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$1,275,000
4 Beds ⋅ 3 Baths ⋅ O6406297 MLS
Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space and over 4,528 total square feet, creating a larger footprint than many comparable homes within the community. Extensively upgraded with more than $250,000 in recent improvements, this meticulously maintained home showcases true pride of ownership. Significant updates completed within the last three years include three new Trane HVAC systems, replacement windows, premium appliances, pool renovations, designer lighting and numerous interior and exterior enhancements. From the moment you enter, soaring 24-foot ceilings and elegant architectural details set the tone. Crown molding, coffered ceilings, engineered hardwood flooring, custom window treatments and a marble wood-burning fireplace create a sophisticated yet inviting atmosphere. Expansive glass sliding doors frame the outdoor living spaces and provide seamless indoor-outdoor flow ideal for everyday living and entertaining. The chef’s kitchen has been thoughtfully curated with luxurious quartzite countertops, custom pullout cabinetry with rotating shelving systems and an impressive suite of premium German appliances, including a Miele built-in coffee system, convection oven, dishwasher and refrigerator. A professional-grade 48-inch chef gas range with six burners and a griddle, custom lighting and a built-in three-stage water filtration system complete the space. Privately on the main level, the primary suite offers a tranquil retreat with coffered ceilings, newly installed commercial-grade carpeting, serene pool views and direct patio access. The spa-inspired primary bath is appointed with marble and travertine finishes, a soaking tub, a separate shower and custom walk-in closet built-ins. Upstairs, generously sized secondary bedrooms and a spacious loft overlook the formal living and dining areas below. Designed for elevated outdoor living, the resort-style backyard features a resurfaced saltwater pool and spa, an updated pool heater, decorative fountains, remote-controlled pool systems and multiple entertaining areas surrounded by lush European-inspired landscaping, stone pathways and manicured grounds. Canary palms and mature landscaping create a private, luxurious setting. Additional highlights include a new front entry door, an oversized three-car garage, an upgraded security system, a partial roof replacement and designer chandeliers and lighting throughout. Ideally located in one of Windermere’s premier gated communities, residents of Reserve at Belmere enjoy convenient access to top-rated schools, dining, shopping, golf, major roadways and the area’s renowned luxury lifestyle offerings.

1554 Lake Rhea Drive, Windermere

Listing courtesy of PREMIER SOTHEBYS INT'L REALTY. 407-581-7888
$6,995,000
5 Beds ⋅ 8 Baths ⋅ O6404415 MLS
Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. This home is meticulously cared for with improvements which recent improvements such as a new tile 250k roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property.

9349 Tibet Pointe Circle, Windermere

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155
$5,390,000
4 Beds ⋅ 7 Baths ⋅ O6404587 MLS
Lakefront, Luxurious, home with Private Pool in Windermere. A True Paradise! Discover this rare gem in the heart of Windermere, located in the gated community of Casa Del Lago — a spectacular residence that combines sophistication, comfort, and stunning lake views. with over eight expertly designed rooms, this home was carefully customized by the builder down to the smallest detail — from the finishes to the overall design. With four suites, four full bathrooms, and three powder rooms, this home was designed to delight at every turn. Upon entering, you're welcomed by a grand entry hall with soaring ceilings over 10 feet high and elegant porcelain tile flooring, enhancing the space’s refined atmosphere. The living room, complete with a fireplace, offers a cozy yet sophisticated ambiance, while the kitchen is a showstopper: spacious, quartz countertops, a large island with a waterfall design, and impeccably finished custom cabinetry. The master suite, located on the second floor, is a true retreat. It features a private sitting area, a fireplace, and a spa-like bathroom with a double shower, dual sinks, and a sophisticated design focused on your comfort. In addition to the master suite, the second floor includes additional bedrooms and a versatile living area, ideal for use as a home theater or game room. On the ground floor, a guest suite provides the perfect space for entertaining visitors. The home also offers expansive balconies on both floors with panoramic lake views, seamlessly connecting indoor living areas to a breathtaking outdoor setting. Outdoor features include a terrace, a deck, a pool with a resort-style spa, and a gourmet area — perfect for entertaining friends and family. The entire home is hurricane-proof, offering maximum safety and peace of mind for your family. Located in one of Florida's most desirable areas, you'll be near fine dining, luxury shopping, premier entertainment, and, of course, just minutes from the Disney Parks. Don’t miss this unique opportunity to live in style at one of Windermere’s most prestigious addresses. Schedule your visit today and experience this true gem in person! This exceptional lakefront estate was recently prospected to be under contract, highlighting the strong demand for luxury homes in Casa Del Lago. Now available once again, this presents a rare opportunity to secure an extraordinary waterfront residence in one of Windermere's most prestigious gated communities.

