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$2,100,000
5 Beds 5 Baths Casabella SubDv. 34786 Zip Code
Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted by an impressive formal living room with 30’ ceilings and two stories of windows that offer a stunning view of the sparkling swimming pool. Within the foyer, you will find the office to your left and a formal dining room to your right. The left wing of the home is dedicated entirely to the private master suite, featuring tray ceilings, two walk-in closets, a separate sitting area, dual vanities, a soaking tub, and a large wrap-around walk-in shower. Across the home, an open kitchen and family room await, complete with an oversized island, brand new cabinets, Calacatta Quartz countertops, top-of-the-line appliances, and a breakfast nook. Step through the stacking sliding glass doors onto the extended covered lanai, where it becomes clear that this home was designed to embrace Florida living. The lanai features a summer kitchen and ample space for an outdoor dining area. The resort-style swimming pool includes a heated spa, stone paver patio, sun deck, and an elegant water feature. The tropical landscaping creates a vacation-like ambiance as you lounge poolside. Additional features of this home include a first-floor guest suite, three second-floor bedrooms, a media room, and a 3-car garage. Conveniently located in Casabella, an upscale gated community in Windermere, this home is close to Windermere High School, Winter Garden Village, and major highways. THIS IS A MUST-SEE!

4279 Isabella Circle, Windermere

$2,750,000
5 Beds 8 Baths Isleworth SubDv. 34786 Zip Code
Set along the lush fairways of Isleworth’s exclusive golf course, this Mediterranean-inspired villa blends timeless elegance with an incredible opportunity to create something truly special. Freshly updated with a new roof, newer air conditioning units, most of the windows have been replaced. The home has new paint inside and out, and new wood flooring upstairs. Starting at the grand wooden doors and you’re immediately greeted by soaring ceilings in a sunlit two-story living room anchored by a striking stone fireplace. Every detail feels expansive and airy, with travertine floors and natural light flowing seamlessly throughout. One of the standout spaces is the stunning two-story study—wrapped in rich wood paneling and connected by an elegant wrought iron staircase. Whether you imagine it as a private office, library, or a statement-making lounge, it’s a space that invites both function and style. On the main floor, the primary suite is designed for indulgence, with a spa-inspired bathroom and a custom walk-in closet. Upstairs, a spacious loft leads to three en-suite bedrooms, giving family or guests privacy and comfort. The kitchen is a blank canvas waiting to become a chef’s dream, complete with a butler’s pantry and bar area perfect for entertaining or curating your wine collection. There’s even an additional bedroom near the laundry area with the option to add another full bath—giving you even more flexibility to customize this home. Located in the heart of Isleworth’s guard-gated, golf course community, this home offers not just luxury but lifestyle. Priced to reflect its potential, it’s ready for someone to elevate it into something exceptional and make it their own private retreat.

5067 Latrobe Drive, Windermere

$900,000
4 Beds 3 Baths Estates At Windermere SubDv. 34786 Zip Code
Nestled in the charming gated community of The Estates at Windermere, 2218 Ridgewind Way invites you to experience a harmonious blend of modern living and serene comfort. This exclusive enclave enhances your lifestyle with a delightful playground for endless family fun and is conveniently located close to shopping and dining in the vibrant Winter Garden Village. Picture yourself stepping into this inviting 4-bedroom, 3-bathroom sanctuary, where travertine flooring guides your journey through the spacious living areas, while plush carpets cushion your steps in each restful bedroom. The high coffered ceilings create an airy, open ambiance that perfectly balances elegance with warmth. As you wander into the heart of the home, the kitchen awaits as a culinary playground. Granite countertops provide ample space to craft delightful meals, whether you're cooking on the electric stovetop or pouring a cold brew from the built-in kegerator. Every corner whispers of gatherings and laughter, in a space made for both family and friends. The master suite becomes your personal retreat, with sliding glass doors inviting the morning sun and granting access to the tranquil poolside porch. Here, a walk-in closet offers abundant space for your wardrobe, while the bathroom delights with a travertine walk-in shower, a soaking tub for unwinding, and dual vanities for seamless mornings. Outside, a world of leisure unfolds. With travertine pavers leading to the pool, and a fully-equipped outdoor kitchen, afternoons can effortlessly transition to evenings under the screened enclosure. The expansive backyard opens to an uninterrupted view of a peaceful pond, promising privacy and moments of reflection. Completing this idyllic scene, practical features enhance daily living—a roof freshly replaced in December 2024, new exterior paint, and a 3-car garage equipped with an electric car outlet and epoxy floors. At 2218 Ridgewind Way, every detail tells a story of thoughtful design and a life well-lived, awaiting your next chapter.

