Homes in ZIP Code 34229

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  /24

  Est $809,921 Not Listed For Sale

  130 N Creek Ln, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft
  • Built 1997

  130 N Creek Ln, Osprey, FL 34229

  Last Sold Summary

  • 10% Below List Price
  • $367/SF
  • 140 Days On Market

  Last Sold Price $899,000

  Last Listing Agent Mariana Georgieva HORIZON REALTY INTERNATIONAL
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  /95

  $850,000

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

  401 N Point Rd Unit 304, Osprey, FL 34229

  Give yourself the gift of refined living in this expansive 2,778 square foot residence—the largest non-penthouse floor plan available in Meridian at The Oaks Preserve. Every detail in this meticulously maintained, and beautifully updated condominium has been thoughtfully designed to offer comfort, sophistication, and versatility, making it the perfect sanctuary for luxury living every day! Step

  Steve Abbe COLDWELL BANKER REALTY

  401 N Point Rd Unit 304, Osprey, FL 34229
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  /2

  $260,000 Sold Jan 23, 2026

  761 Pine Run Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,379 Sq Ft
  • Built 1973

  Last Sold Summary

  • 7% Below List Price
  • $189/SF
  • 31 Days On Market

  Current Estimated Value $266,272

  Last Listing Agent Jeffrey Gaudette COLDWELL BANKER SARASOTA CENT.

  761 Pine Run Dr, Osprey, FL 34229
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  /46

  Est $1,537,282 Not Listed For Sale

  345 S Shore Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 3,740 Sq Ft
  • Built 1995

  345 S Shore Dr, Osprey, FL 34229

  Last Sold Summary

  • 12% Below List Price
  • $468/SF
  • 37 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Kelly Quigley Michael Saunders
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  /56

  $735,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,498 Sq Ft

  1019 Scherer Way, Osprey, FL 34229

  Welcome to this beautiful 4 bedroom 3 full bath home situated in the desirable community of Rivendell. Minutes to the distinguished Pine View School, the #1 rated public gifted college-prep school in Florida. Open Floor plan boasts a 'Chef's Delight' kitchen with plenty of custom cabinets, quartz countertop, updated stainless steel appliance, under cabinet lighting and oversized aquarium window

  Christine Appice CENTURY 21 SCHMIDT REAL ESTATE

  1019 Scherer Way, Osprey, FL 34229
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  /2

  $2,327,000 Sold Jun 18, 2025

  654 Trenton Way, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,582 Sq Ft
  • Built 1990

  Last Sold Summary

  • 5% Below List Price
  • $650/SF
  • 86 Days On Market

  Current Estimated Value $2,063,837

  Last Listing Agent Mark Lyda GENEROUS PROPERTY

  654 Trenton Way, Osprey, FL 34229
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  /60

  Est $534,057 Not Listed For Sale

  455 N Shore Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,229 Sq Ft
  • Built 1966

  455 N Shore Dr, Osprey, FL 34229

  Last Sold Summary

  • 19% Above List Price
  • $366/SF
  • 89 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Bo Fuller FULLER GROUP
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  /42

  $5,495,000

  • 4 Beds
  • 5.5 Baths
  • 6,308 Sq Ft

  730 Sarabay Rd, Osprey, FL 34229

  One or more photo(s) has been virtually staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf

  Debbie Baraona ROBERT SLACK LLC

  730 Sarabay Rd, Osprey, FL 34229
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  /2

  $2,925,000 Sold Sep 23, 2025

  550 Dove Pointe, Osprey, FL 34229

  • 4 Beds
  • 5.5 Baths
  • 7,842 Sq Ft
  • Built 2006

  Last Sold Summary

  • 11% Below List Price
  • $373/SF
  • 63 Days On Market

  Current Estimated Value $2,839,258

  Last Listing Agent Jennifer Linehan MICHAEL SAUNDERS & COMPANY

  550 Dove Pointe, Osprey, FL 34229
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  /2

  Est $702,363 Not Listed For Sale

  668 Clear Creek Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,388 Sq Ft
  • Built 2002

  668 Clear Creek Dr, Osprey, FL 34229

  Last Sold Summary

  • 9% Below List Price
  • $325/SF
  • 11 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Cheryl Guentner RE/MAX PALM
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  /8

  $750,000

  • Land
  • 0.47 Acre
  • $1,595,745 per Acre

  147 Osprey Point Dr, Osprey, FL 34229

  Your dream homesite awaits! This lot is located within the Oaks Bayside, one of Southwest Florida‘s most exclusive private, gated communities. This amazing property is near the community dock and fountain and is surrounded by some of the most grand and luxurious homes in the entire gulf coast region. The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of

