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
...
(Read more)
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!
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
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.
