Location: Windermere
Do Not Show Listings
12411 MONTALCINO CIR, WINDERMERE, FL 34786
$1,439,00057 Days on yellowkey MLS ID: O6400067
REDUCED by $56,000 (3.7%) on 06/09/2026
Bed: 4 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3399 Built: 2011Monthly Fee: $150 Tax: $11,027 (2025)Community: Casa Del LagoSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$11,027
Elementary School: Sunset Park Elem
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
Remarks: A custom home in the desirable Casa del Lago community. The Spanish-style exterior and elegant, clean transitional interior will surely catch your attention. This home offers 4 beds, 4.5 baths, plus an office, 3,400 sq ft under air, a saltwater pool and spa, an outdoor kitchen, and a gas fireplace near the pool. This home is full of upgrades! Porcelain floors, exotic granite throughout the home a full Carrera marble master bath with floating vanities, organize closet system in every bedroom, all bedrooms have their own private bath, $15,000 worth of plantation shutters, $5,000 security system with cameras with access from your smart phone, all of the wood in the home is African Sapele, 7.25" crown molding and base boards in every room, pre-wired surround sound, casement double pane windows as well as spray foam insulation. Too many extras to list. This home is a MUST SEE!!
Listing is courtesy of: VISTA CAY REALTY COMPANY (407-996-4656)
Listing Agent: Mauro Costa (321-231-6800)
5500 W LAKE BUTLER RD, WINDERMERE, FL 34786
$4,700,00026 Days on yellowkey MLS ID: O6408637
0 Days Off yellowkey (back on 6/9/2026)
Bed: 8 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7000 Built: 1997 Tax: $17,387 (2025)Community: West Lake Butler EstatesSpa: YesSingle Family
Taxes:$17,387
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: Under contract-accepting backup offers. Experience the pinnacle of lakefront luxury breathtaking acres in the heart of Windermere, offering an extraordinary 320 feet of pristine ski lake frontage and an unmatched resort-style lifestyle. This one-of-a-kind waterfront compound features a stunning 6-bedroom, 5-bathroom main residence encompassing 12,323 gross square feet with 7,000 heated square feet, thoughtfully designed to maximize comfort, elegance, and breathtaking water views from nearly every angle. Adding to the property’s exceptional versatility is a private 2-bedroom, 1-bathroom guest house and separate garage apartment, creating incredible multigenerational living potential or the ideal setup for extended guests, private offices, or luxury accommodations. The showstopping covered dock pavilion is truly in a class of its own, featuring an expansive over-water lounge, designer outdoor kitchen, bar seating, dining area, and private boat slip, creating the ultimate lakeside retreat. Every detail of this estate has been curated to deliver a private luxury resort experience unlike anything else on the market. The grounds are equally spectacular with a custom screened pool and heated spa overlooking the lake, a private sandy beach, mature canopy trees, waterfront firepit lounge, multiple entertaining spaces, and beautifully manicured landscaping that creates total serenity and privacy. The property’s incredible resort-style entertaining infrastructure makes it ideal for hosting intimate gatherings or large-scale events with ease. Perfectly positioned just minutes from charming downtown Windermere, and conveniently located near Horizon West and downtown Winter Garden, this extraordinary estate also offers easy access to Orlando’s world-renowned attractions — including approximately 25 minutes to Disney and Central Florida’s premier theme parks, and only 30 minutes to Orlando International Airport (MCO). Whether enjoying peaceful mornings on the water, sunset cruises from your private dock, or entertaining on a grand scale, this extraordinary Windermere estate offers a rare opportunity to own one of Central Florida’s most impressive waterfront compounds. A true WOW property that must be experienced in person to fully appreciate its scale, setting, and lifestyle.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Julie Sanchez (817-807-3117)
7867 BERKSHIRE OAK ALY, WINDERMERE, FL 34786
$539,00022 Days on yellowkey MLS ID: S5149947
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2221 Built: 2017Monthly Fee: $133 Tax: $7,755 (2025)Community: Westside VillageSpa: NoSingle Family
Taxes:$7,755
Elementary School: Bay Lake Elementary
Remarks: Luxury Living in the Heart of Windermere! Welcome to this beautifully maintained 4 bedrooms and 2.5 bathrooms, single family home, located in the highly desirable community of Windermere. Situated on a charming alley-style streetscape, this elegant property offers the perfect blend of comfort, style, and convenience in one of Central Florida’s most sought-after locations. This spacious home features an open and functional floor plan with abundant natural light, generous living and dining areas, and thoughtfully designed spaces ideal for both everyday living and entertaining. Enjoy a fresh updated feel with NEW interior paint and NEW exterior paint, enhancing both the beauty and curb appeal of the home. The kitchen offers ample cabinetry, modern appliances, and a functional layout overlooking the main living area. The primary suite provides a relaxing private retreat with an en-suite bathroom and spacious closet space, while additional bedrooms flexibility for family, guests, or a home office. Enjoy outdoor Florida living with a private patio/backyard area perfect for relaxing or hosting gatherings. The community features beautifully maintained surroundings and convenient access to nearby parks, walking trails, and recreational areas. Ideally located just minutes from shopping, dining, top-rated schools, major highways, and world-famous attractions, including nearby Walt Disney World Resort. Easy access to Orlando, Winter Garden, and surrounding areas makes this an exceptional opportunity for homeowners seeking both convenience and lifestyle. Don’t miss your opportunity to own this beautiful Windermere home—schedule your private showing today!
