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$2,285,000
5 Beds 6 Baths Windermere SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. On a serene over half acre lot in the heart of historic downtown Windermere this fabulous one-of-a kind multi-generational home is a short distance from the charming boutiques, eateries, coffee shops, local wine shop, brewery, the weekly farmers market, food trucks and Windermere Library. The main home was meticulously expanded and redesigned in 2023. The casita was built new in 2024. The fabulous ADA-accessible casita with its own private entrance is 1,246 square feet, ideal for hosting friends, family or aging parents. This casita boasts a generously sized great room with plastered Kiva fireplace and built-in bookcases, large kitchen with plastered hood vent, custom tile, porcelain concrete countertops, honed marble island top, coffee station, Café Matte white/brushed bronze refrigerator, 30-inch double oven with six-burner gas cooktop, soft close custom cabinets and drawers, 39-inch iron door, custom stonework walls and floating shelves. The spacious bedroom has a walk-in custom closet & en-suite bath with dual vanities, marble countertops and edgeless walk-in shower. Additional amenities include yellow pine wood ceiling beams, hickory wood flooring, 11½-inch baseboards, solid knotty alder wood doors, custom reclaimed pine closet barn door, and 10-12-foot vaulted ceilings. The main home features four spacious bedrooms, 4.5 baths, a large laundry room, theater-game room and office with 4,450 square feet. The spacious great room has a cozy fireplace, decorative wood beam ceiling and opens to the gourmet kitchen. This kitchen is a chef’s dream featuring stainless steel appliances including Bosch double ovens, Viking gas cooktop, walk-in pantry, Cambria countertops, farmhouse sink, custom cabinetry and oversized island with breakfast bar. The spacious owner’s suite with pool views has two walk-in custom closets and spa-like bath with a freestanding solid stone soaking tub, separate oversized walk-in shower and dual solid stone sinks designed with luxury and relaxation in mind. The large theater-game room has sliding glass doors leading to the covered lanai and private fenced yard. You will enjoy entertaining outside with your sparkling, heated saltwater pool with spa and summer kitchen. A large three-car RV garage joins the casita to the main home. This garage with soaring ceiling has room for two car lifts and RV parking with a 50-amp plug, epoxy flooring and storage racks. This home was thoughtfully designed with optimal storage and custom finishes. Amenities and renovations include new roof, exterior paint, gutters, LVP flooring, custom built-in closets, aluminum fenced yard, pool-spa, two Generac generators, security cameras, termite bond, three tankless water heaters, irrigation well, 10-12-foot ceilings throughout and custom closets in all rooms to keep you organized. Residents of the Town of Windermere enjoy exclusive access to the town’s private boat ramp, giving access to the Butler Chain of Lakes as well as the town’s private pickleball/tennis courts. Golf carts are welcome in this charming town. No HOA restrictions. Location is a short commute to top-rated schools, major highways, upscale shopping, Orlando’s renowned attractions and world-class golf courses.

105 Pine Street, Windermere

$292,500
3 Beds 3 Baths Oasis Cove Ii/Lakeside Village SubDv. 34786 Zip Code
Your Dream Home Awaits!** Discover this stunning unit just minutes from Disney, where you can enjoy the magic of fireworks from your own home! This spacious property features 3 bedrooms, 2.5 bathrooms, and an open-concept floor plan perfect for modern living. The renovated kitchen boasts elegant stone countertops, a deep sink, stainless steel appliances (including a double oven), and sleek cabinetry. Upstairs, you'll find a convenient laundry room, California-style closets in every bedroom, and beautifully upgraded bathrooms with matching stone countertops. A one-car garage adds to the convenience. Located in the private Oasis Cove community, you'll have access to resort-style amenities, including a pool, gym, playground, and a serene lake for evening strolls. Close to top-rated schools, dining, shopping, and just minutes from Disney, this home offers the perfect balance of comfort and location. Don't miss this rare opportunity! Schedule your showing today!