2218 Ridgewind Way, Windermere

$316,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 3 SubDv. 34786 Zip Code
Welcome to your dream home in Lakeside at Lakes of Windermere! This beautifully maintained 3-bedroom, 2-bath condo offers 1,332 sqft of modern elegance and comfort, featuring a stunning kitchen with 42” cabinets, graphite countertops, and stainless steel appliances placed in 2020. The open living and dining area, with tile and laminated wood floors, is perfect for entertaining and seamlessly connects to a screened-in patio for outdoor enjoyment. The well-designed split floor plan provides privacy, with the master suite showcasing a spacious walk-in closet and a luxurious bath with dual sinks and a glass-door shower with built-in seat. Two additional bedrooms are situated on the opposite side, along with a convenient front load washer and dryer like new in laundry corridor and a secondary bath with dual entrances and a glass-door shower. Recent upgrades include a larger A/C unit replaced in 2024 and a new water heater, ensuring year-round comfort. Enjoy a host of amenities in this gated community,located just steps from the clubhouse, resort-style pool, and fitness, beach volleyball, and more. With close Windermere proximity to top-rated schools, dining, shopping, and just minutes from Disney World and major highways, this condo is perfect for families or as a second home. Don’t miss your chance to own this exquisite property in a sought-after location where you can even catch the Disney fireworks from the parking lot!

8180 Boat Hook Loop Unit 105, Windermere

$1,400,000
5 Beds 6 Baths Lake Sawyer Estates SubDv. 34786 Zip Code
Nestled along the serene shores of Lake Sawyer within the highly desired Windermere community in Central Florida, this stunning property in Lake Sawyer Estates offers lakefront luxury and tranquility. With no HOA, this beautiful estate is located in proximity to the renowned Windermere Preparatory School and nearby shopping, restaurants and area theme parks. The exquisite two-story home features 5 spacious bedrooms and 4 beautifully appointed full bathrooms and 2 half baths, including the expansive primary suite with a large bath and private office featuring breathtaking views of the lake. The home showcases new travertine floors throughout the main level and elegant wood floors on the upper level. Exceptional living spaces include a formal living room, dining room, and a gourmet kitchen with stainless steel appliances and custom cabinetry. The open family room and casual dining area are perfect for entertaining, while the theater room offers a flexible space that can be used as a den, study, exercise studio or game room. Offering exquisite views over the lake, the screened lanai features a summer kitchen, and sparkling pool with a rock waterfall. The lush grounds provide the ultimate in outdoor living with a beautiful yard extending down to the beach and lake. The private boat dock offers direct access to Lake Sawyer, allowing you to enjoy year-round recreation and relaxation on the water. This is a rare opportunity to own a true lakeside paradise in one of Windermere's most sought-after enclaves.

