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Jaime Caballero

Key West Vacation Properties&RealtyMember of team

Recent Sales

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  • $300,000
    -- bd-- ba-- -- Key West, FL
    -- bd-- ba-- --
    Key West, FL
    Sold 8 days ago
    BuyerSeller
    14 Dolphin Rd, Key West, FL, 33040
  • $577,000
    3 bd2 ba1,032 sqft Key West, FL
    3 bd2 ba1,032 sqft
    Key West, FL
    Sold 1 month ago
    BuyerSeller
    3225 Eagle Ave, Key West, FL, 33040
  • $750,000
    2 bd3 ba1,120 sqft Key West, FL
    2 bd3 ba1,120 sqft
    Key West, FL
    Sold 2 months ago
    Seller
    214 Golf Club Dr, Key West, FL, 33040
  • $3,275,000
    4 bd3 ba2,360 sqft Key West, FL
    4 bd3 ba2,360 sqft
    Key West, FL
    Sold 6 months ago
    Seller
    1221 Johnson St, Key West, FL, 33040
  • $340,000
    1 bd1 ba528 sqft Key West, FL
    1 bd1 ba528 sqft
    Key West, FL
    Sold 8 months ago
    Seller
    3312 Northside Dr APT 403, Key West, FL, 33040
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9
Sales last 12 months
116
Total sales
$275K-$3.2M
Price range
$807K
Average price

Get to know Jaime Caballero

Real Estate Broker

Specialties
Buyer's AgentListing AgentRelocationProperty ManagementInvestment PropertiesRentals
22 Years of experience

Jaime Caballero's listings & sales (123)

For Sale
For Rent
Sold
This map can show the most recent 100 listings and 100 sales. Review all listings and sales below.

For Sale (7)

Sold (116)

Address
Sold date
Closing price
Represented
Flag Sale
7/29/2025$300,000Buyer and Seller
6/23/2025$577,000Buyer and Seller
6/17/2025$750,000Seller
2/7/2025$3,275,000Seller
12/24/2024$340,000Seller

Jaime Caballero's reviews (11)

Write a review
  • Highly likely to recommend5.05.0

    5/15/2018 - billmc42
    Bought and sold a Single Family home in 2018 in Cudjoe key, FL.

    Local knowledge
    Process expertise
    Responsiveness
    Negotiation skills
    Jaime and her team recently helped me locate and purchase my Florida Keys getaway. Her local knowledge and attention to detail are unsurpassed. She took an otherwise tedious process inn the current market and helped me sift down to the right areas an...
  • Highly likely to recommend5.05.0

    9/13/2016 - user5150358
    Bought a Single Family home in 2015 in Trumbo point, Key west, FL.

    Local knowledge
    Process expertise
    Responsiveness
    Negotiation skills
    I've worked with Jaime for several years now with both real estate purchases and vacation rental management in Key West. She is extremely responsive and her team is great. Would highly recommend her to anyone looking to purchase a property in Key W...
  • Highly likely to recommend5.05.0

    12/2/2013 - spg michael
    Property managed a home.

    Local knowledge
    Process expertise
    Responsiveness
    Negotiation skills
    Jaime was a huge help marketing our property and getting rentals on a weekly/monthly basis. She treated our property as her own so we never had to worry if we weren't in town. I love Jaime and I continue to send people to her due to her professiona...
  • Highly likely to recommend5.05.0

    11/20/2013 - smhennry
    Property managed a home in FL 33040.

    Local knowledge
    Process expertise
    Responsiveness
    Negotiation skills
    Jaime is a great property manager. I have worked with her for several years now and I have multiple properties she manages. She takes good care of my property as well as maximizes its income potential. She has also helped me with purchasing a prope...
  • Highly likely to recommend5.05.0

    11/19/2013 - rjtitus01
    Bought and sold a Apartment home in 2013 in Upper duvall, Key west, FL.

    Local knowledge
    Process expertise
    Responsiveness
    Negotiation skills
    I first met Jaime Caballero when she handled a rental house in Key West for me. That was about 10 years ago. In the meantime, she has also assisted me in buying a condominium, and selling the rental house. She continues to manage the condominium f...

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    Jaime Caballero

    Key West Vacation Properties&RealtyMember of team
    9sales last 12 months
    116total sales
    $275K-$3.2Mprice range
    $807Kaverage price
    22years of experience