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1140 Kelso Boulevard, Windermere
$2,400,000
6 Beds ⋅ 6 Baths ⋅ Kelso On Lake Butler SubDv. ⋅ 34786 Zip Code
Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views from every room! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF LAKES with a private community boat ramp located right across the street from this home! Enjoy gorgeous sunsets and private Disney fireworks every night from the privacy of your own backyard! You’ll be captivated the moment you arrive, with the home’s stunning curb appeal showcased by a massive brick-paver driveway and 4-car garage! Step through the custom mahogany double-entry doors into a space where soaring ceilings, polished travertine stone floors, and floor-to-ceiling windows welcome in Florida's natural light and showcasing breathtaking lake views all through out the home. Experience resort-style outdoor living to the fullest! The private backyard oasis features a sparkling pool and spa, spacious covered lanai with remote-controlled retractable screens, outdoor summer kitchen, wood-burning fireplace, adjacent fire pit, brand-new outdoor sauna and a stone pathway with landscape lighting leading you to your private dock makes this home the perfect place to unwind and enjoy Florida living. The Chef’s kitchen is complete with custom cabinetry, a large prep island, granite countertops, walk-in pantry, and stainless steel appliances. The kitchen flows seamlessly into the casual family space, inviting friends and family to gather with an adjacent wet bar space for easy entertaining. The downstairs master suite offers privacy and elegance, featuring its own gas fireplace, two walk-in closets, and an ensuite with a garden tub, large shower and separate dual vanities. Two additional ensuite bedrooms are conveniently located on the first level. One of the home's most unique features is the stone turret staircase, which leads to three additional ensuite bedrooms and to a huge bonus room with unlimited possibilities of a playroom, home theater or teen hangout. This home is conveniently located to the 429 Expressway, downtown Windermere and Winter garden, shopping, restaurants, zoned for top rated schools and several nearby private schools and very close to Disney! Call today to schedule your private showing!

1140 Kelso Boulevard, Windermere

2812 Marquesas Court, Windermere
$3,100,000
4 Beds ⋅ 5 Baths ⋅ Butler Bay SubDv. ⋅ 34786 Zip Code
Exquisite architecture and design come together in this modern traditional luxury home in Downtown Windermere that seamlessly blends form, function and efficiency. With an abundance of decadent amenities throughout this stylish home, it's the perfect getaway for hosting gatherings with family and friends. The phenomenal outdoor spaces effortlessly merge with the indoor living areas raising the level of this home's appeal. Surrounded by a tranquil setting with scenic views from almost every room, this open concept and flexible floor plan spans almost 7,000sf under roof. With its thoughtfully designed 4-bedroom, 3-full-bath, and 2-half-bath with over 5,624sf of living area offers a split floor plan ideal for families and guests, with an inviting flow. Experience unparalleled luxury in this stunning lakefront home boasting custom kitchen cabinetry crafted from Alder and Mahogany woods, complemented by rich Brazilian Walnut flooring. Enjoy the warmth of three fireplaces, including a cozy gas fireplace on the expansive screened lanai, complete with a full summer kitchen, outdoor shower, and built-in television—perfect for entertaining. The property features a heated pool and spa with water features and fiber optic lighting, overlooking a private 175-acre ski lake averaging 17 feet deep with a slalom course, large boathouse, covered pavilion, and a boat mooring area. Sharing the same pristine water source from the renowned Butler Chain of Lakes, Lake Crescent earned this system a place on the List of Outstanding Florida Waters, offering exceptional water quality, stunning views, and opportunities for boating, fishing, and skiing in a protected, naturally preserved setting. Inside, smart home features enhance convenience, while a spacious home gym with a sauna, an executive office with private entry, and a large laundry/mudroom add functional elegance. The owners preserved the charm of the original home while undertaking a complete renovation down to the block and studs, expanding over half of the home's square footage with new construction and modifying the existing structure seamlessly blending classic character with modern luxury. Nestled on 1.36 acres in the gated Lake Crescent Reserve subdivision on a private a cul-de-sac street setting a beautiful, forested backdrop as you make your way home. The subtle elegance of the exterior facade exceeds expectations as it opens into a magnificent interior, with a contemporary feel that features beautiful rooms and endless windows that bathe the space with natural light. A truly fabulous home that will be enjoyed throughout the seasons for relaxation and outdoor activities.

