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
Current Price: $7,400,000
Listing Date: 2023-05-28
Listing Board: Key West Association
Sold Price: $7,400,000
Location Tax Legal
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
Style: Single Family
Waterfront: Yes
Control Depth: 3
Pool: Yes
Year Built: 1958
Lot SqFt: 195075
Acres: 4.5
Living Apx SqFt: 10607
SqFt Source: Property Data Card
Total Bedrooms: 10
Full Baths: 11
Half Baths: 1
Total Baths: 12
Rentals Allowed: With Restrictions
Min Rental Days: 30
Status Change Info
Sold Date: 2023-08-28
Sold Price: $7,400,000
Status: Closed
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Dockage
Dock: Concrete
Building Style
Above Flood: Unknown
Stories: 2 Stories
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
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