12264 Montalcino Circle, Windermere

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008
$645,000
4 Beds ⋅ 2 Baths ⋅ O6403132 MLS
WELCOME to this STUNNING, BEAUTIFULLY UPDATED, MOVE-IN READY home in one of Windermere’s most desirable locations! From the moment you arrive, this exceptional property captures your attention with its BRICK-PAVED DRIVEWAY, CHARMING FRONT PORCH, BEAUTIFULLY ENHANCED FRONT AND BACK LANDSCAPING, and RAIN GUTTERS, offering outstanding curb appeal and a warm first impression. Boasting over 2,521 square feet of living space, this spacious home features 4 BEDROOMS, 2 BATHROOMS, a 2-CAR GARAGE, and a thoughtfully designed open layout that is perfect for both comfortable everyday living and effortless entertaining. Inside, you will find TILE FLOORING THROUGHOUT, SOARING 8-FOOT DOORS, ARCHED WALKWAYS, CROWN MOLDING, UPGRADED LIGHT FIXTURES, and RECESSED LIGHTING THROUGHOUT THE HOUSE, creating a bright, elegant, and inviting atmosphere. This home has been tastefully refreshed with FRESH INTERIOR PAINT THROUGHOUT, and the KITCHEN CABINETS HAVE BEEN RE-SURFACED AND PAINTED, giving the entire home a clean, stylish, and modern feel. The kitchen opens seamlessly to the family room and breakfast nook, making it the perfect central space for gathering, relaxing, and entertaining. Additional highlights include STAINLESS STEEL APPLIANCES, CEILING FANS, BUILT-IN SURROUND SOUND, EXTERIOR SPOTLIGHTS, CAMERA SECURITY SYSTEM, and an EV CHARGING PORT INSTALLED, adding both comfort and modern convenience. Major value-added improvements include a RE-ROOF COMPLETED IN SEPTEMBER 2020, SPRAY FOAM ATTIC INSULATION for enhanced energy efficiency, and a HIGH-QUALITY HVAC SYSTEM INSTALLED IN OCTOBER 2017, offering lasting comfort and peace of mind. The oversized PRIMARY SUITE serves as a private retreat, complete with a cozy sitting area, CEILING MOLDING, and sliding glass door access to the SCREENED LANAI. The spacious primary bathroom features a GARDEN TUB, WALK-IN SHOWER WITH FRAMELESS GLASS DOOR, DUAL VANITIES, and a LARGE WALK-IN CLOSET. Step outside and enjoy the SCREENED LANAI and spacious backyard, ideal for relaxing, entertaining, or simply enjoying the Florida lifestyle. The community also offers a RESORT-STYLE POOL and TOT LOT for residents to enjoy. Perfectly located just minutes from top-rated schools, Windermere Preparatory, Windermere High School, Publix, Aldi, shopping, dining, Winter Garden Village, the 429 Expressway, Butler Chain of Lakes, and world-famous theme parks, this home offers the perfect blend of LOCATION, STYLE, and VALUE. A rare opportunity to own a BEAUTIFULLY UPDATED home in Windermere that truly stands out. Schedule your private showing today! 3D TOUR AND FLOOR PLAN LINK ABOVE.

13226 Zori Lane, Windermere

Listing courtesy of LA ROSA REALTY LLC. 321-939-3748
$1,399,000
4 Beds ⋅ 4 Baths ⋅ S5146725 MLS
Virtually Staged. Welcome to an exceptional opportunity in the exclusive gated enclave of Balmoral, home to just 32 distinctive custom residences, where privacy, timeless elegance, and the coveted Windermere lifestyle come together seamlessly. Situated on over half an acre, this beautifully landscaped property offers a serene and private retreat surrounded by mature greenery, lush tropical foliage, and a fully fenced yard thoughtfully designed for both peaceful relaxation and effortless entertaining. Step through striking 8-foot wrought iron and glass entry doors into a bright, light-filled interior featuring soaring 12-foot ceilings, impressive architectural details, and thoughtfully designed living spaces. This spacious 4-bedroom, 4-bath home with a dedicated office and large bonus room and 3-car garage offers an exceptionally flexible layout ideal for both comfortable everyday living and graciously hosting guests. Formal living and dining areas flow effortlessly into the kitchen and family room, creating a natural gathering space filled with warmth, character, and abundant natural light. The oversized first-floor primary suite serves as a tranquil private retreat, complete with direct access to the sparkling pool and covered lanai, along with dual custom closets that provide ample and beautifully organized storage. Upstairs, you’ll find generously sized secondary bedrooms, additional bathrooms, and a versatile bonus room perfect for a media room, home gym, game space, creative studio, or comfortable secondary living area. The outdoor setting is equally impressive, offering the privacy and space to enjoy Florida living throughout the year. Whether gathering around the pool, dining beneath the covered lanai, entertaining family and friends, or simply unwinding among the lush surroundings, the expansive backyard provides a peaceful extension of the home’s interior living spaces. Beyond the home, Windermere offers a distinctive lifestyle that is hard to match. Known for its majestic oak-canopied streets, sparkling lakes, natural beauty, and relaxed small-town atmosphere, the area offers a welcome retreat while remaining conveniently connected to everything Central Florida has to offer. Enjoy charming tree-lined streets, inviting local dining, boutique shopping, scenic parks, and beloved community traditions such as the weekly farmers market and festive seasonal events. Just minutes away, the renowned Butler Chain of Lakes invites you to experience boating, fishing, paddleboarding, watersports, and picturesque days spent on the water. Nearby public lake access makes it easy to take advantage of one of the area’s most celebrated natural features. Windermere’s convenient location also places you within easy reach of Restaurant Row, premier shopping, championship golf courses, world-famous attractions, upscale resorts, and the energy and entertainment of downtown Orlando. Experience refined living in one of Central Florida’s most sought-after communities, where custom architecture, generous homesites, lush surroundings, and an exceptional location create an elevated way of life. This is more than a home, it’s a lifestyle.

