3739 Winding Lake Circle, FL3739 Winding Lake Circle, FL3739 Winding Lake Circle, FL
Stellar MLS
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$934,000

3739 Winding Lake Circle

Orlando, FL 32835

Listing updated: September 19, 2026 at 7:13 PM ET

Active
Stellar MLSListing courtesy of Exp Realty Llc · Jacquie Sosa · MLS #O6426943 · Active · 888-883-8509
4
Beds
3
Baths
3,404
Sq Ft
0.34
Acres
1997
Built
Private poolFireplace3-car garage$274/sqft
Single Family Residence

Property type

1997

Year built

14,937 sqft

Lot size

$274

Price / sq ft

$60/mo

HOA dues

34

Days on market

3

Garage spaces

X

Flood zone

About this home

BRAND NEW ROOF. NEW ENERGY-EFFICIENT, DOUBLE PANE WINDOWS. And they're being installed before closing, giving the you peace of mind knowing two of the most important and expensive components of a Florida home are already being taken care of. The new roof includes a transferable GAF registered Silver Pledge 10 year workmanship warranty and 50 year manufacturer warranty including 15 year infinite wind speed protection, while the new double pane windows offer an all inclusive transferable lifetime warranty. Together, these upgrades can help reduce heat transfer into the home, ease the workload on your air conditioning system, and potentially lower electric costs an especially valuable benefit in Central Florida. Now, add a beautifully updated pool home in highly sought-after Cypress Landing, and you have an opportunity that's hard to overlook. Situated on an oversized lot with peaceful green space behind it, this home offers the privacy of no rear neighbors while providing plenty of space for family, guests, and everyday living. Inside, you'll find four bedrooms, a dedicated office that can easily function as a fifth bedroom, three full bathrooms, and a versatile upstairs bonus room. The bright, open floor plan features soaring ceilings, formal living and dining rooms, and a spacious family room anchored by a cozy wood burning fireplace. The three-way split floor plan provides excellent separation and privacy. The kitchen features granite countertops, decorative tile backsplash, abundant cabinetry, stainless steel appliances, and generous prep space. The primary suite provides a relaxing retreat with a spa inspired bathroom and soaking tub. Then step outside, where the Florida lifestyle really comes to life. The expansive screened lanai overlooks a custom pool and spa, creating an ideal setting for entertaining, relaxing, or simply enjoying beautiful Florida evenings. And the location is tough to beat. Windy Ridge K–8 School is within walking distance, Universal Studios is approximately eight minutes away, Restaurant Row is about 10 minutes away, and Walt Disney World and SeaWorld are roughly 20 minutes from home. Schedule your private showing today!

Estimated monthly payment

Principal & interest$4,723
Property taxes$579
Home insurance (est.)$428
HOA dues$60

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history34 days on market

  1. Status: Active
    Sep 12, 2026
  2. Listed$935,000
    Aug 6, 2026
  3. Price reduced$934,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
34
Subdivision
Cypress Landing Ph 02
County
Orange
Year built
1997
Living area
3,404 sq ft
Price/sq ft
$274
Building area
4,428 sq ft (Public Records)
Lot size
14,937 sq ft
Lot category
1/4 to less than 1/2
Flood zone
X (12095C0240F)
Garage
3 spaces
Pool
Private pool
Annual taxes
$6,943 (2025)
Parcel #
10-23-28-1915-00-140
Zoning
R-1A
MLS #
O6426943

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Interior Details

Bedrooms
4
Full bathrooms
3
Flooring
Carpet, Ceramic Tile
Appliances
Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
Interior features
Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
Laundry
Inside, Laundry Room
Stories / Levels
Two
Direction faces
South
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric
Cooling
Central Air

Parking

Garage spaces
3
Attached garage
Yes
Parking features
Driveway, Garage Door Opener

HOA & Financial

HOA fee
$723 / Annually
Monthly HOA
$60/mo
Total monthly fees
$60/mo
Total annual fees
$723
HOA name
Carrie Culp
CDD
No
Homestead exemption
Yes
Min lease term
1-2 Years
Listing terms
Cash, Conventional, FHA, VA Loan
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
No short term rentals. Buyer/agent to verify with HOA

Exterior & Construction

Exterior features
Sidewalk
Construction materials
Block, Concrete, Stucco
Roof
Shingle
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
Cable Connected, Electricity Connected, Phone Available

Community

Pets allowed
Cats OK, Dogs OK

Schools

ElementaryWindy Ridge ElemGreatSchools ↗
MiddleCChain of Lakes MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomFirst20x21
Living RoomFirst20x15
OfficeFirst11x12
Bedroom 2First12x12
Bedroom 3First13x11
Bedroom 4First13x12
Primary BathroomFirst
KitchenFirst
Family RoomFirst18x18
Bonus RoomSecond14x22

Listing Details

Listing date
2026-07-23
On market date
2026-08-06
Original list price
$935,000
Occupant type
Owner
MLS area
32835 - Orlando/Metrowest/Orlo Vista
Listing AOR
Sarasota - Manatee
Status changed
2026-09-12
Tax legal description
CYPRESS LANDING PHASE TWO 34/4 LOT 14

Flood risk

Minimal riskFEMA Zone XPanel 12095C0240F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

FROM DR. PHILLIPS BLVD AND CONROY WINDERMERE GO WEST, THEN RIGHT INTO CYPRESS LANDING (ON WINDING LAKE CIRCLE), MAKE FIRST RIGHT TO STAY ON WINDING LAKE, FOLLOW TO HOUSE ON THE RIGHT.

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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.

Based on information submitted to the MLS GRID as of September 19, 2026 at 7:13 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information 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/agent presenting the information.

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