Highest Priced Single-Family Residence
3460 Flamingo Avenue
$6,300,000
An extraordinary opportunity awaits on the coveted north end of Siesta Key. Currently under construction and scheduled for completion in late 2026, this stunning waterfront estate sits on a rare 1.25-acre lot with direct sailboat water frontage and unobstructed access to Sarasota Bay and the Gulf of Mexico — with no bridges to the bay.
The custom-designed residence will feature more than 6,000 square feet of refined coastal living with soaring ceilings, expansive indoor-outdoor spaces and walls of glass designed to capture sweeping water views and Gulf breezes. Buyers will have the opportunity to personalize select finishes, fixtures and design elements while benefiting from the construction timeline already in place.
The property also includes a private guest house, full-sized tennis court and lush grounds offering exceptional privacy and space for additional amenities.
Renderings are conceptual and intended to illustrate the design vision only. Actual materials, finishes, dimensions and features may vary. All specifications are subject to change without notice.
Courtesy of Michael Saunders
Lowest Priced Single-Family Residence
523 Reid Street
$595,000
Bring your vision to this Siesta Key property located directly across from The Out-of-Door Academy! The home experienced hurricane flooding, with drywall removed approximately four feet up in much of the interior and flooring removed in several areas. Property is being sold as-is. With abundant natural light, vaulted ceilings, and an existing layout ready for redesign, this home offers a blank canvas for renovation. The private lot features mature trees, deck space, and a peaceful setting in a highly sought-after location close to Siesta Key beaches and everyday conveniences. An excellent opportunity for buyers seeking to renovate in a premier school district and established neighborhood.
Courtesy of Keller Williams
Highest Priced Condo
915 Seaside Drive, #407
$2,700,000
Experience luxury living at the Hyatt Beach Residence Club on Siesta Key. This beautifully appointed fourth-floor condominium features three bedrooms, 3.5 baths and sweeping Gulf views with spectacular sunsets from a private balcony.
Designed with comfort and sophistication in mind, the residence includes a spacious primary suite with a spa-inspired bath and private terrace overlooking Siesta Key’s white quartz sand beaches. The chef’s kitchen features premium appliances, including a wine refrigerator, ideal for entertaining.
Resort-style amenities include a beachfront pool with cabanas, hot tub, fire pit, Tiki Bar, beach and paddleboard services, fitness center, spa and concierge services. Valet parking, 24-hour security and electric charging stations also are available.
Nightly rentals are permitted, offering excellent investment potential. Monthly condo fees include cable, electric, gas and water, along with complimentary breakfast each morning.
Located just minutes from Siesta Key Village, downtown Sarasota and St. Armands Circle, this property offers convenient access to premier dining, shopping and entertainment.
Courtesy of Waterside Realty
Lowest Priced Condo
1257 N Portofino Drive, #203
$370,000
Experience the best of Siesta Key living at Siesta Harbor, a 55+ waterfront community offering deeded beach access, beautiful water views and boating access with available slips. This well-maintained two-bedroom, two-bath condo overlooks a deep-water canal along the Intracoastal Waterway, with peaceful views from the living room, primary suite and screened lanai. One of the lowest-priced condos in the community, it presents an excellent opportunity to enjoy as-is or personalize over time.
Residents enjoy a heated pool, spa, clubhouse, shuffleboard, barbecue area and fishing dock, along with optional boat slips for vessels up to approximately 30 feet, subject to availability. Conveniently located with easy on-and-off island access, nearby trolley and SCAT transportation, and close to dining and shopping, Siesta Harbor offers relaxed coastal living just steps from world-famous Siesta Key Beach and its powdery white sand and crystal-clear Gulf waters.
Courtesy of Michael Saunders