9119 Balmoral Mews Sq, Windermere

Listing courtesy of LA ROSA REALTY BEACHES LLC. 954-526-7318
$1,825,000
5 Beds ⋅ 6 Baths ⋅ O6400963 MLS
Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a seamless blend of sophistication and comfort. Spanning a thoughtfully designed single-story layout, the residence features five bedrooms, four full baths, and two half baths, all curated with impeccable attention to detail. From the moment you enter, soaring ceilings and an abundance of natural light highlight exquisite porcelain marble flooring that flows seamlessly throughout the main living areas—completely carpet-free for a clean, modern aesthetic. The bedrooms feature rich hardwood flooring, adding warmth and contrast. The open-concept design creates an inviting yet refined atmosphere, ideal for both intimate living and grand entertaining. At the heart of the home, the gourmet chef’s kitchen is a true showpiece, appointed with premium Viking stainless steel appliances, rich granite countertops, and bespoke custom cabinetry. Whether hosting elegant gatherings or enjoying everyday moments, this space is designed to impress. Step outside to your private resort-style sanctuary. The covered lanai, complete with a fully equipped outdoor kitchen and grill, overlooks a beautifully redesigned pool framed by lush, mature landscaping—creating a serene and secluded backdrop for relaxation or entertaining under the Florida sun. This home has been extensively upgraded with no detail overlooked, including a complete pool renovation with new equipment, a new screen enclosure, fresh exterior paint and lighting, two new HVAC systems, updated garage interiors and openers, EV charging capability, a new septic system, and a reverse osmosis water treatment system. Residents of this distinguished community enjoy 24-hour guard-gated security, private fishing dock on Lake Butler, and impeccably maintained surroundings—all just minutes from world-class attractions, fine dining, upscale shopping, top-rated schools, and major thoroughfares. This is more than a home—it is a statement of refined living in one of Central Florida’s most coveted addresses. Schedule your private tour today and experience it for yourself.

11051 Hawkshead Court, Windermere

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$1,029,990
4 Beds ⋅ 3 Baths ⋅ G5111542 MLS
Virtually Staged. Under Construction. Sample Image Arlington Floorplan – 2,740 Sq. Ft. | 4 Beds | 3 Baths | 2.5-Car Garage a thoughtfully designed, 1-story home by Dream Finders Homes that perfectly blends luxury, functionality, and comfort. This brand new 2,740 square foot residence sits on a wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in. Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.3 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, a large center island, upgraded cabinetry, quartz countertops, a walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living. 2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden—ideal for entertaining or relaxing. Projected Completion July/August. Preferred Lender incentives apply.

14353 Crest Palm Avenue, Windermere

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com
$3,990,000
3 Beds ⋅ 5 Baths ⋅ O6400218 MLS
Welcome to an exceptional opportunity within the gates of Isleworth, one of Central Florida’s most Acclaimed private golf communities. Perfectly positioned along a tranquil pond and scenic walking trail, this move-in ready residence offers a rare blend of privacy, natural beauty, and refined living in the heart of Windermere. Thoughtfully designed for both everyday comfort and elevated entertaining, the home features a versatile layout including a spacious primary suite, multiple guest bedrooms, an oversized office/playroom, and a dedicated theater room. Expansive living areas flow seamlessly, creating a warm yet Elegant atmosphere throughout—all easily accessible via a private elevator connecting the home’s levels. The home delivers a true turnkey experience with modern finishes and enhancements, including a fully upgraded Crestron smart home system providing whole-home audio and video distribution for effortless control and convenience. A standout feature is the exceptional garage capacity, offering four individual single-car garages two of which are equipped with vehicle lifts. The outdoor living experience is a true highlight, featuring a resort-style pool, generous covered entertaining spaces, and serene water views that create a peaceful and private backdrop. Whether enjoying quiet mornings by the water or hosting guests in the evening, the setting is both inviting and unforgettable. Located within Isleworth—renowned for its championship golf course, world-class amenities, and guard-gated privacy—residents enjoy an unparalleled lifestyle surrounded by the Butler Chain of Lakes and beautifully manicured grounds. This is a rare opportunity to own a fully updated, move-in ready home that seamlessly combines luxury, technology, and exceptional outdoor living in one of Orlando’s most sought-after communities.

4906 Aviva Garden Court, Windermere

Listing courtesy of CAMPBELL CUSTOM HOMES INC. 407-947-4392
$2,395,000
6 Beds ⋅ 4 Baths ⋅ O6400680 MLS
Set within the private gates of Weatherstone on Lake Olivia, this stunning spring fed lakefront residence offers a rare opportunity to enjoy refined living along the peaceful shoreline of Lake Olivia in Windermere. Situated on an expansive lakefront homesite, an increasingly rare find in this area, the property provides exceptional space, privacy, and unobstructed water views. Boasting 6 bedrooms and 4 full baths, the home blends classic design with thoughtful updates and an inviting, functional layout. A charming wraparound front porch creates a warm first impression, surrounded by mature landscaping and tranquil views, perfect for relaxing mornings or unwinding at the end of the day. Inside, natural light fills the home, highlighting soaring ceilings, rich wood flooring, plantation shutters, crown molding, and carefully curated designer details. The open concept design allows for effortless flow between the main living spaces, many of which capture picturesque lake views. At the center of the home, the updated kitchen serves as a true gathering place, featuring generous prep space, a large island, stainless steel appliances, and a spacious dining area. Two oversized walk in pantries, one with a concealed bar, offer both convenience and a touch of character. The primary suite is located on the first floor, offering serene lake views, a spacious custom closet, and a beautifully redesigned bathroom with dual quartz vanities, a soaking tub, and a walk in shower. The first floor also includes a private office with custom built ins, an additional family room, or optional formal dining space, and a full bath. Upstairs, a well planned layout provides flexibility and privacy with five secondary bedrooms, some connected by updated Jack and Jill baths, plus a dedicated workspace with built in features on the landing area. An additional oversized bonus room with closet can easily function as a media room or play space. The home previously had a large loft area which could quite easily be converted back. Additional highlights include a first floor laundry room, abundant storage throughout, an updated tile roof, refreshed exterior paint, and a three car garage with epoxy flooring and built in storage. Designed for entertaining, the outdoor living space features a covered lanai, summer kitchen, resort style pool, fire pit, artificial turf dog run, and a Trex dock with boat lift, all overlooking the calm waters of Lake Olivia, where you can water ski, have fun on your boat or jet ski’s or just enjoy a calm ride on your paddle boards, the fun is endless. The gently sloping homesite enhances the home’s elevated position, maximizing lake views while naturally directing rainwater away from the property, an often overlooked advantage in Florida lakefront living. It also adds character to the outdoor space, creating a more dynamic and enjoyable setting for both relaxation and play. With only 13 homes, Weatherstone Ct offers a boutique gated setting just moments from local favorites like The Yellow Dog Eats, parks, top rated schools, and the heart of Windermere. This is lakefront living at its finest, private, spacious, and beautifully appointed. Ideally located with direct access to all the major highways, the home provides seamless connectivity to destinations throughout Central Florida and beyond, while still maintaining a quiet, tucked-away feel.

