Virtually Staged. Pre-Construction. To be built. Poised on a remarkable .69-acre homesite along the shores of Lake Bessie, this exceptional new residence offers a rare opportunity to create a substantial private estate in one of Isleworth’s most coveted lakefront settings.
Designed and to be built by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts.
Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall, formal dining room, family room, expansive kitchen, private study and serene primary retreat. Soaring architectural spaces and multiple covered balconies create a natural connection to the lakefront setting.
The lower level is envisioned as a private destination for leisure, with a beautifully appointed theater delivering an immersive viewing experience, complemented by a separate popcorn and snack room for added convenience and fun. A generous entertainment area, bar, summer kitchen, gym, yoga/Pilates studio, sauna and spa complete the level. The upper floor offers a second primary suite, additional bedroom suites, viewing lounge and PJ lounge.
The outdoor living space is designed to maximize the breathtaking lakefront setting. Landlocked and private, Lake Bessie offers an intimate waterfront experience for boating, water sports and fishing, with no public access to the lake.
This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence while personalizing select finishes as the residence takes shape.
Within Isleworth’s 600-acre residential community, Isleworth Golf & Country Club, consistently recognized among the world’s finest private clubs, offers an exceptional lifestyle, with Membership offered separately and subject to application and approval.
Designed and to be built by Supreme International Construction, the residence will encompass approximately 15,337 square feet of living space across three levels, with six bedrooms, including two private primary suites, an elevator and a four-car garage accommodating up to eight vehicles with lifts.
Created for both grand entertaining and effortless everyday living, the main level will feature a dramatic great hall, formal dining room, family room, expansive kitchen, private study and serene primary retreat. Soaring architectural spaces and multiple covered balconies create a natural connection to the lakefront setting.
The lower level is envisioned as a private destination for leisure, with a beautifully appointed theater delivering an immersive viewing experience, complemented by a separate popcorn and snack room for added convenience and fun. A generous entertainment area, bar, summer kitchen, gym, yoga/Pilates studio, sauna and spa complete the level. The upper floor offers a second primary suite, additional bedroom suites, viewing lounge and PJ lounge.
The outdoor living space is designed to maximize the breathtaking lakefront setting. Landlocked and private, Lake Bessie offers an intimate waterfront experience for boating, water sports and fishing, with no public access to the lake.
This rare pre-construction opportunity offers the privilege of securing an extraordinary lakefront residence while personalizing select finishes as the residence takes shape.
Within Isleworth’s 600-acre residential community, Isleworth Golf & Country Club, consistently recognized among the world’s finest private clubs, offers an exceptional lifestyle, with Membership offered separately and subject to application and approval.
Property Details
Price:
$18,750,000
MLS #:
O6441249
Status:
Active