Listing is courtesy of: MULTI CHOICE REALTY LLC (352-404-6542)
Listing Agent: James Song (407-405-3140)
4718 BLUE MAJOR DR, WINDERMERE, FL 34786
$520,00010 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
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. 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 is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Matt Paul (407-350-9031)
9222 TIBET POINTE CIR, WINDERMERE, FL 34786
$2,599,00036 Days on yellowkey MLS ID: O6405278
REDUCED by $100,000 (3.7%) on 05/30/2026
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 5323 Built: 2009Monthly Fee: $298 Tax: $27,697 (2025)Community: Keenes Pointe 46/104Single Family
Taxes:$27,697
Remarks: LOCATION, LOCATION, LOCATION!!! This beautifully custom 5 Bedroom/ 6 full bathroom located a few walks to lake Tibet at KEENE'S POINTE man guard gated Windermere community. Situated on almost half-acre lot, as soon as you walk in toward this custom double-door facade door, you feel the true flawless finish of this stunning Home. The property is richly appointed with travertine floors, granite counter tops, custom cabinetry, with extensive molding throughout the home with top quality of appliances featuring a 6-burner natural gas cook top plus griddle, pot filler, 3 ovens, and a warming drawer just perfect for family gathering of hosting formal dinner. This property has it all from Design features include high ceilings and open below with beautiful chandeliers and plenty of large windows surrounding the entire home for more natural lights. The three bedrooms downstairs, including the Owner Master bedroom on the first floor and two other bedrooms upstairs, Plus the Bonus room 20 x 20 and small seating are upstairs as well. The 3-car garage with newly insulated garage doors with high lift tracks to accommodate car lifts and brand-new garage flooring. This contemporary Home has large, tall 90 degree sliding pocket doors that invite you to this beautiful outdoor living area including a custom heated pool, spa with New interior pool and tiles as well as New pool equipment (2025) including Pool enclosure, new outdoor kitchen with spacious outdoor large seating area with brand new pavers. This particular home is ready for new buyer with worry free from Brand New roof (2024), 2 brand new water Heaters (2025) , Whole home water treatment system (2026) and (3) A/C units (2021) not to mention All pool maintenance, landscaping and pest control are pre-paid for the rest of 2026 with no charge. Conveniently located to shopping, dining, expressways, tourist attractions, and top-rated public and private schools, this is a great opportunity to own this meticulously designed Home that has it all from comfort and style. Keene's point Community is golf community that has Jack Nicklaus Signature Golf Course at the Golden Bear Club, Lake Butler chain access, four playgrounds, scenic walking trails, and several parks ALL INFORMATION RECORDED IN THIS MLS IS INTENDED TO BE ACCURATE FROM THE PUBLIC RECORD; HOWEVER, ALL THE SQUARE FEET, LOT SIZE, ROOM DIMEMSIONS, SCHOOLS AND TAXES SHOULD BE VERIFIED BY BUYER/BUYER'S AGENT *** ***Home can be purchased with all brands new furniture, TVs and Car lifts to make this gorgeous Home a true Turnkey***
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Khadija Webber (407-592-2166)
2128 LAKE CRESCENT CT, WINDERMERE, FL 34786
$832,0005 Days on yellowkey MLS ID: O6415043
Bed: 4 Bath: 2.0 Gar: 3 Liv Area Sq Ft: 2987 Built: 1989Monthly Fee: $199 Tax: $11,842 (2025)Community: Butler BaySingle Family
Taxes:$11,842
Remarks: Auction Property. 4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.
