









About Chessie
“I am passionate about helping you through the buying or selling process, providing you with a high level of knowledge, skill and service from the beginning to end. I will do my best to earn your trust and your business.” ~Chessie
Transaction History
- 1 Year
- 2 Year
- 5 Year
Seller Deals
Buyer Deals
Production Over Time
1 Year View by Quarter
Seller Deals
Buyer Deals
Production Over Time
2 Year View by Quarter
Seller Deals
Buyer Deals
Production Over Time
5 Year View
Neighborhoods Chessie is Experienced In
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46 Sales
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6 Sales
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5 Sales
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5 Sales
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4 Sales
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3 Sales
Chessie's Listings and Deals
Chessie's Open Houses
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$480,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- 939 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% builder credit toward closing costs. Welcome to the Sensi Model by renowned local builder Kara Bolton. This stunning 3-bedroom, 2-bath home with a bonus flex space and spacious 2-car garage is designed to combine style, comfort, and convenience for today’s homeowner. Step inside to find a bright, open floor plan with soaring 10-foot
Chessie Flanders RE/MAX PROFESSIONALS
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$370,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,640 Sq Ft
- 1080 NW 132nd Blvd
- Newberry, FL
The Phoebe Model by Local Builder, Kara Bolton Homes is a spacious 3 bedroom/2 bath plus an enclosed flex/office space including skylights that bring in natural light and a 1 1/2-car garage. The home features wood look luxury plank flooring throughout the entire home. With10 ft ceilings and 8 ft doors, the open floor plan is spacious and inviting. The kitchen features ample lighting, granite
Chessie Flanders RE/MAX PROFESSIONALS
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$405,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,779 Sq Ft
- 1041 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% builder credit toward buyer closing costs! Welcome to the Adriana Model by Renowned Local Builder Kara Bolton. This stunning 3-bedroom, 2-bath home with spacious 1.5-car garage is designed to combine style, comfort, and convenience for today’s homeowner. Step inside to find a bright, open floor plan with soaring 10-foot ceilings and
Chessie Flanders RE/MAX PROFESSIONALS
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$410,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,787 Sq Ft
- 1055 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% buyer credit toward closing costs! Welcome to the Adriana Model by Renowned Local Builder Kara Bolton. This stunning 3-bedroom, 2-bath home with spacious 2-car garage is designed to combine style, comfort, and convenience for today’s homeowner. Step inside to find a bright, open floor plan with soaring 10-foot ceilings and elegant
Chessie Flanders RE/MAX PROFESSIONALS
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$380,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- 1005 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% builder credit toward buyer closing costs! The Ramona II Model by the Builder of the Year, Kara Bolton Homes, is a spacious 3 bedroom/2 bath with a 1 1/2-car garage and inviting front porch. The home features wood look luxury plank flooring throughout the entire home. With 10 ft. ceilings and 8 ft. doors, the open floor plan is
Chessie Flanders RE/MAX PROFESSIONALS
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$399,900 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,682 Sq Ft
- 1015 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% builder credit toward buyer closing costs! Step into luxury and comfort with the stunning Rachel Model by renowned local builder Kara Bolton Homes. This spacious 3 bedroom, 2 bath home with a versatile flex/office space and a 1.5-car garage is the perfect blend of modern design and functionality. From the moment you enter, you’ll be
Chessie Flanders RE/MAX PROFESSIONALS
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$475,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
- 1069 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% builder credit toward closing costs. Welcome to the Sensi Model by renowned local builder Kara Bolton. This stunning 3-bedroom, 2-bath home with a bonus flex space and spacious 2-car garage is designed to combine style, comfort, and convenience for today’s homeowner. Step inside to find a bright, open floor plan with soaring 10-foot
Chessie Flanders RE/MAX PROFESSIONALS
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$410,000 Open Sun 12PM - 2PM
- 3 Beds
- 2 Baths
- 1,925 Sq Ft
- 1023 NW 132nd Blvd
- Newberry, FL
AVAILABLE NOW! NO CDD. Move-in ready NEW construction with a 1% builder credit toward buyer closing costs! Welcome to the Amariliz Model by renowned local builder Kara Bolton. This stunning 3-bedroom, 2-bath home with an additional bonus room and a spacious 2-car garage on a corner lot is designed to combine style, comfort, and convenience for today’s homeowner. Step inside to find a bright, open
