5199 LATROBE DR Windermere, FL $ 5,300,000
5199 LATROBE DR
$ 5,300,000
Recently Listed
Share Save

5199 LATROBE DR

Windermere, FL, 34786
$ 5,300,000
Bedrooms6 Baths6.1 Sq 4,665

Monthly Estimate*

$ 32,633

5199 LATROBE DR, Windermere, FL 34786 - Image 1
5199 LATROBE DR, Windermere, FL 34786 - Image 2
5199 LATROBE DR, Windermere, FL 34786 - Image 3
5199 LATROBE DR, Windermere, FL 34786 - Image 4
5199 LATROBE DR, Windermere, FL 34786 - Image 5
5199 LATROBE DR, Windermere, FL 34786 - Image 6
5199 LATROBE DR, Windermere, FL 34786 - Image 7
5199 LATROBE DR, Windermere, FL 34786 - Image 8
5199 LATROBE DR, Windermere, FL 34786 - Image 9
5199 LATROBE DR, Windermere, FL 34786 - Image 10
5199 LATROBE DR, Windermere, FL 34786 - Image 11
5199 LATROBE DR, Windermere, FL 34786 - Image 12
5199 LATROBE DR, Windermere, FL 34786 - Image 13
5199 LATROBE DR, Windermere, FL 34786 - Image 14
5199 LATROBE DR, Windermere, FL 34786 - Image 15
5199 LATROBE DR, Windermere, FL 34786 - Image 16
5199 LATROBE DR, Windermere, FL 34786 - Image 17
5199 LATROBE DR, Windermere, FL 34786 - Image 18
5199 LATROBE DR, Windermere, FL 34786 - Image 19
5199 LATROBE DR, Windermere, FL 34786 - Image 20
5199 LATROBE DR, Windermere, FL 34786 - Image 21
5199 LATROBE DR, Windermere, FL 34786 - Image 22
5199 LATROBE DR, Windermere, FL 34786 - Image 23
5199 LATROBE DR, Windermere, FL 34786 - Image 24
5199 LATROBE DR, Windermere, FL 34786 - Image 25
5199 LATROBE DR, Windermere, FL 34786 - Image 26
5199 LATROBE DR, Windermere, FL 34786 - Image 27
5199 LATROBE DR, Windermere, FL 34786 - Image 28
5199 LATROBE DR, Windermere, FL 34786 - Image 29
5199 LATROBE DR, Windermere, FL 34786 - Image 30
5199 LATROBE DR, Windermere, FL 34786 - Image 31
5199 LATROBE DR, Windermere, FL 34786 - Image 32
5199 LATROBE DR, Windermere, FL 34786 - Image 33
5199 LATROBE DR, Windermere, FL 34786 - Image 34
5199 LATROBE DR, Windermere, FL 34786 - Image 35
5199 LATROBE DR, Windermere, FL 34786 - Image 36
5199 LATROBE DR, Windermere, FL 34786 - Image 37
5199 LATROBE DR, Windermere, FL 34786 - Image 38
5199 LATROBE DR, Windermere, FL 34786 - Image 39
5199 LATROBE DR, Windermere, FL 34786 - Image 40
5199 LATROBE DR, Windermere, FL 34786 - Image 41
5199 LATROBE DR, Windermere, FL 34786 - Image 42
5199 LATROBE DR, Windermere, FL 34786 - Image 43
5199 LATROBE DR, Windermere, FL 34786 - Image 44
5199 LATROBE DR, Windermere, FL 34786 - Image 45
5199 LATROBE DR, Windermere, FL 34786 - Image 46
5199 LATROBE DR, Windermere, FL 34786 - Image 47
5199 LATROBE DR, Windermere, FL 34786 - Image 48
5199 LATROBE DR, Windermere, FL 34786 - Image 49
5199 LATROBE DR, Windermere, FL 34786 - Image 50
5199 LATROBE DR, Windermere, FL 34786 - Image 51
5199 LATROBE DR, Windermere, FL 34786 - Image 52
5199 LATROBE DR, Windermere, FL 34786 - Image 53
5199 LATROBE DR, Windermere, FL 34786 - Image 54
5199 LATROBE DR, Windermere, FL 34786 - Image 55
5199 LATROBE DR, Windermere, FL 34786 - Image 56
5199 LATROBE DR, Windermere, FL 34786 - Image 57
5199 LATROBE DR, Windermere, FL 34786 - Image 58
5199 LATROBE DR, Windermere, FL 34786 - Image 59
5199 LATROBE DR, Windermere, FL 34786 - Image 60
5199 LATROBE DR, Windermere, FL 34786 - Image 61
5199 LATROBE DR, Windermere, FL 34786 - Image 62
5199 LATROBE DR, Windermere, FL 34786 - Image 63
5199 LATROBE DR, Windermere, FL 34786 - Image 64
View a Virtual Tour

Single Family Home for sale in Windermere, FL

for $5,300,000 with 6 bedrooms and 6 full baths, 1 half bath. This 4,665 square foot home was built in 1993 on a lot size of 0.52.

