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$1,485,000
Lido Beach SubDv. ⋅ 34236 Zip Code
Stop searching for the perfect home and build it. This premium vacant lot is offered with a spectacular proposed luxury estate, featuring high-end architectural concepts, an expansive open-concept layout, and top-tier finishes designed for modern sophistication. Why this property stands out: The Canvas: A beautiful, ready-to-develop lot in a coveted enclave. There is a permit in place obtained by Eason Builders Group. The Vision: Seamless indoor-outdoor integration, gourmet chef’s kitchen concept, and a lavish primary retreat. The Location: Exceptional privacy without sacrificing proximity to top-tier dining, shopping, and entertainment and just 2 blocks to the Lido public beach. Survey, site plans, and proposed renderings are available upon request. Secure the land, finalize the details, and claim your piece of luxury. Ideally suited for weekly vacation rentals with annual income projected between $350,000.00 and $425,000.00

514 S Blvd Of The Presidents, Sarasota
$9,700,000
Saint Armands Div John Ringling Estates SubDv. ⋅ 34236 Zip Code
Rare Mixed-Use Investment & Redevelopment Opportunity Unique in its kind and virtually impossible to replicate, this prominent 10,000 SF mixed-use commercial asset is located within the one and only St. Armands Key district, one of the most exclusive and supply-constrained retail and dining destinations on Florida’s Gulf Coast. Positioned on a highly visible corner lot with three street frontages, the property combines stabilized income with exceptional long-term redevelopment potential. The ground floor is currently leased to an operating restaurant under a five-year lease commenced August 2025, providing immediate income to the new owner. The second floor offers flexible office, hospitality, or repositioning opportunities. Constructed of reinforced concrete, steel, and glass, the structure was originally engineered to support vertical expansion. The city has already approved one additional 5,000 SF level, with potential for further expansion subject to review and approval. ? Investment Highlights 10,000 SF two-story commercial building Corner property with three street frontages Stabilized income component Flexible second-floor configuration Approved vertical expansion Air rights / redevelopment upside Reinforced concrete and steel construction Rare St. Armands Key location Hurricane-resilient structure Rear loading and unloading area Direct owner offering Air Rights & Vertical Expansion The current building height is approximately 22 feet. The city has already approved one additional 5,000 SF level, and the structure was originally engineered to support up to six stories, subject to future review and approval. This creates a rare opportunity for long-term redevelopment and value creation in one of Sarasota’s most desirable island markets.

40 S Blvd Of The Presidents, Sarasota
$1,395,000
Lido Beach SubDv. ⋅ 34236 Zip Code
Create your modern coastal residence just moments from the sugar-sand shoreline on this rare, cleared homesite in the heart of Lido Beach. Measuring approximately 60-by-115, this property is ideally positioned for an effortless island lifestyle with access to the Gulf, the boutiques and dining of St. Armands Circle, and a short drive to vibrant downtown Sarasota. Zoning that allows seven-day rentals provides exceptional versatility for a future luxury home or investment-minded design. Architectural plans available. Build a three-story contemporary coastal residence featuring a rooftop deck, owners can capture both Gulf and Sarasota Bay sunset views, an elevated vantage point that defines the Lido Beach lifestyle. This is a premier opportunity in one of Sarasota’s most sought-after beach communities.

243 Coolidge Drive, Sarasota
$5,900,000
Saint Armands Div John Ringling Estates SubDv. ⋅ 34236 Zip Code
331 John Ringling Blvd, a prime retail investment opportunity and the home of Everything but Water on world renowned St Armand's Circle in Sarasota, FL. This 3,554 SF building is completely renovated, and is currently 100 percent leased by two national tenants making it an attractive prospect for retail investors. With its prime location and annual increases in lease rates, this property offers excellent return on capital.

331 John Ringling Boulevard Unit 101, Sarasota
$1,995,000
Lido Beach SubDv. ⋅ 34236 Zip Code
Build your custom coastal masterpiece on one of Lido Key’s most desirable streets. This 6,000 sq ft buildable lot (50' x 119') is positioned just steps from the public beach, complete with pool, parking, and concessions. Located in a short-term rental-friendly zone, this is a prime opportunity for personal use or a high-demand luxury investment. Enjoy an unmatched location just minutes from the world-class shopping and dining at St. Armands Circle and downtown Sarasota’s cultural scene. The list price is for the vacant lot and offers unmatched flexibility. Future owners have a shovel-ready opportunity to build the proposed design by Talon Builders. Utilizing these existing architectural plans can drastically save substantial time and money on your project, offering a cost-efficient, expedited construction process. While this builder and plan are included options, buyers have the full, flexible choice to leverage these plans as-is, make slight modifications, or utilize their own builder with a custom design. There is no obligation to use the specified builder or plans.