14257 Desert Haven Street Unit GE, Windermere

$2,625,000
6 Beds 6 Baths Windermere Town SubDv. 34786 Zip Code
Exceptional lakefront opportunity on the BUTLER CHAIN of Lakes! Nestled on the pristine shores of Wauseon Bay, this rare lakefront property offers an unparalleled opportunity to create the ultimate luxury retreat on the coveted Butler Chain. Set on a pristine, oversized lot (~1.26 acres) in one of the area’s most sought-after locations, this FENCED property offers a rare opportunity to create your dream home. This solid BLOCK home boasts breathtaking WATER views, a grand, tree-lined driveway with private GATE, and a setting that exudes elegance and privacy. While the residence itself could use some updating, the setting is nothing short of spectacular offering a picturesque backdrop, mature landscaping, and a premier location that enhances both value and vision. Featuring a spacious layout with soaring ceilings and panoramic lake views, this home is ready to be transformed into a masterpiece. The prime waterfront location offers direct access to the Butler Chain known for renowned boating, fishing, and water sports, making it an ideal sanctuary for lake lovers. Whether you envision a modern showpiece or a timeless estate, this property presents the perfect canvas to bring your vision to life. The home features 6 bedrooms, 5.5 baths (4 en-suite baths), a 3-car garage, 14 X 60 SALTWATER and heated pool/spa with screen-enclosure, two fireplaces (natural gas), a dock for your watercraft along with a floating swim dock, and a sitting area by the water that’s perfect for a cozy night by the fire. Upstairs you’ll find the primary suite along with 3 other bedrooms and 3 en-suite baths. The PRIMARY suite faces the water and features a fireplace, dual sinks, a garden tub, separate shower, and two walk-in closets. The downstairs area includes two additional rooms, 1.5 baths, a formal dining area, living area, a sitting area with a wood burning fireplace overlooking the pool and lake, as well as a bar, which is perfect for entertaining your guests. The kitchen is spacious in size and includes STAINLESS appliances. UPDATES: 5 ton AC 2023, 3.5 ton AC 2016, PebbleTec pool finish 2015, upstairs gas fireplace 2016, tankless water heater 2016, septic field (front of home) 2016. The Butler Chain of Lakes is one of Central Florida’s most prestigious and sought-after freshwater lake systems, located in Windermere and Southwest Orlando. This chain consists of 13 interconnected lakes, known for their crystal-clear waters, sandy bottoms, and exceptional boating, fishing, and waterfront living. Enjoy a rare combination of luxury, recreation, and natural beauty, all while being just minutes from Disney, golf courses, upscale shopping, fine dining, and top-rated schools. Windermere is a GOLF CART friendly community where you’ll find a brewery, coffee shop, dining, a Farmer’s Market, tennis courts, parks, a boat ramp, and more. Opportunities like this are rare, don’t miss the chance to transform this hidden gem into a one-of-a-kind lakefront estate!

407 W 1st Avenue, Windermere

$1,650,000
4 Beds 3 Baths Windermere SubDv. 34786 Zip Code
Now priced at $1,995,000, this expansive lakefront property presents an extraordinary value on the Butler Chain of Lakes. Whether you’re seeking a private waterfront retreat, a renovation project, or a rare opportunity to build new on Lake Down, 4108 Downeast Lane is an offering not to be missed. This rare lakefront estate is on Lake Down, part of the prestigious Butler Chain of Lakes and spans approximately 3.31 total acres, including 1.2 acres of high and dry land, with 225 feet of pristine sandy beach shoreline perfectly positioned on the west side of the property, offering breathtaking sunset views. Nestled at the end of a long, private driveway, the home provides a serene and secluded retreat. Built in 1979 by the loving family bringing it to the market today, this two-story, four-bedroom, three-bathroom home presents an incredible opportunity to embrace a lakeside lifestyle or reimagine the property to suit your vision. The first floor features an inviting open floor plan with a casual foyer, spacious family and dining areas, a kitchen, and a large Florida room that seamlessly connects to expansive outdoor entertaining spaces running the width of the home on both levels. The first-floor interior space is completed by a flex room, full bathroom, and laundry room, located between the general living area and the oversized two-car garage. Upstairs, the private retreat consists of a spacious primary suite with an en-suite bathroom and walk-in closet, two additional bedrooms with sliding glass doors opening onto the second-floor deck, a fourth bedroom, and a shared hall-entry full bathroom. Notable property features include sizable rooms within a desirable floor plan, double-pane windows, a new roof (2023), a storage shed, perfect for lake and boating gear, and a paver-covered walkway leading to Lake Down, which spans approximately 900 acres and is part of the Butler Chain of Lakes—a network of 13 interconnected lakes known for their clear waters, sandy bottoms, and luxury waterfront properties. The chain offers exceptional opportunities for boating, fishing, and water sports, with access via scenic canals and public boat ramps. Zoned for top-rated schools, including Windermere Elementary, Chain of Lakes Middle, and Olympia High School, the property is conveniently located near Apopka Vineland Road and Conroy Windermere Road, with easy access to The Vineyard shopping and dining, major highways, and Orlando’s world-renowned attractions.  This is a rare opportunity to build your dream lakefront estate and own a slice of paradise in Windermere. Schedule your private tour today!

4108 Downeast Lane, Windermere

$307,500
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
This spacious 1440+ sq. ft. 2nd-floor condo at Lakeside at Lakes of Windermere features three bedrooms, two baths, a split floor plan, and a corner screened patio. The open layout of the kitchen, dining, and living areas is perfect for entertaining guests. The kitchen is equipped with a large pantry and a breakfast bar, making meal preparation a breeze. The primary bedroom includes a private bathroom with a tub/shower and double sinks. One of the secondary bedrooms has direct access to a hall bath, creating a junior suite ambiance. Residents can enjoy a range of facilities, including a fitness center with a dedicated kid's room, a clubhouse with a billiards room, a resort-style pool featuring lap lanes, beach volleyball, an outdoor fireplace, and barbecue areas. As part of the Lake Burden Master Association, residents also have access to additional amenities such as two tennis courts, a playground, and a fishing dock on Lake Burden, perfect for enjoying the sunset. The location is truly exceptional, with close proximity to various conveniences like restaurants, banks, gas stations, supermarkets, shops, and more. Easily accessible from major highways like I-4 and 429, as well as being just minutes away from Disney World, this condo offers unparalleled convenience in a prime location that is hard to beat.

