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

$999,000
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
$999,000
5 Beds ⋅ 3 Baths ⋅ O6419823 MLS
College Park charm, wrapped in personality, style, and the kind of everyday convenience people move here hoping to find. Just four doors from Starbucks and Publix, this 4 bedroom, with an office (or 5th bedroom), 3 bathroom home offers approximately 3,000 square feet of inviting living space in one of Orlando’s most established and sought-after neighborhoods. From the moment you step inside, the home feels layered, collected, and full of life. Arched windows, plantation shutters, engineered hardwood floors, a wood burning fireplace, designer wallpaper, warm brass accents, and thoughtfully chosen finishes give each space a sense of character you simply cannot mass produce. The living spaces feel both polished and personal, with room to gather, linger, host dinner, curl up by the fire, or settle into the rhythm of College Park living. The kitchen is bright, functional, and beautifully updated with quartz countertops, white cabinetry, stainless appliances, subway tile, generous storage, and a large island that anchors the heart of the home. Just beyond it, the breakfast nook feels like the kind of sunny corner where coffee runs long and weekends start slowly. The dining room brings the drama in the best way, with Rifle Paper wallpaper, open shelving, and a transportive, dinner-party-ready feel. With five bedrooms and three bathrooms, the floor plan offers flexibility for guests, work-from-home space, playrooms, hobbies, or multigenerational living. The downstairs bath was remodeled with Serena & Lily wallpaper and warm modern finishes, adding another layer of style and charm. Out back, the large yard and covered patio create a true extension of the home, with space for grilling, entertaining, gardening, pets, play, or quiet evenings outside. A natural gas hookup is available for the patio grill. As someone who has lived in College Park for over a decade, including right across the street, I can tell you there is something truly special about this pocket of the neighborhood. Located within the Lake Ivanhoe District area of College Park, this home offers that rare blend of walkability, established charm, and everyday convenience, just minutes from Lake Ivanhoe, Edgewater Drive, Downtown Orlando, AdventHealth, Lake Highland Prep, and Bishop Moore. College Park is ideal for buyers who want charm, walkability, local restaurants, coffee shops, parks, everyday convenience, and a true neighborhood feel close to the center of Orlando. It is a neighborhood for people who want more than a house. They want a lifestyle, a routine, a favorite coffee spot, and a place that feels connected. Currently zoned for Princeton Elementary School, this home offers the rare College Park combination of space, updates, personality, a generous backyard, and an incredibly convenient location.

533 W Yale Street, Orlando
$999,000
4 Beds ⋅ 4 Baths ⋅ O6418841 MLS
Luxury Lakeview Living in the Heart of Dr. Phillips! Nestled behind the gates of Lakeside at Toscana, this stunning 4-bedroom, 3.5-bath contemporary home offers breathtaking lake views, nightly Disney fireworks, and an exceptional location just minutes from Universal Orlando Resort, Epic Universe, SeaWorld, Walt Disney World, and Orlando’s famed Restaurant Row, known for its world-class dining and entertainment. The home also enjoys close proximity to premier golf courses, upscale shopping, and Orlando International Airport, approximately 30 minutes away. Available furnished or unfurnished, the residence features a private elevator servicing all three levels, elegant marble-look porcelain tile throughout, and beautifully landscaped grounds accented by bamboo and palm trees. The first floor includes a guest suite or office, a media area with an 85-inch Sony TV and theater seating, and access to a private paver patio. The second floor showcases an open-concept kitchen with premium cabinetry, granite countertops, a gas cooktop, pot filler, and a butler’s pantry, flowing seamlessly into the family room with an electric fireplace and a balcony overlooking the lake. The top floor serves as a private retreat, featuring the luxurious primary suite with its own balcony, spa-inspired bath, and oversized walk-in closet, along with two additional bedrooms connected by a Jack-and-Jill bath. Residents enjoy resort-style community amenities, including a clubhouse, swimming pool, fitness center, and lakeside fire pit. Combining luxury finishes, spectacular views, and one of Orlando’s most desirable locations, this exceptional home offers the very best of Dr. Phillips living.

7661 Toscana Boulevard, Orlando
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