Penny Jackson, Realtor

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Penny Jackson, Realtor A longtime Sandestin resident she specializes in resort, second-home & investment properties.

With roots in hospitality and decades of local knowledge, Penny Jackson brings a thoughtful, relationship-driven approach to real estate along the Emerald Coast. There are a variety of real estate choices, and it is important to select the one that fits your lifestyle. My goal is to connect people with the property that provides the most value, whether you measure it monetarily or in memories.

Thank you for all of the calls, texts and emails checking on us. We made it through the Hurricane Isaias with no damage ...
10/10/2026

Thank you for all of the calls, texts and emails checking on us. We made it through the Hurricane Isaias with no damage to our home. Some debris in the pool, yard and there were several trees down around the resort. We lost power about 10 PM last night and it’s still out. We are very grateful for the outcome, mild temperature and a propane grill.

Full of color, character, and thoughtful updates, this Rosemary Beach home offers a playful take on luxury just moments ...
10/08/2026

Full of color, character, and thoughtful updates, this Rosemary Beach home offers a playful take on luxury just moments from the gulf.

2 North Spanish Town Lane, Rosemary Beach
4 Bed | 4 Bath | 1,978 Sq. Ft.
See more: https://bit.ly/4jMim70

10/06/2026

Last Parents Weekend at FAU ❤️💙

Hard to believe Parker is already a senior. We’ve loved our time in South Florida and all the memories FAU and Boca Raton have given our family.

Soaking up every bit of this final year! ❤️💙

Behind the gates of Santimo Beach, this expansive residence offers privacy, thoughtful design, and a front-row connectio...
10/03/2026

Behind the gates of Santimo Beach, this expansive residence offers privacy, thoughtful design, and a front-row connection to the gulf.

41 Elysee Court, Inlet Beach
6 Bed | 5.5 Bath | 5,976 Sq. Ft.
See more: https://bit.ly/4xQOuKp

Open water, passing boats, and coastal wildlife create a constantly changing view from this spacious home on Santa Rosa ...
10/02/2026

Open water, passing boats, and coastal wildlife create a constantly changing view from this spacious home on Santa Rosa Sound.

14 Islandview Drive, Mary Esther
3 Bed | 3 Bath | 3,719 Sq. Ft.
See more: https://bit.ly/4zcvXJv

Nearly 250 years of character meet 155 acres of mountain, meadow, woods, and creek frontage at this extraordinary proper...
10/01/2026

Nearly 250 years of character meet 155 acres of mountain, meadow, woods, and creek frontage at this extraordinary property in the Catskills.

38 Van Road | Lexington | New York
Four Seasons Sotheby's International Realty

Surrounded by cypress trees and just about a mile from Seaside, “The Lily Pad” offers a quietly inviting take on life al...
10/01/2026

Surrounded by cypress trees and just about a mile from Seaside, “The Lily Pad” offers a quietly inviting take on life along Scenic 30A.

297 Cassine Garden Circle, Santa Rosa Beach
3 Bed | 2 Bath | 1,552 Sq. Ft.
See more: https://bit.ly/3TrZpMp

A block from the beach and designed to host with ease, this 2024 Seagrove residence brings together exceptional space, p...
09/26/2026

A block from the beach and designed to host with ease, this 2024 Seagrove residence brings together exceptional space, privacy and effortless access to 30A.

180 South Gulf Drive, Santa Rosa Beach
6 Bed | 6/2 Bath | 4,518 Sq. Ft.
See more: https://bit.ly/4hgwF2l

Designed around its setting, this Mala Beach home pairs sweeping gulf views with more than 1,000 square feet of outdoor ...
09/25/2026

Designed around its setting, this Mala Beach home pairs sweeping gulf views with more than 1,000 square feet of outdoor living.

30 Mala Way, Inlet Beach
6 Bed | 6/2 Bath | 6,018 Sq. Ft.
See more: https://bit.ly/4hL4l8e

Address

4495 Furling Lane, Suite 110
Destin, FL
32541

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