Date
Details
Price
Change
Source
7/01/2026
Listed
$5,200
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/42
$5,200
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Property Description
Welcome to this spacious 4-bedroom, 4-bathroom pool home in the desirable Cypress Landing community. Offering over 3,190 square feet of living space on a generously sized lot, this residence features high ceilings, multiple living and dining areas, abundant natural light, and a functional layout designed for comfortable everyday living. The screened pool and spa provide a private outdoor retreat, while the 3-car garage offers ample storage and parking. The kitchen and bathrooms have been updated over the years and the entire house is well-maintained with recent major system updates. A large upstairs bonus room with a full bathroom offers exceptional flexibility and can be used as a home office, media room, guest suite, playroom, or secondary living space. Conveniently located near Dr. Phillips, Windermere, major highways, shopping, dining, and Orlando's world-famous attractions, this property offers an exceptional combination of space and location. Residents are zoned for highly regarded Windy Ridge K-8 School and Olympia High School, making this an attractive option for families seeking access to some of the area's most sought-after schools. Lawn and pool maintenance are included in rental price. Available for immediate occupancy. Schedule your private showing today.
Full Property Details
Full Property Details for 3865 Winding Lake Cir
General
- Rent: $5,200
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6416752
- Updated: 7/13/2026
- Added to Site: 13 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
Interior
- Interior Features: High Ceilings, Kitchen and Family Room Combination, Primary Bedroom Main Floor, Solid Wood Cabinets, Stone Counters, Thermostat, Walk-In Closet(s), Window Treatments
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator, Washer
- Furnishings: Unfurnished
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: In Ground
- Spa: Yes
- Spa Description: In Ground
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Covered Spaces: 3
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side, Oversized
Location
- Area: 32835 - Orlando/Metrowest/Orlo Vista
- County: Orange
- Development Name: 32835 - Orlando/Metrowest/Orlo Vista
- Subdivision: CYPRESS LANDING PH 01
- Driving Directions: Please use GPS.
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: Playground, Tennis Court(s)
- Association: Yes
- Assoc. Name: Carrie Culp
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Structural Information
- Stories/Levels: One
- Square Feet: 3,194
- Sq. Ft. Source: Public Records
- Year Built: 1996
Lot Features
- Lot Size (Acres): 0.35
- Lot Size (Sq. Ft.): 15,310
- Lot Size: 15310
- Street/Road Desc.: Asphalt
Financial Considerations
- Lease Price: $5,200
- Assoc Fee Desc.: Required
- Application Fee: $65
- Security Deposit: $5,200
Disclosures and Reports
- APN: 102328191400110
- Property ID: 102328191400110
Listed by Florida Connexion Properties
Schools
Schools serving 3865 Winding Lake Cir
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windy Ridge K-8 3900 Beech Tree Drive, Orlando, FL 32835 | K-8 | 0.6 mi |
Chain Of Lakes Middle School 8700 Conroy Windermere Road, Orlando, FL 32835 | 6-8 | 0.8 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 0.8 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 3865 Winding Lake Cir
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- Single Family
- Active
- 4Beds
- 4Total Baths
- 3,103Sq. Ft.
Listed by Dalton Wade Inc
- Single Family
- Active
- 4Beds
- 4Total Baths
- 3,481Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
- Single Family
- Active
- Updated 7 days ago
- 4Beds
- 4Total Baths
- 2,501Sq. Ft.
Listed by Premium Properties R.E Service
- Single Family
- Active
- 4Beds
- 4Total Baths
- 2,824Sq. Ft.
Listed by Summerside Realty Llc
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- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,774Sq. Ft.
Listed by John Hurlburt (407) 579-3168
- Townhouse
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,266Sq. Ft.
Listed by Kimbridge Realty, Llc
- Single Family
- Active
- Updated 8 hours ago
- 3Beds
- 3Total Baths
- 1,345Sq. Ft.
Listed by Kelly Price & Company Llc
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,600Sq. Ft.
Listed by Compass Florida Llc
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- Condo
- Active
- Updated 2 days ago
- 2Beds
- 1Total Bath
- 768Sq. Ft.
Listed by Colonialtown Realty
- Single Family
- Active
- Updated 11 hours ago
- 3Beds
- 2Total Baths
- 1,158Sq. Ft.
Listed by Corcoran Premier Realty
![[Address not provided], Winter Park, FL 32792 - Photo 1](https://m.cbhomes.com/p/646/O6421826/88D31e8cA71444B/s23cc.webp)
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,266Sq. Ft.
Listed by Tah Florida Llc
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 3Total Baths
- 1,236Sq. Ft.
Listed by Paine-Anderson Properties, Inc
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 2,596Sq. Ft.
Listed by Re/Max Downtown
Sold by Engel & Voelkers Lakeland
Sold by Engel & Voelkers Lakeland
- Single Family
- Closed
- 5Beds
- 3Total Baths
- 2,772Sq. Ft.
Listed and Sold by Sanctum Realty Professionals Llc
- Single Family
- Closed
- 5Beds
- 4Total Baths
- 2,861Sq. Ft.
Listed and Sold by The Rosenbloom Team
- Single Family
- Closed
- Updated 11 days ago
- 4Beds
- 4Total Baths
- 3,232Sq. Ft.
Listed by Jc Florida Realty Llc
Sold by Jc Florida Realty Llc
Sold by Jc Florida Realty Llc
3865 Winding Lake Circle, Orlando, FL 32835 (MLS# O6416752) is a Single Family property with 4 bedrooms and 4 full bathrooms. 3865 Winding Lake Circle is currently listed for rent at $5,200 and was received on July 01, 2026. Want to learn more about 3865 Winding Lake Circle? Do you have questions about finding other real estate for sale or rent in Orlando? You can browse all Orlando rentals or contact a Coldwell Banker agent to request more information.