Listing is courtesy of: REALHOME SERVICE & SOLUTIONS INC (770-937-5747)
Listing Agent: Jamarr Zellner (770-937-5747)
9349 TIBET POINTE CIR, WINDERMERE, FL 34786
$7,400,00039 Days on yellowkey MLS ID: O6404415
Bed: 5 Bath: 7.0 Gar: 4 Liv Area Sq Ft: 7529 Built: 2003Monthly Fee: $298 Tax: $41,495 (2024)Community: Keenes PointeSpa: YesSingle Family
Taxes:$41,495
High School: West Orange High
Tax Year: 2024
Remarks: Set along the pristine shores of Lake Tibet Butler, this exceptional estate within Keene's Pointe is a masterclass in timeless design, refined craftsmanship, and elevated lakefront living. Spanning over 7,500 square feet, every detail has been thoughtfully curated to balance grandeur with comfort. A dramatic foyer makes a lasting first impression, overlooking formal living and dining spaces defined by architectural ceilings, designer lighting, and rich travertine flooring. At the heart of the home, the gourmet kitchen is both stunning and functional—featuring professional-grade appliances, custom cabinetry, stone countertops, and an expansive island that seamlessly connects to the dining area and inviting family room. Designed for entertaining, a showstopping game room features a 2,000-gallon saltwater aquarium—famously showcased in The Wall Street Journal—while French doors throughout the main living areas open to a fully screened resort-style patio. Here, a spa, fireplace, and summer kitchen create the ultimate indoor-outdoor living experience. The owner’s suite offers a true private retreat, complete with a fireplace, sitting area, wet bar, and dual dressing rooms—including a two-story boutique-style closet with an adjoining massage room. The spa-inspired bath features a soaking tub and steam shower, delivering a serene, resort-like escape. The main level also includes a private guest suite, a dedicated office with built-in safe, and an oversized laundry and utility space designed for both efficiency and versatility. Upstairs, a fully equipped fitness room and three additional en-suite bedrooms with sleek, modern finishes provide comfort and privacy for family and guests. Outdoors, lush landscaping and mature trees frame a tranquil setting designed for both relaxation and connection to nature. Meandering pathways lead past fountains and gardens to a secluded fire pit beside a gentle stream, while a charming bridge guides you to a private dock on the lake—enhanced with a Trex system for lasting durability. Located within the guard-gated community of Keene’s Pointe—home to the Jack Nicklaus Signature Golf Course at Golden Bear Club and offering direct access to the Butler Chain of Lakes—this residence represents a rare opportunity to own a true legacy property. Recent updates include a new tile roof (August 2024) and upgraded dock system, ensuring both beauty and peace of mind for years to come.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Jay Martin (407-496-8613)
8355 TORCELLO ISLE DR, WINDERMERE, FL 34786
$950,00031 Days on yellowkey MLS ID: O6407061
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4202 Built: 2019Monthly Fee: $299 Tax: $9,036 (2025)Community: Windermere IsleSingle Family
Taxes:$9,036
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: One or more photo(s) has been virtually staged. *Seller offers $20,000 credit to buyer at closing towards closing costs and pre-paids with acceptable offer* Experience luxury living in the highly sought-after “Cascade” floor plan, featuring an upgraded stone-accented exterior and tile roof in the desirable Windermere Isle community. Situated on a premium oversized lot with a HUGE backyard and mature trees for added privacy, this exceptional home offers the perfect blend of relaxation, comfort, and entertainment. Enjoy peaceful conservation views from the charming front porch, while the rear of the home provides enchanting nightly views of Disney fireworks lighting up the sky. Inside, meticulous attention to detail is evident throughout this thoughtfully designed home. The main level features two bedrooms, including one ideal for a home office with double entry doors and a walk-in closet. The dream kitchen showcases upgraded cabinetry with crown molding, Quartz countertops, gas cooktop, upgraded double convection wall ovens, upgraded French door refrigerator, a generous walk-in pantry, and a convenient 7’ x 5’ pocket office complete with built-in desk and cabinetry. Wood-look tile flows throughout the downstairs living areas, complemented by engineered hardwood flooring in the dining room and great room. A functional drop zone near the garage includes upgraded lower cabinetry topped with Quartz counters. Beautiful wood stairs lead to the second floor, where you’ll find a sprawling loft/bonus room, spacious media/game room and an oversized laundry room equipped with washer, dryer, and laundry sink. Additional highlights upstairs include a half bath, abundant storage closets, and two secondary bedrooms