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$890,000
5 Beds 4 Baths Summerport Ph 1 SubDv. 34786 Zip Code
JUST REMODELED! Stunning lakefront pool home located in the heart of Windermere, offering 5 bedrooms, 4 full bathrooms, and nearly 3,100 square feet of beautifully updated living space. Perfectly positioned between downtown Windermere and Winter Garden Village, this exceptional property is nestled within the highly desirable Summerport community and features pristine waterfront views. This is more than a home-it's a lifestyle. From the moment you arrive, the home’s curb appeal impresses with a beautiful stone façade, charming arbor detail, spacious covered front porch, and a 3-car split garage. Inside, you are welcomed by a dramatic 20-foot ceiling in the formal living room, highlighted by elegant arched openings, a sweeping staircase, and a curved balcony overlooking the space below. Fresh updates throughout create a bright, modern feel, making this home truly move-in ready. Major improvements include a recently updated roof in last 6 years, brand-new AC system, and new water heater, new pool pump, new spa gas heater — offering comfort and peace of mind for years to come. Step outside to your private screened-in pool oasis. Cool off in the sparkling pool while enjoying serene lake views, mature landscaping, and added privacy from lush greenery — the perfect setting for relaxing or entertaining. Residents of Summerport enjoy resort-style amenities including a community pool, fitness center, basketball and tennis courts — all just minutes from shopping, dining, and entertainment at Winter Garden Village, and zoned for top-rated Windermere schools. Experience luxury lakefront living with privacy, elegance, and timeless charm — all in one of Central Florida’s most sought-after communities. Information deemed reliable but not guaranteed.

13858 Caywood Pond Drive, Windermere

$777,000
4 Beds 2 Baths Enclave SubDv. 34786 Zip Code
Located in the highly desirable Enclave at Windermere, this meticulously maintained four-bedroom, two-bath home offers upgraded finishes, private waterfront views, and true move-in-ready condition in one of the area’s most attractive communities. From the moment you arrive, the curb appeal stands out with a stone-accent elevation, tile roof, and paver driveway that reflect the quality and care carried throughout the property. Built in 2014 and spanning 2,380 square feet, the home delivers a layout that is open, bright, and highly functional for modern living. The kitchen serves as the centerpiece, featuring granite countertops, a large gathering island, stainless steel appliances, custom backsplash, and abundant cabinetry. Natural light fills the living and dining areas, creating an inviting environment with views extending toward the outdoor living space and water beyond. The split-bedroom floor plan provides both comfort and privacy, while the overall condition showcases clear pride of ownership. Step outside and the property truly separates itself. A screened private pool overlooks the lake and fountain, creating a peaceful backdrop that feels both relaxing and elevated. The covered lanai offers the perfect space for outdoor dining, entertaining, or enjoying quiet evenings while taking in the water views. This is the kind of setting buyers hope to find but rarely do at this price point. Situated within a community known for its beautiful homes and strong neighborhood appeal, the property offers exceptional convenience to daily essentials and top education options. Sunset Park Elementary is within walking distance, and Windermere Preparatory School is just five minutes away, making this location especially attractive for families seeking both accessibility and quality schooling. The home also provides easy access to shopping, dining, major roadways, and everything Windermere has to offer.

17520 Black Rail Street, Windermere

$554,555
4 Beds 2 Baths Silver Woods SubDv. 34786 Zip Code
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

$465,000
4 Beds 3 Baths Lake Burden South Ph 2 SubDv. 34786 Zip Code
Welcome to this beautifully upgraded 4-bedroom, 2.5-bath, home with a 2-car garage, located in a quiet and highly desirable Windermere community that truly invites you to enjoy the Florida lifestyle. The spacious primary suite is conveniently located on the first floor, offering comfort and privacy. The home features recent upgrades including a renovated kitchen, updated bathrooms, and new flooring, making it move-in ready. Residents enjoy wonderful community amenities such as a clubhouse, resort-style swimming pool, tennis courts, and scenic walking paths, perfect for relaxing or staying active. Ideally situated just minutes from Walt Disney World, major highways, top-rated A schools, shopping centers, supermarkets, restaurants, and everyday conveniences. This property offers the perfect combination of location, lifestyle, and value, ideal as a primary residence, vacation home, or investment opportunity in one of Central Florida’s most sought-after areas..

