Homes in ZIP Code 34229

• 

  

  

  /62

  $1,499,500

  • 3 Beds
  • 3 Baths
  • 2,594 Sq Ft

  385 N Point Rd Unit 701, Osprey, FL 34229

  **INCOMPARABLE VIEW! 7th FLOOR, CORNER CONDO UNIT WITH UNOBSTRUCTED SOUTH AND WEST PANORAMA. This Spacious unit of nearly 2600sf features 3-Beds PLUS Study/Den, 3 Full Baths and includes a PRIVATE 2-CAR GARAGE. Located behind the Secure Gates of the Oaks-Preserve, Country Club neighborhood, this Light and Bright, Sought-after unit boasts a VIEW which you MUST EXPERIENCE TO BELIEVE from its

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 701, Osprey, FL 34229
• 

  

  

  /20

  $3,450 per month

  • 2 Beds
  • 2 Baths
  • 936 Sq Ft
  • Condo for Rent

  6 Bay Acres Ave Unit ID1228250P, Osprey, FL 34229

  Step into a sunlit, single-story retreat with two inviting bedrooms and two modern bathrooms. Designed for families or groups of friends, this home seamlessly blends comfort with elegance. Located just moments away, dive into the vibrant St. Armand's Circle or unwind on the pristine sands of Siesta Key and Nokomis Beaches.This space includes everything needed for a quality and memorable

  6 Bay Acres Ave Unit ID1228250P, Osprey, FL 34229
• 

  

  /2

  $3,335,000 Sold Feb 12, 2025

  419 Yacht Harbor Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,417 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Above List Price
  • $1,380/SF
  • 7 Days On Market

  Current Estimated Value $3,223,514

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  419 Yacht Harbor Dr, Osprey, FL 34229
• 

  

  

  /15

  Est $797,859 Not Listed For Sale

  148 Osprey Point Dr, Osprey, FL 34229

  148 Osprey Point Dr, Osprey, FL 34229
• 

  

  

  /62

  $895,000

  • 2 Beds
  • 2 Baths
  • 2,310 Sq Ft

  13 Bayhead Ln, Osprey, FL 34229

  **IMPRESSIVE, MOVE-IN READY, POOL HOME in the Secure and Coveted OAKS PRESERVE, MAINTENANCE-FREE COMMUNITY** This residence boasts an open floor plan that is ideal for entertaining, along with a screened and spacious outdoor pool area that provides privacy and overlooks a nature preserve. Recent updates include a new kitchen, bathrooms, flooring, fans, a four-year-old roof, a newly pavered

  Mark Lyda GENEROUS PROPERTY

  13 Bayhead Ln, Osprey, FL 34229
• 

  

  /15

  $3,500 per month

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft
  • House for Rent

  2068 Preymore St, Osprey, FL 34229

  Welcome home to this charming and beautifully maintained 3-bedroom, 2-bath residence located on a great community. Step inside to a spacious open floor plan featuring a generous great room, a dedicated dining area, and a large primary suite. Cathedral ceilings, pocket sliding doors, and fluid room transitions create an airy atmosphere perfect for easy living and entertaining. The bright, eat-in

  Kenia Nunez PREFERRED SHORE LLC

  2068 Preymore St, Osprey, FL 34229
• 

  /2

  $1,050,000 Sold Jul 22, 2025

  142 Dory Ln, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,531 Sq Ft
  • Built 1984

  Last Sold Summary

  • 12% Below List Price
  • $415/SF
  • 32 Days On Market

  Current Estimated Value $1,034,333

  Last Listing Agent Sharon Lewis GOLF & BAY PROPERTIES LLC

  142 Dory Ln, Osprey, FL 34229
• 

  

  /41

  Est $1,147,740 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,416 Sq Ft

  3932 Waypoint Ave, Osprey, FL 34229

  3932 Waypoint Ave, Osprey, FL 34229
• 

  

  /51

  $990,000

  • 3 Beds
  • 3 Baths
  • 2,583 Sq Ft

  678 Faith Ave, Osprey, FL 34229

  Private Key West–style retreat on 2.53 wooded acres in Osprey. Rarely does a property of this size become available in such a convenient location—just minutes from Pine View School, shopping, restaurants, and the Intracoastal Waterway—yet offering the privacy and space of a true country setting. This combination of acreage and accessibility makes the home exceptionally unique for the area. A

