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$855,000
4 Beds 3 Baths Legado SubDv. 34786 Zip Code
WOW! Don’t miss this stunning 4 bedroom / 3 bathroom home tucked away on a quiet cul-de-sac with no rear neighbors and incredible fireworks views! This beautifully maintained Windermere home in the Legado neighborhood offers the perfect blend of comfort, privacy, and entertainment-ready features. From the moment you step inside, you’ll feel welcomed by the warm and open layout, complete with a versatile bonus space perfect for a home office, plus an additional loft for even more flexibility. The heart of the home is the spacious main living area that flows seamlessly with a modern kitchen, ideal for everyday living and hosting guests. Step outside to your own private paradise—an expansive screened-in lanai overlooks the show-stopping Polynesian resort-inspired pool, surrounded by lush landscaping and peaceful conservation views. Whether you’re relaxing in the pool or enjoying nightly Disney fireworks from your backyard, this home delivers unforgettable moments. With four generous bedrooms, three full bathrooms, and thoughtful upgrades throughout, there’s room for everyone and everything. You’ll love the tranquility of no rear neighbors, the friendly cul-de-sac location, and the convenience of nearby schools, theme parks, shopping, and dining. This home is truly one of a kind—schedule your private showing today and experience your own slice of paradise!

9248 Legado Drive, Windermere

$1,140,000
4 Beds 4 Baths Keene's Pointe SubDv. 34786 Zip Code
PRICE IMPROVEMENT -- Charming Florida Ranch on a Spacious Private Lot in Keene’s Pointe! This beautifully maintained 4-bedroom, 4-bath home—with an additional office—features an inviting heated pool and a screen-enclosed lanai, perfect for relaxing and enjoying the expansive backyard. All bedrooms are conveniently located on the main floor, except for one oversized upstairs suite that offers added privacy and flexibility. Nestled in a quiet yet accessible enclave near Keene’s Pointe’s southern entrance at CR535, this home boasts a versatile layout to suit a variety of lifestyles. The updated kitchen serves as the heart of the home, seamlessly flowing into the bright and open family room with views of the pool, lanai, and yard. Built by W.J. Sauerwine, this custom home offers smart use of space with no wasted square footage. An oversized paver driveway and 3-car garage ensure ample parking and storage for all your needs.

11345 Preserve View Drive, Windermere

$3,075,000
5 Beds 6 Baths Casabella SubDv. 34786 Zip Code
HUGE PRICE IMPROVEMENT – SELLER MOTIVATED Welcome to Your Fully Automated Home in Casabella at Windermere Introducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers total privacy, elegance, and cutting-edge technology. Fully integrated with Alexa and smart home controls, manage the entire property via iPad or mobile device from anywhere in the world. As you enter, a grand double staircase and balcony make a striking first impression. The main floor features a luxurious oversized Primary Suite with serene water views, dual walk-in closets, and a spa-inspired bathroom. Upstairs are four generously sized bedrooms, each with its own ensuite bath, plus a large flex space ideal for a second living room or game room. The chef’s kitchen is equipped with top-of-the-line Jenn-Air appliances, extensive cabinetry, and gorgeous countertops. Entertain effortlessly in the expansive open-concept living area with two oversized wine coolers (holding 320 bottles), wet bar, and sleek ceramic porcelain flooring. Upstairs and throughout the staircases, rich hardwood floors bring warmth and charm. Step outside into a fully enclosed and climate-controlled summer kitchen—complete with BBQ grill, pizza oven, refrigerators, and hurricane-rated windows/doors—creating the perfect year-round entertainment space. The backyard is an oasis with a stunning 850 sq. ft. pool and jacuzzi, framed by lush landscaping. This home has been meticulously maintained and all improvements were permitted and inspected—no unpermitted additions. Located in the award-winning Casabella at Windermere, close to shopping, hospitals, top-rated schools, and just minutes from Disney parks. Enjoy luxury, technology, privacy, and convenience in a gated community.

13125 Casabella Drive, Windermere

$387,000
2 Beds 3 Baths Summerport Ph 04 C E F & G SubDv. 34786 Zip Code
Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly sought-after Summerport neighborhood in Windermere! This home offers a perfect blend of comfort, style, and functionality. Step inside to find laminate flooring on the first floor and hardwood stairs, adding a touch of elegance, while the second floor features durable vinyl flooring for easy upkeep. The open-concept living and dining areas flow seamlessly into a well-equipped kitchen with a gently used refrigerator, stove, and microwave—perfect for entertaining or everyday living. Enjoy the freshly painted interior and exterior plus the comfort of a newer AC system (replaced just 2 years ago). Smart home features include a Nest thermostat, smart doorbell, and garage camera for added convenience and security. Outside, you'll love the paved backyard, ideal for relaxing or hosting gatherings. A detached 2-car garage offers plenty of storage and parking space. As part of the Summerport community, you'll have access to a host of amenities including a community pool, fitness center, playgrounds, and sports courts for tennis, basketball, and volleyball. This home is walking distance to Keene’s Crossing Elementary (A-rated school), and just a short drive from Bridgewater Middle and Windermere High School. Don’t miss this opportunity to own a well-appointed home in a prime location close to schools, parks, shopping, and dining! Schedule your private showing today and discover the lifestyle waiting for you in Summerport!

