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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

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  • 116 Navigation Circle #106, Osprey, FL
    116 Navigation Circle #106
    Osprey, FL
    Photo of 116 Navigation Circle #106, Osprey, FL 34229 (MLS # A4650759)
    $329,900
    • Lot Size
      30.50 ac

    • Home Size
      1,430 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      2016

    • Days on Market
      38

    View Virtual Tour
  • 232 Explorer Drive #15, Osprey, FL
    232 Explorer Drive #15
    Osprey, FL
    Photo of 232 Explorer Drive #15, Osprey, FL 34229 (MLS # A4648458)
    $299,500
    • Lot Size
      30.50 ac

    • Home Size
      1,135 sqft

    • Beds
      2 Beds

    • Baths
      2 Baths

    • Year Built
      2019

    • Days on Market
      67

    View Virtual Tour
  • 4236 Expedition Way #106, Osprey, FL
    4236 Expedition Way #106
    Osprey, FL
    Photo of 4236 Expedition Way #106, Osprey, FL 34229 (MLS # A4647689)
    $350,000
    • Lot Size
      30.50 ac

    • Home Size
      1,528 sqft

    • Beds
      3 Beds

    • Baths
      2 Baths

    • Year Built
      2016

    • Days on Market
      74

    View Virtual Tour

See all Bay Street Osprey Florida Town Homes for Sale.
(all data current as of 6/17/2025)

Listing information deemed reliable but not guaranteed. Read full disclaimer.

 
 

Filed Under: Osprey

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The Lynn Group - Wendy Lynn - eXp Sarasota

  • 1540 Main Street, Sarasota, FL 34236
  • 941-421-7375
  • Email Us

Osprey Neighborhoods

  • Bay Acres
  • Bay Oaks
  • Bay Street
  • Baypointe Vista
  • Bayside on Little Sarasota Bay
  • Bellagio Harbor
  • Bishops Court
  • Bishopscourt TH
  • Blackburn Harbor
  • Emerald Woods
  • Heron Bay Club
  • Hidden Bay
  • Meridian
  • North Casey Key
  • North Creek
  • Oak Creek
  • Oaks Bayside
  • Oaks Clubside
  • Oaks Preserve
  • Ogburns
  • Osprey Harbor Village
  • Osprey Park
  • Osprey Woods
  • Park Trace Estates
  • Pine Ranch
  • Pine Run
  • Rivendell
  • Sarabay Acres
  • Sorrento Shores
  • Southbay YRC
  • South Creek
  • Sunset Place
  • Towns End Shores
  • Trinity Acres
  • Willowbend

Areas We Serve

  • Anna Maria Island
  • Bird Key
  • Bradenton
  • Bradenton Beach
  • Casey Key
  • Cortez
  • Downtown Sarasota
  • Ellenton
  • Englewood
  • Golden Gate
  • Holmes Beach
  • Lakewood Ranch
  • Lido Key
  • Longboat Key
  • Nokomis
  • North Port
  • Osprey
  • Palmer Ranch
  • Palmetto
  • Parrish
  • Sarasota
  • Siesta Key
  • 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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  • 941-421-7375
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Photo of 6435 165th Drive E, Parrish, FL 34219 (MLS # A4655888)
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Photo of 1299 Tripoli St, North Port, FL 34286 (MLS # A4656118)
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Photo of 10258 Morning Mist Lane, Sarasota, FL 34241 (MLS # D6142769)
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Photo of 900 La Costa Circle #4, Sarasota, FL 34237 (MLS # A4656160)
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Photo of 11434 Spring Gate Trail, Bradenton, FL 34211 (MLS # A4655513)
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Photo of 3636 Torrey Pines Boulevard, Sarasota, FL 34238 (MLS # A4656030)
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Photo of 5803 Garden Lakes Palm, Bradenton, FL 34203 (MLS # A4656104)
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Photo of 5017 46th Street W, Bradenton, FL 34210 (MLS # TB8397726)
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Photo of 20235 Granlago Drive, Venice, FL 34293 (MLS # N6139196)
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Photo of 614 N Waterway, Venice, FL 34285 (MLS # N6139302)
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Photo of 6710 36th Avenue E #176, Palmetto, FL 34221 (MLS # A4656026)
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Photo of 6803 Washington Place, Bradenton, FL 34207 (MLS # A4656150)
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Photo of 6514 N Biscayne Drive, North Port, FL 34291 (MLS # C7511240)
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Photo of 4918 Gray Owl Terrace, Palmetto, FL 34221 (MLS # A4642811)
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Photo of 13639 Salinas Street, Venice, FL 34293 (MLS # K4902967)
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Photo of 2405 Mistleto Lane, North Port, FL 34286 (MLS # A4656142)
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Photo of 15716 Barefoot Beach Drive, Bradenton, FL 34211 (MLS # A4655914)
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Photo of 1626 Terra Ceia Bay Circle #6, Palmetto, FL 34221 (MLS # TB8397252)
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Photo of 624 White Pine Tree Road #5, Venice, FL 34285 (MLS # N6139307)
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Photo of 6710 36 Avenue E #114, Palmetto, FL 34221 (MLS # A4656004)
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    Photo of 4918 Gray Owl Terrace, Palmetto, FL 34221 (MLS # A4642811)
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    Photo of 2405 Mistleto Lane, North Port, FL 34286 (MLS # A4656142)
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    Photo of 15716 Barefoot Beach Drive, Bradenton, FL 34211 (MLS # A4655914)
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    Photo of 1626 Terra Ceia Bay Circle #6, Palmetto, FL 34221 (MLS # TB8397252)
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    Photo of 624 White Pine Tree Road #5, Venice, FL 34285 (MLS # N6139307)
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    Photo of 6710 36 Avenue E #114, Palmetto, FL 34221 (MLS # A4656004)
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