Osprey, FL Homes

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  $1,700,000 Sold Jan 15, 2026

  409 N Point Rd Unit 1003, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,778 Sq Ft
  • Built 2004

  Last Sold Summary

  • 6% Below List Price
  • $612/SF
  • 0 Days On Market

  Current Estimated Value $1,652,212

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY

  409 N Point Rd Unit 1003, Osprey, FL 34229
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  /41

  Est $559,437 Not Listed For Sale

  506 Oak Bay Dr, Osprey, FL 34229

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft
  • Built 1995

  506 Oak Bay Dr, Osprey, FL 34229

  Last Sold Summary

  • 15% Below List Price
  • $337/SF
  • 10 Days On Market

  Last Sold Price $655,000

  Last Listing Agent Sharon Morea EXIT KING REALTY
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  /40

  $120,000

  • 2 Beds
  • 2 Baths
  • 987 Sq Ft

  234 Palm Air Dr, Osprey, FL 34229

  Welcome to The Arbors, a highly sought-after 55+ resident-owned community in Osprey known for its active lifestyle, friendly atmosphere, and prime location. This well-maintained 2 bedroom, 2 bathroom double-wide mobile home is being offered completely turn-key, with furnishings included if desired, making for an easy, move-in ready experience from day one. Inside, you’ll find a bright and

  Toni Zarghami KW COASTAL LIVING III

  234 Palm Air Dr, Osprey, FL 34229
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  $730,000 Sold Oct 24, 2025

  1728 S Creek Dr, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft
  • Built 1989

  Last Sold Summary

  • 6% Below List Price
  • $315/SF
  • 44 Days On Market

  Current Estimated Value $736,648

  Last Listing Agent Melanie Albaric MICHAEL SAUNDERS & COMPANY

  1728 S Creek Dr, Osprey, FL 34229
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  /45

  Est $2,857,910 Not Listed For Sale

  349 Yacht Harbor Dr, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 3,202 Sq Ft
  • Built 1978

  349 Yacht Harbor Dr, Osprey, FL 34229

  Last Sold Summary

  • 5% Below List Price
  • $937/SF
  • 6 Days On Market

  Last Sold Price $3,000,000

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  /38

  $619,000

  • 4 Beds
  • 2 Baths
  • 2,217 Sq Ft

  472 Park Trace Blvd, Osprey, FL 34229

  Located in the highly desired Park Trace Estates, this beautifully maintained 4-bedroom pool home sits on a premium corner lot and is truly move-in ready. Recent upgrades include a NEW TILE ROOF and IMPACT WINDOWS, offering peace of mind and energy efficiency. The entire house has a LEAFHOME WATER FILTRATION SYSTEM, ensuring clean, high-quality water throughout. The spacious layout is perfect for

  Damon Zuchelli SUNDANCE REAL ESTATE SERVICES

  472 Park Trace Blvd, Osprey, FL 34229
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  $120,000 Sold Aug 29, 2025

  0 Cordes St Unit MFRN6137674, Osprey, FL 34229

  • Land
  • 0.18 Acre
  • $666,667 per Acre

  Last Sold Summary

  • 18% Below List Price
  • 153 Days On Market

  Last Listing Agent Zuzanna Kacprzak CENTURY 21 SCHMIDT REAL ESTATE

  0 Cordes St Unit MFRN6137674, Osprey, FL 34229
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  /50

  Est $349,103 Not Listed For Sale

  1821 Highland Rd, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1998

  1821 Highland Rd, Osprey, FL 34229

  Last Sold Summary

  • 10% Below List Price
  • $329/SF
  • 53 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S
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  /38

  $375,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,126 Sq Ft

  2141 Cordes St, Osprey, FL 34229

  Under contract-accepting backup offers. Nestled in a peaceful setting with views of the Oaks Golf Course, this charming 2-bedroom, 2-bath home offers the perfect blend of comfort and natural beauty. The thoughtfully designed split floor plan provides privacy, while the open-concept living area creates a bright and inviting space for everyday living and entertaining. The primary suite features its

