Location: Windermere
Do Not Show Listings
14506 BRIDGEWATER CROSSINGS BLVD, WINDERMERE, FL 34786
$410,0005 Days on yellowkey MLS ID: O6417034
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1628 Built: 2006Monthly Fee: $201 Tax: $2,500 (2025)Community: Tennyson Pk/SummerportTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,500
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Bridgewater Middle
Remarks: Virtually Staged. Welcome to this 4 bedroom, 2.5 bathroom townhome in the highly sought after area of Windermere and Horizon West! ROOF 2022, WATER HEATER 2025, HVAC 2022, WINDOWS 2024! Be wowed by the location immediately upon driving up to the home where views of conservation as well as the convenience of a A-rated elementary school, playground, dog park, and dining options are just steps away. Head inside and admire the crown molding showcased in the living room and dining room. Continue into the kitchen that overlooks the private back patio. The primary suite is on the first floor and offers a large walk-in closet and en suite bathroom with a garden tub/shower combination. The laundry closet is downstairs for convenience as well as the half bathroom for day guests. Head upstairs to let your spatial needs be satisfied in the loft, 3 remaining bedrooms, and full bathroom. The community of Summerport is loaded with amenities including a community pool, playgrounds, dog parks, dock, fitness center, sports courts, and the HOA maintains the landscaping, roof replacements, and exterior painting. Why choose between space, convenience, and lifestyle when you can have all three? Inquire today to make this gem your own!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE LAKES (407-566-1800)
Listing Agent: Jacquelyn Voigt (941-356-3956)
13330 LONGACRE DR, WINDERMERE, FL 34786
$550,0003 Days on yellowkey MLS ID: O6418405
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2306 Built: 2013Monthly Fee: $115 Tax: $8,281 (2025)Community: Windermere TerraceSingle Family
Taxes:$8,281
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to this great maintained residence located in one of Central Florida’s most sought-after communities in Windermere. Offering approximately 2,306 square feet of thoughtfully designed living space, this home features one of the builder’s most popular and highly requested floor plans. The spacious first-floor primary suite provides privacy, comfort, and convenience, making it ideal for today’s lifestyle. Upstairs, you’ll find two generously sized secondary bedrooms along with additional living space perfect for family members or guests. The home includes 2 full bathrooms and 1 half bath, creating a functional layout for both everyday living and entertaining. This property has been meticulously maintained and is truly move-in ready. A major recent upgrade includes a brand-new HVAC system installed last year, providing peace of mind and energy efficiency for years to come. Residents will enjoy the exceptional location, just minutes from world-renowned attractions including Walt Disney World and Central Florida’s premier entertainment destinations. Everyday conveniences are right around the corner, with shopping centers, grocery stores, restaurants, pharmacies, gas stations, banks, and postal services all within close proximity. Commuters will appreciate the easy access to major highways and expressways, allowing seamless travel throughout the Orlando metropolitan area. Orlando International Airport is conveniently located within approximately 30 to 40 minutes. Windermere continues to be one of the most desirable residential markets in Central Florida, known for its beautiful surroundings, outstanding quality of life, strong property values, and excellent accessibility. Opportunities to purchase a well-maintained home with a first-floor primary suite in such a desirable location are increasingly rare. Whether you are searching for a primary residence, vacation home, or long-term investment, this exceptional property offers the perfect combination of location, lifestyle, comfort, and value. Schedule your private tour today and experience everything this remarkable Windermere home has to make.
