$215,000
$10K PRICE DROP
Under Contract
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
110 Woodland Place, Osprey, FL 34229
Echo Belser PA
COLDWELL BANKER REALTY
5,060
Homes in ZIP Code 34229
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110 Woodland Place, Osprey, FL 34229
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$2,500 Per Month
- 1 Bed
- 1 Bath
- 623 Sq Ft
- Condo for Rent
51 Mac Ewen Dr Unit 1, Osprey, FL 34229
51 Mac Ewen Dr Unit 1, Osprey, FL 34229 -
$900,000
Sold Jan 16, 20263957 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,328 Sq Ft
- Built 2018
Last Sold Summary
- 6% Below List Price
- $387/SF
- 35 Days On Market
Current Estimated Value $949,432
Last Listing Agent Leonard Giarrano RE/MAX ALLIANCE GROUP
3957 Waypoint Ave, Osprey, FL 34229 -
Est $2,686,401
Not Listed For Sale478 Oriskany Ct, Osprey, FL 34229
- 4 Beds
- 7 Baths
- 5,778 Sq Ft
- Built 1999
Last Sold Summary
- 10 Days On Market
Last Listing Agent Steve Abbe COLDWELL BANKER REALTY
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$260,000
$30K PRICE DROP Under Contract- 2 Beds
- 2 Baths
- 1,135 Sq Ft
4271 Expedition Way Unit 103, Osprey, FL 34229
4271 Expedition Way Unit 103, Osprey, FL 34229
Toni Zarghami
KW COASTAL LIVING III
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$4,285
Total Monthly Price
- 4 Beds
- 2 Baths
- 2,389 Sq Ft
- Condo for Rent
111 Tina Island Dr Unit SI ID1591462P, Osprey, FL 34229
111 Tina Island Dr Unit SI ID1591462P, Osprey, FL 34229The advertised rate of $4,285/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
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$600,000
Sold May 26, 2026522 Luminary Blvd, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,320 Sq Ft
- Built 2005
Last Sold Summary
- 7% Below List Price
- $259/SF
- 88 Days On Market
Current Estimated Value $604,055
Last Listing Agent Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY
522 Luminary Blvd, Osprey, FL 34229 -
Est $1,047,360
Not Listed For Sale3961 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,346 Sq Ft
- Built 2018
Last Sold Summary
- 213 Days On Market
Last Listing Agent Lee Brewer RE/MAX ALLIANCE GROUP
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$289,900
$60K PRICE DROP Under Contract- 2 Beds
- 2 Baths
- 1,165 Sq Ft
1801 Highland Rd, Osprey, FL 34229
1801 Highland Rd, Osprey, FL 34229
Kimberly Werla
RE/MAX ALLIANCE GROUP
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$5,000 Per Month
- 2 Beds
- 2 Baths
- 1,568 Sq Ft
- Condo for Rent
293 Hidden Bay Dr Unit 203, Osprey, FL 34229
293 Hidden Bay Dr Unit 203, Osprey, FL 34229 -
$865,000
Sold Feb 10, 202638 W Bay St, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,124 Sq Ft
- Built 1994
Last Sold Summary
- 6% Below List Price
- $407/SF
- 107 Days On Market
Current Estimated Value $853,123
Last Listing Agent Mitch Helmuth HARRY ROBBINS ASSOC INC
38 W Bay St, Osprey, FL 34229 -
Est $997,325
Not Listed For Sale3904 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,344 Sq Ft
- Built 2016
Last Sold Summary
- 161 Days On Market
Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$529,000
Pre-Foreclosure- 4 Beds
- 2 Baths
- 2,203 Sq Ft
583 Pine Ranch East Rd, Osprey, FL 34229
583 Pine Ranch East Rd, Osprey, FL 34229
William Fortner
GALLERY PROPERTIES INTERNATIONAL
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$11,036 Per Month
- 3 Beds
- 3 Baths
- 2,260 Sq Ft
- Condo for Rent
521 Habitat Blvd Unit SI FL1-ID1624235P, Osprey, FL 34229
521 Habitat Blvd Unit SI FL1-ID1624235P, Osprey, FL 34229The advertised rate of $11,037/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
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$75,000
Sold Dec 12, 2025570 Blackburn Point Rd Unit 2, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 5% Below List Price
- 17 Days On Market
Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY
570 Blackburn Point Rd Unit 2, Osprey, FL 34229 -
Est $1,062,939
Not Listed For Sale3973 Waypoint Ave, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,377 Sq Ft
- Built 2018
Last Sold Summary
- 84 Days On Market
Last Listing Agent Carlo Costantini DAVE JONES REALTY, LLC
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$1,100,000
- 5 Beds
- 3 Baths
- 3,912 Sq Ft
674 Clear Creek Dr, Osprey, FL 34229
674 Clear Creek Dr, Osprey, FL 34229
Arkadiy Abdurakhmanov
United Realty Group Inc.