12706 S Lake Sawyer Ln, Windermere

$1,020,000
5 Beds 5 Baths Willows At Lake Rhea Ph 01 SubDv. 34786 Zip Code
Welcome to 2140 Lilypad Lane, a rare opportunity to own an impeccably maintained, estate home in the Willows at Lake Rhea. Nestled in a private cul-de-sac on over half an acre, this single-story home offers space and privacy. With over 3,300 square feet, this home features 5 bedrooms, 3 full bathrooms, 2 half bathroom, a large bonus room, and a private screened-in pool. As you step through the grand front entrance, you're greeted by a formal living room with expansive sliding glass doors that frame beautiful views of the vaulted, tongue-and-groove wood ceiling lanai and pool area. The adjacent formal dining room includes a large picture window overlooking the front yard and cul-de-sac. A highlight of this home is its two primary suites. The first, located just off the formal living area, features a spacious bedroom, en-suite bath with dual vanities, a soaking tub, a shower, and generous closet space. At the heart of the home, the kitchen boasts wood cabinetry, granite countertops, and stainless steel appliances, seamlessly flowing into the breakfast nook and family room. Large sliding glass doors provide easy access to the lanai, while the vaulted ceilings and a stunning brick wood-burning fireplace make the family room a cozy and inviting space. Beyond the family room, a private wing houses three additional bedrooms, two of which have a custom-built closet system. This wing of the home also features a newly renovated full bathroom featuring dual sinks, quartz countertops, designer tile, and pool access. An addition to the home, completed in 2004, expands the home’s original footprint, offering a spacious bonus room, ideal for a media room, home theater, or additional entertaining space. The bonus room is currently set up as a home theater, and it includes HDMI 5.1 Surround Sound installed in the cabinetry and ceiling, and conveys with the home. French doors from the bonus room open to the lanai, offering a seamless indoor-outdoor flow. This addition also includes a dedicated home office and leads to the second primary suite, complete with tall ceilings, private French door access to the lanai, a spa-like en-suite bath with a custom-built walk-in closet, dual vanities, a soaking tub, and a walk-in shower. Outside, the screened-in lanai and private pool area feature a travertine deck, a fully equipped summer kitchen, and no direct rear neighbors. Additional highlights include stereo speakers installed in the rear primary bedroom and lanai, a 2-car garage, lush mature landscaping, and an unbeatable location. The Willows at Lake Rhea is a highly sought-after community, just minutes from Downtown Windermere and Top Rated Windermere Schools. Amenities in the community include: playground, tennis courts, pickleball courts, a basketball court, walking paths and community green space. Living in Windermere also allows for easy access to Disney, Orlando International Airport (MCO), and Downtown Orlando. This is truly one of Windermere’s best values, offering space, functionality, and timeless charm. Don't miss the chance to make 2140 Lilypad Lane your home. Call today to schedule a private tour.

2140 Lilypad Lane, Windermere

$1,530,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Exquisite Custom Home in Keene’s Pointe – Fully Upgraded & Move-In Ready! Experience luxury living in the prestigious, guard-gated community of Keene’s Pointe, one of Windermere’s most sought-after neighborhoods. This stunning, custom-built estate by MCBC Sauerwine offers a perfect blend of elegance, comfort, and energy efficiency, featuring high-end upgrades and modern conveniences throughout. Home Features: ** 4 Bedrooms + Office | 4 Baths | 3+ Car Side-Entry Garage with brick paver driveway including extra parking | 3195 sq ft under AC ** 2,721 Sq. Ft. on Main Floor – Only 4th Bedroom & Full Bath Upstairs ** Freshly Painted | New Luxury Vinyl Flooring & Carpet ** Gourmet Kitchen – Featuring New Quartz Countertops, New Backsplash, New Appliances & a Natural Gas Cooktop ? Tesla Solar Panels with Backup Generator & Power Wall – Powers the Entire Home with Sell-Back to Duke Energy + 2 Tesla Charging Stations ** New Sliding Glass Doors | Custom Shutters on Main Floor ** Custom Built-Ins – Office with Glass Shelving & Lighting | Family Room Built-Ins with Storage & Custom Lighting ** Upgraded Lighting Throughout – Featuring Tray Ceilings, Coffered Ceilings & Indirect Lighting Spacious & Private Bedrooms: ** Luxurious Primary Suite – Features French doors opening to the lanai, space for a sitting area, and a spa-like bath with a separate tub & walk-in shower, his & hers vanities & closets, and a private commode closet ** Well-Designed Secondary Bedrooms – Each with direct bath access; two share a Jack & Jill bath, while the third is an ensuite ** Dedicated Pool-Planned Bath – Includes a walk-in shower for convenience Resort-Style Outdoor Living: ** Sprawling .43-Acre Homesite – Surrounded by mature landscaping, including towering oaks ** Oversized Covered Lanai – Features multiple separate seating areas, perfect for relaxing and entertaining ** Stunning Screened Pool – Ideal for enjoying Florida’s beautiful weather Keene’s Pointe Community Perks: ? Directly Across from the Driving Range and on golf course in back with additional view of woods – Perfect for Golf Enthusiasts ** Community Boat Ramp to Lake Burden – Enjoy Waterskiing, Wake Surfing & Tubing ** Butler Chain of Lakes Non-Motorized Access – Ideal for Kayaking, Canoeing & Paddleboarding ** Exclusive Clubhouse – Featuring Vaulted Wood-Beamed Ceilings, Grills, Fireplace & Ample Seating ** Two Community Playgrounds & Picnic Areas Located just steps from The Golden Bear Club’s Jack Nicklaus Signature Golf Course, Butler Chain of Lakes access, and top-rated schools. Situated just minutes from Winter Garden Village, Restaurant Row, and top-rated schools. This exclusive, guard-gated neighborhood offers unparalleled lifestyle, blending elegance, privacy, and recreation in a breathtaking setting. ** This is one-of-a-kind, custom estate stands apart from production-built homes in Keene’s Pointe. Don’t miss your chance to own this extraordinary home – schedule your private tour today!