Listing is courtesy of: SUNSTAR REALTY FL INC (407-350-8266)
Listing Agent: Zhe Wang (407-705-7288)
11407 WILLOW GARDENS DR, WINDERMERE, FL 34786
$1,200,0004 Days on yellowkey MLS ID: O6417997
0 Days Off yellowkey (back on 6/21/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3501 Built: 1992Monthly Fee: $122 Tax: $12,617 (2025)Community: Willows At Lake Rhea Ph 02Spa: YesSingle Family
Taxes:$12,617
Elementary School: Windermere Elem
Remarks: Welcome to 11407 Willow Gardens Dr, a beautifully maintained 5-bedroom, 3-bath Windermere home with a dedicated office, split floor plan, and inviting spaces designed for both everyday living and entertaining. This home features tile throughout (no carpet), a spacious game room with a pool table included, an electric fireplace, and four sliding glass doors that seamlessly blend the pool area with the indoor living spaces for true Florida indoor-outdoor living. The primary bedroom offers a special retreat with a two-sided gas fireplace, adding warmth and character to the space. Custom built-ins and back yard tree house are bonus features. Enjoy the private pool year-round with a new electric pool heater (2024), plus peace of mind from major recent upgrades including new windows (2021), two new AC units (2023), a new roof (2024), and fresh exterior paint (2025). With generous living areas, flexible work-from-home space, and big-ticket updates already completed, this move-in-ready home is a standout opportunity in one of Windermere’s most desirable areas.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
6558 HELMSLEY CIR, WINDERMERE, FL 34786
$635,00013 Days on yellowkey MLS ID: S5151342
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2575 Built: 2009Monthly Fee: $129 Tax: $4,553 (2025)Community: Preston SquareSingle Family
Taxes:$4,553
Remarks: Virtually Staged. Immaculately maintained, move in ready, 4 bed, 3 bath family home in the highly sought after Preston Square community, an established Windermere community. The home feels warm and welcoming, but also luxurious with the 10ft ceilings, crown molding and plantation shutters. The kitchen features a dining area and boasts upgraded appliances, granite countertops and 42" cabinets. The primary bedroom is conveniently located on the first floor, a lovely refuge with tray ceiling, large walk in closet with built ins and en suite bathroom. The large upstairs bedroom, bathroom and bonus room would make a great teenager space, in law suite or entertainment area. Roof was replaced in 2022 and to save on high power bills, a complete, FULLY PAID, solar system installed in 2023!! Other upgrades include new interior paint and light fixtures in 2025, exterior painted in 2019 and a water purification system. For easy maintenance, the sod in the back yard has been replace with turf, is fully fenced and has a spacious screened patio - a serene, private place to relax with your favorite coffee or cocktail! Located in a top-rated school district and zoned for Windermere High School, this home combines luxury, convenience, and peace of mind in one of Central Florida’s most desirable communities. square has a charming atmosphere and features its own community pool, park, playground and sport court, all located just minutes from shopping, dining, and theme parks. A short drive to historic Windermere Town with its weekly farmers market, monthly food carts, historic town hall and old school house. Don't miss the opportunity to live the Florida lifestyle in this gorgeous home located within a great school district!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Sue Webb (407-361-6425)
8821 DANFORTH DR, WINDERMERE, FL 34786
$355,00013 Days on yellowkey MLS ID: O6415522
Bed: 2 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1480 Built: 2004Monthly Fee: $200 Tax: $5,493 (2025)Community: Lakes/Windermere-Lk Reams TwnhTownhouse
Taxes:$5,493
Elementary School: Bay Lake Elementary
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 2-bedroom, 2.5-bath townhome nestled within a charming tree-lined community. This home offers a peaceful setting while ideally located just minutes from Disney, this home offers both convenience and comfort in one of Windermere's most desirable areas. This well cared for home is move-in-ready, clean and bright. The thoughtfully designed layout includes two spacious primary suites, each with its own private bath featuring both a tub and shower; a valuable upgrade that adds flexibility and luxury. The main level offers an inviting living and dining area, a convenient half bath for guests, and a renovated kitchen with all appliances included! Step outside to enjoy the extended patio and private fenced courtyard, perfect for relaxing, entertaining, or enjoying Florida's beautiful weather. A 2-car rear-entry garage provides ample parking and storage. Perfectly positioned just steps from the community pool, this home offers easy access to one of the neighborhood's most enjoyable amenities. You'll enjoy easy access to shopping, dining, major roadways, Disney, and all that the Windermere area has to offer.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Edward Wallace (407-580-6610)
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,049,99079 Days on yellowkey MLS ID: G5110664
REDUCED by $64,999 (5.8%) on 06/17/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3100 Built: 2025Monthly Fee: $245 Tax: $1,309 (2025)Community: Palms At WindermereSingle Family
