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Homes with a Pool in Big Pine, FL
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Start here

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  • The buying timeline

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21 listings
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3 bedsNew constructionWith a pool

Homes with a Pool in Big Pine, FL

Homes with a Pool in Big Pine, FL

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21 Listings
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Homes with a Pool in Big Pine, FL

21 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #BK3453168

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  1. 29038 Violet Drive — photo55Active

    $1,100,000

    3 bd · — ba · 1,064 sqft

    29038 Violet Drive, Big Pine, FL

    Christina Noel Davis · Coldwell Banker Schmitt RE Co.

  2. 1632 Bogie Drive — photo57Active

    $1,199,000

    3 bd · — ba · 1,508 sqft

    1632 Bogie Drive, Big Pine, FL

    Patti Nickless · Coldwell Banker Schmitt Lower Keys (KW)

  3. 1518 Sunrise Drive — photo56Active

    $1,400,000

    3 bd · — ba · 1,540 sqft

    1518 Sunrise Drive, Big Pine, FL

    Paul L. Rogers · Coldwell Banker Schmitt RE Co.

  4. 1657 Watson Boulevard — photo45Active

    $1,199,000

    3 bd · — ba · 1,330 sqft

    1657 Watson Boulevard, Big Pine, FL

    Christina Noel Davis · Coldwell Banker Schmitt RE Co.

  5. 2211 San Sebastian Drive — photoPrice Reduced66Active

    $1,450,000

    4 bd · — ba · 2,000 sqft

    2211 San Sebastian Drive, Big Pine, FL

    Gregory A Maclaren · Internet Realty of the Florida Keys

  6. 31536 Avenue F — photo56Active

    $1,450,000

    3 bd · — ba · 1,026 sqft

    31536 Avenue F, Big Pine, FL

    Madeleine Young · Island Welcome Real Estate LLC

  7. 30463 Hawk Lane — photo71Active

    $1,695,000

    3 bd · — ba · 1,882 sqft

    30463 Hawk Lane, Big Pine, FL

    Sandra Tuttle · Island Welcome Real Estate

  8. 30995 Watson Boulevard — photo53Active

    $2,300,000

    4 bd · — ba · 2,400 sqft

    30995 Watson Boulevard, Big Pine, FL

    Banks G Prevatt · Coldwell Banker Schmitt RE Co.

  9. 30525 Winifred Street — photoPrice Reduced32Active

    $1,150,000

    3 bd · — ba · 1,774 sqft

    30525 Winifred Street, Big Pine, FL

    Joyce Craul · Expert Realty LLC (HQ)

  10. 3746 Park Avenue — photoPrice Reduced68Active

    $1,299,900

    2 bd · — ba · 1,312 sqft

    3746 Park Avenue, Big Pine, FL

    Cabot Brown · Compass Florida - Miami Beach

  11. 29562 Saratoga Avenue — photoPrice Reduced71Active

    $1,435,000

    4 bd · — ba · 2,310 sqft

    29562 Saratoga Avenue, Big Pine, FL

    Ryan Gernaat · Coldwell Banker Schmitt Lower Keys (KW)

  12. 3742 Seagrape St — photoPrice Reduced47Active

    $4,650,000

    3 bd · 3 ba · 4,687 sqft

    3742 Seagrape St, Big Pine, FL

    Jo Ann Cook · Ocean Sotheby's International

  13. 1631 Sunrise Drive — photo58Active

    $2,200,000

    3 bd · — ba · 1,804 sqft

    1631 Sunrise Drive, Big Pine, FL

    Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co

  14. 1540 Lantana Lane — photoPrice Reduced22Active

    $899,000

    3 bd · — ba · 1,418 sqft

    1540 Lantana Lane, Big Pine, FL

    Andrea Lennon · Vylla Home

  15. 216 Newfound Boulevard — photoPrice Reduced48Active

    $850,000

    3 bd · — ba · 1,360 sqft

    216 Newfound Boulevard, Big Pine, FL

    Joyce Craul · Expert Realty LLC (HQ)

  16. 29581 Richard Road — photoPrice Reduced78Active

    $2,499,000

    3 bd · — ba · 1,700 sqft

    29581 Richard Road, Big Pine, FL

    Diane Corliss · Coldwell Banker Schmitt Real Estate Co

  17. 1553 Sunrise Dr — photoPrice Reduced61Active

    $2,700,000

    4 bd · 3 ba · 2,100 sqft

    1553 Sunrise Dr, Big Pine, FL

    Barbara Eads · Barbara Eads Realty Inc.

  18. 30468 Oleander Boulevard — photoPrice Reduced63Active

    $2,150,000

    3 bd · — ba · 2,486 sqft

    30468 Oleander Boulevard, Big Pine, FL

    Patti Nickless · Coldwell Banker Schmitt Lower Keys (KW)

  19. 1607 Sunrise Drive — photo43Active

    $1,850,000

    2 bd · — ba · 1,980 sqft

    1607 Sunrise Drive, Big Pine, FL

    Lisa H Ferringo · Coldwell Banker Schmitt Real Estate Co

  20. 1733 Sunrise Dr — photo71Active

    $2,069,000

    3 bd · 2 ba · 1,849 sqft

    1733 Sunrise Dr, Big Pine, FL

    Norman De La Cruz · Florida Realty of Miami Corp

  21. 31473 Warner Road — photoPrice Reduced49Active

    $2,450,000

    3 bd · — ba · 2,087 sqft

    31473 Warner Road, Big Pine, FL

    Michele Adams · Berkshire Hathaway HomeServices Keys Real Estate - Lower Keys

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Listing data & MLS disclosures

Key West Association of REALTORS
The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of The Key West Association of REALTORS®. MLS Real Estate listings held by brokerage firms other than this broker are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. The properties displayed may not be all of the properties in the MLS's database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker's logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing. Information deemed reliable but not guaranteed. Copyright ©2026 The Key West Association of REALTORS®. All Rights Reserved.
MIAMI REALTORS MLS
The multiple listing information is provided by MIAMI Association of Realtors® from a copyrighted compilation of listings. The compilation of listings and each individual listingare ©2026 MIAMI Association of Realtors®. All Rights Reserved.
The information provided is for consumers’ personal, noncommercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All properties are subject to prior sale or withdrawal. All information provided is deemed reliable but is not guaranteed accurate, and should be independently verified. Last Updated: 2026-08-26 22:26:19 UTC
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    Thomas O'Leary

    Realty.com

    Lic. #BK3453168

    Call Thomas