Below you can view all the homes for sale in the Casey Key subdivision located in Osprey Florida. Listings in Casey Key are updated daily from data we receive from the Tampa multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Casey Key, give us a call at 813-527-9259.

7 Results

Casey Key Osprey Florida Homes For Sale

Casey Key For Sale $4,750,000

Stunning aerial view of a beachfront estate with turquoise waters and a sandy beach at 1049 N Casey Key Rd, Osprey, FL 34229
View Details 64 Photos
Long driveway leading up to this luxurious house with lush greenery at 1049 N Casey Key Rd, Osprey, FL 34229
This beautiful home has mature trees, a dock and easy access to the Gulf of Mexico! at 1049 N Casey Key Rd, Osprey, FL 34229
Sun-filled living room featuring a fireplace and an expansive view of the tropical outdoors at 1049 N Casey Key Rd, Osprey, FL 34229
On Market For 2 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2582

  • Year Built

    1990

  • $/SqFt

    $1,840

Experience the ultimate coastal lifestyle and make this paradise yours. PREMIER SOTHEBYS INTL REALTY.

Casey Key For Sale $11,750,000

Elegant two-story home featuring mature trees, a circular driveway, and a well-manicured lawn with lush landscaping at 1216 N Casey Key Rd, Osprey, FL 34229
View Details 60 Photos
Breathtaking aerial view of an estate home with pool, a private dock, and stunning ocean views at 1216 N Casey Key Rd, Osprey, FL 34229
Beautiful outdoor living area with a large pool, patio, and lush landscaping, perfect for entertaining and relaxation at 1216 N Casey Key Rd, Osprey, FL 34229
Stately home with brick driveway, elegant landscaping, and mature trees for privacy and curb appeal at 1216 N Casey Key Rd, Osprey, FL 34229
On Market For 7 Days

  • Bedrooms

    5

  • Full Bath(s)

    6

  • Sq. Ft.

    8050

  • Year Built

    1999

  • $/SqFt

    $1,460

North Casey Key is a haven of exclusivity and serenity, minutes from shopping, world-class golf, tennis and dining. PREMIER SOTHEBYS INTL REALTY.

Casey Key For Sale $2,395,000

Beautiful beach house featuring palm trees and ocean views at sunset at 140 N Casey Key Rd, Osprey, FL 34229
View Details 83 Photos
Bright living room with high ceilings, large windows, and a view of the water at 140 N Casey Key Rd, Osprey, FL 34229
Open floor plan featuring living room connected to the kitchen and high ceilings at 140 N Casey Key Rd, Osprey, FL 34229
Spacious living room with large windows and a view of the water and outdoor deck at 140 N Casey Key Rd, Osprey, FL 34229
On Market For 30 Days

  • Bedrooms

    3

  • Full Bath(s)

    3

  • Sq. Ft.

    2473

  • Year Built

    1985

  • $/SqFt

    $968

Experience the ultimate in island living—schedule your private tour today! KELLER WILLIAMS ON THE WATER.

Casey Key For Sale $2,700,000

Attractive home with a large, paved driveway and lush landscaping at 18 N Casey Key Rd, Osprey, FL 34229
View Details 49 Photos
Inviting entryway with a pergola and tropical landscaping at 18 N Casey Key Rd, Osprey, FL 34229
Aerial view of waterfront property with canal access at 18 N Casey Key Rd, Osprey, FL 34229
Wide aerial view of property, showing house and large lot at 18 N Casey Key Rd, Osprey, FL 34229
On Market For 42 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1977

  • Year Built

    1973

  • $/SqFt

    $1,366

Close to shopping, restaurants, golf, tennis, recreational amenities, and just a short drive to vibrant cities of Sarasota and Venice. PREMIER SOTHEBYS INTL REALTY.

Casey Key For Sale $7,095,000

Reduced By $300,000

Luxury waterfront home with pool and private dock at sunset at 144 N Casey Key Rd, Osprey, FL 34229
View Details 100 Photos
Private dock leading to a luxury waterfront home at 144 N Casey Key Rd, Osprey, FL 34229
Luxury waterfront home community with private docks at 144 N Casey Key Rd, Osprey, FL 34229
Grand waterfront home with elegant stone and blue exterior at 144 N Casey Key Rd, Osprey, FL 34229
On Market For 56 Days

  • Bedrooms

    4

  • Full Bath(s)

    5

  • Sq. Ft.