7432 Leighside Drive, Windermere

$6,000,000
6 Beds 6 Baths Rosser Reserve Rep SubDv. 34786 Zip Code
UNDER CONTRACT ACCEPTING BACKUP OFFERS! Luxury, architectural elegance, and an unparalleled lakefront lifestyle on the Butler Chain of Lakes in Windermere. Set on a sprawling lot of over one acre, this extraordinary waterfront estate offers direct access to the prestigious Butler Chain of Lakes — a rare interconnected system of 12 private lakes, providing one of the most exclusive boating lifestyles in Central Florida. From the moment you arrive, the home captivates with its contemporary architecture, expansive paver driveway, and striking façade. Clean lines, refined finishes, and manicured landscaping create an unforgettable first impression. Inside, soaring ceilings, exposed wood beams, and designer lighting enhance the open-concept layout. Oversized sliding glass doors frame breathtaking panoramic lake views while creating a seamless indoor-outdoor flow filled with natural light. The gourmet kitchen serves as the heart of the home, featuring an oversized quartz island, custom cabinetry, and premium stainless steel appliances — perfectly designed for both intimate gatherings and grand-scale entertaining. With 6 spacious bedrooms, 5 full bathrooms, and 1 powder room, the residence offers comfort and privacy for family and guests. Beyond the main living areas, this home delivers an exceptional lifestyle experience with a private gym, dedicated cinema room, game room, and playroom — thoughtfully designed for wellness, entertainment, and family enjoyment. Step outside into your private lakeside retreat. The resort-style pool with integrated spa is complemented by sleek glass railings that preserve unobstructed water views. The covered outdoor living area is a masterpiece, featuring a wood-paneled ceiling, oversized ceiling fan, stone fireplace, mounted TV, and a fully equipped summer kitchen with professional-grade stainless steel grill and hood — ideal for year-round entertaining. The private covered dock accommodates boats and jet skis and provides direct access to all 12 lakes of the Butler Chain, making this property a true paradise for boating enthusiasts. Additional features include: Whole-house water filtration system High-capacity generator capable of powering the entire residence Located within an exclusive gated community with meticulously maintained infrastructure Offering privacy, security, expansive outdoor space, and one of Windermere’s most coveted lakefront settings, this is more than a residence — it is a lifestyle defined by elegance, recreation, and exclusivity. Schedule your private showing and experience lakefront living at its finest.

1002 Down Reserve Court, Windermere

$1,900,000
4 Beds 5 Baths Keenes Pointe Unit 7 SubDv. 34786 Zip Code
The coveted Keene's Pointe lifestyle awaits behind the guarded gates of this world renowned golf community. Perfectly positioned near the tranquil shores of Lake Burden, this Mediterranean-inspired estate and it’s stunning architecture captures the eye and invites you to a front-row seat to the nightly water front display of Walt Disney World fireworks. This custom-built residence showcases exceptional craftsmanship and architectural distinction throughout its 4 bedrooms, 4.5 bathrooms, private office, and expansive upstairs bonus room with a full bath. Designed for both refined entertaining and effortless everyday living, the thoughtfully curated floor plan places the majority of living spaces on the first level, creating seamless flow and comfort. The primary suite is a true sanctuary — a spacious retreat with direct access to the pool and spa, dual vanities, and generous his-and-her closets. Sunlit living areas with dual recessed sliders open the main living areas gracefully to a secluded outdoor oasis, where lush landscaping frames a resort-style heated pool and spa, featuring a sun shelf with a tranquil bubbling fountain and an outdoor kitchen. This private courtyard setting offers rare intimacy and serenity, ideal for sunset gatherings or peaceful evenings under the stars. A rear alley-entry three-car garage enhances both privacy and curb appeal. Just moments away, residents enjoy opportunity for a membership to the renowned Golden Bear Club, featuring a championship course designed by Jack Nicklaus, along with fine and casual dining, tennis and pickleball courts, a resort-style pool, and a state-of-the-art fitness center. Experience one of Windermere’s most coveted addresses — where luxury, leisure, and lifestyle converge. Schedule your private showing today and discover the extraordinary Keene's Pointe lifestyle that awaits.

6330 Lake Burden View Drive, Windermere

$1,080,000
6 Beds 4 Baths Windermere Isle Ph 2 SubDv. 34786 Zip Code
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

$3,950,000
5 Beds 8 Baths Lake Down Reserve SubDv. 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. SELLER MOTIVATED!!! UNMATCHED PRICE AND OPPORTUNITY! Just completed | Never lived in | A rare opportunity to be the very first to call this architectural showpiece home! Positioned in the highly sought after Lake Down Reserve community of Windermere, this custom-built modern Mediterranean estate delivers nearly 8,000 square feet of elevated design, cutting-edge construction, and curated luxury. This home is a true statement of craftsmanship and innovation. From the hollow-core concrete second floor to level five interior walls, hurricane-impact windows and doors, and comprehensive low-voltage wiring, every structural detail reflects next-level quality. Inside, the open-concept floor plan unfolds with dramatic scale and natural light, anchored by a show-stopping LED-lit staircase and seamless indoor-outdoor flow. The chef’s kitchen is outfitted with premium Wolf appliances, custom cabinetry, and refined finishes that balance timeless elegance with modern edge. Designed for both grand entertaining and private retreat, the home features: 5 spacious bedrooms | Dedicated executive office | 6 full baths and 2 half baths (each bath appointed with luxury bidets) | Custom California Closets throughout | Elevator access for effortless convenience | Oversized 4-car garage. A rare “bonus basement” level adds additional flex space – perfect for a media lounge, in-law suite, wine cellar, game room, or collector’s showcase. Outside, enjoy balcony views of Lake Down and a resort-caliber backyard that includes a custom pool and spa, a dramatic sunken outdoor kitchen, fire-pit and expansive entertaining terraces designed for unforgettable evenings under the Florida sky. Lake Down Reserve offers expansive homesites, 24-hour virtual guard security, zoning for top-rated schools, and proximity to fine dining, championship golf, world-class shopping, and Orlando’s renowned attractions – all while still preserving the privacy and tranquility that define Windermere living. This is more than new construction. It is a fully realized modern estate – bold, refined, and built for the most discerning buyer. Welcome to your legacy home!