with walk-in closets connected by a Jack-and-Jill bath. The luxurious primary suite is a true retreat, featuring a tray ceiling and stunning nightly Disney fireworks views. The spa-inspired primary bath offers a large soaking tub, an oversized walk-in shower with upgraded glass enclosure, dual vanities, and an expansive 13x12 walk-in closet. Additional features include 8-foot doors throughout, ceiling fans in all bedrooms, LED lighting and a natural gas tankless water heater for ultimate convenience and efficiency. Vinyl fencing is already installed on three sides by neighboring properties. HOA includes lawn maintenance and 1 GIG Spectrum internet and cable with 4-5 streaming choices. Community pool, playground and walk path around scenic pond. Ideally located with convenient access to shopping, dining, entertainment, and major roadways, this remarkable home perfectly combines luxury, functionality, and everyday comfort. Don’t miss the opportunity to make this extraordinary property your own — schedule your private tour today!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Sherri Palmer (407-718-0412)
8411 WOBURN CT, WINDERMERE, FL 34786
$1,200,00079 Days on yellowkey MLS ID: O6391980
2 Days Off yellowkey (back on 6/8/2026)
REDUCED by $50,000 (4.0%) on 05/12/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2582 Built: 1999Monthly Fee: $222 Tax: $12,964 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$12,964
Middle School: Lakeview Middle
Remarks: Welcome to this beautifully reimagined luxury residence in the highly sought-after Keene’s Pointe, ideally positioned on a quiet cul-de-sac and backing onto the serene natural beauty of the Tibet Butler Preserve. This exceptional 4 bedroom, 3 bathroom home with a dedicated office has been extensively renovated to an outstanding standard, offering a perfect blend of modern design, comfort, and privacy in one of Windermere’s premier guard-gated communities. From the moment you arrive, the custom iron front door sets the tone for the quality found throughout. Inside, the entire home has been thoughtfully updated with smooth finished walls and ceilings, elegant crown molding in every room, and wood-look ceramic flooring that flows seamlessly throughout. Every space has been freshly painted, creating a light, bright, and cohesive feel, while feature walls, custom trim detailing, and designer touches elevate the overall aesthetic. The heart of the home is the fully remodeled kitchen, showcasing custom cabinetry, granite countertops, and WiFi-enabled LG appliances, perfectly designed for both everyday living and entertaining. The open layout connects effortlessly to the main living areas, enhanced by upgraded LED lighting and stylish ceiling fans throughout. The primary suite offers a true retreat, featuring a beautifully redesigned bathroom with custom cabinetry, upgraded finishes, and a luxurious soaking tub. Guest bathrooms have also been fully renovated with new flooring, showers, and modern fixtures. Additional highlights include custom closet systems with integrated lighting, a redesigned pantry with barn-style doors, and upgraded ceilings in both the dining room and sunroom. Step outside to your private outdoor oasis, where the oversized screened lanai, pool, and spa create the perfect setting for relaxation or entertaining. The pool has been enhanced with an acid wash, updated tile, and a resurfaced pool deck, complemented by a new spa heater, WiFi-enabled pool controls, and thoughtfully designed landscaping with ambient lighting that adds to the home’s tranquil atmosphere. This home is as smart as it is stylish, featuring a comprehensive ADT security system with cameras, glass break sensors, water detection, CO2, and fire monitoring, along with an air purification system integrated into the HVAC for added comfort and peace of mind. Additional upgrades include new garage door openers, updated exterior lighting, and professionally enhanced landscaping. Located toward the front of Keene’s Pointe, the home also benefits from convenient access to CR 535 and I-4, offering a meaningful time-saving advantage compared to properties deeper within the community. With its private setting, extensive high-end upgrades, and prime location, this is a rare opportunity to own a truly turnkey luxury home in one of Windermere’s most desirable communities.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Andy Neal (407-619-3517)
9072 WOODBREEZE BLVD, WINDERMERE, FL 34786
$549,90038 Days on yellowkey MLS ID: O6403789
REDUCED by $12,600 (2.2%) on 05/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1721 Built: 1985Monthly Fee: $30 Tax: $3,899 (2025)Community: Silver WoodsSpa: NoSingle Family
Taxes:$3,899
High School: Olympia High
Middle School: Chain of Lakes Middle
