3865 WINDING LAKE CIRCLE, Orlando, FL, 32835 | $825,000

Under contract-accepting backup offers. 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.

Features

  • Amenities: Basketball Court, Pickleball Court(s), Playground
  • Rooms: 10
  • Bedrooms: 4
  • Baths: 4 full
  • Laundry: Laundry Room
  • Style: Contemporary
  • Year Built: 1996
  • Garage: 3-car Driveway, Garage Faces Side
  • Heating: Central, Electric
  • Cooling: Central Air
  • Approx Sq. Feet: 3,194
  • Acreage: 0.35
  • Est. Taxes: $6,531
  • HOA Fee: $723 Annually
  • Elem. School: Windy Ridge Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High
  • Pool: Gunite, In Ground, Screen Enclosure
  • Pet Policy: Cats OK, Dogs OK
  • Appliances: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer
  • MLS#: O6398496
  • Days on Market: 4 days
  • Website: https://www.raveis.com
    /prop/O6398496/3865windinglakecircle_orlando_fl?source=qrflyer
This information is deemed reliable, but not guaranteed. The data relating to real estate displayed on this Site comes in part from the IDX Program of MFRMLS (My Florida Regional MLS DBA Stellar MLS). The information being provided is 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. (last updated 5/15/2026 12:50:19 AM)
Listing courtesy of EXP REALTY LLC   Phone: 888-883-8509

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Melissa CohnRVP, Mortgage Banker, William Raveis Mortgage, LLC

NMLS Mortgage Loan Originator ID 16953

917.838.7300

Melissa.Cohn@raveis.com

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3865 WINDING LAKE CIRCLE, Orlando, FL, 32835

$825,000

Customer Service

William Raveis Real Estate

Phone: 888.699.8876

Contact@raveis.com

Melissa Cohn

RVP, Mortgage Banker

William Raveis Mortgage, LLC

Phone: 917.838.7300

Melissa.Cohn@raveis.com

NMLS Mortgage Loan Originator ID 16953

5/6 (30 Yr)
Adjustable Rate Jumbo*
30 Year
Fixed-Rate Jumbo
15 Year
Fixed-Rate Jumbo
Loan Amount $660,000 $660,000 $660,000
Term 360 months 360 months 180 months
Initial Interest Rate** 5.875% 6.125% 6.000%
Interest Rate based on Index + Margin 8.125%
Annual Percentage Rate 6.312% 6.235% 6.164%
Monthly Tax Payment $544 $544 $544
H/O Insurance Payment $92 $92 $92
Initial Principal & Interest Pmt $3,904 $4,010 $5,569
Total Monthly Payment $4,540 $4,646 $6,205

* The Initial Interest Rate and Initial Principal & Interest Payment are fixed for the first and adjust every six months thereafter for the remainder of the loan term. The Interest Rate and annual percentage rate may increase after consummation. The Index for this product is the SOFR. The margin for this adjustable rate mortgage may vary with your unique credit history, and terms of your loan.

** Mortgage Rates are subject to change, loan amount and product restrictions and may not be available for your specific transaction at commitment or closing. Rates, and the margin for adjustable rate mortgages [if applicable], are subject to change without prior notice.

The rates and Annual Percentage Rate (APR) cited above may be only samples for the purpose of calculating payments and are based upon the following assumptions: minimum credit score of 740, 20% down payment (e.g. $20,000 down on a $100,000 purchase price), $1,950 in finance charges, and 30 days prepaid interest, 1 point, 30 day rate lock. The rates and APR will vary depending upon your unique credit history and the terms of your loan, e.g. the actual down payment percentages, points and fees for your transaction. Property taxes and homeowner's insurance are estimates and subject to change.  The Total Monthly Payment does not include the estimated HOA/Common Charge payment.