14233 Confetti Drive, Windermere

$720,000
4 Beds 4 Baths Windermere Trls Ph 4a SubDv. 34786 Zip Code
Beautiful home in Windermere Trails, where luxury and convenience come together in the heart of one of Central Florida's most desirable communities. This stunning 4-bedroom, 4-bathroom home is ideally situated just a short stroll from Lakeside Village Center, offering easy access to Publix, charming local restaurants, and boutique shops. Perfectly zoned for top-rated Windermere schools, including Windermere High School, and just minutes from the world-famous Disney Parks, this home offers the best of Florida living in an unbeatable location. As you enter the home, you are welcomed by impressive open-concept living space with a sense of grandeur. The chef’s kitchen is a true standout, with granite countertops, upgraded cabinets, a built-in microwave, convection oven, gas range, and a spacious center island that’s perfect for meal prep or entertaining guests. Whether you're hosting or relaxing, this kitchen will surely be the heart of your home. The primary suite is your personal retreat, offering a luxurious soaking tub, walk-in shower, and an expansive closet. Upstairs, a versatile loft space awaits, ideal for a teen hangout, library, or additional living area to suit your needs. The secondary bedrooms are generously sized, providing ample closet space and room for personalization. Outside, you’ll find your own private backyard oasis, featuring a spacious lanai that invites relaxation and outdoor living. Don’t miss your chance to own this meticulously upgraded gem in Windermere Trails, where modern elegance, exceptional comfort, and the best of Florida living come together.

9227 Outlook Rock Trail, Windermere

$718,000
4 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
Come check this 4 bedroom 3.5 bath house with tile roof and the big porch at the front and the dining room and the living room combo great for indoor entertainment and has a spacious family room that’s open to an expansive kitchen , French door lead to the oversize the lanai , over look the community pool owner also upgrade all the light fixture give modern and contemporary feeling and office area and nature sunlight for the living room felt more inviting . all high end vinyl plank thought out the house not carpet master suite have his and her closet and dual sink and the shower right next to the laundry room ,you also have another en-suite , and 2 more bedroom with jack- Jill bathroom great for your kids and family .Located in the highly desirable heart of Windermere, Westside Village is only minutes from access to multiple lakes, dining, shopping, and A-rated schools. Westside Village will also have fantastic community amenities including a resort-style pool, clubhouse, and playground. builder also Known for their energy-efficient features, our homes help you live a healthier and quieter lifestyle while saving thousands of dollars on utility bills.

12755 Westside Village Loop, Windermere

$505,000
3 Beds 3 Baths Windermere Sound SubDv. 34786 Zip Code
Welcome to your dream retreat in one of Orlando’s most desirable neighborhoods! This adorable, cozy bungalow is bursting with charm and character, nestled in the highly sought-after community of Windermere. Featuring 3 bedrooms and 2.5 baths, this home is perfect for first-time buyers, downsizers, or anyone craving peaceful Florida living with a touch of elegance. Built in 2015, the residence features an open floor plan with all bedrooms situated upstairs. The kitchen is equipped with granite countertops, stainless steel appliances and a walk-in pantry,while the master suite includes a garden tub, shower and a huge walk-in closet. Conveniently positioned near shopping, dining, and entertainment options including a community pool, this home provides both comfort and accessibility, while also being located close to attractions like the Disney and Universal theme parks. Step inside to find a warm and inviting interior with new LVP flooring, a freshly painted interior and exterior, and natural light. The open layout flows beautifully, making the space feel larger while still maintaining that cozy, intimate vibe. Outside, enjoy your morning coffee on the welcoming front porch or relax in the backyard oasis, perfect for weekend barbecues or quiet evenings under the stars.Don't miss your chance to own this hidden gem, schedule your showing today. *HOA fees include lawn maintenance

7325 Ella Lane, Windermere

$2,050,000
4 Beds 6 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Discover timeless Mediterranean elegance in this recently renovated custom estate, beautifully situated on over half an acre in the prestigious guard-gated community of Lake Butler Sound. Recently refreshed with a brand-new exterior repaint in June 2025 and fresh interior paint in May 2025, this custom-designed masterpiece blends timeless elegance with modern sophistication. Arriving at the circular driveway, you’re greeted by timeless architecture that captures your attention and sets the tone for what lies within. Experience a newly renovated interior where luxury and sophistication shine through every detail—grand columns, palladium windows, intricate moldings, and thoughtfully curated architectural elements. A dramatic foyer leads to a formal living room with a gas fireplace and glass doors opening to the backyard oasis. The grand dining room with a designer chandelier opens to a private lanai—perfect for after-dinner conversations or a morning coffee. The heart of the home is a chef’s kitchen, outfitted with premium Wolf gas appliances, custom cabinetry, a large pantry, marble slab island, and recessed ceiling lighting. The open floor plan continues into the breakfast nook, expansive great room, and media room—complete with a guest bath and private entrance, offering flexibility for entertaining or multi-generational living. Oversized windows along the back of the home frame your private outdoor retreat: a heated saltwater pool, in-ground spa, summer kitchen, and beautifully designed entertaining decks, all surrounded by lush landscaping and expansive green space. The .72-acre lot offers rare space and privacy—ideal for outdoor play, gatherings, and peaceful living. The first-floor primary suite is a private sanctuary with a sitting area, soaring ceilings, and a spa-like bath adorned with exotic stone finishes and a statement crystal chandelier. A wrought iron staircase winds up the turret to the second level, where you’ll find three additional bedrooms, three full bathrooms, an open loft, and generous storage. Additional highlights include a three-car garage, custom cabinetry, and expert landscaping that completes this one-of-a-kind estate. Located just minutes from Windermere’s upscale shopping, dining, and A-rated schools, this home offers the ultimate in luxury, space, and lifestyle.

