18

Big Pine Key, FL Homes for Sale with Pool

Section Image Section Image
  • /63

    $2,670,000

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

    30468 Oleander Blvd, Big Pine Key, FL 33043

    THE LAID-BACK LOWER KEYS ARE CALLING YOU ... experience life at a slower pace on this .81 acre open water estate with a 2-bedroom, 2-bath main house as well as a 1-bedroom, 1-bath guest cottage overlooking Bogie Channel. Entertain in the large, poolside tiki or on the covered platform at the end of the 463 ft. pier where family and friends can relax as they watch the sunset after a fun day on

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (855) 705-6242

    30468 Oleander Blvd, Big Pine Key, FL 33043
  • /69

    $1,499,999

    • 3 Beds
    • 2 Baths
    • 1,890 Sq Ft

    1667 Bogie Dr, Big Pine Key, FL 33043

    'Smuggler's Cove' is rich in history and a bit of mystery, as its name would suggest. Fast forward to the present and you'll discover that this 1948 home has kept much of its character with lots of hidden alcoves, while offering modern updates including a top-of-the-line appliances, USB electric outlets throughout, a 7.2 Yamaha surround-sound theatre system and so much more.Once inside the gated

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 791-2437

    1667 Bogie Dr, Big Pine Key, FL 33043
  • /61

    $1,125,000

    • 2 Beds
    • 3 Baths
    • 1,120 Sq Ft

    421 Ixora Dr, Big Pine Key, FL 33043

    Looking for great boating and a pool home that's already updated so you can spend time on the water? Look no further! This 2BD/3BA, CBS home is situated on a 50 ft. wide canal system that offers excellent access to the back country and Atlantic via Bogie Channel and Spanish Harbor. The 1120 sq. ft. living area has been completely renovated including the kitchen, bathrooms, impact-resistant

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (888) 684-6607

    421 Ixora Dr, Big Pine Key, FL 33043
  • /51

    $1,500,000

    • 4 Beds
    • 2.5 Baths
    • 2,166 Sq Ft

    30985 Hibiscus Dr, Big Pine Key, FL 33043

    NEARLY 1/2 ACRE OF CANAL-FRONT TROPICAL PARADISE! Boaters will appreciate 133 ft. of frontage; can dock mutliple boats along the 50 ft. wide canal and 25 ft. across the end of the canal. Approximately 60 ft. of concrete seawall with boat davits and fish cleaning station. Completely furnished, this 2,166 sf., 4-bedroom, 2.5-bath, CBS pool home is nestled on an impressive,19,762 sq. ft. double lot

    Agent Photo

    Patti Nickless

    Coldwell Banker Schmitt Lower Keys (KW)

    (844) 629-4607

    30985 Hibiscus Dr, Big Pine Key, FL 33043
  • /38

    $865,000

    • 3 Beds
    • 2 Baths
    • 1,513 Sq Ft

    30471 Coconut Hwy, Big Pine Key, FL 33043

    Experience the charm of this beautifully renovated split-level home, designed with privacy and elegance in mind. The elevated master suite ensures a peaceful retreat, while additional spaces offer the versatile of an office or separate family room perfect for relaxation or entertaining. Step through the bedroom doors onto a spacious deck, where you can enjoy views of the meticulously landscaped

    Richard Haskins Buy The Keys

    30471 Coconut Hwy, Big Pine Key, FL 33043
  • /96

    $2,250,000

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

    1631 Sunrise Dr, Big Pine Key, FL 33043

    SELLER IS MOTIVATED! All furnishings convey with property if buyer would like. Discover the epitome of waterfront living at Tropical Bay Estates. This 2023 new construction home offers an unparalleled paradise for your family and friends. Begin your days with stunning sunrises, engage in world-class fishing, and soak in breathtaking water views from nearly every part of the house. Encounter the

    John Huebner Premium Properties R.E Service

    1631 Sunrise Dr, Big Pine Key, FL 33043
  • /52

    $1,850,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    3746 Park Ave, Big Pine Key, FL 33043

