Homes in ZIP Code 34229

/88
$1,200,000
- 4 Beds
- 3 Baths
- 3,379 Sq Ft
201 Eaglenook Way, Osprey, FL 34229

Nestled in the exclusive Pine Ranch community of Osprey, Florida, this 4-bedroom, 3-bath estate offers a rare opportunity for those seeking privacy, tranquility, and a healthier way of living. Situated on just over two acres of lush, tree-canopied land, this meticulously maintained home is designed for comfort, sustainability, and connection to nature. From the moment you enter the long private

Dawn Bear

WILLIAM RAVEIS REAL ESTATE

(941) 757-8209

201 Eaglenook Way, Osprey, FL 34229
/48
$3,950 per month
- 2 Beds
- 2 Baths
- 2,143 Sq Ft
- Condo for Rent
5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229

Enjoy luxury waterfront living in this beautifully updated 6th-floor condo at Blackburn Harbor Residences on the West side of Tamiami Trail, overlooking the Blackburn bay. This 2-bedroom, 2-bath unit includes a den/flex room and offers panoramic water views from the main rooms. The fully remodeled kitchen features quartz countertops, stainless steel appliances, and two refrigerators—perfect for

Jeremy Myers

COMPASS PROPERTY MANAGEMENT LLC

(941) 770-3963

5100 Jessie Harbor Dr Unit 602, Osprey, FL 34229
/2
$760,000 Sold Jul 16, 2025
- 3,091 Sq Ft
- $246/SF
- 158 Days On Market
- 4 Beds
- 3 Baths
- Built 2002
790 Shadow Bay Way, Osprey, FL 34229

Brand New Tile Roof March 2025. Experience the ultimate in serene living within the picturesque Woodlands of Rivendell, where this stunning residence seamlessly combines the beauty of nature with modern comforts. Bordered by a preserve at the rear and flanked by mature trees across the street, it offers the perfect sanctuary for those seeking tranquility amidst lush greenery. The curb appeal is

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

790 Shadow Bay Way, Osprey, FL 34229

/39
Est $394,065 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,574 Sq Ft
4234 Frontier Ln Unit 101, Osprey, FL 34229

4234 Frontier Ln Unit 101, Osprey, FL 34229

/100
$650,000 Open Sun 1PM - 4PM
- 3 Beds
- 2 Baths
- 1,736 Sq Ft
14041 Bellagio Way Unit 315, Osprey, FL 34229

SIGNIFICANT PRICE IMPROVEMENT! IF YOU HAVE BEEN WAITING FOR A FANTASTIC WATERFRONT PROPERTY AND PRICE.. THIS IS THE ONE! Step into waterfront luxury living at its finest in Osprey Harbor Village, a coastal gem perfectly situated between Sarasota and Venice, offering easy access to Siesta Key, Nokomis Beach, and Venice Beach. This sought-after marina community is the epitome of elegance and the

Dawn Bear

WILLIAM RAVEIS REAL ESTATE

(941) 207-5944

14041 Bellagio Way Unit 315, Osprey, FL 34229
/40
$7,500 per month
- 5 Beds
- 4.5 Baths
- 3,981 Sq Ft
- House for Rent
1216 Flying Bridge Ln, Osprey, FL 34229

DO YOU WANT COMFORT AND LUXURY WHILE YOU LOOK AROUND WATERFRONT ? JUMP ON THIS LUXURY TURNKEY RENTAL. A ROOM FOR EVERY HUMAN OR FURRY FRIEND. HEATED POOL. PREMIUM CHEFS KITCHEN, PREMIUM FLOORPLAN, AND PREMIUM NEIGHBORHOOD. FLY THROUGH AVAILABLE. CALL FOR MORE INFO. MINIMUM 3 MONTH RENTAL MAY- OCT 2025 , ONLY.