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$775 Per Month
- 1 Bed
- 1 Bath
- House for Rent
8 Bay Ave, Osprey, FL 34229
8 Bay Ave, Osprey, FL 34229Property Id: 1524644 Unfurnished Room with private bath for rent, for 1 person, utilities included. No pets, no alcohol drinks, no drugs, no visitors allowed inside the house. House rules to follow, NO EXCEPTIONS Landlord requires 1st, last month rent plus $455 security deposit due at the sign of the lease. Information to verify employment, references from previous landlord and
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$220,000
Sold Aug 07, 2026480 Blackburn Point Rd Unit 5, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 12% Below List Price
- 3 Days On Market
Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY
480 Blackburn Point Rd Unit 5, Osprey, FL 34229 -
Est $602,175
Not Listed For Sale4421 Conchfish Ln, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
- Built 2017
Last Sold Summary
- 38 Days On Market
Last Listing Agent Rory McDonald PREFERRED SHORE LLC
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$797,000
- 3 Beds
- 2 Baths
- 2,623 Sq Ft
200 Montana Ave, Laurel, FL 34275
200 Montana Ave, Laurel, FL 34275
Kelly Pankiw
MOMENTUM REALTY
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$1,600 Per Month
- 1 Bed
- 1 Bath
- 595 Sq Ft
- Condo for Rent
51 Mac Ewen Dr Unit 8, Osprey, FL 34229
51 Mac Ewen Dr Unit 8, Osprey, FL 34229Come lounge around in one of the finest golf communities where everyday can feel like a vacation. This elegant loft has a lovely view of the lake with the rolling green right behind it. Enjoy endless summer days basking in the sun at the pool which is only steps away! This loft is equipped with granite countertops, a full size washer and dryer, stainless steel appliances, fixtures and fittings, a
Deserea Hardy ROSSI & COMPANY INC
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$1,850,000
Sold Jan 22, 2026453 E MacEwen Dr, Osprey, FL 34229
- 4 Beds
- 3.5 Baths
- 4,191 Sq Ft
- Built 1999
Last Sold Summary
- 8% Below List Price
- $441/SF
- 19 Days On Market
Current Estimated Value $1,886,145
Last Listing Agent William Kelly THE REAL ESTATE STORE
453 E MacEwen Dr, Osprey, FL 34229 -
Est $755,762
Not Listed For Sale148 Osprey Point Dr, Osprey, FL 34229
Last Sold Summary
- 375 Days On Market
Last Listing Agent Lisa Napolitano DOUGLAS ELLIMAN
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$700,000
- 3 Beds
- 2 Baths
- 1,799 Sq Ft
14041 Bellagio Way Unit 214, Osprey, FL 34229
14041 Bellagio Way Unit 214, Osprey, FL 34229
Veronica Lee
COLDWELL BANKER REALTY
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$2,195 Per Month
- 3 Beds
- 2 Baths
- 1,430 Sq Ft
- Condo for Rent
4248 Expedition Way, Osprey, FL 34229
4248 Expedition Way, Osprey, FL 34229Welcome home to this beautiful 3-bedroom, 2-bathroom condo in the sought after gated community of Bay Street Village! Experience comfortable Sarasota living in this well-appointed condo, featuring neutral paint, ceiling fans throughout, tile flooring in the main living areas, and carpeted bedrooms. The open-concept living and dining area flows seamlessly into the kitchen, complete with
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$669,000
Sold Apr 07, 2026146 Willow Bend Way, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,540 Sq Ft
- Built 2002
Last Sold Summary
- 4% Below List Price
- $263/SF
- 26 Days On Market
Current Estimated Value $698,727
Last Listing Agent Maria Rocha KELLER WILLIAMS ON THE WATER S
146 Willow Bend Way, Osprey, FL 34229 -
Est $142,043
Not Listed For Sale570 Blackburn Point Rd Unit 27, Osprey, FL 34229
- Studio
- Built 2006
Last Sold Summary
- 23 Days On Market
Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY
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$1,100,000
- 5 Beds
- 3.5 Baths
- 3,354 Sq Ft
296 Pine Ranch Trail, Osprey, FL 34229
296 Pine Ranch Trail, Osprey, FL 34229
Darren Dowling
BEYOND REALTY LLC