  Monica Moss KELLER WILLIAMS ON THE WATER S

  2141 Cordes St, Osprey, FL 34229
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  /2

  $520,000 Sold May 14, 2025

  544 Meadow Sweet Cir, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $306/SF
  • 7 Days On Market

  Current Estimated Value $511,727

  Last Listing Agent Zita Bowers MICHAEL SAUNDERS & COMPANY

  544 Meadow Sweet Cir, Osprey, FL 34229
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  /86

  Est $1,628,307 Not Listed For Sale

  435 E MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 4,087 Sq Ft
  • Built 1998

  435 E MacEwen Dr, Osprey, FL 34229

  Last Sold Summary

  • 9% Above List Price
  • $367/SF
  • 268 Days On Market

  Last Sold Price $1,500,000

  Last Listing Agent Candy Swick CANDY SWICK & COMPANY
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  /55

  $1,465,000

  • 3 Beds
  • 3 Baths
  • 2,414 Sq Ft

  434 E MacEwen Dr, Osprey, FL 34229

  Meticulously maintained and updated with care, this 3 bedroom, 3 bath + den/study home in The Oaks Clubside offers beautiful views. A mixture between clean modern lines and cottage chic this house feels cozy. Yet it has an open floor plan, soaring ceilings and every room in the house is light and bright. The formal living room opens to the large lanai and pool with Southern exposure. The view

  Steve Abbe COLDWELL BANKER REALTY

  434 E MacEwen Dr, Osprey, FL 34229
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  $975,000 Sold Aug 08, 2025

  3904 Waypoint Ave, Osprey, FL 34229

  • 3 Beds
  • 3 Baths
  • 2,344 Sq Ft
  • Built 2016

  Last Sold Summary

  • 18% Below List Price
  • $416/SF
  • 161 Days On Market

  Current Estimated Value $993,947

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3904 Waypoint Ave, Osprey, FL 34229
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  /2

  Est $952,301 Not Listed For Sale

  1321 Southbay Dr, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,968 Sq Ft
  • Built 1978

  1321 Southbay Dr, Osprey, FL 34229

  Last Sold Summary

  • 6% Above List Price
  • $303/SF
  • 29 Days On Market

  Last Sold Price $900,000

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY
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  $699,000

  • Land
  • 0.55 Acre
  • $1,270,909 per Acre

  410 Blue Garden Ln, Osprey, FL 34229

  Exceptional opportunity to build your dream estate in The Oaks, one of South Sarasota’s most prestigious gated golf and country club communities. Situated on a rare cul-de-sac lot, this generous parcel offers privacy, mature landscaping, and an ideal canvas for a custom residence. Enjoy convenient access to world-class amenities including championship golf, tennis and pickleball facilities, a

  Mark Grigoli ELITE PROPERTIES LLC

  410 Blue Garden Ln, Osprey, FL 34229
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  $170,000 Sold Apr 01, 2026

  911 Tranquility Cir, Osprey, FL 34229

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

  Last Sold Summary

  • 7 Days On Market

  Last Listing Agent Mike Winger TIDELINE REAL ESTATE BROKERS

  911 Tranquility Cir, Osprey, FL 34229
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  /69

  Est $637,804 Not Listed For Sale

  521 Bayshore Dr, Osprey, FL 34229

  • 4 Beds
  • 2 Baths
  • 2,144 Sq Ft
  • Built 1978

  521 Bayshore Dr, Osprey, FL 34229

  Last Sold Summary

  • 2% Below List Price
  • $303/SF
  • 22 Days On Market

  Last Sold Price $649,500

  Last Listing Agent Patrick Brogley KELLER WILLIAMS ON THE WATER S
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  /74

  $1,695,000

  • 4 Beds
  • 4 Baths
  • 3,286 Sq Ft

  140 Sugar Mill Dr, Osprey, FL 34229

  BEST PRICED 4 BED IN THE OAKS - MAJOR UPDATES ALLOW IMMEDIATE MOVE IN - NO REMODELING NEEDED! FRESH STYLE....FRESH PRICE! Behind the gates of The Oaks - Bayside, this beautifully redesigned estate presents a rare opportunity to enjoy refined country club living at a compelling new value. Updated and thoughtfully improved with designer transitional style - 140 Sugar Mill Drive offers ultimate

  Monica Verinder COLDWELL BANKER REALTY

  140 Sugar Mill Dr, Osprey, FL 34229
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  $725,000 Sold Jun 13, 2025

  608 Crane Prairie Way, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,678 Sq Ft
  • Built 2005

  Last Sold Summary

  • 20% Below List Price
  • $271/SF
  • 75 Days On Market

  Current Estimated Value $735,363

  Last Listing Agent Linda Williams GULF SHORES REALTY ERA POWERED

  608 Crane Prairie Way, Osprey, FL 34229
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  /2

  Est $497,599 Not Listed For Sale

  629 Oak Bay Dr, Osprey, FL 34229

  • 4 Beds
  • 2 Baths
  • 1,867 Sq Ft
  • Built 1996

  629 Oak Bay Dr, Osprey, FL 34229

  Last Sold Summary

  • $268/SF
  • 250 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Toni Zarghami KW COASTAL LIVING III
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  /2