    Welcome to your private paradise in the Lower Keys! This beautifully updated 2 bed, 2 bath two-story home offers complete privacy with no direct neighbors on all sides, making it a peaceful escape surrounded by nature and the charm of the Key Deer.Step outside to your tropical oasis featuring a brand-new concrete heated pool, concrete dock with a boat lift and jet ski lift, plus an elevated

    Kelsey Caputo Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    3746 Park Ave, Big Pine Key, FL 33043
  • /24

    $2,340,000

    • 5 Beds
    • 3.5 Baths
    • 2,447 Sq Ft

    29176 Violet Dr, Big Pine Key, FL 33043

    Escape to paradise! 5BR/3.5BA gated home in the Keys. Bamboo floors, fresh paint, screen patio. Elegant accents. Lush landscaping, private pool, hot tub. 2 levels, full bar, gourmet kitchen, walk-out patio. Master w/ walk-in closet. Stargaze from wrap-around porch. Must see this private oasis!

    Cliff Glansen FlatFee.com

    29176 Violet Dr, Big Pine Key, FL 33043
  • /38

    $1,855,000

    • 2 Beds
    • 2 Baths
    • 1,980 Sq Ft

    1607 Sunrise Dr, Big Pine Key, FL 33043

    Waterfront Paradise in Tropical Bay EstatesExperience luxurious open-water living in this beautifully remodeled home overlooking the stunning Bogie Channel. Wake up to breathtaking sunrises, enjoy magical moonlit waters, and explore world-class fishing and lobstering right from your 75-foot seawall with an 8-foot-deep boat slip.This 2,000 sq. ft. open-concept home features water views from nearly

    Kristen Brenner/Margie Casey T Florida Keys Real Estate Group

    1607 Sunrise Dr, Big Pine Key, FL 33043
  • /68

    $1,999,000

    • 3 Beds
    • 3.5 Baths
    • 2,295 Sq Ft

    1136 W Shore Dr, Big Pine Key, FL 33043

    Don't Miss Out On This Home....Not a drive by- Must see inside and the back yard too.....Located on the West Side of the Island with excellent boating access this beautiful pool home is an entertainer's dream place. All new paint inside. New Roof as of 01/2025. Stunning Sunsets & Sparkling waters for swimming, snorkeling, paddleboarding .... Home features 3 bedroom suites with full baths plus a

    Beata Sharpe Coldwell Banker Vanguard Realty

    1136 W Shore Dr, Big Pine Key, FL 33043
  • /55

    $2,300,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,400 Sq Ft

    30995 Watson Blvd, Big Pine Key, FL 33043

    FINISHED -- NEW CONSTRUCTION!!! Luxury water view home with an in-ground pool on a 14,680 sq ft lot with dock and boating access. Brand new single level elevated CBS home over parking. Impact windows and doors, metal roof, 10-foot interior ceilings, stainless appliances and much more. Construction is completed, ready for occupancy.The property has a beautiful view over the water and a magnificent

    Banks Prevatt Coldwell Banker Schmitt RE Co. Lower Keys Office

    30995 Watson Blvd, Big Pine Key, FL 33043
  • /24

    $780,000 Open Sat 11AM - 1PM

    • 3 Beds
    • 1.5 Baths
    • 864 Sq Ft

    31120 Avenue J, Big Pine Key, FL 33043

    Nestled on a spacious 10,000 sq. ft. ( double lot ), this newly constructed concrete block home offers both comfort and privacy in the heart of Big Pine Key. Featuring 3 bedrooms, one full bath and a half bath, this property is ideal for those seeking a peaceful retreat with plenty of space. Enjoy sunny days by the above ground pool, surrounded by lush tropical landscaping and a fully fenced

    David Kaufmann Century 21 Circle

    31120 Avenue J, Big Pine Key, FL 33043
  • /109

    $6,450,000

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

    3742 Seagrape St, Big Pine Key, FL 33043

    Breathe in serenity during your escape to the ''The Castle'', a luxurious gated Gulf-front estate gracefully spanning 1.14 acres on Big Pine Key. This extraordinary retreat is a rare blend of architectural grandeur and coastal charm, thoughtfully designed for both relaxation and recreation. Boaters will delight in an unparalleled offering of 235 feet of dockage total: 140 feet of protected

