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Active · Single Family

3739 WINDING LAKE CIRCLE

ORLANDO, FL 32835

Beds
4 beds
Baths
3 baths
Area
3,404 sqft
Single FamilyBuilt 199714,937 sqft lot3-car garageCentral, ElectricCentral AirPoolFireplace$275/sqft26 days on market

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.

RRENA ValiQRENA ValiQ is an estimated value, blended from public sale comps, neighbourhood trend and this listing’s own metrics. It is a reference, not a guaranteed or asking price. The final number moves on diligence, terms and timing.Estimate

Sample estimate — not an appraisal

$959k
+2.5% vs asking
$903k low$1.01M high

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
Estimated monthly payment$5,367/mo
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.

DateEventPriceChange
Jul 23, 2026Listed$935,000

NeighbourhoodSample data

Reference scores for ORLANDO, FL. Schools, mobility and amenities feed live data once the dedicated provider connection lands.

Walk Score
86/ 100
Very walkable
Transit Score
45/ 100
Some transit
Bike Score
66/ 100
Bikeable
Elementary school
Windy Ridge Elem
Assigned school from the MLS record
Middle school
Chain of Lakes Middle
Assigned school from the MLS record
High school
Olympia High
Assigned school from the MLS record

Location

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