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$935,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 3,404 Sq. Ft.
  • Updated 1 day ago

Next open house:

Open House: 12:00 PM - 3:00 PM

Sunday 8/9 12:00 PM - 3:00 PM

3739 Winding Lake Circle,Orlando, FL 32835

3739 Winding Lake CircleOrlandoFL32835

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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!

Full Property Details for 3739 Winding Lake Cir

General

  • Price: $935,000
  • HOA FEE: $60/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,942 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6426943
  • Updated: 8/6/2026
  • Added to Site: 1 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 10
  • Interior Features: Eating Space In Kitchen, High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Family Room, Wood Burning
  • Appliances: Dishwasher, Disposal, Microwave, Range, Range Hood, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Shared Amenities: Basketball Court, Pickleball Court(s), Playground
  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground, Salt Water, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Irrigation System, Sidewalk, Sliding Doors
  • Deck/Patio: Enclosed, Patio
  • Porch/Patio/Deck: Enclosed, Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3
  • Parking Features: Driveway, Garage Door Opener

Location

  • Area: 32835 - Orlando/Metrowest/Orlo Vista
  • County: Orange
  • Development Name: 32835 - Orlando/Metrowest/Orlo Vista
  • Subdivision: CYPRESS LANDING PH 02
  • Driving 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.
  • Direction Faces: South

School Information

  • Elementary School: Windy Ridge Elem
  • Middle School: Chain of Lakes Middle
  • High School: Olympia High

Community

  • Community Name: 32835 - Orlando/Metrowest/Orlo Vista
  • Community Features: Deed Restrictions, Playground, Sidewalks, Tennis Court(s)
  • Optional Amenities: Basketball Court, Pickleball Court(s), Playground
  • Association: Yes
  • Assoc. Name: Carrie Culp
  • Pet Restrictions: Buyer/agent to verify with HOA

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected, Electricity Connected, Phone Available

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Concrete, Stucco
  • Roof: Shingle
  • Windows: Shutters
  • Stories/Levels: Two
  • Square Feet: 3,404
  • Sq. Ft. Source: Public Records
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 0.34
  • Lot Size (Sq. Ft.): 14,937
  • Lot Size: 14937
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $723
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $6,942.75
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: CYPRESS LANDING PHASE TWO 34/4 LOT 14
  • Flood Zone Info: X
  • APN: 102328191500140
  • Property ID: 102328191500140
  • Block/Lot/Section: 00/00

Listed by Exp Realty Llc

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Listing agent

— 3739 Winding Lake Cir —

  • Exp Realty Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 3739 Winding Lake Cir

School District:Orange County School District
NameGradesDistance
Windy Ridge K-8
3900 Beech Tree Drive, Orlando, FL 32835
K-80.3 mi
Chain Of Lakes Middle School
8700 Conroy Windermere Road, Orlando, FL 32835
6-80.8 mi
Olympia High School
4301 South Apopka Vineland Road, Orlando, FL 32835
9-120.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 3739 Winding Lake Cir Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/06/2026
Listed
$935,000
143.81%
MLS
6/05/2002
Sold
$383,500
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 3739 Winding Lake Cir

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,943
4%
$446,217
6%
2024
$6,658
7%
$422,241
3%
2023
$6,220
4%
$409,943
6%
2021
$5,961
-2%
$386,411
-3%
2022
$6,071
2%
$398,003
4%
2021
$5,961
2%
$381,076
2%
2019
$5,834
1%
$372,508
2%
2018
$5,770
2%
$365,562
2%
2017
$5,682
—
$358,043
2%
2016
$5,654
-2%
$350,679
1%
2015
$5,758
-1%
$348,241
1%
2014
$5,829
2%
$345,477
2%
2013
$5,719
—
$340,371
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Exp Realty Llc

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3739 Winding Lake Circle, Orlando, FL 32835 (MLS# O6426943) is a Single Family property with 4 bedrooms and 3 full bathrooms. 3739 Winding Lake Circle is currently listed for $935,000 and was received on August 06, 2026. Want to learn more about 3739 Winding Lake Circle? Do you have questions about finding other Single Family real estate for sale in Orlando? You can browse all Orlando real estate or contact a Coldwell Banker agent to request more information.

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