Location: Windermere
Do Not Show Listings
5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$7,250,000154 Days on yellowkey MLS ID: O6373191
REDUCED by $345,000 (4.5%) on 05/21/2026
Bed: 5 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 7099 Built: 1988Monthly Fee: $1,224 Tax: $21,279 (2024)Community: IsleworthSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$21,279
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.
Listing is courtesy of: MEM REALTY GROUP (407-/58-3702)
Listing Agent: Armaan Memarpouri (407-583-7028)
9257 OUTLOOK ROCK TRL, WINDERMERE, FL 34786
$879,999129 Days on yellowkey MLS ID: S5143447
0 Days Off yellowkey (back on 6/10/2026)
REDUCED by $19,991 (2.2%) on 05/28/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3619 Built: 2017 Tax: $488 (2024)Community: Windermere Trls Ph 4BSingle Family
Taxes:$488
Elementary School: Bay Lake Elementary
High School: Windermere High School
Middle School: Horizon West Middle School
Remarks: Under contract-accepting backup offers. In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermere’s most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQs—offering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgrounds—designed for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlando’s world-class attractions. Luxury, comfort, and a prime location—all in one place. Move-in ready and waiting for you!
Listing is courtesy of: PRIMUS CRE GROUP (305-988-7978)
Listing Agent: Macarena Jimenez (407-943-4558)
7174 BEEK ST, WINDERMERE, FL 34786
$725,00044 Days on yellowkey MLS ID: O6402279
0 Days Off yellowkey (back on 6/1/2026)
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2464 Built: 2013Monthly Fee: $115 Tax: $5,627 (2025)Community: Windermere TerraceSingle Family
Taxes:$5,627
Elementary School: Sunset Park Elem
Tax Year: 2025
Remarks: Welcome to this solid built 1-story 5 bedroom split plan, 3 full baths home with 2464 square feet of well designed living space, plus a 3 car garage and no rear neighbor as it backs to the brick wall of Windermere Terrace. Inside you'll find soaring 10' ceilings & 6-incht baseboards throughout, crown moldings in the family/kitchen area, ceramic tile in the kitchen & bathrooms and engineered wood floors in the foyer, dining & family rooms & carpet in the bedrooms. As you enter the foyer, the view draws you to the family room and kitchen/dining area plus the triple sliding doors to the large covered porch (21x15). The kitchen has all granite counters, a breakfast bar and plenty of cabinets & a closet pantry. The dining room is at the end of the kitchen with a view to the rear yard. The additional multiple purpose room with granite counters opens to the family room, and can be a computer room, mud room, dry bar or butler pantry, extra storage with the cabinets. It also opens to the inside laundry room then to the 3-car garage with brand new door openers (April 2026). The primary bedroom has an ensuite bathroom with dual sinks, granite counters, garden tub plus separate shower, and walk-in closet with built in custom made Italian clothes storage cabinets. The community pool is a short distance away exclusive for Windermere Terrace residents. The electric power to the home is efficiently supplied by the Leased Solar system in connection with Duke. Reduces the electric bill. The recent upgrades will greatly make this home worry free for your family, They are: (1) The 4 ton air conditioner was replaced on 3-30-2023. (2) The entire roof was replaced in October 2025 (3) The 50 gallon water heater was replaced on 11-12-2024. (4) Both garage door openers were replaced in April 2026. Great location and close to all shopping, major roads and more. Shop and compare, your family deserves this home. Click the tour button above for Virtual Tour and floor plan..
