MLS Listings for Sale in Isleworth, FL

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ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Presenting a magnificent Isleworth golf front estate with sweeping lake views, perched above holes #2 and #9 and Lake Chase, combining a completely reimagined interior with designer elegance and modern grand style. With no neighbors on three sides, this stunning home offers a unique combination of privacy mixed with rare golf and water vistas. Home recently underwent a major “spare no expense” remodel by McNally Construction and design by Debby Dearth of McNally Design using the highest quality materials combining the latest designs with timeless Mediterranean architecture. Enter to an impressive foyer and Great Room with soaring 20-foot ceilings above and basket weaved marble a

$5,325,000

4 beds5.5 baths6,424 sq ft

5243 Isleworth Country Club Dr, Windermere, FL 34786

Lake views • Major remodel • Vaulted ceilings

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Tucked within the gates of Isleworth Golf Community and Country Club lies a residence that feels more like a private lakeside retreat than a home. Here, more than 7,000 square feet of elegance unfolds across a premium homesite on the shores of Lake Butler, where the water is clear, the sandy beach is pristine, and the sunsets spill across the horizon in dazzling color every evening. The moment you step inside, the story begins with a grand foyer — ceilings soaring high above, delicate moldings tracing every line, and crystal chandeliers casting a warm, inviting glow. From there, each room flows gracefully into the next: a formal living space framed by expansive windows that draw your

$5,900,000

5 beds5 baths7,491 sq ft

9826 Laurel Valley Dr, Windermere, FL 34786

Sandy beach • Premium homesite • Grand foyer

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Stunning golf and lake views and beautifully updated grounds are hallmarks of this elegant Isleworth estate. Nestled along the front nine overlooking Isleworth’s 2nd fairway and beautiful Lake Chase, this two-story home spans more than 4,800 square feet and features modern finishes throughout. Beautiful porcelain tile travels throughout the main level from the spacious living room with an oversized modern built-in featuring slate stonework and lit shelves. The spacious master suite features a large sitting area and an en-suite bathroom with dual vanities, a walk-in closet, modern soaking tub and separate walk-in shower. Completing the main level are the home office, formal dining room

$3,800,000

3 beds3.5 baths4,751 sq ft

9648 Mccormick Pl, Windermere, FL 34786

Golf views • Lake views • Modern finishes

3D & VIDEO TOUR

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and mo

$14,250,000

5 beds5.5 baths9,511 sq ft

5525 Isleworth Country Club Dr, Windermere, FL 34786

Golf front home site • Custom swimming pool • Putting green

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Within the gates of the renowned Isleworth Golf & Country Club, this beautiful lakefront estate captures the essence of timeless luxury and gracious living. Poised on the shores of Lake Bessie, the 5,548 square-foot residence unfolds across two levels, designed to frame sweeping water views and create effortless spaces for both grand entertaining and quiet retreat. The upper level greets guests with custom French entry doors that flow into the open formal living and dining rooms, perfectly designed for gatherings. The kitchen is spacious and inviting, offering casual dining and seamless access to the main living areas. A richly appointed library adds warmth and refinement, while two e

$4,900,000

5 beds4.5 baths5,548 sq ft

5036 Latrobe Dr, Windermere, FL 34786

Spacious kitchen • Lakefront estate • Oversized windows

Property at 9731 Chestnut Ridge Dr, Windermere, FL 34786, 4 beds, 4 baths

$3,400,000

4 beds4 baths4,877 sq ft

9731 Chestnut Ridge Dr, Windermere, FL 34786

Property at 5074 Isleworth Country Club Dr, Windermere, FL 34786, 5 beds, 6.5 baths

$7,995,000

5 beds6.5 baths6,937 sq ft

5074 Isleworth Country Club Dr, Windermere, FL 34786

Property at 5199 Latrobe Dr, Windermere, FL 34786, 5 beds, 6.5 baths

$5,494,000

5 beds6.5 baths4,665 sq ft

5199 Latrobe Dr, Windermere, FL 34786

Property at 6120 Payne Stewart Dr, Windermere, FL 34786, 4 beds, 4.5 baths

$2,799,000

4 beds4.5 baths3,636 sq ft

6120 Payne Stewart Dr, Windermere, FL 34786

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ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Dr. Phillips Isle of Osprey. Custom lakefront home with beautiful panoramic views of Lake Blanche. The moment you enter, you are welcomed by the 2-story view of the rock accent pool with waterfall and sparkling lake! This home features 6 ensuite bedrooms (primary and two on the first floor and 3 on the second floor). The grand 2-story stone staircase gently ascends to an iron balcony overlooking the living room under a beamed rotunda ceiling! The kitchen and family room are open and also feature a wet bar, walk in pantry, commercial grade appliances, fireplace and corner sliding doors that open up to the spacious lanai with summer kitchen. Near the primary suite is a spacious office and exe