6143 Cartmel Lane, Windermere

$330,000
3 Beds 2 Baths Lakeside/Lks/Windermere Ph 17 SubDv. 34786 Zip Code
**LUXURIOUS LAKESIDE LIVING** Tucked into the heart of Windermere’s desirable Lakeside at Lakes of Windermere community, this first-floor, corner unit condo at **8256 Maritime Flag St #103 (Unit 1710)** delivers an ideal blend of privacy, accessibility, and vibrant resort-style amenities. With no stairs to climb, this ground-floor location offers added convenience for everyday living, while the corner layout invites in more natural light and an enhanced sense of space and tranquility. ### Comfort and Style in Every Room Step inside to find a thoughtfully designed open-concept living space that feels instantly welcoming. The rich hardwood-style tile flooring flows into a spacious living room perfect for both relaxing nights and lively gatherings. Just beyond, the kitchen features espresso-stained cabinetry, dark granite counters, and a full suite of modern black and stainless appliances, making it easy to prepare everything from a quick breakfast to a full dinner party spread. The screened-in patio off the main living area is a charming bonus—your own shaded outdoor nook to sip coffee in the morning or unwind with a glass of wine at dusk. ### Unmatched Community Amenities Living here means enjoying access to a wealth of amenities just steps from your front door. Start your day with an energizing workout in the state-of-the-art fitness center or swim a few laps in the sparkling resort-style pool. Host friends at the community BBQ pavilion, play volleyball in the sand court, or simply relax in the lush landscaped grounds. With on-site management, maintenance becomes stress-free, giving you more time to enjoy everything this neighborhood has to offer. ### The Windermere Way of Life Windermere, Florida is a town that feels like a hidden gem. Just minutes from your doorstep, the weekly **Windermere Farmers Market** brings together local produce, handmade goods, and community spirit in a charming open-air setting. The town’s network of parks—like Central Park and Butler Bay—offer shaded walking trails, picnic spots, and playgrounds ideal for an afternoon outing. Residents love the small-town charm and community-focused events that fill the calendar—from movie nights and wine & dine events to seasonal festivals that bring everyone together. And for the bigger adventures? Walt Disney World, Universal Studios, and countless dining and shopping destinations in Orlando are all within a short drive, giving you the perfect mix of peaceful living and big-city access. **Act now to make this Windermere gem your new home—because opportunities like this don’t last long.**

8256 Maritime Flag Street Unit 103, Windermere

$3,999,999
5 Beds 8 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.

11002 Lake Butler Boulevard, Windermere

$925,000
3 Beds 4 Baths Lakes Of Windermere Ph 1 SubDv. 34786 Zip Code
A Rare Find! No rear neighbors with views out front of Lake Sawyer by day and Disney fireworks in back at night. Just over a mile from Windermere Prep and Windermere High School and within proximity to A rated public schools. Updated gourmet kitchen with top of the line Cambria quartz countertops, beautiful natural stone backsplash which included stainless steel appliance, refrigerator, built in oven, microwave, cooktop and vented hood, under cabinet lighting, ad spacious pantry. Three spacious bedrooms and office plus 3.5 baths. Gorgeous entry and foyer with travertine, crown molding, archways opening to the large formal living/dining room providing immediate views of your salt water pool. The sitting room has arched windows, double trey ceiling with crown molding and hardwood floors. The owner’s retreat features trey ceiling with recessed lighting beautiful arched windows and private door with access to the pool! The owner’s bathroom has 2 walk-in closets, granite countertops, Jacuzzi tub with separate shower. Travertine and hardwood flooring. Large heated pool with wireless control system, waterfall, spa, and fenced yard. Additional features include: designer lighting throughout, recently installed recirculating water heater (2018), 8 ft garage and interior doors, large laundry room, plantation shutters throughout. Community pool, playground, tennis, volleyball and a dock are nearby. Entire home including fireplace with heat are fully electric, pipes for gas if you prefer as well. The HVAC (2017) and water heater have recently been replaced (2018). Welcome home!

12614 Hawkstone Drive, Windermere

$1,800,000
5 Beds 5 Baths Keenes Pointe Unit 5 SubDv. 34786 Zip Code
Discover unparalleled luxury in this stunning 5-bedroom, 4.5-bathroom estate nestled within the prestigious Keene's Pointe country club community in Windermere, Florida. Perfectly positioned along the second hole and green of the renowned Golden Bear Club, this turn-key golf course home offers breathtaking views and an exceptional lifestyle for discerning buyers. Step inside to find high-end finishes throughout, showcasing impeccable craftsmanship and modern elegance. The expansive living spaces are designed for both grand entertaining and intimate family moments. The gourmet kitchen, spacious primary suite, and generous additional bedrooms provide comfort and sophistication at every turn. Outside, your private oasis awaits with a sparkling pool and spa, ideal for relaxing while overlooking the meticulously maintained fairways. This is more than a home—it's a statement of luxury and exclusivity in one of Central Florida's most coveted communities. Don’t miss your chance to own this masterpiece in Keene's Pointe!