6110 Keenes Pointe Drive, Windermere

$1,143,000
4 Beds 4 Baths Reserve At Waterford Pointe Ph 01 SubDv. 34786 Zip Code
Nestled within the guard-gated community of The Reserve at Waterford Pointe, this stunning single-story residence offers the perfect blend of sophisticated design, unparalleled luxury, and ultimate privacy. From meticulously curated interior finishes to striking outdoor spaces, this home redefines modern living. As you step through the front doors, you're immediately greeted by the grandeur of an open-concept floor plan, featuring soaring ceilings, gleaming hardwood floors, and an abundance of natural light. The chef-inspired kitchen boasts top-tier stainless steel appliances, a large center island, custom cabinetry, and stunning granite countertops. Adjacent to the kitchen, the spacious living and dining areas create an inviting flow for both family gatherings and formal entertaining.The expansive primary suite is a true retreat, featuring a separate sitting area overlooking the screened-in pool, with sliding doors offering easy access to the covered lanai. The spa-like ensuite bathroom includes a massive soaking tub, a walk-in shower, dual vanities, and a custom walk-in closet. Step outside to your private outdoor paradise, where a screen-enclosed pool is surrounded by lush landscaping and tall privacy hedges, creating a peaceful and secluded environment. Whether you're lounging poolside, hosting an alfresco dinner under the stars, or simply relaxing in the tranquility of your surroundings, this outdoor oasis offers the ultimate in luxury living. Additional features include a dedicated home office and a three-car side-entry garage. The Reserve at Waterford Pointe offers exclusive amenities, including a private community boat ramp to Lake Roberts, tennis courts, a park, and a playground. Located just minutes from Disney, Universal, SR 429, 408, and the Florida Turnpike, this exceptional home provides easy access to world-class shopping, dining, and entertainment. Don’t miss this rare opportunity to own a piece of Windermere’s most prestigious real estate, schedule your private tour today!

