Homes in ZIP Code 34229

• 

  

  

  /41

  Est $666,919

  Not Listed For Sale

  675 Crane Prairie Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,320 Sq Ft
  • Built 2003

  675 Crane Prairie Way, Osprey, FL 34229

  Last Sold Summary

  • 37 Days On Market
• 

  

  

  /95

  $625,000

  • 3 Beds
  • 3 Baths
  • 2,680 Sq Ft

  3621 N Point Rd Unit 301, Osprey, FL 34229

  Ready to live a stress-free luxury condo lifestyle? There is no place better to do it than this 3 bedroom, 3 bath residence in Meridian at The Oaks Preserve. Nestled among the treetops, this end unit has a split floor plan and absolutely breathtaking sunset views over the Preserve and out to Little Sarasota Bay. Natural light floods the interior, highlighting the beauty of the hand-rubbed walnut

  Steve Abbe COLDWELL BANKER REALTY

  3621 N Point Rd Unit 301, Osprey, FL 34229
• 

  

  /2

  $1,325,000

  Sold Nov 07, 2025

  402 Walls Way, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,464 Sq Ft
  • Built 2014

  Last Sold Summary

  • 22% Below List Price
  • $383/SF
  • 187 Days On Market

  Current Estimated Value $1,454,248

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  402 Walls Way, Osprey, FL 34229
• 

  

  

  /40

  Est $1,115,630

  Not Listed For Sale

  109 Tina Island Dr, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,827 Sq Ft
  • Built 1988

  109 Tina Island Dr, Osprey, FL 34229

  Last Sold Summary

  • 15 Days On Market
• 

  

  

  /48

  $599,000

  $86K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft

  409 N Point Rd Unit 502, Osprey, FL 34229

  **GORGEOUS VIEW from this Move-In Ready, 5TH FLOOR, 3-BED / 3-BATH, LUXURY CONDO!! The coveted lifestyle of The Oaks Country Club with the convenience and amenities of maintenance-free condominium living come together at this Gorgeous Meridian 5th floor residence. Upon exiting the elevator into the private foyer, step inside and enjoy the breathtaking panoramic preserve, bay and Gulf of Mexico

  Mark Lyda GENEROUS PROPERTY

  409 N Point Rd Unit 502, Osprey, FL 34229
• 

  /2

  $260,000

  Sold May 13, 2026

  135 Woodland Place, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft
  • Built 1979

  Last Sold Summary

  • 3% Below List Price
  • $198/SF
  • 13 Days On Market

  Current Estimated Value $266,383

  Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

  135 Woodland Place, Osprey, FL 34229
• 

  /2

  Est $523,553

  Not Listed For Sale

  502 Oak Bay Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,116 Sq Ft
  • Built 1995

  502 Oak Bay Dr, Osprey, FL 34229

  Last Sold Summary

  • 88 Days On Market
• 

  

  /3

  $34,900

  • 1 Bed
  • 1 Bath
  • 418 Sq Ft

  124 Happy Haven Dr Unit 56, Osprey, FL 34229

  Happy Haven, a professionally managed, well-maintained manufactured home community, currently has a 418 sq. ft. home with 1 bedrooms and 1 bathrooms for sale. Take advantage of this offer now and live in one of the state's most attractive areas. Call and schedule a viewing of this home and ask about our current promotions!

  Tori Coil Happy Haven

  124 Happy Haven Dr Unit 56, Osprey, FL 34229
• 

  /2

  $625,000

  Sold Oct 10, 2025

  644 Rivendell Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,298 Sq Ft
  • Built 2001

  Last Sold Summary

  • 16% Below List Price
  • $272/SF
  • 260 Days On Market

  Current Estimated Value $627,985

  Last Listing Agent Veronica Manes MICHAEL SAUNDERS & COMPANY

  644 Rivendell Blvd, Osprey, FL 34229
• 

  

  /65

  Est $998,786

  Not Listed For Sale

  800 Eaglenook Way, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,632 Sq Ft
  • Built 1978

  800 Eaglenook Way, Osprey, FL 34229

  Last Sold Summary

  • 2 Days On Market
• 

  