  Troy Sacco GENEROUS PROPERTY

  678 Faith Ave, Osprey, FL 34229
• 

  

  /20

  $3,345 per month

  • 3 Beds
  • 2 Baths
  • 2,250 Sq Ft
  • House for Rent

  692 Stillwater Ct, Osprey, FL 34229

  Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3524.90. That covers your base rent, $3345.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Pool

  692 Stillwater Ct, Osprey, FL 34229
• 

  /2

  $1,405,000 Sold Jul 11, 2025

  282 Shell Midden Ct, Osprey, FL 34229

  • 3 Beds
  • 4.5 Baths
  • 3,699 Sq Ft
  • Built 1992

  Last Sold Summary

  • 17% Below List Price
  • $380/SF
  • 128 Days On Market

  Current Estimated Value $1,459,034

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  282 Shell Midden Ct, Osprey, FL 34229
• 

  

  /63

  Est $994,526 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,115 Sq Ft

  3929 Waypoint Ave, Osprey, FL 34229

  3929 Waypoint Ave, Osprey, FL 34229
• 

  

  /71

  $2,300,000 Pending

  • 4 Beds
  • 4 Baths
  • 3,235 Sq Ft

  889 MacEwen Dr, Osprey, FL 34229

  Under contract-accepting backup offers. **INCREDIBLE TRANSFORMATION OF THIS MOVE-IN READY, GOLF COURSE ESTATE** From the Reimagined Entryway and through the Stunning Iron double front door, you will be captivated by the attention to detail throughout this elegantly appointed residence located on an Over Half Acre, Private lot on the Interior, Heron Golf Course in the highly-sought after, OAKS

  Mark Lyda GENEROUS PROPERTY

  889 MacEwen Dr, Osprey, FL 34229
• 

  

  /39

  $2,950 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  4429 Conchfish Ln, Osprey, FL 34229

  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-inspired guest bathroom, and tile throughout the main living areas for easy maintenance. Enjoy the covered lanai overlooking a private backyard, perfect for relaxing or entertaining, and take

  JIA SONG Jia Song Realty

  4429 Conchfish Ln, Osprey, FL 34229
• 

  /2

  $1,850,000 Sold Jan 31, 2025

  855 MacEwen Dr, Osprey, FL 34229

  • 5 Beds
  • 4 Baths
  • 4,361 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $424/SF
  • 31 Days On Market

  Current Estimated Value $1,831,705

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  855 MacEwen Dr, Osprey, FL 34229
• 

  

  /67

  Est $570,632 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,890 Sq Ft

  52 Bishops Court Rd Unit 113, Osprey, FL 34229

  52 Bishops Court Rd Unit 113, Osprey, FL 34229
• 

  

  /67

  $1,099,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,854 Sq Ft

  919 Tranquility Cir, Osprey, FL 34229

  RARE OPPORTUNITY to own this stunning former John Cannon model home PLUS the adjacent buildable lot on peaceful Tranquility Circle. This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise, with direct access to North Creek, which leads to Little Sarasota Bay, offering abundant wildlife and serene water views. Enjoy an open, spacious split-plan layout with Four bedrooms, formal

  Mike Winger TIDELINE REAL ESTATE BROKERS

  919 Tranquility Cir, Osprey, FL 34229
• 

  

  /20

  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Condo for Rent

  236 Woodland Dr, Osprey, FL 34229

  Property Id: 310276AVAILABLE MAY 15 to SEP 15, 2026 Light, airy home in Pine Run overlooks established native landscaping. Copious sliding doors, windows & high ceilings. Beautifully updated kitchen offer views to outdoors. Carport + 1 visitor parking space. A nature lovers paradise, this laid-back, quiet & desirable community is close to Casey Key, Blackburn Point Park & Intracoastal

  236 Woodland Dr, Osprey, FL 34229
• 

  /2

  $962,500 Sold Aug 07, 2025

  742 Shadow Bay Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 3,321 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $290/SF
  • 115 Days On Market

  Current Estimated Value $947,634

  Last Listing Agent Reeny Kaney RE/MAX ALLIANCE GROUP

  742 Shadow Bay Way, Osprey, FL 34229
• 

  /2

  Est $216,667 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 595 Sq Ft

  51 MacEwen Dr Unit 13, Osprey, FL 34229

  51 MacEwen Dr Unit 13, Osprey, FL 34229
• 

  

