1350 SIESTA BAYSIDE DR #1350B
- SARASOTA, FL
- $949,000
3 Beds 2 Baths 1,495 Sq.Ft. 9.92 Acres
** The Seller requests NO SOLICITATION COMMUNICATIONS of any kind. LISTING WITHDRAWN, WILL BE RE-ACTIVATED.**
Experience turnkey island living in this second-floor, three-bedroom townhome residence at Gulf & Bay Club Bayside on Siesta Key. Offered fully furnished and operating as an active rental with strong income history, this two-story getaway presents an outstanding opportunity for personal enjoyment and investment potential in one of Sarasota's most desirable beach communities.
Spanning nearly 1,500 square feet, the light-filled layout features tile flooring throughout the main living areas, high ceilings, and an open living/dining design ideal for gathering and entertaining. The updated granite kitchen is equipped with stainless-steel appliances, custom cabinetry, breakfast bar seating, built-in planning desk, and a sunny dining nook with additional storage.
French doors open to the screened terrace, where added windows transform this space into a true year-round Florida room--an upgrade not commonly found in many Bayside residences. This enhancement expands the usable living area and allows you to enjoy the outdoor setting in every season, whether hosting guests or relaxing after a day at the beach.
The primary suite is conveniently positioned on the main level and offers a walk-in closet, granite-appointed en-suite bath, and direct access to the enclosed terrace. Upstairs, a versatile loft provides flexible living space, while two guest bedrooms share a full bath--creating an ideal layout for visiting family or rental guests.
This residence includes a deeded garage space and benefits from weekly rental flexibility, further enhancing its income-producing appeal.
Unique Opportunity: We also have a second Gulf & Bay Club Bayside residence available in the same building on the first floor. Purchasing both properties would provide a rare chance to own five bedrooms within the same community--perfect for larger family gatherings, seasonal hosting, or multi-generational stays. Owners would enjoy the flexibility to occupy one unit while renting the other or maximize rental income throughout the year.
Gulf & Bay Club Bayside is known for its coastal architecture and resort-style amenities. Residents enjoy heated swimming pool, tennis and pickleball courts, fitness center, clubhouse, grilling stations, and a fishing dock on the Intracoastal Waterway. Deeded beach access directly across the street places Siesta Beach's renowned quartz sands and Gulf waters just moments away.
Located in the heart of Siesta Key, this residence offers convenient access to Siesta Village's restaurants, boutiques, and live music. Boating, paddle boarding, and waterfront dining are close by, while downtown Sarasota--home to the Sarasota Opera House, Selby Gardens, The Bay Park, and St. Armands Circle--is just a short drive away.
Whether seeking a beach retreat, a rental investment, or the flexibility of dual-unit ownership on Siesta Key, this Gulf & Bay Club Bayside residence delivers location, versatility, and exceptional lifestyle value.
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Explore
Siesta Key, Sarasota FL -- At a Glance
ZIP Code
34242
County
Sarasota County, FL
Beach Ranking
#1 in the US, #11 in the world
Island Length
8 miles along Gulf of Mexico
Best For Boaters
Siesta Isles -- deep-water canals, private docks
Listing Agent
Roger Pettingell
| Neighborhood | Best For | Property Types | The Vibe |
|---|---|---|---|
| Siesta Key Village | Walkability, nightlife, beach access | Bungalows, low-rise condos | Social and urban -- most walkable zone on the island |
| Siesta Isles | Boaters, canal-front living | Ranch-style homes, renovated waterfront estates | Deep-water canals, private docks, Gulf access |
| Point of Rocks | Privacy, snorkeling, seclusion | Gulf-front estates, mid-size homes | Quiet mid-island -- best snorkeling on the Gulf Coast |
| Turtle Beach | Seclusion, bay and Gulf views | High-rise condos, Gulf-front homes | Quiet south end -- sea turtle nesting, less traffic |
Verify current pricing with Roger Pettingell. Market stats from 2024-2025 -- confirm with active MLS before publishing.
The best canal-front homes in Siesta Isles and Gulf-front properties at Point of Rocks rarely reach public listing. Roger Pettingell specializes in Sarasota's island markets and maintains private relationships with sellers across all four Siesta Key neighborhoods.
Contact Roger PettingellExplore Sarasota's Barrier Islands
The current Siesta Key market shows a distinct split. The luxury sector ($2M+) remains highly resilient, driven by demand for newer hurricane-hardened waterfront estates. The condo market ($500K-$1M) offers rising inventory, creating negotiating power for buyers seeking vacation rentals or second homes. Canal-front homes in Siesta Isles are seeing particularly strong interest from boaters. Median luxury price approximately $1.41M, $745/sqft, 65 days on market -- verify with current MLS before publishing.
Siesta Key's dining spans from laidback Gulf-view seafood to destination fine dining -- all within the island's compact footprint.
Siesta Key's beaches span the full island with distinct characters at each access point. Siesta Key Beach (north) is the famous white-sand main beach with the Pavilion and full amenities. Crescent Beach (mid-island) is popular for swimming and calmer conditions. Turtle Beach (south) is a sea turtle nesting site with a more secluded character.
No schools are located directly on the island. Siesta Key is served by some of Sarasota County's highest-rated public schools, just across the bridge:
Where is Siesta Key, Florida?
Siesta Key is an 8-mile barrier island in Sarasota County, Florida, on the Gulf of Mexico. ZIP code 34242. It is connected to the Sarasota mainland by two bridges -- the Siesta Drive Bridge to the north and the Stickney Point Road Bridge to the south. The island sits approximately 6 miles from downtown Sarasota.
Is Siesta Key beach really #1 in the US?
Yes -- Siesta Key Beach has been ranked #1 in the United States by TripAdvisor, the Travel Channel, and multiple other travel ranking organizations. The distinction is driven by the beach's quartz-white sand, which stays cool underfoot even in summer heat, the warm and calm Gulf of Mexico water, and the wide, spacious beach footprint. It has also been ranked #11 in the world.
What is the best neighborhood on Siesta Key?
The best Siesta Key neighborhood depends on priorities. Siesta Key Village is best for walkability to beach, nightlife, and dining. Siesta Isles is best for boaters -- deep-water canals, private docks, and Gulf access. Point of Rocks is best for privacy and snorkeling access. Turtle Beach is best for buyers who want seclusion and quieter beach conditions. Roger Pettingell has sold extensively across all four areas and provides specific guidance based on individual buyer needs.
What is the average home price on Siesta Key?
Siesta Key's luxury segment had a median price of approximately $1.41M in 2024-2025, with price per square foot averaging $745. The condo market ($500K-$1M) has seen rising inventory, creating negotiating opportunities for buyers. Canal-front homes in Siesta Isles and Gulf-front estates at Point of Rocks represent the upper tier. Verify with current MLS data before making purchase decisions.
Is Siesta Key good for investment property?
Siesta Key has historically been a strong short-term rental market given its #1 beach ranking and year-round tourist demand. The current condo market ($500K-$1M) offers more inventory and negotiating power for investors than the luxury waterfront tier. However, Sarasota County short-term rental regulations apply -- confirm the specific rental designation for any property before assuming rental income potential. Roger Pettingell can provide specific guidance on the investor landscape.
Roger Pettingell has sold extensively across all four Siesta Key neighborhoods and has access to off-market listings before they reach public listing.
Contact Roger Pettingell
