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Osprey, FL
Price
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    • $ 50,000
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Baths
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Map
354 Properties Available

354 Properties Available

The average price in the selected areas has remained stable. Learn more
  • Default
  • Price-High To Low
  • Price-Low To High
  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
  • Square Feet (Biggest)
362 MACEWEN DR, Osprey, FL 34229
1/55
New

$2,249,000

4 Beds4 Baths4,117 SqFt

362 MACEWEN DR, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
17 BAYHEAD LN, Osprey, FL 34229
1/47
New

$1,300,000

3 Beds2 Baths2,850 SqFt

17 BAYHEAD LN, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Stellar MLS
319 PARK TRACE BLVD, Osprey, FL 34229
1/57
New

$749,900

4 Beds3 Baths2,551 SqFt

319 PARK TRACE BLVD, Osprey, FL 34229

Listed by Megan E. George, PA PREMIER SOTHEBYS INTL REALTY

Stellar MLS
13067 TOLLCROSS WAY, Winter Garden, FL 34787
1/64
New

$625,000

3 Beds3 Baths1,906 SqFt

13067 TOLLCROSS WAY, Winter Garden, FL 34787

Listed by Amy Kidwell PA PREFERRED REAL ESTATE BROKERS

Stellar MLS
128 OSPREY HEIGHTS DR, Winter Haven, FL 33880
1/37
New

$239,900

3 Beds2 Baths1,234 SqFt

128 OSPREY HEIGHTS DR, Winter Haven, FL 33880

Listed by Claudia Gimenez-Carlson PELLEGO, LLC

Stellar MLS
9531 OSPREY LANDING DR, Orlando, FL 32832
1/68
New
3D

$915,000

7 Beds4 Baths4,192 SqFt

9531 OSPREY LANDING DR, Orlando, FL 32832

Listed by Marshia Hale LPT REALTY, LLC

Stellar MLS
1102 JESSIE HARBOR DR #1102, Osprey, FL 34229
1/82
New

$475,000

2 Beds2 Baths1,425 SqFt

1102 JESSIE HARBOR DR #1102, Osprey, FL 34229

Listed by Mackenzie Davis-Mahan DOWNING FRYE REALTY, INC.