Chessie Flanders RE/MAX PROFESSIONALS
Chessie's Recent Active Listings
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$269,000
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- 770 S County Road 21
- Hawthorne, FL
One or more photo(s) has been virtually staged. Built in 2022, this thoughtfully designed 3 bedroom, 2 bath manufactured home offers comfort, efficiency, and room to grow on 3.73 acres of peaceful countryside. With 1,456 square feet of living space, this home features a desirable split floor plan with a spacious living room that flows into the dining area and kitchen, perfect for everyday living
Chessie Flanders RE/MAX PROFESSIONALS
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$414,000
- 3 Beds
- 2.5 Baths
- 1,640 Sq Ft
- 3288 SW 49th Terrace
- Gainesville, FL
MOVE-IN READY! This modern and stylish 2-story residence offers 3 bedrooms, 2.5 bathrooms, a 1-car garage, and 1,640 square feet of thoughtfully designed living space in the highly sought-after community of The VUE at Celebration Pointe. Step inside to discover a bright, open floor plan featuring quartz countertops throughout, sleek cabinetry, luxury plank flooring, and stainless steel
Chessie Flanders RE/MAX PROFESSIONALS
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$268,000
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- 23346 NW 184th Rd
- High Springs, FL
Welcome to this stylish and nearly new 3-bedroom, 2-bathroom home built in 2022 nestled on a corner lot offering modern finishes and open-concept living walking distance to the heart of High Springs. Step inside to find a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas and primary suite and tiled laundry and bathrooms. The spacious kitchen features
Chessie Flanders RE/MAX PROFESSIONALS
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$489,900
- 3 Beds
- 2 Baths
- 1,805 Sq Ft
- 854 NW 132nd Blvd
- Newberry, FL
Pre-Construction. To be built. Pre-Construction. To be built. Welcome home to the stunning Madi II Model by Kara Bolton Homes! Priced to include both the homesite and an attractive $4,899 flexible spending allowance; you can use these funds toward a rate buy-down, closing costs, or additional upgrades to make this dream home truly yours. Expertly curated by the Kara Bolton Homes design team, the
Chessie Flanders RE/MAX PROFESSIONALS
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$499,900
- 3 Beds
- 2 Baths
- 1,925 Sq Ft
- 840 NW 132nd Blvd
- Newberry, FL
Pre-Construction. To be built. Pre-Construction. To be built. Welcome home to the stunning Amariliz Model by Kara Bolton Homes! Priced to include both the homesite and an attractive $4,999 flexible spending allowance; you can use these funds toward a rate buy-down, closing costs, or additional upgrades to make this dream home truly yours. Expertly curated by the Kara Bolton Homes design team, the
Chessie Flanders RE/MAX PROFESSIONALS
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$494,900
- 3 Beds
- 2 Baths
- 1,805 Sq Ft
- 824 NW 132nd Blvd
- Newberry, FL
Pre-Construction. To be built. Pre-Construction. To be built. Welcome home to the stunning Madi II Model by Kara Bolton Homes! Priced to include both the homesite and an attractive $4,949 flexible spending allowance; you can use these funds toward a rate buy-down, closing costs, or additional upgrades to make this dream home truly yours. Expertly curated by the Kara Bolton Homes design team, the
Chessie Flanders RE/MAX PROFESSIONALS
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$487,700
- 3 Beds
- 2 Baths
- 1,789 Sq Ft
- 874 NW 132nd Blvd
- Newberry, FL
Pre-Construction. To be built. Pre-Construction. To be built. Welcome home to the stunning Micheline IV Model by Kara Bolton Homes! Priced to include both the homesite and an attractive $4,877 flexible spending allowance; you can use these funds toward a rate buy-down, closing costs, or additional upgrades to make this dream home truly yours. Expertly curated by the Kara Bolton Homes design team,
Chessie Flanders RE/MAX PROFESSIONALS
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$514,900
- 3 Beds
- 2 Baths
- 1,789 Sq Ft
- 819 NW 132nd Blvd
- Newberry, FL
Pre-Construction. To be built. Pre-Construction. To be built. Welcome home to the stunning Micheline IV Model by Kara Bolton Homes! Priced to include both the homesite and an attractive $5,149 flexible spending allowance; you can use these funds toward a rate buy-down, closing costs, or additional upgrades to make this dream home truly yours. Expertly curated by the Kara Bolton Homes design team,
Chessie Flanders RE/MAX PROFESSIONALS
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$529,900
- 3 Beds
- 2 Baths
- 2,016 Sq Ft
- 831 NW 132nd Blvd
- Newberry, FL
Pre-Construction. To be built. Pre-Construction. To be built. Welcome home to the stunning Valerie Model by Kara Bolton Homes! Priced to include both the homesite and an attractive $5,299 flexible spending allowance; you can use these funds toward a rate buy-down, closing costs, or additional upgrades to make this dream home truly yours. Expertly curated by the Kara Bolton Homes design team, the
Chessie Flanders RE/MAX PROFESSIONALS
Chessie's Reviews
8/13/23Sheila Zachow
Google Review
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 recommend her to our friends and family looking to buy or sell a home.