  $800,000

  • Land
  • 0.55 Acre
  • $1,454,545 per Acre

  0 Hidden Bay Dr, Osprey, FL 34229

  The Development Site is a lakefront parcel overlooking the community’s internal lake and clubhouse. The concept plan shows 24 2-3 bedroom units in 4 stories over parking, but the parcel has unprecedented zoning and entitlements for up to 42 units. All utilities and the roads are to the development site. The utilities, roads, and parking areas, the gated entrance and the resort-style amenities are

  Bob Morris SVN COMMERCIAL ADVISORY GROUP

  0 Hidden Bay Dr, Osprey, FL 34229
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  $534,000 Sold Dec 11, 2025

  757 Placid Lake Dr, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,845 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $289/SF
  • 3 Days On Market

  Current Estimated Value $531,303

  Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  757 Placid Lake Dr, Osprey, FL 34229
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  /2

  Est $1,837,082 Not Listed For Sale

  451 E MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 4,368 Sq Ft
  • Built 1998

  451 E MacEwen Dr, Osprey, FL 34229

  Last Sold Summary

  • 1% Below List Price
  • $424/SF
  • 3 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY
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  /61

  $719,000

  • 4 Beds
  • 3 Baths
  • 2,306 Sq Ft

  665 Crane Prairie Way, Osprey, FL 34229

  Discover a blend of comfort and sophistication in this meticulously maintained home in the desirable Willowbend community. The striking architecture of the Ashley floor plan makes it a favorite. Go into a serene oasis featuring breathtaking wide lake views overlooking a sparkling pool, complemented by desired western exposure that invites an abundance of natural light and showcases vibrant

  Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

  665 Crane Prairie Way, Osprey, FL 34229
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  $600,000 Sold Apr 03, 2025

  818 Oak Pond Dr, Osprey, FL 34229

  • 4 Beds
  • 2 Baths
  • 1,975 Sq Ft
  • Built 1996

  Last Sold Summary

  • 9% Below List Price
  • $304/SF
  • 86 Days On Market

  Current Estimated Value $584,954

  Last Listing Agent Jacqueline Middleton SHOWTIME REALTY

  818 Oak Pond Dr, Osprey, FL 34229
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  /3

  Est $226,710 Not Listed For Sale

  110 Oak St, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 858 Sq Ft
  • Built 1983

  110 Oak St, Osprey, FL 34229

  Last Sold Summary

  • 26% Above List Price
  • $209/SF
  • 64 Days On Market

  Last Sold Price $179,679

  Last Listing Agent Mark Corradetti VYLLA HOME
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  /37

  $145,000 Pending

  • 2 Beds
  • 2 Baths
  • 959 Sq Ft

  214 Palm Air Dr, Osprey, FL 34229

  Under contract-accepting backup offers. SOLD TURNKEY..........NEW FLOORS.........HURRICANE RATED DOUBLE CAR CARPORT..........COMMUNITY RV AND BOAT STORAGE......MINS AWAY FROM 24-HOUR BOAT RAMPS......LOCATED IN DOG SECTION.......DOUBLE DOORS FOR EASE OF MOVING...........Turnkey Florida living at its finest in Palm Air! Located in the dog-friendly section with a private, park-like waterfront

  Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

  214 Palm Air Dr, Osprey, FL 34229
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  $247,000 Sold Aug 14, 2025

  121 Woodland Place Unit 121, Osprey, FL 34229

  • 2 Beds
  • 2 Baths
  • 1,325 Sq Ft
  • Built 1979

  Last Sold Summary

  • 7% Below List Price
  • $186/SF
  • 3 Days On Market

  Current Estimated Value $231,478

  Last Listing Agent Pat Williams PAT WILLIAMS REALTY, LLC

  121 Woodland Place Unit 121, Osprey, FL 34229
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  /11

  Est $899,421 Not Listed For Sale

  226 Saint James Park, Osprey, FL 34229

  • 3 Beds
  • 2.5 Baths
  • 2,591 Sq Ft
  • Built 1988

  226 Saint James Park, Osprey, FL 34229

  Last Sold Summary

  • 16% Above List Price
  • $299/SF
  • 0 Days On Market

  Last Sold Price $775,000

  Last Listing Agent Mark Lyda GENEROUS PROPERTY
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  $109,000

