Features & Amenities

Interior

  • Other Interior Features

    Built-in Features, Cathedral Ceiling(s), Crown Molding, Eat-in Kitchen, High Ceilings, Stone Counters, Vaulted Ceiling(s), Walk-In Closet(s), Wet Bar

  • Total Bedrooms

    5

  • Bathrooms

    4

  • 1/2 Bathrooms

    1

  • Cooling YN

    YES

  • Cooling

    N/A

  • Fireplace YN

    YES

  • Heating YN

    YES

  • Heating

    Central, Zoned

  • Pet friendly

    Breed Restrictions, Yes

Exterior

  • Garage

    Yes

  • Garage spaces

    4

  • Construction Materials

    Block, Stucco

  • Other Exterior Features

    Balcony, Lighting, Outdoor Grill, Outdoor Shower, Rain Gutters

  • Parking

    Circular Driveway, Garage Door Opener, Garage Faces Side, Golf Cart Garage, Attached

  • Pool

    Yes

  • Pool Features

    In Ground, Private

  • Waterfront YN

    NO

  • View

    Lake, Water, Garden, Golf Course, Trees/Woods

Area & Lot

  • Lot Features

    Landscaped, On Golf Course, Paved, Private

  • Lot Size(acres)

    0.93

  • Property Type

    Residential

  • Property Sub Type

    Single Family Residence

  • Architectural Style

    Mediterranean

Price

  • Sales Price

    $4,000,000

  • Tax Amount

    38956.69

  • Sq. Footage

    6, 115

  • Price/SqFt

    $654

HOA

  • Association

    Yes

  • Association Fee

    $2,769

  • Association Fee Frequency

    Quarterly

  • Association Fee Includes

    N/A

School District

  • Elementary School

    Windermere Elem

  • Middle School

    Chain of Lakes Middle

  • High School

    Olympia High

Property Features

  • Association Amenities

    Cable TV, Gated, Playground, Security

  • Foundation Details

    Slab

  • Ownership

    Fee Simple

  • Sewer

    Septic Tank

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Location

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Orange

Elementary School

Windermere Elem

Middle School

Chain of Lakes Middle

High School

Olympia High

Listing Courtesy of Michelle Corbin , ISLEWORTH REALTY LLC

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This exquisite estate, built by Pelligrini Homes, sits along the front nine of Isleworth championship golf course and provides breathtaking views of Hole 6. Boasting 6,115 square feet of beautifully curated living space on an oversized lot, this home has been fully restored to the original esthetics from builder designs. Custom ceilings, travertine floors adorned with intricate tile inlays, and carefully crafted shell stone columns are just a few of the distinctive features that elevate 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 Wolf, Thermador, Bosch and Sub-Zero 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 trimmed 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 maintained 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. This estate epitomizes the ultimate in golf-front living with its unparalleled blend of luxury, convenience, and breathtaking surroundings.