8276 Maritime Flag Street Unit 201, Windermere

$1,830,000
5 Beds 5 Baths Sawyer Shores Sub SubDv. 34786 Zip Code
Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to impress. The 1st floor primary suite is a true sanctuary, designed for rest and rejuvenation. Its spa-inspired bath features a large herringbone-tiled shower, soaking tub, dual vanities, and a custom walk-in closet. At the heart of the home, the gourmet kitchen shines with luxury-brand appliances, a gas cooktop, and a built-in oven, all framed by breathtaking Taj Mahal natural stone countertops—a true showstopper that pairs elegance with function. A walk-in pantry with wine refrigerator and appliance station makes entertaining effortless, while the kitchen’s open flow into the living area ensures you’re always connected, whether hosting or enjoying quiet evenings at home. The family room welcomes you with a custom built-in, electric fireplace, and sweeping lake views that blur the line between indoor comfort and outdoor beauty. A separate dining space adds room for formal gatherings, while upstairs, a versatile loft with full wet bar becomes the perfect retreat for movie nights, game days, or casual get-togethers. Step outside and embrace the properties true highlight, living the lakefront lifestyle. Enjoy direct access to the skiable Lake Sawyer from your private dock with electric lift, making boating, wakeboarding, and sunset cruises effortless. From this dock, you can even watch the DISNEY FIREWORKS light up the night sky—a magical bonus for lakefront living. The backyard is equally designed for leisure and entertaining, featuring a pool with spa and sun-shelf, a summer kitchen, and a fire-pit with built-in seating. Surrounded by low-maintenance turf, the outdoor living space stays pristine while giving you more time to enjoy life on the water. With no HOA, centrally located and only minutes from Windermere Preparatory School, this home offers the rare balance of privacy, convenience, and true luxury. This isn’t just a house—it’s the lakefront lifestyle you’ve been waiting for. CALL NOW!

6564 Lagoon Street, Windermere

$1,500,000
4 Beds 5 Baths Windermere SubDv. 34786 Zip Code
Located in the charming Town of Windermere, this custom-built residence boasts an unrivaled location just across the street from Lake Down, offering partial lake views from the upstairs windows. With an expansive backyard and a beautiful gated large outdoor pool, this home is perfect for both relaxation and entertaining. The interior features a gourmet kitchen with stainless steel appliances and two islands—one for cooking and one for serving. The bright and airy living spaces are enhanced by tray ceilings, built-in surround sound, and ample recessed and ambient lighting throughout, including staircase foot lighting. The abundant natural light, creates a warm and inviting atmosphere. Each of the spacious bedrooms has its own private bathroom, ensuring comfort and convenience for everyone. The master suite includes a dual-sided concept featuring a massive bathroom with a unique wrap-around shower, complete with a soak-in tub and breathtaking vanity. There is also ample closet space for all of your storage needs. Additionally, the home includes a three-car garage and extended driveway providing space for vehicles, outdoor equipment and activity equipment. Contact us today for a private showing and experience the surreal lifestyle that the Town of Windermere showcases.

216 Magnolia Street, Windermere

$695,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Welcome to a rare opportunity in the heart of Windermere! Located at 116 Main Street, this property represents one of the most coveted locations in Central Florida's premier community. Situated on Main Street, this lot offers the perfect canvas for your dream home in a location that simply cannot be replicated. While the existing structure requires extensive updating, the true value lies in this premium .38 acre lot. This property sits in the center of historic Windermere, mere steps from the town's charming downtown area, local parks, and the Butler Chain of Lakes. The location offers the perfect blend of small-town charm and luxury living that Windermere is famous for. This an ideal opportunity for buyers looking to build their custom dream home in one of Central Florida's most prestigious addresses. The property's proximity to top-rated Windermere schools, upscale dining and shopping, and easy access to Orlando's attractions adds significant value to this already exceptional location. Just minutes from Restaurant Row, Disney World, and the affluent Isleworth and Bay Hill communities. Whether you're envisioning a modern masterpiece or a traditional estate, this rare Main Street lot provides the perfect foundation for your vision. Properties of this caliber in Windermere's historic downtown rarely become available. Don't miss this opportunity to be a part of Windermere.