Beds:
6
Baths:
8
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLEWORTH
Neighborhood:
34786windermere
Listed Date:
Sep 14, 2026
Finished Sq Ft:
15,337
Total Sq Ft:
20,324
Lot Size:
29,911 sqft / 0.69 acres (approx)
Year Built:
See this Listing
Schools
Elementary School:
Windermere Elem
Middle School:
Chain of Lakes Middle
High School:
Olympia High
Interior
Appliances
Built-In Oven, Convection Oven, Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Freezer, Ice Maker, Microwave, Range, Range Hood, Refrigerator, Trash Compactor, Washer, Wine Refrigerator
Bathrooms
7 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air, Zoned
Flooring
Tile
Heating
Central, Electric, Natural Gas
Interior Features
Elevator, Open Floorplan, Primary Bedroom Main Floor, PrimaryBedroom Upstairs, Sauna, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Common Area, Inside, Laundry Room
Levels
Three Or More
Exterior
Association Amenities
Cable TV, Playground
Attached Garage YN
1
Community Features
Private Boat Ramp, Water Access, Community Mailbox, Deed Restrictions, Gated Community – Guard, Golf Carts OK, Golf, Playground
Construction Materials
Block
Covered Spaces
4
Direction Faces
East
Exterior Features
Balcony, Fire Pit, Lighting, Outdoor Kitchen
Garage Spaces
4
Lot Features
Near Golf Course
New Construction YN
1
Roof
Other
View
Water
Waterfront Features
Lake Front
Financial
HOA Fee
$3,672
HOA Fee Frequency
Quarterly
HOA Includes
24-Hour Guard, Cable TV, Escrow Reserves Fund, Internet, Maintenance Grounds, Maintenance Repairs, Security
HOA Name
Dan O’Connell
HOA Name 2
ICA
HOA Phone
407-909-2071
HOA Phone 2
407-909-2071
Tax Year
2026
Taxes
$18,230
Map
Community
- Address5036 LATROBE DRIVE WINDERMERE FL
- SubdivisionISLEWORTH
- CityWINDERMERE
- CountyOrange
- Zip Code34786
Subdivisions in WINDERMERE
- ALADAR ON LAKE BUTLER
- ASHLIN PARK
- ASHLIN PARK PH 2
- BALMORAL
- BELLARIA
- BELMERE VILLAGE
- BELMERE VILLAGE G-5
- BELMERE VILLAGE G2 48 65
- BUTLER BAY
- BUTLER BAY,WINDERMERE CLUB
- BUTLER RIDGE
- CARRINGTON
- CARRINGTON 80/53 TRACT B
- CASA DEL LAGO
- CASA DEL LAGO REP
- CASA DEL LAGO-REPLAT
- CASABELLA
- CASABELLA PH 2
- CHAINE DU LAC
- DAVIS SHORES
- DOWN ACRES ESTATES
- DOWN POINT SUB
- EDEN ISLE
- EDEN ISLE BOAT RAMP
- EDENS HAMMOCK
- ENCLAVE
- ENCLAVE/BERKSHIRE PARK B G H I
- ESTANCIA/WINDERMERE
- ESTATES AT LAKE CLARICE
- ESTATES AT WINDERMERE
- FARMS
- GARDENS/ISLEWORTH UN #2
- GLENMUIR
- GLENMUIR 48 39
- GLENMUIR UT 02 51 42
- GOTHA TOWN
- ISLES WINDERMERE
- ISLEWORTH
- ISLEWORTH WEST
- KEENE’S POINTE
- KEENES POINT
- KEENES POINTE
- KEENES POINTE 46/104
- KEENES POINTE UNIT 03 46/104
- LAKE BURDEN SOUTH PH 2
- LAKE BURDEN SOUTH PH I
- LAKE BUTLER ESTATES
- LAKE BUYNAK ESTATES
- LAKE CAWOOD COVE
- LAKE CAWOOD ESTATES
- LAKE CAWOOD ESTS REP
- LAKE CRESCENT RESERVE
- LAKE CYPRESS COVE PH 03
- LAKE DAVIS RESERVE A & B
- LAKE DOWN COVE
- LAKE DOWN ESTATES
- LAKE DOWN POINTE 50 42
- LAKE DOWN SHORES
- LAKE DOWN SHORES REP
- LAKE HANCOCK SHORES
- LAKE OLIVIA RESERVE
- LAKE SAWYER
- LAKE SAWYER SOUTH
- LAKE SAWYER SOUTH PH 01
- LAKE SAWYER SOUTH PH 03
- LAKE SAWYER SOUTH PH 05
- LAKE SAWYER SOUTH PH 1
- LAKE SAWYER SOUTH PH 2
- LAKE SAWYER SOUTH PH 3
- LAKE SAWYER SOUTH PH 5
- LAKES OF WINDERMERE LAKE REAMS TOWNHOMES PHASE 3
- LAKES OF WINDERMERE PEACHTREE
- LAKES OF WINDERMERE PH 2A
- LAKES WINDERMERE PH 01 49 108
- LAKES/WINDERMERE LAKE REAMS TWNH
- LAKES/WINDERMERE PH 02A
- LAKES/WINDERMERE PH 03 P & Q
- LAKES/WINDERMERE-LK REAMS TWHM
