Homes in ZIP Code 34229

/76
$1,089,000
- 3 Beds
- 3 Baths
- 2,323 Sq Ft
3936 Waypoint Ave, Osprey, FL 34229

Discover the charm of coastal living with the convenience of a mainland location in this beautifully furnished Taylor Morrison home, nestled within the exclusive gated community of Bayside in Osprey. This peaceful and friendly Intracoastal enclave features just 49 landscape-maintenance-free residences, offering an intimate and effortless coastal lifestyle.Blending luxury, comfort, and coastal

Angelic Tassos CORCORAN DWELLINGS REALTY

3936 Waypoint Ave, Osprey, FL 34229
/2
$1,495,000 Sold Oct 31, 2025

228 Saint James Park, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,425 Sq Ft
- Built 1997
Last Sold Summary
- $616/SF
- 0 Days On Market
Last Listing Agent Rosalie Phillips MICHAEL SAUNDERS & COMPANY

228 Saint James Park, Osprey, FL 34229

/3
Est $669,385 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,630 Sq Ft
6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

6100 Jessie Harbor Dr Unit 403, Osprey, FL 34229

/76
$455,000
- 2 Beds
- 2 Baths
- 1,604 Sq Ft
508 Meadow Sweet Cir, Osprey, FL 34229

PRICE IMPROVEMENT!! The Cottages of Rivendell are highly desirable residences, offering an exclusive community with only 84 homes. Each home is surrounded by lush landscaping and tree-lined streets, contributing to the area's charm and appeal. This home features 2 bedrooms and 2 bathrooms, as well as a versatile den or office space. It is an ideal choice for those seeking a seasonal residence in

Bill Cantrell FLORIDA HOME TEAM LLC

508 Meadow Sweet Cir, Osprey, FL 34229
/2
$670,000 Sold Jun 10, 2025

1426 Landview Ln, Osprey, FL 34229
- 4 Beds
- 3 Baths
- 2,513 Sq Ft
- Built 1987
Last Sold Summary
- 16% Below List Price
- $267/SF
- 72 Days On Market
Current Estimated Value $704,629

Last Listing Agent Stephanie Church COLDWELL BANKER REALTY

1426 Landview Ln, Osprey, FL 34229

/85
Est $969,476 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 3,420 Sq Ft
184 Park Trace Blvd, Osprey, FL 34229

184 Park Trace Blvd, Osprey, FL 34229

/32
$3,350,000
- 3 Beds
- 4.5 Baths
- 2,572 Sq Ft
135 Tina Island Dr, Osprey, FL 34229

Retreat to paradise in this stunning waterfront home, built new in 2011, in highly sought-after Sorrento Shores, Osprey. Perfectly situated on 210 feet of wide canal frontage, this residence offers deep water access with no bridges to the bay—a dream for boaters. Nearly every room provides breathtaking views of the water and swaying palms. Constructed with concrete block on both floors and

Cliff Glansen FLATFEE.COM

135 Tina Island Dr, Osprey, FL 34229
/2
$600,000 Sold Apr 18, 2025

402 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 3.5 Baths
- 2,887 Sq Ft
- Built 1995
Last Sold Summary
- 31% Below List Price
- $208/SF
- 24 Days On Market
Current Estimated Value $638,358

Last Listing Agent Ronnie Caron CARON REALTY INC

402 Pine Ranch Rd E, Osprey, FL 34229

/2
Est $1,273,645 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 4,071 Sq Ft
110 N Creek Ln, Osprey, FL 34229

110 N Creek Ln, Osprey, FL 34229

/48
$679,000 Pending
- 3 Beds
- 2 Baths
- 1,918 Sq Ft
5301 Bartolomeo St, Sarasota, FL 34238

Under contract-accepting backup offers. Priced to Sell. Discover the exceptional lifestyle offered in Esplanade on Palmer Ranch with this beautiful Arezzo model home, perfectly situated on a private cul-de-sac. This vibrant and active community boasts a wealth of amenities, including the Bahama Bar for dining and social activities, pickleball and tennis courts, a well-equipped fitness center, and

Anne Friedland BLUESRQ REAL ESTATE INC

5301 Bartolomeo St, Sarasota, FL 34238
/2
$700,000 Sold Apr 15, 2025

521 Luminary Blvd, Osprey, FL 34229
- 3 Beds
- 2.5 Baths
- 2,504 Sq Ft
- Built 2004
Last Sold Summary
- 4% Below List Price
- $280/SF
- 69 Days On Market
Current Estimated Value $691,842

Last Listing Agent Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

521 Luminary Blvd, Osprey, FL 34229

/65
Est $1,305,795 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,335 Sq Ft
17 Bayhead Ln, Osprey, FL 34229

17 Bayhead Ln, Osprey, FL 34229

/71
$585,000
- 4 Beds
- 2 Baths
- 2,186 Sq Ft
1036 Oak Meadow Ln Unit 3A, Osprey, FL 34229