2812 Marquesas Court, Windermere

1003 Oakdale Street, Windermere
$2,350,000
6 Beds ⋅ 6 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
Never Lived In Since Completely Remodeled and Expanded - Total of 6 Bedrooms - 5 Full Baths - 1 Pool or Guest Bath - Primary Suite & Guest Suite on 1st Floor - 4 More Bedrooms & 3 Bathrooms on 2nd Floor - Huge Bonus Room / Theatre / Game Room with Full Bathroom Over Garage - Separate Office on 1st Floor - 12 Foot Wide Folding Glass Doors Overlooking The Screened Pool & Lake Bessie - Newly Expanded Family Room With Expansive Views of Lake Bessie & Screened Pool - Large Covered Summer Kitchen With Natural Gas Grill - Open Kitchen Boasts Custom 54 Inch LED Lit Glass Cabinets - Over & Under Cabinet Lighting - Stainless WOLF 48 Inch 6 Burner Gas Double Oven with Griddle - Custom Designed Arabesque Marble Backsplash with Pot Filler - Built in Stainless Fisher Paykel Fridge Freezer System - Farmhouse Style Island with Table includes Prep Sink with Instant Hot Water Dispenser, Microwave Drawer, Mini Fridge & Extra Storage Cabinets / Drawers - Full Size Kitchen Sink Overlooking Lake Bessie - Extra Bar Top Seating - Designed For Entertaining - The Mud Room / Laundry Room Entrance From Garage has an Additional 36 Inch SubZero Fridge offering the Perfect Place For Bulk Freezer needs or Kids After School Treats - 4 Pantries - Laundry Room Includes Stacked Front Load Washer & Dryer, In The Wall Ironing Board - Steamer, Storage Cabinets & Sink with Lighted Faucet - Oversized 3 Car Garage Includes Storage Racks and Space for a Workshop - Our Exclusive "Car Collector's Package" receives Honeycomb LED Lighting, Custom Wall Colors, EV Charging Station & Custom Color & Designed Epoxy Flooring - New Chamberlain WIFI Garage Door Openers with MyQ App - 1st Floor Primary Bedroom & Closet Has Been Expanded - Separate A/C System for Primary Suite for the Polar Bear Sleeping Experience - Large Shower with Massive Rain Shower & 2 other Shower Heads & HandHeld Wand - Large Slipper Style Soaking Tub - Dual Vanities Having Waterfall Faucets With Elegant Gold Embossed Carrara Marble Geometric Designed Backsplash and Lighted Storage Mirrors - 1st Floor Guest Suite Has Easy Access to Kitchen & Garage - Craft Room or Exercise Room on 2nd Floor Overlooks Lake Bessie - 2nd Floor has A/C System - 1st Floor has A/C System - All 3 Thermostats Have WIFI Control App - Pool Has Been Completely Remodeled With Multicolor Pool Light, Pebbletec, Blue Glass Tile, Waterfall & 2 Towers with Natural Gas Fire Pots - Boathouse Has An Aluminum Cradle Lift Able To Handle A Large Air Nautique or Ski Boat - Lake Bessie has Spring Fed Crystal Clear Water & a White Sand Beach – Golf Cart Friendly Community - Monthly Foodtrucks & Farmer's Market Every Friday - Must See To Appreciate The Benefits Of Purchasing A Move In Ready Lakefront Home