Taxes:$1,309
Remarks: Virtually Staged. Arlington Floorplan – 3,140 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.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Cindy Sapp (352-516-2843)
13124 FILLY CT, WINDERMERE, FL 34786
$1,575,000425 Days on yellowkey MLS ID: O6303140
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3300 Built: 1989Monthly Fee: $46 Tax: $15,459 (2024)Community: FarmsSpa: NoSingle Family
Taxes:$15,459
Tax Year: 2024
Remarks: Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As you step up to the front entrance, you are greeted by beautiful water fountain. Once inside your living room with a wood burning fireplace welcomes you to your living room on the right. Continuing your way into the house, your inviting family room awaits with an eat in kitchen island completing the scene. The gourmet kitchen is a chef’s dream, outfitted with top-of-the-line appliances and plentiful cabinetry. Retreat to the oversized owner’s suite with double walk-in closets, a luxurious master bathroom and a private sitting area overlooking the pool area. Enjoy an enclosed pool area and expansive backyard. There is also a second master suite with private bathroom and walk-in closet. At the opposite end of the family room there is a hallway leading to another full bathroom and three additional bedrooms. Located just minutes from championship golf courses, downtown Windermere, Winter Garden Village, and top-rated schools, this home offers the perfect blend of tranquility and convenience. Don’t wait, schedule your showing today!
Listing is courtesy of: HOME N OFFICES INTERNATIONAL (407-864-4590)
Listing Agent: Marcelo Brandao (407-864-4590)
13836 BLUEBIRD POND RD, WINDERMERE, FL 34786
$675,00057 Days on yellowkey MLS ID: TB8502779
REDUCED by $23,000 (3.3%) on 06/04/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2108 Built: 2004Monthly Fee: $100 Tax: $3,052 (2025)Community: SummerportSpa: NoSingle Family
Taxes:$3,052
Remarks: Step into this impeccably maintained, move-in ready home in Summerport—one of Windermere’s most sought-after communities. With its high ceilings and elegant crown molding, the home feels both grand and inviting. The kitchen features quartz countertops, a hot water dispenser, a cozy café area, and a walk-in pantry. Recent updates include a new HVAC system and water heater, a 2021 roof, and R-38 attic insulation. Fiber optic cable is available, and the property offers room for a pool along with a one-year home warranty. Low HOA. Enjoy the spacious lanai accessible from both the family room and the primary bedroom. Start your mornings on the charming front porch overlooking the park. Summerport community amenities include a pool, fitness center, tennis, volleyball, and basketball courts, as well as a playground. Additional highlights include a rear-access two-car garage with storage shelves. Conveniently located just minutes from top-rated schools, dining, entertainment, and theme parks. Schedule your showing today and experience this beautiful home set in a garden-like setting.
Listing is courtesy of: GETMOREOFFERS (727-942-2929)
Listing Agent: Keith Gordon (727-610-8041)
9117 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$1,125,00019 Days on yellowkey MLS ID: O6413948
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4936 Built: 2014Monthly Fee: $94 Tax: $15,179 (2025)Community: Windermere Trls Ph 5ASingle Family
Taxes:$15,179
Remarks: Experience elevated luxury living in this exceptional Windermere Trails estate, where timeless elegance, grand scale, and resort-style amenities combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, dedicated movie theater, sparkling pool, and an oversized 3-car garage, this remarkable residence spans nearly 5,000 square feet of thoughtfully designed living space. From the moment you arrive, the beautiful tile roof and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more magical with Disney fireworks visible nightly from the front of the home. Inside, you will find soaring ceilings and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The first-floor primary suite is a luxurious retreat, complete with tray ceilings and a spa-like en-suite bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and high-end newer bidets that add an extra touch of comfort and luxury. A private office and spacious laundry room complete the main level. Upstairs, an expansive loft provides the perfect space for a game room, lounge, or secondary living area. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a convenient Jack-and-Jill bathroom. The crown jewel awaits behind closed doors: your very own private movie theater, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a large screened lanai overlooks the stunning resort-style pool with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been upgraded with a newer saltwater conversion system, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully updated with new HVAC units and a whole-house water softener system, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in the heart of Windermere, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers convenient access to Disney, Downtown Orlando, and Orlando International Airport. Combining luxury, comfort, and an exceptional location, this is a rare opportunity to own one of Windermere Trails' most impressive residences.