11139 Camden Park Drive, Windermere

$1,600,000
4 Beds 4 Baths Butler Bay SubDv. 34786 Zip Code
Great opportunity to own a lakefront home on Lake Crescent in one of Windermere’s most exclusive gated private ski lake communities, Lake Crescent Reserve. Located in the town limits of beautiful Windermere, this property sits on the highest elevated lot on 175-acre spring-fed Lake Crescent designated as an Outstanding Florida Waterway. This well-loved private lake, known for its awesome lifestyle and even the occasional seaplane, has always remained in high demand over the years. It’s the kind of place where sunsets feel like a daily gift and stop you in your tracks making time seem to slow down. The white sandy beach and boathouse provides easy and direct access to boating, water skiing, jet skiing, and fishing, delivering a true Florida waterfront lifestyle. The private and large circular driveway welcomes you home surrounded by majestic oaks. The home’s unique cedar wood exterior construction provides natural beauty and durability, ideal for long-term value and protection against moisture and insects. The homes extensive millwork makes this a perfect canvas for a Spanish Revival-style renovation with mid-century modern elements including solid wood interior doors, wood windows & exposed beams. Some of the updated features include newer electrical, HVACs, water heaters and drain field, along with a full-home Generac generator, providing reliable power during any outages. The original 3-car garage was designed and built with the home as a built-in nanny or staff suite, acting as the 5th bedroom. It’s a flexible space which works perfectly for private guest quarters, a quiet home office, or multi-generational living, all while keeping the layout connected. The property includes a large 1.9 +/- lot with boat dock and offers a tranquil outdoor living setting, ideal for entertaining or relaxing by the water. The adjacent Windermere Recreation Center has a wide variety of activities including lighted tennis courts, playground and pet parks, lakefront boardwalk, beach volleyball and large entertaining pavilion. Just minutes from top-rated Windermere schools, golf courses and Lake Butler Chain of lakes community access. Don’t miss this one-of-a-kind lakefront renovation opportunity in Central Florida. Bring your vision and transform this property into a luxury waterfront estate.

2926 Marquesas Court, Windermere

$465,000
4 Beds 4 Baths Lakeside Village Twnhms SubDv. 34786 Zip Code
Are you ready to live the Florida lifestyle?  With a versatile floorplan like 10655 Village Lake Rd, it's sure to fit all of your needs despite what you may be looking for; whether it's a second home while you visit Orlando, or if you plan to make this your primary residence; just wait until you see!  Located in sought after Windermere, 2 miles from Magic Kingdom and immediately next to the growing Lakeside Village Center, this is an urban-style community with vast walkability to Publix, Starbucks, Panera Bread and countless restaurants & cafes.  Once inside you can instantly appreciate how well cared for this home has been, and all of the timeless updates that are present. Your first bedroom with it's own private en-suite is conveniently located on the first floor; ideal for a multigenerational family, young adult or those out-of-town guests.  If you like to entertain and cook, this kitchen is going to exceed all of your expectations!  Granite countertops from side to side with an abundance of prep space, and more kitchen cabinets than you'll know what to put inside them.  Elegant designed beige cabinetry blend perfectly with the veins in the granite counters, tile flooring and neutral paint selections.  Did you ever want to have your own built-in banquette seating in the kitchen.....well you can now!  This perfect nook with custom cushions is in addition to your eat-in kitchen space, and in addition to the massive wrap-around countertop that can easily accommodate 6 bar stools.  A half-bathroom is also located adjacent to the kitchen making it convenient for guests.  Your private courtyard is an oasis in itself, and leads you to your spacious two car garage.  Upstairs you'll find two other secondary bedrooms with ample space, laundry closet and a very well appointed full bathroom that services the secondary bedrooms.  Are you ready to live like a king or queen??  Your hotel-like primary bedroom has a copious amount of natural light beaming in from the windows; and not only the bedroom windows and window in your enormous walk-in closet (yes you read that right), but also from your own private balcony, with stunning views of the nightly fireworks at Magic Kingdom!  Homes such as this one in this location seldom become available.  LOW HOA | CROWN MOLDING ALL THROUGHOUT | CAN BE PURCHASED WITH FURNITURE| WALKING DISTANCE TO PUBLIX, STARBUCKS, PANERA BREAD & COUNTLESS OTHER RESTAURANTS & CAFES | TWO CAR GARAGE. Don't you deserve to walk into a home that you are excited about every day?

10655 Village Lake Road, Windermere

$745,000
4 Beds 3 Baths Windermere Downs SubDv. 34786 Zip Code
Welcome to Windermere Downs. Nestled in one of the most sought after neighborhoods in Windermere, this 70’s modern gem sits on a half acre lot. The U shaped layout of the house wraps around a generous screened lanai under a permanent roof with four skylights. The lanai is accessible from the foyer, primary bedroom, guest room, dining room, and family room and it opens up to the swimming pool and luxurious back yard. The foyer separate the living areas of the house from the bedrooms. The right side opens to the kitchen with its casual dining space, a large room that could be used as formal dining and/or living room, and an extra spacious family room paneled with the quite rare Pecky Cypress wood. The opposite side of the home is devoted to bedrooms and remains very quiet and separated from the rest of the house. The property is just a few homes from the private neighborhood beach lot that features a park, sandy beach, covered dock, and boat ramp. The park is regularly used for annual community gatherings and beach days to enjoy the great Florida sunshine. The boat ramp provides access to the renowned Butler Chain of Lakes. The Butler Chain of Lakes is a system of 13 interconnected lakes known for its excellent water quality, wildlife, and recreational opportunities, including boating, fishing, and water sports. The home features a fenced and covered boat parking spot. The canopy of mature oaks offers shade, privacy, and the charm of a true southern residence. Embrace the tranquillity of this established community as soon as you drive in the neighborhood. Tennis courts, playgrounds and beach lot blend perfectly between homes and the staggering landscape. Charm meets convenience in this delightful area which, being close and well connected to the major expressways, offers the ideal blend of style, community, suburban living, and urban accessibility. New roof and gutters January 2025. AHS Home Warranty included. Walking distance to Yellow Dog Eats and close Windermere Farmer’s Market & Food Truck Night.

