Movoto Real Estate
Sold on 02/21/2025
  • Exterior
  • Other
  • Entry Way
  • Kitchen
  • Dining
  • Living
  • Bath
  • Bedroom
  • Floorplan
  • View/Area

29433 Enterprise Ave, Big Pine Key, FL 33043

$4,841,000

Last sold 02/21/2025 for $4.7M

  • 4

    bed

  • 5

    bath

  • 3,727

    Sqft ($1,261/Sqft)

House not for sale

About 29433 Enterprise Ave

Property type House
Year built 2007
HOA fee $0/month
Lot size 0.44 Acre
Movoto estimate
Property 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-enterp
Listed by
Listing Agent - Lisa Swanson
Listing Office - Berkshire Hathaway HomeServices Knight & Gardner Realty
Source: FKBOR MLS mls logo
MLS#613037 • last updated 1 year ago
Movoto checked FKBOR MLS for data 8 minutes ago
Overview
Cooling/AC Central Air, Ceiling Fans(s)
Virtual Tour N/A
MLS # 613037
Type Residential
SqFt 3727
Status Closed
SubType Single Family Residence
Lot Size (Sqft) 19250
Lot Size (Acres) 0.44
Property Tax 32725.55
Year Built 2007
Interior
Total # of Bathrooms 5
# of Full Baths 4
# of Half Baths 1
Total # of Bedrooms 4
Laundry Laundry Room
Flooring Tile, Wood, Carpet, Marble
Appliances Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Freezer, Gas Appliances, Wine Cooler, Stainless Steel Appliance(s)
Interior Features Built-in Cabinets, Granite Counter Top, Elevator, Security System, Storage
Exterior
Construction Concrete, Stucco
Parking Open, Storage
Exterior Features Gazebo, Detached Guest Qtrs, Rain Gutters, Hot Tub, Lighting, Storage
Patio/Porch Open Porch/Balcony, Deck, Patio
Amenities / Utilities
Utilities Whole House Generatr
HOA Fee Includes None
Pool In Ground, Concrete, Decked
Location
County Monroe
Subdivision Pine Channel Estates (29.5)
APN 00248230-000000
Zoning IS - Improved Subivision District
Multifamily Details
$4.84M
Range: $4.01M-$5.66M
Last 30 days 
  • Feb 2025
    Public Records
  • Feb 26, 2025 Sold
    $4,700,000
  • Feb 2025
    mls logo MLS # 613037
  • Feb 21, 2025 Sold
    $4,700,000 (-5.9%)
  • Jan 8, 2025 Listed
    $4,995,000
  • Nov 2024
    mls logo MLS # 612465
  • Nov 29, 2024 Listed
    $4,995,000
  • Nov 2024
    mls logo MLS # 610380
  • Nov 1, 2024 Price Change
    $4,995,000 (-5.7%)
  • Aug 2, 2024 Price Change
    $5,299,000 (-3.6%)
  • Jun 11, 2024 Listed
    $5,499,000 (+16.5%)
  • Apr 2022
    Public Records
  • Apr 5, 2022 Sold
    $4,720,000
  • Apr 2022
    mls logo MLS # 598992
  • Apr 4, 2022 Sold
    $4,720,000 (-4.6%)
  • Mar 20, 2022 Contingent
    —
  • Jan 1, 2022 Listed
    $4,950,000 (+156.0%)
  • Aug 2010
    Public Records
  • Aug 16, 2010 Sold
    $1,933,400 (+312.2%)
  • Sep 2003
    Public Records
  • Sep 11, 2003 Sold
    $469,000
  • Year Property taxes Tax assessment
  • 2024
    $31,621 -3.4%
    $3,777,061
  • 2023
    $32,726 +51.0%
    $3,777,061 +8.37%
  • 2022
    $21,672 +30.4%
    $3,485,383 +99.95%
  • 2021
    $16,622 +0.6%
    $1,743,165 +1.66%
  • 2020
    $16,524 +8.9%
    $1,714,706 +9.78%
  • 2019
    $15,178 -2.0%
    $1,561,877 +0.76%
  • 2018
    $15,493 +5.1%
    $1,550,146 -2.21%
  • 2017
    $14,736 +7.5%
    $1,585,225 +13.38%
  • 2016
    $13,704 +8.4%
    $1,398,110
  • 2015
    $12,638
    —
  • 29433 Enterprise Ave
    $4.7M
  • —
  • 33043
    $939K -3% y/y
  • Big Pine Key
    $944K -3% y/y
No chart available
Statistics calculated by Movoto

Estimated values are based on public record data and automated valuation models. Values are not guaranteed and may not reflect current market conditions.

Thinking of selling? Get a Cash Offer.

  • A smooth, fast sale
  • Skip staging and repairs
  • No strings attached
6/10
Sugarloaf School
public Grades PK, K-8
Monroe
4/10
Marathon School
public Grades 6-12
Monroe
5/10
Key West High School
public Grades 9-12
Monroe
Source: GreatSchools.org © 2026. All rights reserved.

Around the neighborhood

Explore everything this neighborhood has to offer.
By entering my info and clicking Ask a Question below, I am providing my e-signature and express written consent to receive marketing emails, calls, and texts (including via automatic telephone dialing systems, AI generative, artificial or pre-recorded voice technology) relating to my inquiry from Movoto (and parties calling/messaging on their behalf) even if my number appears on the company, state, or national Do Not Call Registry. You also agree to ourTerms and Conditions and Privacy Policy. Consent not required to receive services (call 1-844-420-1270 to be connected without providing consent).

Nearby recently sold homes in Big Pine Key, FL

Nearby homes for sale in Big Pine Key, FL

Newest listings in 33043

  • Real Estate
  • FL
  • Monroe County
  • Big Pine Key
  • 33043
  • 29433 Enterprise Ave
Meet with a real estate agent today (844) 430-0869
The multiple listing information is provided by Florida Keys MLS. IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange program of the Florida Keys Board of REALTORS®. IDX information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.