2008 Water Key Drive, Windermere

$3,315,000
4 Beds 3 Baths Lake Crescent Reserve SubDv. 34786 Zip Code
Your Own Private Paradise – Just Under 6,000 Sq Ft of Lakefront Luxury Welcome to your private sanctuary with both sunrise and sunset views over the shimmering waters of Lake Crescent. Located in the exclusive gated community of Lake Crescent Reserve, this lakefront masterpiece boasts just under 6,000 square feet of completely reimagined luxury living. Situated on a pristine, oversized lot enveloped by lush landscaping and majestic oak trees, the home offers unobstructed 270-degree views of Lake Crescent with no visible neighbors—a rare blend of privacy and natural beauty. Newly renovated from top to bottom, the home features a brand-new roof and a stunning exterior transformation, complete with your own resort-style amenities: enjoy a beach tennis court, sparkling pool with waterfalls, relaxing spa, and a fully equipped summer kitchen under a wood-looking aluminum pergola designed for effortless entertaining. Step through custom metal doors with glass inlays into a grand entry crowned with a wood-barrel ceiling. The formal living room offers a first glimpse of the breathtaking pool and lake views. Throughout the home, high-end craftsmanship and custom woodwork shine—from the stone archway 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 gas fireplace. The luxurious primary suite is an architectural marvel, featuring a two-sided coral stone gas fireplace, window bench overlooking the lake, and a spa-inspired bath with courtyard views, soaking tub, glass shower, and custom walk-in closet. Step outdoors to an expansive covered lanai, perfect for dining and lounging. Whether you’re gathered around the firepit, enjoying sunset cocktails by the lakefront pool, or watching native wildlife from your private dock, every corner of this property invites relaxation and celebration. Thoughtfully updated with major systems improvements—including two newer A/C units, new septic tank, new irrigation system/lake pump, new hybrid water heater, updated pool motor, salt system and lights —this home is the perfect blend of luxury and peace of mind. Nestled just minutes from the Town of Windermere, Downtown Winter Garden, and Winter Garden Village, with easy access to major highways and top attractions—this is a lifestyle property that simply has no equal.

2844 Marquesas Court, Windermere

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34786 Windermere FL Homes for Sale

34786 At a Glance

Windermere 34786 is one of Central Florida's most prestigious addresses, an upscale Southwest Orange County, FL town built around the Butler Chain of Lakes, FL. Home to the ultra-luxury Isleworth golf community, the historic Town of Windermere's brick streets, and gated lakefront estates. Zoned mainly to Olympia and Windermere High, Gotha and Bridgewater Middle, and Windermere Elementary. A top choice for luxury buyers wanting lakefront living, golf, and top schools near Dr. Phillips and Disney.

Refine Your 34786 Windermere Home Search

34786 zip code is our specialty. The Homes In Orlando Team is committed to making the buying and selling of real estate in 34786 Windermere, FL a pleasurable and rewarding experience. Our website allows you to search all active 34786 homes, condos, townhouses, new construction & established community properties for sale.

Why 34786 Windermere?

Lakefront Luxury & Golf: Windermere's 34786 centers on the spring-fed Butler Chain of Lakes (a dozen connected lakes prized for skiing and lakefront estates) alongside Isleworth, Keene's Pointe, and the historic Town of Windermere with its unpaved brick streets and canopy oaks. Top-rated schools, gated golf communities, and proximity to Dr. Phillips and Disney make it ideal for luxury and family buyers alike.

34786 Zip Code Homes For Sale By Price Range

Browse Windermere Properties by Price Category
Property Type Price Range Bedrooms Area
34786 Condos & Townhomes Under $600,000 2-3 34786 Windermere, FL
34786 Single-Family Homes $600,000-$1,000,000 3-4 34786 Windermere, FL
34786 Move-Up & Gated Homes $1,000,000-$2,500,000 4-5 34786 Windermere, FL
34786 Lakefront & Isleworth Estates Over $2,500,000 5-8+ 34786 Windermere, FL

Real-Time 34786 Market Data

Stay informed with live market trends, pricing data, and inventory levels for Windermere's 34786 zip code. Our Smart Charts provide real-time insights into this dynamic Orange County housing market.

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Windermere 34786 Community Highlights

Butler Chain of Lakes

A dozen connected spring-fed lakes prized for water-skiing, boating, and some of Central Florida's finest lakefront estates.

Isleworth & Keene's Pointe

Guard-gated golf communities with championship courses, home to executives and athletes.

Historic Town of Windermere

The small incorporated town keeps its canopy oaks, unpaved sand-brick streets, and a popular Friday farmers market.

