17279 Oleander Lane, Sugarloaf Key, FL 33042 (MLS# 605473)

17279 Oleander Lane, Sugarloaf Key, FL 33042

$7,400,000

Virtual Tour

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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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