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  1. Zipcode = 34229
  2. Listing Status = Active
Details for 144 Casey Key Road, Osprey, FL 34229
Single Family
  1. Price: $5,495,000.00
  2. Price sqft: $512.50 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 10722
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess,BeachAccess,GulfAccess
  13. Year Built: 2003
MLS#: A4679060
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: DOUGLAS ELLIMAN
  9. Provided through
  10. DMCA Notice
Located on the exclusive stretch of North Casey Key, this private waterfront estate offers a rare blend of resort style living, protected boating water, and direct Gulf beach access in one of Sarasota
Details for 144 Casey Key Road, Osprey, FL 34229
Single Family
  1. Price: $5,495,000.00
  2. Price sqft: $512.50 / sqft
  3. Previous Price: $5,990,000
  4. Last Price Change: 11/19/25
  5. Days On Market: 173
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 10722
  10. Acreage: 0.55 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: BayAccess,BeachAccess,GulfAccess
  15. Year Built: 2003
MLS#: A4660004
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Casey Key
  5. Elementary School: Laurel Nokomis
  6. Middle School: Laurel Nokomis
  7. High School: Venice Senior
  8. Provided by: DOUGLAS ELLIMAN
  9. Provided through
  10. DMCA Notice
Located on the exclusive stretch of North Casey Key, this private waterfront estate offers a rare blend of resort style living, protected boating water, and direct Gulf beach access in one of Sarasota
Details for 896 Macewen Drive, Osprey, FL 34229
Single Family
  1. Price: $2,450,000.00
  2. Price sqft: $366.33 / sqft
  3. Days On Market: 6
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6688
  8. Acreage: 0.59 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1998
MLS#: A4679288
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Oaks
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: BRIGHT REALTY
  9. Provided through
  10. DMCA Notice
This beautiful custom designed home will captivate you from the moment you enter the front door. Located in the extremely sought after Oaks Country Club, this recently renovated home is sure to impres
Details for 227 Saint James Park, Osprey, FL 34229
Single Family
  1. Price: $980,000.00
  2. Price sqft: $357.14 / sqft
  3. Days On Market: 0
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2744
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1986
MLS#: A4679867
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Oaks 2 Ph 1
  5. Elementary School: Laurel Nokomis
  6. Middle School: Sarasota
  7. High School: Venice Senior
  8. Provided by: MICHAEL SAUNDERS & COMPANY
  9. Provided through
  10. DMCA Notice
Experience the charm and wonderful location of this golf course home on Saint James Park, the leafy and quiet cul de sac where you can walk to tennis, golf, pickleball, croquet, heated pool and state
Details for 584 Meadow Sweet Circle, Osprey, FL 34229
Single Family
  1. Price: $600,000.00
  2. Price sqft: $206.26 / sqft
  3. Days On Market: 2
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2909
  8. Acreage: 0.14 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: No
  12. Year Built: 1996
MLS#: TB8469015
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Rivendell
  5. Provided by: JACK KELLER INC
  6. Provided through
  7. DMCA Notice
Welcome to the cottages at Rivendell! Fall in love with the canopy tree lined circle, white picket fences, club house, pool and connection to the Legacy trail! This bright home boasts of newly pa
Details for 280 Hidden Bay Drive 201, Osprey, FL 34229
Condominium
  1. Price: $3,895.00
  2. Price sqft: $1.80 / sqft
  3. Days On Market: 2
  4. Bedrooms: 3
  5. Baths: 3
  6. Bldg sqft: 2168
  7. Acreage: 1.06 acres
  8. Pool: Yes
  9. Community Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2024
MLS#: A4679931
  1. County: SARASOTA
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: Edgewater/hidden Bay Ph 3
  5. Building: Edgewater/hidden Bay Ph 3
  6. Provided by: PMI SOUTHWEST FLORIDA
  7. Provided through
  8. DMCA Notice
Be the first to live in this brand new stunning condo in the community of Edgewater at Hidden Bay! The kitchen features a sleek and modern look, equipped with stainless steel appliances, including a r
Details for 4429 Conchfish Lane, Osprey, FL 34229
Single Family
  1. Price: $2,950.00
  2. Previous Price: $2,700
  3. Last Price Change: 01/21/26
  4. Days On Market: 84
  5. Bedrooms: 3
  6. Baths: 2
  7. Garage / Parking Spaces: 2
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: Not Available
MLS#: F10535428
  1. County: Sarasota
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: 3200 Palms At Casey Key
  5. Provided by: Jia Song Realty
  6. Provided through
  7. DMCA Notice
Steps from Pine View School, Florida's #1 public school, with 2,008 sq. ft. of living space, this home features brand new thick waterproof laminate wood flooring in all bedrooms and closets, an ocean
Details for 4417 Conchfish Lane, Osprey, FL 34229
Single Family
  1. Price: $2,850.00
  2. Previous Price: $2,900
  3. Last Price Change: 01/05/26
  4. Days On Market: 84
  5. Bedrooms: 4
  6. Baths: 2
  7. Garage / Parking Spaces: 2
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: Not Available
MLS#: F10535426
  1. County: Sarasota
  2. City: Osprey
  3. Zipcode: 34229
  4. Subdivision: 3200 Palms At Casey Key
  5. Provided by: Jia Song Realty
  6. Provided through
  7. DMCA Notice
This one story home offers 1861 sqft living space, with four bedrooms, two bathrooms, and a two car garage. Open concept floor plan. Welcome to 4417 Conchfish Ln, a beautifully maintained 4 bedroom, 2