$5,300,000

5199 Latrobe Dr

Windermere, FL 34786

Active
6
Beds
7
Baths
4,665
Sq Ft
0.52
Acres
1993
Built
Water accessPrivate poolFireplace4-car garage$1,136/sqft
🏠Single Family Residence

Property type

🏗️1993

Year built

📐22,749 sqft

Lot size

📊$1,136

Price / sq ft

🏘️$1,224/mo

HOA dues

📅1

Day on market

🚗4

Garage spaces

🌊X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$26,800
Property taxes$3,103
Home insurance (est.)$2,429
HOA dues$1,224

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history1 days on market

  1. Status: Active
    May 27, 2026
  2. Listed$5,300,000
    May 27, 2026
  3. Price increased$5,300,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
1
Subdivision
Isleworth
County
Orange
Year built
1993
Living area
4,665 sq ft
Price/sq ft
$1,136
Building area
6,622 sq ft (Public Records)
Lot size
22,749 sq ft
Lot category
1/2 to less than 1
Flood zone
X
Garage
4 spaces
Pool
Private pool
Annual taxes
$37,241 (2025)
Parcel #
16-23-28-3899-03-150
Zoning
P-D
MLS #
O6409961

Interior Details

Bedrooms
6
Full bathrooms
6
Half bathrooms
1
Flooring
Ceramic Tile
Appliances
Built-In Oven, Dishwasher, Disposal, Exhaust Fan, Microwave, Refrigerator
Interior features
Primary Bedroom Main Floor, Stone Counters, Walk-In Closet(s)
Laundry
Electric Dryer Hookup, In Kitchen, Laundry Room, Washer Hookup
Stories / Levels
One
Direction faces
Southeast
Fireplace
Yes

Heating & Cooling

Heating
Central, Electric, Zoned
Cooling
Central Air, Zoned

Parking

Garage spaces
4
Attached garage
Yes
Parking features
Driveway, Garage

HOA & Financial

HOA fee
$3,672 / Quarterly
Monthly HOA
$1,224/mo
Total monthly fees
$1,224/mo
Total annual fees
$14,688
HOA name
Dan O’Connell
CDD
No
Min lease term
8-12 Months
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Per Isleworth Community Association (ICA)
Approval process
Per Isleworth Community Association (ICA)

Exterior & Construction

Exterior features
French Doors, Rain Gutters
Construction materials
Block, Concrete, Stucco
Roof
Concrete, Tile
Foundation
Slab
Pool
Private pool
Water access
Yes
Road surface
Asphalt

Utilities

Sewer
Septic Tank
Water source
Public
Utilities
Cable Connected, Electricity Connected, Fiber Optics, Natural Gas Connected, Water Connected

Community

Pets allowed
Breed Restrictions

Schools

ElementaryAWindermere ElemGreatSchools ↗
MiddleCChain of Lakes MiddleGreatSchools ↗
High SchoolAOlympia HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
Primary BedroomFirst
Bedroom 1First
Bedroom 2First
Bedroom 3First
Bedroom 4First
Bedroom 5First
Family RoomFirst
KitchenFirst
Living RoomFirst
Dining RoomFirst

Listing Details

Listing date
2026-05-25
On market date
2026-05-27
Original list price
$5,300,000
Occupant type
Vacant
MLS area
34786 - Windermere
Listing AOR
Orlando Regional
Status changed
2026-05-27
Tax legal description
ISLEWORTH 16/118 LOT 315

Flood risk

Minimal riskFEMA Zone X

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 28, 2026 at 4:03 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA