Location: Windermere
Do Not Show Listings
14371 CREST PALM AVE, WINDERMERE, FL 34786
$1,049,990106 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
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,309
Elementary School: Bay Lake Elementary
High School: Windermere High School
Tax Year: 2025
Middle School: Horizon West Middle School
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)
11994 MCKINNON RD, WINDERMERE, FL 34786
$849,90039 Days on yellowkey MLS ID: O6416526
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2450 Built: 2004 Tax: $4,163 (2025)Community: N/ASingle Family
Taxes:$4,163
Elementary School: Windermere Elem
Middle School: Bridgewater Middle
Remarks: Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area. With no HOA where you can bring your boat or RV and your vision for the property you've looking for. Open living space with soaring ceilings, offers a flexible layout full of potential. The master suite includes private bath with hot tub and separate shower, kitchen features ample storage and eat in bar, the upstairs has three bedrooms with two full baths given family and guest room to spread out. Out back, a pool and patio are ready for quiet mornings and weekends BBQs-with plenty of space to make it your own. All this minutes from downtown Windermere, top-rated schools, Orlando's best attractions and major highways. Opportunities like this - space, location no HOA - rarely come available. Come and make it your own.
Listing is courtesy of: CENTURY 21 CARIOTI (407-354-0074)
Listing Agent: Gloria Alvarez (407-354-0074)
13525 GORGONA ISLE DR, WINDERMERE, FL 34786
$1,095,000155 Days on yellowkey MLS ID: O6377789
REDUCED by $3,000 (0.3%) on 07/11/2026
Bed: 6 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4625 Built: 2018Monthly Fee: $268 Tax: $9,351 (2025)Community: Windermere IsleSpa: NoSingle Family
Taxes:$9,351
Elementary School: Castleview Elementary
High School: Horizon High School
Remarks: Set within the highly sought-after Windermere Isle community, this exceptional estate offers elevated living defined by space, craftsmanship, and an unbeatable location just minutes from Walt Disney World. Featuring 6 bedrooms, 4.5 bathrooms, and over 4,600 square feet, the home is thoughtfully designed for both everyday living and effortless entertaining. A dramatic two-story foyer creates a striking first impression, highlighted by a custom hardwood staircase with decorative iron balusters. Architectural details continue throughout with 9.5-foot ceilings, 8-foot doors, coffered ceilings, porcelain tile on the main level, and hardwood flooring upstairs. Custom Disney-inspired stained-glass window inserts throughout the home offer a subtle and charming nod to the nearby magic. The expansive open-concept living area is anchored by a chef-level gourmet kitchen featuring a natural gas cooktop, dual convection ovens, quartz countertops and backsplash, oversized island, 42-inch cabinetry, café dining area, and walk-in butler’s pantry—perfect for entertaining and daily convenience alike. The main-level primary suite serves as a tranquil retreat with a spa-style bathroom, soaking tub, glass-enclosed walk-in shower, and generous custom closet. Upstairs, five additional bedrooms include a private guest suite and well-designed shared layouts, along with a spacious upper-level great room and reading nook ideal for a media room, game space, or lounge. Significant upgrades include a 27kW commercial-grade whole-house generator, tankless water heater, gas dryer, advanced humidification and UV air filtration, and a garage with custom cabinetry, overhead storage, and durable polyaspartic flooring. Energy-efficient systems and abundant natural light enhance comfort throughout. The lot to the right of the home is Protected Green Space in perpetuity and cannot be developed so you will always have that space. Seller is providing a credit towards a 2-1 RATE BUY DOWN with full price offer. Inquire for more details.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Roo Klaers (407-493-5615)
11051 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,825,00088 Days on yellowkey MLS ID: O6400963
0 Days Off yellowkey (back on 7/19/2026)
REDUCED by $70,000 (3.7%) on 07/18/2026
Bed: 5 Bath: 5.0 Gar: 3 Liv Area Sq Ft: 3728 Built: 2003Monthly Fee: $637 Tax: $16,410 (2025)Community: Reserve At Lake Butler SoundSingle Family
Taxes:$16,410