9676 Wild Oak Drive, Windermere

$496,000
3 Beds 2 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Single-Story Home | New Roof (2025) | Located in Windermere’s Summerport community, the single-story home features a new roof, new carpet, and fresh interior paint. The open-concept layout includes a functional kitchen with a natural gas range, overhead microwave, and breakfast bar overlooking the main living area. The primary suite offers tray ceilings, a walk-in closet, dual vanities, a soaking tub, and a separate shower. Two additional bedrooms and a full bath provide flexible space for a variety of living arrangements. Large windows bring in natural light throughout, and sliding doors open to a covered lanai with views of a tree-shaded backyard. A hallway laundry closet adds convenience to the layout. Summerport offers a wide range of amenities, including a community clubhouse, fitness center, junior Olympic-size pool, tennis, basketball and volleyball courts, multiple playgrounds, walking trails, and fishing docks. A Publix-anchored plaza with shops and dining is located within the community, while Winter Garden Village is just minutes away. With direct access to the 429 expressway, the neighborhood provides convenient routes to downtown Orlando, the Florida Turnpike, I-4, and the Walt Disney World Resort.

5044 Wise Bird Drive, Windermere

$2,350,000
5 Beds 7 Baths Reserve At Lake Butler Sound Unit 2 SubDv. 34786 Zip Code
Luxury Meets Comfort in This Stunning Custom Windermere Estate! Experience the pinnacle of Florida living in this immaculate home, designed with elegance and functionality in mind. Spanning an impressive 6,000 square feet, this single-story masterpiece boasts exceptional architectural details, intricate ceiling designs, and luxurious finishes throughout. Step through the grand wrought iron and glass entry doors into the exquisite loggia, where the spacious grand salon welcomes you with a stately gas fireplace and French doors opening to a breathtaking poolside retreat. The seamless indoor-outdoor flow continues in the expansive family room, where disappearing pocket glass doors reveal a resort-style screened pool and spa with enchanting water features, “stepping stones,” a summer kitchen, and an outdoor fireplace—perfect for entertaining. The chef’s dream kitchen is a work of art, equipped with top-tier Wolf & SubZero appliances, a large center island, a hidden walk-in pantry, a butler’s serving pantry, and a buffet counter—all complemented by a stylish casual dining area. Designed for ultimate relaxation, the luxurious master suite is a private oasis, featuring a spacious sitting area, elegant tray ceilings, and a lavish spa-inspired bath with a bidet and an expansive walk-in wardrobe. A private exercise lounge and an adjoining, richly detailed study with wood flooring and exposed beams complete the master wing. On the opposite side, four generously sized guest suites—each with private en-suite baths and walk-in closets—surround a spacious game room, ensuring comfort and privacy for family and guests. Set on a lushly landscaped lot, this stunning residence also offers two 2-car garages, a brick-paver motor court, and a picture-perfect setting in one of Windermere’s most prestigious communities. Residents enjoy 24-hour manned security, serene English garden parks, a lakeside gazebo, and a beautifully landscaped waterscaped entry. Don’t miss the opportunity to own this extraordinary home, where every detail has been thoughtfully designed to offer elegance, comfort, and the best of Florida living!

11055 Ullswater Lane, Windermere

$7,650,000
6 Beds 9 Baths Keenes Pointe SubDv. 34786 Zip Code
Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined craftsmanship, exquisite details and seamless indoor-outdoor living with stunning water views from almost every space. The 26-foot grand entry sets the tone for soaring handcrafted coffered ceilings, travertine marble and mahogany wood floors, custom cabinetry, designer interior and exterior finishes and an open floor plan. Inside you'll find six bedrooms, five en suite, nine baths, formal living and dining rooms, wine cellar, family room, captivating saltwater aquarium, game room, lounge/loft, two offices, a mudroom, and a home theater constructed of concrete block to also serve as a safe room. The chef’s kitchen is outfitted with Sub-Zero and Dacor appliances, Esmeralda Brazil granite countertops, LED lighting, a large walk-in pantry, a prep kitchen with additional appliances and a built-in Miele coffee station with beverage refrigerator. The owner’s retreat features a private sitting room, fireplace, wet bar, oversized custom closet, spa-like bath and a covered balcony with breathtaking lake views. A spiral staircase leads to the third floor, the highest elevation in Keene’s Pointe, where you’ll find a private study and an observation deck. Massive sliding doors open to a spectacular outdoor living space with retractable screens, tongue-and-groove ceilings, fireplace, TV and a full summer kitchen with Viking gas grill, sink and refrigerator. The resort-style saltwater pool features a Beadcrete finish, sun shelf, lazy river, slide, grotto, swim-up table and stools, island planter with palm trees, spa and dramatic water, fire and lighting effects. A putting green and built-in trampoline complete the backyard oasis. One of only two, two-story docks in Keene’s Pointe, the home's private boathouse includes two boat slips with lifts and touchless covers, plus a floating dock for jet skis. Additional features include an elevator, in-floor vacuum system, attached in-law suite with private entry plumbed for a future kitchen, two garages with room for five cars and a gated dog run. The barrel tile roof, stone entry columns, motor court with fountains and professionally designed landscaping further elevate the estate. Keene’s Pointe offers access to the Butler Chain of Lakes, a 250-acre Jack Nicklaus Signature golf course, the Golden Bear Club, resort-style pool, tennis courts, fitness center, multiple playgrounds and a clubhouse for private events. Windermere offers small-town charm with proximity to downtown Orlando, fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and theme parks.

