Location: Windsor Hill, Windermere
Do Not Show Listings
9621 WINDY RIDGE RD, WINDERMERE, FL 34786
$13,550,000Listed 04/20/2026 2:36PM MLS ID: O6400740
Bed: 9 Bath: 13.0 Gar: 8 Liv Area Sq Ft: 20445 Built: 2025 Tax: $13,931 (2025)Community: Windsor HillSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$13,931
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under Construction. Under Construction. Experience unmatched privacy, prestige, and personalization with this brand-new mansion on 2.5 pristine acres in the heart of Windermere. Tucked against protected government land that can never be developed, this estate offers the serenity of untouched nature with the ultimate in luxury living.Two Pools one outdoor with a swim up bar and grill area and the other indoor pool with a spa and massage room ! Highlights: • Custom-built mansion in progress — secure it now to choose your colors, flooring, cabinetry, countertops, lighting, and finishes • Private helicopter pad for seamless arrival and departure • Luxury bowling alley in development — your private entertainment retreat of turn into extra car show storage garage area ! • Grand open floor plan, soaring ceilings, and estate-level architecture • Massive gourmet kitchen + walk-in pantry, ideal for chef-level entertaining • Space for home theater, gym, wine cellar, or guest quarters • Oversized garages and motor court • For our equestrian lovers, you are permitted one horse for each acre. Location Perks: • Situated in one of Windermere’s most coveted neighborhoods • Minutes to Lake Butler Chain, championship golf, and elite private schools • Close to Winter Garden Village and exclusive dining/shopping This is a rare opportunity to own a truly bespoke estate before completion — where every detail is yours to design, and your view is forever protected. Inquire now for private plans, customization walkthrough, and completion timeline. Step into your own private paradise with this one-of-a-kind resort-style property featuring every amenity for ultimate relaxation and recreation. Highlights include: • Lagoon-style pool with a swim-up bar, perfect for hosting or unwinding in luxury • Private spa sanctuary with a designated massage room and indoor heated pool, offering year-round wellness experiences • Full-size tennis court for active days and fun with friends or family • Charming barn – ideal for equestrian use, storage, or a stunning rustic event space Whether you’re dreaming of daily spa treatments, evening swims under the stars, or tennis matches followed by cocktails poolside, this property delivers the ultimate blend of luxury and leisure.
Listing is courtesy of: CITARELLI REALTY GROUP LLC (321-607-3586)
Listing Agent: Natalie Citarelli (321-607-3586)
2806 WINDSOR HILL DR, WINDERMERE, FL 34786
$1,150,00012 Days on yellowkey MLS ID: O6385977
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3181 Built: 1989Monthly Fee: $111 Tax: $13,057 (2024)Community: Windsor HillSpa: YesSingle Family
Taxes:$13,057
Elementary School: Thornebrooke Elem
High School: Olympia High
Tax Year: 2024
Middle School: Gotha Middle
Remarks: Step into this stunning 4-bedroom, 3-bathroom pool home nestled on nearly half an acre in the highly desirable Windsor Hill community of Windermere. From the moment you enter, you’ll appreciate the bright, open floor plan designed for both comfort and effortless entertaining. At the heart of the home is a beautifully updated kitchen featuring rich walnut cabinetry, quartz countertops, a mosaic tile backsplash, touch faucet and a spacious island that seamlessly connects to the dining and living areas. Equipped with a gas range, stainless steel appliances, and ample counter space, this kitchen is perfect for gathering with family and friends. The expansive media room offers the ultimate entertainment experience, complete with a built-in media center, kitchenette, wine refrigerator, and full-size refrigerator—ideal for movie nights or hosting guests in style. Step outside to your private backyard oasis, where a sparkling heated pool and spa await. Enjoy modern features including a heater, LED lighting with remote control, and a newer pool pump. The covered outdoor living area, complete with a sink and cabinetry, creates the perfect setting for al fresco dining and relaxation. Inside, every bathroom has been thoughtfully renovated with updated vanities, mirrors, bidets, and sleek shower stalls. The luxurious primary suite boasts a spa-inspired bath with a 67-inch freestanding soaking tub, smart mirror with defog function, and dual vanities. Major system upgrades provide peace of mind, including a new roof and skylight (2021), whole-home re-plumbing (2022), water heater (2022), and pool pump (2023). Garage features an electric car charger. Combining the tranquility of suburban living with convenient access to major roadways, shopping, dining, and downtown Orlando, this move-in ready home truly has it all. The HOA features a play ground and tennis courts for neighborhood enjoyment! Don’t miss your opportunity to own this exceptional property—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Candace Hebert (321-246-0068)
9548 CROWN PRINCE LN, WINDERMERE, FL 34786
$1,450,00052 Days on yellowkey MLS ID: S5144606
REDUCED by $10,000 (0.7%) on 04/12/2026
Bed: 4 Bath: 4.0 Gar: 3 Liv Area Sq Ft: 3997 Built: 1999Monthly Fee: $108 Tax: $8,883 (2024)Community: Windsor HillSingle Family
Taxes:$8,883
Remarks: Situated on a premier half-acre lot in highly desirable area of Windermere, this fully renovated 4-bedroom, 4-bath home offers a hard to find 'like-new' living experience. Every detail has been thoughtfully updated, featuring a chef’s kitchen with brand-new Thermador appliances, custom cabinetry, luxury vinyl plank flooring, and designer lighting throughout. The versatile floor plan includes an oversized upstairs bonus room, perfect for a media retreat or home office. Modern systems provide complete peace of mind, including a 2021 roof, dual high-efficiency A/C units, new water heater, and new sliding doors opening to the expansive backyard. An epoxy-finished garage adds style and convenience. Just minutes from the Butler Chain of Lakes, top-rated schools, and world-class golf, this move-in-ready home blends refined design with modern comfort.
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Jessica Oliveira (407-925-9768)
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