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$2,300 Per Month
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
- Property for Rent
184 Explorer Dr Unit 184, Osprey, FL 34229
184 Explorer Dr Unit 184, Osprey, FL 34229Property available for $2300 from April 1,2024 till November 30,2024. Tenant pays electricity and internet. Available for season 2024/2025 for $4500. If you are looking for the perfect Florida lifestyle, this is it. Conveniently located between Sarasota and Venice with #1 Siesta Key beach close by, this darling two-bedroom, two-bath, impeccably maintained, property move-in ready. Located on the
Claudia Dybala DALTON WADE INC
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$1,025,000
Sold Apr 24, 20261218 Yacht Harbor Dr, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 3,297 Sq Ft
- Built 1980
Last Sold Summary
- 15% Below List Price
- $311/SF
- 203 Days On Market
Current Estimated Value $1,040,956
Last Listing Agent Karie Backman KELLER WILLIAMS ON THE WATER S
1218 Yacht Harbor Dr, Osprey, FL 34229 -
Est $555,415
Not Listed For Sale622 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,302 Sq Ft
- Built 1995
Last Sold Summary
- 50 Days On Market
Last Listing Agent Terri Persing PARADISE EXCLUSIVE REAL ESTATE
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$399,000
$46K PRICE DROP- 2 Beds
- 2 Baths
- 1,346 Sq Ft
329 Bay Vista Ave, Osprey, FL 34229
329 Bay Vista Ave, Osprey, FL 34229
Rodrigo Posada
THE SHORELINE FL REALTY LLC
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$13,000 Per Month
- 4 Beds
- 6 Baths
- 9,081 Sq Ft
- House for Rent
854 MacEwen Dr, Osprey, FL 34229
854 MacEwen Dr, Osprey, FL 34229Set on a quiet private cul-de-sac in The Oaks, this beautifully revitalized estate embodies the elegance of refined Florida living. Bright, open interiors and thoughtful updates create a welcoming flow from the chefs kitchen through the main living areas and out to the lanai, where sweeping golf course views frame the heated pool, spa, and fully equipped outdoor kitchen perfect for year-round
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$480,000
Sold Mar 18, 2026827 Placid Lake Dr, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,875 Sq Ft
- Built 2002
Last Sold Summary
- 16% Below List Price
- $256/SF
- 202 Days On Market
Current Estimated Value $490,617
Last Listing Agent Stephen Hachey FLAT FEE MLS REALTY
827 Placid Lake Dr, Osprey, FL 34229 -
Est $936,898
Not Listed For Sale336 Pine Ranch Rd E, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,705 Sq Ft
- Built 1989
Last Sold Summary
- 5 Days On Market
Last Listing Agent Marco Guadagnini PREFERRED SHORE LLC
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$255,000
Open Sat 11AM - 1PM- 2 Beds
- 2 Baths
- 1,223 Sq Ft
109 Woodland Place, Osprey, FL 34229
109 Woodland Place, Osprey, FL 34229
Monica DeSomma
PREFERRED SHORE LLC
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$5,900 Per Month
- 3 Beds
- 3 Baths
- 2,545 Sq Ft
- Condo for Rent
3603 N Point Rd Unit 602, Osprey, FL 34229
3603 N Point Rd Unit 602, Osprey, FL 34229**FURNISHED, 3-BED / 3-FULL BATH, Over 2500sf CONDO with FANTASTIC VIEW** features an Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Spacious interior which boasts beautiful Crown Moldings, Hardwood Floors, a well-equipped Kitchen with granite
Mark Lyda GENEROUS PROPERTY
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$505,025
Sold Mar 26, 2026570 Crane Prairie Way, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,298 Sq Ft
- Built 2005
Last Sold Summary
- 1% Above List Price
- $220/SF
- 2 Days On Market
Current Estimated Value $509,947
Last Listing Agent Mickey Schweitzer MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
570 Crane Prairie Way, Osprey, FL 34229 -
Not Listed For Sale
0 Cordes St Unit MFRN6137674, Osprey, FL 34229
Last Sold Summary
- 153 Days On Market
Last Listing Agent Zuzanna Kacprzak CENTURY 21 SCHMIDT REAL ESTATE
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