Remarks: Under contract-accepting backup offers. Discover an exceptional expression of modern luxury in the heart of Windermere. Welcome to 11051 Hawkshead Court, gracefully positioned within the prestigious Reserve at Lake Butler Sound—an exclusive guard-gated enclave renowned for its elegance, privacy, and lakefront lifestyle. Set on an expansive half-acre homesite at the end of a cul-de-sac, this fully reimagined contemporary estate offers a seamless blend of sophistication and comfort. Spanning a thoughtfully designed single-story layout, the residence features five bedrooms, four full baths, and two half baths, all curated with impeccable attention to detail. From the moment you enter, soaring ceilings and an abundance of natural light highlight exquisite porcelain marble flooring that flows seamlessly throughout the main living areas—completely carpet-free for a clean, modern aesthetic. The bedrooms feature rich hardwood flooring, adding warmth and contrast. The open-concept design creates an inviting yet refined atmosphere, ideal for both intimate living and grand entertaining. At the heart of the home, the gourmet chef’s kitchen is a true showpiece, appointed with premium Viking stainless steel appliances, rich granite countertops, and bespoke custom cabinetry. Whether hosting elegant gatherings or enjoying everyday moments, this space is designed to impress. Step outside to your private resort-style sanctuary. The covered lanai, complete with a fully equipped outdoor kitchen and grill, overlooks a beautifully redesigned pool framed by lush, mature landscaping—creating a serene and secluded backdrop for relaxation or entertaining under the Florida sun. This home has been extensively upgraded with no detail overlooked, including a complete pool renovation with new equipment, a new screen enclosure, fresh exterior paint and lighting, two new HVAC systems, updated garage interiors and openers, EV charging capability, a new septic system, and a whole-home reverse osmosis water treatment system. Residents of this distinguished community enjoy 24-hour guard-gated security, private fishing dock on Lake Butler, and impeccably maintained surroundings—all just minutes from world-class attractions, fine dining, upscale shopping, top-rated schools, and major thoroughfares. This is more than a home—it is a statement of refined living in one of Central Florida’s most coveted addresses. Schedule your private tour today and experience it for yourself.
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Ken Pozek (407-813-2773)
1700 LAKE ROBERTS CT, WINDERMERE, FL 34786
$1,400,00056 Days on yellowkey MLS ID: O6410847
REDUCED by $50,000 (3.4%) on 07/15/2026
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3929 Built: 2002Monthly Fee: $216 Tax: $10,637 (2025)Community: Butler Bay,Windermere ClubSingle Family
Taxes:$10,637
Remarks: Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the home makes a striking first impression and provides a serene setting for everyday living. Inside, thoughtfully designed interiors feature generous living and entertaining spaces, abundant natural light, and sophisticated finishes throughout. The spacious layout seamlessly accommodates both intimate family gatherings and large-scale entertaining. The outdoor retreat is equally impressive, highlighted by a sparkling pool and expansive patio areas ideal for relaxation and year-round enjoyment. The oversized lot offers exceptional privacy while providing ample space for outdoor activities and future enhancements. Residents enjoy access to outstanding community amenities and the convenience of a prime location close to premier shopping, dining, entertainment, top-rated schools, and major transportation routes. Offering an unparalleled blend of luxury, space, and lifestyle, this remarkable property presents a rare opportunity to own a distinguished home in one of the area’s most desirable communities. You're also nestled within a well-established community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: David Johnston (407-398-3295)
12826 WOODMERE CLOSE DR, WINDERMERE, FL 34786
$650,00049 Days on yellowkey MLS ID: O6412588
REDUCED by $15,000 (2.3%) on 07/14/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2214 Built: 2013Monthly Fee: $81 Tax: $5,273 (2025)Community: Lake Sawyer South Ph 5Single Family
Taxes:$5,273
Elementary School: Sunset Park Elem
Remarks: SELLER MOTIVATED! MOVE-IN READY and thoughtfully refreshed, this beautifully maintained Windermere home offers the perfect blend of comfort, functionality, and location in the highly sought-after Lake Sawyer community. Recent updates including NEW INTERIOR PAINT, NEW CARPET, NEW LIGHT FIXTURES, NEW CEILING FANS, UPDATED BATHROOM MIRRORS, a stylish KITCHEN BACKSPLASH, and an EPOXY GARAGE FLOOR create a welcoming atmosphere from the moment you arrive. As you approach the home, you'll appreciate the attractive curb appeal, covered front entry, and mature landscaping. Step inside and you're greeted by a bright, open layout enhanced by elegant archways, abundant natural light, and durable tile flooring throughout the main living areas. The thoughtful floor plan creates a seamless flow between the living room, dining area, and kitchen, making everyday living and entertaining feel effortless. At the heart of the home, the kitchen offers granite countertops, rich wood cabinetry, stainless steel