132 Grant Drive, Sarasota
$6,100,000
Lido Shores SubDv. ⋅ 34236 Zip Code
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .69-acre Gulf-facing parcel (with direct access to Lido Beach) offers the ideal canvas to create a custom coastal retreat in one of Sarasota’s most coveted locations. 1003 Westway Drive is perfectly positioned at the end of a quiet street and bordered by a nature preserve on one sidet. The setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1003 Westway Drive, Sarasota
$3,600,000
Lido Shores SubDv. ⋅ 34236 Zip Code
A rare and remarkable opportunity within the exclusive Lido Shores neighborhood — this exceptional .87-acre parcel at 1051 Westway Drive offers the ideal canvas to create a custom coastal estate in one of Sarasota’s most coveted locations. Perfectly positioned at the end of a quiet street and bordered by a nature preserve on one side, the setting delivers an unrivled sense of privacy while offering access to Pansy Bayou. You'll enjoy the potential for Gulf of Mexico, Sarasota Bay, and downtown skyline views from a thoughtfully designed residence. Imagine evenings defined by spectacular sunsets and a lifestyle centered around water, nature and refined coastal living. Residents of Lido Shores enjoy private beach access, placing the Gulf’s renowned shoreline just moments away. From this location, a short stroll leads to the vibrant shopping, dining, and cultural experiences of St. Armands Circle — blending exclusivity with convenience in a way few addresses can match. For those seeking an even grander vision, the adjacent parcel presents the opportunity to assemble a truly sublime estate - or even a guest house or sport pavillion - just steps from the Gulf. Craft your upscale Florida lifestyle from the ground up in a setting defined by beauty, rarity, and possibility.

1051 Westway Drive, Sarasota
$1,395,000
St Armands Division SubDv. ⋅ 34236 Zip Code
A rare opportunity to secure a build-ready homesite in one of Sarasota’s most iconic island locations. This 0.30-acre vacant lot is professionally cleared and ready for development, ideally positioned just steps from the energy and charm of St. Armands Circle. Surrounded by world-class dining, boutique shopping, and vibrant coastal culture, this premier parcel places you at the center of the Sarasota lifestyle. Lido Beach’s sugar-white sands and turquoise waters are just moments away, while downtown Sarasota’s arts, dining, and waterfront attractions are a short drive over the Ringling Bridge. The location offers an exceptional blend of island living and everyday convenience. This property provides the freedom to design a home that complements its distinguished surroundings. Vacant land opportunities of this caliber in the heart of St. Armands are increasingly rare. Whether envisioned as a luxury primary residence, refined seasonal retreat, or long-term investment, this offering presents a unique chance to create something exceptional in a setting where prestige, walkability, and island living converge.

