Isleworth Homes for Sale

Isleworth Properties for Sale

Our website features the best Isleworth real estate search for homes, condo, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Isleworth Properties for Sale

Curious about what’s happening in the Isleworth real estate market? Sign up for a  Isleworth Real Estate Market Report to see what’s active, under contract, and sold!

Newest Isleworth Properties for Sale

$3,475,000
5 Beds 4.5 Baths Isleworth SubDv. 34786 Zip Code
SPECTACULAR LAKE AND GOLF COURSE VIEW. 5 BEDROOM 4 ½ BATH LUXURY HOME (5TH BR CAN BE MEDIA/BONUS ROOM) LOCATED IN THE PRESTIGIOUS WINDERMERE GATED GOLF COMMUNITY OF ISLEWORTH. The beautiful oak tree lined street leads to a cul-de-sac providing a peaceful setting with minimal traffic. This house has had many updates including a KITCHEN REMODEL that includes STAINLESS STEEL APPLIANCES, CUSTOM MADE CABINETRY, TWO DISHWASHERS TWO WARMING DRAWERS, A SCOTSMEN ICEMAKER, A SUB-ZERO REFRIGERATOR AND ISLAND WITH VEGTABLE SINK, STONED FIRE PLACE. The master bath was recently updated with ITALIAN MARBLE TILE, a RAIN SHOWER, handheld shower, and a BEAUTIFUL SOAKING TUB. PELLA WINDOWS were installed throughout, with NEW DOORS. All bedrooms are large and have walk-in closets. A paradise worthy view out of the rooms to a tropical gas HEATED POOL and WATERSLIDE, with two WATERFALLS – just amazing to see! The listing includes a patio off the master with a HOPE SPRING LUXURY SPA THAT RETAILS FOR $22,000. The pool was just resurfaced. Large covered porch gives plenty of room for entertaining. The property has a termite bond and pest control, rain gutters, irrigation system, fenced in back yard with gates, TWO WATER HEATERS, TWO HVAC UNITS, paver circular driveway with a side facing 3 car garage with RACEDECK FLOORING, attic stairs, large laundry room with tub and closet. The community includes the GORGEOUS ISLEWORTH COUNTRY CLUB, AN 89,000 SQ FT FACILITY named a Top 100 Platinum Club of the World, with social, tennis, and golf memberships available. Security is 24 hours a day at both the gate and moving throughout the property, in addition to perimeter wall and electronic surveillance. It boasts a championship golf course, tennis center, playground, boat dock and launch. The neighborhood is home to many professional athletes, physicians, attorneys, and business professionals. Residents enjoy biking, jogging, kayaking and boating. THIS HOME OVERLOOKS BRENDA LAKE ON #12 and #13 of the RENOWNED CHAMPIONSHIP GOLF COURSE, which is currently receiving a redesign. You cannot beat this location. It is 3 minutes to a grocery store and shopping, 10 minutes to Dr. Phillips Restaurant Row with 100 or more restaurants, Universal Orlando, and Walt Disney World. Only 25 minutes to Orlando International Airport. Located 90 miles from Tampa-St. Petersburg, and only 50 minutes to the coast. Schools in the area are Windermere Elementary, Chain of Lakes Middle, and the top-rated Olympia High School. See attached list of updates in MLS.

5138 Fairway Oaks Drive, Windermere

$8,650,000
5 Beds 7.5 Baths Isleworth SubDv. 34786 Zip Code
Presenting one of Isleworth’s most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of the world’s most prestigious private golf club communities. This palatial estate offers a stunning mix of stately elegance and classic grandeur - and has been just reimagined with new custom touches throughout and topped with a brand-new roof. Enter the stylish foyer and be greeted with marble flooring, graceful millwork, a grand staircase, and an upstairs landing with beautiful iron railings to accentuate a majestic showplace beyond. Impressive floor-to-ceiling windows in the two-story living room, a thick and detail-crafted marble mantel fireplace, and rich wood flooring highlight the distinctive custom features found throughout. The sumptuous master retreat offers a luxurious haven, adorned with ornate refinement and French doors and shutters that reveal a private terrace. The master bath features an expansive closet, new and refreshed vanities, a new separate steam shower with scents, and a beautifully crafted giant roman spa-inspired shower room with jetted tub as a centerpiece. A colonnade hall spans the first floor of the estate, spanning from the primary retreat to the expansive dining room. A central family activity space is a favorite spot for homework, crafts, and activities. The well-appointed chef’s kitchen with large island, double sinks, gas cooktop with hood and pot filler, built-in refrigerator, and premium appliances are ready to satisfy every culinary desire. An espresso bar with beverage station and separate butler’s pantry are perfectly suited for entertaining or everyday use. The casual family dining room and family room are both generous in size and are bathed in natural sunlight. Glass sliders reveal a sizable, covered patio with stone flooring and summer kitchen with grill and hood, offering direct access to the massive resort-style pool, half-basketball court, and the manicured grounds. Upstairs are four ensuite bedrooms including a junior master, Hollywood-style home theater with bar, balcony access, second laundry room, and second staircase. Home also features an elevator for effortless second-floor access, child’s playroom and gym. Other recent upgrades include many technological updates. Furniture is negotiable. Located in the ultra-secure “Butler Side” of Isleworth featuring private gates and very limited access. The 600-acre Isleworth community, surrounding the Butler Chain of Lakes, is a residential enclave that sets the standard of excellence for Central Florida living. On-site home services are available for a carefree lifestyle. Isleworth Golf and Country Club, which is located within the community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World offering the ultimate in amenities and concierge living.

