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20 Most Recent Investment Properties for Sale

A4616870 MLS
Investors, Developers, Vacation Rental Operators, Event Venue Owners, Family Compound Seekers… unlock the potential of this rarely available beachside opportunity on world-renowned Siesta Key! With significant high-end development in progress on Windsong Lane, we welcome you to what is well on its way to becoming one of the most coveted streets on Siesta. Existing quadplex with private gated & deeded beach access, currently a short term rental, has generated over $350K gross revenue in the past 12 months. Surrounded by luxury new builds (pictured in photos), current RMF-3 zoning has no rental minimums and allows for construction of 3 new units... OR utilize/ improve the existing 4 units for multigenerational living, a family compound, wedding venue, corporate retreat, event space – so many possibilities. Currently sleeps 30 people. Beautifully landscaped lot with heated + cooled pool, abundant pavered parking, outdoor meeting space, al fresco dining areas, multiple patios and balconies. Priced below recent appraisal, as first floor is currently demo’d and ready for renovation. Located on a secluded street with trolley stop convenience, offering easy access to both ends of the key. With redevelopment potential and luxurious living, embrace the opportunity to own a piece of paradise and make your mark on this exceptional property. Please call owner directly for more info and your private showing.

1135 Windsong Lane, Siesta Key


A4614766 MLS
Escape Resort and Marina is a rare opportunity to purchase a profitable boutique resort that exudes a tropical sophistication that is rarely found. This tropical oasis is comprised of seven buildings with enormous suites that have very recently been thoughtfully reconstructed. This Casey Key resort is located on over one acre of lushly landscaped waterfront paradise that is only steps from the pristine sand and welcoming waves of the Gulf of Mexico and located near delicious waterfront restaurants and world class shopping. The lushly landscaped paver walkways lead to 14 expansive rooms each open onto the outdoor patios & balconies with many rooms having a waterfront view. All recently reconstructed rooms have been extensively renovated with features that include all new roofs, electrical and plumbing, HVAC and mechanical systems, new drywall with wall to ceiling finishes, new flooring throughout, new category 4 windows and doors and light fixtures. Each room offers new full-sized kitchens with high quality cabinetry, countertops and stainless-steel appliances, flat top stoves, microwaves, and dishwashers. Rooms range from 2 bedroom with den/3 baths to large one-bedroom suites. Onsite, guests enjoy a large pool and sundeck, hip, fun common areas including a beautiful waterfront clubhouse with full kitchen, a waterfront amphitheater with firepit, BBQ grilling areas, bicycle and kayak rentals, and workout facilities. The enormous modern rooms are styled to perfection and adorned with flat-screen TV’s, free Wi-Fi, and high-end furnishings. The attention to detail is awe inspiring as represented by the high guest review ratings and return clientele. This is a very profitable resort that has consistently experienced year after year increases in occupancy/ADR with very strong projections for 2024. The recently reconstructed 15 dock marina provides an additional generous steady stream of income. The marina is located on sailboat water and can accommodate boats up to 50 feet, contains up to 50-amp electric, water, nine 20-foot finger pipers as well as one covered boat slip with lift. Escape Resort is truly a premier year-round waterfront resort and marina. The demand for waterfront island Vacation Rentals is extraordinary and this resort stays consistently full. Escape Resort and Marina is located on coveted Casey Key Island nestled just south of world-renowned Siesta Key and quaint Venice Island and is a short drive into Sarasota, the cultural capital of the south. This island has very little accommodation competition and rooms can be rented nightly, weekly, or monthly. This Florida island beach lifestyle includes awe-inspiring sunsets and guests enjoy this amazing experience. With all of the upgrades recently completed, this is a turn-key investment for any entrepreneur or experienced hotelier that will bring tremendous cash flow while enjoying a true Island beach experience. Please DO NOT walk the property without permission and DO NOT disturb Seller or Employees.

212 Casey Key Road, Osprey/Nokomis

Listing courtesy of A YOUNG REALTY GROUP INC.

A4616757 MLS
Welcome to Endless Summer Beach and Surf Shop, located at 11 South Tamiami Trail! This thriving business opportunity is perfectly positioned on a high-traffic corridor, providing excellent visibility and accessibility. The shop exudes a laid-back, beachy vibe, capturing the essence of Florida's coastal lifestyle. Situated on Tamiami Trail, this property benefits from both local and tourist traffic, ensuring a steady stream of potential customers. The shop features a generous retail space, perfect for displaying an extensive selection of surfboards, beachwear, accessories, and more. Recently renovated, the interior boasts a modern design with bright, welcoming decor that enhances the shopping experience. Enjoy additional outdoor space where they added a mural wall. Ideal for promotions, special events, or expanding your display area. Convenient parking for customers ensure a hassle-free visit. Endless Summer Beach and Surf Shop is a well-known name in the community, attracting loyal customers and new visitors alike. With the popularity of beach culture and water sports, there is ample opportunity to expand product offerings and increase revenue. Don't miss this chance to own a piece of Florida's vibrant beach lifestyle. Whether you're an entrepreneur looking to invest in a profitable business or a beach enthusiast! Sale includes $70,000 worth of inventory. Seller is willing to include an additional $5,000 worth of consignment items with any full priced offers. Two year renewable lease locked in September of 2023. Twenty 5 star reviews on google! Website and socials included with sale.

11 S Tamiami Trail, Osprey/Nokomis


A4616193 MLS
Completely remolded duplex for sale in just blocks from the water in the boating and fishing community of beautiful Nokomis, Florida. This stunning property offers a rare opportunity for both homeowners and investors to take advantage of the tremendous tourism in this amazing city situated on the Gulf of Mexico. Just minutes away from the Nation’s most desired beaches, world class dining, shopping, many first rate medical facilities, an abundance of outdoor activity and some of the top schools in Florida. The complete remodel included high quality wood simulated vinyl flooring, granite counter tops, can lighting, new downstairs air conditioner (upstairs air conditioner is less than 5 years old), new rain gutters, stainless steal appliances, complete kitchen and bathroom remodel, fresh paint on the interior and exterior, new patio deck (upstairs), impact windows in both the downstairs and upstairs units and much more. An amazing open floor plan was created in both units to allow for excellent entertaining opportunities or relaxing with family. New hurricane proof windows throughout the property allow an abundance of natural light. Each unit within this duplex offers spacious and inviting living areas. With two (2) bedrooms and one (1) bathroom in each unit, there’s plenty space for both living and parking. The property accommodates 5 vehicles and has space for an RV as well. This is an excellent opportunity for long-term and short-term vacation rentals as well as an amazing property for seasonal vacationing for your entire family. Outdoor living is one of the highlights of this duplex. Both the front and backyard of this property provide the perfect setting for activities such as family BBQs, outdoor entertainment or just relaxing with family and friends. There are two (2) separate outdoor laundry rooms for each unit with complete hook-up for a full sized washer and dryer. The laundry rooms also provide room for plenty of storage. Whether you're looking to invest or to reside in one unit while renting out the other, this duplex presents a fantastic opportunity. Don't miss out on the chance to own this incredible property in one of Florida's desirable real estate market. It should also be noted that there is space to add on another studio apartment if this property is being considered for additional income potential.

240 Colonia Lane E, Osprey/Nokomis

Listing courtesy of MEDWAY REALTY.

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