Listing is courtesy of: REDFIN CORPORATION (407-708-9747)
Listing Agent: Rosanna Rivera (407-708-9747)
14422 CREST PALM AVE, WINDERMERE, FL 34786
$1,100,0004 Days on yellowkey MLS ID: O6418503
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3140 Built: 2025Monthly Fee: $245 Tax: $2,889 (2025)Community: Palms At WindermereSingle Family
Taxes:$2,889
Remarks: Why wait months for new construction when you can move into this stunning, like-new home today? Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout. To the right, you'll find the first spacious bedroom, followed by a full bathroom and a second generously sized bedroom. As you continue through the home, you'll be greeted by an expansive open-concept living area designed for gathering with family and friends. The gourmet kitchen overlooks the living and dining spaces, creating the ideal setting for entertaining and everyday living. The main level features four spacious bedrooms and four full bathrooms, providing comfort and privacy for everyone. The luxurious primary suite serves as a private retreat, complete with a spa-like bathroom designed for relaxation and tranquility. Step outside to the covered lanai and unwind while enjoying peaceful water views. Whether you're sipping your morning coffee or watching the sunset, this serene outdoor space offers the perfect place to relax and recharge. Upstairs, you'll find a versatile bonus room with its own full bathroom, ideal for a guest suite, home office, media room, or playroom. Conveniently zoned for top-rated schools, including Windermere High School, this exceptional home is just minutes from shopping centers, restaurants, entertainment, and world-famous Walt Disney World attractions. Don't miss this incredible opportunity to own a move-in-ready home that offers the benefits of new construction without the wait!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Lan Lee (541-287-0919)
8582 POWDER RIDGE TRL, WINDERMERE, FL 34786
$670,000323 Days on yellowkey MLS ID: S5132123
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2297 Built: 2017Monthly Fee: $81 Tax: $8,182 (2024)Community: Windermere Trls Ph 3BSingle Family
Taxes:$8,182
Remarks: AN IRRESISTIBLE INVESTMENT OPPORTUNITY — OR YOUR FIRST HOME! Welcome to this stunning Kipling model offering serene lake views and a host of exceptional upgrades. This home features fully paid-off solar panels, electric vehicle charging outlets, and a whole-house water filtration system for maximum efficiency and comfort. Step inside and enjoy the spacious loft above the garage, new carpeting, and custom window blinds throughout. The gourmet kitchen is equipped with stainless steel KitchenAid appliances, granite countertops, and a stylish backsplash. Laminate floors and LED-lit cabinetry enhance the home’s modern elegance. Outside, enjoy a fully renovated fence, a paved terrace, and stone walkways, creating the perfect outdoor living space. Located just minutes from Disney parks, restaurants, and major shopping centers, this home is a prime opportunity for savvy investors or first-time buyers ready to make this their dream home. Don’t miss out on the chance to combine financial stability with the unmatched appeal of Disney-area living!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Mariana Rondon (407-607-3558)
9011 PINNACLE CIR, WINDERMERE, FL 34786
$2,250,00065 Days on yellowkey MLS ID: O6400872
0 Days Off yellowkey (back on 6/20/2026)
Bed: 5 Bath: 5.0 Gar: 4 Liv Area Sq Ft: 6546 Built: 2002Monthly Fee: $172 Tax: $23,090 (2025)Community: Lake Down CrestSpa: YesSingle Family
Taxes:$23,090