Welcome to this attractive St. Charles floor plan found in the desirable Woodlands at Rivendell community! This charming home sits on a large corner lot directly across from the heated community pool and is within easy reach of the highly ranked Pine View School for the Gifted (Grades:2-12). Built in 2001, this well-maintained home features four bedrooms, or three bedrooms plus den with closet,

Helena Nordstrom PREMIER SOTHEBY'S INTERNATIONAL REALTY

1036 Oak Meadow Ln Unit 3A, Osprey, FL 34229
/2
$145,000 Sold Jul 15, 2025

570 Blackburn Point Rd Unit 27, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 3% Below List Price
- 23 Days On Market
Current Estimated Value $144,491

Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 27, Osprey, FL 34229

/25
Est $572,527 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,126 Sq Ft
846 Oak Pond Dr, Osprey, FL 34229

846 Oak Pond Dr, Osprey, FL 34229

/96
$2,595,000
- 4 Beds
- 3.5 Baths
- 3,953 Sq Ft
49 Osprey Point Dr, Osprey, FL 34229

Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes,

Jonathan Abrams MICHAEL SAUNDERS & COMPANY

49 Osprey Point Dr, Osprey, FL 34229
/2
$85,000 Sold Jul 01, 2025

570 Blackburn Point Rd Unit 7, Osprey, FL 34229
- Built 2006
Last Sold Summary
- 11% Below List Price
- 336 Days On Market
Current Estimated Value $83,490

Last Listing Agent Troy Gager BRIGHT REALTY

570 Blackburn Point Rd Unit 7, Osprey, FL 34229

/79
Est $561,820 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,217 Sq Ft
587 Meadow Sweet Cir, Osprey, FL 34229

587 Meadow Sweet Cir, Osprey, FL 34229

/39
$660,000 Open House 1/03
- 3 Beds
- 2 Baths
- 2,279 Sq Ft
804 Shadow Bay Way, Osprey, FL 34229

Located in one of Osprey’s most desirable neighborhoods, this well-maintained 3 bedroom, 2 bath home with a den offers an unbeatable location just a short walk to Pine View School and minutes to Casey Key and Siesta Key. Enjoy peaceful pond and greenbelt views from the screened lanai, which features a covered sitting area, pool, and a separate patio with hot tub. The open, split floor plan

Andrew Foltz PREFERRED SHORE LLC

804 Shadow Bay Way, Osprey, FL 34229
/2
$505,000 Sold Jul 08, 2025

622 Pine Ranch Rd E, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 2,302 Sq Ft
- Built 1995
Last Sold Summary
- 26% Below List Price
- $219/SF
- 50 Days On Market
Current Estimated Value $516,175

Last Listing Agent Terri Persing PARADISE EXCLUSIVE INC

622 Pine Ranch Rd E, Osprey, FL 34229

/2
Est $489,756 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,219 Sq Ft
230 Burney Rd, Osprey, FL 34229

230 Burney Rd, Osprey, FL 34229

/99
$1,197,000
- 4 Beds
- 3 Baths
- 2,770 Sq Ft
403 Longbow Trail, Osprey, FL 34229

Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail. This charming home offers a perfect blend of comfort,

Edward Bieker DALTON WADE INC

403 Longbow Trail, Osprey, FL 34229
/2
$385,000 Sold Apr 16, 2025

329 Bay Vista Ave, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,346 Sq Ft
- Built 1963
Last Sold Summary
- 14% Below List Price
- $286/SF
- 244 Days On Market
Current Estimated Value $385,303

Last Listing Agent Colette Jay HORIZON REALTY INTERNATIONAL

329 Bay Vista Ave, Osprey, FL 34229

/64
Est $521,297 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,404 Sq Ft
128 Villa Dr Unit 128, Osprey, FL 34229

128 Villa Dr Unit 128, Osprey, FL 34229

/51
$463,000
- 2 Beds
- 2 Baths
- 2,148 Sq Ft
32 Bay Ave, Osprey, FL 34229

Located in the highly sought-after Bay Acres community, this home offers modern upgrades, spacious living, and access to one of the area’s most desirable boating lifestyles. Recent updates include a metal roof, 2018 HVAC system with all-new ductwork, 2022 whole-house re-plumb including sewer lines, underground electric and 200-amp electrical panel, new septic system, water heater, and stainless

Julie Willett NEXTHOME BEACH TO BAY

32 Bay Ave, Osprey, FL 34229
/2
$670,000 Sold Jan 15, 2025

193 Willow Bend Way, Osprey, FL 34229
- 3 Beds
- 3 Baths
- 2,658 Sq Ft
- Built 2002
Last Sold Summary
- 8% Below List Price
- $252/SF
- 71 Days On Market
Current Estimated Value $671,794

Last Listing Agent Bill Cantrell FLORIDA HOME TEAM LLC

193 Willow Bend Way, Osprey, FL 34229

/70
Est $623,929 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
433 S Shore Dr, Osprey, FL 34229