9648 Weatherstone Court, Windermere

Listing courtesy of THE AGENCY FL. 407-335-4119
$12,999,999
9 Beds ⋅ 16 Baths ⋅ O6400740 MLS
Under Construction. Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in luxury living.Two Pools one outdoor with a swim up bar and grill area and the other indoor pool with a spa and massage room ! Highlights: • Custom-built mansion in progress — secure it now to choose your colors, flooring, cabinetry, countertops, lighting, and finishes • Private helicopter pad for seamless arrival and departure • Luxury bowling alley in development — your private entertainment retreat of turn into extra car show storage garage area ! • Grand open floor plan, soaring ceilings, and estate-level architecture • Massive gourmet kitchen + walk-in pantry, ideal for chef-level entertaining • Space for home theater, gym, wine cellar, or guest quarters • Oversized garages and motor court • For our equestrian lovers, you are permitted one horse for each acre. Location Perks: • Situated in one of Windermere’s most coveted neighborhoods • Minutes to Lake Butler Chain, championship golf, and elite private schools • Close to Winter Garden Village and exclusive dining/shopping This is a rare opportunity to own a truly bespoke estate before completion — where every detail is yours to design, and your view is forever protected. Inquire now for private plans, customization walkthrough, and completion timeline. Step into your own private paradise with this one-of-a-kind resort-style property featuring every amenity for ultimate relaxation and recreation. Highlights include: • Lagoon-style pool with a swim-up bar, perfect for hosting or unwinding in luxury • Private spa sanctuary with a designated massage room and indoor heated pool, offering year-round wellness experiences • Full-size tennis court for active days and fun with friends or family • Charming barn – ideal for equestrian use, storage, or a stunning rustic event space Whether you’re dreaming of daily spa treatments, evening swims under the stars, or tennis matches followed by cocktails poolside, this property delivers the ultimate blend of luxury and leisure.

9621 Windy Ridge Road, Windermere

Listing courtesy of CITARELLI REALTY GROUP LLC. 321-303-4238
$584,900
4 Beds ⋅ 2 Baths ⋅ S5148031 MLS
Windermere Gem: Updated & Move-In Ready! Discover the perfect blend of modern luxury and prime location in the highly sought-after Windermere area. This beautifully updated home offers an incredible opportunity for homeowners and investors alike, situated just minutes from top-rated schools, premier shopping centers, and fitness facilities. This property has been meticulously maintained, featuring an extensive list of recent high-value upgrades: Recent Upgrades & Features: Brand New Kitchen (March 2026): Fully updated with modern flooring, custom cabinetry, and premium appliances. Comprehensive Pool Refresh (2026): Newly resurfaced pool and deck (Feb 2026), plus a brand-new pool pump and filter (March 2026). New Roof: Installed August 2024. Septic System: Installed January 2018. AC System: Installed 2017. Full House Re-pipe: Completed August 2016. Additional Features: Pool rescreened (2019) and nearby access to community tennis courts. Whether you're looking for a stylish family residence or a high-performing investment property, this home is truly move-in ready.

9011 Chapman Oak Court, Windermere

Listing courtesy of TOWNE CENTER REALTY. 407-447-7700
$1,439,000
5 Beds ⋅ 4 Baths ⋅ O6399958 MLS
Spectacular residence tucked away on a quiet cul-de-sac in the heart of Windermere. Situated on a sprawling nearly one-acre lot, this beautifully remodeled home offers an exceptional blend of privacy, space, and elegance. Enjoy serene views of the expansive backyard from the spacious shaded patio or the screened rear porch. The outdoor living area is designed for true Florida living, featuring a sparkling pool and spa, perfect for relaxing or entertaining. Adding to the sense of tranquility, one side of the property has no direct neighbors—only beautifully maintained green space and a scenic bridge, creating gorgeous views and a rare feeling of serenity. One of the property's standout features is the detached shed/workshop, offering incredible flexibility. Whether you need extra storage for a boat, jet skis, golf cart, or outdoor equipment, or envision a workshop, hobby space, home gym, art studio, or creative space, this versatile structure adds tremendous value and functionality. Inside, the home features five generously sized bedrooms, including an oversized family room with a wood-burning fireplace that creates a warm and inviting atmosphere. The primary suite is a private retreat, complete with a luxurious bath featuring dual sinks, a jetted garden tub, a large walk-in shower, and a dedicated vanity area. Every detail has been thoughtfully updated with style and functionality in mind. Additional highlights include a three-car garage with ample space for parking and storage, as well as a prime location within a top-rated public school district, just minutes from Windermere's premier shopping, dining, and recreation. A rare opportunity to own a beautifully updated estate home on nearly one acre in one of Central Florida's most desirable locations.

