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Homes for Sale in Osprey

Sarasota County, Florida — Updated daily from Stellar MLS

Homes for Sale in Osprey

Active listings in Osprey, Sarasota County — updated from Stellar MLS.

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Barrett Henry, REALTOR® and Broker Associate at REMAX Collective

I've helped dozens of families buy and sell in Osprey. Here's what I tell every client: know the neighborhoods, understand the pricing, and work with someone who knows Sarasota County inside and out. My name is Barrett Henry, and I'm a licensed Broker Associate with REMAX Collective with 23+ years of real estate experience. Call me at (813) 733-7907 — I'd love to help you find your next home.

About Osprey, Florida

Osprey is a sought-after community in Sarasota County, Florida, spanning ZIP codes 34229. Quiet bayfront community between Sarasota and Venice with nature preserves. From first-time buyers to seasoned investors, Osprey offers something for everyone.

I bring 23+ years of real estate experience to every transaction. As a local market expert, I help buyers and sellers in Osprey navigate pricing, negotiations, and inspections with confidence. My goal is to make your home search straightforward — we will find the right fit and close on your terms.

Ready to explore homes in Osprey? Call (813) 733-7907 or use the contact form to get started. I'll send you a curated list of Osprey properties that match your criteria.

Helpful Resources for Osprey Home Buyers

Osprey Resources & Guides

Everything you need to buy, sell, or invest in Osprey, Sarasota County real estate.

Florida Loan Programs

Compare mortgage options available to Osprey home buyers.

Recent Articles About Osprey

Osprey FL Waterfront Homes: Bay, Gulf & Casey Key

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Investing in Osprey FL Real Estate: 2026 Guide

Osprey FL investment property guide: rental rates, gross yields, HOA restrictions, insurance costs, and property managem

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New Construction in Osprey FL: 2026 Guide

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Osprey FL Property Taxes: 2026 Guide & Estimates

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Cost of Living in Osprey FL: 2026 Full Breakdown

Complete Osprey FL cost of living breakdown: mortgage, taxes, insurance, HOA, utilities. Three price points compared. Ba

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Osprey FL Real Estate Guide: 2026 Market Report

2026 Osprey FL real estate market report: pricing by segment, days on market, buyer leverage, and seller guide. Barrett

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Is Osprey FL a Good Place to Live? Honest 2026 Review

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Osprey FL Commute Guide: Drive Times & Routes

Osprey FL commute guide: drive times to Sarasota (15 min), Venice (12 min), Tampa (70-85 min), and beyond. US-41 vs. I-7

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Osprey FL Schools Guide: Ratings, Zones & Pine View

Complete Osprey FL schools guide: Pine View School (A+, #12 nationally), Sarasota County Schools ratings, Venice High, a

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Osprey FL Homes for Sale: 2026 Buyer Guide

Osprey FL homes for sale guide: price ranges, neighborhoods (The Oaks, Casey Key), buyer checklist, and 2026 market data

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Best Neighborhoods in Osprey FL

Best Neighborhoods in Osprey FL — Barrett Henry, REALTOR at REMAX Collective.

May 31, 2026

Osprey FL Flood Zones Guide

Osprey FL Flood Zones Guide — Barrett Henry, REALTOR at REMAX Collective.

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Recently Sold in Osprey

Recent sales in Osprey — see what homes are selling for.

Browse Rentals in Osprey

Frequently Asked Questions About Osprey

What schools serve Osprey?

Osprey is served by the Sarasota County Schools. School assignments depend on your specific address, so always verify zoning with the district before making a buying decision based on schools.

What are property taxes like in Osprey?

Osprey is in Sarasota County with millage rates around 17-20 mills depending on your specific taxing district. With Florida's homestead exemption on a primary residence, a $350,000 home might pay roughly $4,000-5,500 per year. Some newer communities also have CDD fees. Use the mortgage calculator to estimate your full monthly cost.

Is Osprey in a flood zone?

Flood risk varies by specific location within Osprey. Some areas are Zone X (minimal risk) while properties near water may fall in Zones AE or VE where flood insurance is mandatory. Always check the FEMA flood map for the specific property.

How far is Osprey from Tampa?

Drive times from Osprey to downtown Tampa vary depending on your exact location and time of day. Sarasota County is known for world-class beaches, arts, and upscale living. For specific commute estimates, call Barrett at (813) 733-7907.

Is Osprey a good place to live?

Osprey is located in Sarasota County, known for world-class beaches, arts, and upscale living. Whether it is right for you depends on your priorities — commute, schools, budget, and lifestyle. Contact Barrett for honest guidance about Osprey neighborhoods.

Are there HOA communities in Osprey?

Yes, many subdivisions in Osprey have homeowners associations, especially newer developments. HOA fees typically range from $50 to $300 per month. Some older neighborhoods have no HOA. Always ask about HOA status and fees before making an offer.

Neighborhoods in Osprey

Explore 5 neighborhoods and communities in Osprey, Sarasota County.

Nearby Communities

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Looking for homes in Osprey?

Barrett Henry, REALTOR® — 23+ years of real estate experience

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