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Alexandria Caballero

Key West Vacation Properties&RealtyLead of team
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Team

Recent Sales

Sales numbers represent all team members
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  • $530,000
    2 bd2 ba952 sqft Key West, FL
    2 bd2 ba952 sqft
    Key West, FL
    Sold 17 days ago
    BuyerSeller
    3397 Northside Dr #4, Key West, FL, 33040
  • $365,000
    1 bd1 ba528 sqft Big Pine Key, FL
    1 bd1 ba528 sqft
    Big Pine Key, FL
    Sold 2 months ago
    Buyer
    30170 Linda St, Big Pine Key, FL, 33043
  • $190,000
    -- bd-- ba-- -- Key West, FL
    -- bd-- ba-- --
    Key West, FL
    Sold 2 months ago
    Seller
    5555 College Rd #Kf7, Key West, FL, 33040
  • $360,000
    3 bd2 ba1,349 sqft Key West, FL
    3 bd2 ba1,349 sqft
    Key West, FL
    Sold 2 months ago
    BuyerSeller
    35 Dondi Rd, Key West, FL, 33040
  • $870,000
    3 bd3 ba1,461 sqft Key West, FL
    3 bd3 ba1,461 sqft
    Key West, FL
    Sold 3 months ago
    Seller
    25 Flipper Rd, Key West, FL, 33040
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14
Sales last 12 months
144
Total sales
$190K-$3.2M
Price range
$761K
Average price

Get to know the team

Realtor

Specialties
Buyer's AgentListing AgentProperty ManagementVacation / Short-term Rentals
15 Years of experience

Team listings & sales (154)

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 (10)

Sold (144)

Address
Sold date
Closing price
Represented
Flag Sale
3/16/2026$530,000Buyer and Seller
2/11/2026$365,000Buyer
1/26/2026$190,000Seller
1/20/2026$360,000Buyer and Seller
1/13/2026$870,000Seller

Team reviews (12)

Reviews represent all team members.

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  • 5.0
    • 5/15/2018
    • billmc42

    Bought and sold a Single Family home in 2018 in Cudjoe key, FL.

    Review for: Jaime Caballero
    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 tedi...
    Jaime and her team recently helped me locate and purchase my Florida Keys getaway. Her local knowledge and attention to detail are...
    5.0
    • 9/13/2016
    • user5150358

    Bought a Single Family home in 2015 in Trumbo point, Key west, FL.

    Review for: Jaime Caballero
    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 grea...
    I've worked with Jaime for several years now with both real estate purchases and vacation rental management in Key West. She is e...
  • 5.0
    • 2/24/2014
    • ABE INAN

    Bought a home in 2014.

    Review for: Alexandria Caballero
    Alexandria is a longtime friend of ours and was there to help throughout the entire 6 months process of purchasing our first home. We could not have done it without her.
    Alexandria is a longtime friend of ours and was there to help throughout the entire 6 months process of purchasing our first home....
    5.0
    • 12/2/2013
    • spg michael

    Property managed a home.

    Review for: Jaime Caballero
    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...
    Jaime was a huge help marketing our property and getting rentals on a weekly/monthly basis. She treated our property as her own s...
  • 5.0
    • 11/20/2013
    • smhennry

    Property managed a home in FL 33040.

    Review for: Jaime Caballero
    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...
    Jaime is a great property manager. I have worked with her for several years now and I have multiple properties she manages. She t...
    5.0
    • 11/19/2013
    • rjtitus01

    Bought and sold a Apartment home in 2013 in Upper duvall, Key west, FL.

    Review for: Jaime Caballero
    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 condo...
    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, sh...
  • 5.0
    • 11/19/2013
    • jimlewis751586

    Bought a Single Family home in 2005 in Trumbo point, Key west, FL.

    Review for: Jaime Caballero
    I have own property in Key West for over ten years and dealt with MANY people associated with the real estate business. I've found my girl. Jaime and the whole crew at KW...
    I have own property in Key West for over ten years and dealt with MANY people associated with the real estate business. I've found...
    5.0
    • 11/19/2013
    • rmrice7

    Property managed a Single Family home in The meadows, Key west, FL.

    Review for: Jaime Caballero
    Jaime has managed our property for 10 years now and we have always found her to be easy to work with and highly competent. In addition, her staff is equally competent an...
    Jaime has managed our property for 10 years now and we have always found her to be easy to work with and highly competent. In add...
  • 5.0
    • 11/19/2013
    • dsiemon4

    Property managed a Townhouse home in New town, Key west, FL.

    Review for: Jaime Caballero
    Jaime is a professional in every respect and does and outstanding job managing five units for me. She has handled all aspects of management form collection of rents, fin...
    Jaime is a professional in every respect and does and outstanding job managing five units for me. She has handled all aspects of ...
    5.0
    • 10/24/2013
    • kohman

    Property managed a home.

    Review for: Jaime Caballero
    as in most real state deals ours was a complicated process that jamie handled seamlessly .as our property manager her she has keep all of our units occupied with qualifi...
    as in most real state deals ours was a complicated process that jamie handled seamlessly .as our property manager her she has kee...
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Alexandria Caballero

Key West Vacation Properties&RealtyLead of team
14sales last 12 months
144total sales
$190K-$3.2Mprice range
$761Kaverage price
15years of experience