Remarks: Best price Improvement.. Welcome to 9072 Woodbreeze Blvd, a beautifully maintained and thoughtfully updated home nestled in the highly desirable Silver Woods community of Windermere. This charming single-story residence offers 3 bedrooms, 2 bathrooms, and 1,728 square feet of comfortable living space, perfectly blending classic character with modern improvements. Set on a spacious quarter-acre lot, the property showcases mature landscaping and a serene pond view that creates a peaceful backyard retreat. Inside, the home is filled with natural light and designed for both relaxation and everyday living. The kitchen and family room flow seamlessly together, offering inviting spaces to gather while enjoying picturesque views of the lush yard and water beyond. A standout feature is the added Florida room—an ideal spot to unwind, entertain, or simply take in the tranquil surroundings year-round. This home has been lovingly cared for, with key updates already completed for peace of mind. Recent improvements include a newer A/C system, newer hot water heater, updated exterior lighting and door hardware, and consistent professional grounds maintenance. Major systems have also been addressed, with the septic system replaced in 2019 and the roof replaced in 2020. The kitchen, updated in 2010, features full-sized cabinetry and durable Corian countertops, offering both functionality and timeless appeal. Silver Woods is known for its welcoming, family-friendly atmosphere and remarkably low HOA dues of just $364 annually. Residents enjoy access to community amenities including tennis and pickleball courts, all while being conveniently located within walking distance to local middle and high schools, as well as the Grove Publix shopping center with its variety of restaurants, shops, and fitness options. The location is truly exceptional—just minutes from Sand Lake Road’s renowned dining and entertainment, with easy access to major highways including I-4, the Turnpike, 528, and the 408. Downtown Orlando is only about 20 minutes away, and Orlando International Airport is approximately a 25-minute drive. This home offers a rare combination of comfort, updates, location, and community charm. It’s a place where you can truly settle in and enjoy the best of Central Florida living!
Listing is courtesy of: BHHS FLORIDA REALTY (407-876-2090)
Listing Agent: Charles Kohlinger (407-421-9188)
11419 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,295,00081 Days on yellowkey MLS ID: O6392667
0 Days Off yellowkey (back on 5/24/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3686 Built: 2005Monthly Fee: $283 Tax: $7,583 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$7,583
Remarks: Under contract-accepting backup offers. Beautifully positioned on a private pond-front corner lot within the guard-gated community of Keene’s Pointe, this residence offers the perfect blend of space, comfort, and timeless design. Designed for both everyday living and effortless entertaining, the home features 5 bedrooms, 4.5 bathrooms, and a thoughtfully designed floor plan with formal living and dining rooms, a dedicated office, and an upstairs bonus room. At the heart of the home, the spacious gourmet kitchen is equipped with 42” solid wood cabinetry, double ovens, a gas range, and a center island—opening seamlessly to the expansive family room with rich wood flooring and French doors that invite indoor-outdoor living. Step outside to your private backyard retreat, where a covered lanai overlooks the screened pool and spa, framed by architectural columns and lush landscaping—creating a peaceful setting with added privacy from the corner homesite. The first-floor primary suite offers a quiet escape, tucked away from the main living areas, while upstairs you'll find four additional bedrooms and a versatile bonus room, currently set up as a theater. Located in one of Windermere’s most sought-after communities, residents of Keene’s Pointe enjoy access to the Golden Bear Club, featuring a Jack Nicklaus Signature Golf Course, as well as the Butler Chain of Lakes and a lifestyle that is truly second to none.
715 MAGNOLIA ST, WINDERMERE, FL 34786
$1,175,00063 Days on yellowkey MLS ID: S5147648
REDUCED by $75,000 (6.0%) on 04/27/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3390 Built: 1999 Tax: $5,631 (2024)Community: Windermere TownSpa: NoSingle Family
Taxes:$5,631
Middle School: Gotha Middle
Remarks: A beautiful home in the heart of downtown Windermere, this property offers four bedrooms and three bathrooms with a perfect blend of comfort, style, and convenience. The main residence features hardwood floors throughout, spacious living areas, and large sliding doors that open to a serene, beautiful backyard — ideal for both entertaining and unwinding. An added highlight is the fully equipped ADU, offering a private one-bedroom, one-bathroom living space perfect for in-laws, guests, or a dedicated home office. Situated just minutes from local shops, parks, boat ramps, and the renowned Windermere Chain of Lakes, this home places the best of the area right at your doorstep.
