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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

Overview

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 ...

Listing Details MLS# 605473

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
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

Contract Information

Listing Board
Key West Association

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
Yes
Total Baths
12
Rentals Allowed
With Restrictions
Min Rental Days
30
Total Units
0

Status Change Info

Sold Date
2023-08-28

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Dock
Concrete
Basin
Yes
Boat Slip
Yes

More Information

Building Style

Above Flood
Unknown
Stories
2 Stories

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

Fee Includes

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Freezer
Yes
Ice Machine
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes

Waterfront

Bay Front
Yes
Canal Front
Yes
Oceanfront
Yes
Open Water
Yes

Waterview

Bay/Gulf View
Yes
Canal View
Yes
Ocean View
Yes
Open Water View
Yes

Floor

Carpet
Yes
Tile
Yes

Neighborhood Feature

Bike Paths
Yes

Interior Features

Built-in Cabinets
Yes
Granite Counter Top
Yes
Pantry
Yes
Smoke Alarms
Yes
Storage
Yes
Tray Ceilings
Yes
Walk-in Closet(s)
Yes

Property Condition

Updated/Remodeled
Yes

Specialty Rooms

Laundry Room
Yes
Sauna/Steam Room
Yes
Sun/Florida Room
Yes
Workshop
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes
Other Windows/Doors
Yes

Vehicle Storage

Garage
Yes
Guest Parking
Yes
Open Parking
Yes
RV Parking Open
Yes
Detached
Yes
Auto Door Opener
Yes
Trailer Storage
Yes

Security

Electric Gate
Yes

Construction

CBS
Yes
Concrete
Yes
Stucco
Yes

Land Size

2 Less Than 5 Acres
Yes

Furnished

Negotiable
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes
Propane
Yes
Whole House Generatr
Yes

Porch/Balcony

Deck
Yes
Open Porch/Balcony
Yes
Patio
Yes

Title

Negotiable
Yes

Exterior Features

Fencing
Yes
Hot Tub
Yes
Lanai
Yes
Lighting
Yes
Privacy Wall/Fence
Yes
Rain Gutters
Yes
Sandy Beach
Yes
Storage
Yes
Water Display
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Roof

Metal Roof
Yes
Other Roof
Yes

Shutters

Accordion
Yes

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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