Set within the gates of renowned Isleworth, this beautifully reimagined golf-front estate presents an exceptional opportunity to experience refined Central Florida living at its finest. Perfectly positioned along Isleworth’s celebrated championship golf course, the residence captures sweeping views of the fourth fairway while offering the privacy, comfort, and sophistication synonymous with the community’s distinguished lifestyle.Thoughtfully renovated and impeccably maintained, the home encompasses more than 6,600 square feet of combined indoor living and covered outdoor space, where contemporary finishes, designer lighting, and warm architectural details create an atmosphere that is both elegant and inviting. Every space has been intentionally curated—from the centrally located gourmet kitchen to the well-appointed utility spaces, resulting in a residence designed for effortless everyday living and elevated entertaining alike.The flexible floor plan offers exceptional versatility to suit a variety of lifestyles, accommodating configurations of up to six bedrooms, or alternatively a combination of bedrooms, office space, fitness room, or additional gathering areas. Six full baths and one half bath are finished with timeless materials and meticulous attention to detail throughout.At the heart of the home, the designer kitchen features sleek white cabinetry, quartz countertops, stainless steel appliances, and seamless connectivity to the expansive family room and casual dining area. Large glass openings invite natural light indoors while providing direct access to the screened lanai and resort-style pool environment beyond.The private primary suite serves as a luxurious retreat, highlighted by porcelain plank flooring, a spa-inspired bath with freestanding soaking tub and walk-in shower, and an oversized custom walk-in closet. Additional guest suites provide comfort and flexibility for family and visitors, while the home’s four-car garage and expansive motor court offer abundant space for automobile enthusiasts and guests alike.Outdoors, the estate transforms into a true private sanctuary. A newly redesigned saltwater pool and spa are enclosed within a custom lanai structure and complemented by an expansive new pool deck, creating a year-round setting for relaxation and entertaining. Lush landscaping, a fenced rear lawn, and panoramic golf course vistas further enhance the sense of serenity and exclusivity.Blending timeless elegance with modern livability, this exceptional Isleworth residence offers a rare combination of spacious design, privacy, and premier golf-front surroundings within one of the finest golf club communities in the world.

See more

Single Family Active

Price

$ 5,300,000

Bedrooms

6

Full Bath

6

Half Bath

1

Property Type

Single Family

Taxes

$ 37,240

Style

Traditional

Lot Size

0.52

Year Built

1993

Town/City

Windermere

County/Region

Orange

MLS | Web ID

O6409961

Features
General
Sewer Septic Tank
Heating Central Electric Zoned
Cooling Central Air Zoned
Utilities Cable Connected Electricity Connected Fiber Optics Natural Gas Connected Street Lights Water Connected
Roof Concrete Tile
Appliances Built-In Oven Dishwasher Disposal Exhaust Fan Microwave Refrigerator
Zoning P-D
HOA Fee 3672
Garage Spaces 4
Association Fee Includes 24-Hour Guard Cable TV Escrow Reserves Fund Internet Maintenance Grounds Maintenance Repairs Private Road Security
Patio/Porch Features Deck
Architectural Style Traditional
Pool Features Deck Gunite Heated In Ground Lighting Screen Enclosure
Security Features Gated Community Security Gate
Construction Materials Block Concrete Stucco
Pets Allowed Breed Restrictions
Year Built 1993
View Golf Course Water
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Community Boat Ramp Water Access Buyer Approval Required Community Mailbox Gated Community - Guard Golf Carts OK Golf Park
Assoc Fee Paid Per Quarterly
County Orange
New Construction false
Property Type Residential
Association Amenities Cable TV Fence Restrictions Gated Playground Security Vehicle Restrictions
Attached Garage true
Subdivision Name ISLEWORTH
Facing Direction Southeast
Garage Y/N true
Total Rooms 10
Full Baths 6
Status Active
Directions I-4 to Conroy Windermere Road west to Isleworth subdivision. Turn Right on Latrobe and home is on the Left or Right. Have drivers license or passport ready to for guard gate for entry.
High School Olympia High
City WINDERMERE
Association Name Dan O’Connell
Senior Community Y/N false
MLS Area 34786 - Windermere
Lot Size Units Square Feet
Lot Size Square Feet 22749
Carport Y/N false
Listing Terms Cash Conventional
Spa Features Heated In Ground
Elementary School Windermere Elem
Land Lease Y/N false
Tax Annual Amount 37240.92
Middle/Junior High School Chain of Lakes Middle
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://player.vimeo.com/video/1191725218?h=cecd1e93ef&badge=0&autopause=0&player_id=0&app_id=58479
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Vacant
Tax Lot 315
Legal Description ISLEWORTH 16/118 LOT 315
Water Access Type Lake - Chain of Lakes
Minimum Lease 8-12 Months
Water Access Y/N true
Monthly HOA Amount 1224
Water View Y/N false
Flood Zone Code X
DockY/N false
See more
Interior
Interior Amenities Primary Bedroom Main Floor Stone Counters Walk-In Closet(s)
Flooring Ceramic Tile
Furnished Y/N Unfurnished
Fireplace Features Living Room
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 1
Laundry Features Electric Dryer Hookup In Kitchen Laundry Room Washer Hookup
Total Bedrooms 6
Total Baths 7
See more
Exterior
Exterior Amenities French Doors Irrigation System Rain Gutters
Parking Features Driveway Split Garage
Lot Features Landscaped On Golf Course
Water Source Public
Lot Size Area 22749
Foundation Details Slab
Building Area Total 6622
Lot Size Acres 0.52
Road Surface Type Paved Asphalt
Private Pool true
Waterfront Y/N false
Covered Spaces 4
Road Frontage Type Street Paved
See more
* Excluded Features
List By
Isleworth Realty Llc

Broker

mlochmandy@isleworth.com

Email

Affordability Calculator

$35,736
Per Month
91%
9%
0%
Monthly Principal & Interest
$32,633
Monthly Property Taxes
$3,103
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
0 Elementary School
0 Middle School
Olympia High High School High School
Pricing History
DatePricePrice ChangeDescription
5/27/2026$5,300,000 Listed Price

Map


See all

5199 LATROBE DR, Windermere, FL, 34786 is a Single Family Home for sale at $5,300,000 with 4,665 sqft and a lot size of 0.52. 5199 LATROBE DR has 6 bedrooms, 6.1 baths, and was built in 1993. The property's zip code is 34786 which is in Windermere, FL