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

$1,589,000
5 Beds ⋅ 5 Baths ⋅ O6404927 MLS
Some homes are beautiful; others change the way you live. A first-floor primary suite. A downstairs secondary guest suite. A pool with outdoor kitchen. That's a hard combination to find in College Park Built by LUIH, this 5-bedroom, 4.5-bath home offers over 3,400 square feet, a private pool, and a layout designed for the way people live today. The main living area is filled with natural light, thanks to oversized windows and expansive pocket glass sliders that open the home to the covered lanai and pool. Inside, designer lighting steals the show, adding warmth, character, and just the right amount of drama to every room. The first-floor primary suite offers privacy and convenience, while a second downstairs bedroom features its own ensuite bath and walk-in closet- perfect for guests, multigenerational living, or a dedicated home office. The laundry room is also located on the first floor. Upstairs, you'll find three additional bedrooms and a spacious loft that works well as a media room, playroom, or second living area. Step outside to your private pool and covered lanai, creating an easy extension of the living space and making Florida living feel effortless. Located just minutes from Edgewater Drive, you'll be close to College Park's favorite restaurants, coffee shops, parks, AdventHealth, Downtown Orlando, and Winter Park. Brand-new construction. First-floor primary suite. First-floor guest suite. Private pool. Designer finishes. Right in the heart of College Park.

2925 Oberlin Avenue, Orlando
$1,579,000
8 Beds ⋅ 8 Baths ⋅ O6371463 MLS
OWN THIS LUXURY VACATION HOME in Orlando’s hottest short-term rental gated community, Paradiso Grande by Park Square Homes, located in the heart of International Drive. This FULLY FURNISHED and PROFESSIONALLY DECORATED 8-bedroom, 8-bathroom pool home offers 3,266 square feet of beautifully designed living space, created to deliver both an exceptional guest experience and strong rental performance. Existing bookings are already in place, creating immediate income potential! LOCATION, LOCATION, LOCATION. Just 10 minutes from Universal Studios, 8 minutes from Epic Universe, 1 minute from SeaWorld and Discovery Cove and 12 minutes from Walt Disney World, this home sits in one of Central Florida’s most desirable short-term rental corridors. The open-concept main floor features a spacious living and dining area, a fully equipped gourmet kitchen, and two bedrooms including a first-floor king suite. The garage has been converted into a private home theater, while the private pool area with covered dining space and outdoor TV creates the perfect space to unwind after a day at the parks. A 220-volt electric vehicle charger adds modern convenience. Upstairs offers six additional bedroom suites, a large entertainment loft with TV, PS5, arcade games and air hockey, plus a full laundry room, making this home ideal for families and groups. Paradiso Grande features a resort-style clubhouse, pool, lazy river, fitness center, game room and walking trails, delivering a true vacation experience for guests and owners. Airbnb and VRBO approved, this property offers the perfect combination of location, amenities and income potential. Don’t miss the opportunity to secure your place in one of Orlando’s fastest-growing luxury vacation communities. Schedule your showing Today!

6271 Sand Skipper Road, Orlando
$1,575,000
3 Beds ⋅ 4 Baths ⋅ O6416350 MLS
Offered for the first time ever, this extraordinary Lake Davis estate presents a once-in-a-generation opportunity to own one of downtown Orlando's most iconic waterfront properties. Designed by renowned architect Richard Boone Rogers and built by H. J. High Sr., this remarkable residence has remained in the same family since its construction in 1938 - a true testament to its enduring quality, character, and significance. Situated on a rare double lot with approximately 100 feet of frontage and one of the highest elevations on coveted Lake Davis, the 3-bedroom, 2 full and 2 half-bath home offers breathtaking lake and downtown Orlando skyline views, along with a history of never flooding. Thoughtfully designed to maximize its exceptional setting, nearly every room enjoys picturesque views of the lake, skyline, or beautifully landscaped grounds. Rich in character and timeless architectural details, the home showcases unique arched ceiling details on the upper level, a wood-burning fireplace, and expansive living spaces filled with natural light. Adjacent to the kitchen, an original wood bar dating back to the home's construction remains beautifully preserved, offering a rare glimpse into the home's history and serving as a distinctive focal point for entertaining. The incredible Florida room, located just off the living room, serves as a sitting room or office with views of the backyard, Lake Davis, and the downtown skyline. Double-paned insulated windows enhance comfort and efficiency while preserving the home's classic charm. The true primary suite offers a private roof top retreat with lake views, a walk-in closet, and an en-suite bath featuring double vanities. Expansive indoor and outdoor living spaces flow seamlessly to multiple entertaining areas, including a covered lanai with bar, a resort-style pool, beautifully landscaped grounds, and an oversized rooftop balcony perfect for enjoying lake breezes, skyline sunsets, and sweeping panoramic views. The oversized 100-foot-wide double lot presents endless possibilities to enjoy the home as it is, thoughtfully renovate, expand, or create a future legacy estate. With more than 88 years of continuous family ownership, exceptional outdoor living, architectural pedigree, and one of Lake Davis' most coveted settings, this is a rare opportunity to own a truly special piece of Orlando history. Schedule your private showing today and experience it for yourself.

830 Lake Davis Drive, Orlando
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