive pool deck, screened covered lanai, second-story covered balcony, dedicated fire pit gathering area, and an oversized fenced backyard with plenty of green space to enjoy Florida's year-round outdoor lifestyle. Lake Drawdy Reserve offers the privacy and security of a gated community while providing residents with access to the community lake. Conveniently located near SR-408, SR-417, Waterford Lakes Town Center, UCF, Research Park, Downtown Orlando, and Lake Nona, this location provides an ideal balance of peaceful living and everyday convenience. Whether hosting unforgettable gatherings, working from home, or simply relaxing in your own private retreat, this exceptional executive residence offers luxury living in one of East Orlando's most desirable gated communities.

17112 Guilford Court, Orlando

$1,049,000
5 Beds 5 Baths O6368520 MLS
Motivated Seller. Luxury meets lifestyle in Eagle Creek. This elegant two-story home, it is like New Home, Owners only used for 2 months. Offers over 3,700 square feet of refined living in one of Lake Nona’s most sought-after gated golf communities. Featuring five bedrooms, five full bathrooms, and a thoughtfully designed open floor plan, this residence is ideal for both entertaining and everyday comfort. This sought-after Oakmont floor plan features a gourmet kitchen designed for the culinary enthusiast and a bright, open-concept layout ideal for both everyday living and entertaining. The expansive dining and family room combination is accented by sliding glass doors that open to a covered patio with serene pond views. The owner’s suite is conveniently located on the first floor, offering privacy and ease of living. It boasts a massive walk-in closet with dual entry—one from the primary bedroom and another from the oversized laundry room. Upstairs, the fifth bedroom features an en-suite bathroom and sliding glass doors leading to a large walk-out balcony. A spacious media/flex room provides endless possibilities, perfect for a home theater, game room, or additional entertaining space. Enjoy resort-style living with access to Eagle Creek’s premier amenities, including an 18-hole championship golf course, fitness center, swimming pool, tennis courts, and playgrounds. Ideally situated just minutes from Orlando International Airport, the VA Hospital, and Lake Nona Medical City, with convenient access to shopping, dining, and top-tier healthcare. Plus, world-famous attractions such as Walt Disney World and Universal Studios are only about a 25-minute drive away. This exceptional home offers the perfect blend of luxury, location, and lifestyle. Schedule your private tour today and experience Eagle Creek living at its finest. Motivated Seller.

13333 Oakenshaw Lane, Orlando

$1,047,000
7 Beds 5 Baths O6429041 MLS
**BRISTOL PARK** Luxury Pool Home on a Rare ½-Acre Lot in Dr. Phillips, Orlando! Privacy, space, and an exceptional location come together in this stunning Bristol Park residence. Situated on a rare ½-acre homesite with peaceful wooded views, this impressive 7-bedroom, 5-bathroom home with office/flex space delivers the perfect blend of luxury, comfort, and functionality. Featuring solid BLOCK construction, updated flooring, renovated bathrooms, and an ideal indoor-outdoor living design, this home is perfect for families, entertainers, and those seeking multi-generational living. From the moment you arrive, the beautifully landscaped lot, paver driveway, and side-entry three-car garage create impressive curb appeal. Step inside to a grand foyer leading to elegant formal living and dining areas with decorative columns, tray ceilings with accent lighting, and beautiful chandeliers. The open-concept layout features soaring ceilings, abundant natural light, tile flooring, a stunning stone accent wall with fireplace, and expansive sliding glass doors showcasing the private backyard oasis. The gourmet kitchen is designed for entertaining with shaker-style cabinetry, granite countertops, stainless steel appliances, built-in oven and microwave, and ample pantry storage. The spacious first-floor primary suite provides a private retreat with a large walk-in closet, direct pool access, and a spa-inspired bathroom featuring dual vanities, a jetted soaking tub, and a walk-in shower with bench seating. A separate first-floor guest suite with a private full bathroom, garage access, and convenient connection to the laundry room and kitchen provides the perfect space for an in-law suite, guests, or a private office area. Additional first-floor bedrooms feature generous walk-in closets, while the second floor includes a versatile loft, two bedrooms, and a Jack-and-Jill bathroom. Enjoy year-round Florida living in your private backyard paradise featuring a screened-in pool and spa, covered lanai, bar-top seating, and serene wooded views. Bristol Park residents enjoy community amenities including basketball and pickleball courts. Ideally located in Dr. Phillips near top-rated schools, Bay Meadows Elementary, Restaurant Row, Walt Disney World, Universal Orlando Resort, Orlando International Airport, and major highways including I-4, this exceptional Orlando luxury home combines location, lifestyle, and convenience. Schedule your private showing today!

9374 Wickham Way, Orlando

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