    Ally Kelley Ocean Sotheby's International

    3742 Seagrape St, Big Pine Key, FL 33043
  • /53

    $969,000

    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    31507 Avenue E, Big Pine Key, FL 33043

    Boater's Paradise in Big Pine Key! This immaculate waterfront home offers beautiful bayviews and 130 feet of canalfront dockage, perfect for offshore Atlantic Ocean fishing or Florida Bay adventures. Located in a prime area, you'll enjoy some of the best boating experiences in the Keys, with Looe Key Coral Reef, Picnic Island, and Content Keys just minutes away. Set on a spacious corner-like lot,

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    31507 Avenue E, Big Pine Key, FL 33043
  • /8

    $245,000

    • 2 Beds
    • 1.5 Baths
    • 780 Sq Ft

    29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043

    Own a Piece of Paradise - A Renovator's Dream!Embrace the possibilities with this project home opportunity. Whether you're looking to renovate the existing structure or replace it with a modern stilt home, the choice is entirely yours.Property Highlights: Spacious Lot: Enjoy one of the larger lots in the area, offering plenty of room for creative outdoor designs.Home Features: A 2-bedroom,

    Elizabeth Greco-DeGrenier Florida Keys Realty, Inc.

    29859 Overseas Hwy Unit A6, Big Pine Key, FL 33043
  • /15

    $200,000

    • 2 Beds
    • 1 Bath
    • 240 Sq Ft

    29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043

    OPPORTUNITY AWAITS! INEXPENSIVE PLACE TO GET AWAY. Maybe do a Airbnb or rent out the lot space and bring your own RV when your in town. So you don't have to worry during hurricane season. Quiet RV park with common areas of outdoor tables and chairs, men and women bathrooms, laundry facilities. Pool 3-5 ft areas. Shuffle board. Community Kitchen and living area for gathering or hanging out.

    Rose Dell Keller Williams Key West Compass Realty

    29859 Overseas Hwy Unit 23, Big Pine Key, FL 33043
  • /19

    $1,499,999 New Construction

    • 3 Beds
    • 3 Baths
    • 1,500 Sq Ft

    29558 Ranger Ave, Big Pine Key, FL 33043

    Experience the Ultimate Keys Lifestyle - New Construction with 75' of Waterfront on a Wide Boating CanalComing Fall 2025 - Nestled on a spacious 7,500 sqft lot (75x100) along a deep, wide boating canal, this brand new 1,500 sqft home offers the perfect blend of modern coastal living and exceptional boating access. With quick entry to Pine Channel, you're just minutes from both the Atlantic Ocean

    Nick Boumerhi Meyer and Boumerhi Realty LLC

    29558 Ranger Ave, Big Pine Key, FL 33043
  • /55

    $1,394,000 New Construction

    • 3 Beds
    • 3 Baths
    • 1,600 Sq Ft

    31516 Avenue F, Big Pine Key, FL 33043

    Experience the ultimate Florida Keys lifestyle in this beautiful brand new waterfront home in Big Pine Key! With 45 feet of canalfront concrete seawall, a fish cleaning station, and only four lots in from Florida Bay, this property offers stunning bay and sunset views and easy access to the Atlantic Ocean, perfect for offshore fishing or Florida Bay adventures. Located in a prime area, this home

    Lisa Frins Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

    31516 Avenue F, Big Pine Key, FL 33043

Home Trends in Big Pine Key, FL

Housing Trends

Median Sale Price
$800,025
Median Single Family Sale Price
$975,000
Average Price Per Sq Ft
$731
Number of Homes for Sale
12
Last 12 months Home Sales
34
Months of Supply
4.20
Median List Price
$978,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-16%
How to Buy a Home How to Finance a Home How to Sell a Home