appliances, a spacious center island, and a newly installed backsplash that adds a fresh, modern touch. Whether preparing meals, gathering with family, or hosting guests, this space is designed to keep everyone connected. The spacious living area overlooks the backyard and provides a comfortable setting for relaxing or entertaining. Just beyond, sliding glass doors lead to the covered lanai where you can enjoy morning coffee, outdoor dining, or quiet evenings overlooking the FENCED YARD. The private primary suite is tucked away from the secondary bedrooms, creating a peaceful retreat at the end of the day. This spacious owner's suite features a walk-in closet and an ensuite bath complete with dual vanities and a glass-enclosed shower. The split-bedroom layout provides privacy for family members and guests alike. Three additional bedrooms provide flexibility for growing households, guests, remote work, hobbies, or multigenerational living. One room is currently utilized as a prayer room and can easily serve as a home office, study, fitness space, or creative flex room. The secondary bathrooms have been refreshed with new mirrors, contributing to the home's updated appearance. Additional highlights include an interior laundry room, ample storage throughout, a two-car garage featuring a professionally finished epoxy floor, irrigation system, and numerous cosmetic improvements that allow the next owner to move in and immediately begin enjoying the home. Located in the desirable Lake Sawyer community, residents enjoy access to a community pool, playground, park, and sidewalks. The home is zoned for highly rated Sunset Park Elementary, Horizon West Middle School, and Windermere High School. Conveniently situated near Horizon West, Hamlin Town Center, shopping, dining, major roadways, and many of Central Florida's most popular attractions, this location offers easy access to Disney, Disney Springs, and the greater Orlando area. Whether you're searching for Orlando homes for sale, a Central Florida real estate opportunity, or an Orlando relocation home in one of Windermere's most desirable communities, this property offers exceptional value and convenience.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Simi Lakhani (407-408-7393)
8724 PEACHTREE PARK CT, WINDERMERE, FL 34786
$839,500291 Days on yellowkey MLS ID: S5135795
REDUCED by $10,500 (1.2%) on 06/23/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3315 Built: 2015Monthly Fee: $216 Tax: $9,856 (2024)Community: Peachtree ParkSingle Family
Taxes:$9,856
Tax Year: 2024
Remarks: Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a boutique enclave of just 28 homes located directly across the street from Walt Disney World. This rare community blends exclusivity, charm, and convenience, offering the perfect setting for both everyday comfort and unforgettable moments. Crafted by Ashton Woods, this Bimini model radiates elegance and functionality at every turn. Step inside to discover wood floors throughout the first level, a private office with French doors, and a formal dining room enhanced with a butler’s pantry and wine cooler. Ideal for entertaining. The gourmet kitchen is the heart of the home, featuring quartz countertops, custom window seating in the breakfast nook, and premium appliances. Upstairs, the primary suite is a true retreat with French doors, a long shower, and a custom walk-in closet. Additional bedrooms include a second suite and a Jack-and-Jill layout, providing flexibility for family or guests. Outdoor living is exceptional, with over 1,000 sq. ft. of decking—including 600 sq. ft. under screen enclosure—overlooking a serene pond and untouched forest, perfect for morning sunrises or evening gatherings. Schedule your private showing today and experience firsthand why Peachtree Park is unlike anywhere else.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Marcelo Machado (321-939-3748)
5067 SAWYER COVE WAY, WINDERMERE, FL 34786
$2,100,00049 Days on yellowkey MLS ID: O6409382
Bed: 5 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3567 Built: 2018Monthly Fee: $287 Tax: $21,824 (2025)Community: Sawyer SoundSingle Family
Taxes:$21,824
Remarks: Under contract-accepting backup offers. Rare opportunity to be one of the 20 custom homes of Gated Sawyer Sound. Each one a stunning architectural masterpiece after another as you drive thru the enclave community. This stunning one-story custom home will leave you saying "wow" at every turn. Situated on an oversized cul-de-sac lot , this one-of-a-kind residence offers unparalleled curb appeal and fully embraces the Florida lifestyle with thoughtful flowing design in and out, creating the perfect blend of form and function. Pass double entry metal doors to soaring 18-foot ceilings accented by genuine wood beams that create an atmosphere of grandeur and warmth. Expertly laid marble tile flooring gleams throughout, guiding you