Bayside
Real Estate Listings & Community Guide
Bayside Real Estate in Osprey, FL
Bayside homes for sale are nestled within an elegant 49 home gated community located “West of the Trail” in Osprey, Florida. These beautifully styled homes were built by Taylor Morrison, and feature an open concept great room which is comprised of 2 to 3 bedrooms, 2 to 3 baths, den and 2 car garages. The size of home ranges from 2,100 to 2,400 square feet, each located on a generously sized lot. The homes located on the Little Sarasota Bay have private access to a waterfront park for fishing, a day dock for your boat, along with a canoe, kayak and paddleboard launch and a 3 acre preserve for the pleasure of bird watching. Read more
Bayside Homes Overview

Community Info:
# of Homes: | 40 |
Year Built: | 2016-2018 |
Gated: | Yes |
Pool: | No |
Fences: | Yes |
Yard Care: | Yes |
HOA Fee: | Yes |
CDD Fee: | No |
Min. Lease: | 1 Month |
# of Leases: | 4 /Year |
Amenities:
- Gated
- Dock/ Pier
- Maintenance-Free
HOA Fee Includes:
- Private Roads, Common Area Maintenance, Maintenance Grounds, Manager, Private Road, Recreational Facilities
Category: Sarasota West of Trail Homes for Sale
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Transactions
400+
Sales
1/4 Billion
5-Star Reviews
150+

HONESTY · Reputation · Experience
Top 3% Home Sales Team in Sarasota & Manatee County
Current Homes For Sale in Bayside

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Insight For Bayside Neighborhood
Pros:
- Gated community
- Large lake perfect for fishing and kayaking
- Located directly on Little Sarasota Bay
Considerations:
- A bit farther south some buyers prefer.
Lifestyle:
- Small community with great water access
- Quiet area than mainstream Sarasota
- Plenty of restaurants are close by
Shopping:
- Grocery store is 1.8 miles
- UTC Mall is 22.1 miles
- Costco is 3.8 miles
Beach:
- Siesta Key Beach is 9.1 miles
- Closest beach is Nokomis Beach which is 7 miles
Downtown:
- 11.7 miles
- 23 minute drive
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
Frequently Asked Questions
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.