Osprey Property Search

Osprey, Florida Real Estate

Osprey is part of the extended Bradenton, Sarasota, Venice metropolitan area.  It is a peaceful, blissful, yet socially conscious town, offering areas of interest including the Historic Spanish Point made up of 30 acres, and including a museum and an environmental complex with a shell mound and a late 19th century pioneer homestead museum.

Find Homes for Sale in Osprey

Browse current listings for property for sale in Osprey below. Use our search widgets to dig deeper and find other real estate for sale in the area including homes, condos, land and waterfront property. 

Osprey Property Search

$10,500,000
6 Beds 7.5 Baths Casey Key SubDv. 34229 Zip Code
Along the beaches of Casey Key, a private gated road leads to the exclusive northern end of this coveted barrier island. Sited on nearly 2.5 acres and 150 feet of private beach front, lies a spectacular estate home that has been shared and enjoyed by one family for generations. Designed by renowned architect Timothy Siebert, the property was thoughtfully planned as a gathering place. Wrapped around the inner courtyard, 6 en-suite bedrooms, 7 and 1 half baths, provide guests with access to a resurfaced pool, spa and tennis court and their own private retreats. High ceilings throughout emphasize the grandeur of the spacious rooms. The large kitchen and formal dining rooms are ideal for preparing and serving every culinary delight. Stepping across the expansive front lawn, enhanced with exotic palms, a private boardwalk leads to the powdered sugar quartz sand beach. One can walk for miles with turquoise blue water along the Gulf of Mexico or enjoy a place to rest on the shore with a fabulous book. With no public beach access for miles, guests are pleasantly surprised how quiet and seemingly uninhabited Casey Key remains. Designated as a conservation district by the State of Florida, building is reserved for single family homes. There are no high rises or condominiums permitted and the reputation for its natural beauty and elegance will be retained for generations to come. Private and commercial air travel in nearby Venice and Sarasota are so convenient. Shopping, golf and restaurants are all easily accessible making this destination nearly too good to be true. One of the Sarasota areas most exclusive addresses, North Casey Key will not disappoint.

1544 N Casey Key Road, Osprey

$6,872,900
3 Beds 3.5 Baths Casey Key SubDv. 34229 Zip Code
Looking for a barrier island with no high rises, no traffic jams, exclusivity, resident owned beaches, privacy, great medical, dining, and shopping all extremely convenient, twenty minutes to Downtown Sarasota, an expressway from Tamiami trail to I75, and easy access to areas airports, including private air travel options within ten minuets? Casey Key is the answer and 476 N Casey Key Road, is an extraordinary contemporary architectural masterpiece situated on the exclusive and private North End of Casey Key in Osprey, Florida. This newly constructed home, completed in the fall of 2021, offers unparalleled luxury and stunning design. With deeded Gulf access and designed by award-winning architect Mark Sultana, this home showcases exceptional craftsmanship by Voight Brothers Construction, Sarasota's premier luxury builder. As you enter, prepare to be captivated by the open concept living space, which boasts breathtaking views of Little Sarasota Bay through expansive walls of glass and soaring eighteen-foot ceilings. The property features a remarkable 200-foot boat dock with a covered slip and lift, a rare and coveted feature. Experience the ultimate Florida outdoor lifestyle with multiple outdoor living spaces, entertaining areas, and a heated 36x16 pool with a spill-over spa. Step into the magnificent foyer, where an 18-foot "Art Wall" and floor-to-ceiling windows frame the spectacular views of Little Sarasota Bay and the upper outdoor lanais. The central indoor living area encompasses the family-TV area, gourmet kitchen, dining area, and larger family area, all seamlessly integrated for open concept living. The gourmet kitchen showcases top-of-the-line contemporary appliances by JenAir, including a gas stove and a multi-functional microwave/convection oven. This home is a true smart house, equipped with a Lutron lighting system, Sonos sound system, Rinnai tankless hot water system, Pentair pool system, and a security system, all controllable through touch-pads and phones. Electric shades throughout the residence, recessed into the ceiling and controlled electronically, add to the convenience and sophistication. The master suite, located on the second floor, offers a serene retreat with floor-to-ceiling glass overlooking the bay, a large private balcony, spa tub, steam shower, and two separate walk-in closets. An adjacent glass office with its own balconies provides breathtaking 180-degree views of the bay and the great room below. Two additional bedrooms and bathrooms complete the well-appointed living spaces. This remarkable home features an oversized three-car garage with back-lit glass-paneled doors, adding architectural interest. The garage provides access to the elevator, which serves all three floors. Other notable features include a top-of-the-line propane generator, wood-look aluminum ceilings and trim for a maintenance-free finish, and exquisite landscaping. Situated on a half-acre lot, this property offers 100 feet of water frontage on Little Sarasota Bay, with direct access to the Intracoastal Waterway. Don't miss the opportunity to own this exclusive Casey Key residence.