Meredith Van Vaals

COLDWELL BANKER REALTY

(941) 207-3297

1216 Flying Bridge Ln, Osprey, FL 34229
/2
$145,000 Sold Jul 15, 2025
- 23 Days On Market
- Built 2006
570 Blackburn Point Rd Unit 27, Osprey, FL 34229

Dry boat slip for sale at Osprey Harbor Village hurricane-protected dry storage with top-tier amenities! This rarely available slip 1st level T-Top slip can fit boats up to 12 ft in height and offers hassle-free storage in one of Sarasota County's most convenient locations. Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located

Daniel Treiman MICHAEL SAUNDERS & COMPANY

570 Blackburn Point Rd Unit 27, Osprey, FL 34229

/70
Est $1,109,533 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,346 Sq Ft
3961 Waypoint Ave, Osprey, FL 34229

3961 Waypoint Ave, Osprey, FL 34229

/47
$449,000 Pending
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
117 Villa Dr Unit 117, Osprey, FL 34229

Let’s Go Fishing! Best Price in Sarasota County – Waterfront Villa with PRIVATE DOCK! Tenant in place! Welcome to your dream Florida lifestyle in Osprey, FL! This charming 2-bedroom waterfront villa is your perfect escape into the best of coastal living. Located in the peaceful, pet-friendly community of Sorrento Shores, this home offers direct access to the Gulf of Mexico, making it the

Bill Garrison

RE/MAX PLATINUM

(941) 352-8392

117 Villa Dr Unit 117, Osprey, FL 34229
/284

$2,050 - $3,350 per month

Alton Osprey

1-3 Beds

174 E Bay St, Osprey, FL 34229

Arriving Spring 2025, discover stunning one-, two-, and three-bedroom apartment homes coming to Osprey, FL. With high-end finishes outfitting each residence, offering the perfect blend of comfort and sophistication, coming home will feel like a daily retreat. Our best-in-class amenity spaces allow you the opportunity to live beyond your expectations - from our sleek business center that works for

174 E Bay St, Osprey, FL 34229
/2
$1,405,000 Sold Jul 11, 2025
- 3,699 Sq Ft
- $380/SF
- 128 Days On Market
- 3 Beds
- 4.5 Baths
- Built 1992
282 Shell Midden Ct, Osprey, FL 34229

One or more photo(s) has been virtually staged. It is rare to find such an incredible combination of privacy and spectacular views as you will find in this 3 bedroom, 4.5 bath home. Located on a quiet dead-end street in The Oaks Bayside, the traditional design marries beauty with functionality. Step inside and you will be greeted by light-filled space with classic motif. Large windows flood

Steve Abbe COLDWELL BANKER REALTY

282 Shell Midden Ct, Osprey, FL 34229

/82
Est $747,113 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
250 Hidden Bay Dr Unit A-201, Osprey, FL 34229

250 Hidden Bay Dr Unit A-201, Osprey, FL 34229

/76
$2,382,500
- 3 Beds
- 3 Baths
- 3,681 Sq Ft
600 Eagle Watch Ln, Osprey, FL 34229

Located on one of the most desirable streets in The Oaks Clubside, this completely renovated pool home sits on a generous 0.71-acre lot with wide views of the third hole of the Heron Golf Course. Nearly every aspect of the property has been updated—new roof, impact-rated windows and doors, flooring, trim, countertops, appliances, resurfaced pool and spa, new pool cage, and a resurfaced

Joe Murphy

COLDWELL BANKER REALTY

(941) 274-4697

600 Eagle Watch Ln, Osprey, FL 34229
/2
$800 per month
- Property for Rent
570 Blackburn Point Rd Unit 25, Osprey, FL 34229

Welcome to The Dry Slips at Osprey Harbor Village. Onsite you'll enjoy access to the marina store with food, drinks, ice, and bait. Conveniently available are pump out, ethanol free fuel, work racks, and fish cleaning stations as well. High and dry hurricane rated and secured Unit 25 of Longboat Row is 14.6' tall, 10.5' wide and 28' long on the bottom row for easy access. The rack will hold a

EJ Stukenborg KELLER WILLIAMS ON THE WATER S

570 Blackburn Point Rd Unit 25, Osprey, FL 34229
/2
$505,000 Sold Jul 08, 2025
- 2,302 Sq Ft
- $219/SF
- 50 Days On Market
- 3 Beds
- 2 Baths
- Built 1995
622 Pine Ranch Rd E, Osprey, FL 34229

Significant price drop on this fabulous Turnkey, Tastefully Decorated Florida Pool home has everything you need to enjoy the Gulf Coast lifestyle. This three bedroom two bath home (plus a Den) sits on an oversized corner lot with a vinyl privacy fence and a side gate where you can store your water toys for your adventures on the Intercoastal Waterway. Lounge by the pool in your screened Lanai,

Terri Persing PARADISE EXCLUSIVE INC

622 Pine Ranch Rd E, Osprey, FL 34229

/98
Est $875,065 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,168 Sq Ft
250 Hidden Bay Dr Unit A504, Osprey, FL 34229

