3739 WINDING LAKE CIRCLE
ORLANDO, FL 32835
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!
Facts & features
Interior
- Bedrooms
- 4
- Bathrooms
- 3
- Living area
- 3,404 sqft
- Heating
- Central, Electric
- Cooling
- Central Air
- Flooring
- Carpet, Ceramic Tile
- Fireplace
- Yes
- Stories
- 2
- Features
- Eat-in Kitchen, High Ceilings, Kitchen/Family Room Combo, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets…
- Appliances
- Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
Exterior & lot
- Lot size
- 14,937 sqft (0.34 ac)
- Pool
- Yes
- Roof
- Shingle
- Construction
- Block, Concrete, Stucco
- Exterior
- Sidewalk, Sliding Doors
Parking
- Garage
- 3 spaces
Financial
- HOA dues
- $723 / annually
- Annual tax
- $6,943 (2025)
- Price / sqft
- $275/sqft
Utilities
- Water
- Public
- Sewer
- Septic Tank
- Utilities
- Cable Connected, Electricity Connected, Phone Available
Property
- Property type
- Single Family
- Year built
- 1997
- Subdivision
- CYPRESS LANDING PH 02
- County
- Orange
Assigned schools
- Elementary
- Windy Ridge Elem
- Middle
- Chain of Lakes Middle
- High
- Olympia High
Listing
- Status
- Active
- Days on market
- 3 days
- MLS #
- MFR800606143
- Source
- Stellar MLS
Listed by Jacquie Sosa · EXP REALTY LLC
Listing data provided by Stellar MLS. Information deemed reliable but not guaranteed.
Sample estimate — not an appraisal
Based on 21 comparable sales within 2 miles of ORLANDO, FL, this home is priced under RENA ValiQ.
Reference only. Estimates blend public sale comps, neighbourhood trend and the listing’s own metrics. Final price moves on diligence, terms and timing — RENA is your second read, not your agent.
Estimate your monthly cost
PITI + HOA- Principal & interest
- $4,728/mo
- Property tax
- $579/mo
- Home insurance
- $0/mo
- HOA dues
- $60/mo
Opens at 20% down over 30 years at 6.5%, the same assumptions as the answers below. Property tax is this listing's own bill; insurance is left out until you enter a quote, because Florida premiums turn on roof age, elevation and carrier. Every field is editable.
Ask about this property
Answered from this listing’s own figures and the sales around it.
Price history
From the property’s MLS record.
| Date | Event | Price | Change |
|---|---|---|---|
| Jul 23, 2026 | Listed | $935,000 | — |
NeighbourhoodSample data
Reference scores for ORLANDO, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.
Location
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