$6,475,000
5 bd · 6 ba · 4,096 sqft
121 N CASEY KEY ROAD, OSPREY, FL 34229
Osprey, FL Real Estate Guide
Osprey Market Snapshot
Every figure below is computed from closed MLS transactions in Osprey over the trailing twelve months — what buyers and tenants actually paid, not asking prices — and refreshes continuously.
206
Homes sold, last 12 months
$610K
Median sale price
$272
Median price per sqft
44 days
Median time on market
36
Leases signed, last 12 months
$2,572/mo
Median rent achieved
$2
Median rent per sqft
50 days
Median time to lease
Homes Sold per Month
Median Sale Price per Month
Median Sale Price by Bedrooms
| Bedrooms | Sales | Median price |
|---|---|---|
| Studio | 9 | $95,000 |
| 1 bd | 5 | $170,000 |
| 2 bd | 47 | $260,000 |
| 3 bd | 90 | $665,000 |
| 4 bd | 47 | $925,000 |
| 5+ bd | 8 | $1,502,500 |
Sales by Property Type
| Type | Sales | Median price |
|---|---|---|
| Single Family Residence | 134 | $730,000 |
| Condominium | 46 | $363,750 |
| Manufactured Home | 12 | $159,000 |
| Dock-Rackominium | 9 | $95,000 |
| Mobile Home | 2 | $91,000 |
12-Month Sales Trend
| Month | Homes sold | Median price |
|---|---|---|
| Sep 2025 | 9 | $1,275,000 |
| Oct 2025 | 13 | $625,000 |
| Nov 2025 | 16 | $582,500 |
| Dec 2025 | 14 | $529,500 |
| Jan 2026 | 19 | $745,000 |
| Feb 2026 | 23 | $527,500 |
| Mar 2026 | 22 | $547,500 |
| Apr 2026 | 26 | $642,500 |
| May 2026 | 20 | $461,250 |
| Jun 2026 | 21 | $817,000 |
| Jul 2026 | 18 | $764,500 |
| Aug 2026 | 5 | $540,000 |
Median Rent by Bedrooms
| Bedrooms | Leases | Median rent |
|---|---|---|
| 2 bd | 12 | $2,300/mo |
| 3 bd | 21 | $3,000/mo |
Buying a Home in Osprey
A smart Osprey purchase begins with knowing what moves its market. Use the bedroom and property-type tables above to benchmark the segment you're shopping, then open the live map search to see what's on the market right now — every listing links through to full photos, details and a direct line to a licensed Florida broker.
In Florida, a financed purchase generally closes in 30 to 45 days, while an all-cash deal can wrap in as little as two weeks. A condo adds a board-approval step, and anything near the water carries insurance questions worth pricing before you write an offer — both are routine parts of a Osprey transaction when you plan for them early.
Renting in Osprey
Rentals turn over faster than sales — a well-priced Osprey unit is often under lease within weeks, and most annual leases ask for first month, last month and a security deposit up front. The rent tables above show what tenants actually committed to by bedroom count over the past year, and the live rental search lists every home and condo on offer today.
Featured Listings in Osprey
See every home for sale →
$5,999,999
4 bd · 5 ba · 5,337 sqft
313 LOOKOUT POINT DRIVE, OSPREY, FL 34229
$4,790,000
4 bd · 6 ba · 5,087 sqft
101 OSPREY POINT DRIVE, OSPREY, FL 34229
$3,640,000
4 bd · 6 ba · 9,081 sqft
854 MACEWEN DRIVE, OSPREY, FL 34229
$3,295,000
3 bd · 5 ba · 2,572 sqft
135 TINA ISLAND DRIVE, OSPREY, FL 34229
$2,995,000
3 bd · 4 ba · 2,665 sqft
14401 MASTHEAD DRIVE, OSPREY, FL 34229
Osprey Real Estate FAQ
Is Osprey a good place to buy a home?
Let the figures on this page make the case for Osprey — real closed sales, the median sale price, and how long homes sat before selling over the trailing twelve months.
What is the median home price in Osprey?
The snapshot above reports the current 12-month median sale price for Osprey, together with price per square foot and medians split out by bedroom count and property type. Every figure is calculated from closed MLS sales and refreshed continuously — not lifted from a report that's already months old.
Condo or house in Osprey — which should I buy?
The property-type table above breaks Osprey sales into condos, single-family homes and townhomes, and shows where each segment's median landed over the past year. A condo brings monthly association dues and a board-approval step; a house carries its own insurance and upkeep. Each property type has its own live search page linked below.
Where can I see every home for sale in Osprey?
Open the Osprey map search — it shows every active MLS listing in the city, updated continuously, with the city boundary traced on the map and filters for property type, bedrooms and price.