  /61

  $1,395,000

  • 3 Beds
  • 3 Baths
  • 2,545 Sq Ft

  3603 N Point Rd Unit 702, Osprey, FL 34229

  **MAGNIFICENT VIEW from this 7th FLOOR, PENTHOUSE CONDO** Offering 3 EN SUITE BEDROOMS, 3 FULL BATHS and a treasured PRIVATE 2-CAR GARAGE! Located behind the gates of the highly sought after Oaks-Preserve, country club neighborhood in the Newest Meridian Condo Tower (Built in 2007 and featuring Hurricane Impact rated Windows and Sliding Doors). As you emerge from your private elevator foyer

  Mark Lyda GENEROUS PROPERTY

  3603 N Point Rd Unit 702, Osprey, FL 34229
• 

  

  /37

  $2,900 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  4417 Conchfish Ln, Osprey, FL 34229

  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-bathroom home located in the highly sought-after community of Osprey, FL just steps from the top-rated Pine View School. This spacious home features an open kitchen layout with a brand-new

  JIA SONG Jia Song Realty

  4417 Conchfish Ln, Osprey, FL 34229
• 

  /2

  $210,000 Sold Oct 22, 2025

  480 Blackburn Point Rd Unit 4, Osprey, FL 34229

  • Built 2006

  Last Sold Summary

  • 7% Below List Price
  • 5 Days On Market

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  480 Blackburn Point Rd Unit 4, Osprey, FL 34229
• 

  /2

  Est $93,202 Not Listed For Sale

  • Studio

  570 Blackburn Point Rd Unit Siesta 40, Osprey, FL 34229

  570 Blackburn Point Rd Unit Siesta 40, Osprey, FL 34229
• 

  

  /62

  $889,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft

  385 N Point Rd Unit 404, Osprey, FL 34229

  Under contract-accepting backup offers. **STUNNINGLY UPDATED CONDO with Breathtaking Water & Preserve Views that rival those of higher floors!** This LARGE, CORNER UNIT of nearly 2800sf features 3-Beds & 3 Full Baths PLUS Study/Den (or possible 4th Bedroom with Walk-In Closet) and 2 side-by-side Covered Parking Spaces near elevator, Etc. and is located behind the Secure Gates of the highly sought

  Mark Lyda GENEROUS PROPERTY

  385 N Point Rd Unit 404, Osprey, FL 34229
• 

  

  /37

  $1,850 per month

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Condo for Rent

  1847 Highland Rd Unit 1855 Highland Rd, Osprey, FL 34229

  Spacious Duplex Villa with community pool in a great area. Close to beaches, shopping & restaurants. Right across Oscar Scherer State Park. Shoreland Park is down the street, where you can launch your kayak.

  1847 Highland Rd Unit 1855 Highland Rd, Osprey, FL 34229
• 

  /2

  $980,000 Sold Dec 09, 2025

  385 N Point Rd Unit 903, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft
  • Built 2000

  Last Sold Summary

  • 11% Below List Price
  • $353/SF
  • 41 Days On Market

  Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY

  385 N Point Rd Unit 903, Osprey, FL 34229
• 

  /2

  Est $1,426,563 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 3,071 Sq Ft

  5345 Trails Bend Ct, Sarasota, FL 34238

  5345 Trails Bend Ct, Sarasota, FL 34238
• 

  

  /43

  $780,250 New Construction

  • 3 Beds
  • 2 Baths
  • 1,937 Sq Ft

  280 Hidden Bay Dr Unit 202, Osprey, FL 34229

  READY FOR IMMEDIATE OCCUPANCY!Modern Elegance at Edgewater: A Luxurious Haven Overlooking Little Sarasota BayStep into a world of contemporary sophistication with this new construction condominium nestled in the eminent enclave of Edgewater at Hidden Bay. Boasting 1937 square feet, this meticulously crafted residence offers three bedrooms, two bathrooms, and an inviting office space

  Mike Aveni KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  280 Hidden Bay Dr Unit 202, Osprey, FL 34229
• 

  