into the expansive great room anchored by two spa-inspired primary suites on opposite wings for ultimate privacy. The heart of the home features a show-stopping kitchen adorned with hand-selected Cristallo Quartzite countertops featuring integrated uplighting that delivers a dramatic, one-of-a-kind glow. Top-of-the-line Thermador appliances powered by the community's natural gas lines, custom cabinetry, and a massive walk-in pantry—engineered as a FEMA-grade safe room—provide both gourmet functionality and exceptional storage. A dramatic wall of pocketing sliding glass doors seamlessly blends indoor and outdoor living, perfect for effortless entertaining. This opens to a sprawling covered lanai with tongue-and-groove ceilings and a cozy gas fireplace, overlooking a large saltwater heated pool with extensive travertine decking and a cabana-style summer kitchen that remains with the home. The generous lot—one of the largest in this intimate 20-home community—offers ample space for a private backyard oasis despite the impressive pool footprint. Additional premium features include ENTIRE HOME IS A SMART HOME, all lighting, pool,ac, audio and video controlled in the palm of your hand anywhere you are in the world ! A whole-home water filtration system, a Briggs & Stratton whole-home natural gas generator, spray foam insulation, a tile roof, and energy-efficient windows for comfort and efficiency too. The oversized CLIMATE CONTROLLED three-car garage boasts soaring ceilings (ideal for lifts), epoxy flooring, built-in storage cabinets, and an EV charger. Located in a highly sought-after K-12 school district, this property sits directly across from Windermere Preparatory School with Foundation Academy just minutes away. Residents enjoy convenient access to world-class shopping, dining, and entertainment in every direction, plus quick commutes via the 429 expressway and proximity to Disney's front gates. This Architectural Digest-worthy masterpiece was thoughtfully crafted as a personal vacation home by a professional interior designer who spared no detail. Custom silk draperies convey with the sale, and all like-new furniture is negotiable. Opportunities like this rarely arise in Sawyer Sound—don't miss your chance to own a true Florida luxury retreat that combines elegance, functionality, and resort-style living at its finest. Added bonus and peace of mind, home is priced 6 figures below appraisal for new buyer !
Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)
Listing Agent: Ronald Ziolkowski (407-592-7653)
11773 BELLA MILANO CT, WINDERMERE, FL 34786
$649,5003 Days on yellowkey MLS ID: O6426386
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2626 Built: 2005Monthly Fee: $130 Tax: $9,373 (2025)Community: Belmere Village G-5Single Family
Taxes:$9,373
Elementary School: Lake Whitney Elem
High School: West Orange High
Middle School: SunRidge Middle
Remarks: Virtually Staged. Welcome home to 11773 Bella Milano Ct — a 5-bedroom, 3.5-bath residence on a quiet cul-de-sac in the sought-after gated community of Belmere Village. Enjoy rare privacy with a wooded conservation view at the rear, bordering a park with no through-access, and a lot size just under a quarter acre. Inside, engineered hardwood and tile flooring flow through the main living areas (one living room is carpeted), beneath vaulted and 9'4"+ ceilings on the first floor. The spacious primary suite is a true retreat, featuring a garden tub, separate shower, dual vanities, private toilet closet, walk-in closet, and an adjoining sitting room with its own exterior entrance to the backyard. Four additional bedrooms deliver flexible space for family, guests, or a home office. The kitchen features stainless steel appliances. Seller offering up to $10,000 in concessions toward closing costs, rate buydown, and/or home upgrades. Major systems are well maintained: both HVAC units have been replaced (2023 and 2026), and the tile roof was resurfaced in 2023 with no major repairs since. A 2-car garage completes the home. Belmere's $130/month HOA includes a gated entrance, community pool, clubhouse, tennis courts, basketball court, sand volleyball court, playground, and fitness center — all within Windermere's top-rated school zone and minutes from the Butler Chain of Lakes and Winter Garden's Plant Street district.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: William Starkey (904-955-0391)
11027 HAWKSHEAD CT, WINDERMERE, FL 34786
$1,569,00029 Days on yellowkey MLS ID: O6417606
REDUCED by $28,000 (1.8%) on 07/09/2026
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3486 Built: 2003Monthly Fee: $637 Tax: $16,956 (2025)Community: Reserve At Lake Butler SoundSpa: YesSingle Family
Taxes:$16,956
