To schedule a showing of 9257 Outlook Rock Trail, Windermere, Florida, Call David Shippey at 863-521-4517 TODAY!

$879,999 Reduced -$19,991
9257 Outlook Rock Trail
Windermere, FL 34786
  • 5Beds
  • 5.00Total Baths
  • 4 Full, 1 HalfBaths
  • 3,619SqFt
  • 2017Year Built
  • 0.17Acres
  • MLS# S5143447
  • Residential
  • SingleFamilyResidence
  • Pending

  • Approx Time on Market4 months, 2 days
  • Area34786 - Windermere
  • CountyOrange
  • Subdivision Windermere Trls Ph 4b

Overview

Under contract-accepting backup offers. In the Highly Desirable Windermere Trails community we have this Stunning 5-Bedroom, 4.5-Bathroom. This luxurious and spacious residence is located in one of Windermeres most privileged and sought-after areas. It features open-concept living spaces, a gourmet kitchen with premium finishes, and a beautiful and cozy primary suite with a spa-style bathroom and a large walk-in closet. Step outside to a beautifully landscaped backyard, perfect for family gatherings and weekend BBQsoffering both comfort and style. The Windermere Trails community offers amazing amenities, including walking trails, dog parks, and playgroundsdesigned for an active, family-friendly lifestyle. Enjoy the convenience of being just minutes from top-rated schools, fine dining, shopping centers, and Orlandos world-class attractions. Luxury, comfort, and a prime locationall in one place. Move-in ready and waiting for you!



Agriculture / Farm

Association Fees / Info

Pets Allowed:  CatsOk, DogsOk

Association:  Yes

Bathroom Info

Total Baths:  5.00

Fullbaths:  4

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Exterior Features:  RainGutters

Fees / Restrictions

Financial

Original Price:  $899,990

Garage / Parking

Garage:  Yes

Green / Env Info

Interior Features

Fireplace Desc:  Electric, LivingRoom

Floors:  Laminate, Tile

Levels:  Two

Laundry Features:  LaundryRoom, UpperLevel

Interior Features:  OpenFloorplan

Appliances:  BarFridge, ConvectionOven, Cooktop, Dryer, Dishwasher, ElectricWaterHeater, Microwave, Refrigerator, WaterSoftener, WineRefrigerator, Washer

Lot Info

Direction Remarks:  I-4 Florida Take I-4 W and Winter Garden Vineland Rd to Via Trieste Dr in Horizon West 23 min (14.4 mi) Continue on Via Trieste Dr. Drive to Outlook Rock Trail 1 min (0.3 mi) 9257 Outlook Rock Trail Windermere

Lot Size Units:  Acres

Lot Size Acres:  0.17

Lot Sqft:  7,201

Misc

Other

Special Conditions:  None

Other Rooms Info

Property Info

Section:  36

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  Block

Stories:  2

Total Stories:  2

Foundation:  ConcretePerimeter

Human Modified:  Yes

Room Info

Total Rooms:  13

Sqft Info

Sqft:  3,619

Bulding Area Sqft:  7,201

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  130

Tax Legal Description:  WINDERMERE TRAILS PHASE 4B 87/126 LOT 213

Tax Block:  02

Tax Annual Amount:  487.79

Tax Book Number:  9173

Unit Info

Utilities / Hvac

Heating:  Central, Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir

Cooling:  Yes

Heating:  Yes

Utilities:  CableAvailable, Other

Waterfront / Water

Directions

I-4 Florida Take I-4 W and Winter Garden Vineland Rd to Via Trieste Dr in Horizon West 23 min (14.4 mi) Continue on Via Trieste Dr. Drive to Outlook Rock Trail 1 min (0.3 mi) 9257 Outlook Rock Trail Windermere

This listing courtesy of Primus Cre Group 

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Price & Status History (on davidshippey.com since Sun, Feb 8th 2026)
  • Original Price: $899,990
  • Current Price: $879,999
  • Price Reduced: $19,991
Date ChangedFromTo
06/10/2026ActivePending
05/28/2026$899,990 $879,999 Reduced by $19,991
05/04/2026PendingActive
04/30/2026ActivePending
02/12/2026PendingActive
02/12/2026ActivePending

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If you have any questions on 9257 Outlook Rock Trail, Windermere, Florida, please call David Shippey at 863-521-4517.


MLS# S5143447 located at 9257 Outlook Rock Trail, Windermere, Florida is brought to you by David Shippey REALTOR®

9257 Outlook Rock Trail, Windermere, Florida has 5 Beds, 4 Full Bath, and 1 Half Bath.
The MLS Number for 9257 Outlook Rock Trail, Windermere, Florida is S5143447.
The price for 9257 Outlook Rock Trail, Windermere, Florida is $879,999.
The status of 9257 Outlook Rock Trail, Windermere, Florida is Pending.
The subdivision of 9257 Outlook Rock Trail, Windermere, Florida is Windermere Trls Ph 4b.
The home located at 9257 Outlook Rock Trail, Windermere, Florida was built in 2026.