5092 ISLEWORTH COUNTRY CLUB DRIVE

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Priced below appraised value, this extraordinary Windermere estate presents a rare opportunity to enjoy refined lakefront living on the Butler Chain of Lakes. Set along one of the area’s most desirable streets, the residence has undergone more than $350,000 in recent luxurious upgrades, including a reimagined kitchen and fireplace, new windows and doors, upgraded landscape lighting, refreshed landscaping, a freshly painted exterior and a new roof. Completing the offering is a newly constructed $85,000 private dock by Docks of Orlando, delivering direct access to the tranquil waters of Wauseon Bay. Spanning 5,639 square feet, the home showcases thoughtfully curated living spaces designed to capture sweeping views of one of the tranquil stretches of the Butler Chain. A dramatic two-story foyer opens to the formal living area, where expansive sightlines extend to the resort-style pool and spa. These views are beautifully complemented by a striking 650-gallon arched saltwater fish tank that creates a captivating visual connection to the bay beyond. The formal living room is further enhanced by a sculptural paneled feature wall accented with soft ambient lighting, lending an atmosphere of understated elegance. At heart of the home, the gourmet kitchen is sophisticated and functional, featuring a wet bar, wine refrigerator, oversized pantry with a custom swinging door, Wolf and Sub-Zero appliances, quartz countertops, bespoke cabinetry and updated designer lighting. Seamlessly connected is an inviting living space anchored by a dramatic fireplace clad in exotic stone and framed by custom cabinetry with refined wood detailing, creating a warm yet elevated focal point. The newly renovated primary suite on the main level serves as a serene retreat, offering panoramic views of Wauseon Bay. The luxurious en-suite bath is appointed with Christopher Guy lighting, dual vanities, a freestanding soaking tub and a Schonbek Da Vinci chandelier that crowns the space. Also on the first floor are a temperature-controlled wine cellar, a well-equipped laundry room, an additional bedroom and a full bath. A graceful staircase with curved glass railings leads to the second level, highlighted by an impressive 195-square-foot feature wall clad in custom copper patinated iron. The residence also includes a private residential elevator finished with rich wood paneling and a stainless steel SICIS tile floor. The custom cinema is exceptional, showcasing eucalyptus wood millwork, an illuminated glass bar top, Busby cabinetry, generous storage, Sub-Zero appliances, dual under-counter wine refrigerators and plush seating beneath a starlit ceiling. Go onto the expansive private balcony to enjoy sunrise views over the lake, framed by glass railings and finished with AstroTurf flooring. The second floor also offers three additional bedrooms, three full baths and a second laundry room, providing comfort and flexibility for family and guests. Outdoors, the living areas are designed for relaxation and entertaining, complete with a summer kitchen and ample space to enjoy Central Florida lifestyle. For the automotive enthusiast, the three-car air-conditioned garage features RaceDeck tile flooring and a custom storage system. An exclusive respite, this home represents a refined, opulent lifestyle inside and out.
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MLS#: O6375693

Within the gates of the Waterstone community, this exceptional lakefront estate offers approximately 5,895 square feet of refined living space, seamlessly blending modern elegance with timeless sophistication. The thoughtfully designed floor plan features five bedrooms, five full bathrooms, and two half bathrooms, with the primary suite conveniently located on the main level.
At the heart of the home is an expansive gourmet kitchen appointed with premium Thermador appliances and granite countertops, perfectly balancing form and function. The kitchen opens effortlessly to the grand family room, creating an ideal setting for both everyday living and entertaining. Soaring ceilings and clean, contemporary finishes throughout the residence underscore the home’s elevated design.
Additional highlights include a dedicated wine room, ideal for showcasing a curated collection, and a private office suite that offers a quiet, productive retreat. Outdoor living is equally impressive, featuring a resort-style pool and spa, an outdoor kitchen, and a fireplace—designed for year-round enjoyment.
Set on a generous 2.16-acre cul-de-sac lot, the property offers sweeping views of the ski-able Lake Cypress and includes a private dock capable of accommodating jet skis, delivering a truly exceptional waterfront lifestyle.
#O6374125

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5 Beds

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Situated on the 6th fairway along the course of Isleworth Golf & Country Club, this updated golf front sparkles with new porcelain tile throughout and modern chandeliers. This single-story residence was renovated in 2020 featuring a new tile roof, fresh paint inside and out, all bathrooms updated and a fully renovated kitchen. Spanning over 3,300 square feet, the 4-bedroom, 4.5-bath is nestled in the heart of Windermere, Florida. 

The foyer with groin ceiling is light and bright as natural light floods into the home from the glass entryway. Arched details abound in the entrance and this staple in Mediterranean design is carried throughout the estate. Two steps down into the sunken formal living room, the gas fireplace is the centerpiece featuring an artistic stone slab above the hearth and framed by wall-to-wall stacked stone. Completing the space are four large arched windows, two arched doors providing access to the back garden and a built-in dry bar. Situated between the family room and formal living room, and serviced by the nearby kitchen, the formal dining room offers the same illumination of natural sunlight from two large arched windows. 

The kitchen features new KitchenAid stainless steel appliances, a NXR Pro gas range and built-in 40 bottle Euro Cave wine fridge. The custom cabinetry provides ample storage and tastefully pairs in a dark grey-brown tone with the white tile backsplash, multi-tonal grey to white tile range hood and marble counters with soft neutral veins. The custom cabinetry continues seamlessly into the family room with built-in entertainment center. 

Down the hall from the kitchen and family room are the guest rooms. The first features an ensuite bathroom and the other two bedrooms are serviced by the hall bath with dual sinks. The hall bath also provides access to the patio and serves as the pool bath. 