476 N Casey Key Road, Osprey

$4,750,000
4 Beds 3.5 Baths Casey Key SubDv. 34229 Zip Code
Welcome to your very own Gulf front beach home located on one of the most captivating, serene and exclusive barrier islands on Florida's west coast. This custom 4 bedroom 3.5 bathroom mid-century modern luxury property is directly on the Gulf with absolutely stunning unobstructed views and your very own private beach. Relax in the sun on the patio or take in the gorgeous sunsets from almost every room. You'll love the open living area with large ceramic tiles throughout, vaulted exposed beam ceilings, fireplace and dining room that adjoins the beautiful kitchen. The kitchen features lovely quartz countertops and stainless appliances. The beach carries indoors with the charm and character of local beach shells crushed and floated in natural cement to create textured walls that brings the outside indoors. Listen to the waves as you fall asleep in your upper level primary suite with gorgeous water views and maximum privacy for both owners and guests. The peaceful bedrooms also include a second primary suite on the first floor. The gated entry onto the property brings you into complete privacy and seclusion with lush landscaping and large shade trees. Enjoy sitting in the shade of the magnificent live oak around the fountain on your over 1/2 acre lot. Take a walk or drive your golf cart to the famous Casey Key Fish House and Deep Lagoon upscale restaurant and marina, only a half mile to the supermarket, and a quick drive to all of the wonderful shops and restaurants Sarasota and Venice has to offer. Easy access to the mainland and I-75 via the iconic Blackburn Point Bridge nearby.

5 N Casey Key Road, Osprey

$3,450,000
3 Beds 4.5 Baths Sorrento Shores SubDv. 34229 Zip Code
If you are ready to retreat to paradise, look no more. This home is amazing. Located in a very desirable area in Sorrento Shores, Osprey is on a 200-foot, wide canal frontage. You can enjoy the scenic water and exotic palms through almost every window. The main area, the living area, was built and completed in 2011, and it is beautifully situated on the second floor. All windows are double-insulated and have impact glass, which takes you from the living room to your own private lanai, where you can relax and enjoy the beautiful sunrises and sunsets. You can also walk around the house on the attached balconies and admire the amazing views. This home is perfect for entertaining; all three bedrooms have their own private bathrooms, and the kitchen is spacious with a large center granite island and sit-down area. There is plenty of counter space with quality granite and a glass gallery overlooking water and a cluster of exotic palms. The living room is large, with high coffin ceilings that are 14 feet high, an abundance of natural light, and plenty of recessed lights. The elegant crown moldings and LED lighting are installed in the living room, all three bedrooms, and the master bathroom. You can access the balcony from the master bedroom and second master bedroom. The two bedrooms have walk-in closets, high tray ceilings 10 to 12 feet high, recessed lights, and a ceiling fan. The master bedroom boasts three separate closets, one of which is very large with two entrances and built-in custom shelves. His large closet has built-in custom shelves and an additional walk-in closet for all your belongings. The master bathroom boasts a huge shower, elegantly tiled, two windows for natural light, and two entrances. Large jacuzzi, her vanity tub with makeup desk, his vanity, and linen closet. The two bedrooms have their own private bathrooms with tiled showers. The first floor was remodeled in 2011 and has an abundance of space for cars, toys, storage, and more. The owners spared no expense to make sure the house was comfortable and safe to live in. The two stories are of solid block construction. The second floor has all windows and sliding glass doors in huricane, double-insulated. The first floor, even the garage area, has windows made of huricane glass. The close-cell insulation is for safety and energy efficiency. On the second floor, the main living area is elevated to 18 feet to prevent water intrusion in cases of huricane. It is one-level living for additional comfort; there is no need to climb additional stairs. All exterior and interior walls and floors on the first level are made of concrete. The entire front entrance and stairs are made of concrete for easy maintenance and durability. The elevator shaft is constructed of solid blocks and pre-wired for telephones and electric. Currently, the owners are using it as a safe room. The location is very private because the home is located on a cul de sac. On the property, there is sufficient room for a large swimming pool. Currently, the owners are enjoying this large, paved area for entertainment. On land, you’ll appreciate this home’s Osprey location: less than a 10-minute drive to the Legacy Trail, Oscar Scherer Park, Nokomis Beach, Publix grocery stores and other shopping, medical facilities, A-rated schools such as Pine View and Laurel Nokomis Elementary, and easy access to Interstate 75. YOU CAN ENJOY THE DEEP WATER WITH NO BRIDGES TO THE BAY and much more. --