$4,899,000

6 beds7.5 baths8,267 sq ft

5417 Osprey Isle, Orlando, FL 32819

0.91 acre lot • $291 HOA • 5 garage spots

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Welcome to this beautifully maintained 4-bedroom, 2-bath home in the highly sought-after Dr. Phillips community! Nestled in a quiet, well-established neighborhood, this residence offers stunning curb appeal and a thoughtfully designed split-bedroom layout. Inside, you'll find an upgraded kitchen with rich wood cabinetry, granite countertops, and newer stainless steel appliances, perfect for cooking and entertaining. Three of the bedrooms feature brand-new vinyl flooring, adding modern style and comfort. Step outside to enjoy the private, fenced-in backyard with a screened and covered lanai, ideal for relaxing or hosting gatherings year-round. This is a rare opportunity to own a charming, mo

$499,900

4 beds2 baths1,849 sq ft

6135 Hardrock Cir, Orlando, FL 32819

0.28 acre lot • 2 garage spots • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
This traditional farmhouse blends Old Florida charm with everyday comfort — a rare opportunity in the heart of Windermere. Full of character inside and out, the home sits on an elevated corner lot, offering room to play and beautiful curb appeal. A welcoming front porch invites you to slow down, relax, and enjoy the neighborhood setting. Step inside to original wood floors that extend throughout the main living areas, enriching the home with warmth and timeless appeal. The family room centers around a charming wood-burning fireplace, surrounded by newly installed windows (2020) that fill the space with natural light. French doors open to a large screened porch — an ideal spot fo

$895,000

4 beds3 baths2,410 sq ft

299 W 4th Ave, Windermere, FL 34786

0.38 acre lot • 3 garage spots • Car-dependent

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Appraisal in Hand! A Golfer’s Dream… Anyone’s Dream! This extraordinary estate sits on one of the most coveted lots in Arnold Palmer’s Bay Hill Golf & Country Club, overlooking holes #4, #5, and the iconic televised #6 with its shimmering water views. Words cannot capture the beauty, serenity, and prestige of this setting. Completely reimagined with luxury and comfort in mind, this 5,822 sq. ft. home offers 5 bedrooms, 4.5 baths, a home theater, game room, executive office, and a chef’s kitchen with dual refrigerators, three dishwashers, and a Miele coffee system. The outdoor retreat (renovated in 2022) features travertine decking, a resort-style pool an

$2,797,000

5 beds4.5 baths5,822 sq ft

5558 Brookline Dr, Orlando, FL 32819

0.42 acre lot • $93 HOA • 4 garage spots

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Stunning Golf-Front Luxury in Keene’s Pointe! Welcome to 6047 Blakeford Drive—an impeccably remodeled 4-bedroom, 4-bath residence offering 4,156 sq. ft. of A/C living space and 6,230 sq. ft. under roof. Perfectly situated along the renowned Jack Nicklaus Signature Golf Course, this home blends timeless elegance with modern comfort in one of Windermere’s most sought-after communities. Step inside to discover an open, light-filled floor plan with new luxury vinyl flooring, custom lighting, and fresh paint inside and out. The chef’s kitchen has been completely redesigned with custom cabinetry, top-of-the-line Miele appliances, and a striking quartzite island and backspl