1009 Down Reserve Court, Windermere

$1,950,000
4 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe - gated/attended community in Windermere, Florida. This impeccably designed and updated four-bedroom residence offers refined living with three full and two half baths, professionally decorated and showcasing high-end finishes throughout. Perfectly positioned on the 4th tee box of The Golden Bear Club with tranquil pond views, this home delivers timeless elegance and exceptional functionality.The first floor features rich hardwood flooring, plantation shutters, and gracious formal living and dining rooms ideal for entertaining. The luxurious primary suite is a private retreat, complete with custom closets and a spa-like bath featuring a freestanding soaking tub and dual vanities.Upstairs, there are 3 bedrooms and two baths, and a spacious media room features a comfortable sitting area and a dedicated exercise space, all overlooking the golf course—an ideal setting for relaxation, recreation, or work-from-home flexibility.Additional highlights include a 3+ car garage with abundant storage and a separate in-law apartment above the garage with a private entrance and full bath. Currently used as an office, this versatile space is perfect as an in-law suite, guest quarters, or private studio.Thoughtfully designed with premium finishes and breathtaking views, this exceptional home offers Country Club living at its finest. Located in close proximity to shopping, dining, expressways and Disney, as well as top-rated public and private schools.

8160 Tibet Butler Drive, Windermere

$900,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
FULLY RENOVATED DREAM HOME. This home is located right in the heart of the Town of Windermere. Welcome to 4 Chase Rd, Windermere - a refined expression of luxury living where elevated design, privacy, and lifestyle converge. Set within one of Windermere’s most desirable areas, this exceptional residence delivers a seamless blend of sophistication and comfort. From its striking curb appeal to its thoughtfully curated interior spaces, every detail has been designed to create an atmosphere of understated elegance. Inside, expansive living spaces unfold beneath soaring ceilings and abundant natural light, creating a sense of openness while maintaining warmth and intimacy. The chef’s kitchen anchors the home, featuring premium finishes, generous workspace, and effortless flow into the main living and entertaining areas - ideal for both everyday living and elevated gatherings. The primary suite serves as a private sanctuary, offering a tranquil escape with a spa-inspired bath and spacious walk-in storage. Secondary bedrooms provide flexibility for guests, executive office space, or multigenerational living while maintaining the home’s refined aesthetic. Outdoors, the property transforms into a resort-style retreat designed for entertaining and relaxation. Thoughtfully designed outdoor living spaces create the perfect setting for evening gatherings, weekend hosting, or quiet moments of escape. Positioned in the heart of Windermere, the home offers convenient access to top-rated schools, amenities, dining, shopping, and major thoroughfares while preserving the exclusivity and lifestyle the area is known for.

4 Chase Road, Windermere

$560,000
4 Beds 2 Baths Providence Ph 01 50 03 SubDv. 34786 Zip Code
Searching for a single story, 4-bed home in Windermere near Walt Disney World with space, convenience, and long term value? Nestled between Winter Haven and Lake Wales with all the conveniences nearby, 13237 Fossick Rd offers 4 bedrooms, 2 full baths, 2,516 square feet of living space, a NEW ROOF from 2022, new WATER HEATER from 2022, and a 0.21 acre corner lot in the Providence community, minutes from Disney, Winter Garden Village, and major commuter routes. The concrete block and stucco construction provides durability and classic, easy to maintain Florida curb appeal. From the moment you arrive, the covered front porch with column detail, stone accents, and paver driveway creates a warm first impression. Inside, a light filled formal living room off the foyer offers flexibility as a sitting room, home office, or quiet retreat separate from the main living areas. The kitchen is centrally positioned and overlooks the informal dining space and spacious family room, creating seamless flow for daily living and entertaining. Granite countertops, stainless steel appliances, abundant cabinetry, breakfast bar seating, and a center island provide both function and gathering space. Open sight lines keep everyone connected. The primary suite is generously sized with room for a seating area and direct access to the screened lanai. The ensuite bath features dual vanities, a soaking tub, separate glass shower, and walk in closet. Three additional bedrooms offer ideal flexibility for guests, remote work, or multigenerational living. Step outside to a covered screened lanai that extends your living space year round. The backyard offers green space and mature trees, creating privacy and room to relax after a day exploring Orlando’s attractions. The single level design appeals to buyers seeking long term convenience without stairs. The Providence neighborhood is perfectly located and is zoned for Windermere Elementary, Bridgewater Middle and Windermere High. If you are looking for space, location, and long-term upside in Windermere, this home deserves a closer look. Schedule your private tour today!

