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Meet Our Team

Who we Are

The Dempsey Team

With over four decades of combined expertise, Ann and Dee are more than real estate professionals—they’re trusted guides helping families find their place in the Golden Isles. Whether buying, selling, or investing, The Dempsey Team brings unmatched knowledge, dedication, and heart to every transaction.

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What Clients Are Saying

Stories of Trust, Care & Success

From first-time buyers to lifelong investors, clients consistently praise Ann and Dee for their professionalism, responsiveness, and personal touch.

My wife and I are experienced real estate investors and were looking for a second home for personal use. We were fortunate to find Ann Dempsey who proved to be instrumental in helping us find the perfect home. Her broad knowledge of the market, outstanding thoroughness, solid professionalism and strong negotiating skills made our purchase transaction a very positive and ultimately rewarding experience. She is one of the most capable real estate professionals we have ever encountered.
My wife and I are experienced real estate investors and were looking for a second home for personal use. We were fortunate to find Ann Dempsey who proved to be instrumental in helping us find the perfect home. Her broad knowledge of the market, outstanding thoroughness, solid professionalism and strong negotiating skills made our purchase transaction a very positive and ultimately rewarding experience. She is one of the most capable real estate professionals we have ever encountered.
JM C.
I stumbled upon Mrs Ann Dempsey on zillow and that was a very lucky day for my husband and myself. In an area saturated with realtors I had no idea how to begin to choose. I emailed several realtors off of Zillow and she was the first to respond in a matter of minutes to my question and offer to show the property immediately. To say that she accomadated our schedule would be an understatement. There were several times she agreed to show us homes late at night so that my husband and I could go together when he got off of work. You can not put a price or a rating on service such as this. We were concerned about losing a home at one point to a better offer and she met us literally at midnight in order to get the papers submitted. If you want years of experience in this area and world class service, look no further than Mrs. Ann Dempsey. I can assure you will not be disappointed.
I stumbled upon Mrs Ann Dempsey on zillow and that was a very lucky day for my husband and myself. In an area saturated with realtors I had no idea how to begin to choose. I emailed several realtors off of Zillow and she was the first to respond in a matter of minutes to my question and offer to show the property immediately. To say that she accomadated our schedule would be an understatement. There were several times she agreed to show us homes late at night so that my husband and I could go together when he got off of work. You can not put a price or a rating on service such as this. We were concerned about losing a home at one point to a better offer and she met us literally at midnight in order to get the papers submitted. If you want years of experience in this area and world class service, look no further than Mrs. Ann Dempsey. I can assure you will not be disappointed.
Buyer
Ann helped us find a vacation home for us at St. Simons Island, GA. She was exceptional. She provided information about the homes available, took us to see them on our schedule and never pressured us in any way. When we got down to choosing between two homes, her input was invaluable, and we feel we absolutely made the right decision because of her expertise. I would recommend her to anyone and already have.
Ann helped us find a vacation home for us at St. Simons Island, GA. She was exceptional. She provided information about the homes available, took us to see them on our schedule and never pressured us in any way. When we got down to choosing between two homes, her input was invaluable, and we feel we absolutely made the right decision because of her expertise. I would recommend her to anyone and already have.
Zoe H.
Ann has been our real estate agent for the sale of 2 homes as well as the purchase of land over the course of the past 12 years. We would highly recommend Ann as a buyers agent as she is extremely knowledgeable concerning all available properties as well as a sellers agent as she was able to guide us through the negotiating process to insure the best available selling price for our home. We would never consider using anyone else but Ann concerning our real estate needs.
Ann has been our real estate agent for the sale of 2 homes as well as the purchase of land over the course of the past 12 years. We would highly recommend Ann as a buyers agent as she is extremely knowledgeable concerning all available properties as well as a sellers agent as she was able to guide us through the negotiating process to insure the best available selling price for our home. We would never consider using anyone else but Ann concerning our real estate needs.
Derek R.
I just would like to say that I have never met or spoken to Ann Dempsey. I have been looking at real estate for a year or so and have been appalled at the written descriptions of homes for sale. I am sure I have passed up many homes that I would have considered because the written description of the home was poor. Ms. Dempsey's are beautifully written. Kudos to you Ms. Ann Dempsey!
I just would like to say that I have never met or spoken to Ann Dempsey. I have been looking at real estate for a year or so and have been appalled at the written descriptions of homes for sale. I am sure I have passed up many homes that I would have considered because the written description of the home was poor. Ms. Dempsey's are beautifully written. Kudos to you Ms. Ann Dempsey!
Kremy
Ann has sold two homes for us over the 30+ years we have been married. She is professional and personable. The process of selling a home can be overwhelming yet, Ann has a way of making everything easy with grace! She is the number one person I would recommend to anyone buying or selling their home. We truly love her!
Ann has sold two homes for us over the 30+ years we have been married. She is professional and personable. The process of selling a home can be overwhelming yet, Ann has a way of making everything easy with grace! She is the number one person I would recommend to anyone buying or selling their home. We truly love her!
Al & Judy C.
We had been trying to sell our house for several years. We had gone through at least 5 different realtors without any success. Ann Dempsey was extremely generous with her time and communication, very creative in her approach and professional at every step. If we could, we would use her to sell our house in Tennessee! Thank you, Ann, for everything!
We had been trying to sell our house for several years. We had gone through at least 5 different realtors without any success. Ann Dempsey was extremely generous with her time and communication, very creative in her approach and professional at every step. If we could, we would use her to sell our house in Tennessee! Thank you, Ann, for everything!
Julia N.
Ann has the experience, market knowledge, vision, and sincere desire that allows her to make things happen. It happened exactly the way she said it would. Highly recommend if you want the best! Ann was a pleasure and easy to work with.
Ann has the experience, market knowledge, vision, and sincere desire that allows her to make things happen. It happened exactly the way she said it would. Highly recommend if you want the best! Ann was a pleasure and easy to work with.
John P.
Ann Dempsey is an outstanding Realtor with an excellent command of the local market conditions . She effectively priced our home for sale - we ended up receiving three offers and sold the home in a day for more than asking. This was our third transaction with Ann and she has never disappointed us. She makes good use of social media and provides exceptional communications throughout the sales process.
Ann Dempsey is an outstanding Realtor with an excellent command of the local market conditions . She effectively priced our home for sale - we ended up receiving three offers and sold the home in a day for more than asking. This was our third transaction with Ann and she has never disappointed us. She makes good use of social media and provides exceptional communications throughout the sales process.
John M.