Listing is courtesy of: IRIS INTERNATIONAL (407-448-5085)
Listing Agent: Robert Trien (407-484-8474)
412 FOREST ST, WINDERMERE, FL 34786
$840,0005 Days on yellowkey MLS ID: O6414200
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2539 Built: 1973 Tax: $4,939 (2025)Community: Windermere TownSpa: NoSingle Family
Taxes:$4,939
Remarks: Offered for the first time, this original 1973 ranch is a rare find in the heart of Windermere. Nestled on an oversized .42-acre lot along a picturesque sand street, this 5-bedroom, 2.5-bath home presents an exceptional opportunity to create your dream property in one of the town's most sought-after locations. Designed with Florida living in mind, the spacious floor plan opens to an oversized screened pool and expansive outdoor living area, perfect for entertaining family and friends. A circular driveway and porte cochere provide convenience and timeless curb appeal, while solid block construction and a newer roof create lasting value. Location is everything. Stroll to charming shops, restaurants, the local brewery, farmers markets, and year-round community events. Enjoy the freedom of a golf-cart-friendly neighborhood with no HOA, plus access to the renowned Butler Chain of Lakes. Whether you're looking to renovate, expand, or build new, this exceptional property offers the perfect canvas. Bring your builder, bring your imagination, and seize this rare opportunity to create something truly special in the heart of Windermere.
Listing is courtesy of: UPSIDE REAL ESTATE INC (407-308-5750)
Listing Agent: Judy Black (407-810-1803)
13786 SUMMER HARBOR CT, WINDERMERE, FL 34786
$625,0005 Days on yellowkey MLS ID: O6414239
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2236 Built: 2015Monthly Fee: $37 Tax: $7,986 (2025)Community: Summerport TrlSpa: NoSingle Family
Taxes:$7,986
Elementary School: Keene Crossing Elementary
Remarks: Experience the magic of Disney from the comfort of your own home in this beautiful four-bedroom, two-and-a-half-bath residence located in the sought-after Summerport Trail community of Windermere. Perfectly positioned, this home offers a rare opportunity to enjoy nightly VIP views of Disney fireworks right from your front porch. Built in 2015 and offering 2,236 square feet, the home features a thoughtfully designed, open-concept layout with tile flooring throughout the main living areas. The spacious kitchen is a true centerpiece, complete with granite countertops, 42-inch wood cabinetry, a breakfast bar, pantry, full appliance package, and abundant prep space—seamlessly flowing into the dining area and expansive great room, ideal for entertaining. The main level also includes a convenient half bath and rear access to a two-car garage, privately situated along a well-lit alleyway, preserving the neighborhood’s charming streetscape while offering secure and accessible parking. Upstairs accommodate the privacy of your four bedrooms with generously sized bedrooms including the primary suite featuring dual walk-in closets and a spa-like en-suite bath with dual vanities. A versatile loft provides the perfect setting for a media room or additional living space, while the upstairs laundry room adds everyday convenience. Residents of Summerport Trail enjoy easy access to a scenic, waterfront amenity center featuring a resort-style pool, fitness center, community gathering spaces plus a few short walking distance to your local grocery stores, restaurants and other amenities. Ideally located in a top-rated school district and just minutes from Disney, major highways (I-4 and 429), and additional shopping, dining options, healthcare, and entertainment. Perfect blend of comfort, convenience, and lifestyle. **More Pictures Coming Soon
Listing is courtesy of: DEBORAH E GARSON PA (407-361-3475)
Listing Agent: Deborah Garson (407-361-3475)
12688 SALOMON COVE DR, WINDERMERE, FL 34786
$879,99043 Days on yellowkey MLS ID: G5111804
REDUCED by $20,000 (2.2%) on 05/28/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3133 Built: 2018Monthly Fee: $153 Tax: $7,586 (2025)Community: Westside VillageSingle Family
Taxes:$7,586
Remarks: One or more photo(s) has been virtually staged. Step into a home that truly has it all. From the moment you arrive, the curb appeal stands out with its stone-accented elevation, paver driveway, and inviting entry. Inside, you’ll find a thoughtfully designed open floor plan with wood-look tile throughout the main living areas, crown molding throughout the entire home, and a layout that balances everyday comfort with effortless entertaining. The kitchen is the heart of the home, featuring an oversized island, upgraded cabinetry, microwave and oven, under-cabinet lighting, and plenty of space for gathering. It opens seamlessly to the living and dining areas, all overlooking the backyard oasis. The primary suite offers a peaceful retreat with views of the pool, while the spa-style bathroom includes dual vanities, a soaking tub, and a separate shower. A private in-law suite provides flexibility for guests or multi-generational living. Upstairs, a large bonus room wired for surround sound is ready for a home theater or game room. Step outside and you’ll understand what makes this home special. The backyard is fully fenced and designed for entertaining with a custom pool, spa, water features, and multiple seating areas. The covered lanai includes automatic retractable screens, allowing you to enjoy the space year-round. In the evenings, take in Disney fireworks right from your pool or primary bedroom. Additional upgrades include exterior holiday lighting with hundreds of color options, enhanced landscape and pool lighting, a water softener system, and professional storage racks in the garage. This home offers the perfect combination of style, function, and outdoor living in one exceptional property.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Nancy Pruitt, Pa (352-552-7574)