  /25

  $2,600 per month

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft
  • House for Rent

  554 Pine Ranch East Rd, Osprey, FL 34229

  ANNUAL/ GENTLY FURNISHED 4 BED/2.5 BATH. The home is gently furnished which will work perfectly for the family who has some furniture already.Available November1st - 9 month minimum - come stay here while your build your home.Master has a king bed with ensuite bathroom.- walk in shower, garden tub. Guest room has twin beds, 2nd guest room has a built in office and a Murphy bed. 4th

  Annabelle Newland STOCKTON REALTY ADVISORS LLC

  554 Pine Ranch East Rd, Osprey, FL 34229
• 

  /2

  $340,000 Sold May 08, 2025

  294 Hidden Bay Dr Unit 103, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2001

  Last Sold Summary

  • 20% Below List Price
  • $217/SF
  • 166 Days On Market

  Current Estimated Value $340,850

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  294 Hidden Bay Dr Unit 103, Osprey, FL 34229
• 

  /2

  Est $286,649 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft

  153 Navigation Cir Unit 106, Osprey, FL 34229

  153 Navigation Cir Unit 106, Osprey, FL 34229
• 

  

  /76

  $2,150,000

  • 3 Beds
  • 3 Baths
  • 4,191 Sq Ft

  85 Sugar Mill Dr, Osprey, FL 34229

  **STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN

  Mark Lyda GENEROUS PROPERTY

  85 Sugar Mill Dr, Osprey, FL 34229
• 

  

  /18

  $1,830 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • House for Rent

  455 Pennsylvania Ave, Osprey, FL 34229

  Fully Furnished 2BR/1BA Turnkey Home in Osprey, FLUnique, peaceful property with native wildflower garden, beach gear, and old-Florida charm. Located in the quiet fishing village of Osprey, this FULLY FURNISHED home includes:•Upgraded kitchen with stainless steel appliances, granite counters, and all essentials•New washer/dryer•Enclosed lanai•High-speed WiFi, water, sewer,

  455 Pennsylvania Ave, Osprey, FL 34229
• 

  /2

  $235,000 Sold Jun 13, 2025

  109 Woodland Place, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • Built 1979

  Last Sold Summary

  • 6% Below List Price
  • $192/SF
  • 144 Days On Market

  Current Estimated Value $231,039

  Last Listing Agent Derek Edwards KELLER WILLIAMS ON THE WATER S

  109 Woodland Place, Osprey, FL 34229
• 

  /2

  Est $396,013 Not Listed For Sale

  • 2 Beds

  19 Westview Dr, Osprey, FL 34229

  19 Westview Dr, Osprey, FL 34229
• 

  

  /43

  $995,000

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft

  599 Pine Ranch Rd E, Osprey, FL 34229

  **EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers

  Mark Lyda GENEROUS PROPERTY

  599 Pine Ranch Rd E, Osprey, FL 34229
• 

  

  /37

  $3,550 per month

  • 3 Beds
  • 2 Baths
  • 2,225 Sq Ft
  • House for Rent

  603 Pine Ranch East Rd, Osprey, FL 34229

  *AVAILABLE NOVEMBER 15, 2025 — PREVIEW BY APPOINTMENT ONLY*Currently occupied — showings available by appointment only.This beautifully updated 3-bedroom, 2-bathroom home, features a desirable split floor plan and a spacious 2-car garage. Offered unfurnished, with pool and yard maintenance included in the rent.HIGHLIGHTS:Open-concept layout designed for comfort, entertaining,

  Marina Yanovskiy ALL SEASONS REALTY LLC

  603 Pine Ranch East Rd, Osprey, FL 34229
• 

  

  /55

  $480,000 Sold May 14, 2025

  564 Meadow Sweet Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,808 Sq Ft
  • Built 2003

  Last Sold Summary

  • 15% Below List Price
  • $265/SF
  • 57 Days On Market

  Current Estimated Value $482,690

  Last Listing Agent Kevin Stanley, P.A. PREMIER SOTHEBYS INTL REALTY

  564 Meadow Sweet Cir, Osprey, FL 34229
• 

  /2

  Est $43,417 Not Listed For Sale

  • Studio

  570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

  570 Blackburn Point Rd Unit Siesta 26, Osprey, FL 34229

Showing Results 41 - 80, Page 2 of 18