13237 Fossick Road, Windermere

$1,825,000
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Experience refined, single-level living in this exceptional custom home located within Keene’s Pointe, Windermere’s premier guard-gated golf and lakefront community. Designed with both privacy and comfort in mind, this beautifully appointed residence offers 4 bedrooms, 4 full baths, a private office, and a resort-style pool and spa. At the front of the home, the dedicated office enjoys tranquil water views, creating an inspiring workspace. Inside, expansive windows frame the sparkling pool and spa, filling the living spaces with natural light and creating a seamless indoor-outdoor ambiance. Contemporary interior updates lend a true “jewel box” feel, with luxury finishes throughout. Neutral designer tones, upgraded Viking appliances, two newer A/C units, and custom iron Cantera double entry doors add both elegance and sophistication. The spacious three-car garage is discreetly tucked at the rear of the property, allowing the home’s striking front elevation and exceptional curb appeal to shine. Situated on an oversized one-third-acre lot overlooking the Camden River, the property offers generous green space and picturesque water views that enhance its impressive setting. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

6560 Lake Burden View Drive, Windermere

$1,014,500
4 Beds 6 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
Have you ever dreamed of watching the fireworks from Walt Disney World every single night—from the comfort of your own backyard? This extraordinary, fully remodeled dream home makes that dream a reality.You can also enjoy beautiful natural scenery right from your own backyard.,This is more than a home—it’s a lifestyle. Newer roof (3 years old) and two newer A/C systems (2 years old). Situated on one of the most desirable premium waterfront lots in Lake Sawyer South, this stunning residence also comes with a brand-new roof. From the moment you arrive, you’ll experience a sense of serenity and tranquility, enhanced by breathtaking water views of a large, pristine pond and nightly direct views of Disney fireworks from your spacious screened-in patio. With no rear neighbors and positioned on an end lot, privacy is unmatched. The expansive outdoor space offers plenty of room to add a pool or create the ultimate al fresco dining experience. Relax in your outdoor jacuzzi, gather around the built-in propane firepit, or entertain effortlessly at the built-in bar—all while enjoying seamless indoor-outdoor living through triple sliding glass doors that open into the bright and airy open-concept living space. Designed for entertaining, this home ensures you’re always part of the celebration—whether guests are gathered around the oversized kitchen island breakfast bar, enjoying the formal dining room, or relaxing on the secluded patio. The home features: • 4 spacious bedrooms, each with its own private en-suite • A dedicated office • A loft with potential to become a 5th bedroom • Formal dining room • Front sitting room • Kitchen/family room combination The chef’s kitchen boasts abundant modern cabinetry, granite countertops, stainless steel appliances, and a cozy dinette area. Unwind in your private master retreat overlooking peaceful water views. The suite includes dual walk-in closets and a luxurious en-suite bath with double vanities, a garden tub, and a glass-enclosed shower. Nestled in the charming Town of Windermere—one of Central Florida’s most sought-after communities—this location is often regarded as the crown jewel of the region. Many notable public figures and professional athletes call Windermere home. The property is located within the desirable Berkshire Park community, offering amenities including a large resort-style pool, playground, and tennis courts. Conveniently positioned near major highways, you’re just minutes from Downtown Orlando, Orlando International Airport, world-class dining, shopping, entertainment, walking and biking trails, farmer’s markets, and of course, the magic of Disney. ________________________________________

13226 Jervey Street, Windermere

$1,400,000
5 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe is a "Lifestyle!" Start living it now in this 5BR/3FULL Bath + office + all in a single story home located on the 13th fairway of the renown Jack Nicklaus Signature Golf Course in Keene's Pointe. Sited on a golf course frontage lot nearly half acre in size, this home has remodeled interiors, beautiful plank flooring and a fabulous covered screened back porch with built in fireplace wall, all tucked cozily into a fenced yard lined with mature oak trees. This established enclave of "Arlington" enjoys a serene setting with golf course and pond views on both sides of the street looping down into a cul-de-sac at the end with easy turnaround access. The kitchen is stunning with "Taj Mahal" quartzite counter tops, new appliances, new cabinetry and beautifully coordinated backsplash to create a seamless, open concept kitchen blending into the family room and onto the back porch through sliding doors. No wasted space in this split floor plan: primary and a secondary bedroom on one side with 3 bedrooms and two full baths on the other side. Updated study/den off the front foyer has privacy thanks to a clever sliding barn door closure. Large dining room/great room enjoys backyard views through double glass French doors opening to the large covered outdoor living space stacked stone fireplace wall. Spacious back yard has a paver patio and plenty of room for a new pool to be installed. Lovely brick paver driveway and front walk way create a warm welcome to this already charming residence. Country club membership is optional, and the HOA fees are extremely reasonable. Come experience the Keene’s Pointe lifestyle today!