Situated on the opposite end of the home, we find the primary suite, powder bath off the foyer and a flex room. The primary is airy and bright with arched windows, stacked stone fireplace and a dazzling chandelier. The suite features two separate bathrooms – one with walk-in shower and the second with free-standing soaking tub. The walk-in closet offers a warm cedar wood ceiling and custom built-ins. The flex room proposes many uses whether it be an office, nursery, gym, den or library. 

This stunning property offers a seamless blend of indoor-outdoor living boasting a covered patio with fireplace, open-air pool with spa and views of the fairway. Rounding out the estate is a welcoming circular driveway that extends to the rear motor court with two-car garage plus golf cart parking. Whether hosting or unwinding, this home elevates every moment.
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MLS#: O6372348

Remarkable Waterview Estate in Keene’s Pointe! Heated Saltwater Pool, Main-Floor Living, and  Expansive Outdoor Living Space.

Discover an exceptional custom Goehring & Morgan home offering the perfect blend of functionality and breathtaking outdoor living, located in a cul-de-sac of the exclusive Grosvenor Village within Keene’s Pointe, known for its privacy, guard-gated security, and Golden Bear Club lifestyle.


Key Features & Lifestyle Amenities:

Heated & Saltwater Resort-Style Pool with travertine decking, water feature, automatic water-fill system, and updated equipment (2022).
Spacious Outdoor Living with full summer kitchen, huge covered lanai with automatic screens, fire pit, fenced yard, water views, and sunset orientation.
Game / Media Room with Full Bar plus second-floor bonus room, ideal for entertaining, home theater or multigenerational use.
Wine Cellar + bar area.
Hidden walk-in pantry, custom cabinetry and high-end Wolf 48” gas cooktop.
Primary bedroom on the main floor with lanai access + spa-style bath.
Office with built-ins off the foyer.
3 bedroom suites on main level each with walk-in closets and private bath access.
Newer HVAC systems replaced in Nov 2022 + dehumidifier system (4 units total, serviced Oct 2024).
Outdoor elevated garden shed (2024) + premium Vego metal garden beds (50-year durability).
Oversized 3-car garage.


Interior Highlights:

Luxury finishes include travertine flooring, soaring ceilings, extensive trim detail, picture-frame windows, custom lighting, and seamless indoor-outdoor living through 10-ft sliders connecting the family room, game room, and lanai spaces. The open dining room features a signature chandelier and architectural ceiling detail.

Primary Suite Retreat: coffered ceiling, large walk-in closet, dual vanities, soaking tub & walk-in shower.

All living areas on the first floor create an intuitive and highly desirable floor plan, with the upstairs bonus/game room as the perfect flexible space.


Mechanical / System Upgrades:

4 HVAC units (2 replaced Nov 2022; serviced Oct 2024)
Dehumidifier located in the bonus room closet
Pool equipment updated approx. 2022
Original pool heater in excellent working condition
Roof cleaned, repaired & inspected 2023

Community & Location:

Keene’s Pointe offers 24-hour guard-gated security, Golden Bear Club golf, tennis, fitness + dining, boat access to the Butler Chain of Lakes, nature trails, and a warm community feel. Minutes to Windermere Prep, Disney, and Universal.
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MLS#: O6361099

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One or more photo(s) has been virtually staged. EXPERIENCE LUXURY LAKEFRONT LIVING in this rare Mediterranean-style estate on 3.5 private acres in Windermere—HOA FREE! This stunning 5-bedroom, 4-bath home features a custom heated pool, three-level design (and a Florida value with a “basement-like” floor), and parking for 6+ vehicles plus a 2-car carport. From the moment you arrive, the home’s fairytale architecture, vaulted ceilings, and lush gardens set the tone for elegance. The gourmet kitchen impresses with granite counters, stainless appliances, double ovens, gas cooktop, a large island, and unforgettable lake views. Enjoy true indoor–outdoor living with retractable glass doors opening to the patio and pool. A private home theater with wet bar and sky-view window makes the perfect retreat, while the luxurious primary suite offers a fireplace, balcony office, oversized closet, and spa-style bath. The lower-level doubles as a full living space with a second kitchen, ideal for entertaining or creating a private in-law suite with separate entrances. Step outside to your screened heated pool, flower-filled courtyard, and private boat dock equipped with two boat lifts, jet ski lifts, and pontoon space—a true lakefront dream. Recent updates include a newer roof, exterior paint, newer HVAC units, and a 2024 water heater. Located minutes from downtown Windermere, Dr. Phillips, golf, dining, theme parks, and shopping. Luxury, privacy, and lakefront living come together beautifully in this one-of-a-kind Windermere estate—your dream lifestyle awaits. One or more photos have been virtually staged.
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$3,325,000

