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Homes for Sale in Osprey, FL 34229

1–29 of 129 results

794 Lytham Cir, OSPREY, FL 34229
Pending
Stellar MLS
$2,600,000
Single Family Residence
4 bd • 4 ba • 4,450 sq ft
794 Lytham Cir, OSPREY, FL 34229
COLDWELL BANKER REALTY
222 Saint James Park, OSPREY, FL 34229
Pending
Stellar MLS
$1,800,000
Single Family Residence
3 bd • 4 ba • 3,665 sq ft
222 Saint James Park, OSPREY, FL 34229
COLDWELL BANKER REALTY
21 Bayhead Ln, OSPREY, FL 34229
Active
Stellar MLS
$789,000
Single Family Residence
3 bd • 2 ba • 2,246 sq ft
21 Bayhead Ln, OSPREY, FL 34229
COLDWELL BANKER REALTY
296 Pine Ranch Trl, OSPREY, FL 34229
Active
Stellar MLS
$1,100,000
Single Family Residence
5 bd • 4 ba • 3,354 sq ft
296 Pine Ranch Trl, OSPREY, FL 34229
BEYOND REALTY LLC
1216 N Casey Key Rd, OSPREY, FL 34229
Active
Stellar MLS
$9,750,000
Single Family Residence
5 bd • 8 ba • 8,050 sq ft
1216 N Casey Key Rd, OSPREY, FL 34229
PREMIER SOTHEBY'S INTERNATIONAL REALTY
401 N Point Rd # 301, OSPREY, FL 34229
Active
Stellar MLS
$459,900
Condominium
3 bd • 3 ba • 2,594 sq ft
401 N Point Rd # 301, OSPREY, FL 34229
COLDWELL BANKER REALTY
360 N Point Rd, OSPREY, FL 34229
Active
Stellar MLS
$1,495,000
Single Family Residence
3 bd • 4 ba • 2,913 sq ft
360 N Point Rd, OSPREY, FL 34229
COLDWELL BANKER REALTY
51 Macewen Dr # 12, OSPREY, FL 34229
Active
Stellar MLS
$275,000
Condominium
1 bd • 1 ba • 623 sq ft
51 Macewen Dr # 12, OSPREY, FL 34229
COLDWELL BANKER REALTY
409 N Point Rd # 401, OSPREY, FL 34229
Active
Stellar MLS
$560,000
Condominium
3 bd • 3 ba • 2,594 sq ft
409 N Point Rd # 401, OSPREY, FL 34229
COLDWELL BANKER REALTY
51 Macewen Dr # 14, OSPREY, FL 34229
Active
Stellar MLS
$285,000
Condominium
1 bd • 1 ba • 595 sq ft
51 Macewen Dr # 14, OSPREY, FL 34229
COLDWELL BANKER REALTY
3621 N Point Rd # 301, OSPREY, FL 34229
Active
Stellar MLS
$525,000
Condominium
3 bd • 3 ba • 2,680 sq ft
3621 N Point Rd # 301, OSPREY, FL 34229
COLDWELL BANKER REALTY
385 N Point Rd # 402, OSPREY, FL 34229
Active
Stellar MLS
$615,000
Condominium
3 bd • 3 ba • 2,055 sq ft
385 N Point Rd # 402, OSPREY, FL 34229
GENEROUS PROPERTY
293 Turquoise Ln, OSPREY, FL 34229
Active
Stellar MLS
$875,000
Single Family Residence
3 bd • 2 ba • 2,271 sq ft
293 Turquoise Ln, OSPREY, FL 34229
GENEROUS PROPERTY
409 N Point Rd # 803, OSPREY, FL 34229
Active
Stellar MLS
$985,000
Condominium
3 bd • 3 ba • 2,203 sq ft
409 N Point Rd # 803, OSPREY, FL 34229
GENEROUS PROPERTY
385 N Point Rd # 304, OSPREY, FL 34229
Active
Stellar MLS
$1,100,000
Condominium
3 bd • 3 ba • 2,778 sq ft
385 N Point Rd # 304, OSPREY, FL 34229
GENEROUS PROPERTY
3603 N Point Rd # 702, OSPREY, FL 34229
Active
Stellar MLS
$1,395,000
Condominium
3 bd • 3 ba • 2,545 sq ft
3603 N Point Rd # 702, OSPREY, FL 34229
GENEROUS PROPERTY
909 Macewen Dr, OSPREY, FL 34229
Active
Stellar MLS
$1,595,000
Single Family Residence
3 bd • 4 ba • 4,241 sq ft
909 Macewen Dr, OSPREY, FL 34229
GENEROUS PROPERTY
401 N Point Rd # 1001, OSPREY, FL 34229
Active
Stellar MLS
$1,995,000
Condominium
3 bd • 3 ba • 3,029 sq ft
401 N Point Rd # 1001, OSPREY, FL 34229
GENEROUS PROPERTY
401 N Point Rd # 701, OSPREY, FL 34229
Pending
Stellar MLS
$1,480,000
Condominium
3 bd • 3 ba • 2,594 sq ft
401 N Point Rd # 701, OSPREY, FL 34229
COLDWELL BANKER REALTY
101 Osprey Point Dr, OSPREY, FL 34229
Active
Stellar MLS
$4,790,000
Single Family Residence
4 bd • 6 ba • 5,087 sq ft
101 Osprey Point Dr, OSPREY, FL 34229
DOUGLAS ELLIMAN
447 E Macewen Dr, OSPREY, FL 34229
Pending
Stellar MLS
$2,750,000
Single Family Residence
4 bd • 5 ba • 5,323 sq ft
447 E Macewen Dr, OSPREY, FL 34229
COLDWELL BANKER REALTY
524 Sarabay Rd, OSPREY, FL 34229
Active
Stellar MLS
$419,000
Single Family Residence
3 bd • 2 ba • 1,760 sq ft
524 Sarabay Rd, OSPREY, FL 34229
SUN N SAND REAL ESTATE LLC
759 Fordingbridge Way, OSPREY, FL 34229
Active
Stellar MLS
$700,000
Single Family Residence
4 bd • 4 ba • 2,950 sq ft
759 Fordingbridge Way, OSPREY, FL 34229
BEYCOME OF FLORIDA LLC
570 Blackburn Point Rd # 23, OSPREY, FL 34229
Active
Stellar MLS
$89,000
Dock-Rackominium
0 bd • 0 sq ft
570 Blackburn Point Rd # 23, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
7204 Jessie Harbor Dr # 7204, OSPREY, FL 34229
Active
Stellar MLS
$395,000
Condominium
2 bd • 2 ba • 1,255 sq ft
7204 Jessie Harbor Dr # 7204, OSPREY, FL 34229
GENEROUS PROPERTY
135 Tina Island Dr, OSPREY, FL 34229
Active
Stellar MLS
$3,295,000
Single Family Residence
3 bd • 5 ba • 2,572 sq ft
135 Tina Island Dr, OSPREY, FL 34229
GENEROUS PROPERTY
570 Blackburn Point Rd # 11, OSPREY, FL 34229
Active
Stellar MLS
$39,500
Dock-Rackominium
0 bd • 0 sq ft
570 Blackburn Point Rd # 11, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
51 Macewen Dr # 5, OSPREY, FL 34229
Active
Stellar MLS
$235,000
Condominium
1 bd • 1 ba • 595 sq ft
51 Macewen Dr # 5, OSPREY, FL 34229
342 REAL ESTATE
236 Saint James Park, OSPREY, FL 34229
Active
Stellar MLS
$2,700,000
Single Family Residence
6 bd • 7 ba • 6,246 sq ft
236 Saint James Park, OSPREY, FL 34229
MICHAEL SAUNDERS & COMPANY
Page 1 of 2 (129 results)