6137 Grosvenor Shore Drive, Windermere

$2,600,000
5 Beds 6 Baths Keenes Pointe 46/104 SubDv. 34786 Zip Code
Combining timeless French Country architecture with the luxuries and design of the modern world, is what this Keene’s Pointe golf estate is all about. Originally designed and built by much-respected Goehring and Morgan, this home offers everything today’s discriminating buyer is looking for in a luxury property. Perfectly positioned overlooking the 14th fairway of The Golden Bear golf course, with over 5,200 square feet, the home has everything you need and want with 5 bedrooms, 5 full baths, 2 half baths, office, loft, and flex space (the 5th bedroom suite is currently being used as an amazing home theater). The primary living areas offer unobstructed golf views with an elaborate stone fireplace, intricate ceiling design, and lovely travertine flooring create comfort and elegance. The office is large with custom mill work and mahogany custom built-ins. The oversized master suite offers a private sitting area overlooking the sunny pool and golf views. The gourmet kitchen is designed for a chef’s delight, with custom cabinetry, stainless appliances, exotic granite. The family, dining, and kitchen areas open to the two-story family entertainment room with an awe-inspiring staircase. The entire home wraps around a beautiful pool with the two outdoor covered lanais complete with summer kitchen. With expansive decking, outdoor shower and bath, all overlooking the Jack Nicholas course, this is truly paradise.

6850 Valhalla Way, Windermere

$689,000
3 Beds 2 Baths Reserve At Belmere Ph 2 SubDv. 34786 Zip Code
Florida Living at its finest! Priced below recent appraisal, this wonderful barrel tiled roof, single story home is move-in ready and waiting for you! You’ll feel the pride of ownership both inside and out in this lovely 3 bedroom, 2 bath, pool home; located in the exclusive 24 hr. guard-gated community -The Reserve at Belmere in Windermere, FL. Upon entering, you’ll see features such as 10’ ceilings, beautifully detailed moldings and upgraded plantation shutters complement the home’s interior. This meticulously maintained open floor plan with just under 2,100 sq ft. features a great open floor-plan and sits on an oversized corner lot. Beautiful ceramic tiled flooring can be found throughout all of the common areas.  The kitchen features all stainless steel appliances, high-quality cabinetry, granite counter-tops, a custom backsplash and breakfast bar! The over-sized family room, sitting at the epicenter of this modern and functional layout, gives you direct access to the kitchen or the outdoor entertaining area through the triple glass door – which open up to a tropical backyard space featuring a screened-in lanai and heated pool! The spacious Owner’s retreat offers pool access, shower enclosure and garden bathtub, plus an oversized walk-in closet. The two other spacious bedrooms share the other full bath. HVAC and Pool Heater both replaced in 2019. Hot Water Heater replaced in 2023. Community amenities include, tennis, basketball, volleyball, playground, lakefront pier and fitness center! Conveniently located, you are mere steps from the heart of Downtown Windermere, shops, and restaurants, as well a neighborhood Publix. You are about a half hour drive from the Orlando International Airport, Universal Studios, and Walt Disney World. You are only an hour from some of Florida’s Finest Beaches! An Absolute Do-Not-Miss-Must-See!

1412 Glenwick Dr, Windermere

$1,400,000
5 Beds 4 Baths Waterford Pointe SubDv. 34786 Zip Code
Back on the market due the to previous buyer's financing falling through. No fault of the property. Experience unparalleled LUXURY LIVING and PRIVATE LAKE ACCESS in this meticulously renovated Mediterranean-style 5 Bedroom, 4 Bath Estate located within the stunning guard-gated community of Waterford Pointe in Windermere, FL. Nestled on more than an acre of secluded land, this residence showcases modern elegance with impressive updates that ensure a fresh and carefree living experience. Recent enhancements include a NEW ROOF, HVAC System, HOT WATER HEATER, WINDOWS, and SLIDING GLASS DOORS. Inside, you'll find stylish NEW TILE FLOORING in the main living spaces, complemented by plush, NEW CARPETING in the bedrooms, all enhanced by FRESH PAINT throughout. Outside, enjoy the benefits of a NEW SOLAR-POWERED POOL HEATER, a NEW WELL PRESSURE TANK & PUMP, and a NEW DRAINFIELD. Imagine arriving via the circular driveway to your side-entry 3-car garage. Step inside and be greeted by sun-drenched living and dining areas that flow seamlessly to your private spa-like pool and patio. The heart of this home is a stunning, completely remodeled gourmet kitchen featuring two expansive islands, top-of-the-line GE Monogram appliances, and panoramic views of your resort-style outdoor oasis. Retreat to the secluded primary suite with a flexible relaxation area and a spa-inspired ensuite bathroom. Offering versatile living arrangements, a private guest suite ensures comfort and convenience, complemented by additional bedrooms perfect for children, extended family, or a home office, all designed with style in mind. Your personal paradise in the backyard invites your exploration and discovery: a newly paved pool deck with a new outdoor kitchen and fire island, a resurfaced pool and spa, and a sprawling yard with serene pond views and no rear neighbors. Enjoy exclusive community amenities including lake access, tennis/pickleball courts, and a playground. Located near top-rated schools, shopping, dining, and attractions, this turnkey luxury home presents a rare opportunity. Don't miss your chance to own this meticulously maintained property, ready for you to move in and enjoy. Schedule your private showing today and start living the Windermere dream! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="https://my.matterport.com/show/?m=8uwb53xokp5&mls=1" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