  570 Blackburn Point Rd Unit 13, Osprey, FL 34229

  The slip can hold a boat with the maximum dimensions of 32.5L x 9'W x 9'H. This high-end dry boat storage facility has been hurricane rated. The facility houses 186 boat slips of varying sizes. The marina itself provides a full-service staff to handle all of your boating needs. This includes fuel, bait, ice, deli, drinks, pump out station, work racks supplied with water and electric. There is

  David Babel BRIGHT REALTY

  570 Blackburn Point Rd Unit 13, Osprey, FL 34229
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  $685,000 Sold Jan 30, 2026

  866 Oak Briar Ln, Osprey, FL 34229

  • 4 Beds
  • 2 Baths
  • 2,434 Sq Ft
  • Built 2001

  Last Sold Summary

  • 2% Below List Price
  • $281/SF
  • 182 Days On Market

  Current Estimated Value $683,202

  Last Listing Agent Brian Leakeas COLDWELL BANKER REALTY

  866 Oak Briar Ln, Osprey, FL 34229
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  Est $1,775,625 Not Listed For Sale

  337 Passage Way, Osprey, FL 34229

  • 5 Beds
  • 5 Baths
  • 4,551 Sq Ft
  • Built 1984

  337 Passage Way, Osprey, FL 34229

  Last Sold Summary

  • 32% Above List Price
  • $297/SF
  • 57 Days On Market

  Last Sold Price $1,350,000

  Last Listing Agent Benjamin Moricz KELLER WILLIAMS ON THE WATER S
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  $910,000

  • 3 Beds
  • 2 Baths
  • 2,271 Sq Ft

  293 Turquoise Ln, Osprey, FL 34229

  **STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s

  Mark Lyda GENEROUS PROPERTY

  293 Turquoise Ln, Osprey, FL 34229
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  $635,000 Sold Jan 29, 2026

  178 Willow Bend Way, Osprey, FL 34229

  • 3 Beds
  • 2 Baths
  • 1,889 Sq Ft
  • Built 2001

  Last Sold Summary

  • 1% Below List Price
  • $336/SF
  • 8 Days On Market

  Current Estimated Value $629,043

  Last Listing Agent Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

  178 Willow Bend Way, Osprey, FL 34229
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  Est $821,402 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

  • 9% 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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  /91

  $2,195,000

  • 3 Beds
  • 3 Baths
  • 3,681 Sq Ft

  600 Eagle Watch Ln, Osprey, FL 34229

  One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3

  Mark Lyda GENEROUS PROPERTY

  600 Eagle Watch Ln, Osprey, FL 34229
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  $395,000 Sold Jun 16, 2025

  109 Burney Rd, Osprey, FL 34229

  • 2 Beds
  • 1.5 Baths
  • 714 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $553/SF
  • 50 Days On Market

  Current Estimated Value $385,951

  Last Listing Agent Lori Madden MANGROVE REALTY ASSOCIATES

  109 Burney Rd, Osprey, FL 34229
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  /2

  Est $1,998,911 Not Listed For Sale

  703 N MacEwen Dr, Osprey, FL 34229

  • 4 Beds
  • 3.5 Baths
  • 4,641 Sq Ft
  • Built 2007

  703 N MacEwen Dr, Osprey, FL 34229

  Last Sold Summary

  • 5% Below List Price
  • $452/SF
  • 95 Days On Market

  Last Sold Price $2,100,000

  Last Listing Agent Steve Abbe COLDWELL BANKER REALTY
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  $1,500

  • 1 Bed
  • 1 Bath
  • 480 Sq Ft

  124 Happy Haven Dr Unit 10, 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 10, Osprey, FL 34229
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  $700,000 Sold Oct 08, 2025

  826 Oak Briar Ln, Osprey, FL 34229

  • 4 Beds
  • 3 Baths
  • 2,589 Sq Ft
  • Built 2003

  Last Sold Summary

  • 10% Below List Price
  • $270/SF
  • 160 Days On Market

  Current Estimated Value $706,313

  Last Listing Agent Peter LaSalle PREFERRED SHORE LLC

  826 Oak Briar Ln, Osprey, FL 34229

Showing Results 241 - 280, Page 7 of 18