13542 GORGONA ISLE DR, WINDERMERE, FL 34786
$895,00092 Days on yellowkey MLS ID: O6390582
REDUCED by $55,000 (5.8%) on 04/25/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2224 Built: 2018Monthly Fee: $268 Tax: $9,762 (2024)Community: Windermere IsleSingle Family
Taxes:$9,762
Remarks: One or more photo(s) has been virtually staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From the moment you arrive, the well-maintained landscaping and inviting front porch set a warm and welcoming tone. The home features 4 bedrooms and 3 full bathrooms, with a thoughtfully designed open-concept layout that seamlessly connects the living room, kitchen, and dining area. The gourmet kitchen is a true highlight, equipped with stainless steel appliances, custom cabinetry, quartz countertops, a double oven, and a spacious pantry—perfect for those who love cooking and entertaining. Sliding glass doors open to the outdoor space, where a private pool and summer kitchen are currently being completed and will be ready within one month, creating the perfect setting for relaxing or entertaining guests while enjoying the lake view. The primary suite is spacious and comfortable, featuring vinyl flooring, a generous walk-in closet, and a beautifully designed bathroom with dual vanities. The additional bedrooms also feature vinyl flooring, providing both comfort and easy maintenance throughout the home. The two-car garage offers ample space and convenience. Located in the desirable Windermere Isle community, residents enjoy resort-style amenities including a community pool, cabana, playground, and scenic walking trails. The home is also located near top-rated schools, as well as shopping, restaurants, and all the attractions and magic of Walt Disney World just minutes away. If you are looking for quality of life, a prime location, and a beautiful home for your family, this is the perfect opportunity. Schedule your private showing today and come fall in love with this exceptional home.
Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)
Listing Agent: Jennifer Olmeda (407-547-9242)
9376 WOODBREEZE BLVD, WINDERMERE, FL 34786
$675,00016 Days on yellowkey MLS ID: O6411270
6 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2026 Built: 1986Monthly Fee: $32 Tax: $6,103 (2025)Community: Silver Woods Ph 03Spa: YesSingle Family
Taxes:$6,103
Remarks: Under contract-accepting backup offers. Nestled inside the cozy community of Silver Woods, this 4 bedroom/2.5 bathroom residence is ready to welcome you home! Immediately upon pulling up to the house, you'll notice the immaculate landscaping and fresh exterior paint that gives the home a vibrant feel. But the good vibes don't stop at the front door! Once inside, you're immediately greeted with an open concept plan that still offers plenty of privacy. Just to the left you'll find the formal sitting room, perfect for drinks with guests or as a play area for children. Step further into this tranquil retreat and have your jaw dropped by the beautifully renovated chef's kitchen that overlooks the pool and large backyard! The family room is just to the right, providing plenty of comfortable space for unwinding after a long day. Beyond the family room sits 3 bedrooms and a bathroom that connects to the pool deck. Head back into the main living area and towards the opposite end of the house where you'll find the dining room just beyond the kitchen, complete with a stunning wall unit! Step inside your primary suite that is sure to make you feel at peace and ready for a good night's sleep! Then, of course, there's the outdoor living space that will blow you away! Open the pocketing glass doors to a covered seating area that overlooks the screened-in pool with attached spa. Off to the side you'll discover a hidden area perfect for storing pool supplies or grilling equipment OR a bar and couches for entertaining! The park-like backyard will WOW you with the amount of space it provides. Playground and swing included! And if all that isn't enough, this home offers a NEW ROOF, new duct work, new flooring and fresh interior paint! 9376 Woodbreeze Boulevard is sure to please a variety of home buyers, so schedule your showing today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Kimberly Zeidner, Llc (561-909-5860)
8236 PROCIDA ISLE LN, WINDERMERE, FL 34786
$1,100,000113 Days on yellowkey MLS ID: O6383546
REDUCED by $90,000 (7.6%) on 04/15/2026
Bed: 6 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 4176 Built: 2018Monthly Fee: $299 Tax: $12,887 (2025)Community: Windermere Isle Ph 2Spa: NoSingle Family
Taxes:$12,887
Remarks: 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.