130 N Blvd Of The Presidents, Sarasota
$6,999,000
Lido Shores SubDv. ⋅ 34236 Zip Code
Gulf-Front Opportunity in Lido Shores — 127 Feet on the Open Water! A rare offering in Sarasota’s coveted Lido Shores, this Gulf-front property presents an exceptional opportunity to build a signature coastal estate on one of the region’s most desirable stretches of shoreline. Positioned on nearly half an acre (0.41 acres) with 127 feet of direct frontage on the Gulf of Mexico, this homesite is perfectly placed at the dynamic junction of New Pass, where turquoise waters meet the open Gulf—an unmatched setting for boating enthusiasts, beach lovers, and architectural visionaries. With sweeping full Gulf-to-bay views, the property’s orientation captures dramatic sunsets and ever-changing waterfront scenery. Deep-water access and immediate proximity to the channel create effortless passage for boating, sailing, kayaking, or fishing. A concrete seawall is already in place, providing a strong foundation for future waterfront design and dock possibilities. Set among some of Sarasota’s most notable modern and luxury residences, this lot sits within the prestigious Lido Shores—an enclave known for its privacy, walkability, and architectural pedigree. Owners have the option to join the Lido Shores Association, which offers access to a private, gated beach park just moments from the property, complete with Gulf access, picnic zones, and a secluded stretch of sand exclusive to community members. With 97 feet of frontage on Westway Drive, a generous building envelope, and its privileged water position, the site allows for a substantial custom residence, pool, outdoor living areas, and multi-car garage. Whether envisioned as a modernist showpiece or timeless coastal retreat, the location elevates every possibility. Lido Shores offers the ideal blend of tranquility and access. A short stroll brings you to North Lido Beach—one of Sarasota’s most natural and peaceful shorelines. Just over the bridge is St. Armands Circle, home to luxury boutiques, fine dining, and year-round entertainment. Nearby New Pass Grill & Bait Shop, Mote Marine Laboratory & Aquarium, Sarasota Sailing Squadron, and Ken Thompson Park highlight the area’s coastal charm and outdoor experiences. A quick drive connects you to the cultural heartbeat of downtown Sarasota, including the Van Wezel Performing Arts Hall, Marie Selby Botanical Gardens, the Ringling Museum, theaters, galleries, and the city’s bayfront promenade. Marinas, world-class golf and tennis clubs, and resort amenities further enhance the unparalleled lifestyle available at this address. With its magnitude, water frontage, and premier location, 1199 Westway Drive stands as one of the most compelling Gulf-front building opportunities in Southwest Florida—a place where your future dream home can rise above the waves and capture Sarasota’s most extraordinary vistas.

1199 Westway Drive, Sarasota
$2,050,000
2 Beds ⋅ 2 Baths ⋅ St Armands Division SubDv. ⋅ 34236 Zip Code
Virtually Staged. Hidden behind lush plantings is this beautifully redesigned and amazingly private two-story home boasting over 3900 sq ft of interior living space all moments away from the shops & cafes of St. Armands Circle, the beaches of Lido Key & downtown Sarasota. As you enter this hideaway of peace and tranquility you are greeted by a fountained courtyard garden through gates of aged iron. From there the interiors will call to the imagination as it evokes the visions of a bastide in Provence or a country home in the hills of Scotland. Imperfection is curated and intentional. Rooms flow easily enhanced by wide plank reclaimed wood floors, white ship lap walls framed with wood accents, reclaimed wood beams artfully placed throughout, thick roughhewn interior doors with patinaed hardware, an eclectic kitchen design with soap stone counters, side tables and oven backsplash, a double farm sink, a new 10- burner dual fuel gas range with two ovens, a Sub-Zero fridge with a glass door & four bottom draws to name just a few of the many appealing details. A grand front room leads to a beautiful staircase of wood and clay tiles with a landing at the center of the house leading you to the primary suite, encompassing the entire second floor. Here we have a library/seating room lined with bookshelves, roughhewn wide plank wood floors, a spacious bedroom with a Julliet balcony, two walk-in closets and bath with a tub, large quartz shower with horizontal subway tiles, dual shower heads & handheld and two vanities with surface mount sinks and quartz counters sitting on retrofitted antique cabinets. There is a loggia spanning the width of the house opening on to an exceptionally large backyard bursting with lush tropical foliage. The nearly 12,000 sq ft lot is 160 ft deep. Intricately laid clay tiles form multiple walkways and an extensive lounging area. Beautifully weathered custom wrought iron gates abound not only on the drive entry but also on the courtyard and on the arched window openings of the loggia. Aged clay tiles surround windows and doors, even the garage door. Custom crafted metal awnings adorn the windows. Exterior custom metal lanterns and sconces echo the same intentional aging. There are two tankless water heaters, a whole house water purifier and a well for the yard. This home will captivate you.