6023 Blakeford Dr, Windermere

$390,000
3 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
Welcome home to this beautiful END-UNIT 3-bedroom, 2.5-bath townhome, thoughtfully designed to maximize space, comfort, and natural light. With abundant windows throughout, the home is filled with sunshine, creating a bright and inviting atmosphere from the moment you step inside. The open-concept floor plan is ideal for both everyday living and entertaining. Enjoy tile flooring in the kitchen, dining, and living areas, complemented by engineered hardwood floors in all bedrooms for a warm and cohesive feel. The spacious primary suite features a large walk-in closet with custom built-ins, while two additional bedrooms share a convenient Jack-and-Jill bathroom, perfect for family or guests. Step outside to your private patio, offering direct access to a detached 2-car garage—a rare and valuable feature. Additional peace of mind comes with a NEW AC system installed in 2025, adding value and energy efficiency. The community offers an impressive array of amenities, including multiple parks, scenic walking trails, a gazebo, clubhouse, and a resort-style pool, all while maintaining a LOW HOA. Ideally located minutes from shopping, dining, major roadways, and popular attractions, and zoned for top-rated schools, this home truly has it all. Schedule your private showing today and experience the perfect blend of comfort, convenience, and community living.

12879 Emersondale Avenue, Windermere

$1,050,000
4 Beds 3 Baths Windermere Rep SubDv. 34786 Zip Code
Don’t let the 1962 build date keep you from considering this 4 Bedroom 3 Bath home that received a major renovation to the Electrical, Water Heater & Bath Updates in 2016 * New HVAC 2017 and a New Roof in 2018 made obtaining low cost Tower Hill property insurance easy * in 2025 the luxurious Kitchen was updated with a Thermador Natural Gas Range & top of the line Stainless Appliances with Waterfall Porcelain Tops and all Travertine Stone Backsplash with Marble Inlay Deco Panel – This impressive Craftsman 1 story solid block home offers a very spacious and well laid out floorplan with the Primary Suite overlooking the Pool with a Private Covered Porch – The main house also has a covered porch providing 2 entertaining and BBQ options – The huge 32 x 21 Garage is the perfect setup for family vehicles, golf cart and water toys – The separate 22 x 12 pool cabana provides an inviting space for relaxation and gatherings this ultimate Man Cave or She Shed is limited to your imagination and family’s needs * This very large totally fenced private shaded lot with mature landscaping enjoys the convenience of being within walking distance or just a short golf cart ride to Charming Downtown Windermere, offering Boutique Shopping, Dining, Community Events, Award Winning Schools, Weekly Farmers Market & the Monthly Food Truck Friday Night * No HOA or dues * Oversized windows bring in Natural Light and views to the Landscaped Yard * A Public Dock and Beach on Lake Down are a short walk away, offering opportunities for Fishing, Picnics, Sunset Views, and Water Activities on the Lake Butler Chain of Lakes - a defining feature of Windermere living * With close proximity to Winter Garden Village, Restaurant Row, and all of the Area Attractions you are truly in the Heart of it All.

316 E 5th Avenue, Windermere

$770,000
4 Beds 4 Baths Lake Sawyer South Ph 01 SubDv. 34786 Zip Code
This beautifully maintained residence showcases rich engineered oak wood flooring throughout, a designer kitchen featuring quartz countertops with a full-height quartz backsplash, and newer stainless steel appliances. Step into your private backyard retreat with a solar-heated screened pool, propane-heated spa, elegant pavers, and wireless app-controlled access to all pool features. Additional highlights include a Google camera system and full alarm security system for added peace of mind. The spacious primary suite offers a large bedroom, custom walk-in closet, dual under-mount sinks, and a relaxing soaking tub. All bedrooms are conveniently located upstairs, along with a generously sized laundry room complete with cabinetry. A rare 3-car garage features custom built-in storage and an epoxy-finished floor. Enjoy resort-style community amenities including a pool, covered playground, walking trails, golf putting green, basketball, tennis, and pickleball court. Zoned for top-rated Windermere schools and offering views of Disney fireworks. Located on one of the most desirable streets in the community, this is a rare opportunity to own a truly exceptional home in a neighborhood known for its festive Halloween and Christmas decorations.

13263 Strode Lane, Windermere

$2,200,000
8 Beds 9 Baths Lake Burden South Ph I SubDv. 34786 Zip Code
Luxury Lakefront Estate – Windermere, FL Discover a truly extraordinary lakefront residence located at one of Windermere's most prestigious addresses. Situated on a sprawling 0.75-acre lot, this property impresses with its grandeur, elegance, and impeccable attention to detail. With 8 spacious bedrooms, 9 full bathrooms, and 1 powder room, the home was designed to offer absolute comfort and a sophisticated living experience. Upon entering, the charming front porch leads to a high-ceilinged main living room, creating an imposing and bright atmosphere. Large windows allow abundant natural light, while sliding doors seamlessly integrate the interior spaces with the spectacular outdoor area. The lakeside gourmet space is a true haven for entertainment and leisure, featuring a private pool, a fully equipped summer kitchen, and a spacious area for entertaining guests, all with breathtaking views of the water. On the second floor, a spacious balcony provides enchanting panoramic views of the lake, perfect for contemplative sunset moments. The main floor features luxurious vinyl flooring, adding sophistication and durability. The kitchen is a highlight, equipped with high-quality stainless steel appliances, quartz countertops, spacious and refined cabinets, and a large central island ideal for gathering family and friends. The residence also has two master suites, offering unparalleled privacy and comfort. The garage comfortably accommodates three vehicles, and the property has a solar energy system, providing energy efficiency and long-term savings. Located in a complete community, residents enjoy a swimming pool, tennis court, playground, and tree-lined sidewalks for walking. The house is close to the best schools in the area, as well as the sophisticated shops and restaurants of Windermere, and just minutes from Orlando attractions, including the renowned Walt Disney World. This is a rare opportunity to acquire an exclusive property where luxury, space, sustainability, and breathtaking views meet in perfect harmony. Don't miss the chance to transform this exceptional property into your new home.

