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$934,000

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

Full Property Details for 3739 Winding Lake Cir

General

  • Price: $934,000
  • HOA FEE: $60/month
  • HOA FEE FREQ.: Annually
  • Taxes: $6,942 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6426943
  • Updated: 9/19/2026
  • Added to Site: 46 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: In Ground, Salt Water, Screen Enclosure
  • Spa: Yes
  • Spa Description: 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
9/12/2026
Price Reduced
$934,000
-0.11%
MLS
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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*These costs are estimates, and the interest rates assume exceptional credit standing.

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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 $934,000 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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