41 S Adams Drive, Sarasota
$1,300,000
4 Baths ⋅ Pelican Gardens SubDv. ⋅ 34236 Zip Code
Rare Income-Producing Portfolio on South Lido Key – 4 Turnkey STR Units A rare opportunity to acquire a fully operating short-term rental portfolio on South Lido Key, one of Sarasota’s most coveted coastal markets. This offering includes 4 updated studio units within a boutique beachside community just steps from two direct beach access points and a short ride to St. Armands Circle. Each unit is managed, actively listed, and consistently booked, delivering proven performance and strong guest demand year-round. These condos have a long track record as successful Airbnb rentals, with 2024 gross income averaging $38,470 per unit and portfolio-wide net income of $85804 after HOA, taxes, utilities, and cleaning expenses. This is a cash-flowing, turnkey asset in a high-barrier-to-entry vacation rental market. The property features a community pool and sliding glass access private patios for each unit, creating the indoor/outdoor lifestyle guests expect on Lido. Interiors have been updated over the years and show pride of ownership throughout. Major mechanical systems are in good condition, with recent A/C and hot water tank replacements across the portfolio for peace of mind. Unit Renovation & Mechanical Summary: • Unit 10 – Updated | AC ~2 yrs | WH < 6 yrs • Unit 11 – Updated | AC ~3 yrs | WH < 3 yrs • Unit 12 – Updated | AC ~2 yrs | WH < 3 yrs Unit 6 - Updated AC is 3 years and WH is 3 years This type of offering is rarely available — a multi-unit STR package on Lido Key with documented income history, repeat traveler base, and proven operational infrastructure already in place. Keep as a turnkey portfolio, self-manage, or explore value-add improvements and dynamic pricing to further enhance returns. 4 units. One unbeatable coastal investment. Opportunities like this do not come around often.

170 Roosevelt Drive Unit 10, Sarasota
$3,600,000
John Ringling Estates St Armands Div 01 SubDv. ⋅ 34236 Zip Code
Incredible Potential on Saint Armands Key 244 North Washington Drive, Sarasota, FL. Also available as "To be built. Pre-Construction MLS #A4691610" This 8,923 sq ft bayfront lot offers an extraordinary opportunity to create your custom dream home in one of Sarasota’s most coveted locations — Saint Armands Key. Just steps from the iconic Saint Armands Circle, Lido Shores, and City Island, and only a short drive over the Ringling Causeway to vibrant downtown Sarasota, this property perfectly balances island serenity and city sophistication. The generous lot allows ample space for a private pool and hot tub, ideal for coastal living, and provides the flexibility to design a new residence tailored to your vision. A rare bayfront gem, this property delivers unbeatable location, sweeping water views, and limitless potential to craft your perfect island retreat. Don’t miss this opportunity to invest in one of Sarasota’s most desirable waterfront neighborhoods.

244 N Washington Drive, Sarasota
$1,250,000
Lido Beach SubDv. ⋅ 34236 Zip Code
Lido Beach Land Opportunity – Just one block from Lido Beach and a short stroll to St. Armands Circle, this 8,608 sq. ft. property offers exceptional potential in one of Sarasota’s most desirable coastal enclaves. Zoned RMF3, it allows for flexible redevelopment options including single-family or multi-family use. The existing structure—a storm-damaged 3-bedroom, 2-bath home with an attached 1-bedroom apartment—offers possibilities for renovation, income potential, or complete redevelopment. While the property was impacted by Hurricane Helene, it presents a rare chance to create a custom beach retreat or investment property. Enjoy morning walks by the Gulf, stunning sunsets, and the convenience of downtown Sarasota just minutes away. Property sold as-is.

132 Harrison Drive, Sarasota
$1,250,000
3 Beds ⋅ 3 Baths ⋅ Lido Beach SubDv. ⋅ 34236 Zip Code
MAJOR PRICE REDUCTION! Prime Lido Beach Opportunity – Discover the potential of this Old Florida gem, located just one block from Lido Beach and less than a mile walk or bike ride to the vibrant shops and dining of St. Armands Circle. Lido Beach offers a serene coastal escape while being just minutes from the energy of downtown Sarasota. Enjoy breathtaking sunsets, peaceful morning walks along the shore, and endless opportunities for swimming, kayaking, and wildlife watching in this coastal paradise. This 3-bedroom, 2-bathroom main home features an attached 1-bedroom, 1-bathroom apartment, offering flexibility for rental income, a guest suite, or multi-generational living. Lovingly lived in by one owner for nearly 40 years, this home sits on an 8,608 sq. ft. lot, this property is zoned RMF3 - Residential, Multi-Family, providing incredible opportunities for redevelopment or investment. Whether you’re looking to renovate, expand, or build new, this lot offers endless possibilities in a prime location. While the home has sustained storm damage from Hurricane Helene, it presents an exceptional opportunity for investors or buyers looking to build equity in one of Sarasota’s most sought-after beachside communities. Don’t miss out on this rare chance to own on Lido Key. Property is being sold as-is.

132 Harrison Drive, Sarasota