2/6/22Stormie Kinser
Google Review
Homebuying can be a very scary and overwhelming experience, especially for a first-time homebuyer.....but never fear with Chessie at your side!! She is incredible!! She walks you through the process, does not sugar-coat things, is honest and upfront with you from the get go! What most impressed me was how aggressive she was in finding me the home I really wanted! I had some bumps in the road during my experience and she smoothed them out and helped me stay focused and accomplish my goals! You cannot fail with Chessie at your side !
1/3/22Lance Drawdy
Google Review
Chessie is the most helpful and patient person I’ve ever met! She held our hand through the entire process and everything happened exactly as she said it would. If you’re looking for someone to help you sell your home, you won’t find a more caring person than Chessie!
5/29/21Shelly Varnedoe
Google Review
Saying that Chessie is an amazing realtor is an understatement of her knowledge, skills and abilities. Selling my home was an emotional experience and from our first meeting, she was able to put me at ease. There are times when you meet someone and you just know that there is a greater force at work, that was my experience with Chessie. She listened to me and was by our side every step of the way. Selling my first home was a journey with her and she was willing to be there every step of the way. Starting at the beginning she gave options and recommendations based on our concern of our return of Investment. She was honest about the market and what to expect. She didn’t recommend improvements that would be unnecessary, she was candid about the house and what she saw. For the improvements she recommended, she had experts she was able to recommend that were reasonably priced and easy to work with. Any question I had she was happy to answer, no matter how insignificant. She stopped by to check on on the house and give advice when I asked her to. The help she provided with staging the home exceeded our expectations and it came out the way I always pictured my house could look. I was floored to see the touches she added to make it feel like a home walking in. Chessie was there to talk us through the offers we received and learned our heart behind the kind of sale we wanted. She took the time to get to know us so she could speak on our behalf to other agents. We have already closed and while her work is done, she is still there for us with questions on our other house which we aren’t listing. Chessie will be our realtor for life.
4/3/21Laude Arnaldi
Google Review
It was an absolute pleasure to work with Mrs. Flanders. She was extremely professional and communicated with me every step of the way. Chessie has a great wealth of knowledge of the real estate market. I’m very satisfied with the service she provided and she will definitely be my realtor moving forward.
4/2/21John Jenkins
Google Review
I highly recommend Chessie Flanders as your realtor. If you’re looking for a realtor who is friendly, diligent, professional, and knowledgeable, look no further! Because of Chessie, my first time home buying experience was a breeze! Her communication level is 110%! She was readily available at each step of the home buying process. She definitely went above and beyond in the pursuit of getting the deal done! I will definitely reach out to Chessie Flanders for my next home sell/purchase!
3/29/21Elizabeth Evans
Google Review
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 sparkling personality brought joy to the process. Her knowledge and experience in both real estate and finance helped both sides of the process remain smooth. We closed exactly when we expected to - despite a survey issue that could have delayed us significantly. Due to Chessie's diligence, knowledge of the industry and attention to detail, she was able to get the survey ordered and delivered within a week during a time when most surveys are taking 4-8 weeks! We will definitely recommend Chessie to our friends and family for sale or purchase!
2/20/21Charity Madson
Google Review
Chessie was absolutely amazing throughout the entire experience of helping me find a home to rent. What could have been a very stressful situation, she made painless. From the first day I met her she listened to my needs and worked tirelessly to help me find the perfect place for me and my family. She was great at communicating with me in a very timely manner, and always one step ahead when finding new listings and jumping on them as soon as they became available. She seems to have a great working relationship with many local realtors and businesses. She did everything she could to help me but not only is she great at what she does, she is one of the kindest, most humble people I’ve met and just so easy to work with. I truly believe God put Chessie in my path at just the right time and I will forever be grateful for her. I will definitely be going to her in the future for any help renting or buying in the Gainesville area. I could not recommend her more!
2/1/21Chelsea Goolsby
Google Review
Working with Chessie to find a home to purchase in Gainesville was such a pleasant and positive experience! From start to finish, she was incredibly professional and very on the ball (almost always a few steps ahead) - which is so important with making timely offers, communication between both parties, and helping us to know “what to do next”. She was readily available for any questions, concerns, looking into potential properties, and meeting us around town for showings. The whole process flowed smoothly and we even closed nearly 3 weeks early! She went above and beyond in EVERY aspect of our home purchase and always had my family’s best interest in mind. Highly, highly recommend her!