116 Main Street, Windermere

$590,000
Sawyer Shores Sub SubDv. 34786 Zip Code
CANAL FRONT on LAKE SAWYER! Rare opportunity to own a cleared and ready-to-build .39-acre lot with canal frontage on Lake Sawyer (150-acre spring-fed, skiable lake in desirable Windermere). This beautiful parcel offers the perfect canvas for your dream home with direct access to one of Central Florida's most sought after recreational lakes. The property has already been cleared, with soil samples performed and variances approved for future construction. Enjoy peace of mind with a sea wall, fenced perimeter, a locked iron gate for added privacy, and front hedges that enhance the secluded feel of the lot. For boating enthusiasts, the property includes a private boat ramp, allowing for easy access to the lake. Whether you enjoy water skiing, fishing, or simply relaxing by the water, this lot provides the ultimate lakeside lifestyle. Don’t miss this rare opportunity to own prime canal-front property with lake access in one of Windermere’s most coveted areas. Easy access to 1-4, 429, Winter Garden Village, Shopping, Dining and 10 minutes to Walt Disney World. Schedule your showing today to learn more about this exceptional property!

6518 Sawyer Shores Lane, Windermere

$2,075,000
3 Beds 3 Baths Windermere Town Rep SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Windermere. On a rare 1.43-acre double lot with over 200 feet of prime shoreline on Lake Down, this exquisite residence offers a lifestyle defined by luxury, privacy and breathtaking natural beauty. Surrounded by century-old oak trees and lush tropical landscaping, this elevated single-story home combines timeless Florida architecture with sophisticated modern renovations, creating a unique offering in today’s Windermere real estate market. Spanning 2,681 square feet of impeccably designed living space, the home features an open concept floor plan enhanced by floor-to-ceiling windows that frame panoramic water views from nearly every room. The newly remodeled chef’s kitchen is a masterpiece, outfitted with custom cabinetry, stone quartz countertops, high-end stainless appliances and a generous walk-in pantry. Luxury vinyl plank flooring, designer fixtures, and a stunning wood-burning stone fireplace add warmth and character to the spacious living and dining areas. The luxurious primary suite is a private lakeside sanctuary, offering two oversized walk-in closets, floor-to-ceiling windows, and a spa-inspired contemporary bath with dual vanities and a glass-enclosed walk-in shower. Two additional bedrooms, a flexible home office, and expansive living spaces ensure comfort for family and guests. Every inch of this home is designed to celebrate Florida’s indoor-outdoor lifestyle, with sliding glass doors leading to a newly constructed oversized deck ideal for entertaining, dining and sunset watching. A standout feature of this property is the rare, grandfathered two-story boathouse complete with a private dock and boat lift, ideal for launching your watercraft onto the interconnected lakes of the famed Butler Chain. Enjoy world-class boating, fishing and watersports right from your backyard. No HOA restrictions provide the ultimate freedom to personalize your estate. Just minutes from downtown Windermere’s charming boutiques, cafes, farmers market and parks, and a short drive to Orlando’s luxury shopping, fine dining, championship golf courses and internationally renowned theme parks, this exceptional property delivers an unmatched blend of serenity and accessibility. Zoned for top-rated Orange County schools, including Windermere Elementary, Gotha Middle and Olympia High School, and positioned in proximity to Orlando International Airport and major highways. This once-in-a-lifetime offering is ideal for those seeking the ultimate Florida lakefront home, a rare Windermere double lot and access to the elite Butler Chain of Lakes lifestyle. Whether you are seeking a full-time residence or an exclusive vacation retreat, this Windermere luxury estate offers an extraordinary opportunity to live surrounded by natural beauty and unparalleled convenience.

647 Ridgewood Drive, 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

$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

$810,000
Lake Davis Estates SubDv. 34786 Zip Code
Rare acre lot in highly sought-after area of Windermere with NO hoa fees and NO builder ties, buy and build your dream home. Level and cleared lot on private maintained road. No build by date, you can even buy and hold this land until the time is right for your family. Very desirable K-12 public school district and several private school campuses within minutes of your new front door. Close to the 429 expressway, extensive shopping and restaurant options in every direction and so close to Disney that you see the nightly fireworks from this lot !!! Opportunities like this don't come around often, when they do they are usually tied to one specific builder. This opportunity is very rare. For those of you that are into numerology, you can change the 5332 address with a simple application form if desired. You will not find a better opportunity in the zip code to build your families dream estate

5332 Water Creek Drive, Windermere

$595,000
1 Beds 1 Baths Marsh Sub SubDv. 34786 Zip Code
Nestled under majestic oaks, this charming 1940s one-bedroom cottage captures the essence of Old Windermere living. With its picturesque curb appeal featuring a paver driveway and custom treehouse, this property is truly one of a kind. Step inside to find wide plank wood floors, solid surface countertops, and updated appliances that complement the home’s timeless character. Enjoy your morning coffee or evening relaxation from the inviting screened front porch, surrounded by lush greenery. The property offers private lake access to the renowned Butler Chain of Lakes—perfect for boating, fishing, skiing, or simply immersing yourself in Florida’s breathtaking natural beauty. Recent upgrades include a newer roof and tankless water heater, ensuring modern convenience. Located within walking distance to restaurants, shops, and community events, this home is the perfect blend of tranquility and accessibility. Plus the golf cart-friendly streets make it easy to explore everything this charming town has to offer. Whether you’re looking for a full-time residence, vacation retreat, or investment opportunity, this enchanting cottage offers endless possibilities. Don’t miss your chance to own a piece of Windermere magic—schedule your private showing today!