  Mick Jordan BRIGHT REALTY

  147 Osprey Point Dr, Osprey, FL 34229
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  /2

  $280,000 Sold Feb 04, 2026

  232 Explorer Dr Unit 15, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,135 Sq Ft
  • Built 2019

  Last Sold Summary

  • 15% Below List Price
  • $247/SF
  • 220 Days On Market

  Current Estimated Value $293,057

  Last Listing Agent Gary Hoskins COLDWELL BANKER REALTY

  232 Explorer Dr Unit 15, Osprey, FL 34229
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  /100

  Est $1,101,482 Not Listed For Sale

  328 Pine Ranch Trail, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 3,215 Sq Ft
  • Built 1991

  328 Pine Ranch Trail, Osprey, FL 34229

  Last Sold Summary

  • 4% Below List Price
  • $358/SF
  • 0 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Sally Green HOMESMART
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  /63

  $799,000

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

  919 Tranquility Cir, Osprey, FL 34229

  *BRAND NEW TILE ROOF TO BE INSTALLED SECOND WEEK OF APRIL* WOW! TOTAL OF 50,000 PRICE ADJUSTMENT! RARE OPPORTUNITY to own this stunning former John Cannon model home on peaceful Tranquility Circle . This pristine 4BR/3.5BA pool home is a kayaker and nature lover’s paradise on North Creek with direct access to Little Sarasota Bay via Kayak or Canoe offering abundant wildlife and serene water

  Ann Winger TIDELINE REAL ESTATE BROKERS

  919 Tranquility Cir, Osprey, FL 34229
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  /2

  $1,500,000 Sold Jul 08, 2025

  269 Pine Ranch Trail, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 3,572 Sq Ft
  • Built 1997

  Last Sold Summary

  • 16% Below List Price
  • $420/SF
  • 76 Days On Market

  Current Estimated Value $1,446,089

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  269 Pine Ranch Trail, Osprey, FL 34229
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  /54

  Not Listed For Sale

  871 MacEwen Dr, Osprey, FL 34229

  • 5 Beds
  • 5.5 Baths
  • 5,168 Sq Ft
  • Built 1990

  871 MacEwen Dr, Osprey, FL 34229

  Last Sold Summary

  • $386/SF
  • 226 Days On Market

  Last Sold Price $1,995,000

  Last Listing Agent Joel Schemmel DOUGLAS ELLIMAN
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  /11

  $699,000

  • 3 Beds
  • 2 Baths
  • 2,058 Sq Ft

  110 Pine Ave, Osprey, FL 34229

  Heart of Osprey, this remodeled 3-bedroom, 2-bathroom pool home with huge yard, bring your RV and all your toys. Lots of room for storage. Enjoy sunsets, steps to fishing pier, kayak launch, Spanish Pointe, Oscar Scherer State Park, and Pine View School. No restrictions. Move-in ready enjoying the Florida lifestyle! For outdoor enthusiasts, this location is unbeatable. Launch your kayak or

  Marisa Marino BRIGHT REALTY

  110 Pine Ave, Osprey, FL 34229
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  /2

  $335,000 Sold Mar 27, 2026

  172 Explorer Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,449 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $231/SF
  • 3 Days On Market

  Current Estimated Value $346,751

  Last Listing Agent Ashley Wallace COLDWELL BANKER REALTY

  172 Explorer Dr, Osprey, FL 34229
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  /65

  Est $1,831,154 Not Listed For Sale

  482 E MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 3,327 Sq Ft
  • Built 2001

  482 E MacEwen Dr, Osprey, FL 34229

  Last Sold Summary

  • 17% Below List Price
  • $661/SF
  • 212 Days On Market

  Last Sold Price $2,200,000

  Last Listing Agent David Butler Jr RE/MAX
• 

  

  /13

  $170,000 Pending

  • Land
  • 0.42 Acre
  • $404,762 per Acre

  911 Tranquility Cir, Osprey, FL 34229

  Beautiful and Private Buildable Lot in desirable North Creek Estates. Formerly under PID 0142020069 is currently combined with Lot 9 with home on listing A4674201, 919 Tranquility Cir but seller will separate the lot and sell lot and home as two transactions. See A4678841 for home without adjoining lot. These lots are a rarity in an already completed in such a great location. This lot has