Remarks: Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated 4-bedroom plus an office, 4 bath residence offering approximately 3,500 square feet of living space on a private 0.4-acre corner lot in the heart of Windermere, complete with 24 hour roving security. With extensive renovations completed between 2022 and 2026, this move-in-ready home combines luxury finishes, timeless design and excellent craftsmanship throughout. The heart of the home is an open-concept kitchen featuring upgraded countertops, a 7-foot built-in Dacor refrigerator with dual ice makers, a 5-burner Dacor gas cooktop, and double wall ovens equipped with advanced features including steam cooking and flexible oven configurations. Cohesive flooring throughout the home creates a seamless flow from room to room. The home features stunning custom built-ins in the living room complete with a rolling library ladder, as well as a striking custom entertainment wall with fireplace and built-in lighting. 12-foot ceilings in the main living areas and primary suite create an airy, elegant atmosphere. The thoughtfully designed split floor plan offers exceptional privacy with the primary suite situated on the opposite side of the home from the secondary bedrooms. A dedicated office with custom built-in shelving provides an ideal work-from-home space. The primary retreat features dual custom closets and a spa-inspired bathroom complete with marble tile, a custom vanity, and a freestanding soaking tub. Custom California Closet systems extend throughout the home, maximizing organization and functionality. Two secondary bedrooms are connected by a Jack-and-Jill bathroom, while the fourth bedroom enjoys access to its own full bath, making it ideal for guests, teens, or multigenerational living. Step outside to your private backyard oasis. The gas heated pool and raised spa are surrounded by multiple gathering spaces, including shaded seating and dining areas perfect for relaxing or entertaining. The fully fenced backyard offers exceptional privacy and features both a turfed side yard with putting green and a separate grassy side yard. Set on a private corner lot bordered by two quiet cul-de-sac roads, the outdoor living spaces feel both peaceful and secluded. Additional improvements include exterior and interior painting, premium Pella doors, a whole-home owned water softener system, new flooring throughout, a new septic drain field, and much more. Located within one of Windermere's most sought-after luxury communities, this home offers privacy, functionality, and refined living. Lovingly maintained and extensively improved, this property provides the opportunity to enjoy Windermere living without the hassle of renovations - simply move in and enjoy.
Listing is courtesy of: KENNEDY REALTY GROUP LLC (407-590-6192)
Listing Agent: Justyna Tchorni (407-969-4324)
5074 ISLEWORTH COUNTRY CLUB DR, WINDERMERE, FL 34786
$7,250,000188 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: IsleworthSpa: YesSingle Family
Taxes:$21,279
Elementary School: None
High School: None
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)
13403 RIGGS WAY, WINDERMERE, FL 34786
$599,0003 Days on yellowkey MLS ID: O6426117
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1706 Built: 2007Monthly Fee: $81 Tax: $6,494 (2025)Community: Lake Sawyer South Ph 01Single Family
Taxes:$6,494
Remarks: Set on a corner lot in Lake Sawyer South, this single-story Windermere home combines a new roof completed in May 2026 with a remodeled kitchen and bathrooms, custom woodwork, and inviting indoor-outdoor living. The three-bedroom, two-bath layout offers approximately 1,706 square feet with wood flooring through the main living areas and bedrooms, plantation shutters, crown molding, window casings, chair rail details, and an enhanced entry framed by custom trim. The main living room connects comfortably to the kitchen and breakfast area, while a separate front flex space can adapt to work-from-home needs, hobbies, or additional gathering space. The remodeled kitchen features white cabinetry, a blue subway-tile backsplash, an apron-front sink, stainless steel appliances, and breakfast-bar seating, with the refrigerator included. In the primary suite, the remodeled en suite bath offers dual sinks, a dedicated makeup vanity, and a glass-enclosed shower, while two additional bedrooms share an updated guest bath. Custom French-style sliding doors extend the living space to a tiled screened patio with all-season panels, creating a comfortable place to relax throughout the year. Beyond the enclosure, a full-length brick-paver patio and privacy-fenced yard provide additional outdoor space, while the covered front porch adds another welcoming spot to enjoy the corner-lot setting. Additional improvements include elastomeric exterior paint, a quiet-drive garage door opener, and an included washer and dryer. Community amenities include a pool, playground, tennis court, and basketball court, rounding out a home that blends thoughtful updates, character, and everyday convenience in the Horizon West area.