628 Forest Street, Windermere

$315,000
2 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Motivated Seller! Furniture is negotiable. A/C and Water heater were recently replaced. Condo Association structural engineering was completed last year. This beautifully renovated condo features new flooring that perfectly complements the modern aesthetic throughout. The kitchen boasts stunning countertops and modern finishes, making it ideal for both cooking and entertaining. Enjoy the luxury of walk-in closets, enhanced with California Closets to maximize storage and organization. Natural light floods the open living spaces, creating a warm and inviting atmosphere. This Condo is located within some of the beset schools in Orlando. Located in a vibrant community with convenient access to shopping, dining, and recreational activities, this condo is a true gem. Don’t miss your chance to own a piece of paradise

11564 Mizzon Drive Unit 309, Windermere

$1,850,000
4 Beds 4 Baths Windermere Town SubDv. 34786 Zip Code
Stunning, thoughtfully designed, contemporary pool home, NEW (completed in 2024). Bright, open floor plan boasting 4 spacious bedrooms, two with en-suite bathrooms, and an office or 5th bedroom. Step through the impressive cast iron/glass front door into the spacious foyer and the home opens up in front of you revealing upgrades galore. Features include: Built in floating media walls and cabinetry. Energy efficient doors and windows. Energy efficient insulation within walls and ceilings. White, heat reflecting, fully adhered, TPO roofing. Engineered hardwood flooring throughout home with tile in bathrooms. Trane air conditioning - dual zone and fully remote using APP. Smooth level 5 drywall texture throughout interior of home. Lighted drop box ceilings. Modern, designer kitchen with quartz countertop and waterfall edge: Thermador appliances, including large wine fridge, double oven, induction cooktop, refrigerator and dishwasher. Huge, walk in pantry. Oversized garage with storage cabinets, shelving and prewired for EV. Fully fitted, custom closets. Ring doorbell. Fabulous, heated salt water pool with sunbathing ledge, 6 person spa, water feature, LED lighting and large deck area - fully operable using APP. Beautiful, extensive landscaping with fully enclosed wooden fencing - a tropical paradise!. Large covered lanai with Oak plank ceiling, outside kitchen area, electric fireplace with space for TV above. Open the four paneled sliding doors onto the oversized lanai and pool - the perfect indoor/outdoor entertainment space! This home is perfectly located within a short walking distance of the private, community boat docks onto the famous BUTLER CHAIN OF LAKES. Windermere Town is highly sought after with its friendly, old town feel, Historic Town Hall, Old School House, quaint stores & coffee shops, Weekly Farmers Market, Monthly Food Trucks, Tennis Courts and Brewery. Enjoy walking down the famous sand roads and around the many, beautiful lakes - truly is a dog walkers paradise! Windermere Town is also golf cart friendly. Enjoy close commutes to all the attractions, fabulous golf courses, Downtown Orlando, Shopping Malls & Restaurants. Don't forget Windermere Town is located within a great school district! NO HOA!

98 E 10th Ave, Windermere

$790,000
3 Beds 2 Baths 34786 Zip Code
WINDERMERE!!! WINDERMERE!! WINDERMERE!! 1+ ACRES! A-1 ZONE DISTRICT! CIRCULAR DRIVEWAY!!Beautiful country style home! This home features 3 bedrooms, with an open floor plan and 2 full baths. A spacious interior boasts cathedral ceilings, French doors. BRAND NEW KITCHEN includes all STAINLESS STEEL APPLIANCES, Engineer hardwood floors throughout most of the house. NEWER BATHROOMS, NEWER ROOF, NEWER WINDOWS, NEWER ELECTRICAL PANEL. This property is Zoned A-1.Lower Property taxes, This property sits on over 1 ACRE and has a beautiful , bright and sunny Florida room. The lawn is well manicured with mature trees . There is a work shed in the back yard. Great School District. Minutes away from the Florida Turnpike, 408 and 429 highways. Close to Winter Garden Groves which is a great open mall for shopping, dining and much more.

10556 Park Ridge Gotha Road, Windermere

$300,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Nestled in Lakeside at Lakes of Windermere, this stunning unit boasts 3 spacious bedrooms and 2 modern bathrooms along with an open concept living area and cozy screened patio, the perfect floor plan for entertaining or just unwinding after a busy day. The gourmet kitchen is a chef's paradise with expansive granite countertops, brand new cabinetry, a walk-in pantry closet, and stainless-steel appliances. Each bedroom offers plenty of space with quality, luxury vinyl flooring and a good-sized walk-in closet in the primary suite. The property includes access to resort-style amenities such as a pool, fitness center, tennis courts, and community clubhouse. This well-maintained condominium is conveniently close to top-rated schools, shopping, dining, and world-renowned theme parks. Don't miss your chance to own this slice of paradise in Windermere!

