Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,566 Sq. Ft.
  • Updated 3 hours ago
See This Home
Save This Home
See This Home
Save This Home
Set against a natural preserve, this Windermere home combines a flexible floor plan, thoughtful upgrades, and a backyard setting that feels removed from the everyday. Natural light fills the main living spaces, while distinctive ceiling beams in the dining room add warmth and character. A full bedroom and bathroom on the first floor provide flexible space for guests, extended stays, a private office, or everyday living. Upstairs, the spacious primary suite features two custom walk-in closets designed for exceptional storage and organization. Paid-off solar panels provide added energy efficiency without an additional solar payment, while fresh front landscaping enhances the home's curb appeal. Step outside to a backyard framed by preserve views, local wildlife, and an added sense of privacy. The home's mid-street position also creates a more tucked-away setting from the neighborhood entrances. Conveniently located in the Windermere and Horizon West area, the home offers easy access to shopping, dining, major roadways, and Walt Disney World. It brings together comfortable living, useful spaces, energy-conscious features, and a natural backdrop that is increasingly difficult to find.

Full Property Details for 9155 Outlook Rock Trail

General

  • Price: $795,000
  • HOA FEE: $83/month
  • HOA FEE FREQ.: Annually
  • Taxes: $11,335 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6438208
  • Updated: Today (9/10/2026)
  • Added to Site: Today

Rental Information

  • Min. Lease: 7 Months

Interior

  • Number of Rooms: 3
  • Interior Features: High Ceilings, L Dining, Open Floorplan, Stone Counters, Thermostat
  • Appliances: Range, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Carpet, Ceramic Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Exterior

  • Exterior Features: Sidewalk

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 34786 - Windermere
  • County: Orange
  • Development Name: 34786 - Windermere
  • Subdivision: WINDERMERE TRLS PH 5B
  • Driving Directions: Merge onto Stoneybrook W Pkwy. Turn left onto Winter Garden Vineland Rd and continue for approximately 6 miles. Turn right onto Silverlake Park Dr. At the traffic circle, take the 3rd exit onto Reams Rd. Turn right onto Gray Rock Trail, then turn left onto Outlook Rock Trail. Destination will be on the left.
  • Direction Faces: North

Community

  • Community Name: 34786 - Windermere
  • Community Features: Deed Restrictions, Playground, Pool
  • Association: Yes
  • Assoc. Name: Premier Management
  • Pet Restrictions: Buyer to verify pet restrictions with HOA/Property Management.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Cable TV Available

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: Two
  • Square Feet: 3,566
  • Sq. Ft. Source: Public Records
  • Year Built: 2014

Lot Features

  • Lot Size (Acres): 0.18
  • Lot Size (Sq. Ft.): 7,869
  • Lot Size: 7869
  • Street/Road Desc.: Asphalt

Financial Considerations

  • Association Fee: $990
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $11,335
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: WINDERMERE TRAILS PHASE 5B 81/32 LOT 90
  • Flood Zone Info: X
  • APN: 362327916100900
  • Property ID: 362327916100900

Listed by Serhant

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 9155 Outlook Rock Trail —

  • Serhant

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 9155 Outlook Rock Trail

School District:Orange County School District
NameGradesDistance
Bay Lake Elementary
12005 Silverlake Park Drive, Windermere, FL 34786
K-50.6 mi
Horizon West Middle School
8200 Tattant Boulevard, Windermere, FL 34786
6-81.3 mi
Windermere High School
5523 Winter Garden Vineland Road, Windermere, FL 34786
9-123.5 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 9155 Outlook Rock Trail Get Price Alerts and Save Property

Date
Details
Price
Change
Source
9/10/2026
Listed
$795,000
1.27%
MLS
3/16/2023
Sold
$785,000
—
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 9155 Outlook Rock Trail

Year
Property Taxes
Change
Tax Assessment
Change
2025
$11,335
—
$704,550
-1%
2025
$11,335
4%
$713,410
4%
2024
$10,909
18%
$685,237
7%
2023
$9,241
29%
$637,469
50%
2021
$7,180
-11%
$426,380
-19%
2022
$8,092
13%
$528,614
35%
2021
$7,180
21%
$391,856
2%
2019
$5,918
1%
$383,046
2%
2018
$5,863
1%
$375,904
2%
2017
$5,787
—
$368,172
2%
2016
$5,759
-2%
$360,599
1%
2015
$5,868
562%
$358,092
616%
2014
$886
—
$50,000
—
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.