Listing Agent: Jorge Martinez, Jr (407-513-2366)
6119 GROSVENOR SHORE DR, WINDERMERE, FL 34786
$15,900,0006 Days on yellowkey MLS ID: O6421205
Bed: 7 Bath: 8.5 Gar: 6 Liv Area Sq Ft: 14068 Built: 2014Monthly Fee: $317 Tax: $101,242 (2025)Community: Keene's PointSingle Family
Taxes:$101,242
Remarks: Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With six bedrooms and eight-and-a-half baths plus guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Alison Mosley (407-304-6458)
6820 THORNHILL CIR, WINDERMERE, FL 34786
$520,00093 Days on yellowkey MLS ID: V4948591
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1725 Built: 2009Monthly Fee: $82 Tax: $7,228 (2025)Community: Lake SawyerSingle Family
Taxes:$7,228
Remarks: MOVING READY ! Seller very Motivated to sell . This exceptional home is now available for showings! Welcome to this stunning 2-story home in the highly desirable Lakes of Windermere, featuring 3 bedrooms, 2.5 bathrooms, and a spacious bonus room that can easily serve as a home office, gym, media room, or playroom. The expansive primary suite offers soaring vaulted ceilings, a large walk-in closet, and a spa-inspired in-suite bathroom with a relaxing jacuzzi tub. Upstairs, you'll find beautiful wood flooring throughout—no carpet—along with elegant plantation shutters that add warmth and timeless style to every room. Thoughtfully updated for comfort and peace of mind, this home features impact windows, stainless steel appliances, Laundry room with washer and dryer, and ceiling fans in both the living room and primary suite. Step outside to your private, fully fenced backyard—perfect for entertaining, family gatherings, or simply relaxing. Enjoy a mature mango tree, a charming pergola, and an irrigation system using reclaimed water to keep the landscaping lush while conserving resources. The extended rear driveway with alley access provides generous guest parking, while the 2-car garage offers epoxy flooring, built-in storage cabinets, an extra refrigerator, and a new garage door opener for added convenience. Located in the sought-after Lakes of Windermere community, residents enjoy beautifully maintained parks, Gazebo, scenic lake Sawyer View, playgrounds, and a Community Recreation Area with pool, tennis, volleyball and basketball. Nestled House on a quiet single-entry loop surrounded by elegant homes, this property is just minutes from shopping, dining, top-rated schools, Disney, and major roadways.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Maria Galindez (305-803-3799)
3057 PORTO LAGO CT, WINDERMERE, FL 34786
$13,995,00038 Days on yellowkey MLS ID: O6411245
Bed: 6 Bath: 8.5 Gar: 8 Liv Area Sq Ft: 12067 Built: 2026Monthly Fee: $375 Tax: $18,356 (2025)Community: Lake Down Pointe 50 42Spa: YesSingle Family
Taxes:$18,356
Elementary School: Thornebrooke Elem
High School: Olympia High
Middle School: Gotha Middle
Remarks: BRAND NEW ESTATE. A truly exceptional one-of-one on the shores of Lake Down, boasting over 12,000SF, 6BR's, 6/5BA's, and unmatched multigenerational flexibility. Designed by Mark Nasrallah and curated by Sorenson Construction, every inch of this estate was crafted with intention and the finest materials. Two 4-car garages flank either side of the oversized motor court, offering private entry to both the main house and the attached guest house. Off the main foyer, you'll find the formal dining room with Calacatta marble floors, and geometric coffered ceiling. Just beyond the elevator lies a 17x19 laundry room with an expansive island. The east wing is home to the gourmet kitchen, breakfast room, and family room. The chef's kitchen includes a Wolf six-burner gas stove with a built-in range hood, stacked double oven, and Sub-Zero double-wide refrigerator. Two Calacatta Macchia Vecchia marble islands create the ultimate statement. Beyond the main kitchen, behind a hidden door, is the prep/messy kitchen, with a Monogram 4-burner gas stove, Bosch refrigerator, walk-in pantry and butler's pantry. On the opposite side of the kitchen, the spacious breakfast room is bathed in natural light with access to the summer kitchen and pool deck through glass sliding doors. The open-concept layout flows effortlessly to the family room, where a backlit, custom media wall offers endless entertainment options. At the center of the main house is the expansive living room, the heartbeat of the estate. From the backlit coffered ceilings to the handcrafted millwork, and an overwhelming wall of glass, every part of this room feels larger than life. Rich hardwood flooring, built-in bookshelves, and a custom brass fireplace make it feel as charming as it is expansive. For guests, there is a first-floor ensuite bedroom complete with a separate generous lounge room, all overlooking spectacular lake views. Beyond the custom iron staircase on