11545 Brickyard Pond Lane, Windermere

$1,089,000
6 Beds 5 Baths Windermere Isle SubDv. 34786 Zip Code
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

$566,500
3 Beds 2 Baths Windermere Terrace SubDv. 34786 Zip Code
Discover elevated living in Windermere with this beautifully renovated water-view residence in Windermere Terrace — a home where tranquility, design, and modern upgrades come together seamlessly. From your own backyard, enjoy breathtaking fireworks from Walt Disney World and clear views of rocket launches by SpaceX and NASA — a truly unique and memorable backdrop to everyday living. Offering 3 bedrooms and 2 bathrooms across 1,753 square feet, this fully updated home showcases a bright open floor plan ideal for both comfortable daily living and effortless entertaining. Recent renovations include luxury vinyl flooring throughout, remodeled bathrooms with modern finishes, new appliances, custom closets, designer wall accents, and a newly refreshed garden that enhances curb appeal and outdoor enjoyment.The kitchen is bright and beautifully updated, featuring 42” white cabinets, granite countertops, and a modern tile backsplash that adds a clean, contemporary touch. Stainless steel appliances, ample pantry storage, and a functional island with breakfast bar make the space both practical and inviting — ideal for everyday living and casual entertaining. Elegant tray ceilings and thoughtfully selected designer finishes throughout the home enhance the overall sense of style and comfort. This split-bedroom layout provides both privacy and functionality. The spacious primary suite features a spa-style bathroom with dual vanities, a walk-in shower, garden tub, and a large custom closet. Two additional bedrooms and a full bathroom are positioned on the opposite side of the home, making the layout ideal for family or guests. Step outside to the expansive screened patio, adding approximately 450 square feet of alfresco living space. Here you’ll enjoy peaceful pond and conservation views with no rear neighbors, creating a private and relaxing outdoor retreat. The fully fenced backyard offers a safe and spacious area for pets and play. Ideally located near Winter Garden Village and Tibet-Butler Nature Preserve, residents enjoy convenient access to shopping, dining, nature trails, and major commuting routes. The community also features resort-style amenities including a sparkling pool and scenic walking paths around the pond. A rare combination of upgrades, views, privacy, and prime location — this move-in-ready home is a standout opportunity. Schedule your private showing today and experience it in person.

7125 Beek Street, Windermere

$2,999,999
4 Beds 5 Baths Isleworth SubDv. 34786 Zip Code
Welcome to Isleworth Golf & Country Club. This home features a grand entrance that welcomes you with a spacious open foyer featuring a custom bar and a dramatic two-story living room with a fireplace, creating an impressive yet inviting setting for entertaining. Providing access from all rooms to the outdoor living area, the thoughtfully designed floor plan blends elegance and functionality throughout. The kitchen is designed for both everyday living and entertaining, featuring Thermador appliances, including a cooktop, double ovens, warming drawer, microwave, dishwasher, icemaker, and beverage refrigerator. The space overlooks a generous dinette area with direct access to the patio, seamlessly connecting indoor and outdoor living. A formal dining room and a spacious great room provide additional gathering spaces for family and guests. The primary suite, located on the first floor, is a private retreat complete with three closets and a spa-inspired bath showcasing a large walk-in shower, soaking tub, and dual vanities. A second ensuite bedroom is also conveniently located on the main level, along with a well-appointed laundry room featuring built-in cabinetry. Upstairs, the travertine staircase with iron railing leads the way to a large game room with wet bar and French doors opening to an expansive balcony overlooking the pool and golf course. Two additional ensuite bedrooms complete the upper level. Throughout the home, you’ll find plantation shutters, travertine flooring, and hardwood floors, adding warmth and sophistication. The property also features an oversized three-car garage with storage and a large driveway for ample parking.Outdoor living is truly exceptional, with a large swimming pool, covered patio with half bath, and summer kitchen with beverage refrigerator—perfect for entertaining while enjoying serene golf course views. The oversized fenced backyard offers privacy and space to relax or play. Conveniently located to shopping, dining and expressways, as well as top-rated public and private schools, this home has it all!