Past Transactions

Celebrating Our Clients’ Journeys

Every closing tells a story. Over the years, The Dempsey Team has proudly helped hundreds of families buy and sell in Glynn County and beyond.

  • Home exterior with a swimming pool, stone patio, and lush landscaping. Sold

    $1,640,000

    357 Major Wright Road, St Simons Island, GA 31522

    • 5 Beds
    • 6 Baths
    • 5,150 Sq.Ft.
  • Single-story home with an arched entry, attached carport, and mature trees. Sold

    $970,000

    355 Major Wright Road, St. Simons Island, St Simons Island, GA 31522

    • 3 Beds
    • 3 Baths
    • 2,688 Sq.Ft.
  • Two-story stucco home with an arched entry, glowing windows, palm trees, and landscaped front yard at dusk. Sold

    $839,000

    151 Riverwalk Drive, Brunswick, GA 31523

    • 4 Beds
    • 4 Baths
    • 4,085 Sq.Ft.
  • Two-story home with stone accents, multiple garage doors, and a wide concrete driveway. Sold

    $805,000

    222 Township Bluff Circle, St. Simons Island, St Simons Island, GA 31522

    • 4 Beds
    • 3 Baths
    • 2,708 Sq.Ft.
  • Pink stucco home entrance with teal doors, arched windows, and landscaped front steps. Sold

    $740,000

    202 Enclave Way E, St Simons Island, GA 31522

    • 4 Beds
    • 3 Baths
    • 2,749 Sq.Ft.
  • Cream two-story house with dark shutters, landscaped lawn, and a broad concrete driveway. Sold

    $738,000

    111 Majestic Drive, Brunswick, GA 31523

    • 4 Beds
    • 4 Baths
    • 3,395 Sq.Ft.
  • Home exterior with brick accents, a landscaped front lawn, and tall pine trees. Sold

    $730,000

    100 Whitefield Avenue, St. Simons Island, St Simons Island, GA 31522

    • 4 Beds
    • 4 Baths
    • 2,746 Sq.Ft.
  • Light-colored house with green shutters, a front-facing garage, and a curved walkway to the entry. Sold

    $644,000

    308 Magnolia Street, St. Simons Island, St Simons Island, GA 31522

    • 4 Beds
    • 3 Baths
    • 2,402 Sq.Ft.
  • Two-story home with a red front door, upper balcony, and gravel driveway shaded by mature trees. Sold

    $605,000

    608 Sixth Avenue, St. Simons Island, St Simons Island, GA 31522

    • 3 Beds
    • 3 Baths
    • 1,678 Sq.Ft.
  • Brick house with multiple gables, dark shutters, a broad lawn, and a curved landscaped bed. Sold

    $580,000

    142 Belmont Circle, Brunswick, GA 31525

    • 4 Beds
    • 5 Baths
    • 3,000 Sq.Ft.
  • Two-story stucco home with a terracotta tile roof, arched entrance, and palm-lined lawn. Sold

    $565,000

    265 Harbor Pointe Drive, Brunswick, GA 31523

    • 4 Beds
    • 4 Baths
    • 3,062 Sq.Ft.
  • Two-story yellow home with two garages, a broad driveway, and landscaped front yard. Sold

    $560,000

    102 Limeburn Trail, St. Simons Island, St Simons Island, GA 31522

    • 3 Beds
    • 4 Baths
    • 2,300 Sq.Ft.
  • House with a teal front door, palm trees, and a curved walkway across the lawn. Sold