250 Hidden Bay Dr Unit A504, Osprey, FL 34229

/60
$560,000
- 4 Beds
- 2 Baths
- 1,981 Sq Ft
813 Oak Pond Dr, Osprey, FL 34229

One or more photo(s) has been virtually staged. WELCOME HOME!! THERE HAS BEEN NO FLOODING OR DAMAGE FROM RECENT STORMS!! RECENTLY APPRAISED at $560,000!! This is a Beautiful and Spacious 4 bed/2 bath Home in the Community of Bay Oaks Estates. It is just a Short Drive to 3 different Gorgeous Beaches including Nokomis Beach, Venice Beach and the World Famous Siesta Key! Easy Access to Tamiami Trail

Jeremy Egglefield

PREFERRED SHORE LLC

(941) 394-8541

813 Oak Pond Dr, Osprey, FL 34229
/20
$3,360 per month
- 2 Beds
- 2 Baths
- 936 Sq Ft
- Condo for Rent
6 Bay Acres Ave Unit ID1228250P, Osprey, FL 34229

Step into a sunlit, single-story retreat with two inviting bedrooms and two modern bathrooms. Designed for families or groups of friends, this home seamlessly blends comfort with elegance. Located just moments away, dive into the vibrant St. Armand's Circle or unwind on the pristine sands of Siesta Key and Nokomis Beaches.This space includes everything needed for a quality and memorable

6 Bay Acres Ave Unit ID1228250P, Osprey, FL 34229
/2
$1,500,000 Sold Jul 08, 2025
- 3,572 Sq Ft
- $420/SF
- 76 Days On Market
- 4 Beds
- 3.5 Baths
- Built 1997
269 Pine Ranch Trail, Osprey, FL 34229

One or more photo(s) has been virtually staged. This magnificent modern manse, with 4 bedrooms and 3.5 baths, literally has everything you could dream of to make a home complete, ALL OF IT NEW! Located in Pine Ranch, a community of single family homes with 1-5 acres of land, you will not find a more stately, spacious home, completely updated and ready for you to live out your Florida dreams.

Steve Abbe COLDWELL BANKER REALTY

269 Pine Ranch Trail, Osprey, FL 34229

/50
Est $1,108,428 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,377 Sq Ft
3973 Waypoint Ave, Osprey, FL 34229

3973 Waypoint Ave, Osprey, FL 34229

/80
$795,000 Pending
- 4 Beds
- 4 Baths
- 2,945 Sq Ft
424 Cezanne Dr, Osprey, FL 34229

Welcome to your tropical oasis in ideally located, neighbor friendly Sorrento Shores! This spacious two-story, 4-bedroom, 4- bathroom pool home with oversized 3-car garage blends comfort, style, and functionality just minutes from Nokomis Beach near the confluence of South Creek and the Intercoastal Waterway. Located in an X flood zone (no flood insurance required), no CDD fees, and optional HOA,

Christine Pope

MICHAEL SAUNDERS & COMPANY

(941) 300-1202

424 Cezanne Dr, Osprey, FL 34229
/15
$4,550 per month
- 3 Beds
- 2 Baths
- 2,298 Sq Ft
- House for Rent
510 Latitude Ln, Osprey, FL 34229

Custom, Lee Wetherington home with a private heated pool in the sought after, maintenance free community of Willow Bend. Located close to Pineview School, Legacy Trail, Oscar Scherer Park and our world-famous beaches. This home features volume tray ceilings with lots of natural light, natural gas cooking, crown molding, built in features and indoor laundry. The large master suite features double

Marisa Marino BRIGHT REALTY

510 Latitude Ln, Osprey, FL 34229
/2
$650,000 Sold Jul 03, 2025
- 2,100 Sq Ft
- $310/SF
- 246 Days On Market
- 3 Beds
- 3 Baths
- Built 1997
236 Hidden Bay Dr Unit 301, Osprey, FL 34229

This beautiful 3 bed, 3 full ensuite baths and a 3 car garage home in the heart of Osprey in the desirable waterfront gated Hidden Bay Community. Come home to your own hidden gem and enjoy SPECTACULAR unobstructed views of Sarasota’s Intracoastal Waterway, also known as Little Sarasota Bay, and preserve. Complete with updated PGT WINGUARD IMPACT WINDOWS AND DOORS installed in 2018. This

Linda Scheller COLDWELL BANKER REALTY

236 Hidden Bay Dr Unit 301, Osprey, FL 34229

/53
Est $615,059 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,133 Sq Ft
4421 Conchfish Ln, Osprey, FL 34229