the first floor is the executive office, with built-in library, wood desk, and beautiful herringbone flooring. Adjacent is a stunning powder bath, followed by the interior guesthouse entry, which opens to a generous living room, a full-size kitchen with a Wolf 6-burner gas stove and a beautiful Arpell Azul mosaic backsplash, its own prep/messy kitchen, and full butler's pantry. The guest house's primary suite is its own oasis, with sweeping lake views, an ensuite bathroom, double vanity, clawfoot tub, and a huge walk-in closet. Two additional ensuite bedrooms — one designed for staff — a full-sized laundry room, and a flex room complete the guest house. Upstairs, the primary suite spans the entire east wing, with handcrafted coffered and backlit ceilings that are mesmerizing, plus panoramic views of Lake Down from the balcony. The master ensuite bathroom boasts a freestanding massage bath, his-and-hers vanities, and Walden Onyx designer wall coverings. The immersive primary walk-in closet will simply take your breath away, featuring designated his-and-hers areas, a center island, custom-built-in cabinetry, and an adjacent laundry room for the upper level. Directly next to the primary suite lies a spa retreat with a sauna room. A media room and entertainment den complete with its own kitchenette boast a flex room directly across the hall as well as an oversized ensuite guest suite. Outside, the limestone pool deck & covered summer kitchen, the disappearing-edge pool and spa with retractable screens provide the perfect retreat.
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)
Listing Agent: Julie Bettosini, Pa (321-689-9594)
1238 LAKE WHITNEY DR, WINDERMERE, FL 34786
$2,099,90021 Days on yellowkey MLS ID: O6421211
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5515 Built: 2005Monthly Fee: $203 Tax: $34,190 (2025)Community: Reserve At Belmere Ph 02 48 144Spa: YesSingle Family
Taxes:$34,190
Remarks: Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or water skiing. Designed for the ultimate lake lifestyle, this home features Tuscan-inspired landscaping, an infinity pool & spa, plus expansive outdoor entertaining areas. Host unforgettable gatherings with an outdoor grill & kitchen, patio dining, outdoor fireplace, & comfortable seating, all under a screened enclosure for year-round enjoyment. The gourmet kitchen is a chef’s dream, equipped with ultra-premium Viking appliances; including a double oven, dishwasher, gas cooktop, refrigerator, & wine cooler. Granite countertops, a spacious island, walk-in pantry, dual sinks, & open layout seamlessly connect to the living & dining areas. A full-size laundry room with front-loading washer and dryer, sink, & tall cabinets adds convenience. The ground level offers a formal dining room & an office/library with built-in shelving. The massive primary suite boasts stunning lakefront views, while the luxurious master bathroom features a walk-in closet, granite countertops, dual garden baths with massage jets, a sauna, and privacy toilet and bidet. Elegant French doors lead into a welcoming foyer, with soaring ceilings and a grand staircase leading upstairs. The 2nd floor includes 3 bedrooms, 3.5 bathrooms, & a versatile game room or theater with built-in entertainment & a microwave. Three bedrooms have private baths, & an elevated outdoor covered patio offers additional lake views with ceramic tile flooring. An oversized three-car garage with electric doors, double water heaters, & ample storage completes this exceptional home. Experience the charm of Tuscany combined with the luxury of lakefront living in Central Florida! Schedule your private tour today and make this dream home yours! Sold as-is, where-is. No Seller’s disclosures. Seller is making no warranties or representations of property condition. Room dimensions are approximate & should be independently verified. Proof of funds/pre-approval letter required with all offers. Buying party is responsible for verifying whether property condition will qualify for buyer’s specific loan program. If applicable, HOA or Condominium monthly dues may be subject to changes, special assessments & must be verified by buyer. Monthly dues often adjust on January 1st of each year. Some condominiums may also charge an initial “Capital Contribution” payable at closing. MLS information deemed reliable, but not guaranteed. Parties are advised to verify. The seller requires a 10 DOM holding period prior to entertaining any offers. *Per our seller, please ensure all potential buyers view the interior of the property prior to submitting offers. Agents must always accompany buyers during showings. Seller will not entertain sight-unseen offers. Please factor any repair estimates into the offer.* There's a 7-minute interior video walk-through available under Virtual Tour in MLS.
