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You are here: Home / Osprey / Bay Street Osprey Florida Maintenance Free Homes for Sale

Bay Street Osprey Florida Maintenance Free Homes for Sale

by Josh Lynn

Bay Street Osprey Florida Homes for Sale ​Bay Street Osprey Florida is a gated condominium community strategically located between Sarasota and Venice. This development offers residents a blend of modern living and convenient access to various attractions.​

Homes and Pricing

The community comprises 209 residential units spread across 33 architecturally appealing buildings. There are four distinct floor plans, ranging from 1,244 to 1,655 square feet, featuring two to three bedrooms. Each unit includes a screened-in lanai and a one- or two-car garage. As of early 2025, home prices in Bay Street range from approximately $450,000 to $460,000, with a median sale price around $420,000. ​Latest pricing at Bay Street Osprey Florida will be found below if there is inventory.

Amenities

Residents enjoy a variety of amenities, including a heated resort-style swimming pool with cabana, a fitness center, and a community clubhouse. The community is also pet-friendly, allowing two dogs of any size. ​

Nearby Attractions

Bay Street is conveniently located near several attractions:​

  • Oscar Scherer State Park: A 1,400-acre park offering opportunities for cycling, hiking, and observing wildlife such as the Florida scrub jay. ​
  • Historic Spanish Point: A 33-acre museum and environmental complex featuring a prehistoric shell mound, pioneer homestead, and nature trails. ​
  • Legacy Trail: A multi-use recreational trail that runs through Osprey, ideal for biking and walking. ​
  • Additionally, the community is within walking distance of shopping centers, including a Walmart Supercenter, and offers easy access to the beaches of Casey Key. ​

Bay Street combines comfortable living spaces with a wealth of amenities and nearby attractions, making it an appealing choice for those seeking a vibrant lifestyle in Osprey, Florida.

Neighborhood Slideshow at Bay Street Osprey

Bay Street Village in Osprey - Entrance -101
Bay Street Village in Osprey - Clubhouse
Bay Street Village in Osprey - Gym
Bay Street Village in Osprey - Pool Townhomes
Bay Street Osprey Florida Homes for Sale

Bay Street Osprey Florida Homes for Sale

4226 FRONTIER LANE 103 OSPREY FL 34229
New Listing - a week on site
1 / 36
$319,000
Condominium For Sale
Active
2
BEDS
2
TOTAL BATHS
1,135
SQFT
4226 FRONTIER LANE 103
OSPREY, FL 34229
BAY STREET VILLAGE Subdivision
4304 EXPEDITION WAY WAY 105 OSPREY FL 34229
Price Change - 3 weeks ago
1 / 68
$329,900
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,528
SQFT
4304 EXPEDITION WAY WAY 105
OSPREY, FL 34229
BAY STREET VILLAGE Subdivision
4284 EXPEDITION WAY NA OSPREY FL 34229
1 / 40
$339,900
Condominium For Sale
Active
3
BEDS
2
TOTAL BATHS
1,430
SQFT
4284 EXPEDITION WAY NA
OSPREY, FL 34229
BAY STREET VILLAGE Subdivision

Filed Under: Osprey

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The Wendy Lynn Group Sarasota exp Realty



  • 1300 Main Street, Sarasota, FL 34236

  • 941-421-7375

  • info@sunnysarasotahomes.com

Osprey Neighborhoods

  • Bay Street
  • Sorrento Shores
  • Southbay YRC

Areas We Serve

  • Anna Maria
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Myakka City
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • South Hillsborough
  • Terra Ceia
  • University Park
  • Venice
  • West of the Trail

Things to do in Osprey Florida

https://www.youtube.com/watch?v=JJT1XzDeJLU

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The Wendy Lynn Group Sarasota exp Realty

  • 1300 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • info@sunnysarasotahomes.com

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Wendy Lynn on X

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Active adult communities across Manatee and Sarasota County remain in high demand.,#AdultCommunities,

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Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Market timing is difficult. Strategic ownership over five years often outweighs short-term volatility.,#MarketUpdate,https://www.wendylynngroup.com/market-report.php

Wendy_Realtor avatar Wendy Lynn @Wendy_Realtor ·
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Longboat Key continues to attract luxury buyers seeking privacy and Gulf views.,#LongboatKey,

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Your equity position may be stronger than you think. The first step is verifying it.,#HomeEquity,https://www.wendylynngroup.com/seller/valuation/

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West of the Trail remains one of Sarasota�s most desirable established areas.,#WestOfTheTrail,

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