$1,979,000

4 beds4 baths4,156 sq ft

6047 Blakeford Dr, Windermere, FL 34786

0.39 acre lot • $283 HOA • 2 garage spots

3D WALKTHROUGH

ABOUT THIS HOME
MLS Listings for Sale in Isleworth, FL
Experience all that life has to offer in this magnificent custom-built Mediterranean estate in the exclusive guard-gated Emerson Pointe of Dr Phillips. From the circular foyer with polished marble floors, soaring ceilings, intricate trim, and a grand spiral staircase, every detail showcases refined craftsmanship and timeless elegance. Designed for entertaining, the main level centers around an impressive gathering room and a showstopping chef’s kitchen. A glass-front wine cellar sets the tone, while the gourmet space features professional stainless appliances, including a 6-burner gas range, integrated double refrigerator, wine cooler, ice maker, cooling drawers, and an oversized gran

$2,190,000

5 beds6 baths5,838 sq ft

5750 Emerington Cres, Orlando, FL 32819

0.29 acre lot • $376 HOA • 3 garage spots

Property at 11019 Ullswater Ln, Windermere, FL 34786, 5 beds, 4.5 baths

$2,495,000

5 beds4.5 baths5,916 sq ft

11019 Ullswater Ln, Windermere, FL 34786

Property at 5110 Pine Top Pl, Orlando, FL 32819, 5 beds, 4 baths

$908,000

5 beds4 baths3,248 sq ft

5110 Pine Top Pl, Orlando, FL 32819

Property at 6064 Masters Blvd, Orlando, FL 32819, 4 beds, 3.5 baths

$1,575,000

4 beds3.5 baths3,766 sq ft

6064 Masters Blvd, Orlando, FL 32819

Property at 9310 Isleworth Gardens Dr, Windermere, FL 34786, 3 beds, 4 baths

$3,700,000

3 beds4 baths4,333 sq ft

9310 Isleworth Gardens Dr, Windermere, FL 34786

Property at 101 Lee St, Windermere, FL 34786, 5 beds, 4 baths

$1,550,000

5 beds4 baths4,186 sq ft

101 Lee St, Windermere, FL 34786

Property at 5311 Bay Side Dr, Orlando, FL 32819, 5 beds, 4 baths

$920,000

5 beds4 baths3,207 sq ft

5311 Bay Side Dr, Orlando, FL 32819

Property at 6018 Tarawood Dr, Orlando, FL 32819, 6 beds, 7 baths

$2,850,000

6 beds7 baths5,825 sq ft

6018 Tarawood Dr, Orlando, FL 32819

Property at 4812 Alexandra Garden Ct, Windermere, FL 34786, 3 beds, 4 baths

$3,699,000

3 beds4 baths4,262 sq ft

4812 Alexandra Garden Ct, Windermere, FL 34786

Property at 5826 Masters Blvd, Orlando, FL 32819, 4 beds, 3 baths

$1,320,000

4 beds3 baths3,092 sq ft

5826 Masters Blvd, Orlando, FL 32819

Property at 5329 Foxshire Ct, Orlando, FL 32819, 4 beds, 3 baths

$899,900

4 beds3 baths3,189 sq ft

5329 Foxshire Ct, Orlando, FL 32819

Property at 311 E 8th Ave, Windermere, FL 34786, 5 beds, 4 baths

$1,660,000

5 beds4 baths3,805 sq ft

311 E 8th Ave, Windermere, FL 34786

Property at 6533 Cartmel Ln, Windermere, FL 34786, 4 beds, 3.5 baths

$1,398,888

4 beds3.5 baths3,751 sq ft

6533 Cartmel Ln, Windermere, FL 34786

Property at 6036 Greatwater Dr, Windermere, FL 34786, 4 beds, 4.5 baths

$2,145,000

4 beds4.5 baths4,013 sq ft

6036 Greatwater Dr, Windermere, FL 34786

Property at 5727 Emerington Cres, Orlando, FL 32819

$1,995,000

— beds— baths— sq ft

5727 Emerington Cres, Orlando, FL 32819

Based on information submitted to the MLS GRID as of Tue Nov 11 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

MLS Listings for Sale in Isleworth

There are currently 9 mls listings for sale in Isleworth at a median listing price of $5.41M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Isleworth stay on the market for 94 days. Popular neighborhoods include Metro West, Sand Lake Hills, South Bay, International Drive Area, and Keenes Pointe. This map is refreshed with the newest listings in Isleworth every 15 minutes.

In the past month, 2 homes have been sold in Isleworth. Find your dream home in Isleworth using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Isleworth are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Isleworth. If you're looking to sell your home in the Isleworth area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Isleworth with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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