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Osprey, FL Land for Sale

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Vacant Lot in Oaks Country
Updated: May 30
Vacant Lot in Oaks Country

893 MACEWEN DRIVE, Osprey, FL 34229

$1,500,000
0.66 AC lot
0.66‑acre vacant lot in the prestigious Oaks Country Club community.
Opportunity to build a custom luxury estate with Henson Construction.
No waitlist for Golf or Social Membership.
24hr Guarded community with upscale amenities.
Access to two 18‑hole championship golf courses, 12 Har‑Tru Hydro‑Grid tennis courts, 4 pickleball courts, croquet facility, fitness center, and swimming pool.
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Gulf-Front Vacant Lot on Casey
Updated: Oct 31, 2025
Gulf-Front Vacant Lot on Casey

141 N CASEY KEY ROAD, Osprey, FL 34229

$2,850,000
0.39 AC lot
Gulf‑front vacant lot on Casey Key with 107' of Gulf frontage.
Buildable lot confirmed by Sarasota County guidance.
Cleared site ready for new construction.
Available survey provides defined boundaries.
Located on the north end of Casey Key with convenient mainland access.
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Osprey Development Site on Tamiami
Osprey Development Site on Tamiami

Osprey, FL 34229

$3,500,000
182,100 sqft 4.18 AC lot

Cleared 4.18-acre development site with 700' frontage on Tamiami Trail.

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Osprey Land on Tamiami Trail
Osprey Land on Tamiami Trail

2099 S TAMIAMI TRAIL N, Osprey, FL 34229

$1,400,000
2.51 AC lot

2.5 acre lot zoned OPI on South Tamiami Trail.

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Osprey Land on Tamiami Trail
Osprey Land on Tamiami Trail

2099 S TAMIAMI TRAIL, Osprey, FL 34229

$1,400,000
2.51 AC lot

2.51-acre lot zoned OPI, suitable for office/retail/medical.

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Prime Retail Location on Trail
Prime Retail Location on Trail

1301 S Tamiami Trail, Osprey, FL 34229

$2,950,000
14 sqft

Commercial land for sale in a prime retail location.

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Residential Land Lot
Residential Land Lot

GLENWOOD AVENUE, Osprey, FL 34229

$75,000
0.14 AC lot

Zoned RSF3 residential lot in Osprey, with an adjacent parcel available for combined home site planning.

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Residential Land with Adjacent Lot
Residential Land with Adjacent Lot

GLENWOOD AVENUE, Osprey, FL 34229

$75,000
0.14 AC lot

Two adjacent RSF3 residential lots in Osprey offer flexibility to build one home or develop together for a larger estate.

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Osprey Gulf Front Development Opportunity
Osprey Gulf Front Development Opportunity

135 Bayview Dr, Osprey, FL

Contact for pricing
2,957 sqft 5.55 AC lot

Prime 5.498-acre site for hotel, retail, and commercial development.

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Casey Key Gulf Frontage Opportunity
Casey Key Gulf Frontage Opportunity

141 North Casey Key Road, Osprey, FL 34229

$2,850,000

Exceptional property with over 100 feet of direct Gulf frontage.

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Nokomis Tamiami Trail Land
Nokomis Tamiami Trail Land

Osprey, FL 34275

$1,400,000
2.50 AC lot

2.5 acre lot on Tamiami Trail in Nokomis, Florida.

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Osprey Land with Office Building
Osprey Land with Office Building

505 LUMINARY BOULEVARD, Osprey, FL 34229

$7,499,000
4,000 sqft 10.01 AC lot

10-acre commercial land with existing office building in Osprey.

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Osprey Land For Sale
Osprey Land For Sale

456 WASHINGTON Ave, Osprey, FL 34229

$269,999
0.13 AC lot

Land available in Osprey, Florida.

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Osprey Commercial Land Opportunity
Osprey Commercial Land Opportunity

505 Luminary Blvd, Osprey, FL

$7,499,000
10.01 AC lot

10-acre commercial land with existing office building in Osprey.

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Osprey Land with US-41 Frontage
Osprey Land with US-41 Frontage

509 S Tamiami Trail, Osprey, FL 34229

$1,725,000
1.74 AC lot

1.74 acre vacant site with direct US-41 frontage.

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Venice Island 1.44 Acre Site
Venice Island 1.44 Acre Site

705 S Tamiami Trail, Osprey, FL 34229

$2,000,000
1.44 AC lot

1.44 acre site on Venice Island with high visibility.

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Osprey Commercial Land Opportunity
Osprey Commercial Land Opportunity

505 Luminary Blvd, Osprey, FL 34229

$6,999,000
4,000 sqft 10.00 AC lot

10-acre commercial land parcel with development potential in Osprey, FL.

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Osprey Development Site on Tamiami
Osprey Development Site on Tamiami

2301 S Tamiami Trl, Osprey, FL

$3,500,000
182,100 sqft 4.18 AC lot

4-acre cleared development site with high visibility and traffic.

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Osprey Development Opportunity on US-41
Osprey Development Opportunity on US-41

135 Bayview Dr, Osprey, FL 34229

Contact for pricing
100,000 sqft 5.50 AC lot

Prime development site in Osprey with Gulf and US-41 frontage.

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Based on your search, we've compiled Potential Opportunities for your consideration. Besides 19 Active Listings in Osprey, FL, we suggest to view alternatives - similar 24 Off-Market properties to explore as potential leads.

Off-Market Properties in Osprey, FL

Consider similar Off-Market properties in Osprey, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

295 Tamiami Trl
VACANT COMMERCIAL LAND

295 Tamiami Trl, Osprey, FL 34229

$2,325,000
Estimated value
1.03 AC lot
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1265 Tamiami Trl
VACANT COMMERCIAL LAND

1265 Tamiami Trl, Osprey, FL 34229-9109

$2,210,000
Estimated value
4.90 AC lot
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300 Tamiami Trl
VACANT COMMERCIAL LAND

300 Tamiami Trl, Osprey, FL 34229-8925

$15,410,000
Estimated value
2.42 AC lot
View details
20 Bay St
VACANT COMMERCIAL LAND

20 Bay St, Osprey, FL 34229

$12,670,000
Estimated value
8,500 sqft 0.45 AC lot
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3988 Destination Dr
VACANT COMMERCIAL LAND

3988 Destination Dr, Osprey, FL 34229-9506

Value Estimation by Request
2,658 sqft 8.15 AC lot
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Osprey, FL Land Market Trends and Statistics

Explore 43 land for sale in Osprey, FL, showcased through 19 active listings on our real estate platform. These investment opportunities span a total of 372,214 square feet of properties for sale, with an estimated market value of $24,448,000.

Sale prices for lots in Osprey, FL start at $2,950,000, averaging $4,889,600, and reaching up to $7,499,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Commercial land 17
Residential land & home lots 3
Waterfront Land 2

Demographics Overview

Population 7,237
Population Growth (5Y) -7.5%
Median Household Income $93,949
College Educated 82.8%

High-Yield Neighborhoods for Investment

Identify Osprey submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood Average Price
34229 $2.2M

Taxes & Financing

Tax Rate (average for all types) 1.11%
Property Tax per SF $9.05 per SF
Tax Rate vs County Average 0.21 pp below county avg
Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Sarasota County

New Delisted

Total CRE Inventory on Market (SF)

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