4421 Conchfish Ln, Osprey, FL 34229

/93
$750,000 Open Sun 1PM - 4PM
- 3 Beds
- 2 Baths
- 1,799 Sq Ft
14041 Bellagio Way Unit 414, Osprey, FL 34229

Luxury waterfront penthouse with deep water marina access. Discover Osprey Harbor Village, an exclusive gated condo community of only 53 residences perfectly positioned along Florida’s sparkling Intracoastal Waterway. This stunning 3 bedroom, 2 bath penthouse offers nearly 2,000 square feet of thoughtfully designed living space plus a generous 290 square foot tiled terrace with expansive views of

Dawn Bear

WILLIAM RAVEIS REAL ESTATE

(941) 297-4970

14041 Bellagio Way Unit 414, Osprey, FL 34229
/20
$2,870 per month
- 2 Beds
- 2 Baths
- 936 Sq Ft
- Condo for Rent
8 Bay Acres Ave Unit ID1228251P, Osprey, FL 34229

Relax in this stylish 2-bedroom, 2-bathroom retreat just 5 minutes from Nokomis Beach. Feel at home with a private lanai, fast Wi-Fi, a full kitchen, and a Smart TV with Netflix. Perfect for couples, families, or mid-term stays, this apartment is close to Siesta Key, Venice, and St. Armands, comfortably sleeping up to 6 people.Welcome to your Florida retreat. Whether you're here for sunshine,

8 Bay Acres Ave Unit ID1228251P, Osprey, FL 34229
/2
$85,000 Sold Jul 01, 2025
- 336 Days On Market
- Built 2006
570 Blackburn Point Rd Unit 7, Osprey, FL 34229

Rarely available 1st level boat rack 12.5 H X 10 W X 28 L.Marina has a restaurant bar and bait and tackle shop next door.Fuel onsite and a friendly staff.

Troy Gager BRIGHT REALTY

570 Blackburn Point Rd Unit 7, Osprey, FL 34229

/78
Est $555,799 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,678 Sq Ft
36 Bishops Court Rd Unit 111, Osprey, FL 34229

36 Bishops Court Rd Unit 111, Osprey, FL 34229

/71
$169,000 Pending
- 1 Bed
- 1.5 Baths
- 865 Sq Ft
107 Woodland Place Unit 107, Osprey, FL 34229

Under contract-accepting backup offers. This ground level condominium comes with a deeded carport and two storage closets. Enjoy a deck off the kitchen and a screened lanai that runs the length of the unit and is accessible from both the living area and bedroom. Both the half bath and primary bedroom suite have been recently remodeled with new flooring and fixtures. Washer and dryer hook-ups are

Carla Rayman Kidd

COLDWELL BANKER REALTY

(941) 231-6378

107 Woodland Place Unit 107, Osprey, FL 34229
/32
$2,300 per month
- 2 Beds
- 2 Baths
- 1,599 Sq Ft
- Property for Rent
291 Hidden Bay Dr Unit 201, Osprey, FL 34229

Spacious 2nd-floor end-unit with one car garage (22x11) provides nearly 1,600 sq. ft. and stunning lake and courtyard views. This updated 2BR + den/office (can be 3rd BR) features the largest floor plan in the building, no carpet (tile & laminate throughout), an open-concept layout, and tons of natural light. Kitchen has granite counters, stainless appliances, and upgraded cabinets. Master suite

Terri Lindsay LINDSAY LEASING LLC

291 Hidden Bay Dr Unit 201, Osprey, FL 34229
/2
$1,285,000 Sold Jun 30, 2025
- 3,029 Sq Ft
- $424/SF
- 204 Days On Market
- 3 Beds
- 3 Baths
- Built 2001
393 N Point Rd Unit 801, Osprey, FL 34229

Rare in every way, this 3 bedroom, 3 bath penthouse, with private two car garage, is only one of six units in Meridian that enjoys this incredible floor plan. The elegant interior is punctuated by SPECTACULAR VIEWS. This residence provides everything you could desire for a luxury lifestyle in Coastal Florida. A former model, it has been lovingly maintained, and beautifully updated. From the

Steve Abbe COLDWELL BANKER REALTY

393 N Point Rd Unit 801, Osprey, FL 34229

/39
Est $341,823 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,244 Sq Ft
4325 Expedition Way Unit 103, Osprey, FL 34229

