Date
Details
Price
Change
Source
12/05/2025
Listed
$3,950
—
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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1/39
$3,950
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Property Description
One or more photo(s) has been virtually staged. The moment you step inside this 5-bedroom, 4-bath luxury home in the heart of Windermere-a rare opportunity for anyone relocating to the Orlando - is the moment you may change your mind about living anywhere else in Central Florida. This residence offers top-rated schools, tree-lined walking trails with sparkling lake views, a resort-style community pool, a clubhouse, and less than 10 minutes from Disney. Inside, the layout is exceptional-two private en-suite master bedrooms, perfect for multi-generational living, guests, or anyone who values privacy. Step outside and you'll find a massive paved back patio ideal for hosting unforgettable gatherings, weekend BBQs, or simply unwinding in the evenings. To make life even easier, lawn care and air filter service are included.
Full Property Details
Full Property Details for 9088 Outlook Rock Trail
General
- Rent: $3,950
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6365212
- Updated: 12/8/2025
- Added to Site: 42 day(s) ago
Rental Information
- Lease/Rent Term: 12 Months
- Min. Lease: 8-12 Months
Interior
- Number of Rooms: 12
- Interior Features: Cathedral Ceiling(s), Dry Bar, Eating Space In Kitchen, Living Room/Dining Room Combo, PrimaryBedroom Upstairs, Thermostat, Walk-In Closet(s), Window Treatments
- Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range Hood, Refrigerator, Washer
- Furnishings: Unfurnished
- Flooring: Carpet, Ceramic Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 5
Other Rooms
- Laundry: Laundry Room, Upper Level
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WINDERMERE TRAILS PHASE 5A 80/102 LOT 39
- Driving Directions: From Orlando Int'l Airport Take Access Rd/Jeff Fuqua Blvd, FL-417 S, FL-535 N/S Apopka Vineland Rd and Winter Garden Vineland Rd to Gray Rock Trail. Turn right then a left to Outlook Rock Trail. 9088 Outlook Rock Trail will be on your right hand side. ? Drive to Outlook Rock Trail
School Information
- Elementary School: Bay Lake Elementary
- Middle School: Horizon West Middle School
- High School: Windermere High School
Community
- Community Name: 34786 - Windermere
- Community Features: Clubhouse, Park, Playground, Pool
- Association: Yes
- Assoc. Name: Signature Mgmt
- Number of Pets: 2
- Pet Restrictions: 60lbs.
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Utility Description: Cable TV Available, Electricity Available, Public, Water Available
Structural Information
- Windows: Blinds
- Stories/Levels: Two
- Square Feet: 2,800
- Sq. Ft. Source: Public Records
- Year Built: 2014
Lot Features
- Lot Size (Acres): 0.14
- Lot Size (Sq. Ft.): 6,098
- Lot Size: 6098
- Street/Road Desc.: Asphalt
Financial Considerations
- Lease Price: $3,950
- Assoc Fee Desc.: None
- Application Fee: $75
- Security Deposit: $4,250
- Pet Deposit: $150
Disclosures and Reports
- APN: 362327916000390
- Property ID: 362327916000390
Listed by Epique Realty, Inc.
Schools
Schools serving 9088 Outlook Rock Trail
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Bay Lake Elementary 12005 Silverlake Park Drive, Windermere, FL 34786 | K-5 | 0.5 mi |
Horizon West Middle School 8200 Tattant Boulevard, Windermere, FL 34786 | 6-8 | 1.2 mi |
Windermere High School 5523 Winter Garden Vineland Road, Windermere, FL 34786 | 9-12 | 3.4 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price History for 9088 Outlook Rock Trail
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- Single Family
- Active
- 5Beds
- 4Total Baths
- 3,689Sq. Ft.
Listed by La Rosa Realty Kissimmee
- Single Family
- Active
- Updated 10 days ago
- 5Beds
- 4Total Baths
- 3,536Sq. Ft.
Listed by Florida Dreams Realty Grp Inc
- Single Family
- Active
- Updated 9 days ago
- 5Beds
- 5Total Baths
- 2,961Sq. Ft.
Listed by Weichert Realtors Hallmark Pro
- Single Family
- Active
- 5Beds
- 5Total Baths
- 3,312Sq. Ft.
Listed by Florida Connexion Properties
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 1Total Bath
- 1,217Sq. Ft.
Listed by Main Street Renewal Llc
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 3Total Baths
- 2,642Sq. Ft.
Listed by East Pearl Realty
- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 3Total Baths
- 1,904Sq. Ft.
Listed by Lafayette Realty Group Llc
- Single Family
- Active
- Updated 2 days ago
- 5Beds
- 4Total Baths
- 2,860Sq. Ft.
Listed by Summerhill Realty Group Llc
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- Single Family
- Active
- Updated 2 days ago
- 2Beds
- 1Total Bath
- 851Sq. Ft.
Listed by Wilson Management Group
- Single Family
- Active
- Updated 5 days ago
- 4Beds
- 3Total Baths
- 2,208Sq. Ft.
Listed by Valiant Realty Group Llc
- Condo
- Active
- Updated 3 days ago
- 2Beds
- 2Total Baths
- 1,031Sq. Ft.
Listed by Florida Connexion Properties
- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 3Total Baths
- 2,329Sq. Ft.
Listed by Real Property Management and Realty
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- Single Family
- Closed
- 4Beds
- 3Total Baths
- 3,057Sq. Ft.
Listed and Sold by Epique Realty, Inc.
- Single Family
- Closed
- 5Beds
- 4Total Baths
- 3,793Sq. Ft.
Listed and Sold by Kardosh Realty
- Single Family
- Closed
- Updated 11 days ago
- 4Beds
- 4Total Baths
- 3,144Sq. Ft.
Listed and Sold by Kardosh Realty
- Single Family
- Closed
- 4Beds
- 4Total Baths
- 2,911Sq. Ft.
Listed by Topsky Realty Inc
Sold by Exp Realty Llc
Sold by Exp Realty Llc
9088 Outlook Rock Trail, Windermere, FL 34786 (MLS# O6365212) is a Single Family property with 5 bedrooms and 4 full bathrooms. 9088 Outlook Rock Trail is currently listed for rent at $3,950 and was received on December 05, 2025. Want to learn more about 9088 Outlook Rock Trail? Do you have questions about finding other real estate for sale or rent in Windermere? You can browse all Windermere rentals or contact a Coldwell Banker agent to request more information.