Stellar MLS
825 S OSPREY AVE #203, Sarasota, FL 34236
1/40
New

$3,100

2 Beds2 Baths1,320 SqFt

825 S OSPREY AVE #203, Sarasota, FL 34236

Listed by C. Alison Hunter JENNETTE PROPERTIES INC

Stellar MLS
20 BAYHEAD LN, Osprey, FL 34229
1/72
New
3D

$1,575,000

4 Beds3 Baths3,486 SqFt

20 BAYHEAD LN, Osprey, FL 34229

Listed by Lielei Wahlmann EXP REALTY LLC

Stellar MLS
409 NORTH POINT RD #902, Osprey, FL 34229
1/59
New

$1,275,000

3 Beds3 Baths2,055 SqFt

409 NORTH POINT RD #902, Osprey, FL 34229

Listed by Mark Lyda GENEROUS PROPERTY

Stellar MLS
186 WINDWARD DR, Osprey, FL 34229
1/93
New

$749,900

3 Beds2 Baths2,505 SqFt

186 WINDWARD DR, Osprey, FL 34229

Listed by Brittany Coleman, PLLC KELLER WILLIAMS ON THE WATER S

Stellar MLS
2043 CORDES ST, Osprey, FL 34229
1/35
New

$299,000

3 Beds2 Baths1,186 SqFt

2043 CORDES ST, Osprey, FL 34229

Listed by Travis Matthews PREFERRED SHORE LLC

Stellar MLS
6100 JESSIE HARBOR DR #603, Osprey, FL 34229
1/43
New

$899,000

3 Beds3 Baths2,630 SqFt

6100 JESSIE HARBOR DR #603, Osprey, FL 34229

Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

Stellar MLS
12662 CLEAR SAPPHIRE DR, Winter Garden, FL 34787
1/13
New

$2,900

4 Beds3 Baths2,148 SqFt

12662 CLEAR SAPPHIRE DR, Winter Garden, FL 34787

Listed by Mariana Nossa WRA BUSINESS & REAL ESTATE

Stellar MLS
763 OSPREY NEST PT, Sanford, FL 32773
1/20
New

$268,000

3 Beds2 Baths1,136 SqFt

763 OSPREY NEST PT, Sanford, FL 32773

Listed by Nadia Burza CHARLES RUTENBERG REALTY ORLANDO

Stellar MLS
3865 OSPREY POINTE CIR, Winter Haven, FL 33884
1/39
New

$250,000

3 Beds2 Baths1,603 SqFt

3865 OSPREY POINTE CIR, Winter Haven, FL 33884

Listed by Debbie Browning FLORIDA REALTY RESULTS LLC

Stellar MLS
616 CRANE PRAIRIE WAY, Osprey, FL 34229
1/56
Active

$960,000

3 Beds4 Baths3,561 SqFt

616 CRANE PRAIRIE WAY, Osprey, FL 34229

Listed by Matthew Greenland KELLER WILLIAMS ISLAND LIFE REAL ESTATE

Stellar MLS
1019 SCHERER WAY, Osprey, FL 34229
1/56
Pending

$735,000

4 Beds3 Baths2,498 SqFt

1019 SCHERER WAY, Osprey, FL 34229

Listed by Christine Appice CENTURY 21 SCHMIDT REAL ESTATE

Stellar MLS
100 NAVIGATION CIR #NA, Osprey, FL 34229
1/45
Active

$305,000

2 Beds2 Baths1,135 SqFt

100 NAVIGATION CIR #NA, Osprey, FL 34229

Listed by Zita Bowers MICHAEL SAUNDERS & COMPANY

Stellar MLS
365 S SHORE DR, Osprey, FL 34229
1/95
Active

$1,400,000

3 Beds2 Baths1,824 SqFt

365 S SHORE DR, Osprey, FL 34229

Listed by Lisa Asaro EXIT KING REALTY

Stellar MLS
523 HABITAT BLVD, Osprey, FL 34229
1/80
Active

$4,250

4 Beds3 Baths2,314 SqFt

523 HABITAT BLVD, Osprey, FL 34229

Listed by Susan Brooks COLDWELL BANKER SUNSTAR REALTY

Stellar MLS
5100 JESSIE HARBOR DR #403, Osprey, FL 34229
1/44
Active

$679,900

2 Beds2 Baths2,143 SqFt

5100 JESSIE HARBOR DR #403, Osprey, FL 34229

Listed by Cindy Migone PREMIER SOTHEBY'S INTERNATIONAL REALTY

Stellar MLS
433 E MACEWEN DR, Osprey, FL 34229
1/72
Active
3D

$2,250,000

4 Beds4 Baths4,012 SqFt

433 E MACEWEN DR, Osprey, FL 34229

Listed by Mark Lyda GENEROUS PROPERTY

Stellar MLS
12572 WESTHAVEN OAK DR, Winter Garden, FL 34787
1/31
Active

$3,500

4 Beds3 Baths2,148 SqFt

12572 WESTHAVEN OAK DR, Winter Garden, FL 34787

Listed by Tatiana Mayer THE FLORIDA LOUNGE REALTY LLC

Stellar MLS
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Coldwell Banker Premier

CB Premier

+1(540) 269-5683 cbpadmin@premiermove.com

1682 S Pleasant Valley Rd, Winchester, VA, 22601, United States

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Steve DuBrueler, Broker

16 Offices Serving VA, WV, DC, MD, DE, PA, and NC

1682 S. Pleasant Valley Road, Winchester, VA 22601 

14 E. Piccadilly Street, Winchester, VA 22601

115 Aikens Center, Suite 21, Martinsburg, WV 25404 

415 South Street Suite C, Front Royal, VA 22630 

116 East German Street, Shepherdstown, WV 25443

1618 Orkney Grade, Suite A, Basye, VA 22810

200 S. Washington Street, Berkeley Springs, WV 25411

1950 Evelyn Byrd Avenue, Suite A, Harrisonburg, VA 22801

20184 Coastal Highway, Rehoboth Beach, DE 19971

800 Kings Highway, Lewes, DE 19958

22350 Sussex Highway, Seaford, DE 19973

711 N. DuPont Boulevard, Milford, DE 19963

4460 Corporation Lane, Virginia Beach, VA 23462

129 S. Juliana Street, Bedford, PA 15522

110 W. Main Street, Everett, PA 15537

131 N. Centre Street, Cumberland, MD 21502

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
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Coldwell Banker Premier

CB Premier

+1(540) 269-5683 cbpadmin@premiermove.com

1682 S Pleasant Valley Rd, Winchester, VA, 22601, United States

    • Home
      Sell
      1. Sell My Home
      2. Home Valuation
      Commercial
      Market Snapshot
      About
      1. Meet Our Team
      2. Delaware Offices
      3. Virginia Offices
      4. West Virginia Offices
      5. Maryland Offices
      6. About Us
      7. Contact Us
    • Careers
      1. Careers
      2. How to Get Your Real Estate License
      Rentals
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      1. VA, WV, MD, PA Property Management
      2. Delaware Rentals & Leasing
      Move Meter
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    • Buy
      1. Why Buy From Us?
      2. All Listings
      3. Featured Listings
      4. Sold Listings
      Vacation Rentals
      1. DE Vacation Rentals
      2. LIST YOUR RENTAL PROPERTY
      3. SEASONAL RENTALS
      4. WINTER RENTALS
      5. YEAR ROUND RENTALS
      Neighborhoods
      1. Basye
      2. Ashburn
      3. Shepherdstown
      4. Martinsburg
      5. Berkeley Springs
      6. Falling Waters
      7. Stephens City
      8. Edinburg
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      11. Mount Jackson
      12. Staunton
      13. Front Royal
      14. New Market
      15. Harrisonburg
      16. Charlottesville
      17. Winchester
      18. Waynesboro
      19. Stephenson
      20. Harpers Ferry
      Our Blog

Get My App

Steve DuBrueler, Broker

16 Offices Serving VA, WV, DC, MD, DE, PA, and NC

1682 S. Pleasant Valley Road, Winchester, VA 22601 

14 E. Piccadilly Street, Winchester, VA 22601

115 Aikens Center, Suite 21, Martinsburg, WV 25404 

415 South Street Suite C, Front Royal, VA 22630 

116 East German Street, Shepherdstown, WV 25443

1618 Orkney Grade, Suite A, Basye, VA 22810

200 S. Washington Street, Berkeley Springs, WV 25411

1950 Evelyn Byrd Avenue, Suite A, Harrisonburg, VA 22801

20184 Coastal Highway, Rehoboth Beach, DE 19971

800 Kings Highway, Lewes, DE 19958

22350 Sussex Highway, Seaford, DE 19973

711 N. DuPont Boulevard, Milford, DE 19963

4460 Corporation Lane, Virginia Beach, VA 23462

129 S. Juliana Street, Bedford, PA 15522

110 W. Main Street, Everett, PA 15537

131 N. Centre Street, Cumberland, MD 21502

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.