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Ron Hernquist (407-257-2700)
12411 MONTALCINO CIR, WINDERMERE, FL 34786
$1,439,00061 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
Taxes:$11,027
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)
4718 BLUE MAJOR DR, WINDERMERE, FL 34786
$520,00014 Days on yellowkey MLS ID: O6410820
0 Days Off yellowkey (back on 6/9/2026)
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: 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
$2,599,00040 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
$832,0009 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
$7,400,00043 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
Elementary School: Windermere Elem
High School: West Orange High
Middle School: Bridgewater Middle
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)
8411 WOBURN CT, WINDERMERE, FL 34786
$1,200,00083 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)
11419 CAMDEN PARK DR, WINDERMERE, FL 34786
$1,295,00085 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
$1,175,00067 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
High School: Olympia High
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)
13786 SUMMER HARBOR CT, WINDERMERE, FL 34786
$625,0009 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)
13542 GORGONA ISLE DR, WINDERMERE, FL 34786
$895,00096 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
Elementary School: Castleview Elementary
High School: Horizon High School
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
$675,00020 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)
6379 SWANSON ST, WINDERMERE, FL 34786
$1,119,00056 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
$17,250,000459 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
Middle School: Chain of Lakes Middle
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)
1136 LAKE WHITNEY DR, WINDERMERE, FL 34786
$2,295,00042 Days on yellowkey MLS ID: O6405536
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5722 Built: 2006Monthly Fee: $203 Tax: $24,153 (2025)Community: Reserve At Belmere Ph 02 48 144Spa: YesSingle Family
Taxes:$24,153
Elementary School: Lake Whitney Elem
Remarks: Experience resort-style living in the exclusive Villa D’Este, a masterpiece of sophistication designed by the renowned Arlington Homes. Positioned on the pristine shores of Lake Whitney, this estate welcomes you with a grand 20-foot entryway featuring a custom rustic wrought-iron chandelier and immediate, unobstructed water views. The main floor is a sanctuary of luxury, featuring an Executive Office with granite built-ins and an opulent Master Retreat. The primary suite is a true escape, offering a Miele coffee system, day bar, and a spa-like bath adorned with Murano-Crystal fixtures, a body-spa shower, and a jetted tub. Culinary enthusiasts will marvel at the Chef’s Kitchen, fully equipped with a custom island, Wolf and Sub-Zero Pro-appliances, Bosch wine refrigeration, and gas cooktop. The entertainment continues outdoors on the tropical lanai, featuring a heated pool and spa with an in-floor cleaning system, a resort-style cabana with cypress ceilings, an outdoor fireplace, and a full summer kitchen. The entire estate is powered by an RTI Audio/Visual whole-house system. Upstairs, discover a private Theater Room with its own kitchen and a massive balcony perfect for sunset views over the lake. Immaculate, unique, and richly designed—this is the pinnacle of Lake Whitney living.
6857 VALHALLA WAY, WINDERMERE, FL 34786
$3,700,00064 Days on yellowkey MLS ID: S5147781
Bed: 5 Bath: 6.0 Gar: 3 Liv Area Sq Ft: 7153 Built: 2006Monthly Fee: $298 Tax: $35,537 (2025)Community: Keenes PointeSpa: YesSingle Family
Taxes:$35,537
Remarks: Under contract-accepting backup offers. Perfection has an address along with comfortable Florida living. Located on the 17th fairway of Jack Nicklaus-designed Golden Bear Club's golf course, this stunning home offers 5 bedrooms with the master on the 1st floor, 5 full baths, 2 half baths, home theatre, game room, office, and 2nd floor gathering room overlooking a stunning balcony. Invest in quality in this Rick Watson built masterpiece offering a detailed office with coffered ceiling and built-ins, gourmet kitchen with Wolf appliances, and an abundance of custom features. Come experience the peaceful setting of this lovely home with a beautiful view of the golf course and the perfect floor plan for entertainment with its integrated sound system all over the house. An expansive master suite offers lanai access, two spacious walk-in closets with custom organization system, a spa-like bath with stone-top jetted tub, a travertine-covered wrap around walk-in shower with multiple shower heads, and separate vanities. Year-round outdoor activity is possible on the lanai with a summer kitchen and generous outdoor living space that includes covered seating areas, a gas fireplace, space for an outdoor TV, and a gorgeous pool and spa. Watch cinematic masterpieces in your very own home theater, or host game nights in your very own game room with a wet bar diso style. Additional Features include but are not limited to: 5 A/C units with an upgraded air filtration system, a stone-paver driveway, an over-sized 3-car garage, elegant landscaping, and a hand crafted wood and iron front door. Located within 24-HR guard gated Keene’s Pointe and zoned for top-rated schools, this home is a true pleasure to experience.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Mely Carrero (786-717-1121)