5145 Latrobe Drive, Windermere

$4,599,000
5 Beds 6 Baths Chaine Du Lac SubDv. 34786 Zip Code
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

$1,650,000
5 Beds 5 Baths Waterford Pointe SubDv. 34786 Zip Code
Experience elevated lakefront living on a private one-plus-acre estate on Lake Luntz, this remarkable five-bedroom, four-and-a-half-bath residence welcomes you with a grand foyer, soaring ceilings throughout, and elegant formal living and dining spaces, all thoughtfully designed to capture sweeping lake views. At the heart of the home, the chef’s kitchen blends luxury and performance, featuring custom imported maple cabinetry, Italian marble countertops, brick backsplash, and a farmhouse sink. Premium built-in appliances include a Bosch refrigerator, double Fisher & Paykel dishwashers, Viking gas range top, oven, microwave, ice maker, and wine refrigerator, creating a space equally suited for entertaining and everyday living. Travertine and rich wood flooring flow seamlessly throughout, while abundant brand-new windows (2025) bathe the interiors in natural light, complemented by timeless plantation shutters. The expansive primary suite serves as a private retreat, offering large picture windows overlooking the lake, two generous walk-in closets, and a spa-inspired bath with dual vanities, a clawfoot soaking tub, and a separate walk-in shower. Additional upgrades include in-ceiling speakers with a whole-home audio system, a dedicated laundry room with maple cabinetry and Italian marble counters, and a three-car garage equipped with an EV charging station. Step outside to your personal waterfront oasis—complete with a pool, hot tub, custom-built treehouse (with electricity), dock, and gazebo overlooking the water. The paver-lined pool deck is enhanced by a mosquito misting system, allowing you to relax in comfort while enjoying breathtaking sunset views each evening. Situated within the 24-hour guarded-gate community of Waterford Pointe, residents enjoy access to a tennis court, playground, clubhouse, and private boat ramp. Conveniently located just minutes from premier shopping, dining, and entertainment and approximately 20 minutes from Walt Disney World Resort and Universal Orlando Resort Recent updates include a new roof (2021), water heater (2021), A/C (2024), and brand-new windows (2025).

13123 Luntz Point Lane, Windermere

$700,000
4 Beds 4 Baths Summerport Ph 03 SubDv. 34786 Zip Code
Virtually Staged. Welcome to this stunning and spacious single-family home located in the heart of Windermere, offering breathtaking lake views from both the front and rear of the property. With 3,360 sqft heated living space, this beautifully maintained residence features a thoughtfully designed floor plan ideal for comfort and functionality. The first floor includes a private primary suite with its own balcony, providing a serene retreat, as well as a dedicated home office perfect for remote work or study. Generous living areas are filled with natural light and create a seamless connection between indoor and outdoor living. Step outside to enjoy the covered patio and expansive backyard, offering ample space for entertaining, relaxing, or future customization. The property sits on a well-sized lot and is part of a community that features amenities such as a pool, park, playground, and sidewalks. Conveniently located near top-rated schools, shopping, dining, and major roadways, this home delivers an exceptional combination of location, space, and lifestyle. A rare opportunity to own a lake-view property in one of Windermere’s most desirable areas. Schedule your private showing today. SOME IMAGES HAVE BEEN VIRTUALLY STAGED AND/OR DIGITALLY ENHANCED TO ILLUSTRATE THE PROPERTY'S POTENTIAL AFTER UPDATES OR RENOVATIONS.

13609 Ancilla Boulevard, Windermere

$8,500,000
6 Beds 9 Baths Down Point Sub SubDv. 34786 Zip Code
Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet. The grand entry sets the tone, with a majestic staircase, a 25+ft hand-painted rotunda ceiling, and a stunning 10-ft Waterford chandelier. Every inch of this residence exudes sophistication, from the marble floors and corbels to the intricately carved fireplace mantels or even the ornate door hinges. Boasting 5 spacious bedroom suites, four with outdoor walk-outs, in the main home, complemented by a separate guest/staff apartment, this estate offers flexibility and privacy. A resort-style pool, cabana, along with a boathouse, dock and paver paths meandering through the property, create an outdoor haven for entertaining and relaxation. The guest quarters or a private office that takes in views from 3 sides. Architectural marvels abound, with handcrafted coffered ceilings, exposed wood beams, and a gourmet kitchen featuring a red brick barreled ceiling and appliances by Wolf and Sub-Zero. Hosting events is effortless with a separate full caterer's kitchen. The primary suite offers serene panoramic water views, complemented by an extraordinary dressing room and bathroom. For wine connoisseurs, a climate-controlled 3,000+ bottle wine cellar awaits. Verandas and terraces afford fresco dining, bar area and sweeping views, enhancing the outdoor experience. Work in the masterful office with birds’ eye 180-degree water views or step into the game room for a game of pool or a sunset view off the balcony. A large travertine parking area for events and a 4-car garage adds practicality to this extraordinary property. This masterpiece transcends the ordinary, offering a lifestyle of unparalleled luxury and sophistication. Seize the opportunity to make this stunning estate your own.