11565 Mizzon Drive Unit 804, Windermere

$1,685,250
34786 Zip Code
Prime Residential Vacant Land on Lake Down, Windermere, Florida. Nestled in the desirable enclave of Windermere, Florida, awaits a rare opportunity to claim your slice of paradise. Presenting a newly, unanimously approved by the Town of Windermere, lakefront lot of residential vacant land spanning a generous 5.55 acres, this property boasts unparalleled potential for crafting your dream waterfront retreat. Situated along the tranquil shoes of Lake Down, one of Central Florida's most coveted chain of lakes, this premier lot offers breathtaking panoramic views and endless possibilities for luxurious lakeside living. With ample space to bring your architectural visions to life, this blank canvas invites you to design a custom-built masterpiece tailored to your unique desires. Whether envisioning a sprawling estate enveloped in lush landscaping or a contemporary oasis boasting sleek lines and modern amenities, the canvas is yours to paint. Embrace a lifestyle defined by serenity and sophistication, where weekends are spent boating, fishing, wakeboarding, sunsets, right from your backyard. Don't miss this extraordinary opportunity to secure your foothold in one of Florida's most sought after locations. Seize the chance to transform your vision into reality and own a piece of Windermere's unmatched waterfront allure. Act now to make this coveted slice of Lake Down yours and embark on a journey of waterfront living at its finest. NOTE: The images provided are for illustration purposes only. They are intended to give a general visual representation of what the property can look like and may not accurately reflect the actual product.

10988 Down Park Lane, Windermere

$1,700,000
4 Beds 5 Baths Windermere Town SubDv. 34786 Zip Code
RARE FIND IN DOWNTOWN WINDERMERE!! This immaculate home defines where luxury meets contemporary, nestled in the heart of downtown Windermere. Pull up into your drive of Italian laced pavers and enter into your new home through custom French doors. You will be met by 2 story open floor plan where the oversized family room overlooks an outdoor oasis. A modernized chefs kitchen where no detail has been spared including starlight stone countertops and rare cream custom cabinets to match. Master suite located downstairs with custom retractable shades to cover the pocket sliding doors. Stand alone beautifully done shower with spa tub awaits. Two HUGE walk in closets sit across. First floor also has large office with a murphy bed to fit those extra guests. Everyday will feel like a vacation while you’re relaxing here. Home is completely modernized with the latest technologies and security systems, voice activated, touch screens and more. Upstairs you will find an extra loft area overlooking magnificent living area below for family time or movie time. Along with a second master suite and two other suites. All bedrooms with their own bath. TWO laundry rooms, one up and one down for extra convenience. Take a step outside to the covered lanai with motorized enclosure to control weather when you want a breeze or no breeze. Onto the pool deck and oversized yard where you will find a full chefs kitchen, grill, smoker and so much more for family fun and entertaining. Fully fenced in yard for extra privacy and Luscious landscaping. Only minutes away from major highways, plazas, shopping and literally walking distance from Downtown Windermere. Nothing says Florida living like this rare find.

830 Oakdale Street, Windermere

$600,000
3 Beds 2 Baths Jasmine Woods SubDv. 34786 Zip Code
Seller says sell! For a limited time they will lower the price so don’t miss this opportunity Town of Windermere Gem !!! The one you've been waiting for has just hit the market, this UNIQUE opportunity won't last. This is a Gorgeous and Charming home in the Heart of Downtown Windermere. This 3/2 home has been tastefully renovated with no expense spared, EVERYTHING is brand new! from the roof, a/c, electrical facilities, and water heater to the windows, lighting fixtures, and much more, The new floorplan has been opened up to offer a contemporary feel with plenty of natural light including brand new Laundry Room, and the addition of an office/den which is so useful and needed in today's homes. The finishes are extraordinary all designed and selected by a professional interior designer giving this home the feeling of a brand-new model home with the charm of Old Windermere. The backyard is one of the best features of this home, highlighted by an oversized wooden deck and gorgeous fence, and manicured landscape, just what you need to enjoy the year-round cookouts with friends and family. Rush to call today, this unique opportunity will go fast.

426 E 6th Avenue, Windermere

$2,750,000
4 Beds 4 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Discover luxury living in this stunning estate located on renowned Lake Butler Blvd, overlooking Wauseon Bay of the Butler Chain of Lakes. Set on close to one acre of beautifully landscaped grounds, this private oasis is designed for both relaxation and entertainment. As you enter through the winding driveway, you'll be greeted by lush landscaping and a detached oversized garage, fully air-conditioned, perfect for car enthusiasts or this space can be converted to a gym, in-law suite or other use. The main residence, custom-built with a timeless exterior, features an additional two-car garage. Step through the beautiful wood entry doors and immediately notice the high ceilings, upgraded wood flooring, and custom millwork that create an inviting atmosphere. The expansive windows in the main living areas provide breathtaking views of the lake. The first-floor primary suite is a true retreat, offering a private sitting area, custom closets, and a spa-like bath. The gourmet kitchen boasts top-of-the-line appliances, custom cabinetry, and stone countertops, seamlessly flowing into the family room and breakfast area, all filled with natural light and stunning lake vistas. Upstairs, you'll find ample storage along with three additional guest rooms, a cozy loft, and a balcony perfect for watching sunsets. The outdoor space is an entertainer's dream, featuring a travertine lanai and pool deck that overlook a massive backyard, private beach, and lakefront. The spacious dock includes a large screened-in sitting room, boat lift, and a floating jet ski dock. Located just a short stroll from downtown Windermere, this estate offers easy access to shops, Windermere brewing, dining, tennis courts, playgrounds, parks, and so much more. Don’t miss this unique opportunity to own a piece of paradise the the Butler Chain of Lakes!