Listing is courtesy of: JASON CRANE REAL ESTATE LLC (321-206-6937)
Listing Agent: Jason Crane (321-206-6937)
2503 BUTLER BAY DR N, WINDERMERE, FL 34786
$1,750,00048 Days on yellowkey MLS ID: O6413242
REDUCED by $49,000 (2.7%) on 07/13/2026
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)
17538 BLACK RAIL ST, WINDERMERE, FL 34786
$1,380,000291 Days on yellowkey MLS ID: O6349325
REDUCED by $10,000 (0.7%) on 07/11/2026
Bed: 6 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4999 Built: 2014Monthly Fee: $167 Tax: $16,404 (2024)Community: EnclaveSingle Family
Taxes:$16,404
Remarks: Spacious 6-bedroom, 4-bath Windermere home with dual master suites, pond views, and a fenced yard. Built in 2014, this residence features an open layout with a gourmet kitchen, granite counters, stainless steel appliances, and 42” cabinets. Upstairs includes a loft/media room and generously sized bedrooms. Enjoy serene water views, a private backyard, and a 3-car garage. Located in a desirable community with easy access to schools, shopping, and major highways.
Listing is courtesy of: GARCIA REALTY GROUP (407-920-3616)
Listing Agent: Elaine Garcia (407-920-3616)
9433 PALM TREE DR, WINDERMERE, FL 34786
$560,00012 Days on yellowkey MLS ID: O6423262
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1819 Built: 1986Monthly Fee: $32 Tax: $7,836 (2025)Community: Silver Woods Ph 03Spa: NoSingle Family
Taxes:$7,836
Middle School: Chain of Lakes Middle
Remarks: WELCOME HOME! Nestled beneath majestic oak trees in one of Windermere's most desirable communities, this well-maintained 3-bedroom, 2-bath home sits on a quarter of an acre and offers the perfect blend of comfort, privacy, and location. Situated in the highly sought-after 34786 zip code, this exceptional residence features a popular split-bedroom floor plan with 1,819 square feet of thoughtfully designed living space. Silver Woods is located in the center of SW Orlando, close to Downtown Windermere, Restaurant Row, Winter Garden Village, Downtown Winter Garden, churches, schools, shopping, and more. As you enter the front door, you will be impressed with the open floor plan. New paint, new carpet, and neutral tile create a light and bright environment. Step inside to discover spacious living and dining areas that flow seamlessly into the heart of the home. The living room looks out onto the huge patio and backyard. The kitchen offers abundant cabinetry, granite countertops, ample workspace, and overlooks the main living areas, making it ideal for everyday living. Enjoy the family room, which opens to a covered, screened lanai via sliding doors, creating an incredible outdoor living space perfect for relaxing, entertaining, or simply enjoying the tranquil backyard surrounded by mature trees. The oversized, park-like shared fenced backyard provides exceptional privacy and plenty of room for gardening, play, or creating your own outdoor oasis. Let your imagination create the perfect Pool/Spa area with a summer kitchen, fire-pit, and more. The primary bedroom features sliding doors to the expansive lanai, and the en-suite features a Tub, a newer double-sink vanity, and a walk-in shower. A split-bedroom plan is perfect for today's busy family, featuring two bedrooms and a hall bath with a shower/tub. Recent improvements, including a NEW ROOF, HVAC (2016), New Garage Door (2016), Septic (2021), Electric Panel (2017), Interior paint (2026), Front Sod (2026), and Carpet (2026) in the main living areas, make this home move-in ready while still offering opportunities for a new owner to personalize and add value over time. The community offers a park and a tennis court for the residents. Ideally located just minutes from top-rated Windermere schools, shopping, dining, churches, world-famous theme parks, major highways, and Orlando's many entertainment destinations, this home offers the perfect balance of peaceful neighborhood living and everyday convenience. Don't miss your chance to make this Windermere gem your next home- schedule your private showing today!
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Kitty Mark (407-491-6857)
14422 CREST PALM AVE, WINDERMERE, FL 34786
$1,100,00031 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 Agent: Lan Lee (541-287-0919)
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