MLS#: O6351950

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Welcome to your private sanctuary, where every sunrise and sunset dances over the shimmering waters of Lake Crescent. Nestled within the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece offers just under 6,000 square feet of newly remodeled, reimagined luxury living.

Positioned on a pristine oversized lot surrounded by lush landscaping and majestic oak trees, the home enjoys unobstructed 270-degree lake views with no visible neighbors—a rare combination of privacy, serenity, and natural beauty.

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Your resort-style backyard oasis includes a beach tennis court, sparkling pool with waterfalls, relaxing spa, and a fully equipped summer kitchen beneath a wood-look aluminum pergola—perfect for hosting unforgettable gatherings.

Step through custom metal doors with glass inlays into a grand entry crowned with a wood-barrel ceiling. The formal living room frames breathtaking views of the pool and lake, while high-end craftsmanship shines throughout—from the stone-arch kitchen with a 15-foot island and glass wine wall to the great room’s 33-foot glass wall, soaring 17-foot wood-beamed ceilings, and elegant gas fireplace.

The luxurious primary suite is a true retreat, featuring a two-sided coral stone fireplace, window bench overlooking the lake, and a spa-inspired bath with courtyard views, soaking tub, glass shower, and custom walk-in closet.

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Offering a prime lakefront location along the shores of Lake Butler in the esteemed gated community of Chaine du Lac, this distinguished estate features timeless architecture paired with transitional interiors and gorgeous views to showcase Windermere lakefront living at its finest.  The estate has been elevated with significant recent improvements, including a brand-new roof, an all-new primary suite, a fully updated outdoor kitchen, and a $100,000 designer lighting package by Lightstyle of Orlando, all adding to the home’s sophistication and functionality.  Designed for effortless entertaining, the elegant living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The all-new primary suite has been fully reimagined with a new spa-like bathroom featuring elevated modern appointments including beautiful vanities, an oversized walk-in shower and a freestanding tub - elegantly accented by the home's new lighting package. The primary suite also features a gas fireplace and a private den, offering a quiet escape for a home office or study. A thoughtfully designed guest suite with its own sauna is also located on the main level, ensuring privacy and comfort for visitors. Upstairs, a media room and three ensuite bedrooms provide space and privacy, while a secondary staircase leads to a versatile game room with a full bar, half bath, and private balcony. A flexible cabana space presents options for a sixth bedroom, gym, or additional living area. The outdoors are equally captivating, with spacious sundeck surrounding a sparkling pool with fire pits. Additional highlights include the newly updated summer kitchen, a grand pergola featuring a loveseat swing and fireplace, a immaculate sand beachfront, and a double-slip boat dock. An expansive four-car garage, multiple energy-efficient air-conditioning systems, and a full-home generator complete the property. From golden sunsets to every carefully curated detail, the residence is framed by sweeping lakefront vistas and an ambiance of refined living.
#O6346858

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5 Beds

5 Baths

7,183 Sq.Ft.

$4,650,000

MLS#: O6346858

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, elegant powder bath and center-island kitchen with casual dining area. Two additional bedrooms with balcony access are on the upper level. Step outside and discover a newly reimagined outdoor living experience. The expansive pool deck has been fully updated with sleek new pavers, while fresh turf and lush landscaping create a vibrant backdrop for relaxation and entertaining. A striking glass wall encases the pool area, maximizing panoramic views of both the golf course and the lake. The outdoor kitchen has been thoughtfully upgraded with new granite, a built-in grill, pizza oven, sink, and designer lighting—seamlessly blending function with style. Enjoy evenings around the modern fire pit, take a dip in the resurfaced pool with its brand-new heater, or unwind in the extended backyard, which offers an additional 15 feet added to one side of the property. Every detail of this outdoor transformation has been designed to enhance both beauty and livability, making this property the perfect retreat for year-round enjoyment.
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