Listing Agent: Babi Hennemann (407-633-0777)
6379 SWANSON ST, WINDERMERE, FL 34786
$1,119,00052 Days on yellowkey MLS ID: O6400522
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3804 Built: 2014Monthly Fee: $167 Tax: $10,769 (2025)Community: EnclaveSpa: YesSingle Family
Taxes:$10,769
Remarks: From the moment you arrive, this Mediterranean home in the highly sought after Enclave makes an impression. It offers a balance of grand design and everyday livability. Inside, the entryway features rich paneling and an open railed staircase that sets the tone. The open floor plan flows into a bright family room and gourmet kitchen designed for both daily living and entertaining. The oversized island provides seating, while 42 inch wood cabinets with crown molding keep the space clean and functional. Large doors to the backyard bring in natural light and create an open, airy feel. The first floor also includes a full bathroom and a spacious guest bedroom, ideal for visitors or multi generational living. Upstairs, a central loft separates the primary suite from the secondary bedrooms, offering privacy. The primary suite is generously sized with a private sitting area. One secondary bedroom can be paired with a nearby bathroom to create a private ensuite, perfect for long term guests or added independence. The backyard is one of the largest in the community with a unique lot shape and side yards on both sides for added space and privacy. A covered patio spans most of the rear of the home, creating a true outdoor living area. The custom deck and private swim spa pool built for up to eight people make this space stand out for both entertaining and relaxing. Located just 1.5 miles from Windermere Preparatory School and zoned for top rated Orange County schools, the home is also minutes from the Butler Chain of Lakes, Downtown Windermere, Winter Garden Village, Disney, and major roadways.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: John Cunningham (407-801-4141)
11900 LAKE BUTLER BLVD, WINDERMERE, FL 34786
$17,250,000455 Days on yellowkey MLS ID: O6275556
Bed: 7 Bath: 8.5 Gar: 6 Liv Area Sq Ft: 10649 Built: 2014 Tax: $68,938 (2024)Community: Metcalf Park RepSpa: YesSingle Family
Taxes:$68,938
Remarks: Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all spanning more than 14,444 square feet of living space and 11 bedrooms across both residences. Welcome to this one-of-a-kind haven of privacy and prominence showcasing the best of Central Florida living. Set on a rare 3.75 acres commanding enviable views on the northern shore of Lake Butler, every detail has been thoughtfully designed to celebrate both refinement and tranquility. The impressive palatial main residence boasts 10,649 square feet of living space with 6 bedrooms plus a one-bedroom guest retreat and an array of curated spaces. The Spanish Eclectic interior fuses classic craftsmanship with modern sophistication, creating an inviting and awe-inspiring escape from the ordinary. On entrance be greeted by sweeping floor to ceiling windows to allow breathtaking water vistas, double-sided gas fireplace, a grand colonnade hallway, and architectural details throughout. The gourmet chef’s kitchen features top of the line appliances, gas range with multiple burners, ovens, island with second sink, and walk-in pantry. A sports bar games room and showstopping home theater provide an abundance of entertaining options. Other notable amenities include a Castilian wine cellar, bay windows, two wet bars, private salon, elevator, gym, steam room and sauna. Outdoors, a generous summer kitchen with automatic roller screens provide an outdoor oasis for al fresco dining, cooking, or relaxing. The zero-entry infinity pool and vast resort decking provide a breathtaking vantage point for panoramic views of Lake Butler’s radiant sunsets, while the shaded Zen garden and white sandy beach offer a tranquil retreat for quiet reflection. With many distinct outdoor venues, serenity is never far away. The estate’s private island, accessed by an electric drawbridge, and a boat ramp provide unmatched exclusivity to Lake Butler and the world-famous Butler Chain of Lakes. The two-story detached guest house offers 3,795 sq feet of living space across two, 2-bedroom apartment homes, each with kitchens, laundry rooms, an elevator, and attached two-car garage. Built for a large multi-generational family, guest quarters, or on-site caretakers, the possibilities are endless. Truly a picture-perfect unmistakable showplace offering the very best for the most discriminating buyer.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
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