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
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