13112 Luntz Point Lane, Windermere

$1,000,000
5 Beds 3 Baths Legado SubDv. 34786 Zip Code
Stunning Fully Furnished Home for Sale - Like a BRAND new home . Discover luxury living in this FULLY Furnished and decorated 5-bedroom, 3-bathroom home with a private POOL in the exclusive Legado community in Windermere, FL! This move-in-ready property offers an elegant open floor plan, high-end finishes, and modern design. Property Highlights: 5 Spacious Bedrooms & 3 Bathrooms Fully Furnished & Stylishly Decorated - ALL included Private Pool & Outdoor Kitchen – Perfect for Entertaining Gourmet Kitchen with High-End Appliances Laundry has a utility sink for your convinience Bright & Open Living Spaces Prime Location! Nestled in one of the most desirable areas of Windermere, this home offers easy access to top-rated schools, shopping, dining, and entertainment. Enjoy the tranquility of a gated community while being just minutes away from Disney, Winter Garden Village, and major highways. Zoned for Excellent Schools! Families will appreciate being in close proximity to some of the best schools in Orange County, making this an ideal home for those seeking quality education. Don’t miss this opportunity to own a fully furnished dream home in Windermere! Contact us today for more details or to schedule a private showing.

9224 Legado Drive, Windermere

$1,655,000
4 Beds 3 Baths Kelso On Lake Butler SubDv. 34786 Zip Code
Welcome to 1424 Kelso Boulevard, a stunning luxury waterfront estate that seamlessly blends elegance and modern comfort. This 4-bedroom, 2.5 bathroom masterpiece offers unparalleled craftsmanship and breathtaking water views, creating the perfect sanctuary for refined living. Upon approaching the home you are greeted by the recently brick paved circular driveway with ample parking for all the future events you can host. As you enter the home through the solid wood custom built double front doors the brick foyer offers a warm welcome as does the formal living room with expansive vaulted ceiling and dining room with built in bar separated by the double sided fireplace. Onto the magnificent kitchen with custom cabinets and drawers including the cabinet faced refrigerator, Bosch built in oven and microwave, cooktop, and dishwasher. Expansive 15' exotic granite center island with 2 sinks and a glass backsplash to reflect the one of a kind amazing views to the back. Additional room off the kitchen can be used for a breakfast nook and or additional family room. Upstairs you will find the 4 bedrooms including the master suite with vaulted ceilings, double sink vanity and walk in closet, 3 of the 4 rooms offer a sliding door out to the full length balcony overlooking the aforementioned views of the backyard and lake. Full bath with double sink vanity, frameless glass shower and custom tile. Additional interior features include half bath with copper sink and spacious laundry room with built in cabinets, counter and sink. Back downstairs you find the 8" sliders leading out to the recently added heated and salt water pool with fiber optic color changing. When your finished playing in the pool take a quick stroll don the brick paver path to the custom built weather resistant dock with lift and jump in your boat and or jet ski and live the lake life! When the day is done, choose your location either in the pool, on the balcony or on the dock and watch the magnificent glow of the sunset disappear beyond the lake. Additional exterior features include solid storage shed, tile roof, along with a side rear entry garage. The private community of Kelso on Lake Butler is situated on its own little peninsula nestled between Lake Cypress and Lake Butler and offers deeded access to the famous "Butler Chain of Lakes." Location benefits include easy access to Downtown Windermere and Winter Garden where you will find local farmers markets, easy access to Disney, The Florida Turnpike, SR 408 and Downtown Orlando.

1424 Kelso Boulevard, Windermere

$1,370,000
4 Beds 5 Baths Oxford Moor 47/30 SubDv. 34786 Zip Code
Are you searching for a gated community lifestyle in a sought out Central Florida location? Your search ends at Oxford Moor. Oxford Moor is an elite gated community in Windermere, where a high standard of living is…well…the standard. When you pull up to the property, it shows pride of ownership with the meticulously manicured landscaping and elegant paved driveway. The Mediterranean-style 4 Bedroom/4.5 Bath WATERFRONT Pool Estate is complete with barrel-tile roof and custom architectural features and upgrades throughout. (crown molding, shadowboxes, window moldings, casing, chair molding, tray ceilings, custom built-ins, solid core doors, arched windows and doorways, etc.) Over 5000 sqft of luxury resort-style living. Double hung front doors with leaded beveled glass open into an expansive foyer. High-end lighting in the Foyer, Dining Room, and Kitchen. Including a Crystal Chandelier. Hunter Fans throughout the entire home. Wood-engineered walnut tray ceilings. Formal Dining Room and Living Room combination/Open Floor Plan. The Gourmet Kitchen includes: Granite Countertops, Hardwood Cabinetry, a Pantry, Stainless Steel Appliances, a Butcher Block, an eat-in space, a built-in wine rack, and a Custom Wood Range hood. Elegant oversized Primary bedroom with a stylish, relaxing, cozy sitting area with a double sided fireplace, custom walk-in closet, and spa-style en suite bathroom. The bathroom included a Garden tub, a double-sided gas FIREPLACE in the bathroom to the bedroom, a separate water closet, dual sinks, a large walk-in glass shower, and wood cabinetry. Such creative ambiance and style! All bedrooms have been designed with form, function, and incredible details. This home was built for entertaining and family gatherings. The paved covered tropical lanai is screened and complete with a new Summer Kitchen. Blaze LTE 4 Burner 32' Propane Grill, Copper Sink, granite countertops and Travertine backdrop wall. Next is the stunning self-cleaning heated Pool with Spa. The pool surface is a significant upgrade over standard resurfacing. The surface is: NPT Stonescapes Puerto Rico Blend Aquablue Mini Pebble. In addition all the tile was replaced. All pavers have been sealed. This home has impeccable upgrades and features, It is definitely a must-see. Inside laundry room with sink and wood cabinetry. Oversized 3-car garage with 220V outlets. Dusk to Dawn front entrance lighting. Attic insulation was upgraded to R40 (added 108 bags of blown-in insulation. Foam insulation in all exterior walls when built. Sentricon Termite System was installed and has been maintained since the home was built. Well for irrigation system. Oxford Moor is a premier gated community in the heart of Windermere, Florida. Enjoy quick and easy access to world-class boating and fishing on the Butler Chain of Lakes, world-class golf on a wealth of renowned courses, and world-class shopping and dining in Downtown Windermere and nearby Winter Garden, all right outside your gates. Meanwhile, inside the gates, you’ll find 85 luxury single-family homes and amenities like a central pond, multiuse green space,tennis court, and more. Nestled just off Winter Garden Vineland Road, in the southwest part of Windermere, it boasts quick and easy access to major points of interest via the Florida Turnpike, I-4, the 408, and the 429. you can reach Disney World, Downtown Orlando, and the Orlando International Airport, in just minutes!