135 Tina Island Drive, Osprey

$3,200,000
3 Beds 3 Baths The Oaks SubDv. 34229 Zip Code
New. Notable. No Waiting for your Dream Home! Rare opportunity for a luxury Florida lifestyle with this just completed John Cannon custom build. A coveted West of Trail location in the Oaks Bayside positions you in one of the area’s only country club neighborhoods on Sarasota Bay. With almost 3900sf on one level – and almost a half acre of private grounds – this is no cookie cutter home. If you crave “one-of-a-kind design” - you’ll delight in the details of this West Indes play on coastal style. A split plan with 3 ensuite bedrooms, 2 offices and a large den offer the ability to create the space you need – now and in the future. The moment you pass the iron entry doors, you’re instantly drawn to the vaulted ceilings with 7” wood beams and the feeling of freshness and sophistication only a modern design can convey. Your great room and kitchen transition seamlessly – complete with a linear fireplace and custom bar with wine fridge and ice maker. Truly a chef’s kitchen, entertain a crowd or intimate group with professional Monogram appliances, French-door oven, gas cooktop, 3 cm quartzite counters with mitered edges, massive island with tv views, butler’s pantry, hidden walk-in pantry, spice drawers, shaker cabinets & marble backsplash. A separate dining space offers views to the pool and grounds. No detail was left untouched in the owner’s suite – with an oversized light-filled bedroom with tray ceilings; dual closets that can only be described as massive; and a show-stopper bath with center walk-in shower, over the top soaking tub and TWO private patios for relaxing, reading or soaking up the sun! Desired but rarely found – a large, nearly half acre lot that offers privacy in a natural setting of mature oaks and native landscape. You’ll love the ample outdoor space for both sun and shade, ClearVue screen, PebbleTec saltwater pool and spa, custom fire bowls for evening ambiance, travertine pool deck, outdoor kitchen with gas grill, cooktop and storage. Oversized 3-car garage, circle drive and generator pad site & pre wire. Don’t forget the details you’d expect in a luxury home – impact windows and doors, porcelain tile floors throughout, 10 & 12 ft ceilings and pocketing sliders, LED lighting with custom fixtures and fans, solid core interior doors, tankless hot water heaters and surround sound speakers. All this in a nationally recognized club neighborhood offering not one – but TWO 18-hole golf courses, pickleball, 12 har-tru tennis courts, fitness center, community heated pool, children’s programs, on-site bar and dining as well as numerous member groups and activities. Mere minutes to the beaches, dining, shopping, the Legacy Trail, Pine View School for the Gifted and Historic Spanish Point. And just a short drive to all things Sarasota – downtown, arts and culture and fine dining. No waiting for membership and access to golf and all activities!

101 Sugar Mill Drive, Osprey

$3,050,000
4 Beds 5.5 Baths Oaks SubDv. 34229 Zip Code
**DON’T WAIT TO BUILD!! EXQUISITE, NEWLY-CONSTRUCTED, FRENCH WEST INDIES STYLE ESTATE** located in the COVETED, OAKS BAYSIDE Country Club Neighborhood on Sarasota Bay waters offers superb attention to detail. This Custom-Built residence boasts 4 En Suite Bedrooms PLUS Large Den/Office, 5 Full and 1 Half Baths and features impressive Upgrades throughout its Open Floorplan concept. A well-equipped Chef’s Kitchen with large island sitting area, adjacent great room and dining room are all ideal for entertaining and showcase High Ceilings that range from 13ft to nearly 15ft. The Owner’s Bedroom Suite features Multiple Walk-in Closets, Custom Tiled Shower, Woodbridge Soaker Tub, Dual Vanities, etc. The stunning, expansive and screened outdoor living space is the epitome of Florida living and features an impressive kitchen and eating area, additional covered and cozy sitting area complete with attractive gas fireplace and a Picturesque, Heated, Saltwater Pool & Spa. With its highly sought-after, Southern Exposure and Preserve View, the setting achieves desired Privacy. Technology abounds with the latest Pentair control system for Pool/Spa, efficient tankless gas hot water heater, over $50k in automated window treatments, whole house water filtration, and countless other features. Premium, Engineered Hardwood and Porcelain Tile floors throughout. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include Two, 18-hole Championship GOLF courses, Award-Winning TENNIS program with 12 har-tru hydro-grid tennis courts, 4 PICKLEBALL courts, state-of-the-art FITNESS center and junior olympic, heated community SWIMMING POOL. THE OAKS is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, Area Beaches and all that Gulf Coast living has to offer. Membership is required and available. **ENJOY THE 3D VIRTUAL TOUR**

38 Osprey Point Drive, Osprey

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