Properties For Sale in Osprey

One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home's light-filled, open design and thoughtful updates make an immediate impression. The main living...

EXCEPTIONAL WATERFRONT RESIDENCE on the exclusive island of North Casey Key is a rare opportunity to own a piece of coastal Florida. Nestled in the sought-after Palmer neighborhood, this home has been lovingly maintained by the same discerning owners since 1999-a testament to the pride, care, and...

If your dream is to create a place where generations can gather, relax, and make lasting memories, this Casey Key estate is ready to welcome you home. Set on 0.68 acres with 131 feet of Sarasota Bay frontage, this 4 bed 4.5 bath retreat offers room to spread out, unwind, and connect indoors and o...

Welcome to your dream home, a sanctuary of elegance and comfort nestled on an exclusive, private street with only nine residences and no neighbors across the way-just the tranquility of a natural preserve. This remarkable property in The Oaks Clubside, with 4 bedrooms, 5 full bathrooms, and 2 hal...

Bathed in natural light, with highly sought after southern lanai exposure, is this stunning and meticulously maintained custom built John Cannon home in The Oaks Clubside. With 4 bedrooms, and 3 full and one half bathrooms, there is room for loved ones and guests, making it ideal for grand entert...

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, floori...

Under contract-accepting backup offers. This stunning 5 bedroom, 4 bath residence, custom built by Wetherington, epitomizes refined living and sophisticated elegance. Nestled in The Oaks Clubside, it enjoys an incredible private setting, with no house or neighbors on one side. This home is large ...

This 5 bedroom, 6 bath home in The Oaks Bayside offers a traditional feel with open space. As you pull up the circular pavered driveway you will immediately be taken in by the appeal of this home. Enter through the double front doors and you are greeted by 24' high ceilings and floor-to-ceiling P...

COMPLETELY UPGRADED IS NOT AN EXAGGERATION! This Bo MacEwen-designed 3-bedroom, 4.5-bath home has been updated from top (RE-TILED ROOF) to bottom, with new luxury flooring surfaces throughout and over $650,000 in renovations. No expense was spared in creating a refined, sophisticated residence th...

A grand traditional residence, this 3-bedroom, 3.5-bath home is tucked into lush tropical landscaping on a quiet cul-de-sac in The Oaks Bayside. Double entry doors open to a marble foyer and wood floors that set the tone for quality throughout. Just off the entry, a cozy den with fireplace sits o...

Imagine how you'd like to live the ultimate Florida lifestyle. Your vision can become a reality in this 5 bedroom, 5.5 bath two story home in The Oaks Clubside. Currently unfurnished, you just need to pack your bags, bring your own style and make it your own. Set back on a cul-de-sac lot, with go...

Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The facade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the...

This stunning three bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. This charming Cape Cod sets the stage for comfortable, gracious living, enjoying private preserve views. A Sonos sound system plays throughout this gorgeous home! ...

A truly rare opportunity to own a home on over 2 acres in Osprey, FL. Pine Ranch is a charming enclave of 36 properties with low HOA fees and sensible deed restrictions that offers room for your RV, boat, and space for your horses. Conveniently positioned one mile East of US 41, within a mile of ...

This Lee Wetherington built maintenance free home is nestled in the Emerald Woods section of The Oaks Preserve. Enter through the double doors with leaded glass, and you will find a wonderful open floor plan. This home is move-in ready. From country chic to ultra-modern, your furnishings will fit...

Looking for a home you can fall in love with? The search is over! Once you see this thoughtfully updated, impeccably maintained 3 bedroom, 2 bath home in The Oaks Preserve you will know you have found your home-sweet-home. From the moment you pull up to the pavered driveway, the care taken to mai...

This is an outstanding Southbay residence and a fantastic opportunity to live in one of the best boating communities on the Southwest coast of Florida. This home has been updated with a gourmet custom kitchen, perfect for entertaining guests and hosting company. From the granite countertops to th...

Lovely turn-key furnished, 3BR/2BA and a pool half BA, 3 car garage home bordering Oscar Scherer State Park, providing privacy, lake views and peacefulness. The beautiful Stanford 2,534 SqFt model home affords you stunning views out all the wind impact windows. This home features a fabulous great...

Stunning, fully remodeled 4-bedroom, 2-bathroom home tucked away in a quiet cul-de-sac in the heart of Osprey, showcasing over $250,000 in high-end upgrades. Every detail has been thoughtfully curated, beginning with the spectacular gourmet kitchen featuring an 11-foot quartz waterfall island wit...

Under contract-accepting backup offers. Welcome to Willowbend a custom built community by Lee Wetherington. This maintenance free Asley ll model home is nearly 2400 sq. ft. under air with 4 bedrooms & 3 baths. Expansive 33x25 ft. lanai includes 2 covered areas & expansive water views. High tray c...