    5397

  • Year Built

    2003

  • $/SqFt

    $1,315

This is more than a home; it’s a sanctuary where luxury meets tranquility, and a legacy waiting to be claimed. Schedule your private showing today. EXP REALTY LLC.

Casey Key For Sale $3,775,000

Reduced By $400,000

Beachfront patio with lounge chairs and outdoor dining at 5 N Casey Key Rd, Osprey, FL 34229
View Details 96 Photos
Ocean view pathway leads to home entrance, with landscaping and lighting at 5 N Casey Key Rd, Osprey, FL 34229
Bright living room with ocean view and sliding doors at 5 N Casey Key Rd, Osprey, FL 34229
Beachfront patio features white furniture and ocean views at 5 N Casey Key Rd, Osprey, FL 34229
On Market For 63 Days

  • Bedrooms

    4

  • Full Bath(s)

    3

  • Sq. Ft.

    2380

  • Year Built

    1969

  • $/SqFt

    $1,586

The allure of this locale is undeniable, as Casey Key Road was recently acclaimed the most coveted street nationwide, underscoring the status of this incredible barrier island. AYERS AND ASSOCIATES REAL ESTATE.

Casey Key For Sale $4,500,000

Reduced By $400,000

Aerial view of waterfront property with private dock and lush landscaping at 426 N Casey Key Rd, Osprey, FL 34229
View Details 41 Photos
Charming single story home with teal door and lush landscaping at 426 N Casey Key Rd, Osprey, FL 34229
Waterfront home nestled amongst tropical foliage, offering a private dock at 426 N Casey Key Rd, Osprey, FL 34229
Wide shot of waterfront lot with mature palm trees and ocean views at 426 N Casey Key Rd, Osprey, FL 34229
On Market For 538 Days

  • Bedrooms

    3

  • Full Bath(s)

    2

  • Sq. Ft.

    1876

  • Year Built

    1992

  • $/SqFt

    $2,399

Come see why those that are lucky enough to call Casey Key home, are lucky indeed! PREMIER SOTHEBYS INTL REALTY.

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Area Stats

These statistics are updated daily from the My Florida Regional MLS. For further analysis or to obtain statistics not shown below please call EasyStreet Realty at 813-527-9259 and speak with one of our real estate consultants.

Popular Homes

City
Avg Price
Median Price
Available
Distressed
Reduced
Avg DOM
Anna Maria
$3,800,353
$2,925,000
75
0.0%
34.7%
90

Bradenton
$758,368
$599,925
1624
0.7%
54.6%
83

Bradenton Beach
$3,335,120
$2,996,500
28
0.0%
35.7%
132

Cortez
$1,459,933
$1,449,000
15
0.0%
46.7%
83

Ellenton
$526,383
$509,500
40
2.5%
60.0%
80

Englewood
$625,222
$460,000
633
0.8%
54.2%
93

Holmes Beach
$2,844,952
$2,100,000
101
2.0%
35.6%
74

Lakewood Ranch
$948,176
$706,215
456
0.0%
64.0%
102

Longboat Key
$4,284,639
$2,692,500
138
0.7%
37.7%
85

Myakka City
$1,541,223
$1,099,777
29
0.0%
41.4%
137

Nokomis
$1,017,380
$600,000
438
0.5%
63.9%
110

North Port
$384,127
$365,000
1222
1.1%
55.2%
115

Palmetto
$545,149
$429,900
419
0.7%
58.7%
82

Parrish
$512,956
$441,755
954
0.5%
52.4%
87

Sarasota
$1,380,990
$767,450
2102
0.2%
51.8%
88

Terra Ceia
$1,482,846
$1,195,000
13
7.7%
61.5%
75

Venice
$598,770
$515,000
1213
0.3%
60.2%
93

EasyStreet

Call to Schedule a Showing

(813) 527-9259

(813) 527-9259