17279 Oleander Lane, Sugarloaf Key, FL 33042
$7,400,000
Property Type:
Residential
Bedrooms:
10
Baths:
12
Square Footage:
10,607
Lot Size (sq. ft.):
195,075
Status:
Closed
Current Price:
$7,400,000
List Date:
5/28/2023
Last Modified:
10/03/2025
Description
Magnificent Private Sugarloaf Estate! Truly one-of-a-kind trophy property boasting 10 beds 11 baths nestled on 4.5 acres of pristine oceanfront land, surrounded on 3 sides by emerald & sapphire crystal-clear waters, this property is a private compound in paradise & only 20 minutes to Key West. This estate features a private 75ft wide white sandy beach, waterfrontage on 3 sides totaling an incredible 1700 FT. From every vantage point, the expansive open water views are simply breathtaking, making this rare point lot between 2 canals an unrivaled gem. This property has incredible development potential & could be used as a corporate retreat or private compound. Secluded & offering utmost privacy, this estate is completely fenced with an electric gate. Formerly the Jerry Herman Estate ,rich in history & comes with its own special touch-his piano is included in the sale. The main home is a massive 8814 SF, with its own private beach & breathtaking ocean views from every room. The exquisite custom accents throughout are truly impressive, from the family room to the formal dining room, sunroom & huge living room.The home office provides a serene setting to work in, while the pool,hot tub & private lagoon w/fountain & waterfall offer the perfect spots to relax & unwind. 3 separate docks for multiple boats! Double garage has a Tesla charging station & the property is equipped with a 100KW Generac generator 2 x 2000 gallon tanks .The main house has a new metal roof, impact windows & doors. The colossal primary suite boasts a spa like bathroom with massive separate closets & mesmerizing open water views. A charming bridge leads to a guest house overlooking the lagoon. Covered boat slip. The 3rd house, for caretaker or guests is 2/2, 1016 SF with kitchen. This stunning property is truly a once-in-a-lifetime opportunity & must be seen to be fully appreciated. With so much to offer, this Private Sugarloaf Estate is sure to exceed your expectations!
More Information MLS# 605473
Contract Information
Listing Board: Key West Association
Current Price: $7,400,000
Listing Date: 2023-05-28
Sold Price: $7,400,000
Location, Tax & Legal
City: Sugarloaf
Mile Marker: 17
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: AE,AE
Alternate Key #: 8660863
Add'l Parcel #1: 00166350-000000
Parcel #: 00166350-000100
Bldg Nbr: 4
Zoning: IS - Improved Subivision District
Deed Restrictions: No
Legal: PT LT 54 SUGARLOAF SHORES PLAT 2 SEC C PB3-53 SUGARLOAF KEY
Taxes: 36381.68
Tax Year: 2022
Pub Sewer HkUp: Yes
Street #: 17279
Street Name: Oleander
Street Suffix: Lane
Key/Island: Sugarloaf Key
State/Province: FL
Zip Code: 33042
County: Monroe
Subdivision: Sugarloaf Shores (17.0)
Area: 06 - Bay Point to Sugarloaf
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot SqFt: 195075
Pool: Yes
Total Units: 0
Acres: 4.5
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 1958
Living Apx SqFt: 10607
Total Bedrooms: 10
Full Baths: 11
Half Baths: 1
Total Baths: 12
Remarks & Misc
Remarks – Consumer: Magnificent Private Sugarloaf Estate! Truly one-of-a-kind trophy property boasting 10 beds 11 baths nestled on 4.5 acres of pristine oceanfront land, surrounded on 3 sides by emerald & sapphire crystal-clear waters, this property is a private compound in paradise & only 20 minutes to Key West. This estate features a private 75ft wide white sandy beach, waterfrontage on 3 sides totaling an incredible 1700 FT. From every vantage point, the expansive open water views are simply breathtaking, making this rare point lot between 2 canals an unrivaled gem. This property has incredible development potential & could be used as a corporate retreat or private compound. Secluded & offering utmost privacy, this estate is completely fenced with an electric gate. Formerly the Jerry Herman Estate ,rich in history & comes with its own special touch-his piano is included in the sale. The main home is a massive 8814 SF, with its own private beach & breathtaking ocean views from every room. The exquisite custom accents throughout are truly impressive, from the family room to the formal dining room, sunroom & huge living room.The home office provides a serene setting to work in, while the pool,hot tub & private lagoon w/fountain & waterfall offer the perfect spots to relax & unwind. 3 separate docks for multiple boats! Double garage has a Tesla charging station & the property is equipped with a 100KW Generac generator 2 x 2000 gallon tanks .The main house has a new metal roof, impact windows & doors. The colossal primary suite boasts a spa like bathroom with massive separate closets & mesmerizing open water views. A charming bridge leads to a guest house overlooking the lagoon. Covered boat slip. The 3rd house, for caretaker or guests is 2/2, 1016 SF with kitchen. This stunning property is truly a once-in-a-lifetime opportunity & must be seen to be fully appreciated. With so much to offer, this Private Sugarloaf Estate is sure to exceed your expectations!