4200 Down Point Lane, Windermere

$350,000
2 Beds 3 Baths Wickham Park 04 05 06 09 10 11 12 01 SubDv. 34786 Zip Code
**WELCOME HOME** NEW ROOF (2024), NEW A/C (2024), new window screens (2026), new window framing (2024), new kitchen sink (2024), accent walls (2022), and new hypoallergenic carpeting upstairs (2022) – the big-ticket updates are done, so you can simply move in and enjoy! Perfectly positioned across the street from Bentonshire Park, this well-maintained townhome delivers a well designed layout and updated finishes – all in a fantastic Windermere location close to shopping, dining, and the Disney parks. With easy access to Winter Garden Vineland Road, SR 429, and I-4, commuting and weekend plans are effortless. The interior is light, bright, and delivers ENGINEERED HARDWOOD FLOORS that flow throughout the main level, complementing the spacious open living and dining areas designed for both everyday living with family and entertaining friends. The kitchen is filled with natural light thanks to a large picture window and features pantry storage, quality appliances, a casual dining space, and a newer large sink. Upstairs, you will find two private en-suite bedrooms, each offering its own full bath. The PRIMARY SUITE is perfectly situated at the back of the home with a WALK-IN CLOSET and a spacious bath, while bedroom two sits at the front with its own en-suite – ideal for guests, roommates, or a home office setup! The laundry closet is also conveniently located on the second floor for everyday ease. Outdoor living shines with a SCREENED LANAI, PAVER PATIO, low-maintenance artificial turf, and VINYL PRIVACY FENCING (all refreshed in 2024) – creating a serene, easy-care backyard retreat perfect for relaxing or letting pets play. Residents of Wickham Park enjoy access to trails, parks, and a community dog park — all zoned for “A-RATED” SCHOOLS and surrounded by the charm and convenience that make Windermere one of Central Florida’s most sought-after areas. Low-maintenance townhome living. Major updates complete. A location that truly checks every box. Call today to schedule a tour! **Seller may consider buyer concessions if made in an offer**

7422 Bentonshire Avenue, Windermere

$11,900,000
6 Beds 10 Baths Isleworth SubDv. 34786 Zip Code
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

$675,000
4 Beds 4 Baths Lakes/Windermere Ph 03 P & Q SubDv. 34786 Zip Code
Beautiful Kensington model by Ashton Woods in desirable Lakes of Windermere with a view of scenic POND from your front porch ! This home features 4 bedrooms, 3.5 bathrooms plus an upstairs multi purpose bonus room with full bathroom (currently used as a 5th bedroom), screened back porch overlooking fenced in brick paver patio with grass area for dogs, aluminum fencing and privacy hedge. Rear alley access to two car garage with expanded driveway. You enter the combo living room/dining room which leads to a huge kitchen with island, breakfast bar plus butler's pantry which can be used for beverage center perfect for entertaining ! The utility room adjacent to the kitchen has cabinets for storage, rod to hang clothes, and barn door. ALL APPLIANCES STAY ! There is room for a big dining table and chairs in the dinette between the open kitchen and family room and 1/2 bathroom off family room for guests. The spacious master bedroom suite has double door entry, walk in closet, and the remodeled & upgraded master bathroom has dual sinks plus separate tub & custom shower. 3 guest bedrooms with bathroom are in a separate wing from the master bedroom. This move in condition home has been lovingly maintained, updated and upgraded with amazing features like a SOLAR POWER SYSTEM (installed 2023 & you only pay $33/month TOTAL to connect to grid), PROGRAMMABLE ROOF LIGHTING (2023), NEW ROOF & GUTTERS (2022), REPLACED 6 WINDOWS ON 1st FLOOR (2022) with Renewal by Anderson windows, custom pantry in kitchen and entertainment center with lighting in the family room, wood look tile throughout home (except in bedrooms & bonus room) for easy care, ETC. List of improvements with dates & costs available. Lakes of Windermere is a charming & family friendly neighborhood with mature trees, community pool, tennis courts, playground, basketball court, volley ball, soccer field, community dock, and nearby dog park, shopping, and restaurants. Walk out front and you can see the nightly Disney fireworks !

6990 Smithshire Lane, Windermere

$515,000
4 Beds 2 Baths Glenmuir 48 39 SubDv. 34786 Zip Code
Oversized .47 Acre Lot | Single-Story Home | Gated Community | Priced to sell | Open and bright single-story home is located in the gated community of Glenmuir. Vaulted ceilings in the formal living and dining rooms, and a kitchen with stainless steel appliances, that opens to the family room. Situated on one of the largest lots in the neighborhood, the backyard offers space to create your own outdoor retreat. The Dawson floor plan offers 4 bedrooms, 2 full bathrooms, and 2,044 square feet of living space, the home features a barrel tile roof, two-car garage, and interior laundry room. AC replaced in 2022. Glenmuir is a gated community with a neighborhood park and playground, basketball courts, soccer field, pavilion, and picnic areas. Conveniently located near Winter Garden Village, Lakeside Village, Walt Disney World, and zoned for top-rated Orange County schools, less than one mile from Windermere Preparatory School.

11355 Arborside Bend Way, Windermere