Estimate the Cost for 9155 Outlook Rock Trail

$
Down Payment
%
$
%

$
$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Serhant

Similar Properties near 9155 Outlook Rock Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

4642 River Gem Ave, Windermere, FL 34786 - Photo 1
$798,000

4642 River Gem Ave  Windermere, FL 34786

  • Single Family
  • Active
  • 5
    Beds
  • 5
    Total Baths
  • 3,373
    Sq. Ft.
Listed by John Silva Realty & Associates
12832 Westside Village Loop, Windermere, FL 34786 - Photo 1
$760,000

12832 Westside Village Loop  Windermere, FL 34786

  • Single Family
  • Active
  • 5
    Beds
  • 4
    Total Baths
  • 3,705
    Sq. Ft.
Listed by Interealty Service
6208 Talaria Dr, Windermere, FL 34786 - Photo 1
$750,000

6208 Talaria Dr  Windermere, FL 34786

  • Single Family
  • Active
  • 5
    Beds
  • 4
    Total Baths
  • 3,373
    Sq. Ft.
Listed by Olympus Executive Realty Inc
8724 Peachtree Park Ct, Windermere, FL 34786 - Photo 1
$829,500

8724 Peachtree Park Ct  Windermere, FL 34786

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 3,315
    Sq. Ft.
Listed by Vesti Llc

Just Listed near 9155 Outlook Rock Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

2137 Velvet Leaf Dr, Ocoee, FL 34761 - Photo 1 Just Listed
$410,000
Open House

2137 Velvet Leaf Dr  Ocoee, FL 34761

  • Townhouse
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,958
    Sq. Ft.
Listed by National Real Estate
2747 Cullens Ct, Ocoee, FL 34761 - Photo 1 Just Listed
$459,999
Open House

2747 Cullens Ct  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 3 hours ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,678
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
1118 Little Spring Hill Dr, Ocoee, FL 34761 - Photo 1 Just Listed
$339,000

1118 Little Spring Hill Dr  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 2 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,393
    Sq. Ft.
Listed by Kns Realty Inc
1503 Adriatic Dr, Ocoee, FL 34761 - Photo 1 Just Listed
$435,000

1503 Adriatic Dr  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,378
    Sq. Ft.
Listed by Exit Real Estate Results

Price Reduced near 9155 Outlook Rock Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

10172 Windermere Chase Blvd, Gotha, FL 34734 - Photo 1 Price Reduced
-$20,150 (-2.88%)
$679,850

10172 Windermere Chase Blvd  Gotha, FL 34734

  • Single Family
  • Active
  • Updated 16 hours ago
  • 5
    Beds
  • 4
    Total Baths
  • 3,253
    Sq. Ft.
Listed by The Rosenbloom Team
2084 Water Tupelo Way, Ocoee, FL 34761 - Photo 1 Price Reduced
-$10,001 (-2.35%)
$414,899

2084 Water Tupelo Way  Ocoee, FL 34761

  • Townhouse
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 1,915
    Sq. Ft.
Listed by Century 21 Carioti
1311 Olympia Park Cir, Ocoee, FL 34761 - Photo 1 Price Reduced
-$900 (-0.17%)
$529,000

1311 Olympia Park Cir  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 3
    Total Baths
  • 2,365
    Sq. Ft.
Listed by Nesta Real Estate Consultants
2100 Laurel Blossom Cir, Ocoee, FL 34761 - Photo 1 Price Reduced
-$25,000 (-4.17%)
$574,900

2100 Laurel Blossom Cir  Ocoee, FL 34761

  • Single Family
  • Active
  • Updated 1 day ago
  • 6
    Beds
  • 5
    Total Baths
  • 3,753
    Sq. Ft.
Listed by Housewell.Com Realty Of Florida Llc

Recent Sales near 9155 Outlook Rock Trail

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

9047 Reflection Pointe Dr, Windermere, FL 34786 - Photo 1 Sold
$710,000

9047 Reflection Pointe Dr  Windermere, FL 34786

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,019
    Sq. Ft.
Listed by Charles Rutenberg Realty Orlando
Sold by Buyer Rebates Realty
9257 Outlook Rock Trail, Windermere, FL 34786 - Photo 1 Sold
$879,900

9257 Outlook Rock Trail  Windermere, FL 34786

  • Single Family
  • Closed
  • 5
    Beds
  • 5
    Total Baths
  • 3,619
    Sq. Ft.
Listed by Primus Cre Group
Sold by La Rosa Realty Llc
11816 Angle Pond Ave, Windermere, FL 34786 - Photo 1 Sold
$830,000

11816 Angle Pond Ave  Windermere, FL 34786

  • Single Family
  • Closed
  • 4
    Beds
  • 4
    Total Baths
  • 3,391
    Sq. Ft.
Listed by Real Broker, Llc
Sold by Shannon Musgrave
8737 Iron Mountain Trail, Windermere, FL 34786 - Photo 1 Sold
$725,000

8737 Iron Mountain Trail  Windermere, FL 34786

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,260
    Sq. Ft.
Listed by The Real Estate Collection Llc
Sold by La Rosa Realty Llc

9155 Outlook Rock Trail, Windermere, FL 34786 (MLS# O6438208) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 9155 Outlook Rock Trail is currently listed for $795,000 and was received on September 10, 2026. Want to learn more about 9155 Outlook Rock Trail? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

Tour this property