  Mike Winger TIDELINE REAL ESTATE BROKERS

  911 Tranquility Cir, Osprey, FL 34229
• 

  /2

  $995,000 Sold Mar 05, 2026

  105 Turquoise Ln, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,606 Sq Ft
  • Built 2001

  Last Sold Summary

  • $382/SF
  • 162 Days On Market

  Current Estimated Value $904,132

  Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

  105 Turquoise Ln, Osprey, FL 34229
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  /64

  Est $304,248 Not Listed For Sale

  112 Woodland Place, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 1,839 Sq Ft
  • Built 1979

  112 Woodland Place, Osprey, FL 34229

  Last Sold Summary

  • 16% Below List Price
  • $196/SF
  • 109 Days On Market

  Last Sold Price $361,000

  Last Listing Agent Priscilla Adams COMPASS FLORIDA LLC
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  /47

  $595,000

  • 4 Beds
  • 3 Baths
  • 2,557 Sq Ft

  104 Park Trace Blvd, Osprey, FL 34229

  Welcome to this elegant and spacious luxury pool home offering over 2,500 square feet of refined living in one of the most desirable communities along the Gulf Coast. With a freshly painted exterior, stunning hardwood floors throughout, and an exceptional layout designed for both comfort and style, this residence is move-in ready and perfectly suited for modern living. Boasting four bedrooms,

  Lisa Morreale PREMIER SOTHEBY'S INTERNATIONAL REALTY

  104 Park Trace Blvd, Osprey, FL 34229
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  /2

  $3,050,000 Sold Aug 15, 2025

  5 N Casey Key Rd, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 2,380 Sq Ft
  • Built 1969

  Last Sold Summary

  • 27% Below List Price
  • $1,282/SF
  • 278 Days On Market

  Current Estimated Value $2,969,278

  Last Listing Agent Kelley Ann Ayers AYERS AND ASSOCIATES REAL ESTATE

  5 N Casey Key Rd, Osprey, FL 34229
• 

  /2

  Est $377,363 Not Listed For Sale

  308 Kensey Ln, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,304 Sq Ft
  • Built 1972

  308 Kensey Ln, Osprey, FL 34229

  Last Sold Summary

  • 6% Below List Price
  • $309/SF
  • 109 Days On Market

  Last Sold Price $402,500

  Last Listing Agent Tracey Punzone UKEEPCOMMISSION REAL ESTATE
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  /47

  $1,300,000

  • 3 Beds
  • 2 Baths
  • 2,850 Sq Ft

  17 Bayhead Ln, Osprey, FL 34229

  Impeccable is the only way to describe this charming, completely remodeled 3-bedroom, 2-bath residence that blends luxury with everyday comfort. No detail was overlooked in the renovation, resulting in a truly beautiful and thoughtfully designed home. The interior showcases high-end finishes throughout, including wood-look tile flooring, quartzite countertops, a stylish coffee bar, and a custom

  Steve Abbe COLDWELL BANKER REALTY

  17 Bayhead Ln, Osprey, FL 34229
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  /2

  $885,000 Sold Mar 31, 2025

  236 Hidden Bay Dr Unit 504, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1997

  Last Sold Summary

  • 7% Below List Price
  • $421/SF
  • 115 Days On Market

  Current Estimated Value $803,918

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  236 Hidden Bay Dr Unit 504, Osprey, FL 34229
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  /30

  Est $128,084 Not Listed For Sale

  751 Pine Run Dr Unit 751, Osprey, FL 34229

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft
  • Built 1973

  751 Pine Run Dr Unit 751, Osprey, FL 34229

  Last Sold Summary

  • 10% Below List Price
  • $243/SF
  • 54 Days On Market

  Last Sold Price $142,500

  Last Listing Agent Stephanie Ham PARADISE EXCLUSIVE INC
• 

  

  /100

  $2,350,000

  • 3 Beds
  • 2.5 Baths
  • 3,738 Sq Ft

  393 N Point Rd Unit 1002, Osprey, FL 34229

  Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks Preserve. This stunning 3 bedroom, 2.5 bath penthouse offers a private 2-car garage and is designed for the discerning buyer who values quality, elegance, and an unparalleled location. From sunrise to dramatic color-drenched sunsets over the Gulf, your days will be filled with