11018 Lake Butler Boulevard, Windermere

$317,000
3 Beds 2 Baths Lakeside/Lks/Windermere SubDv. 34786 Zip Code
Turnkey Fully Furnished 3-Bedroom Condo Near Theme Parks – Owned for 14 Years! Discover your dream getaway in this stunning, fully furnished 3-bedroom, 2-bath corner unit condo, lovingly maintained by the current owners for 14 years. Conveniently located just minutes from world-renowned theme parks, this move-in ready gem offers the perfect blend of comfort and adventure. Plus, from the street, you'll enjoy great views of the theme park fireworks, adding a touch of magic to your evenings. Step inside to an inviting open floor plan, featuring a spacious living area that flows seamlessly into a modern kitchen with stainless steel appliances and ample counter space. Enjoy meals at the dining table or relax on your screened-in balcony after a day of excitement. This condo boasts three beautifully appointed bedrooms, each designed for comfort and generous storage. Additional highlights include in-unit laundry and access to resort-style community amenities like a pool, fitness center, beach volleyball, outdoor fireplace, BBQ area, and a clubhouse with a billiards room. Whether you’re seeking a vacation home or a cozy residence, this turnkey condo offers everything you need. Don’t miss the opportunity to own this beautifully cared-for property, enjoyed by the current owners for 14 years, and located just minutes from the magic of the theme parks! Schedule your showing today.

11562 Amidship Lane Unit 106, Windermere

$890,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Best priced home within the town! Here is your opportunity to own a single-story fully remodeled pool home on a corner lot in the desirable downtown Windermere with NO HOA on county water! At first glance you will immediately appreciate the charming curb appeal your home has to offer. It is constructed with masonry block and Hardie board siding on a concrete slab. The main living areas of your home are adorned with porcelain wood look floors in a distinctive herringbone pattern. The spacious living room and dining room makes it the perfect place to entertain guests with a gas fireplace as the centerpiece. The kitchen is chic with custom wood cabinetry, quartz counters, Bosch stainless steel appliances, natural gas cooktop, beverage refrigerator, and a pantry. Your kitchen also provides breakfast bar seating and is open to the family room that has views of the covered lanai and pool. Primary bedroom is spacious with a California style walk-in closet, dual vanities, soaking tub, and glass shower. Secondary bedrooms have a full bathroom adjacent to it. Notable upgrades include newer paint, electrical panel, water system, newer 5-ton AC unit, energy efficient windows, plantation shutters, and a roof installed in 2020. The front yard has lush landscaping and plenty of lawn for outdoor activities. Enjoy all those sunny Florida days in your screened in heated pool and firepit area for s’mores night. The home is located in an incredible location with convenient access to the neighborhood parks, downtown Windermere, the library, great schools, restaurants, and shopping. The Town of Windermere is also golf cart friendly, has two boat ramps to Lake Butler and Lake Bessie, community tennis courts, hosts weekly farmers markets, monthly food truck nights, and seasonal events. Don’t miss out on this great Windermere home! Be sure to click on the virtual tour links. <iframe width='853' height='480' src=https://my.matterport.com/show/?m=gKaJgHmfFS2&mls=1></iframe>

235 Oakdale Street, Windermere

$750,000
Sawyer Shores Sub SubDv. 34786 Zip Code
Discover an incredible opportunity to bring your vision to life on this amazing and great located vacant land. Nestled in a prime Windermere location, this blank canvas is ready for you to design and build the lifestyle of your dreams. This land offers the perfect setting for your custom home or charming retreat. With no HOA, you'll have an amazing and quiet place just for yourself. Invest wisely and secure your financial future with this valuable piece of land. Act now and embark on the journey of creating a remarkable space that will bring you joy for years to come. Lot cannot be splitted and county only allows for one property to be build. *Lot has no number, it is on the left side of the address 6736 State Rd 535

Winter Garden Vineland Road, Windermere

$765,000
4 Beds 3 Baths Down Acres Estates SubDv. 34786 Zip Code
Welcome to this fully renovated 4-bedroom, 3-bathroom home in Windermere, offering stunning Lake Down views and the bonus of no HOA. Step into the open and inviting layout, with stylish updates throughout, including a modern kitchen with custom cabinets, sleek countertops, and high-end appliances. The upstairs primary suite serves as your personal retreat, featuring a luxurious en-suite bath and a private balcony with breathtaking lake views. Three additional bedrooms provide plenty of space for family or guests. Major updates in the house include a 2 year old roof, a 4 year old AC, Brand new floors throughout the home, a new fence, new gutters on the roof, new electrical panels, new water heater, new landscaping and remote control drapes, plus even more! Outside, the expansive backyard is a showstopper, with beautiful landscaping, a large deck with built-in seating, and plenty of room for outdoor activities, gardening, or just soaking in the peaceful surroundings. With no HOA to limit your creativity, you can truly make this home your own. Conveniently located near Disney, Universal, major highways, and just minutes from charming downtown Windermere, this home offers the perfect mix of peaceful lakeside living and easy access to the best of Central Florida. Don’t miss out on this incredible opportunity!

9053 Ron Den Lane, Windermere

$1,400,000
5 Beds 3 Baths Sandy Shores SubDv. 34786 Zip Code
Welcome to Central Florida's Resort-Style living on this fresh water private canal front property,90' wide lot with direct access to Lake Butler (chain of lakes) and no HOA! Hidden Gem on a personal dead-end street. Let's preview how the owners have enhanced this home's interior and exterior for living comfort and relaxation plus recreation. Two story with the primary bed & bath on the first floor including in-law bed & bath plus your home office/den. Second floor with an open loft bonus area, 3 bedrooms and 1 full bath. Front load 3 car garage with attic access plus flooring and added ceiling storage racks. Paver driveway and walk surrounded by park plush landscape accents leads to the Pella Front Door & Transom Window entrance. Spacious Foyer opens to the 2nd level flanked by the Formal Dining plus French opaque glass doors to Home Office and stairway with a landing including under stair added storage space. Rear centered is the open Family Room featuring recent sliding glass doors that views the lanai and located nearby to the in-law space with exterior single door to the lanai. The opposite side openly joins the all-purpose kitchen and nook's huge window eat-in space. Spacious kitchen upgrades with LG Refrigerator (round ice cubes), Bosch Dishwasher, Delta Touch Faucet, 42" Cherry Cabinets, Granite Counters and Tile Backsplash. Rear adjacent hall pantry and Utility Room with cabinetry and laundry sink join the garage. Lastly, the Primary Bedroom with exterior windowed wall that views the canal & dock area joins the bath with double wardrobe closets. Primary bath features split vanities, garden soaking tub, walk-in shower and water closet. Second floor features an open Bonus Room lounge plus 3 bedrooms and full bath. Rear 31'X10' screened Lanai with a 6 seat Tuff-Spa for this outdoor oasis to relax and enjoy the quiet canal westerly view. In addition, the open flagstone patio deck & LP gas Fire Pit adjacent to a nature rock fountain stream adds relaxation and enjoy cooking out with the custom stone built in ultimate outdoor Blaze Grill. Both yard sheds on cement slabs for additional storage. Boat owner's pride is the amazing overhead boat dock's close location only a few steps away from the patio. Enjoy the lounge area with the composite covered deck space and covered boat slip plus Jet-Ski dock space, both with electric lifts. Generator transfer switch for your standby power solution! NOTE: this property has partial ownership to a recreation Lk Butler Lake Front lot 20ft.X 250ft adjacent to this home for your added water fun in the sun. Move in to enjoy Central Florida's desired waterfront location & area for local resorts, attractions, activities, recreation & sports of all sorts. Convenient highways & by-ways to nearby Orlando, OIA, Historic downtown Windermere & Winter Garden, Fowlers Grove Mall plus Medical Facilities, Dr. Phillips shops & Restaurant Row!

12055 Sandy Shores Drive, Windermere

$2,800,000
5 Beds 5 Baths Summerport Beach SubDv. 34786 Zip Code
The Lakehouse.....Built in 1966 and kept in original condition this mid-century modern home embodies timeless design and a seamless connection with nature. Set on over an acre of prime waterfront property with 200 feet of shoreline, this single-story residence offers 5 bedrooms, including two primary suites. The wide-open floor plan flows effortlessly, showcasing iconic terrazzo floors and expansive floor-to-ceiling windows bathing the interiors in natural light while exposing panoramic lake views. A cozy library with a fireplace provides a quiet retreat for reading or relaxation. Adorned with inspired wallpaper accents that reflect the era’s character, the home also features separate living quarters with a kitchenette—ideal for multi-generational living. Step outside to the patio, surrounded by lush landscaping, where you can enjoy the serene surroundings and lakefront views. Located just west of the Town of Windermere, this lakefront gem offers tranquility while being conveniently close to major roadways, shops, dining, and area attractions. NO HOA restrictions. Situated along the Butler Chain, one of Florida’s Outstanding Waterways with 13 interconnected freshwater lakes, this home is a rare opportunity to experience the best of Central Florida’s lakefront living. Being sold by the original owners.

12334 Summerport Lane, Windermere