12718 Windermere Isles Place, Windermere

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122
$2,150,000
5 Beds ⋅ 4 Baths ⋅ O6397543 MLS
One or more photo(s) has been virtually staged. Private Windermere Estate in Guard-Gated Waterford Pointe with Detached Guest Casita, and Lake Access. A rare opportunity in one of Windermere’s most established guard-gated communities, this private estate offers the space, flexibility, and lifestyle today’s luxury buyers are actively seeking. Set on over an acre within Waterford Pointe, the property combines architectural presence, exceptional privacy, and resort-inspired living in a peaceful enclave known for estate-sized homes, mature landscaping, and private access to Lake Roberts. Designed around a dramatic courtyard pool, the home creates a true indoor-outdoor lifestyle experience, ideal for both grand entertaining and everyday living. The detached guest casita is a standout feature, offering exceptional flexibility for guests, private office use, wellness retreat, creative studio, or evolving lifestyle needs. Inside, soaring ceilings, polished marble tile flooring, detailed crown molding, and dramatic two-story living spaces create a sense of scale and elegance throughout. The thoughtfully updated chef’s kitchen is designed for gathering, featuring quartz countertops, an oversized island, premium KitchenAid and Bosch appliances, double ovens, wine refrigeration, and seamless connection to the expansive family room with custom built-ins and fireplace. The private first-floor primary suite serves as a true retreat, offering direct courtyard and pool access, a spacious custom walk-in closet, and a beautifully appointed bath with dual vanities, jetted soaking tub, and walk-in shower. A second first-floor suite provides ideal accommodations for guests or family. Upstairs, expansive, flexible living spaces include a large game room overlooking the courtyard, a dedicated office with custom built-ins, a private fitness room with balcony access, and additional secondary bedrooms thoughtfully arranged for privacy and functionality. Outdoor living is equally compelling, with a screened resort-style saltwater pool and heated spa with waterfall, covered summer kitchen, multiple entertaining spaces, and the privacy that only a homesite of this scale can provide. Waterford Pointe residents enjoy an exceptional lifestyle with private access to Lake Roberts, a waterfront clubhouse, tennis courts, playground, and beautifully tree-lined streets—all within one of Windermere’s most desirable gated communities. Additional highlights include a 4-car garage, a new whole-house generator, three HVAC systems, a newly painted exterior courtyard, and highly regarded local schools. For buyers seeking privacy, architectural character, flexible living, and established Windermere luxury—without the premium of direct lakefront pricing—this is a compelling opportunity. **Private tours available by appointment**

2068 Roberts Point Drive, Windermere

Listing courtesy of CENTURY 21 CARIOTI. 407-573-2121
$15,500,000
10 Beds ⋅ 17 Baths ⋅ O6395291 MLS
Commanding a rare 2.75-acre lakefront setting on the coveted Butler Chain of Lakes, this extraordinary Windermere estate is a true work of art. Recently completed after a meticulous, ground-up transformation, the residence showcases a level of craftsmanship, design integrity, and finish quality that is simply unrivaled in Central Florida. From the moment you arrive, the estate announces itself with undeniable presence. Grand entry doors open to a breathtaking interior defined by soaring 30-foot ceilings, dramatic architectural volumes, and a sleek, contemporary aesthetic softened by warm, bespoke materials. Walls of glass frame panoramic lake views, creating a seamless dialogue between indoor elegance and the natural beauty beyond. Designed for both refined living and grand-scale entertaining, the interior amenities rival those of a world-class resort. Highlights include a private spa sanctuary, fully equipped fitness center, state-of-the-art home theater, and an expansive game and entertainment lounge. The chef’s kitchen is a showpiece, thoughtfully designed for culinary excellence, intimate gatherings, or catered events, anchored by Wolf & Miele appliances, custom cabinetry, and flawless detailing throughout. The primary suite is nothing short of spectacular: a serene retreat offering commanding lake views, spa-inspired bath accommodations, and an atmosphere of complete privacy and indulgence. Every element of the home is enhanced by cutting-edge smart home technology, delivering effortless control, comfort, and security. A thoughtfully designed separate guest wing allows for exceptional flexibility, making the estate equally suited as a private family residence, an entertainer’s dream, or an inspired corporate retreat. Outdoors, the property unfolds into a private resort oasis. Impeccably manicured grounds lead to a private boat dock on the Butler Chain, a hidden garden retreat, and a stunning resort-style pool ideal for both relaxation and large-scale gatherings. Additional features include a putting green, a nine-car garage, and a detached guest house complete with its own kitchen, living area, and bedroom, perfect for extended guests or staff accommodations. A rare opportunity to own one of Central Florida’s most iconic and impressive lakefront compounds, where every detail has been elevated to the highest standard.

12488 Park Avenue, Windermere

Listing courtesy of ONE LUXURY INTERNATIONAL LLC. 407-312-8003
$2,950,000
5 Beds ⋅ 4 Baths ⋅ O6398366 MLS
Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

4301 Down Point Lane, Windermere

Listing courtesy of EXP REALTY LLC. 888-883-8509
$1,099,000
4 Beds ⋅ 3 Baths ⋅ S5147648 MLS
A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped separate dwelling on the property offering a private one-bedroom, one-bathroom space perfect for entertaining, or a home office/gym. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.

715 Magnolia Street, Windermere

Listing courtesy of IRIS INTERNATIONAL. 407-448-5085
$725,000
4 Beds ⋅ 4 Baths ⋅ O6397847 MLS
PRICE REDUCTION and SIGNIFICANT recent upgrades include the installation of a NEW WATER HEATER (JULY 2026), TWO BRAND NEW high efficiency RUUD model A/C units (APRIL 2026), enhanced for modern comfort, peace of mind and delivering superior climate control throughout the home. This home has NEW PAINT inside and out, offering a crisp, modern aesthetic. UNIQUE OPPORTUNITY to own a stunning Mediterranean-style home FOR AN INCREDIBLE PRICE, with WATER VIEWS and a PRIVATE COURTYARD, located in the highly sought-after, gated Belmere community. This exceptional residence truly checks all the boxes. Upon entry, you are welcomed by a WINDING STAIRCASE featuring decorative WROUGHT IRON DETAILS. Natural light fills the home, enhancing the thoughtfully designed split floor plan that offers both comfort and privacy. The home showcases a NEW spacious kitchen, a RENOVATED primary bathroom, and a RENOVATED en-suite bathroom in the second bedroom. The oversized primary suite is a true retreat, complete with a sitting area and private BALCONY overlooking WATER VIEWS. The en-suite master bath features dual vanities, a soaking tub, and a separate shower. Designed for both everyday living and entertaining, the home offers multiple gathering spaces including a spacious family room, formal living room, and an open loft area. Enjoy the best of Florida living in your own backyard with water views, perfect for relaxing or entertaining. Additional highlights include a dual 3-car garage, brick paver driveway, and charming courtyard entry. This home would cost over $1,000,000 to build new—making it an incredible value. In three words: functionality, tranquility, and serenity. Located in a gated community with low HOA fees and excellent amenities, this home is zoned for top-rated schools and is conveniently close to dining, shopping, entertainment, and world-renowned theme parks. Experience the home anytime with our 24-hour 3D interactive tour. Showings are available for pre-approved buyers only—schedule yours today, as this home will not last!

