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Sold for $4,700,000
  • $4,700,000

    29433 Enterprise Ave, Big Pine Key, FL 33043

    4beds
    3,727sqft
    Single Family Residence
    Built in 2007
    0.44 Acres Lot
    $-- Zestimate®
    $1,261/sqft
    $7,582 Estimated rent

    Home value

    Not available

    Estimated sales range

    Not available

    $7,582/mo

    Zestimate® history
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    What's special

    Boat davitsWraparound balconyLoft sitting areaFish-cleaning stationGranite countertopsLush tropical landscapingGreat room
    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-enterp

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Swanson,

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    Bought with:

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    Source: FLKMLS,MLS#: 613037MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 5
    • Full bathrooms: 4
    • 1/2 bathrooms: 1
    Heating
    • Has Heating (Unspecified Type)
    Cooling
    • Central Air, Ceiling Fans(s)
    Appliances
    • Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer, Gas Appliances, Wine Cooler, Stainless Steel Appliance(s)
    • Laundry: Laundry Room
    Features
    • Built-in Features, Granite Counters, Elevator, Storage
    • Flooring: Tile, Wood, Carpet, Marble
    • Furnished: Yes
    Interior area
    • Total structure area: 3,727
    • Total interior livable area: 3,727 sqft

    Property

    Parking
    • Parking features: Open, Storage
    • Has uncovered spaces: Yes
    Features
    • Patio & porch: Open Porch/Balcony, Deck, Patio
    • Exterior features: Rain Gutters, Lighting, Storage
    • Has private pool: Yes
    • Pool features: In Ground, Concrete, Decked
    • Has spa: Yes
    • Spa features: Heated
    • On waterfront: Yes
    Lot
    • Size: 0.44 Acres
    Details
    • Additional structures: Gazebo, Guest House
    • Parcel number: 00248230000000
    • Zoning: IS - Improved Subivision District
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Concrete, Stucco
    Condition
    • Year built: 2007

    Community & HOA

    Community
    • Security: On Premises System, Security System
    • Subdivision: Pine Channel Estates (29.5)
    HOA
    • Has HOA: No
    • Services included: None
    Location
    • Region: Big Pine Key

    Financial & listing details

    • Price per square foot: $1,261/sqft
    • Tax assessed value: $3,187,622
    • Annual tax amount: $32,725
    • Date on market: 1/9/2025

    Price history

    DateEventPrice
    2/21/2025Sold$4,700,000-5.9%$1,261/sqft
    Source: FLKMLS #613037 Report a problem
    2/18/2025Pending sale$4,995,000$1,340/sqft
    Source: FLKMLS #613037 Report a problem
    1/9/2025Listed for sale$4,995,000$1,340/sqft
    Source: FLKMLS #613037 Report a problem
    11/5/2024Listing removed$4,995,000$1,340/sqft
    Source: FLKMLS #610380 Report a problem
    11/1/2024Price change$4,995,000-5.7%$1,340/sqft
    Source: Key West AOR #610380 Report a problem
    8/2/2024Price change$5,299,000-3.6%$1,422/sqft
    Source: Key West AOR #610380 Report a problem
    6/11/2024Listed for sale$5,499,000+16.5%$1,475/sqft
    Source: Key West AOR #610380 Report a problem
    4/4/2022Sold$4,720,000-4.6%$1,266/sqft
    Source: FLKMLS #598992 Report a problem
    3/18/2022Contingent$4,950,000$1,328/sqft
    Source: FLKMLS #598992 Report a problem
    1/1/2022Listed for sale$4,950,000+156%$1,328/sqft
    Source: FLKMLS #598992 Report a problem
    8/16/2010Sold$1,933,400-49.8%$519/sqft
    Source: Public Record Report a problem
    5/17/2008Listing removed$3,850,000$1,033/sqft
    Source: Coldwell Banker** #538618 Report a problem
    1/31/2008Listed for sale$3,850,000+720.9%$1,033/sqft
    Source: NCI #538618 Report a problem
    9/11/2003Sold$469,000$126/sqft
    Source: Public Record Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$28,435 -10.1%$3,187,622 -12.7%
    2024$31,621 -3.4%$3,650,239 -3.4%
    2023$32,726 +51%$3,777,061 +97%
    2022$21,672 +30.4%$1,917,482 +10%
    2021$16,622 +0.6%$1,743,165 +1.7%
    2020$16,524 $1,714,706 +9.8%
    2019$16,524 +8.9%$1,561,877 +0.8%
    2018$15,178 -2%$1,550,146 -2.2%
    2017$15,493 +5.1%$1,585,225 +13.4%
    2016$14,736 +7.5%$1,398,110 +18.5%
    2015$13,704 $1,179,916
    Find assessor info on the county website

    Neighborhood: 33043

    Nearby schools

    GreatSchools rating