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.

< Back to all Homes for Sale in Orlando, FL

Be the First to Know About New Orlando Homes

Stay ahead with real-time updates — no searching required.

See Homes Before Everyone Else

Orlando Real Estate Map Search

All Homes for Sale with a Pool in Orlando, FL

$1,750,000
5 Beds 5 Baths O6430588 MLS
Welcome to a piece of art on the hart of Dr Phillips , a distinctive Spanish-Mediterranean residence conceived as an expression of art, architecture, and lifestyle. Designed for those who appreciate refined taste, timeless beauty, and thoughtful craftsmanship, this unique property blends classical character with modern comfort. From the manicured landscaping and Tuscan-inspired façade to the impressive entry with stone and marble accents, every detail introduces the home’s elegant and highly individual personality. Inside, a dramatic two-story foyer showcases soaring ceilings, graceful arches, a sculptural cascading chandelier, and an elegant staircase with ornate iron railings and rich wood detailing. A striking marble-clad fireplace anchors the main living room, while an additional electric fireplace enhances the guest room. Expansive windows fill the interior with natural light and frame the mature oak trees surrounding the property, creating the feeling that the wooded landscape flows naturally into the home. The residence offers five generously sized bedrooms, including two suites on the main level, along with beautifully renovated bathrooms. The spacious primary suite provides direct access to the pool area, a remodeled spa-inspired bathroom, and two separate walk-in closets offering individual dressing and storage spaces. Statement chandeliers, crown molding, high ceilings, natural-stone inlays, wood flooring, porcelain tile, and custom architectural details reinforce the home’s timeless appeal. The expansive kitchen combines classic cabinetry, dark stone countertops, decorative millwork, a built-in cooking area framed by stone accents, stainless-steel appliances, abundant storage, and an open connection to the light-filled family room. Multiple living and dining spaces provide exceptional flexibility for everyday comfort, formal gatherings, and entertaining. Outdoor living is equally impressive. The large screened pool and heated spa are embraced by mature oak trees, providing privacy, shade, and a peaceful connection to nature. The property also features an outdoor kitchen, multiple grilling areas, an outdoor shower, a covered veranda with a fireplace, a side porch, and an additional paved courtyard—creating several inviting spaces for dining, relaxing, and gathering throughout the year. Additional highlights include a three-car side-entry garage, electric-vehicle charging station, workshop area in the garage, balcony, irrigation system, private outdoor spaces, and generously proportioned rooms throughout. Located within 24-hour guard-gated Phillips Landing community, residents enjoy playgrounds, tennis and basketball courts, and lake amenities. Conveniently situated near Restaurant Row, shopping, major highways, theme parks, and many of Orlando’s most desirable destinations, this remarkable residence offers an exceptional combination of classical beauty, artistic expression, privacy, and modern Florida living. Residents also enjoy access to a scenic community fishing pier overlooking Big Sand Lake, offering beautiful sunset views and nightly Orlando theme park fireworks. More than a residence, 8826 Southern Breeze Drive is a rare and memorable concept of art and lifestyle—an exceptional property for those who value refined design, distinctive details, and a home with true character.

8826 Southern Breeze Drive, Orlando

$1,750,000
5 Beds 4 Baths O6431824 MLS
Pre-Construction. To be built. A rare opportunity to create a truly custom luxury home in one of College Park's most sought after locations. Situated on a quiet, tree-lined brick street, this offering combines the craftsmanship of Deep Roots Construction with the flexibility to design a home tailored specifically to your lifestyle. The featured plan showcases owner's choice of five bedrooms or four bedrooms plus private office, three and one-half baths, a bonus room, two car garage, pool with spa, and a spacious great room with soaring vaulted ceilings and a fireplace. Thoughtfully designed with timeless architecture and exceptional attention to detail, the home embraces classic character and warmth while incorporating today's most desirable luxury finishes and amenities. Unlike a traditional spec home, this residence has not yet been built, allowing the purchaser to personalize the floor plan, architectural style, selections, and finishes to create a home uniquely their own. Whether you envision expanding the living space, modifying the layout, or designing an entirely different home, the possibilities are yours. Enjoy the best of College Park living just moments from Dartmouth Park, scenic walks around Lake Adair, neighborhood restaurants and shops along Edgewater Drive, and the nearby Packing District featuring the YMCA, Orlando Tennis Centre, dining, and entertainment. Downtown Orlando, AdventHealth, Winter Park, and I-4 are all just minutes away. A truly exceptional opportunity to build a one-of-a-kind custom home in one of Orlando's most established and desirable neighborhoods.

1210 W Yale Street, Orlando

$1,750,000
5 Beds 5 Baths S5154870 MLS
Luxury 5 Bedrooms and 5 Full Bath (including a First and Second Floor Owners Suite), Resort Style Backyard with fenced privacy includes a DELUXE CUSTOM POOL & raised SPA with Waterfall, Color-Changing LED lighting and AUTOMATION System, and GAS POOL WATER HEATER. Extended Cover lanai is an entertainer's dream featuring a full summer Kitchen with gas cooktop, BBQ Grill, double refrigerators, draft beer system, dishwasher, pool bath and mounted TV. Interior highlights include a WINE ROOM with Refrigerator and fingerprint access, designer walls with integrated lighting, crystal chandeliers, custom wood pantry and closet systems, and upgraded finishes in every bedroom. GOURMET KITCHEN with Elegant Raised Panel Cabinetry. Enjoy the Extended ISLAND with Storage, Granite Counters, BACKSPLASH, Butler Pantry with Sink & LARGE WALK-IN Pantry. Just sit on your EXTENDED COVERED PATIO and enjoy the Florida Lifestyle! The Convenient POOL BATH Opens to Lanai! Office with French Doors and Formal Dining Room are off Foyer. Double Doors Lead to Perfect FIRST FLOOR In-Law Suite complete with Sitting Area and PRIVATE Bath with SHOWER! Beautiful WOOD STAIRS with Tile Risers (Easy Maintenance) lead to the 2nd Floor Owners Suite! Double Doors open to Sitting Area. To the Left is SPACIOUS Bedroom with Morning Bar with Wine Fridge – great to have Morning Coffee or Evening Beverages! HUGE Spa Bath features Double Sinks, Extended Counters, Large Shower, Garden Tub and TWO Walk-In Closets! Bedrooms #2 and #3 share a Jack and Jill Bath with SHOWER. Bedroom 4 has Private Bath with SHOWER. Oversized Laundry Room with Sink completes the 2nd Floor. Outstanding UPGRADES include: Crown Molding, 8’ Doors, 7” Base Molding, Tray Ceilings, GUTTERS, Ample storage throughout the house and in the 3 1/2 car garage, including custom over garage door storage, maximizes use and functionality. Ceiling fans throughout, Additionally Upgraded TROPICAL and PRIVACY Landscaping DISNEY is moments away! Plus, LOW HOA and convenient to Shopping, Dining and 429! Zoned for TOP Schools - Castleview Elementary (Short walk) and Horizon West Middle and WINDERMERE High School!

9443 Royal Estates Boulevard, Orlando

Start Your Search

The data relating to real estate for sale on this website appears in part through the SMARTMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SMARTMLS through a licensing agreement. Listing information is from various brokers who participate in the SMARTMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc.