29433 Enterprise Avenue, Big Pine Key, FL 33043 (MLS# 613037)

29433 Enterprise Avenue, Big Pine Key, FL 33043

$4,700,000

Virtual Tour

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Virtual Tour

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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

Overview

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—off ... (Read more) 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

Listing Details MLS# 613037

Location, Tax & Legal

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

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: 2007
Lot SqFt: 19250
Acres: 0.44
Living Apx SqFt: 3727
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 4
Half Baths: Yes
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 30

Status Change Info

Under Contract Date: 2025-02-02
Leased Date: 2025-02-21

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

Dockage

Dock Length: 332
Dock: Concrete
Seawall: Concrete

More Information

Building Style

Above Flood: Yes

Vehicle Storage

Car(s): 4+

Specialty Rooms

Guest/Servant Qtrs: Legal

Pool Info

Heated: Yes

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.

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