Highest Priced Single-Family Residence
3550 Flamingo Avenue
$5,800,000
This Bay Island waterfront new-construction residence sits on a third of an acre with 102 feet of wide canal frontage and no bridges to the bay. Move-in ready and constructed of solid block on all levels, the 4,711-square-foot home was designed to maximize privacy, natural light and functional living space.
The main level features an open-concept great room and designer kitchen, a private office, two covered terraces and a summer kitchen. The spacious primary suite is also located on this level and includes dual closets and a bathroom with a walk-in shower and separate soaking tub. The midlevel offers two en-suite bedrooms, while the upper level includes a clubroom with wet bar, a second primary suite and an outdoor covered terrace with sunset views.
Additional features include high ceilings, elevator access to all levels, a three-car garage with tandem space and a heated saltwater pool and spa. The home was built by premier builder Mike Voigt with interiors by designer Angela Rodriguez. It was originally listed pre-construction, and days on market reflect the full build process. A certificate of occupancy was issued in March 2025.
Courtesy of Michael Saunders
Lowest Priced Single-Family Residence
129 Pierson Lane
$718,000
Rare Siesta Key investment opportunity just one street from the water and a two-minute walk to the beach. This single-family, two-bedroom, two-bath property sits on an oversized 0.28-acre lot spanning two parcels on a private dead-end street shared by only three homes. Surrounded by mature vegetation, it offers an uncommon combination of privacy, size and location.
The home has been fully gutted following hurricane damage remediation and is being sold as-is, creating a blank slate for investors, builders or end users. The existing structure includes an open layout with two large common areas, offering flexibility for redesign or high-end finishes. Terrazzo flooring throughout much of the home may be restored to preserve classic Florida character.
Outdoor features include a pergola-covered rear porch, expansive yard space and a private irrigation well, while also connected to city water. Its walkability to the beach, oversized lot and quiet setting make it ideal for renovation, rebuild or long-term hold in one of Sarasota County’s most desirable coastal markets.
Courtesy of Keller Williams
Highest Priced Condo
1035 Seaside Drive, #501
$4,690,000
Experience elevated coastal living at Ten35 Seaside, where modern design meets the Gulf-front lifestyle of Siesta Key. Residence 501 is the largest floor plan in the building, offering more than 2,600 square feet with three bedrooms and three bathrooms, plus a 758-square-foot wraparound balcony with sweeping Gulf and sunset views.
The interior features a gourmet kitchen with solid-wood cabinetry, Wolf and Sub-Zero appliances, an induction cooktop and wine refrigerator. SONOS surround sound is integrated throughout the residence. Additional upgrades include floor-to-ceiling hurricane-impact glass, solid-core doors, Lutron electric shades, sound-limiting windows, high-efficiency systems and stained tongue-and-groove cypress ceilings on the terraces.
The unit includes two covered parking spaces and one private storage locker, a rare amenity within the building. Community features include a Gulf-front pool and spa, fire pit, fitness center, grilling area, beach service with loungers and umbrellas, kayaks and paddleboards, plus concierge-arranged activities. Onsite management and rental program services provide added convenience.
In 2025, the residence generated more than $250,000 in rental income, offering strong investment potential alongside luxury ownership.
Courtesy of Sarasota Realty Company
Lowest Priced Condo
1250 N Portofino Drive, #305
$360,000
Relax in paradise for under $400,000 in this oversized, one-bedroom, two-bath waterfront condo in the highly sought-after Siesta Harbor community. The residence offers wide canal and Intracoastal Waterway views from a glass-enclosed lanai, where dolphins and local wildlife are frequently spotted.
This turnkey-furnished unit has been well maintained, with recent upgrades including a remodeled kitchen and bathrooms with granite countertops and a new air-conditioning system installed in September 2024. Impact windows are installed throughout, including the kitchen, living room, bedroom and both bathrooms.
The layout includes a guest bathroom and a sleeper sofa for additional guests. Residents enjoy direct beach access across the street via Crescent Arms, allowing easy morning beach walks and sunset views. Siesta Harbor amenities include a heated pool, outdoor spa, sauna, fitness room, shuffleboard courts, renovated clubhouse with full kitchen, library and outdoor grilling area.
The community also features a canal system with potential boat slips, subject to availability. Located along the Intracoastal Waterway, this residence offers a strong combination of waterfront living, walkable beach access and resort-style amenities in one of Siesta Key’s most desirable communities.
Courtesy of Judith Guzzi & Associates