    $551,000

    284 Villager Drive, St. Simons Island, St Simons Island, GA 31522

    • 3 Beds
    • 2 Baths
    • 1,950 Sq.Ft.
  • Two-story brick house with a red front door beneath mature trees, approached by a curved walkway. Sold

    $485,000

    103 King Cotton Road, Brunswick, GA 31525

    • 4 Beds
    • 3 Baths
    • 3,340 Sq.Ft.
  • White coastal-style house with a broad porch, bright metal roof, and American flag. Sold

    $450,000

    903 Fort King George Drive, Darien, GA 31305

    • 2 Beds
    • 2 Baths
    • 1,542 Sq.Ft.
  • Two-story gray house with white trim, brick accents, and a white double garage door. Sold

    $446,036

    123 Gallery Way, Brunswick, GA 31525

    • 4 Beds
    • 3 Baths
    • 2,828 Sq.Ft.
  • Raised house with a covered porch and long staircase, surrounded by mature trees and shrubs. Sold

    $400,000

    212 Stillwater Drive, Brunswick, GA 31525

    • 4 Beds
    • 2 Baths
    • 2,700 Sq.Ft.
  • Two-story brick and beige-sided home with teal shutters, a broad lawn, and mature trees. Sold

    $400,000

    526 Old Mission Road, Brunswick, GA 31525

    • 4 Beds
    • 3 Baths
    • 2,824 Sq.Ft.
  • Furnished living room with a stone fireplace, built-in shelves, gray seating, and staircase. Sold

    $390,000

    548 Fox Run Circle, Brunswick, GA 31525

    • 4 Beds
    • 4 Baths
    • 2,460 Sq.Ft.
  • 115 Madeira Drive Sold

    $389,000

    115 Madeira Drive, Brunswick, GA 31523

    • 3 Beds
    • 2 Baths
    • 1,980 Sq.Ft.
  • Red-brick home with arched entryways, palm trees, and a broad driveway. Sold

    $365,000

    104 Fox Run Drive, Brunswick, GA 31525

    • 4 Beds
    • 4 Baths
    • 2,460 Sq.Ft.
  • Single-story brick and siding house with a covered porch and broad front lawn. Sold

    $355,000

    31 Port Richey Way, Brunswick, GA 31523

    • 4 Beds
    • 2 Baths
    • 1,927 Sq.Ft.
  • Sandy shoreline path beside a rock seawall and open water, with a bare-branched tree. Sold

    $329,000

    1175 N Beachview Drive, 135, Jekyll Island, GA 31527

    • 1 Bed
    • 1 Bath
    • 613 Sq.Ft.
  • Beige single-story home with a two-car garage, broad driveway, and landscaped front lawn. Sold

    $322,500

    560 Freedom Trail, Brunswick, GA 31525

    • 3 Beds
    • 2 Baths
    • 1,819 Sq.Ft.
  • Two-story home with blue shutters, a covered entry, and a two-car garage. Sold

    $318,500

    147 Sweetwater Boulevard, Brunswick, GA 31525

    • 3 Beds
    • 2 Baths
    • 1,501 Sq.Ft.
  • Two-story home with a white double garage, balcony, and landscaped front lawn. Sold

    $305,000

    208 Paradise Marsh Circle, Brunswick, GA 31525

    • 3 Beds
    • 2 Baths
    • 1,764 Sq.Ft.
  • Single-story gray house with two garage doors, a covered entry, and a front lawn. Sold

    $299,990

    208 Bottlebrush Walk, Brunswick, GA 31525

    • 3 Beds
    • 2 Baths
    • 1,696 Sq.Ft.
  • White single-story house with blue shutters, a two-car garage, and a broad driveway. Sold

    $277,990

    316 Elizabeth Drive, Brunswick, GA 31525

    • 3 Beds
    • 2 Baths
    • 1,475 Sq.Ft.
  • Rendered front exterior of a white single-story home with an attached garage and black shutters. Sold

    $277,990

    505 Autumns Wood Circle W, Brunswick, GA 31525

    • 3 Beds
    • 2 Baths
    • 1,618 Sq.Ft.
  • Stucco home with attached garage, curved driveway, green lawn, and number 134 beside the entrance. Sold

    $256,500

    134 Cypress Run Drive, Brunswick, GA 31520

    • 3 Beds
    • 2 Baths
    • 1,788 Sq.Ft.
  • Single-story brick ranch house with a covered porch, broad lawn, and mature trees. Sold

    $200,000

    3101 Wildwood Drive, Brunswick, GA 31520

    • 4 Beds
    • 4 Baths
    • 2,736 Sq.Ft.
  • Oak Grove Island entrance sign amid landscaped shrubs, palm trees, and a nearby waterway. Sold

    $64,000

    12 Harbor Pointe Circle, Brunswick, GA 31523

  • Oak Grove Island entrance sign among palms and shrubs, with water visible in the background. Sold

    $60,000

    13 Anchor Cove, 177, Brunswick, GA 31523

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