1003 Oakdale Street, Windermere

729 Main Street, Windermere
$2,065,000
5 Beds ⋅ 4 Baths ⋅ Windermere Town SubDv. ⋅ 34786 Zip Code
This custom home is truly a gem, blending luxury, craftsmanship, and the charm of small-town Windermere living. The attention to detail in every feature—from the stunning architectural design to the thoughtfully designed interiors—is remarkable. With its premium corner lot location, this home is not only a private oasis but also perfectly situated to take advantage of the vibrant and community-oriented lifestyle in Downtown Windermere. Key highlights that stand out are, 1. PRIME LOCATION: Nestled on a spacious 0.37-acre corner lot in the heart of Downtown Windermere, providing easy access to local amenities, tennis courts, events and lake activities.2.EXQUISITE CRAFTSMANSHIP: Rich wood finishes, solid wood beams, spray foam insulation, energy efficient doors and windows, recently added temperature controlled 1,000+ bottle wine cellar and unique details throughout create a warm yet sophisticated ambiance.3. GOURMET CHEF'S KITCHEN: High-end Wolf appliances, large walk-in pantry, and farmhouse-inspired design—perfect for entertaining or family gatherings.4. INDOOR-OUTDOOR LIVING: Heated saltwater pool, the summer kitchen including hibachi cooktop and inviting lanai seamlessly integrate with the interior living spaces for year-round enjoyment.5. MASTERFUL LAYOUT: Spacious bedrooms, versatile lofts, luxurious master suite with vaulted ceilings and two walk in closets, relaxing outdoor spaces on the front porch and backyard oasis and expansive driveway.6. MODERN CONVENIENCES: Energy-efficient features, remote controlled window shades, smart home lighting, natural gas generator, security cameras, gas fireplace, dual ovens, dual dishwashers, dual kitchen sinks and a climate-controlled 4-car garage ideal for car enthusiasts.7. CHARMING COMMUNITY: Enjoy golf-cart-friendly streets, farmer’s markets, food trucks, parks, enchanting boutiques, boating on the Butler Chain of Lakes and the new village center opening soon. This property offers a rare blend of luxury, functionality, and a welcoming community vibe. It’s a dream home for anyone seeking an elegant yet relaxed lifestyle in one of Central Florida’s most desirable locations. This home is move in ready and perfect for you!

729 Main Street, Windermere

13772 Ingelnook Drive, Windermere
$680,000
3 Beds ⋅ 3 Baths ⋅ Vineyards/Horizons West Ph 1b SubDv. ⋅ 34786 Zip Code
Seller may consider buyer concessions if made in an offer ~ Welcome to the Vineyards at Horizons West, a beautiful community in the heart of Windermere, and this UPGRADED HOME on a premium CORNER LOT with POND VIEWS, featuring 3 spacious bedrooms, 2 full and 1 half baths, versatile FLEX SPACE, light and bright OPEN CONCEPT living, TILE & LUXURY VINYL FLOORS throughout, the perfect LOW MAINTENANCE BACKYARD and so much more! If outdoor space is on your must have list this large corner lot delivers a covered front porch, SCREENED LANAI, an extensive paver patio fully FENCED for added privacy and as an added bonus the HOA takes care of your lawn maintenance. Start your tour in the main floor flex room, behind CUSTOM SLIDING DOORS, this space also delivers a modern accent wall and three windows for an abundance of light making it an ideal formal entertaining area, home office or play space - the choice is yours and the possibilities are endless! Follow the natural flow into the open living, dining and kitchen, a perfect layout for gathering with family or entertaining friends with sliding glass door access to the screened lanai, crown molding, another stunning accent wall, and a kitchen that any home chef will love. The heart of this home delivers timeless cabinetry topped with crown molding adding a touch of elegance, UPGRADED STAINLESS STEEL APPLIANCES that include a GAS STOVE, tiled backsplash, GRANITE COUNTERS, a walk-in pantry for ample storage and the bar seating under pendant lighting on the oversized ISLAND serves as casual dining or a central gathering space while entertaining. All of the bedrooms can be found upstairs, split around a BONUS/LOFT adding additional flexible living space. There is a convenient SECOND FLOOR LAUNDRY ROOM and both bedrooms two and three boast walk-in closets. A generous PRIMARY SUITE offers the homeowner a tranquil retreat, another bright space where you can escape the day, with windows on two walls, a must see built-in headboard, private EN-SUITE BATH RENOVATED IN 2023, and a massive WALK-IN CLOSET! The fantastic location within the community puts you just a block away from the COMMUNITY POOL and playground and you are just minutes from local shopping, restaurants, Lakeside Village Center, Winter Garden Village, area theme parks and so much more. Vineyards at Horizons West is zoned for sought-after A-RATED SCHOOLS with easy access to Winter Garden Vineland Road and SR 429. The many upgrades and designer accents in this home truly must be seen in person to appreciate the attention paid to detail when making this house into a HOME - call today!

