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Chessie Flanders

REAL Broker, LLCMember of Synergy Group
5.011 reviews
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Recent Sales

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  • $275,000
    4 bd2 ba1,961 sqft Lake Butler, FL
    4 bd2 ba1,961 sqft
    Lake Butler, FL
    Sold 7 days ago
    Seller
    6028 SW 91ST PLACE, Lake Butler, FL, 32054
  • $300,000
    3 bd2 ba1,974 sqft Newberry, FL
    3 bd2 ba1,974 sqft
    Newberry, FL
    Sold 13 days ago
    Buyer
    892 NW 251ST DRIVE, Newberry, FL, 32669
  • $420,000
    3 bd3 ba2,170 sqft Gainesville, FL
    3 bd3 ba2,170 sqft
    Gainesville, FL
    Sold 1 month ago
    Seller
    2023 SW 76TH TERRACE, Gainesville, FL, 32607
  • $329,000
    3 bd2 ba1,502 sqft Palatka, FL
    3 bd2 ba1,502 sqft
    Palatka, FL
    Sold 1 month ago
    Seller
    121 GECK ROAD, Palatka, FL, 32177
  • $429,000
    3 bd2 ba2,016 sqft Newberry, FL
    3 bd2 ba2,016 sqft
    Newberry, FL
    Sold 1 month ago
    Seller
    1104 NW 132ND BOULEVARD, Newberry, FL, 32669
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36
Sales last 12 months
98
Total sales
$30K-$1.3M
Price range
$351K
Average price

Get to know Chessie Flanders

REALTOR®

A lifelong resident of the Greater Gainesville area, Chessie Flanders offers her clients a rare combination of local market knowledge, financial expertise, and genuine personal care.

Chessie is a licensed REALTOR® and Broker Associate with REAL Broker, LLC, as well as Co-Team Lead of Synergy Group, an award-winning team of experienced real estate professionals dedicated to providing exceptional service to every buyer and seller. Before beginning ...

Specialties
Buyer's AgentListing AgentRelocationInvestment PropertiesNew Construction
6 Years of experience
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Chessie Flanders's sales and listings (101)

This map and property list shows the most recent 100 sales and 100 listings

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Sold (98)

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For sale (3)

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Chessie Flanders's reviews (11)

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  • 5.0
    • 8/9/2026
    • • Thijs Boudry

    Bought a Single Family home in 2026 in Deer run, Gainesville, FL.

    As first-time homebuyers, she guided us through every step, always making sure we understood the process and felt confident in our decisions. She was incredibly knowledge...
    As first-time homebuyers, she guided us through every step, always making sure we understood the process and felt confident in our...
    5.0
    • 7/25/2026
    • • jmiotke1009

    Sold a Townhouse home in 2026 in Newberry, FL.

    The Absolute Best Agent we have ever worked with (and we've either bought or sold 7 properties by now)!!! Having worked for decades in mortgage banking, Chessie brings a...
    The Absolute Best Agent we have ever worked with (and we've either bought or sold 7 properties by now)!!! Having worked for decad...
  • 5.0
    • 6/13/2025
    • • Kenneth Chung

    Sold a Condo home in 2025 in Newberry, FL.

    During a time of high tariffs, a change in administration, stock market lows, and oil barrel surges, Chessie Flanders was STILL able to move my home to a satisfied buyer....
    During a time of high tariffs, a change in administration, stock market lows, and oil barrel surges, Chessie Flanders was STILL ab...
    5.0
    • 11/3/2024
    • • Angela Schell

    Bought a Single Family home in 2024 in Ocala, FL.

    We had the absolute pleasure of working with Chessie as my realtor, and she was nothing short of amazing. She went above and beyond, driving anywhere and everywhere to sh...
    We had the absolute pleasure of working with Chessie as my realtor, and she was nothing short of amazing. She went above and beyon...
  • 5.0
    • 6/27/2024
    • • jimjonesjr9

    Bought a Single Family home in 2024 in Newberry, FL.

    Chessie is great! We were selling our place in San Diego and buying in the Gainesville area so we really had to lean on Chessie for all the things we weren't there to tak...
    Chessie is great! We were selling our place in San Diego and buying in the Gainesville area so we really had to lean on Chessie fo...
    5.0
    • 8/13/2023
    • • sazachow

    Bought a Single Family home in 2023 in Brooker, FL.

    Chessie was terrific! She helped us find the right home that fit our needs. Chessie went above and beyond to make sure everything was seamless. We would definitely recomm...
    Chessie was terrific! She helped us find the right home that fit our needs. Chessie went above and beyond to make sure everything ...
  • 5.0
    • 7/19/2023
    • • gennasamria

    Sold a Single Family home in 2023 in Newberry, FL.

    Selling my property was made so much easier with Chessie’s great communication and professional manner. She was on the ball with her marketing, everyone loved the video s...
    Selling my property was made so much easier with Chessie’s great communication and professional manner. She was on the ball with h...
    5.0
    • 3/13/2022
    • • gcaro214

    Bought a Mobile / Manufactured home in 2022 in Alachua, FL.

    We chose Chessie again, this time to sell property we were going to build on. We had sold our home and were planning on building and were waiting on the Contractor to st...
    We chose Chessie again, this time to sell property we were going to build on. We had sold our home and were planning on building ...
  • 5.0
    • 2/6/2022
    • • jenilyn byers

    Bought a Mobile / Manufactured home in 2021 in Hawthorne, FL.

    The house buying experience can be very overwhelming and scary, especially when you are a first-time homebuyer. With Chessie by your side you have nothing to fear! She wa...
    The house buying experience can be very overwhelming and scary, especially when you are a first-time homebuyer. With Chessie by yo...
    5.0
    • 3/29/2021
    • • elizabethevans1983 ee

    Sold a Mobile / Manufactured home in 2021 in High springs, FL.

    Chessie helped us with both the sale of our previous home and the purchase of our new home. It was such a pleasure to work with her. Her positive attitude, outgoing and s...
    Chessie helped us with both the sale of our previous home and the purchase of our new home. It was such a pleasure to work with he...
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Chessie Flanders

REAL Broker, LLCMember of Synergy Group
5.011 reviews
36sales last 12 months
98total sales
$30K-$1.3Mprice range
$351Kaverage price
6years of experience
(352) 538-0911
(855) 450-0442
chessie@chessieflanders.com
122 W Pine Street, Suite 300
Orlando, FL, 32801