Bayside Homes For Sale | Osprey, FL
Bayside Community Guide
Bayside in Osprey, built 2017-2019: amenities include gated, Maintenance-Free, Dock.
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Bayside Real Estate in Osprey, FL
Bayside homes for sale sit in an elegant 49 home gated community West of the Trail in Osprey, built by Taylor Morrison. Open concept great rooms run 2 to 3 bedrooms, 2 to 3 baths, plus a den and 2 car garage, sizes ranging from 2,100 to 2,400 square feet on generously sized lots.
Homes along Little Sarasota Bay get private access to a waterfront park for fishing, a day dock for your boat, and a canoe, kayak, and paddleboard launch, plus a 3 acre preserve for bird watching. No CDD fee here, and the HOA covers basic yard care. Nokomis Beach sits about 6 miles away, and downtown Sarasota is roughly 12 miles north.
Photos of Bayside
Bayside Neighborhood Facts
| Price Range: | $900k-$3.0M |
| Year Built: | 2017 – 2019 |
| Size (Sq. Ft.): | 2,115 – 2,665 |
| Min. Lease: | 1 Month |
| Leases/ Year: | 4 |
| Gated: | ✔ Yes |
| Pool: | ✖ No |
| Fences: | ✖ No |
| Golf Course: | ✖ No |
| CDD Fee: | ✔ Yes |
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Amenities:
Gated, Maintenance-Free, Dock.
Fees Include:
Private Roads, Common Area Maintenance, Maintenance Grounds, Manager, Private Road, Recreational Facilities.
Homes For Sale in Bayside
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Map of Bayside
Additional Bayside Neighborhood Information
Many homes have outdoor kitchens and executive pools. The community has Sidewalks, which make it easy to walk through the Bayside community to the many amenities. The waterfront boardwalk with a seating area and firepit is perfect for neighbors, family and friends to get together and enjoy the evening sunsets as it disappears into the turquoise water.
Outside of the Bayside neighborhood, there are numerous shopping plazas, restaurants, beaches and park areas. The Legacy Trail, a 14-mile paved walking and biking path is located very close by. Golfers can experience a great game of golf at nearby courses both private and public. You have easy access to Tamiami Trail which leads to Venice and Venice Island full of boutiques, restaurants and holiday activities.
Bayside homes for sale are in a great location for residents who enjoy going to downtown Sarasota, the marina, gorgeous parks with art exhibitions, galleries, theaters and performing arts too. There are several international restaurants and bars with live evening entertainment. The powdery beaches of Siesta Key offer family and friends a great day crashing through the waves, watching the dolphins at play or just relaxing on the beach. There are several top- rated medical facilities and hospitals with a full staff of expert practitioners. Bayside homes offer a Florida lifestyle of sunshine, relaxation and pleasant surroundings. What more can you ask for?
Bayside Real Estate
Bayside is about 40 homes, built between 2016-2018.
No, Bayside does not have a community pool.
Yes, Bayside is a gated community.
Yes, the HOA is responsible for the resident’s basic yard care.
No, Bayside does not have a CDD. (CDD stands for “Community Development District”. It is an additional tax assessment included on a property’s annual real estate tax bill, which pays for the initial and ongoing infrastructure cost for community development.)
Yes, some homes in Bayside have fencing, however there may be HOA restrictions regarding which lot locations may have a fence, or the size or type of fence allowed. It is important to check HOA rules for specific fencing requirements prior to making a purchase decision.
Bayside is located about 12.3 miles from downtown Sarasota.
Bayside is located about 6.3 miles from Nokomis Beach.
Bayside is located about 16.1 miles from the Sarasota International Airport.
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.

Our Personal Bayside Insights


Pros
- Gated community
- Large lake perfect for fishing and kayaking
- Located directly on Little Sarasota Bay
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Broker Associate & Realtors
Buying or Selling in Bayside?
Your local Bayside real estate experts.
Bill & Cheryl McCue and the Sarasota Homes Group know Bayside inside and out. 23 years of experience helping buyers and sellers in this market.
- Local Bayside Realtor with deep market knowledge.
- Top 2% selling Realtor in Sarasota & Manatee County.
- 23 years full-time experience.
- Current listings, sold data, and market trends for this area.
- Specializing in buying, listing, and selling homes in this market.
- Free market valuation for owners in this area.
- 100โs of 5-star reviews on Google, Realtor.com, Zillow, Homes.com and more.
- Sold over 400+ homes and counting.
Bill & Cheryl McCue
Sarasota Homes Group

































