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Welcome to 3865 Winding Lake Circle, Orlando

3865 Winding Lake CircleOrlando, FL, 32835

4beds
4baths
3,194sqft
Single Family Residence
Built in 1996
$723 Annually HOA Fee
$825,000
Sold
Price per sqft
$258
Sold on
May 21, 2026
MLS #O6398496Updated May 21, 2026

About this property

NOTICE: This home was never supposed to be for sale, and honestly it shouldn’t be. But life had other plans. More on that in a moment. Since this residence is now available, here’s why this opportunity is so rare. It’s located in Cypress Landing where peaceful neighborhood living meets effortless access to everything Orlando has to offer. Just minutes from famous Restaurant Row, Universal Orlando, Walt Disney World and SeaWorld, this home places you right in the center of it all, yet tucked away in a quiet, established community. Imagine evenings spent dining on Restaurant Row, weekends by your private pool, and effortless access to world-class entertainment and shopping. When you step inside the first thing you notice is the soaring 14 ft tall ceilings that immediately open up the home. This semi-custom home has everything you'd expect in a home of the stature, a formal living room, of course overlooking the pool, and formal dining room for holiday meals. But where this home really shines is where life happens, the kitchen and family room. With upgraded appliances, granite countertops, and a layout that opens seamlessly into the family room, everything flows toward the pool and oversized backyard. The home offers a spacious layout with a true split floor plan, offering real owner privacy, while the upstairs bonus room gives you flexibility as a home office, media room, “teenager apartment” or even a private guest retreat with its own bathroom. A couple of things to note that you certainly won't find in other homes; the entire HVAC system replaced 2025, including ducts, air handlers, exterior units; full plumbing re-pipe 2025; septic drain field replaced 2024; fresh interior and exterior paint 2025; new water heater 2020; updated vanities, toilets, countertops and lighting in three of four bathrooms. Step outside and enjoy your own private pool, perfect for relaxing afternoons or entertaining friends after a day at the parks. Something that Floridians know and most out-of-state buyers find out the hard way, the importance of an East facing backyard. In Florida, that’s a BIG deal - it's the difference between a lanai you actually use and one that looks great in photos but sits empty every afternoon. Homes with the West facing backyards and lanais are unusable with the afternoon sun because it gets so hot. In this home, you’ll have the morning sun and the coolness of the shade in the afternoon. A perfect environment for outdoor grilling and entertaining. It's a forever home, and speaking of that, the owners were never selling. The kids grew up here. Schools were minutes away. Holidays, birthdays, grandchildren by the pool this house holds countless memories. They weren’t planning to leave. But life changes. A loss in the family and after a while, the pull of her home state, where generations of family are waiting - brothers, sisters, lifelong friends, and grandchildren. You can imagine the emotional “calling” to return there, and it wasn’t an easy decision. But it’s the right one. And that’s the only reason this home is now available. We'd like to invite you to come take a look. Wouldn't it be wonderful if this was your forever home? Schedule your private showing today.

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Gaby, Property Specialist
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Property details

Property type
Single Family Residence
Street address
3865 Winding Lake Circle
City
Orlando
State
FL
ZIP code
32835
Year built
1996
New construction
No
Faces
West
Rooms
10
Building stories
2
Living area
3,194 sqft
Total building area
3,194 sqft
Architectural style
Contemporary
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at November 8, 2026 at 6:30 AM EST

Price & sale history

EventPrice
SoldMLS #O6398496$825,000
Listed for saleMLS #O6398496$825,000
History may be incomplete.
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