Penny Jackson, Realtor

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.

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

Santa Rosa looks a little different on the other side of the country. Here, vineyard sunsets replace gulf sunsets, while...
09/24/2026

Santa Rosa looks a little different on the other side of the country. Here, vineyard sunsets replace gulf sunsets, while eight private acres and European-inspired architecture give this estate its own identity.

4296 Savannah Trail | Santa Rosa | California
Sotheby's International Realty - Wine Country- Sonoma Brokerage

Surrounded by mature trees and just minutes from the heart of Seaside, Seagrove Magnolia feels like it has always belong...
09/24/2026

Surrounded by mature trees and just minutes from the heart of Seaside, Seagrove Magnolia feels like it has always belonged here.

43 Forest Street, Santa Rosa Beach
4 Bed | 4/2 Bath | 3,748 Sq. Ft.
See more: https://bit.ly/4jk13Kl

09/23/2026

Just Wow! 🤯

Thoughtfully designed across two levels, this never-rented WaterColor residence balances open gathering spaces with plen...
09/23/2026

Thoughtfully designed across two levels, this never-rented WaterColor residence balances open gathering spaces with plenty of privacy for family and guests.

367 East Royal Fern Way, Santa Rosa Beach
4 Bed | 4.5 Bath | 3,327 Sq. Ft.
See more: https://bit.ly/4hHvHvY

Miramar Beach has a quieter side, hidden under the oaks at Hidden Dunes. 9815 U.S. Highway 98 West 194 is a fully renova...
09/22/2026

Miramar Beach has a quieter side, hidden under the oaks at Hidden Dunes.

9815 U.S. Highway 98 West 194 is a fully renovated ground-floor cottage with two bedrooms and two baths, plus a deeded walkover to the sugar-white sand, plus three pools, hot tubs, and an award-winning Tennis & Pickleball Center. Offered turnkey, with strong rental potential.

Swipe for a look around, then message us for the full tour. 🐚

Freshly updated and offered fully furnished, this light-filled Alys Beach home pairs timeless architecture with the ease...
09/20/2026

Freshly updated and offered fully furnished, this light-filled Alys Beach home pairs timeless architecture with the ease of a truly turnkey arrival.

74 Nonesuch Way, Alys Beach
4 Bed | 4.5 Bath | 3,197 Sq. Ft.
See more: https://bit.ly/4y0xXUR

Spacious, private, and beautifully oriented toward the water, this Sanctuary by the Sea residence captures the gulf, the...
09/19/2026

Spacious, private, and beautifully oriented toward the water, this Sanctuary by the Sea residence captures the gulf, the lake, and the sunset in one remarkable view.

1363 West County Highway 30A, 2120, Santa Rosa Beach
4 Bed | 3.5 Bath | 3,998 Sq. Ft.
See more: https://bit.ly/4yewWbZ

Contemporary architecture, exceptional privacy, and some of Shelter Island’s best sunset views come together in this com...
09/18/2026

Contemporary architecture, exceptional privacy, and some of Shelter Island’s best sunset views come together in this completely transformed Shorewood estate.

8C Pheasant Circle | Shelter Island | New York
Sotheby's International Realty - East Hampton Brokerage

Sunday brunch on 30A with a little Sinatra on the side. 🎶🍸Mimmo’s 30A is one of those spots that makes brunch feel like ...
09/17/2026

Sunday brunch on 30A with a little Sinatra on the side. 🎶🍸

Mimmo’s 30A is one of those spots that makes brunch feel like an event. Great Italian food, a lively crowd, and a Frank Sinatra performer working the room with all the Rat Pack classics.

We tried the shrimp and peppers, polenta with shredded pork, and rigatoni with vodka sauce. Then Sinatra took over, and the whole place joined in.

Good food, good music, and a fun Sunday on 30A.

Definitely add this to your local list.

Address

4495 Furling Lane, Suite 110
Destin, FL
32541

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