  /7

  $3,000

  • 1 Bed
  • 1 Bath
  • 310 Sq Ft

  124 Happy Haven Dr Unit 28, Osprey, FL 34229

  Calling all Investors! Huge opportunity to make a deal on this perfect renovation project. Quick Closing, Quick Renovation and Quick Profit! This home needs significant work and is priced accordingly. Given the amount of work necessary to bring this gem up to it's fiull potential, prospective investors must be licensed and experienced renovation specialists. Call today, we are currently

  Tori Coil Happy Haven

  124 Happy Haven Dr Unit 28, Osprey, FL 34229
• 

  /2

  $675,000

  Sold Jan 21, 2026

  409 N Point Rd Unit 501, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,594 Sq Ft
  • Built 2004

  Last Sold Summary

  • 36% Below List Price
  • $260/SF
  • 575 Days On Market

  Current Estimated Value $687,720

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  409 N Point Rd Unit 501, Osprey, FL 34229
• 

  /2

  Est $912,124

  Not Listed For Sale

  128 Sea Anchor Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,677 Sq Ft
  • Built 1978

  128 Sea Anchor Dr, Osprey, FL 34229

  Last Sold Summary

  • 4 Days On Market
• 

  

  /73

  $875,000

  Pending

  • 3 Beds
  • 2 Baths
  • 1,859 Sq Ft

  157 Lookout Point Dr, Osprey, FL 34229

  Under contract-accepting backup offers. This one is an impressive little gem located in sought after Southbay Yacht & Racquet Club. So many improvements, upgrades and updates all you need to do is bring your furniture and move right in. As we approach the hurricane season, you will enjoy the sense of security provided by the replacement of all windows, sliders and doors with hurricane impact

  Pat Williams PAT WILLIAMS REALTY, LLC

  157 Lookout Point Dr, Osprey, FL 34229
• 

  /2

  $375,000

  Sold Jun 18, 2026

  1795 Highland Rd, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 1,879 Sq Ft
  • Built 1999

  Last Sold Summary

  • $200/SF
  • 24 Days On Market

  Current Estimated Value $378,877

  Last Listing Agent Rachel Tritschler RE/MAX ALLIANCE GROUP

  1795 Highland Rd, Osprey, FL 34229
• 

  /2

  Est $355,478

  Not Listed For Sale

  294 Hidden Bay Dr Unit 103, Osprey, FL 34229

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

  294 Hidden Bay Dr Unit 103, Osprey, FL 34229

  Last Sold Summary

  • 166 Days On Market
• 

  

  /38

  $899,995

  • 3 Beds
  • 2.5 Baths
  • 2,199 Sq Ft

  14021 Bellagio Way Unit 309, Osprey, FL 34229

  Enjoy breathtaking sunset views overlooking the intercostal waterway in this boater's paradise, complete with an on-site marina. Discover coastal living in this beautifully updated 3-bedroom, 2.5-bath residence located in Bellagio Harbor Village. Ideally positioned between Sarasota Big Pass and the Venice Jetty, and just minutes from Midnight Pass and the Gulf of Mexico, this home offers easy

  Tristin Hopler COMPASS FLORIDA, LLC

  14021 Bellagio Way Unit 309, Osprey, FL 34229
• 

  /2

  $3,650,000

  Sold Apr 06, 2026

  691 Eagle Watch Ln, Osprey, FL 34229

  • 4 Beds
  • 7 Baths
  • 6,705 Sq Ft
  • Built 1993

  Last Sold Summary

  • 9% Below List Price
  • $544/SF
  • 78 Days On Market

  Current Estimated Value $3,580,483

  Last Listing Agent Renee Preininger SARASOTA TRUST REALTY COMPANY

  691 Eagle Watch Ln, Osprey, FL 34229
• 

  

  /9

  Est $186,133

  Not Listed For Sale

  242 Washington Ave, Osprey, FL 34229

  • 2 Beds
  • 1 Bath
  • 630 Sq Ft
  • Built 1950

  242 Washington Ave, Osprey, FL 34229

  Last Sold Summary

  • 162 Days On Market
• 

  

  /54

  $880,000

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

  401 N Point Rd Unit 504, Osprey, FL 34229

  INCREDIBLE OPPORTUNITY AND A MUST SEE AT THE MERIDIAN AT THE OAKS - GREAT PRICE, BAY VIEW, UPDATED KITCHEN, PRIVATE 2 CAR GARAGE AND MORE! Beautifully updated and thoughtfully designed, this exceptional 5th floor residence in The Meridian at The Oaks Preserve offers tranquil water and preserve views, a fantastic floor plan, and the rare convenience of a private 2-car garage just steps to the

