10

Big Pine Key, FL 2-Story Homes for Sale

Section Image Section Image
  • /27

    $1,055,000

    • 3 Beds
    • 3 Baths
    • 1,344 Sq Ft

    29051 Magnolia Ln, Big Pine Key, FL 33043

    Experience Florida Keys waterfront living in the heart of Big Pine Key. This canal-front home with a full concrete seawall and direct boating access offers an exceptional opportunity to enjoy the relaxed Lower Florida Keys lifestyle surrounded by world-class fishing, diving, and boating. The elevated main home features a 2 bedroom, 2 bathroom layout with an open living area, spacious kitchen with

    Agent Photo

    Yvette Toledo-Baste

    COMPASS FLORIDA LLC

    (855) 408-6871

    29051 Magnolia Ln, Big Pine Key, FL 33043
  • /61

    $2,150,000

    • 3 Beds
    • 3 Baths
    • 2,486 Sq Ft

    30468 Oleander Blvd, Big Pine Key, FL 33043

    Discover the easygoing charm of the Lower Keys at this .81-acre waterfront estate, featuring a two-bedroom, two-bath main house and a one-bedroom, one-bath guest cottage with views over Bogie Channel. Enjoy leisurely days entertaining under the large poolside tiki hut or on the covered platform at the end of the 463-foot pier—perfect for relaxing with family and friends while watching sunsets

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Real E

    (877) 796-4209

    30468 Oleander Blvd, Big Pine Key, FL 33043
  • /3

    $550,000

    • 2 Beds
    • 2 Baths
    • 948 Sq Ft

    57 Pelican Ln, Big Pine Key, FL 33043

    Embrace true island living at 57 Pelican Lane in the heart of Big Pine Key, just 30 minutes from the energy and charm of Key West. Set in a peaceful, tropical setting, this unique property captures the laid-back lifestyle the Florida Keys are known for—where days are guided by ocean breezes, sunshine, and a slower pace of life.What truly sets this opportunity apart is the oversized footprint,

    Tessie Calejo Compass Florida, LLC

    57 Pelican Ln, Big Pine Key, FL 33043
  • /52

    $3,899,000

    • 6 Beds
    • 6 Baths
    • 3,029 Sq Ft

    1557 Long Beach Dr, Big Pine Key, FL 33043

    Welcome to The Barnacle Bed and Breakfast, a rare oceanfront offering in Big Pine Key where island living meets income opportunity. This beautifully updated waterfront property allows you to live the Florida Keys lifestyle while hosting it or operate a turnkey hospitality investment in one of the most sought-after settings in the Lower Keys. The property has undergone an extensive renovation over

    Surelis Yanes Miami Portfolio Collection

    1557 Long Beach Dr, Big Pine Key, FL 33043
  • /36

    $675,000

    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    31107 Avenue I, Big Pine Key, FL 33043

    Discover the ultimate Florida Keys lifestyle in this meticulously maintained 3-bedroom, 2-bathroom home with 2-car garage and a fresh, bright interior with new paint, this residence is move-in ready and full of potential. Located just moments from the water, you'll enjoy a sense of space and privacy that is hard to find. Whether you’re looking for a peaceful primary residence or a high-potential

    Maria Downing LoKation

    31107 Avenue I, Big Pine Key, FL 33043
  • /59

    $979,999

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    30368 Killdeer Ln, Big Pine Key, FL 33043

    Welcome to island living in Big Pine Key. Situated on a desirable corner lot, this beautifully remodeled 3-bedroom, 2-bathroom home offers 70 feet of dockage with davits, providing excellent boating access and true waterfront Keys living. The home has been fully updated, featuring a newer roof, updated windows, modern flooring, renovated kitchen and bathrooms, and upgraded lighting throughout.

    Dominic Rivera Pine River Realty, LLC.

    30368 Killdeer Ln, Big Pine Key, FL 33043
  • /61

    $2,800,000

    • 4 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1553 Sunrise Dr, Big Pine Key, FL 33043

    Walk into this luxurious palace with captivating open water views. Light colors accenting the beautiful interior with matching large Porcelain floors and counter tops enhancing the large windows bringing the natural light inside. Gourmet kitchen for any chef to create great memories viewing the sunsets. Open patio with a great view of the pool and the outdoor entertaining areas. Four roomy suites

    Barbara Eads Barbara Eads Realty Inc.

    1553 Sunrise Dr, Big Pine Key, FL 33043
  • /23

    $730,000

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft

    74 Pelican Ln, Big Pine Key, FL 33043

    Completely remodeled property with a new roof installed in 2024, new flooring, termite treatment completed in 2025, fully furnished, and ideally located just 30 minutes from Key West. It's close to restaurants, schools, beaches, recreational facilities, and everything you need for a peaceful and enjoyable life. It also features an additional, fully finished game room with a separate entrance. The

    Yunior Molina My Realty Group, LLC.

    74 Pelican Ln, Big Pine Key, FL 33043
  • /47

    $5,390,000

    • 3 Beds
    • 3 Baths
    • 4,687 Sq Ft

    3742 Seagrape St, Big Pine Key, FL 33043

    Escape to “The Castle”, a luxurious gated Gulf-front estate spanning 1.14 acres on Big Pine Key. Built in 2014 with poured concrete, impact windows/doors, elevator, and generator, this 4,600+ sq. ft. masterpiece offers 3 bedrooms, 3 baths, and breathtaking Gulf views. Boaters enjoy 235’ of dockage: 140’ protected canal dock with lift, ramp, and slip, plus 95’ open-water pier dock with lift and

    Jo Ann Cook Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /56

    $2,099,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft

    1631 Sunrise Dr, Big Pine Key, FL 33043

    Seller motivated and furnishings can convey. This 2023 new construction waterfront home in Tropical Bay Estates offers luxury coastal living with stunning sunrise and water views from nearly every room. Built with full CBS construction on 10-foot stilts, it features 10-foot ceilings, 8-foot doors, impact windows, and a metal roof for durability and storm protection. The 2,000+ sq ft open floor

    Hector Vazquez Premium Properties Real Estate

    1631 Sunrise Dr, Big Pine Key, FL 33043

Home Trends in Big Pine Key, FL

Housing Trends

Median Sale Price
$755,000
Median Single Family Sale Price
$840,000
Average Price Per Sq Ft
$746
Number of Homes for Sale
91
Last 12 months Home Sales
113
Months of Supply
9.70
Median List Price
$899,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home