5518 Oxford Moor Boulevard, Windermere

$460,000
3 Beds 3 Baths Windermere Trls Ph 1c SubDv. 34786 Zip Code
Discover this enchanting 3-bedroom, 2.5-bathroom two-storey single-family home that features a welcoming front porch that introduces an open floor plan combining the kitchen—with its elegant stone countertops—and living room on the tile-floored first level. A half bath adds convenience downstairs, while the upstairs hosts a spacious loft, a master suite with dual sinks, and two additional bedrooms, making it perfect for both comfort and accessibility. This home is ideally located across from a preschool and an elementary school and within 3 minutes to Lakeside Village Center and Westside Shoppes, featuring Publix, banks, a nail salon, fitness centers, and dining options just 7 minutes from Disney's Magic Kingdom.

11822 Silverlake Park Drive, Windermere

$900,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Exclusive Keene's Pointe in Windermere! 24 Hour attendant gated community. Located on the quiet street of Hamilton Village, and the 1st Fairway, this beautiful 4 Bedroom, 3 1/2 baths Villa style home will not disappoint. Primary Bedroom with a expansive bathroom and walk-in closet, along with 2 other bedrooms with en-suite baths are all located on the 1st floor. 1 Bedroom with 1/2 bath upstairs. Large open Dinng and Living Room overlook the screened porch and a serene back yard with a canopy of mature trees. There is even a Natural Gas Fireplace for those chilly winter evenings! The spacious kitchen has high end cabinetry with a center island and a breakfast nook, along with a huge seperate pantry. Nice sized laundry room and tons of storage! Oversized 2 car garage. Newer AC and Hot Water Heater. Pavered Driveway. Walking distance to the Golden Bear Club is a private members-only club featuring golf, tennis, swimming, dining and fitness.

6125 Foxfield Court, Windermere

$4,125,000
5 Beds 6 Baths Aladar On Lake Butler SubDv. 34786 Zip Code
Welcome to perhaps the best outdoor location on the entire Butler Chain with a nearly 300 square-foot-enclosed boathouse, custom beach and a fully landscaped yard with plenty of space and enhancements for entertainment. The outside space includes hot tubs, 170 square-foot outdoor gym, uniquely designed pool with back of the home built around it, over 100+ outdoor lights (multiple underwater lights), built-in water show attached to the sea wall, a pergola wrapped with wisteria vines, mist system for eliminating unwanted Florida flying friends, 8-speaker plus sub sound system and all of which is perfectly designed to complement the over 122 feet of pristine sandy water frontage on Wauseon Bay on the famed Butler Chain of Lakes. The inside is stunning as it underwent a complete seven figure plus remodel with Sorenson Construction during 2019-2020. Throughout much of the home there are Restoration Hardware Chandeliers and drapes, Sonos operated speakers, wood shutters and hard wood floors. The kitchen includes top-of-the-line appliances, Busby cabinets, Cabria Stones, motorized garbage, secret pantry, mini-bar, touch activated faucet and a custom-made copper hood with pot filler underneath. The custom family room design has a gas fireplace that can vent inside or out, built-in sound system and tailor-made trace ceiling. The home includes a library with all custom-built cabinets and ladder system by Busby. The master bathroom includes his and her sections, Busby cabinets, spacious soaking tub and a steam unit shower with four shower heads and bench. The upstairs boasts an adult game room complete with a custom wood ceiling, five TV’s and poker room and a completely themed room that includes a chalk board, bed, slide, ball-pit, stage, multiple TV’s with gaming systems and plenty of storage. The renovation also included the 3-car garage, which has lots of storage with cabinets and slat walls. The home includes a partial home generator, newer septic field as of 2024 and newer tile roof as 2020. From this home you can easily walk or golf cart to Downtown Windermere, Palmer Park or just stay at home and enjoy the view and arguably the best boathouse and backyard space on the Butler Chain.

805 W 2nd Avenue, Windermere