13772 Ingelnook Drive, Windermere

6245 Little Lake Sawyer Drive, Windermere
$2,150,000
7 Beds ⋅ 5 Baths ⋅ Providence Ph 01 50 03 SubDv. ⋅ 34786 Zip Code
Welcome to Lorenc Lakeside Retreat, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over the dancing waters of the lake. Nestled along the western shoreline of Little Lake Sawyer within an enclave of custom-built lakefront homes, LLR features 7 bedrooms and 4.5 baths, lives large at 5300 sq ft (7306 total), and is ideally situated on pristine shoreline frontage with some of the lake’s most expansive water views. Showcasing fine craftsmanship and opulent elegance in every detail, LLR serves up a host of amenities ideal for Florida lakeside living. At the entry, the handcrafted mahogany and glass picture frame doors open to a stunning two-story foyer with polished travertine floors, flowing to a remarkable stone staircase and oversized formal dining area and then to the large great room overlooking the pool oasis and lake. The kitchen features stainless steel appliances with both gas and electric cooktops, plus a huge walk-in pantry with an additional refrigerator and freezer. The butler’s pantry has a built-in espresso machine as well as a beverage cooler and even more cabinet space. The primary suite features his and her walk-in custom closets, luxurious spa tub, spacious walk-in shower, oversized double vanities, and opens to the pool area. The pool area includes a decadent outdoor kitchen with a grill, sink, refrigerator, and icemaker. Lakeside, the boathouse includes a seamless hydraulic platform boat lift, with the entire dock & upper party deck made of composite decking. Verdant, lush landscaping fosters relaxation and inspires reflection and rejuvenation. Additional features: spray in foam insulation, security film on windows & security system, steam room/shower in pool bath, two tankless water heaters, pool w/endless swim generator, hot tub, baby pool, fire bowls, and waterfalls, additional laundry hook-ups on upper level, three car garage with a fourth space for storage/workshop, high lift garage doors, and a lake/dog wash area, balcony with lake views, custom closet systems, lake fed irrigation, granite counter tops throughout, whole house water softener system and reverse osmosis faucet in kitchen. The Lake Sawyer chain consists of two lakes and is without a public or community boat ramp, assuring minimal boat traffic. There is a certified water ski slalom course on the lake, and the lakes are ideal for skiing, wakesurfing, and all water sports. Lorenc Lakeside Retreat is ideally situated with immediate proximity to Windermere Prep and Windermere High School, and only minutes from downtown Windermere, downtown Winter Garden, Walt Disney World and the world-famous attractions of Orlando.

6245 Little Lake Sawyer Drive, Windermere

8311 Lookout Pointe Drive, Windermere
$616,500
4 Beds ⋅ 4 Baths ⋅ Windermere Trls Ph 3b SubDv. ⋅ 34786 Zip Code
Welcome to Your Dream Home! Price just dropped Again!!! Step into this stunning Main House with 3-bedroom, 2.5-bathroom gem, Plus a full apartment(a money maker) 1 bedroom, living room, kitchen and bathroom and a full laundry. A Premium corner lot, where modern elegance meets ultimate comfort. Nestled in a serene neighborhood, this home boasts an independent 1-bedroom, 1-bathroom apartment above the garage, perfect for rental income or as a private guest suite. The sought-after Windermere Trails is nearby everywhere surrounded by grocery stores, banks, restaurants, top rated schools, and you can contemplate Disney World fireworks every night. and the best part is: HOA LESS than $100/month Main House Highlights: SOLAR Panel paid off and installed by the builder. All 3 closets are custm made. Spacious open-concept living and dining area, ideal for entertaining. Gourmet kitchen with stainless steel appliances, granite countertops, and a cozy breakfast nook. Luxurious master suite featuring a walk-in closet and an ensuite bathroom. Two additional bedrooms with ample closet space. Bright and airy home office or flex space. Independent Apartment: Separate entrance for privacy. Fully equipped kitchen and comfortable living area. Perfect for generating rental income or hosting guests. Current rented for $1300, but can go easily up to $1400. Enjoy the best of both worlds with a tranquil suburban lifestyle and convenient access to nearby shopping, dining, and top-rated schools. Don’t miss this rare opportunity to own a versatile property that perfectly balances style, functionality, and income potential. Schedule your private showing today and experience the magic for yourself!

8311 Lookout Pointe Drive, Windermere

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34786 Windermere FL Homes for Sale

34786 At a Glance

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.

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

34786 Market Data

Current market conditions for Windermere's 34786 zip code, calculated from Orange County MLS data. Sale price and days on market cover homes that closed in July 2026; active listings is a current count.

Active Listings
236
Median Sale Price
$839,500
Homes Sold (July)
70
Average Days on Market
54

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

Windermere Homes for Sale

Every active listing in Windermere, not just this zip code

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.

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