2

Osprey, FL Townhomes for Rent

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  • 101 Woodland Place, Osprey, FL 34229
    101 Woodland Place, Osprey, FL 34229
    101 Woodland Place, Osprey, FL 34229
    /39

    $6,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,839 Sq Ft
    • Townhouse for Rent

    101 Woodland Place, Osprey, FL 34229

    Now AVAILABLE FOR LEASE PINE RUN Condominiums in OSPREY, Florida! 3BR/2.5BA Great SARASOTA Vacation Location! West of the Trail, Pine Run is an active community set in a tropical oasis of 20+ acres of wooded Florida landscape. This spacious corner unit townhouse is well FURNISHED. Beautifully decorated and full of light and color with vaulted ceiling in the main Great Room. Custom designed

    Patrice Ivan WAGNER REALTY

    101 Woodland Place, Osprey, FL 34229
  • 4212 Expedition Way, Osprey, FL 34229
    4212 Expedition Way, Osprey, FL 34229
    4212 Expedition Way, Osprey, FL 34229
    /28

    $2,390 Per Month

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft
    • Townhouse for Rent

    4212 Expedition Way, Osprey, FL 34229

    The property is available for rent starting JULY 1,2026. IMMACULATE, FURNISHED , POOL AND PALM TREES VIEW** Welcome to life in paradise! Here's your best opportunity yet! TURN-KEY FURNISHED "Ibis" floor plan at desirable Bay Street Village!This charming Florida condo is perfect for anyone seeking a full-time residence. This 3 Bedroom/2 Bathroom, modern, second story condo is impressive! The OPEN

    Claudia Dybala DALTON WADE INC

    4212 Expedition Way, Osprey, FL 34229
Florida Sarasota County Osprey

Townhomes for Rent in Osprey, FL

Frequently Asked Questions

How much does it cost to rent a townhouse in Osprey, FL?
The median rent for a townhouse in Osprey, FL is $2,445 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Osprey, FL?
To comfortably afford the median rent in Osprey, FL, a household needs to earn roughly $180,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $4,500 per month in Osprey, FL, renters typically need to show $13,500 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Osprey, FL?
In Osprey, FL, the price-to-rent ratio is 12.2, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Osprey, FL are best for renting a townhouse?
The best neighborhood for renting in Osprey, FL depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a townhouse include East Sarasota, Coral Cove/Holiday Harbor, South Gate Ridge, South Sarasota and Downtown Sarasota, each with its own character and price range.

Rental Home Trends in Osprey, FL

There are currently 2 townhouses available for rent in Osprey, FL. The median rent is $2,445 per month, with 2-bedroom townhouses renting at $3,295 and 3-bedroom townhouses at $2,390.

Rental Home Trends

Number of Townhouses for Rent
2
Median Townhouse Rent
$2,445
Median 2 Bedroom Townhouse Rent
$3,295
Median 3 Bedroom Townhouse Rent
$2,390
How to Rent a Home

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