  Steve Abbe COLDWELL BANKER REALTY

  393 N Point Rd Unit 1002, Osprey, FL 34229
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  /2

  $660,000 Sold Aug 26, 2025

  463 Park Trace Blvd, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,153 Sq Ft
  • Built 2002

  Last Sold Summary

  • 12% Below List Price
  • $307/SF
  • 63 Days On Market

  Current Estimated Value $651,297

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

  463 Park Trace Blvd, Osprey, FL 34229
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  /50

  Est $520,564 Not Listed For Sale

  529 Meadow Sweet Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,789 Sq Ft
  • Built 2002

  529 Meadow Sweet Cir, Osprey, FL 34229

  Last Sold Summary

  • 13% Below List Price
  • $335/SF
  • 4 Days On Market

  Last Sold Price $600,000

  Last Listing Agent Barbara Gahry COLDWELL BANKER SARASOTA CENT.
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  /64

  $799,990

  • 4 Beds
  • 4 Baths
  • 3,183 Sq Ft

  650 Crane Prairie Way, Osprey, FL 34229

  Opportunities like this are increasingly rare in Willowbend. Offering over 3,180 square feet, this Lee Wetherington-built residence delivers exceptional scale, thoughtful architecture, and a preserve setting backing directly to Oscar Scherer State Park. With no rear neighbors and expansive natural views, the home offers privacy and tranquility while remaining minutes from beaches, dining, and

  Cheri Castro MICHAEL SAUNDERS & COMPANY

  650 Crane Prairie Way, Osprey, FL 34229
• 

  /2

  $1,700,000 Sold Jun 12, 2025

  525 S Shore Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,315 Sq Ft
  • Built 1972

  Last Sold Summary

  • 15% Below List Price
  • $734/SF
  • 108 Days On Market

  Current Estimated Value $1,619,647

  Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

  525 S Shore Dr, Osprey, FL 34229
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  /68

  Est $799,129 Not Listed For Sale

  1081 Scherer Way, Osprey, FL 34229

  • 6 Beds
  • 3 Baths
  • 3,982 Sq Ft
  • Built 2004

  1081 Scherer Way, Osprey, FL 34229

  Last Sold Summary

  • 6% Below List Price
  • $213/SF
  • 76 Days On Market

  Last Sold Price $850,000

  Last Listing Agent Brie Bender INNOVATE REAL ESTATE
• 

  

  /100

  $1,695,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,425 Sq Ft

  228 Saint James Park, Osprey, FL 34229

  Experience the charm of this original Bo MacEwen–designed home in The Oaks Clubside. Ideally located on a quiet cul-de-sac, in the Saint James Park enclave, this 3 bedroom residence with 2.5 baths, overlooks the opening hole of the Heron Course. Clean, bright and beautifully updated and maintained, this home has an open floor plan and features high, coffered ceilings, crown molding, French doors

  Steve Abbe COLDWELL BANKER REALTY

  228 Saint James Park, Osprey, FL 34229
• 

  /2

  $750,000 Sold Dec 30, 2025

  523 Habitat Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,314 Sq Ft
  • Built 2003

  Last Sold Summary

  • 5% Below List Price
  • $324/SF
  • 122 Days On Market

  Current Estimated Value $731,423

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  523 Habitat Blvd, Osprey, FL 34229
• 

  

  /37

  Est $848,613 Not Listed For Sale

  192 Park Trace Blvd, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 3,023 Sq Ft
  • Built 2001

  192 Park Trace Blvd, Osprey, FL 34229

  Last Sold Summary

  • 9% Below List Price
  • $308/SF
  • 66 Days On Market

  Last Sold Price $932,500

  Last Listing Agent Jalina Beck Michael Saunders
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  /69

  $897,000 Open Sat 12PM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,870 Sq Ft

  664 Crane Prairie Way, Osprey, FL 34229

  It’s always about the view and the new tile roof December 2025. This stunning waterfront home in Willowbend, bordering community greenbelt with views to Oscar Scherer State Park, is a luxurious Lee Wetherington-built Paloma floorplan designed to the highest standards, offering spectacular views and seamless indoor-outdoor living. On one of the community’s most desirable lots, it features

  Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  664 Crane Prairie Way, Osprey, FL 34229
• 

  /2

  $799,000 Sold Mar 09, 2026

  529 Habitat Blvd, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,617 Sq Ft
  • Built 2003

  Last Sold Summary

  • $305/SF
  • 2 Days On Market

  Current Estimated Value $758,177

  Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  529 Habitat Blvd, Osprey, FL 34229
• 

  /2

  Est $2,497,106 Not Listed For Sale

  388 Bunker Hill, Osprey, FL 34229

  • 5 Beds
  • 5.5 Baths
  • 4,937 Sq Ft
  • Built 1999

  388 Bunker Hill, Osprey, FL 34229

  Last Sold Summary

  • 14% Below List Price
  • $587/SF
  • 64 Days On Market

  Last Sold Price $2,900,000

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

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