Top-Rated Schools

Zoned mainly to Olympia and Windermere High, Gotha and Bridgewater Middle, and Windermere Elementary (zoning is address-specific).

Luxury & Estates

Gated estates and custom lakefront homes range well into the multimillions, among the highest-value in Orange County.

Prime Location

Minutes from Dr. Phillips' Restaurant Row, Disney, and SR 429 for the whole metro.

Frequently Asked Questions About 34786 Windermere

Where is the 34786 zip code?

34786 is Windermere, an upscale town in Southwest Orange County, FL, on the Butler Chain of Lakes between Dr. Phillips, Winter Garden, and Walt Disney World, about 20 minutes from downtown Orlando.

What schools serve the 34786 zip code?

Because 34786 spans several OCPS attendance zones, the assigned schools depend on the exact address. Use the OCPS Find My School locator to confirm. The area is zoned mainly to Olympia and Windermere High; Gotha and Bridgewater Middle; and Windermere Elementary.

What is Isleworth?

Isleworth is a guard-gated luxury golf community in 34786 on the Butler Chain of Lakes, known for championship golf and multimillion-dollar estates owned by executives and athletes.

Is there lakefront real estate in 34786?

Yes. Windermere is built around the Butler Chain of Lakes, with some of Central Florida's most sought-after lakefront estates in Isleworth, Keene's Pointe, and Lake Butler Sound.

Why is Windermere so desirable?

Windermere combines the Butler Chain of Lakes, guard-gated golf communities, a historic small-town core, top-rated schools, and a prime location near Dr. Phillips and Disney.

How far is 34786 from Walt Disney World?

Windermere 34786 is roughly 15 minutes from Walt Disney World via Winter Garden-Vineland Road and SR 429.

Explore Nearby Zip Codes

32836 Lake Buena Vista

Disney-adjacent gated and lakefront communities, southeast of Windermere

32819 Dr. Phillips

Upscale Dr. Phillips and Bay Hill, east of Windermere

34787 Winter Garden

Historic downtown and Horizon West new communities, northwest of Windermere

34734 Gotha

Small historic community with large lots, north of Windermere

32835 Orlando

The master-planned MetroWest community, northeast of Windermere

View All Orange County Zip Codes

Complete guide to all Orange County areas

Your 34786 Windermere Real Estate Experts

Brenden Rendo and his team specialize in Windermere 34786. We track the market every week with ORRA and Stellar MLS data, and we know the gated and lakefront communities: Isleworth, Keene's Pointe, the Butler Chain, and the historic Town of Windermere. Buyers get help with lakefront and gated-community due diligence, luxury and estate analysis, and school zoning; sellers get pricing built on a real comparative market analysis, not a Zillow Zestimate.

Windermere & Orange County specialists. Weekly Stellar MLS market tracking, real CMAs (not a Zestimate), and verified Google reviews from local buyers and sellers.

Prefer to talk? Call (407) 616-9019, contact our team, or register for free market reports.

Curious about the 34786 zip code real estate market? Register to receive our free 34786 zip code home market value reports, where you can get access to see sold homes online as they get reported on the MLS.

34786 Windermere Real Estate Resources

The 34786 zip code covers Windermere, an upscale town in Southwest Orange County, Florida, on the Butler Chain of Lakes.
Communities: Isleworth, Keene's Pointe, the historic Town of Windermere, Windermere Downs, Lake Butler Sound, and Reserve at Lake Butler Sound.
Schools (zoning is address-specific, so confirm via OCPS Find My School): Olympia High and Windermere High; Gotha Middle and Bridgewater Middle; and Windermere Elementary.
Lifestyle & landmarks: the Butler Chain of Lakes, Isleworth and Keene's Pointe golf, and the historic Town of Windermere's brick streets and Friday market.
Access: Conroy-Windermere Road, Apopka-Vineland Road (CR 535), Winter Garden- Vineland Road, and SR 429.

Quick Links: View All 34786 Listings | Orange County Zip Codes Guide

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