910 Lascala Drive, Windermere

Listing courtesy of FLORIDA REALTY INVESTMENTS. 407-207-2220
$4,300,000
3 Beds ⋅ 5 Baths ⋅ O6397842 MLS
Experience refined luxury living in this extraordinary 5,004-square-foot garden villa estate nestled within Isleworth Golf & Country Club. This impeccably designed residence offers three expansive bedrooms, each with its own beautifully appointed en-suite bathroom, along with two elegant half baths to accommodate guests with ease. From the moment you arrive, the home’s striking Mediterranean-inspired architecture, circular tower entry, and meticulously landscaped grounds set the tone for the sophistication that awaits inside. Step through the grand entrance into interiors defined by soaring ceilings, abundant natural light, and exquisite craftsmanship at every turn. The gourmet kitchen serves as the heart of the home, showcasing custom cabinetry, premium Sub-Zero appliances, an oversized center island, and designer finishes that seamlessly blend form and function—perfect for both intimate family moments and upscale entertaining. Flowing effortlessly into the main living areas, the open-concept layout creates a warm yet refined atmosphere, enhanced by elegant lighting, stone flooring, and thoughtful architectural details throughout. Retreat to the luxurious primary suite, a private sanctuary featuring a spa-inspired bathroom with soaking tub, walk-in shower, dual vanities, and custom finishes that evoke a five-star resort experience. Each additional bedroom offers generous proportions, privacy, ensuring comfort and convenience for family members and guests alike. The inclusion of two half bathrooms further elevates the home’s functionality for entertaining. The outdoor living spaces are equally impressive, offering the perfect backdrop for enjoying Florida’s year-round sunshine. Whether hosting gatherings or savoring quiet evenings, the seamless indoor-outdoor connection enhances the overall living experience. Located within the exclusive Isleworth community—renowned for its world-class golf, privacy, and unparalleled lifestyle, this residence presents a rare opportunity to own a home that embodies elegance, comfort, and timeless design in one of Central Florida’s most sought-after communities while being close to shopping, world class dining and attractions.

9144 Isleworth Gardens Drive, Windermere

Listing courtesy of MEGAN DOWDY REALTY, LLC. 407-509-9279
$559,000
4 Beds ⋅ 3 Baths ⋅ O6397778 MLS
Welcome to your new forever home in Summerport! This beautifully designed 4-bedroom, 3-bath home offers 2,411 square feet of spacious living with stunning golf course views and no rear neighbors, creating a sense of privacy that’s hard to find. A manicured front lawn welcomes you in, while inside, long hallways with tray ceilings and arched doorways set an elegant tone from the moment you enter. The heart of the home opens into a bright, open-concept living, dining, and kitchen space designed for effortless entertaining and easy every day living. The kitchen is truly expansive, featuring an oversized island, abundant counter space, built-in wine storage, crown-molded cabinetry, stainless steel appliances, and recessed lighting throughout. Overlooking the main living area, it’s a space that keeps everyone connected, whether hosting guests or enjoying a quiet night in. The primary suite makes a statement with double-door entry, high ceilings, and a spacious layout that feels like a true retreat. The en suite bathroom offers dual separate vanities, a large walk-in shower, and a beautiful garden tub, making it perfect for unwinding at the end of the day. Additional bedrooms provide flexibility for family, guests, or a home office, each offering comfort, natural light, and ample space. Step outside to a fully fenced backyard where four legged friends and little ones can roam freely, all while enjoying peaceful golf course views with no rear neighbors behind you. Roof replaced in 2022, A/C replaced in 2020 giving a peace of mind to the new owner. The community adds even more to love, featuring a clubhouse, resort-style pool, fitness center, playgrounds, tennis courts, and basketball courts, offering something for everyone just steps from home. Conveniently located near Hamlin Town Center, you’ll have easy access to top shopping, dining, and highly rated schools, with major attractions like Walt Disney World and Universal Studios just 20 minutes away. Don't miss out on this stunning home in an ideal location, schedule your private showing TODAY!!!

4627 Blue Major Drive, Windermere

Listing courtesy of DENIZ REALTY PARTNERS LLC. 407-704-0780
$1,029,990
4 Beds ⋅ 4 Baths ⋅ G5110664 MLS
One or more photo(s) has been virtually staged. Arlington Floorplan – 3153 Sq. Ft. | 4 Beds | 4Baths | 2.5-Car Garage | Move-In ReadyWelcome to the Arlington with Bonus – a thoughtfully designed, 2-story home that perfectly blends luxury, functionality, and comfort. This brand new 3,140 square foot residence sits on an wooded lot, offering expansive indoor and outdoor living space, ready for immediate move-in.Key Features:4 Spacious Bedrooms: Designed for privacy and flexibility, including a luxurious owner’s suite with spa-like en-suite bathroom and large walk-in closet.4 Full Bathrooms: Modern finishes with quartz countertops, tile flooring, and upgraded fixtures throughout.Gourmet Kitchen: A chef’s dream featuring built-in stainless steel appliances, large center island, upgraded cabinetry, quartz countertops, walk-in pantry, and designer lighting – perfect for hosting or everyday meals.Open-Concept Living: The heart of the home flows seamlessly from the kitchen to the dining area and large family room, all overlooking the covered lanai for indoor-outdoor living.2.5-Car Garage: Ample space for two vehicles plus additional storage or hobby area.Oversized Lot: Extra space for a garden,—ideal for entertaining or relaxing outdoors.Move-In Ready: No waiting required.