4224 CLARICE ESTATES DR, WINDERMERE, FL 34786
$2,345,000369 Days on yellowkey MLS ID: S5128974
0 Days Off yellowkey (back on 6/8/2026)
REDUCED by $150,000 (6.0%) on 06/05/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 4793 Built: 2018Monthly Fee: $200 Tax: $19,640 (2024)Community: Estates At Lake ClariceSpa: YesSingle Family
Taxes:$19,640
Remarks: Under contract-accepting backup offers. Welcome to The Estates at Lake Clarice—one of Windermere's best-kept secrets. If your dream home checklist includes private lake views, breathtaking sunsets, peace and tranquility, and a boutique neighborhood setting, your search may be over. Built in 2018 and recently refreshed with numerous upgrades, this immaculate custom lakefront residence offers an exceptional blend of luxury, comfort, and Florida living at its finest. Designed around a highly desirable open-concept floor plan, the home showcases sweeping views of Lake Clarice from the main living areas and across the expansive travertine pool deck. The heart of the home is a spacious chef's kitchen featuring a hidden walk-in pantry, oversized center island, updated countertops, and a stunning single-slab quartz island top—perfect for entertaining family and friends. Outdoor living is equally impressive, with a newly installed outdoor kitchen complete with a 36-inch grill, side burner, and hibachi grill, creating the ideal setting for year-round dining and gatherings. The west-facing pool deck captures spectacular sunset views while overlooking the natural beauty of Lake Clarice, where the sounds of native birds and the serenity of the preserve create a truly relaxing retreat. The home's thoughtfully designed layout includes five spacious bedrooms and four full bathrooms. The private primary suite occupies its own wing and features a spa-inspired bathroom and dual walk-in closets. Three additional bedrooms are located on the main level, along with a formal dining room and separate laundry room. Upstairs, you'll find a versatile fifth bedroom with en-suite bath, a dedicated media room perfect for movie nights and game days, an open office or flex space, and an expansive west-facing balcony offering panoramic lake views. Situated on nearly 1.4 acres of beautifully landscaped lakefront property, this exceptional home offers a rare combination of privacy and convenience. Residents enjoy a peaceful, country-like atmosphere while remaining just minutes from shopping, dining, entertainment, major attractions, airports, and area transportation hubs. Additional recent upgrades include: • Engineered hardwood flooring replacing all carpeted areas • Frameless shower enclosures • New sinks and countertops in three guest bathrooms • Updated kitchen countertops and sink • Power-washed and sealed driveway pavers • Polyaspartic garage floor coating • Interior repainting • Professional tree trimming and storm-season preparation. Zoned for Windermere High School and located in one of the area's most desirable communities, this extraordinary property must be experienced in person to be fully appreciated. The listing Broker has a beneficial interest in the property being sold.
Listing is courtesy of: FLORIDA GOLD REAL ESTATE LLC (321-437-3312)
Listing Agent: Paul Hickey (321-437-3312)
1316 ESTANCIA WOODS LOOP, WINDERMERE, FL 34786
$2,290,00079 Days on yellowkey MLS ID: S5146178
REDUCED by $90,000 (3.8%) on 05/29/2026
Bed: 5 Bath: 6.5 Gar: 2 Liv Area Sq Ft: 5448 Built: 2019Monthly Fee: $250 Tax: $1,982 (2025)Community: Estancia/WindermereSingle Family
Taxes:$1,982
Remarks: Elegant and spacious home in the highly sought after Estancia at Windermere community, offering the perfect blend of luxury, comfort, and prime Central Florida living. Built in 2019 on an oversized homesite, this beautifully appointed residence showcases modern architecture, generous living areas filled with natural light, and high end finishes throughout. The open concept layout is ideal for both everyday living and entertaining, with a gourmet style kitchen, elegant dining spaces, and seamless flow to the outdoor living area. Enjoy Windermere’s signature lifestyle just minutes from top rated schools, charming downtown Windermere, and world class Orlando attractions, including Walt Disney World and Universal Studios. Estancia is a boutique community of luxury homes featuring a private, serene atmosphere with conservation surroundings, while still offering quick access to major highways, shopping, dining, parks, and the Butler Chain of Lakes. This is an outstanding opportunity to own a stylish, move in ready home in one of Windermere’s most desirable neighborhoods.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Catalina Gomez (407-289-9029)
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