Data Powered by Home Junction, Inc.

ZIP 34229 local snapshot

Osprey · Sarasota County · FL

Population

7,237

Median household income

$93,949

Median home value

$635,800

Homeownership rate

88.8%

Housing tenure

Owner-occupied 88.8% · Renter-occupied 11.2%

88.8% own

Owner-occupiedRenter-occupied

How ZIP 34229 compares to Sarasota County

Benchmarks use Census ACS data across 25 ZIP codes in Sarasota County.

Median home value

43% above the county average
ZIP 34229$635,800
Sarasota County average$444,236

Median household income

10% above the county average
ZIP 34229$93,949
Sarasota County average$85,331

Homeownership rate

15% above the county average
ZIP 3422988.8%
Sarasota County average77.5%

Nearby ZIP code comparison

See how ZIP 34229 stacks up against neighboring areas by median home value and income.

ZIPAreaMedian home valueMedian income
34229Osprey$635,800$93,949
34275Nokomis$435,600$84,503
34238Sarasota$532,800$94,583
34232Sarasota$332,600$81,041
34231Sarasota$363,400$69,721
34242Sarasota$995,900$122,143

Source: U.S. Census Bureau ACS 5-year estimates · Data as of Sep 2026

Area profile

Population

8,568

Median household income

$94,218

Median home value

$1,069,742

Median age

62

Households

4,237

Owner occupied

87.5%

Renter occupied

12.5%

Typical year built

1998

High school

16.7%

Associate degree

7.6%

Bachelor's degree

32.4%

Graduate degree

27.2%

Recent sales in Osprey, FL 34229

Homes sold (12 mo.)

204

Median sale price

$647,550

Median $/sq ft

$283/sq ft

Public schools nearby

  • PINE VIEW SCHOOL

    Elementary · 2.0 mi

  • IMAGINE SCHOOL AT PALMER RANCH

    Elementary · 3.5 mi

  • GULF GATE ELEMENTARY SCHOOL

    Elementary · 3.5 mi

  • SARASOTA MIDDLE SCHOOL

    High · 4.4 mi

  • ASHTON ELEMENTARY SCHOOL

    Elementary · 4.7 mi

34229, FL Housing Market Summary

Current MLS market statistics for active listings in this area.

Active listings129
New listings last 30 days0
Median list price$985,000
Median price per sq ft$432
List price range$267,000 - $2,859,000
Median bedrooms3
Median bathrooms3
Median living area2,594 sq ft
Typical HOA fees$425 – $1,200 / month