4325 Expedition Way Unit 103, Osprey, FL 34229

/78
$1,200,000 Open Sat 8AM - 12PM
- 4 Beds
- 5 Baths
- 4,020 Sq Ft
67 Sugar Mill Dr, Osprey, FL 34229

Auction Property. Selling This Weekend Only (July 18th – 19th) for Highest/Best! Viewings from 9-5 on Friday, and 8-12 on Saturday. This is your rare chance to claim a spectacular estate in Sarasota’s premier golf and country club community at a great price. Auctioned by the homeowner, this elegant home seamlessly blends timeless architecture with resort-style living. No prequalification

Paula Mapp

MAPP REALTY & INVESTMENT CO

(941) 294-4414

67 Sugar Mill Dr, Osprey, FL 34229
/20
$1,900 per month
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Condo for Rent
236 Woodland Dr, Osprey, FL 34229

Property Id: 310276AVAILABLE AUG 1 to SEP 30 / $100 discount for term of 2 or more months: Light, airy home in Pine Run overlooks established native landscaping. Copious sliding doors, windows & high ceilings. Beautifully updated kitchen offer views to outdoors. Carport + 1 visitor parking space. A nature lovers paradise, this laid-back, quiet & desirable community is close to Casey Key,

236 Woodland Dr, Osprey, FL 34229
/2
$788,000 Sold Jun 27, 2025
- 2,266 Sq Ft
- $348/SF
- 10 Days On Market
- 3 Beds
- 3 Baths
- Built 2003
521 Habitat Blvd, Osprey, FL 34229

Welcome to this exquisite Lee Wetherington-built residence in Willowbend, where high-end finishes and meticulous attention to detail create an enchanting living experience. This light-filled home features a great room floor plan, anchored by a stunning custom fireplace surrounded by elegant cabinetry. The residence has undergone extensive remodeling, showcasing timeless appeal and luxury at every

Tamara Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

521 Habitat Blvd, Osprey, FL 34229

/15
Est $771,664 Not Listed For Sale
148 Osprey Point Dr, Osprey, FL 34229

148 Osprey Point Dr, Osprey, FL 34229

/57
$649,995 Open Sat 12PM - 3PM
- 3 Beds
- 2.5 Baths
- 2,298 Sq Ft
594 Pine Ranch Rd E, Osprey, FL 34229

Discover this beautifully maintained 3-bedroom, 2-bathroom home nestled in a peaceful, private community just steps from the scenic Legacy Trail. Surrounded by mature trees and vibrant birdlife, this property offers the perfect blend of tranquility and convenience.Step inside to a spacious split floor plan featuring luxury vinyl plank flooring, crown molding, 51⁄2” baseboards, and granite

Dan Henson DALTON WADE INC

594 Pine Ranch Rd E, Osprey, FL 34229
/35
$4,400 per month
- 3 Beds
- 2 Baths
- 1,937 Sq Ft
- Condo for Rent
280 Hidden Bay Dr Unit 303, Osprey, FL 34229

One or more photo(s) has been virtually staged. Annual Rental. This newly constructed 3rd floor condo is available for immediate occupancy at Hidden Bay in Osprey. This gorgeous 3 Bedroom PLUS a Home Office is light, bright and very spacious! Wood and tile floors throughout- NO CARPETING! The Primary suite features 2 walk-in closets, sliding glass doors leading to the lanai and an ensuite with a

Jaime Barcelo GULF COAST REALTY & MANAGEMENT

280 Hidden Bay Dr Unit 303, Osprey, FL 34229
/2
$640,000 Sold Jun 20, 2025
- 2,590 Sq Ft
- $247/SF
- 119 Days On Market
- 3 Beds
- 3 Baths
- Built 1999
455 Park Trace Blvd, Osprey, FL 34229

CURRENTLY BEST VALUE IN OSPREY! Premium Lakefront lot with Stunning Views from Nearly Every Room! Discover the perfect blend of comfort, convenience, and breathtaking views in this Park Trace Estates beauty. This home features a NEW ROOF (Jan. 2024,) New Energy efficient A/C (May 2024) and brand new pool pump and motor (March 2025), AND...newly refurbished patio and pool deck in April. Ideally

Kim Azar-Calka MICHAEL SAUNDERS & COMPANY

455 Park Trace Blvd, Osprey, FL 34229

/41
Est $1,142,380 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,416 Sq Ft
3932 Waypoint Ave, Osprey, FL 34229

3932 Waypoint Ave, Osprey, FL 34229

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