3739 Winding Lake Circle, FL3739 Winding Lake Circle, FL3739 Winding Lake Circle, FL
Stellar MLS
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$935,000

3739 Winding Lake Circle

Orlando, FL 32835

Listing updated: August 8, 2026 at 3:05 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$275/sqft
Single Family Residence

Property type

1997

Year built

14,937 sqft

Lot size

$275

Price / sq ft

$60/mo

HOA dues

2

Days on market

3

Garage spaces

X

Flood zone

About this home

Move in, unpack, and start enjoying the Florida lifestyle from day one! This beautifully updated pool home takes the stress out of renovations giving you more time to do what you love. Nestled in the highly sought-after Cypress Landing community, this exceptional residence sits on an oversized lot with peaceful green space behind it, offering the privacy of no rear neighbors. With four bedrooms, a dedicated office that can easily serve as a fifth bedroom, three full bathrooms, and a versatile upstairs bonus room, there's plenty of space to fit your lifestyle. Step inside to a bright, open floor plan featuring soaring ceilings, elegant formal living and dining rooms, and a spacious family room centered around a cozy wood burning fireplace. The thoughtfully designed three way split floor plan provides comfort and privacy for everyone. The kitchen is complete with granite countertops, a decorative tile backsplash, abundant cabinetry, stainless steel appliances and generous prep space. At the end of the day, retreat to the primary suite, where the spa inspired bathroom, with its pristine soaking tub, creates the perfect place to relax and recharge. Upstairs bonus room offers endless possibilities as a home office, media room, fitness area, playroom, or hobby space, adapting easily to your changing needs. Just wait until you see all you have out back! The expansive lanai sets the stage for unforgettable gatherings, featuring a custom heated pool and spa that's perfect for everything from weekend barbecues to relaxing evenings. Living in Cypress Landing means enjoying both comfort and convenience. Windy Ridge K–8 School is just a short walk away. You're only about eight minutes from Universal Studios, ten minutes from Orlando's renowned Restaurant Row and just a short 20 minute drive to Walt Disney World and SeaWorld. ROOF - 2012, HVAC 2018. Schedule your private showing today!

Estimated monthly payment

Principal & interest$4,728
Property taxes$579
Home insurance (est.)$429
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 history2 days on market

  1. Status: Active
    Aug 6, 2026
  2. Listed$935,000
    Aug 6, 2026
  3. Price increased$935,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
2
Subdivision
Cypress Landing Ph 02
County
Orange
Year built
1997
Living area
3,404 sq ft
Price/sq ft
$275
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, Sliding Doors
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
2026-08-06
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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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.

Based on information submitted to the MLS GRID as of August 8, 2026 at 3:05 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.

All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.

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