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
Sold
$4,700,000
29433 Enterprise Ave, Big Pine Key, FL 33043
4beds
3,727sqft
Single Family Residence
Built in 2007
0.44 Acres lot
$4,734,300 Zestimate®
$1,261/sqft
$-- HOA
What's special
Zillow last checked: 7 hours ago
Listing updated: February 21, 2025 at 08:56am
Listed by:
Lisa Swanson 305-924-3777,
Berkshire Hathaway HomeServices Knight & Gardner Realty
Bought with:
Lisa Swanson, BK3226537
Berkshire Hathaway HomeServices Knight & Gardner Realty
Source: FLKMLS,MLS#: 613037
Originating MLS: Key West Association

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Heating
- Central
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Stainless Steel Appliance(s), Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Refrigerator, Dishwasher, Dryer
- Laundry: Laundry Room
Features
- Built-in Cabinets, Whirlpool Bath Tub, Storage, Elevator, Granite Counters, Entrance Foyer, Split Bedroom, Cathedral Ceiling(s), Wet Bar, Utility Room
- Flooring: Tile, Marble, Carpet, Wood
- Doors: French Doors, Impact Rstnce Doors
- Windows: Drapes/Blinds Incl, Impact Rstnce Window
- Furnished: Yes
Interior area
- Total interior livable area: 3,727 sqft
Property
Parking
- Total spaces: 4
- Parking features: Open, Trailer Storage, Covered, Guest
- Has uncovered spaces: Yes
Features
- Patio & porch: Open Porch/Balcony, Deck, Patio
- Exterior features: Storage, Lighting, Rain Gutters
- Pool features: Heated, In Ground, Decked, Concrete
- Has spa: Yes
- Spa features: Private
- Has view: Yes
- View description: Ocean, Water, Canal, Bay/Gulf View
- Has water view: Yes
- Water view: Ocean,Water,Canal,Bay/Gulf View
- Waterfront features: Oceanfront, Open Water, Canal Front, Gulf Front, Bay Front, Waterfront, Seawall: Concrete, Dock: Concrete, Dock Length: 332, Dockage: Davits
Lot
- Size: 0.44 Acres
- Features: 1/4 - 1/2 Acre
Details
- Additional structures: Workshop, Guest House, Gazebo, Detached Guest Qtrs
- Parcel number: 00248230000000
- Zoning: IS
- Zoning description: Improved Subivision District
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Roof: Metal
Condition
- Year built: 2007
Utilities & green energy
- Electric: Generator
- Sewer: Municipal Sewer, Public Sewer
- Utilities for property: FKAA, Propane
Community & neighborhood
Security
- Security features: Smoke Detector(s), Security System, On Premises System
Location
- Region: Big Pine Key
- Subdivision: Pine Channel Estates (29.5)
HOA & financial
HOA
- Has HOA: No
- Services included: None