- LAKES/WINDERMERE-LK REAMS TWNH
- LAKES/WINDERMERE-PEACHTREE
- LAKESIDE AT LAKES OF WINDERMERE
- LAKESIDE AT LAKES OF WINDERMERE CONDOMINIUM
- LAKESIDE VILLAS
- LAKESIDE/LKS
- LAKESIDE/LKS/WINDERMERE
- LEGADO
- LEGADO 95/47 LOT 100
- LEGADO 95/47 LOT 99
- MANORS AT BUTLER BAY PH 01
- MANORS AT BUTLER BAY PH 02
- MARINA BAY ESTATES
- MARSH SUB
- MERRICK LNDG
- METCALF PARK REP
- OASIS COVE I/LAKESIDE VILLAGE PH 01
- OASIS COVE II/LAKESIDE VILLAGE PH
- OASIS COVE/LAKESIDE VILLAGE PH VII
- OXFORD MOOR 47/30
- PALMS AT WINDERMERE
- PALMS/WINDERMERE
- PEACHTREE PARK
- PRESTON SQUARE
- PROVIDENCE PH 01 50 03
- PROVIDENCE PH 02
- RESERVE AT BELMERE
- RESERVE AT BELMERE PH 02 48 144
- RESERVE AT LAKE BUTLER SOUND
- RESERVE AT WINDERMERE
- ROBERTS LANDING
- ROYAL ESTATES
- SADDLECREST AT WINDERMERE
- SANCTUARY AT LAKES OF WINDERMERE
- SANDY SHORES
- SILVER WOODS
- SILVER WOODS PH 01
- SILVER WOODS PH 02
- SILVER WOODS PH 03
- SILVER WOODS PH 04
- SILVER WOODS PH 05
- SOUTHBRIDGE VILLAGE
- STILLWATER XINGS PRCL SC-13 PH
- SUMMERPORT
- SUMMERPORT EDENS HAMMOCK
- SUMMERPORT PH 03
- SUMMERPORT PH 04 C E F & G
- SUMMERPORT PH 05
- SUMMERPORT PH 2
- SUMMERPORT PH 5
- SUMMERPORT PHASE 1
- SUMMERPORT PHASE4
- SUMMERPORT TRAIL PH 2
- SUMMERPORT TRL
- SUNSET BAY
- TENNYSON PK/SUMMERPORT
- VINEYARDS OF HORIZONS WEST PHASE 1B
- VINEYARDS/HORIZONS WEST PH 2B
- VINEYARDS/HORIZONS WEST PH 4
- WATERFORD POINTE PH 02 REP
- WATERFORD POINTE PH 1 RESERVE
- WATERSTONE
- WATERSTONE A D E F G H J L
- WAUSEON RIDGE
- WEATHERSTONE ON LAKE OLIVIA
- WEST POINT COMMONS
- WESTOVER CLUB PH 01 44/139
- WESTSIDE VILLAGE
- WHICKHAM PARK
- WHITNEY ISLES/BELMERE PH 02
- WICKHAM PARK
- WICKHAM PARK 04 05 06 09 10 11 12 01
- WILLOWS AT LAKE RHEA
- WILLOWS AT LAKE RHEA PH 01
- WILLOWS AT LAKE RHEA PH 03
- WINDERMERE
- WINDERMERE DOWNS
- WINDERMERE ISLE
- WINDERMERE ISLE PH 2
- WINDERMERE ISLE-PH 2
- WINDERMERE LNDGS FD-1
- WINDERMERE LNDGS PH 02
- WINDERMERE SOUND
- WINDERMERE SOUND PH 2
- WINDERMERE TERRACE
- WINDERMERE TOWN
- WINDERMERE TOWN REP
- WINDERMERE TRAILS
- WINDERMERE TRAILS PARCEL 3 83/125 LOT 58
- WINDERMERE TRAILS PHASE 1C
- WINDERMERE TRLS
- WINDERMERE TRLS PH 1C
- WINDERMERE TRLS PH 3A
- WINDERMERE TRLS PH 3B
- WINDERMERE TRLS PH 4B
- WINDERMERE TRLS PH 5A
- WINDERMERE TRLS PH 5B
- WINDERMERE TRLS PRCL 3
- WINDSOR HILL
- WINDSTONE
Market Summary
Current real estate data for Single Family in WINDERMERE as of Sep 23, 2026
239
Single Family Listed
114
Avg DOM
471
Avg $ / SqFt
$2,415,092
Avg List Price
Property Summary
- Located in the ISLEWORTH subdivision, 5036 LATROBE DRIVE WINDERMERE FL is a Single Family for sale in WINDERMERE, FL, 34786. It is listed for $18,750,000 and features 6 beds, 8 baths, and has approximately 15,337 square feet of living space, and was originally constructed in 2027. The current price per square foot is $1,223. The average price per square foot for Single Family listings in WINDERMERE is $471. The average listing price for Single Family in WINDERMERE is $2,415,092. To schedule a showing of MLS#o6441249 at 5036 LATROBE DRIVE in WINDERMERE, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.
Similar Listings Nearby
Courtesy of ISLEWORTH REALTY LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than WINDERMERE INTERNATIONAL REALTY include the name of the listing broker. Neither the listing company nor WINDERMERE INTERNATIONAL REALTY shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 5036 LATROBE DRIVE
WINDERMERE, FL