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: Under contract-accepting backup offers. Majestic and stately, this castle inspired residence sits on a 1.2 acre homesite within the privately gated enclave of Lake Down Crest. Its commanding presence is defined by patterned stone and brickwork, gabled rooflines, slate accents, wooden beams, and a shimmering grand fountain that sets an unforgettable first impression. Double front doors open to an impressive foyer flanked by formal living and dining rooms, while a step down home theater or richly paneled den—with custom built ins—creates a dramatic focal point. The well appointed kitchen features an island with prep sink, stainless appliances, gas cooktop, pantry, and a bright breakfast nook, making it ideal for both entertaining and everyday living. The inviting family room showcases a fireplace, custom millwork, and wood flooring, with French doors that lead to a Travertine patio overlooking the pool, elevated spa with waterfall, iron fencing, and paver decking. The primary retreat is a sanctuary of its own, complete with a private entrance foyer, bedroom with ceiling niche, fireplace, alcove, separate den or nursery, and a luxurious bath featuring a double headed pass through shower, jetted tub, marble topped vanities, and a spacious walk in closet. A secondary guest suite is also conveniently located on the main level. Upstairs, three additional bedrooms accompany a massive bonus room over the garage—perfect as a game room, theater, sixth bedroom, or private guest wing. A rare Florida feature, the finished basement offers exceptional flexibility for a game room, office, or substantial storage. A four and a half car drive through garage provides entrances on both sides and abundant storage. The home is nestled within an exclusive 32 residence community in East Windermere, offering top tier schools and effortless access to SR 408, downtown Orlando, I 4, Mall at Millenia, Walt Disney World, Universal Orlando, and Central Florida’s premier attractions.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Rob Rahter (407-497-4526)
6648 HELSTON LN, WINDERMERE, FL 34786
$665,0009 Days on yellowkey MLS ID: O6413354
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3072 Built: 2005Monthly Fee: $82 Tax: $9,709 (2025)Community: Lakes/Windermere Ph 02ASingle Family
Taxes:$9,709
Elementary School: Sunset Park Elem
Remarks: Beautiful two-story residence offering 4 bedrooms and 3.5 bathrooms, plus an upstairs multi purpose bonus room with full bathroom, that can easily be converted into a 5th bedroom, perfectly positioned on an oversized lot in the highly desirable Lakes of Windermere community. This home combines comfort, space, and an exceptional Florida lifestyle in one of the area’s most sought-after neighborhoods.A welcoming front porch leads into a bright and spacious open-concept layout featuring formal living and dining areas, along with a generous family room designed for both everyday living and entertaining. The kitchen serves as the heart of the home, showcasing a large center island, breakfast bar, breakfast nook, recessed lighting, 42” dark mahogany cabinetry, solid surface countertops, designer tile backsplash, and a convenient butler’s pantry for added storage and functionality. The primary suite offers a peaceful retreat with a tray ceiling, expansive walk-in closet, dual sink vanity, and a relaxing garden tub. Secondary bedrooms are well-sized and thoughtfully positioned, complemented by a versatile upstairs bonus room ideal for a media room, office, or additional living space. Major improvements include a brand-new roof installed in August 2024, along with HVAC updates (upstairs unit replaced in 2016 and downstairs unit in 2017), providing added value and peace of mind.Enjoy outdoor living with covered front and rear porches, offering great space to relax and enjoy the surrounding neighborhood atmosphere (rear porch is not screened/enclosed). Lakes of Windermere is a beautifully maintained master-planned community known for its mature landscaping, scenic surroundings near Lake Sawyer, and exceptional amenities including a clubhouse, resort-style pool, tennis courts, basketball courts, soccer field, beach volleyball, and fishing pier. Ideally located in one of Central Florida’s most desirable areas, with access to top-rated schools, nearby shopping centers, dining options, parks, and major roadways, and just a short drive to world-famous attractions.
Listing is courtesy of: SUNNY 365 REALTY GROUP (407-574-7048)
Listing Agent: Isabel Sirizzotti (407-361-8236)
11326 LEDGEMENT LN, WINDERMERE, FL 34786
$899,99934 Days on yellowkey MLS ID: O6409714
REDUCED by $19,001 (2.1%) on 06/20/2026
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3182 Built: 2002Monthly Fee: $170 Tax: $9,509 (2025)Community: Glenmuir 48 39Single Family
Taxes:$9,509
Remarks: Virtually Staged. Experience refined living in this beautifully updated 5-bedroom home, nestled in an exclusive gated community zoned for top-rated schools. The open-concept main level boasts soaring high ceilings, abundant natural light, elegant tile flooring, and a convenient primary suite for ultimate privacy. At the heart of the home is a fully remodeled kitchen (2021) featuring upgraded cabinetry and modern finishes. Upstairs, you'll find premium luxury vinyl plank flooring, newly replaced in 2026. Additional high-value upgrades include a whole-house water filtration system and a private well irrigation system (both installed in 2022). 2 Air Conditioning units installed in October, 2020. Combining security, style, and efficiency, this thoughtfully upgraded home is completely move-in ready!
Listing is courtesy of: AAA GLOBAL VENTURES PA (407-717-5232)
Listing Agent: Jingjing Guan (713-820-3325)
11545 BRICKYARD POND LN, WINDERMERE, FL 34786
$2,200,000127 Days on yellowkey MLS ID: O6378961
Bed: 8 Bath: 8.5 Gar: 3 Liv Area Sq Ft: 4735 Built: 2014Monthly Fee: $91 Tax: $22,505 (2024)Community: Lake Burden South Ph ISingle Family
Taxes:$22,505
Remarks: 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.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
9648 WEATHERSTONE CT, WINDERMERE, FL 34786
$2,500,00065 Days on yellowkey MLS ID: O6400680
Bed: 6 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4482 Built: 2000Monthly Fee: $227 Tax: $20,450 (2025)Community: Weatherstone On Lake OliviaSpa: NoSingle Family
Taxes:$20,450
Remarks: 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.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
12929 WESTSIDE VILLAGE LOOP, WINDERMERE, FL 34786
$950,0007 Days on yellowkey MLS ID: O6417680
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4043 Built: 2017Monthly Fee: $133 Tax: $13,487 (2025)Community: Westside VillageSingle Family
Taxes:$13,487
Remarks: Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors. THE FIRST FLOOR Walking in from the two-car garage and paver driveway, the covered front porch opens into a bright floorplan with high ceilings and tile floors. Right off the entrance is a formal sitting room that works perfectly as a quiet reading nook or music space. Down the hall, there's a convenient half-bath and a coat closet, leading into a large formal dining room made for family dinners. The kitchen connects right to the family room and comes with a large island and breakfast bar, plenty of counter and cabinet space, a big pantry, stainless steel appliances, recessed lighting, and a hidden back scullery. Tucked away at the back of the main floor is a guest bedroom and full bath, which is great for a mother-in-law suite or a playroom. THE SECOND FLOOR Upstairs, a large loft gives you a flexible second living area or media space. The laundry room is also on this level, making laundry a lot easier. The primary suite is set apart for privacy and includes separate individual vanities, a soaking tub, a glass shower, and a walk-in closet big enough to be a small room on its own. On the left side of the house, bedrooms 3 and 4 share a Jack-and-Jill bathroom. Across the way, bedroom 5 sits directly next to the home's fourth full bath. OUTDOOR LIVING Out back, the home looks out over a quiet pond. The covered, screened patio leads to a heated pool, giving you a great spot to hang out during the day and watch the nightly Disney fireworks from your own backyard
Listing is courtesy of: BEYCOME OF FLORIDA LLC (804-656-5007)
Listing Agent: Steven Koleno (804-656-5007)
2503 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,799,00021 Days on yellowkey MLS ID: O6413242
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 3297 Built: 1990Monthly Fee: $199 Tax: $16,376 (2025)Community: Windermere ClubSpa: YesSingle Family
Taxes:$16,376
Remarks: Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.
