Oasis on Osprey - 8 Units in Complex

Evan Weber of Michael Saunders & Co. is pleased to present an exceptional real estate opportunity in the highly desirable Oasis of Osprey, a 46 unit condominium association in Sarasota, Florida that offers favorable rental terms such as monthly vacation rentals or long term leases.
This offering consists of 8 updated, fully occupied, and furnished condos split into four 2-bedroom units and four 1-bedroom units. Centrally located, The Oasis of Osprey is a 10 minute drive to Siesta Key Beach and Downtown Sarasota, providing a tranquil community that blends modern living with unparalleled access to Sarasota’s premier amenities.
The Oasis on Osprey offers residents access to inviting amenities, including a sparkling swimming pool, fitness area, and meticulously landscaped grounds, providing both comfort and relaxation.
Many capital improvements have been completed, supporting the proactiveness of the Board and management company along with the durability of these solid block buildings. The roofs were replaced in 2019 & 2020. All plumbing stacks were replaced, parking lot was repaved along with freshly painted exteriors. Water & Sewer was also individually metered to the unit in 2024, passing the charges, directly to the tenant.
Coin Laundry is available in both buildings but the seller’s units include a washer/dryer, passing on the convenience and savings to the tenant.
The elevator in each building have been refurbished, continuing to offer easy access to the 2nd floor units.
Location, Location, Location!
Cherokee Park, an the upscale, secure neighborhood situated “West of the Trail”, is ideally located near Siesta Key’s North Bridge - Allowing for easy access of it’s world renown beaches, along with convenient access to Downtown Sarasota, St Armands/Longboat Key, shopping, dining, and more!
Not In A Flood Zone - No Flood Insurance Required!
The community is not in a flood zone and did not incur any significant damage from recent hurricanes. Flood insurance is not required, keeping association fees low.
Favorable Rental Policies
The Oasis on Osprey allows owners to rent their units out for a minimum of 1 month or more, up to 12 times per year. Allowing you to capitalize on premium rents during the high-season and have a lighter commitment during the summer months. The current owner has had tremendous success with travelling nurses and health professionals. Transitioning the long-term rentals to short term could increase income by $7,500 per door minimum!
Pet Policy
Up to two domestic pets allowed per unit. This community privilege is also passed down to the tenants, both long and short-term, providing them a more enjoyable stay and additional income opportunity.
Homeowner Association
The Board of Directors and Management company are easy to work with and helped reduce HOA fee’s in 2025 due to property insurance decrease and an individually metered water system was installed, placing the responsibility onto the occupant. The new fee still includes full reserve payments to a robust savings account.
No Milestone Inspections!
The buildings are only 2 stories eliminating the need for milestone inspections and mandatory improvements every 10 years!
Four 2-Bedroom Condos: Offering spacious floor plans ideal for professionals, small families, or long-term tenants seeking extra room and comfort.
Four 1-Bedroom Condos: Designed for individuals or couples, these units offer modern, open-concept living spaces perfect for short- and long-term rentals or those looking to downsize.
Modern Amenities: Each unit features high-end finishes including stainless steel appliances, granite countertops, in-unit laundry, and contemporary flooring. Large windows provide natural light and scenic views of the surrounding lush landscapes. The first floor units each have a private courtyard for pets and enjoyment.
The owner has taken great pride in their units and the community over the years and strive to make sure their clients are happy when renting a fully furnished unit. Almost all of the condos have been updated since acquisition as the owner invested back into them over the years. Kitchens and bathrooms have been improved along with new furniture, flooring, painting and into their units. One unit does remain untouched because the tenant remained with the transition and has been content.
The Oasis on Osprey association has been effectively managed over the years which is supported by the thriving grounds and financials. There are many benefits to being a landlord/owner here that can help maximize your return.
A more aggressive marketing approach will yield higher income. The seller has retained many of the seasonal rentals and been content with their tenants so they haven’t been maximizing their returns. There is room for improvement with the Long-Term and Short-Term rental rates with the favorable terms of one month minimum, up to twelve times annually compared to nearby units that start with 3 or 4 month minimums. The 2-pet policy is extremely attractive to short term tenants because it allows them to bring them along for the duration of their stay. Most competing condo associations don’t allow their short-term tenants to bring their pets.
Upon sale, Ownership of the condos and their contents will transfer along with everything pertaining to the business. Rights to the business booking website and the two LLC’s are included as well.
The $2,140,000 Purchase Price breaks down to $315k for the 2 bedroom/2 bath units and $220k for the 1 bedroom/1 bath units.
*Unit numbers, financials and all pertinent information will be released upon signing a confidentiality agreement. Do not visit the property without an appointment. The seller appreciates privacy with this transaction and does not want to disrupt any of the residents. We appreciate your consideration and cooperation.