Home in 3865 Winding Lake Cir Orlando for sale with MLS# O6398496

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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Days on the market

3865 Winding Lake Cir, Orlando, FL 32835

Price
Price:
$825,000.00
Original List Price:
$825,000.00
List Price per Sq Ft (Calculated, Approx.):
$258.3
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6398496
Rooms Distribution
Bedrooms:
4
Bathrooms Total:
4
Full Bath:
4
Additional Rooms:
Inside Utility, Bonus Room, Formal Dining Room Separate
Measures
Living Area:
3,194 Sqft
Built-Up Area:
3,194 Sqft
Lot Area:
15,310 Sqft
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
0.35
Property Features
Waterfront:
No
Private Pool
Swimming Pool Features:
Gunite, In Ground, Screen Enclosure
Spa
Spa Features:
In Ground
Furnished:
Unfurnished
Appliances:
Dryer, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Range
Interior:
Eat-in Kitchen, High Ceilings, Walk-In Closet(s), Ceiling Fans(s), Kitchen/family Room Combo, Split Bedroom, Stone Counters, Thermostat, Primary Bedroom Main Floor
Exterior:
Sidewalk, Sliding Doors, Rain Gutters, Sprinkler Metered
Patio and Porch:
Screened, Rear Porch, Enclosed
Windows:
Blinds
Laundry:
Laundry Room
Fireplace
Fireplace:
Wood Burning, Family Room
Air Conditioning System:
Central Air
Heating System:
Central, Electric
Vegetation and Trees:
Trees/landscaped, Mature Landscaping
Property Entrance Faces:
West
Construction
Year Built:
1996
Roof:
Shingle
Architectural Style:
Contemporary
Levels:
Two
Construction Materials:
Block, Stucco
Flooring:
Carpet, Ceramic Tile
Number of stories:
2
Foundation Details:
Slab
Flood Zone Code:
X
Taxes and Expenses
Homestead Property
Tax Annual Amount:
$6,531.13
Tax Year:
2025
Association Fee:
$723.00
Association Fee Frequency:
Annually
Total Annual Fees:
$723.00
Total Monthly Fees:
$60.25
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Driveway, Garage Faces Side
Utilities
Sewer:
Septic Tank
Utilities Available:
Electricity Connected, Water Connected, Cable Connected
Water Source:
Public
Community
Association
Minimum Lease Term:
1-2 Years
Pets Allowed?:
Dogs Ok, Cats Ok
Number of Pets Allowed:
2
Amenities Provided by the Homeowner's Association (HOA):
Playground, Basketball Court, Pickleball Court(s)
Subdivision Name:
CYPRESS LANDING PH 01
Community Features:
Tennis Court(s), Playground, Deed Restrictions
Senior Community:
No
Association Fee Required:
Required
Association Management:
Carrie Culp
Association Phone:
407-455-5950
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
CYPRESS LANDING PHASE ONE 33/3 LOT 11
Real Estate Folio Number (Parcel Number):
10-23-28-1914-00-110
Zoning:
R-1A
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Windy Ridge Elem
High School:
Olympia High
Middle Or Junior School:
Chain Of Lakes Middle
Listing History
Originally published on:
April 13, 2026 12:44 pm
Active on the market since:
April 13, 2026
Listing Agreement executed on:
April 13, 2026
Listing Status Last Changed On:
April 13, 2026 12:44 pm
Photos updated on:
April 13, 2026 1:17 pm
Last Modified:
April 17, 2026 6:54 pm
Additional Information
Courtesy of:
EXP REALTY LLC
Attribution:
888-883-8509
Road Surface Type:
Asphalt
Location
Street Name:
WINDING LAKE
Street Number:
3865
City:
ORLANDO
State:
Florida
Zip Code:
32835
County:
Orange
Latitude:
N28° 29' 47.3''
Longitude:
W82° 30' 27.9''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $70,183
Median Home Value $333,000
Median Rent $1,764/mo
Median Age 35
Population 49,932

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Association of REALTORS®
Disclaimer: IDX listing information is presented by Rebonus Brokerage LLC for consumer informational purposes only. Listings courtesy of Stellar MLS, as distributed by MLS GRID. IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All data is obtained from various sources and may not have been verified by the broker or MLS GRID. Supplied Open House information, if any, is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office or agent presenting the information. The data is deemed reliable but is not guaranteed by MLS GRID. Use of MLS GRID data may be subject to an end user license agreement prescribed by the applicable MLS and as amended from time to time. Some IDX listings have been excluded from this website. This page presents structured listing information sourced directly from the MLS via the RESO Web API feed. Rebonus prioritizes maximum field coverage and data completeness, displaying the most granular MLS-provided attributes available. Based on information submitted to MLS GRID as of April 17, 2026, 6:54 PM.