433 S Shore Dr, Osprey, FL 34229

/8
$16,995
- 1 Bed
- 1 Bath
124 Happy Haven Dr Unit 5, Osprey, FL 34229

Happy Haven, a professionally managed, well-maintained manufactured home community, currently has a 370 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 5, Osprey, FL 34229
/2
$640,000 Sold Sep 25, 2025

6 Bay Acres Ave, Osprey, FL 34229
- 1,887 Sq Ft
- Built 1997
Last Sold Summary
- 7% Below List Price
- $339/SF
- 48 Days On Market
Last Listing Agent Bogdan Osipov OSIPOV GROUP REAL ESTATE

6 Bay Acres Ave, Osprey, FL 34229

/2
Est $777,460 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,100 Sq Ft
242 Hidden Bay Dr Unit 304, Osprey, FL 34229

242 Hidden Bay Dr Unit 304, Osprey, FL 34229

/80
$695,000
- 2 Beds
- 2.5 Baths
- 1,890 Sq Ft
33 Bishops Court Rd Unit 118, Osprey, FL 34229

Come and enjoy the perfect maintenance free lifestyle in this exquisite townhouse located in one of the finest countryclubs on the gulf coast, The Oaks Golf and Country Club. Previously redesigned, this tuscan style home in the quaintand charming Bishops Court in the Oaks Preserve features 2 large en suite bedrooms on the second floor, 2 1/2 baths, a spacious kitchen, and a great room

Rosalie Phillips MICHAEL SAUNDERS & COMPANY

33 Bishops Court Rd Unit 118, Osprey, FL 34229
/2
$315,000 Sold Apr 24, 2025

214 Patterson Ave, Osprey, FL 34229
- 3 Beds
- 2 Baths
- 1,092 Sq Ft
- Built 2004
Last Sold Summary
- 17% Below List Price
- $288/SF
- 147 Days On Market
Current Estimated Value $311,859

Last Listing Agent Lisa Bouck, PA RE/MAX ALLIANCE GROUP

214 Patterson Ave, Osprey, FL 34229

/42
Est $943,053 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,106 Sq Ft
1108 Mallard Marsh Dr, Osprey, FL 34229

1108 Mallard Marsh Dr, Osprey, FL 34229

/85
$679,000
- 3 Beds
- 3 Baths
- 2,203 Sq Ft
409 N Point Rd Unit 603, Osprey, FL 34229

BEAUTIFUL FULL WATER VIEWS OF NORTH CREEK, SARASOTA BAY, AND THE GULF! Watch the eagles and osprey fish and enjoy truly stunning sunsets from the balcony of this condo with 3 bedrooms, 3 full baths and a formal dining room/den. With this condo you have found a best-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor

Steve Abbe COLDWELL BANKER REALTY

409 N Point Rd Unit 603, Osprey, FL 34229
/2
$489,000 Sold Jul 03, 2025

328 Woods Point Rd, Osprey, FL 34229
- 2 Beds
- 2 Baths
- 1,862 Sq Ft
- Built 1990
Last Sold Summary
- $263/SF
Current Estimated Value $481,627

Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

328 Woods Point Rd, Osprey, FL 34229

/44
Est $664,868 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,228 Sq Ft
858 Oak Briar Ln, Osprey, FL 34229

858 Oak Briar Ln, Osprey, FL 34229

/47
$269,900
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
232 Woodland Dr, Osprey, FL 34229

This condo has the 3 L's! Location Location Location! Located in the central area of Osprey making it an easy drive to area beaches, downtown Venice or Sarasota. Located about a half mile to the Inter Coastal, making for a great walking area on Casey Key. Located close to the well known Casey Key Fish House and Tiki Bar. Shopping and restaurants are all nearby! The location of this condo within

Pat Williams PAT WILLIAMS REALTY, LLC

232 Woodland Dr, Osprey, FL 34229
/2
$425,000 Sold Oct 29, 2025

264 Woods Point Rd, Osprey, FL 34229
- 2 Beds
- 3 Baths
- 2,837 Sq Ft
- Built 1992
Last Sold Summary
- 35% Below List Price
- $150/SF
- 368 Days On Market
Last Listing Agent Mark Midyett KELLER WILLIAMS ON THE WATER S

264 Woods Point Rd, Osprey, FL 34229

/3
Est $650,464 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,282 Sq Ft
812 Foothill Ct, Osprey, FL 34229

812 Foothill Ct, Osprey, FL 34229

/53
$395,000
- Land
- 0.24 Acre
- $1,645,833 per Acre
51 N Tamiami Trail, Osprey, FL 34229

Excellent location! Corner lot Zoned CG (Commercial General) with 117 feet of frontage on US 41 in Osprey, just north of Bay Street. Prime area of growth in Sarasota County next to Calico Corners, Bay St., Spanish Point restaurants, Sarasota crew and Super Walmart. Perfect opportunity for your own business or investment. Great accessibility on 3 sides for ingress and egress (US 41, Shumard, and

Betsy De Manio COLDWELL BANKER REALTY

51 N Tamiami Trail, Osprey, FL 34229

Showing Results 481 - 520, Page 13 of 18

Florida Sarasota County Osprey 34229

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