14371 Crest Palm Avenue, Windermere

Listing courtesy of OLYMPUS EXECUTIVE REALTY INC. mls@oerfl.com
$399,000
2 Beds ⋅ 3 Baths ⋅ O6394966 MLS ⋅ 28-12 BLDG.
Discover this spotless corner-unit townhome in Windermere Lakes, offering some privacy with a serene conservation area behind the home and no neighbors on one side. The open-concept layout seamlessly connects the kitchen to the living area, creating an inviting space for everyday living and entertaining. The kitchen features stainless steel appliances, 42” cabinets, added custom cabinetry, and tile flooring throughout the main areas. An extra half bath downstairs adds convenience for guests. Upstairs, the master bedroom and shower are sure to impress. Enjoy beautiful tree-lined streets, mature landscaping, and a detached two-car garage with a charming, paved courtyard perfect for grilling and relaxing outdoors. The community offers a pool and clubhouse, ideal for soaking up the Florida sunshine. The low HOA includes exterior maintenance, roof maintenance, landscaping, and access to community amenities. Located just minutes from Disney World and all the Disney parks, with shopping, dining, major highways, and top attractions close by, as well as minutes from the Tibet Butler Preserve, where you can enjoy the natural beauty of Florida. Make your appointment today to view this beautiful home.

12405 Cruxbury Drive, Windermere

Listing courtesy of HOMEVEST REALTY. 407-897-5400
$2,170,000
5 Beds ⋅ 7 Baths ⋅ S5146178 MLS
Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, move in ready home in one of Windermere’s most desirable neighborhoods.

1316 Estancia Woods Loop, Windermere

Listing courtesy of EXP REALTY LLC. 888-883-8509
$1,849,000
6 Beds ⋅ 6 Baths ⋅ O6390656 MLS
UST REPOSITIONED TO SELL – One of Windermere's Best Luxury Values! This is your opportunity to own a spectacular, fully renovated luxury estate in the prestigious gated community of Balmoral Estates at an exceptional new price. Offering an extraordinary combination of elegance, quality craftsmanship, and extensive recent improvements, this turnkey residence delivers outstanding value in today's luxury market. Major updates provide peace of mind and include a 2019 downstairs HVAC system, brand-new 2025 upstairs HVAC system, new 2025 water heater, durable concrete tile roof, whole-house water softening system, and an irrigation system supplied by a private well for significant water savings. Situated on an expansive three-quarter-acre homesite, the home makes a stunning first impression with its circular paver driveway, custom water fountain, and impressive architectural design. Inside, you'll discover over 5,400 square feet of beautifully renovated living space featuring six spacious bedrooms, five-and-one-half luxurious bathrooms, dual primary suites, two designer kitchens, and a four-car garage with two EV charging stations. Step outside to your private resort-style backyard showcasing a sparkling saltwater pool, custom outdoor kitchen, expansive entertaining areas, and the perfect setting for year-round Florida living. Opportunities to purchase a move-in-ready luxury estate with this level of renovation, premium upgrades, and recent mechanical improvements at this price point are becoming increasingly rare. Schedule your private tour today and discover why this remarkable home represents one of Windermere's finest luxury values before it's gone.

9057 Balmoral Mews Square, Windermere

Listing courtesy of REAL BROKER, LLC. 855-450-0442
$1,290,000
5 Beds ⋅ 4 Baths ⋅ O6388605 MLS
Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.

12640 Salomon Cove Drive, Windermere

Listing courtesy of WEBB FLORIDA REALTY LLC. 407-601-0733
$554,555
4 Beds ⋅ 2 Baths ⋅ O6384930 MLS
WONDERFUL WINDERMERE 4 BED/ 2 BATH HOME LOCATED IN THE CHARMING COMMUNITY OF SILVER WOODS. The moment you drive up to this home you are greeted by low maintence landscaping, paver driveway and a unique courtyard entry which makes this home standout. The courtyard is a perfect space to spend the evenings or start your mornings. Sliders from the kitchen lead onto the courtyard. Upon entering you will notice the details: beveled glass front door, split floorplan, large dining and living (open concept) and well-appointed kitchen. The kitchen overlooks the Livingroom and dining room, and boost upgrades you are sure to love. Cherrywood cabinets with pullout shelves, glass doors, pantry, under cabinet lighting, decorative lighting in cabinets, stainless steel appliances and upgraded granite counters. Additional cabinets were added to create workspace or an eat in kitchen space. Just off the kitchen if the laundry area with matching cabinets. The spacious living room is positioned with views of the kitchen and dining space with sliders leading to the massive patio space. Two additional bedrooms are located just off the living room with the hall bath set up for a pool bath if you decided to add one. Just off the dining room you will find the primary bedroom with French doors leading to a private patio space. The primary bath includes a walk in closet space, cherrywood cabinets and a walk in shower. The rear patio has just as many endless options as the front courtyard does...dining spaces or entertaining or both! All this in a home and still just minutes to restaurants, entertainment, shopping, the parks and so much more. Land, Site, and Tax Information

