29433 Enterprise Avenue, Big Pine Key, FL 33043
$4,700,000
Property Type:
Residential
Bedrooms:
4
Baths:
5
Square Footage:
3,727
Lot Size (sq. ft.):
19,250
Status:
Closed
Current Price:
$4,700,000
List Date:
1/09/2025
Last Modified:
10/03/2025
Description
Experience the Pinnacle of Coastal Elegance in Big Pine Key!
This openwater masterpiece designed by noted architect Glen Gray, is where modern luxury meets tropical serenity. This luxurious 4-bedroom, 4 1/2 -bathroom estate is a testament to impeccable design and indulgent living.
Step inside and be greeted by soaring cathedral ceilings, walls of glass, and an open floorplan that flows seamlessly through grand living spaces. A chef's kitchen, outfitted with Viking appliances, custom hickory cabinetry, and granite countertops, is both a culinary haven and a design showpiece. Two spacious ensuite bedrooms and a private study or media room grace the main level, while the second-floor primary suite is a sanctuary of its own, featuring a spa-inspired bathroom, a loft sitting area, and a private balcony with sweeping open water views. A personal elevator connects all levels, ensuring effortless access, while the detached 936 sq. ft. guest cottage—connected by a covered breezeway—offers a private retreat complete with a kitchenette, wraparound balcony, and great room. The outdoor oasis is nothing short of breathtaking. A sparkling custom concrete pool and hot tub, controlled by Aqualink remote systems, sit amid lush tropical landscaping, providing a resort-like setting for relaxation or entertaining. The estate's extensive 332-ft concrete seawall includes two sets of boat davits, a fish-cleaning station, and swimming access, making it a boater's paradise with direct access to pristine waters. No luxury has been overlooked—impact windows and doors, a whole-house generator, and ADT remote security provide peace of mind, while the three-zone A/C system ensures comfort year-round. Situated just 30 miles from Key West and mere minutes from Looe Key Reef, this waterfront estate is your gateway to the best of the Florida Keys lifestyle. Immerse yourself in unrivaled luxury and coastal living-schedule your private tour today.Video: https://n9.cl/flythrough-29433-enterprise
More Information MLS# 613037
Contract Information
Listing Board: Key West Association
Current Price: $4,700,000
Listing Date: 2025-01-08
Sold Price: $4,700,000
Location, Tax & Legal
City: Big Pine
Mile Marker: 29.5
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: VE,AE
Alternate Key #: 1317845
Parcel #: 00248230-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: Unknown
Legal: BK 3 LTS 20-21 PINE CHANNEL EST SEC TWO PB6-2 BIG PINE KEY
Taxes: 32725.55
Tax Year: 2023
Pub Sewer HkUp: Yes
Street #: 29433
Street Name: Enterprise
Street Suffix: Avenue
Key/Island: Big Pine Key
State/Province: FL
Zip Code: 33043
County: Monroe
Subdivision: Pine Channel Estates (29.5)
Area: 11 - Big Pine Key, No Name Key
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 3
Lot SqFt: 19250
Pool: Yes
Total Units: 0
Acres: 0.44
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 2007
Living Apx SqFt: 3727
Total Bedrooms: 4
Full Baths: 4
Half Baths: 1
Total Baths: 5
Remarks & Misc
Remarks – Consumer: Experience the Pinnacle of Coastal Elegance in Big Pine Key!
This openwater masterpiece designed by noted architect Glen Gray, is where modern luxury meets tropical serenity. This luxurious 4-bedroom, 4 1/2 -bathroom estate is a testament to impeccable design and indulgent living.
Step inside and be greeted by soaring cathedral ceilings, walls of glass, and an open floorplan that flows seamlessly through grand living spaces. A chef's kitchen, outfitted with Viking appliances, custom hickory cabinetry, and granite countertops, is both a culinary haven and a design showpiece. Two spacious ensuite bedrooms and a private study or media room grace the main level, while the second-floor primary suite is a sanctuary of its own, featuring a spa-inspired bathroom, a loft sitting area, and a private balcony with sweeping open water views. A personal elevator connects all levels, ensuring effortless access, while the detached 936 sq. ft. guest cottage—connected by a covered breezeway—offers a private retreat complete with a kitchenette, wraparound balcony, and great room. The outdoor oasis is nothing short of breathtaking. A sparkling custom concrete pool and hot tub, controlled by Aqualink remote systems, sit amid lush tropical landscaping, providing a resort-like setting for relaxation or entertaining. The estate's extensive 332-ft concrete seawall includes two sets of boat davits, a fish-cleaning station, and swimming access, making it a boater's paradise with direct access to pristine waters. No luxury has been overlooked—impact windows and doors, a whole-house generator, and ADT remote security provide peace of mind, while the three-zone A/C system ensures comfort year-round. Situated just 30 miles from Key West and mere minutes from Looe Key Reef, this waterfront estate is your gateway to the best of the Florida Keys lifestyle. Immerse yourself in unrivaled luxury and coastal living-schedule your private tour today.Video: https://n9.cl/flythrough-29433-enterprise
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 332
Dock: Concrete
Davits: 1
Seawall: Concrete
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Gas Appliances: 1
Microwave: 1
Oven: 1
Refrigerator: 1
Stainless Steel Appliance(s): 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
Gulf 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
Marble: 1
Tile: 1
Wood: 1
Interior Features
Built-in Cabinets: 1
Cathedral Ceilings: 1
Drapes/Blinds Incl: 1
Elevator: 1
Entrance Foyer: 1
Granite Counter Top: 1
Security System: 1
Smoke Alarms: 1
Split Bedroom: 1
Storage: 1
Wet Bar: 1
Whirlpool Bath Tub: 1
Specialty Rooms
Guest/Servant Qtrs: Legal
Laundry Room: 1
Utility Room: 1
Workshop: 1
Building Style
Above Flood: Yes
Windows/Doors
French Doors: 1
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 4+
Covered Parking: 1
Guest Parking: 1
Open Parking: 1
Trailer Storage: 1
Security
On Premises System: 1
Construction
Concrete: 1
Stucco: 1
Land Size
1/4 - 1/2 Acre: 1
Furnished
Furnished: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Propane: 1
Whole House Generatr: 1
Porch/Balcony
Deck: 1
Open Porch/Balcony: 1
Patio: 1
Exterior Features
Detached Guest Qtrs: 1
Gazebo: 1
Hot Tub: 1
Lighting: 1
Rain Gutters: 1
Storage: 1
Pool Info
In Ground: 1
Heated: Yes
Concrete: 1
Decked: 1
Roof
Metal Roof: 1
Status Change Info
Sold Date: 2025-02-21
Sold Price: $4,700,000
Status: Closed
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Bay Front; Canal Front; Gulf Front; Oceanfront; Open Water
Waterview: Bay/Gulf View; Canal View; Ocean View; Open Water View
Dockage: Davits
Vehicle Storage: Covered Parking; Guest Parking; Open Parking; Trailer Storage
Furnished: Furnished
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer; Propane; Whole House Generatr
Interior Features: Built-in Cabinets; Cathedral Ceilings; Drapes/Blinds Incl; Elevator; Entrance Foyer; Granite Counter Top; Security System; Smoke Alarms; Split Bedroom; Storage; Wet Bar; Whirlpool Bath Tub
Specialty Rooms: Laundry Room; Utility Room; Workshop
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Microwave; Oven; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Detached Guest Qtrs; Gazebo; Hot Tub; Lighting; Rain Gutters; Storage
Pool Info: In Ground; Concrete; Decked
Construction: Concrete; Stucco
Floor: Carpet; Marble; Tile; Wood
Roof: Metal Roof
Pets: Pets Allowed
Security: On Premises System
Land Size: 1/4 - 1/2 Acre
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.