Siesta Key Homes with Trees/Woods View

Welcome to Siesta Key, Florida, a tropical paradise nestled on the stunning Gulf Coast and part of Sarasota County. Renowned for its powdery white sands and vibrant sunsets, Siesta Key is more than just a beach destination; it’s a community that offers a unique blend of relaxation and adventure. With its charming boutiques, delightful eateries, and a plethora of outdoor activities, Siesta Key invites you to embrace a lifestyle where every day feels like a vacation.

One of the most enchanting features of Siesta Key is its diverse real estate options, particularly homes with picturesque trees and woods views. Imagine waking up to the gentle rustle of leaves and the soft chirping of birds, all while being just moments away from the beach. These homes are often nestled amidst lush greenery, providing a serene backdrop that enhances your living experience. With ample outdoor space, you can enjoy peaceful mornings sipping coffee on your porch or hosting friends for a barbecue under the shade of majestic trees.

Whether you’re looking for a cozy cottage or a luxurious waterfront estate, Siesta Key offers something for everyone. Living here means embracing a lifestyle that celebrates nature, community, and the beauty of coastal living. With its stunning landscapes and friendly atmosphere, Siesta Key is not just a place to live; it’s a place to thrive. Come explore the homes with trees and woods views that await you in this idyllic Florida haven, and discover the magic of Siesta Key living!

Newest Siesta Key Homes with Trees/Woods View

5860 Midnight Pass Road Unit 23, Sarasota image

5860 Midnight Pass Road Unit 23, Sarasota — 23 $839,900 ▲

RARELY AVAILABLE CONDO IN GULF HAVEN ON SIESTA KEY BEACH! This nicely updated 2-bedroom, 2.5-bath unit in the highly desirable Gulf Haven community won't be on the market...

2 Beds
3 Baths
Gulf Haven SubDv.
34242 Zip Code

9393 Midnight Pass Road Unit 205, Sarasota image

9393 Midnight Pass Road Unit 205, Sarasota — North $650,000

This beautifully renovated 2-bedroom, 2-bath condominium overlooking the bay was freshly painted on 9/8/2026 and is truly move-in ready. Turnkey furnished with an open ki...

2 Beds
2 Baths
Pointe On Midnight Pass SubDv.
34242 Zip Code

5541 Cape Aqua Drive, Sarasota $1,250,000

TROPICAL PARADISE WITH JUST A SHORT WALK AWAY FROM THE WORLD-FAMOUS SIESTA KEY BEACH! Welcome to your own slice of paradise, where the Florida lifestyle truly comes to li...

3 Beds
2 Baths
Siesta Isles SubDv.
34242 Zip Code

5323 Calle Florida, Sarasota $1,700,000

Rare Double-Lot Coastal Compound Opportunity on Siesta Key — Offered Together at $1,700,000 | 14,636 Total Sq. Ft. Embrace the quintessential Florida lifestyle on pres...

Sarasota Beach SubDv.
34242 Zip Code

1355 Roberts Bay Lane, Sarasota — 1355 Roberts Bay Lane $6,300,000

5 Beds
5 Baths
Siesta Beach SubDv.
34242 Zip Code

5334 Calle Florida, Sarasota $1,750,000 ▼

Discover a rare opportunity on Palm Island, one of Siesta Key’s most distinctive residential enclaves, where quiet island living meets exceptional access to the very best...

4 Beds
3 Baths
Sarasota Beach SubDv.
34242 Zip Code

19 Whispering Sands Drive Unit 201, Sarasota image

19 Whispering Sands Drive Unit 201, Sarasota — 19 Nt $874,900

ENDLESS POSSIBILITIES ON SIESTA KEY. Welcome to 19 Whispering Sands Drive, Unit 201, an exceptional opportunity to create your own Gulf Coast retreat in one of Siesta Key...

2 Beds
2 Baths
Whispering Sands SubDv.
34242 Zip Code

4114 Roberts Point Circle, Sarasota image

4114 Roberts Point Circle, Sarasota $1,150,000

An exceptional opportunity to create a custom waterfront residence in one of North Siesta Key’s most desirable neighborhoods. Surrounded by substantial luxury homes, this...

Roberts Point SubDv.
34242 Zip Code

70 Avenida Veneccia Unit 204, Sarasota image

70 Avenida Veneccia Unit 204, Sarasota — Sunset Beach $4,950,000

Introducing Residence #204 at Sunset Beach, an extraordinary opportunity to own one of the largest residences at Siesta Key's newest luxury address. Offering more than 4,...

3 Beds
4 Baths
Sunset Beach SubDv.
34242 Zip Code

6263 Midnight Pass Road Unit 403, Sarasota image

6263 Midnight Pass Road Unit 403, Sarasota — 1 $849,000

Discover this one-of-a-kind unit in Excelsior, featuring two spacious bedrooms and two bathrooms, complemented by an added staircase leading to a spacious second-story LO...

2 Beds
2 Baths
Excelsior Beach To Bay SubDv.
34242 Zip Code

7219 Pine Needle Road, Sarasota $1,100,000

Tucked beneath a canopy of mature trees in the prestigious Sanderling Club, this exceptional waterfront homesite presents a rare opportunity to own in one of Siesta Key's...

Sanderling Club SubDv.
34242 Zip Code

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota image

915 Seaside Drive Unit 402, Weeks 10-13, Sarasota — Hyatt Residences On Siesta Key $100,000

Fractional Ownership. Unique opportunity to own four consecutive weeks in March on Siesta Key Beach. Experience luxury beachfront living with this Winter Fractional Packa...

2 Beds
3 Baths
Siesta Key Beach Residences SubDv.
34242 Zip Code