9088 Outlook Rock Trail

$3,950
Price
5
Beds
2,800 Sq. Ft.
$17 / Sq. Ft.
2,800
Sq. Ft.
$17
per Sq. Ft.

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...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.

Property Details for 9088 Outlook Rock Trail

Subdivision Name
WINDERMERE TRAILS PHASE 5A 80/102 LOT 39
Garage Spaces
2
Waterfront
No
Furnished
Unfurnished
LISTING UPDATED: 12/07/2025 08:27 AM

Property Details for 9088 Outlook Rock Trail

StatusActive
MLS #O6365212
Days on Market10
Rental Incentives-
Available Date12/15/2025
Lease Term12 Months
Furnished-
Compass TypeRental
MLS TypeResidential Lease / Single Family Residence
Year Built2014
Lot Size0.14 AC / 6,098 SF
CountyOrange County

Location

Listing Courtesy of EPIQUE REALTY, INC., Maria Serrano-Whitehead
Add your commute

Building Information for 9088 Outlook Rock Trail

Building/Complex9088 Outlook Rock TrailFloor-Stories-Pet Policy-Pet Policy DetailsCats OK,Dogs OK,Pet DepositYear Built2014Building Size-Lot Size0.14 AC / 6,098 SF

Property Information for 9088 Outlook Rock Trail

Summary
Location and General Information
  • Building Area Source: Public Records
  • Building Area Total: 3601.0
  • Building Area Units: Square Feet
  • Community Features: Clubhouse, Park, Playground, Pool
  • 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
  • Elementary School: Bay Lake Elementary
  • Middle Or Junior School: Horizon West Middle School
  • High School: Windermere High School
  • Mls Major Change Type: New Listing
  • Major Change Type: New Listing
  • Long Term YN: true
  • Listing Service: Full Service
  • Senior Community: No
  • Unit Number: No
  • Street Number: 9088
  • Street Name: OUTLOOK ROCK
  • Street Suffix: TRAIL
  • State: FL
  • City: WINDERMERE
Parking
  • Attached Garage: Yes
  • Carport: No
  • Garage: Yes
Taxes and HOA Information
  • Additional Pet Fees: $50 monthly for small size (16-35 lbs) $75 monthly for medium size (36-60 lbs) $150 monthly for large size (61 -100+)
  • Association Approval Required: No
  • Association Fee Requirement: None
  • Association Name: Signature Mgmt
  • Association Phone: 407.333.7787
  • Association: Yes
  • Number Of Pets: 2
  • Pet Deposit Fee: $150
  • Pet Fee Non Refundable: $150
  • Pet Size: Medium (36-60 Lbs.)
Virtual Tour
Property
Lot Information
  • Parcel Number: 362327916000390
  • Water Access: No
  • Water Extras: No
  • Living Area: 2800
Property and Assessments
  • Year Built Numeric: 2014
  • New Construction: No
  • Owner Pays: Grounds Care, Other
Utilities
  • Utilities: Cable Available, Electricity Available, Public, Water Available
Interior and Exterior Features
Exterior Features
  • Levels: Two
  • Pool Private: No
  • Pool: Community
  • Pool Private: Yes
  • Security Deposit: $4,250
  • Waterfront Feet Total: 0
Interior Features
  • Bedrooms Total: 5
  • Bathrooms Full: 4
  • Appliances: Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Ice Maker, Microwave, Range Hood, Refrigerator, Washer
  • Cooling: Central Air
  • Flooring: Carpet, Ceramic Tile
  • Heating: Central, Electric
  • 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
  • Laundry Features: Laundry Room, Upper Level
  • Living Area Source: Public Records
  • Living Area Units: Square Feet
  • Room Count: 12.0
  • Water View: No
  • Window Features: Blinds
  • Bathrooms Half: 0
Rental
Rental Information
  • Tenant Pays: Cleaning Fee
  • Pets Allowed: Cats OK, Dogs OK, Pet Deposit
  • Max Pet Weight: 60

Property History for 9088 Outlook Rock Trail

DateEvent & SourcePriceAppreciation
Dec 5, 2025

Listed (Active)

MFRMLS #O6365212

$3,950—
Dec 4, 2025

Temporarily Off Market

MFRMLS #O6365212

—
Dec 3, 2025

Listed (Active)

MFRMLS #O6365212

$3,950—
Mar 23, 2020

Rented

MFRMLS #O5842526

$2,550—
Mar 17, 2020

Pending

MFRMLS #O5842526

—
Feb 7, 2020

Listed (Active)

MFRMLS #O5842526

$2,550—
Apr 1, 2017

Rented

MFRMLS #S4841597

$2,400—
Jan 28, 2017

Listed (Active)

MFRMLS #S4841597

$2,400—
Dec 15, 2014

Rented

MFRMLS #S4803749

$2,300—
Aug 30, 2014

Listed (Active)

MFRMLS #S4803749

$2,400—
DateEvent & SourcePrice
12/05/2025

Listed (Active)

MFRMLS #O6365212

$3,950
12/04/2025

Temporarily Off Market

MFRMLS #O6365212

—
12/03/2025

Listed (Active)

MFRMLS #O6365212

$3,950
03/23/2020

Rented

MFRMLS #O5842526

$2,550
03/17/2020

Pending

MFRMLS #O5842526

—
02/07/2020

Listed (Active)

MFRMLS #O5842526

$2,550
04/01/2017

Rented

MFRMLS #S4841597

$2,400
01/28/2017

Listed (Active)

MFRMLS #S4841597

$2,400
12/15/2014

Rented

MFRMLS #S4803749

$2,300
08/30/2014

Listed (Active)

MFRMLS #S4803749

$2,400

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 9088 Outlook Rock Trail

This home is within Orange County Public Schools.
Rating
School
Type
Grades
Distance
Public - PK to 5
Charter - K to 8
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Bay Lake Elementary
PublicPK to 5

Cornerstone Academy Charter
CharterK to 8

Horizon West Middle School
Public6 to 8

Windermere High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

9088 Outlook Rock Trail is available for rent in Windermere, FL 34786. This property was listed on December 3, 2025 by EPIQUE REALTY, INC., it's currently listed at $3,950. It has been on the market for a total of 10 days and was last rented on March 23, 2020. This listing's school district is Orange County Public Schools. Nearby schools include Bay Lake Elementary, Cornerstone Academy Charter and Horizon West Middle School. 9088 Outlook Rock Trail is a 5-bed, 4-bath, 2,800 sqft a property built in 2014.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the owner. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of EPIQUE REALTY, INC., Maria Serrano-Whitehead

The information being provided by MFRMLS and Daytona Multiple Listing Service is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties the consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of MFRMLS or Daytona Multiple Listing Service. Real estate listings held by brokerage firms other than this site owner are marked with the IDX/MLS logo. Information deemed reliable but is not guaranteed accurate by MFRMLS or Daytona Multiple Listing Service. Last updated: 12/07/2025 08:27 AM