Directions: Also known as 17279 Pine Tree Lane. US1 to Sugarloaf Blvd (flashing light) MM17 take Sugarloaf Blvd over bridge to Oleander turn left, go to the end point lot & arrive at the gate
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock: Concrete
Basin: 1
Boat Slip: 1
Tax Exemptions
Homestead: 1
Appliances
Dishwasher: 1
Dryer: 1
Freezer: 1
Ice Machine: 1
Oven: 1
Range: 1
Refrigerator: 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Bay Front: 1
Canal Front: 1
Oceanfront: 1
Open Water: 1
Waterview
Bay/Gulf View: 1
Canal View: 1
Ocean View: 1
Open Water View: 1
Floor
Carpet: 1
Tile: 1
Neighborhood Feature
Bike Paths: 1
Interior Features
Built-in Cabinets: 1
Granite Counter Top: 1
Pantry: 1
Smoke Alarms: 1
Storage: 1
Tray Ceilings: 1
Walk-in Closet(s): 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Sauna/Steam Room: 1
Sun/Florida Room: 1
Workshop: 1
Building Style
Above Flood: Unknown
Stories: 2 Stories
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Other Windows/Doors: 1
Vehicle Storage
Garage: 1
Guest Parking: 1
Open Parking: 1
RV Parking Open: 1
Detached: 1
Auto Door Opener: 1
Trailer Storage: 1
Security
Electric Gate: 1
Construction
CBS: 1
Concrete: 1
Stucco: 1
Land Size
2 Less Than 5 Acres: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Whole House Generatr: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Title
Negotiable: 1
Exterior Features
Fencing: 1
Hot Tub: 1
Lanai: 1
Lighting: 1
Privacy Wall/Fence: 1
Rain Gutters: 1
Sandy Beach: 1
Storage: 1
Water Display: 1
Pool Info
In Ground: 1
Concrete: 1
Roof
Metal Roof: 1
Other Roof: 1
Shutters
Accordion: 1
Status Change Info
Sold Date: 2023-08-28
Sold Price: $7,400,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: Homestead
Waterfront: Bay Front; Canal Front; Oceanfront; Open Water
Waterview: Bay/Gulf View; Canal View; Ocean View; Open Water View
Dockage: Basin; Boat Slip
Property Condition: Updated/Remodeled
Vehicle Storage: Garage; Detached; Auto Door Opener; Guest Parking; Open Parking; RV Parking Open; Trailer Storage
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer; Propane; Whole House Generatr
Interior Features: Built-in Cabinets; Granite Counter Top; Pantry; Smoke Alarms; Storage; Tray Ceilings; Walk-in Closet(s)
Specialty Rooms: Laundry Room; Sauna/Steam Room; Sun/Florida Room; Workshop
Appliances: Dishwasher; Dryer; Freezer; Ice Machine; Oven; Range; Refrigerator; Washer; Wine Cooler
Exterior Features: Fencing; Hot Tub; Lanai; Lighting; Privacy Wall/Fence; Rain Gutters; Sandy Beach; Storage; Water Display
Pool Info: In Ground; Concrete
Construction: CBS; Concrete; Stucco
Shutters: Accordion
Floor: Carpet; Tile
Roof: Metal Roof; Other Roof
Pets: Pets Allowed
Neighborhood Feature: Bike Paths
Security: Electric Gate
Land Size: 2 Less Than 5 Acres
Title: Negotiable
Listing Office:
Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: October - 03 - 2025
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