  Lenore Treiman MICHAEL SAUNDERS & COMPANY

  401 N Point Rd Unit 504, Osprey, FL 34229
• 

  /2

  $318,000

  Sold Mar 25, 2026

  116 Navigation Cir Unit 106, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft
  • Built 2016

  Last Sold Summary

  • 2% Below List Price
  • $222/SF
  • 220 Days On Market

  Current Estimated Value $314,296

  Last Listing Agent Pan Steele, GRI COLDWELL BANKER REALTY

  116 Navigation Cir Unit 106, Osprey, FL 34229
• 

  /2

  Est $638,512

  Not Listed For Sale

  385 N Point Rd Unit 602, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,055 Sq Ft
  • Built 2000

  385 N Point Rd Unit 602, Osprey, FL 34229

  Last Sold Summary

  • 174 Days On Market
• 

  

  /41

  $700,000

  $19K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,932 Sq Ft

  242 Hidden Bay Dr Unit 602, Osprey, FL 34229

  Penthouse Waterfront Residence | Enclosed Sunroom | Private Two-Car Garage | Optional Furnishings | Gated Bayfront Community This 6th-floor penthouse waterfront condominium at Hidden Bay offers unobstructed views of Little Sarasota Bay, the Intracoastal Waterway, and the Gulf beyond Casey Key. Designed to capture light and water views throughout the main living areas, the open floor plan features

  Cathy Rustin FIRST LIGHT REAL ESTATE

  242 Hidden Bay Dr Unit 602, Osprey, FL 34229
• 

  /2

  $1,900,000

  Sold Feb 10, 2026

  340 Osprey Point Dr, Osprey, FL 34229

  • 5 Beds
  • 7 Baths
  • 6,001 Sq Ft
  • Built 1998

  Last Sold Summary

  • 24% Below List Price
  • $317/SF
  • 273 Days On Market

  Current Estimated Value $1,952,250

  Last Listing Agent Lee Brewer RE/MAX ALLIANCE GROUP

  340 Osprey Point Dr, Osprey, FL 34229
• 

  /2

  Est $516,045

  Not Listed For Sale

  515 Oak Bay Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,977 Sq Ft
  • Built 1995

  515 Oak Bay Dr, Osprey, FL 34229

  Last Sold Summary

  • 116 Days On Market
• 

  /2

  $643,749

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  791 S Tamiami Trail Unit 303, Osprey, FL 34229

  Under Construction. UNDER CONSTRUCTION-STARTING FROM THE MID $500,000'S. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOW AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 3 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (2 BEDROOM AND 2 BATH UNITS ALSO

  Laurie Eshleman PRO GROUP REALTY & PROP MGT

  791 S Tamiami Trail Unit 303, Osprey, FL 34229
• 

  /2

  $550,000

  Sold Feb 19, 2026

  494 Meadow Sweet Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,791 Sq Ft
  • Built 1997

  Last Sold Summary

  • 8% Below List Price
  • $307/SF
  • 7 Days On Market

  Current Estimated Value $556,113

  Last Listing Agent Carlos Saramago EXIT KING REALTY

  494 Meadow Sweet Cir, Osprey, FL 34229
• 

  /2

  Est $383,341

  Not Listed For Sale

  109 Burney Rd, Osprey, FL 34229

  • 2 Beds
  • Built 1959

  109 Burney Rd, Osprey, FL 34229

  Last Sold Summary

  • 30 Days On Market
• 

  /2

  $514,999

  New Construction

  • 2 Beds
  • 2 Baths
  • 952 Sq Ft

  791 S Tamiami Trail Unit 202, Osprey, FL 34229

  Under Construction. UNDER CONSTRUCTION STARTING FROM THE UPPER $400,000. NO FLOOD INSURANCE REQUIRED. NOW TAKING RESERVATIONS ON THIS NEW VENICE ISLAND CONDOMINIUM COMMUNITY KNOWN AS ISOLA CASA! 36 CONDOMINIUM UNITS WITHIN 4 SEPARATE BUILDINGS THAT INCLUDE ELEVATORS. THIS UNIT BOASTS 2 BEDROOMS, 2 BATHROOMS WITH A SCREENED LANAI AND HAS A 1-CAR DETACHED GARAGE. (3 BEDROOM AND 2 BATH UNITS ALSO