5507 Worsham Court, Windermere

$4,250,000
5 Beds 4.5 Baths Isleworth SubDv. 34786 Zip Code
Newly priced and offering unparalleled convenience of a turnkey home with beautiful furnishings including a player piano. This exquisite estate sits along the front nine of Isleworth’s championship golf course, providing breathtaking views of Hole 6. Boasting 6,115 square feet of meticulously curated living space, this home ensures a seamless transition for its fortunate new owner. Custom ceilings, travertine floors adorned with intricate tile inlays, and meticulously crafted stone columns are just a few of the distinctive features that adorn this residence. The grandeur of the formal living room is accentuated by its soaring 20-foot ceiling, complemented by a magnificent chandelier and a stately stone fireplace. The heart of the home lies within the chef's kitchen, where custom cabinets, professional-grade appliances, and granite countertops converge to create a culinary haven. A beautiful groin-vault ceiling adds to the allure while allowing direct access to both the casual dining nook and the formal dining room with a built-in bar for effortless entertaining. The family room, which has an open and airy layout, has a built-in media display and seamless access to the lanai. Retreat to the main-level owner's suite, where a cozy fireplace, dual closets, and a lavish bath await, featuring dual vanities, a walk-in shower, and a luxurious soaking tub enveloped by elegant stone columns. Additional interior highlights include a distinguished home office adorned with knotty pine wood, a versatile bonus room, and a spacious laundry room outfitted with custom cabinetry. Upstairs, the remaining bedroom suites open onto a sprawling balcony, offering panoramic views of the golf course and the sparkling waters of Lake Bessie. Outside, a haven of relaxation awaits, complete with an open-air swimming pool, a private putting green, and ample deck space surrounded by meticulously manicured landscaping. The European-style lanai, with a graceful balustrade, provides the perfect setting for al fresco gatherings and captivating sunsets against the backdrop of the golf course. With its unparalleled blend of luxury, convenience, and breathtaking surroundings, this estate epitomizes the ultimate in golf-front living.

5092 Isleworth Country Club Drive, Windermere

$5,500,000
6 Beds 7.5 Baths Isleworth SubDv. 34786 Zip Code
With gorgeous Classical Revival architecture, this estate sits on a coveted corner lot within the gates of Isleworth Golf & Country Club. Boasting over 10,000 square feet of living space, this residence welcomes you with a grand two-story marble foyer and traditional stone columns that evoke timeless elegance. A gracefully curved staircase guides you into the expansive living room, where marble flooring, a cozy fireplace, and a well-appointed sit-down bar create an inviting ambiance. Oversized windows offer picturesque views of the free-flowing enclosed pool and spa, complete with a charming bridge. The outdoor experience is enhanced by a summer kitchen and a fireplace, ensuring effortless alfresco entertaining. The primary suite is a luxurious retreat that features large sitting area with direct access to the covered pool. The opulent marble bath boasts a soaking tub, two vanities and water closets, while the dual showers fill from a ceiling-mounted spout for an indulgent spa-like experience. A culinary paradise awaits in the gourmet kitchen, where both form and function harmonize effortlessly. Top-tier stainless-steel appliances, a generously sized walk-in pantry, and meticulously crafted custom cabinetry enhance the culinary experience. Designed with a distinct Florida flair that emphasizes seamless indoor/outdoor living, it overlooks the pool and spa, creating an idyllic backdrop for relaxation and entertainment. For those seeking a comfortable workspace, the well-appointed study/office boasts custom-built shelving, warm wood flooring, and a beamed ceiling. Upstairs, a flexible space caters to both gaming and studying needs and comes complete with a convenient wet bar. The home theatre is an inviting sanctuary for movie nights. The generously proportioned secondary bedrooms each feature en-suite bathrooms, ensuring comfort and convenience for all.

5174 Vardon Drive, Windermere

Start Your Search