9319 Woodbreeze Boulevard, Windermere

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122
$1,030,000
6 Beds ⋅ 4 Baths ⋅ O6383546 MLS
This house is the perfect blend of luxury, comfort and modern convenience. From the moment you arrive, you're welcomed by a charming brick paver front porch that leads into a light-filled foyer with a private office at the front of the home. Beautiful wood-look tile flooring flows seamlessly throughout the main level. The stunning gourmet kitchen features 42” cabinets, gas appliances, light granite countertops, subway tile backsplash, a unique coffee bar nook with extra storage, and a spacious walk-in pantry with upgraded shelving—perfect for organization and functionality. Downstairs also offers a private bedroom and full bath with an oversized walk-in shower, ideal for guests or multigenerational living. Upstairs, you’ll find a versatile lounge area and four additional spacious bedrooms. The luxurious primary suite boasts a spa-like shower, upgraded vanity with extra storage, and a large walk-in closet complete with custom shelving. The upstairs laundry room includes enhanced shelving for optimal organization. Step outside to your screened-in private lanai overlooking a sparkling saltwater pool with heater, surrounded by mature landscaping that creates your own backyard oasis. Additional premium upgrades include EV outlet and charger, upgraded garage flooring, and a saltwater pool system for easy maintenance. Located in a vibrant community offering social events, a community pool, and playground—and situated near top-rated schools—this home is just a short drive from Disney property, making it perfect as a primary residence or vacation retreat.

8236 Procida Isle Lane, Windermere

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008
$1,089,000
6 Beds ⋅ 5 Baths ⋅ O6377789 MLS
Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space.

13525 Gorgona Isle Drive, Windermere

Listing courtesy of COLDWELL BANKER REALTY. 407-696-8000
$4,500,000
5 Beds ⋅ 6 Baths ⋅ O6381869 MLS
Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.

12540 Park Avenue, Windermere

Listing courtesy of STOCKWORTH REALTY GROUP. 407-909-5900
$11,900,000
6 Beds ⋅ 10 Baths ⋅ O6381880 MLS
Brand new construction and fully furnished! Architecturally refined and intentionally designed by Ashley Martin Home, this custom estate is a masterclass in proportion, craftsmanship, and quiet luxury. European-inspired stonework, dramatic gabled rooflines, and a custom metal arched front door set a tone of understated elegance from the moment of arrival. Concrete tile roofing, four-car garage plus golf cart garage, and a friends-and-family entry with covered parking. Inside, discover Sierra Pacific casement windows with stained interior mullions flood the home with natural light, highlighting warm beams, wide-plank floors, and curated details. Lutron lighting, Sonos audio, and powered draperies enhance modern comfort without compromising design. The formal dining room features a stained white oak arched opening, classic dentil molding, and built-in wine display. The living room is anchored by a gas Isokern fireplace with precast surround, custom built-ins, stained beams, and sculptural custom one off lighting, while an interior glass breezeway subtly defines the transition to the private primary wing. The primary suite offers a serene retreat with custom arch detailing, a nickel joint ceiling, and stained beams. The spa-inspired bath includes a marble soaking tub and a dramatic solid limestone staircase leading to a hidden upper-level flex space, ideal for an office or gym, complete with beverage refrigeration and powered Roman shade. The boutique-style closet features dual islands and an integrated wash tower. At the heart of the home, the chef’s kitchen stuns with soaring 18-foot ceilings, exposed beams, a curved reeded island, and custom Urban Electric pendants designed specifically for the residence. Sub-Zero refrigeration, freezer, and wine column, a 60-inch Wolf range, dual integrated dishwashers, and a fully equipped back kitchen ensure effortless entertaining. Indoor and outdoor living connect seamlessly to a private courtyard-style retreat featuring a resort-inspired pool with copper scupper water features, a summer kitchen with Wolf grill, powered screens, and multiple lounging areas designed for year-round enjoyment. Additional highlights include four upstairs en-suite bedrooms, including a secondary primary suite, an upstairs laundry with linen towers and folding station, a third-level bonus floor with theater, bar, powder bath, and storage, elevator-ready construction, and an advanced security system with AI-enabled cameras and window vibration sensors. Designed with architectural intention, this home pairs refined craftsmanship with warmth, creating spaces that feel both elevated and deeply livable.

9323 Gladys Garden Court, Windermere

Listing courtesy of CORCORAN PREMIER REALTY. 407-965-1155
$1,396,000
6 Beds ⋅ 5 Baths ⋅ O6374555 MLS
Stunning Two-Story Pool Home in Prime Windermere Location Welcome to this exceptional two-story residence located in the highly desirable Windermere area, offering the perfect blend of luxury, space, and comfort. With 6 generously sized bedrooms and an open, airy design, this home is ideal for families seeking both elegance and functionality. The primary suite is a true retreat, featuring a spacious layout and a walk-in closet, while the remaining bedrooms are equipped with built-in closets for added convenience and organization. The home offers 4 full bathrooms and 1 half bathroom, thoughtfully designed to accommodate both residents and guests with ease. As you enter, you are welcomed by an open floor plan enhanced by high ceilings that create a bright and expansive atmosphere throughout. The living room and dining room are impressively spacious, perfect for entertaining or enjoying everyday living in style. The beautifully designed kitchen features solid wood cabinets, stone countertops, and included appliances, combining timeless finishes with modern practicality. Step outside to your private outdoor oasis, where a fully equipped outdoor kitchen overlooks a large and stunning in-ground private pool. This space is ideal for hosting gatherings, relaxing, and enjoying Florida living year-round. The home also includes a 2-car attached garage and is located in a prime area with easy access to major roads and top-rated schools. This is a rare opportunity to own a remarkable home in one of Windermere’s most sought-after locations. Schedule your private showing today and experience everything this exceptional property has to offer.

13596 Gorgona Isle Drive, Windermere

Listing courtesy of WRA BUSINESS & REAL ESTATE. 407-512-1008

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