Listing is courtesy of: THE SIMON SIMAAN GROUP (407-558-1396)
Listing Agent: Simon Simaan (407-558-1396)
8266 BRYCE CANYON AVE, WINDERMERE, FL 34786
$489,50013 Days on yellowkey MLS ID: O6410344
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1825 Built: 2016Monthly Fee: $81 Tax: $5,441 (2025)Community: Windermere Trls Ph 3BSingle Family
Taxes:$5,441
Remarks: JUST LISTED IN WINDERMERE – INCREDIBLE VALUE IN ONE OF CENTRAL FLORIDA'S MOST DESIRABLE COMMUNITIES If you've been searching for the perfect combination of location, condition, lifestyle, and value, this is the home you've been waiting for. Welcome to this beautifully maintained single-family home in the highly sought-after Windermere area, offering an opportunity that's becoming harder and harder to find in today's market. Why settle for a townhome when you can own a standalone home on a premium corner lot with more privacy, more outdoor space, and all the benefits of one of Central Florida's premier communities? This move-in-ready home has been extensively refreshed and improved, making it one of the best values currently available in the area. Property Highlights: • Premium corner lot with added space and privacy • Freshly painted interior, exterior, and garage • Brand-new AC system (inside and outside units) • Water softener system already installed • Freshly pressure-washed driveway and sidewalks • Spacious floor plan with a half bath downstairs • Versatile loft area upstairs • Newer construction home • Excellent curb appeal and move-in-ready condition Beyond the home itself, you'll love the lifestyle this community offers. Enjoy beautiful walking trails, abundant green spaces, playgrounds, a community clubhouse and pool, and an active neighborhood atmosphere where residents enjoy walking, exercising, biking, and outdoor activities year-round. Conveniently located just minutes from Disney, major highways, shopping, restaurants, fitness centers, entertainment, and everyday conveniences, this location truly puts everything within reach. Whether you're a first-time homebuyer, relocating, downsizing, or looking for a smart investment, this home delivers exceptional value and peace of mind with many of the major items already updated. Homes with this combination of condition, location, lifestyle, and value do not come along often. Schedule your private showing today and see why this may be one of the best opportunities currently available in Windermere. For more information or to schedule a private tour, contact: Mahmoud Mango, Realtor® The Mango Group
Listing is courtesy of: DALTON WADE INC (888-668-8283)
Listing Agent: Mahmoud Mango (321-830-4678)
4718 BLUE MAJOR DR, WINDERMERE, FL 34786
$520,00021 Days on yellowkey MLS ID: O6410820
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1911 Built: 2005Monthly Fee: $143 Tax: $7,296 (2025)Community: Summerport Ph 05Single Family
Taxes:$7,296
Remarks: Welcome to 4718 Blue Major Dr, a beautifully maintained 3-bedroom, 2-bathroom home offering 1,911 square feet of comfortable living space in the highly sought-after Windermere area. This move-in ready home features fresh interior paint, a newer A/C system that is only 2 years old, brand-new grass, and an updated sprinkler system that helps keep the landscaping lush and vibrant year-round. Inside, you’ll find a spacious and functional open floor plan perfect for both everyday living and entertaining. The home offers generous living spaces, abundant natural light, and a layout designed for comfort and convenience. Located in the highly desirable Summerport community, residents enjoy resort-style amenities including a clubhouse, community pool, tennis courts, basketball courts, volleyball courts, parks, playgrounds, walking trails, and scenic green spaces that create an active Florida lifestyle. Conveniently located near Winter Garden Village, Hamlin Town Center, Disney attractions, shopping, dining, and major highways, this location offers the perfect combination of convenience and community living. Families will appreciate being zoned for highly rated schools including Keene's Crossing Elementary, Bridgewater Middle School, and Windermere High School. Whether you’re looking for your primary residence or a fantastic investment opportunity, this home offers exceptional value in one of Central Florida’s most sought-after communities.
Listing Agent: Matt Paul (407-350-9031)
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