  Laurie Eshleman PRO GROUP REALTY & PROP MGT

  791 S Tamiami Trail Unit 202, Osprey, FL 34229
• 

  /2

  $520,000

  Sold Dec 30, 2025

  447 Oak Point Rd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,688 Sq Ft
  • Built 1994

  Last Sold Summary

  • 5% Below List Price
  • $193/SF
  • 49 Days On Market

  Current Estimated Value $514,636

  Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC

  447 Oak Point Rd, Osprey, FL 34229
• 

  /2

  Est $190,503

  Not Listed For Sale

  235 Woodland Dr Unit 235, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,223 Sq Ft
  • Built 1980

  235 Woodland Dr Unit 235, Osprey, FL 34229

  Last Sold Summary

  • 53 Days On Market
• 

  

  /69

  $679,000

  $19K PRICE DROP

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

  33 Bishops Court Rd Unit 118, Osprey, FL 34229

  **EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd Floor, 2 Full and 1 Half Baths, and offers a refined yet relaxed lifestyle surrounded by mature oak canopies and tranquil lake views. The main living

  Mark Lyda GENEROUS PROPERTY

  33 Bishops Court Rd Unit 118, Osprey, FL 34229
• 

  /2

  $155,000

  Sold Feb 24, 2026

  300 Tropic Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,031 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $150/SF
  • 54 Days On Market

  Last Listing Agent Heidi Lionetti WHITE SANDS REALTY GROUP FL

  300 Tropic Dr, Osprey, FL 34229
• 

  

  /34

  Est $563,512

  Not Listed For Sale

  1358 Thornapple Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,163 Sq Ft
  • Built 2003

  1358 Thornapple Dr, Osprey, FL 34229

  Last Sold Summary

  • 86 Days On Market
• 

  

  /71

  $275,000

  • 1 Bed
  • 1 Bath
  • 623 Sq Ft

  51 MacEwen Dr Unit 12, Osprey, FL 34229

  Situated in Windsor Lodge in The Oaks Clubside, this updated second floor condo has a kitchenette with quartz countertops, a modern bath, a bonus space set up as a small office area and in-unit laundry. An end unit, it has more windows than the typical interior location, filling the interior with wonderful natural light and offering sweeping views of Eagle #18 and lake. This immaculate condo is

  Steve Abbe COLDWELL BANKER REALTY

  51 MacEwen Dr Unit 12, Osprey, FL 34229
• 

  /2

  $1,001,000

  Sold Apr 27, 2026

  3936 Waypoint Ave, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,323 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $431/SF
  • 3 Days On Market

  Current Estimated Value $1,019,400

  Last Listing Agent Larry Brzostek RE/MAX ALLIANCE GROUP

  3936 Waypoint Ave, Osprey, FL 34229
• 

  

  /42

  Est $558,294

  Not Listed For Sale

  564 Crane Prairie Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,079 Sq Ft
  • Built 2005

  564 Crane Prairie Way, Osprey, FL 34229

  Last Sold Summary

  • 69 Days On Market
• 

  

  /70

  $694,000

  $5K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,950 Sq Ft

  260 Hidden Bay Dr Unit B-304, Osprey, FL 34229

  The Boca Residence: Spacious Living & Resort StyleDiscover a condominium that offers the true scale and functionality of a private home. The Boca floor plan features a thoughtfully designed two-bedroom plus den, two-and-a-half-bathroom layout, perfect for those who want the ease of condo living without sacrificing space. Whether you are looking for a full-time residence or a spacious seasonal

  Janice Martin ENGEL & VOELKERS VENICE DOWNTOWN

  260 Hidden Bay Dr Unit B-304, Osprey, FL 34229
• 

  /2

  $69,000

  Sold Jun 01, 2026

  32 Siesta Cir W, Osprey, FL 34229

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft
  • Built 1968

  Last Sold Summary

  • $144/SF
  • 2 Days On Market

  Last Listing Agent Karen Geiger COLDWELL BANKER SARASOTA CENT.

  32 Siesta Cir W, Osprey, FL 34229
• 

  

  /3

  Est $636,541

  Not Listed For Sale

  6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,630 Sq Ft
  • Built 2005

  6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

  Last Sold Summary

  • 108 Days On Market

Showing Results 441 - 480, Page 12 of 18