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.

09/03/2026

Eat Like a Local | Destin, FL

Bitterroot

Farm-to-table dining featuring locally sourced ingredients from:
9 Line Farms Wagyu
Locally Grown Produce
Fresh Gulf Seafood
Choctawhatchee Bay Smoked Mullet
Locally Grown Pecans

Michelin Recommended | 2026

What We Ordered:
Beef & Basil Salad
Birria Tacos
Italian Philly Dip
Truffle Parmesan Fries

Bitterroot | 4463 Commons Drive W | Destin, Florida

Local ingredients. Creative food. One of Destin’s best-kept dining secrets.

Eat Like a Local with Penny

Quiet luxury takes on a whole new meaning at this Nichols Hills estate, where mature trees, timeless architecture, and a...
09/03/2026

Quiet luxury takes on a whole new meaning at this Nichols Hills estate, where mature trees, timeless architecture, and a front-row view of Evangeline Park create an incredibly distinguished setting.

6638 Avondale Drive | Nichols Hills | Oklahoma
Sage Sotheby's International Realty

09/02/2026

Completely renovated and rental-ready, this ground-floor Hidden Dunes Beach Cottage offers easy, stair-free living just a short stroll from private deeded beach access. With two bedrooms, two baths, a screened porch, three pools, tennis, pickleball, and more, it brings together the charm of a beach cottage with the amenities of a resort.

9815 U.S. Highway 98 West 194, Miramar Beach
2 Bed | 2 Bath | 1,206 Sq. Ft.
See more: https://bit.ly/4qWyrJ1

09/02/2026

Wow 🤩!!

Shaded by mature oaks and surrounded by winding paths, lush landscaping, and tranquil water features, this completely re...
09/01/2026

Shaded by mature oaks and surrounded by winding paths, lush landscaping, and tranquil water features, this completely renovated ground-floor cottage at Hidden Dunes Beach & Tennis Resort offers a quieter side of coastal living just a short stroll from the sugar-white sands of the gulf.

9815 U.S. Highway 98 West 194, Miramar Beach
2 Bed | 2 Bath | 1,206 Sq. Ft.
See more: https://bit.ly/4qWyrJ1

Positioned between one of 30A’s iconic coastal dune lakes and the gulf, this Seagrove home puts a pretty compelling life...
09/01/2026

Positioned between one of 30A’s iconic coastal dune lakes and the gulf, this Seagrove home puts a pretty compelling lifestyle within reach.

217 Lakewood Drive, Santa Rosa Beach
4 Bed | 3.5 Bath | 2,079 Sq. Ft.
See more: https://bit.ly/4cihumq

Private, gated, and polished down to the last detail, this gulf-front home is ready for life to begin immediately.5707 W...
08/29/2026

Private, gated, and polished down to the last detail, this gulf-front home is ready for life to begin immediately.

5707 West County Highway 30A, Santa Rosa Beach
5 Bed | 5.5 Bath | 4,432 sq. ft.
See more: https://bit.ly/4yd0eHJ

Beautifully renovated, thoughtfully furnished, and positioned close enough to make beach days an everyday habit.11 Beach...
08/28/2026

Beautifully renovated, thoughtfully furnished, and positioned close enough to make beach days an everyday habit.

11 Beachside Drive 633, Santa Rosa Beach
3 Bed | 2 Bath | 1,028 Sq. Ft.
See more: https://bit.ly/4iA8ixr

08/27/2026

This gulf-facing condominium in WaterSound Beach breaks away from traditional coastal design and delivers a dramatic architectural statement centered entirely around light, space, and sweeping views.

37 Compass Point 421, WaterSound Beach
3 Bed | 3 Bath | 2,034 Sq. Ft.
Message me for more information!

Two centuries of champions, 951 acres of Bluegrass, and one extraordinary opportunity to carry Castleton Farm forward fo...
08/27/2026

Two centuries of champions, 951 acres of Bluegrass, and one extraordinary opportunity to carry Castleton Farm forward for the first time in 25 years.

2469 Iron Works Pike | Lexington | Kentucky
Bluegrass Sotheby's International Realty

Address

4495 Furling Lane, Suite 110
Destin, FL
32541

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