Siesta Key, FL Real Estate
World‑class beaches and a lively village attract second‑home buyers and investors.
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Exclusive Properties
Explore our exclusive waterfront and luxury home listings in Sarasota, Englewood and Venice, FL.
Why Siesta Key
Siesta Key pairs world‑famous quartz sand beaches with a lively village scene and laid‑back waterfront neighborhoods. It’s a top choice for second‑home buyers and investors who value rental flexibility, walkability, and quick access to Sarasota’s culture and dining.
Areas of the Key
Siesta Beach and Village
Close to the island’s best‑known shoreline and restaurants, this area offers condo towers, boutique buildings, and townhomes. Nightly or weekly rentals can be possible depending on HOA rules—ideal for offsetting ownership costs.
Canal and Bayfront Neighborhoods
Along the Intracoastal, canal homes deliver boat access with varying bridge clearances and water depths. We’ll verify the route that fits your vessel and recommend inspectors who specialize in seawalls, lifts, and docks.
Quiet Residential Pockets
For buyers who want serenity within reach of the action, interior streets provide privacy, mature landscaping, and a mix of architectural styles.
Home Types and Considerations
- Condos: Amenity access, on‑site management, and potential for short‑term leasing (varies by building).
- Single‑Family Homes: Canal, bay, and interior options; confirm flood elevation and renovation history.
- Luxury Beachfront: Premium pricing tied to view corridors, sand quality, and walkability to the Village.
Investor Playbook
- Define personal use vs. income targets and seasonality assumptions.
- Filter buildings by rental minimums, pet policies, and approvals using our buyer roadmap.
- Model nightly/weekly revenue and expenses; compare to alternative areas like Downtown Sarasota.
- Offer terms that align with HOA timelines and seasonal booking windows.
- Prepare for turnover: cleaners, management, and local vendor network.
Life on Siesta
Days start on the sand and end with sunsets at the beach access points. Between, you’ll kayak mangrove tunnels, bike the island, and dine al fresco in the Village. Downtown Sarasota’s theaters, galleries, and marinas are minutes away.
FAQs
Are nightly rentals allowed?
Some buildings support nightly or weekly stays; others require one‑month or longer. We’ll confirm rules and caps before tours.
How does insurance work near the water?
We bring in specialized insurance partners and review flood zones and elevation so you can buy confidently.
What are typical holding costs?
We’ll outline HOA dues, utilities, maintenance, and cleaning/management if you plan to rent.
Compare Nearby Options
- Venice: island charm, golf communities, and new‑build options
- Manasota Key: beach‑to‑bay opportunities with a relaxed vibe
- Downtown Sarasota: skyline condos near arts and dining
Start Your Search
Browse active listings filtered by view, age, and amenities, or ask for a curated short‑list of condos and canal homes that fit your goals.
Schedule a tour or contact us to build your Siesta Key plan.



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Discover the Charm of Coastal Living in Venice, FL
Living in this area offers a vibrant lifestyle filled with outdoor activities, stunning beaches, and a welcoming community. Enjoy the convenience of nearby amenities, dining, and entertainment options that cater to all ages.
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Navigating Your Home Buying and Selling Journey
Buying or selling a home in our area is a straightforward process, but it requires local expertise. Understanding the unique market dynamics here can make all the difference in achieving your real estate goals.
Steps to Buying a Luxury Home in Our Area
Start by determining your budget and desired location.
Steps to Selling Your Home Effectively
Prepare your home for showings and set a competitive price.
Unique Considerations for Our Local Market
Seasonal trends and waterfront properties require special attention.


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26040 Seastone Dr.
Englewood, FL 34223

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