Osprey/Nokomis Homes with Awning(s) Exterior Features

Osprey/Nokomis Homes with Awning(s) Exterior Features

Welcome to the enchanting communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These charming towns boast a unique blend of coastal beauty, outdoor adventures, and a warm, inviting atmosphere. With proximity to the stunning Gulf of Mexico, residents enjoy sun-soaked beaches, picturesque parks, and a vibrant lifestyle that captures the essence of Florida living.

Osprey, known for its rich history and lush landscapes, is home to the serene Oscar Scherer State Park, where nature enthusiasts can explore miles of hiking trails and discover the diverse wildlife that inhabits this beautiful region. Just a stone's throw away, Nokomis offers a quaint, small-town vibe with lovely waterfront views and local shops that add to its charm. The inviting beaches of Nokomis are perfect for sunbathing, fishing, and enjoying breathtaking sunsets.

When it comes to homes in Osprey and Nokomis, many properties feature delightful awnings that enhance their exterior appeal. These stylish additions not only provide shade and comfort but also contribute to the overall aesthetic of the neighborhood. Imagine sipping your morning coffee under a cozy awning while enjoying the warm Florida breeze or hosting friends for an evening gathering in your beautifully shaded outdoor space.

Whether you are looking for a charming bungalow or a luxurious estate, the homes in Osprey and Nokomis offer a variety of options to suit your lifestyle. With their picturesque surroundings and inviting community spirit, these towns are the perfect place to call home in sunny Florida. Come discover the charm of Osprey and Nokomis today!

Newest Osprey/Nokomis Homes with Awning(s) Exterior Features

2107 Tocobaga Lane, Nokomis
$649,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to 2107 Tocobaga Lane, a beautiful 3-bedroom, 2.5-bath residence nestled in Woodland Trails, a private, low-maintenance enclave within the highly sought-after Calusa Lakes community. Calusa Lakes is renowned for its elegant golf course setting, lush natural surroundings, and desirable location, creating a peaceful atmosphere that feels like a private retreat while remaining conveniently close to everything Sarasota and Venice have to offer. For golf enthusiasts and those who simply appreciate scenic open views, the golf course setting adds an exceptional dimension to everyday living. Inside, the thoughtfully designed floor plan offers spacious and versatile living areas, tall vaulted ceilings, abundant natural light, and granite countertops. A flexible bonus room currently used as a home office provides valuable additional living space and can be adapted to suit your needs, including use as a potential 4th bedroom with a built in closet. Step outside to your private pool set against a backdrop of mature foliage and the 14th fairway of Mission Valley Country Club, this home offers an inviting combination of privacy, comfort, and the quintessential Florida lifestyle—with a private pool and spa and picturesque golf course views. . Whether enjoying a quiet morning coffee, cooling off in the pool, or entertaining friends and family, the outdoor setting provides a wonderful backdrop for relaxed Florida living. Additional highlights include an attached exterior storage closet for added convenience, an oversized garage and a 2019 roof, offering years of useful service ahead. Located in Woodland Trails within the coveted Calusa Lakes community, this residence delivers the lifestyle buyers seek—beautiful golf course surroundings, private pool living, a low-maintenance enclave, and an exceptional Gulf Coast location. Known for its manicured landscapes, championship golf course (membership optional), low HOA fees, Pickleball, Tennis courts, and convenient proximity to both Venice and Sarasota. Just 12 minutes from the pristine sands of Nokomis Beach and close to additional coastal destinations including Venice Beach, Manasota Key, and world-class Siesta Key. Downtown Venice—offering boutique shopping, dining, and entertainment—is within 15 minutes. Highly ranked schools and recreational activities are nearby. The home is within 3 miles of the new Sarasota Memorial Hospital–Venice, widely recognized as best-in-class with continued high ratings, including a 5-star patient experience from Forbes and accolades from Newsweek and the American Heart Association. Enjoy easy access to beaches, the famous Legacy Trail, dining, shopping, boating, Sarasota, Venice, and the many attractions that make this area such a desirable place to call home. Come experience 2107 Tocobaga Lane and discover why life in Calusa Lakes is truly something special.

2107 Tocobaga Lane, Nokomis

17 Bayhead Lane, Osprey
$1,295,000
3 Beds ⋅ 2 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Impeccable is the only way to describe this charming property! This stunning 3 bedroom, 2 bathroom residence has been completely remodeled to create a luxurious yet comfortable, livable home. No detail has been overlooked in the complete renovation, making it truly gorgeous and unique. The interior is incredible and has so many high-end features; tile flooring designed to look like wood, quartzite countertops, a stylish coffee bar, and a beautifully crafted hood vent. The recent addition of an entire deck off to the side of the home enhances the outdoor living space. The deck includes a canopy that extends to cover part of the area, providing shade for the dining table, swinging chair, and grill. Additionally, a hot tub has been added for your relaxation. The home boasts three bedrooms, with one currently being used as an office. The previously enclosed Florida room has been transformed into a spacious family room, perfect for gatherings. The interior design, crafted by a professional, ensures that no detail no matter how big or small has been missed. The property also features a huge yard, the largest in the neighborhood, providing ample space for outdoor activities, and the pièce de résistance, a dreamy view of the pond. Residents enjoy access to a community pool and clubhouse, both within walking distance from the house. Plus, landscape maintenance is included, making it a hassle-free living experience. With mandatory membership, residents can enjoy all the amenities The Oaks offers. There is currently no waiting list for either Golf or Sports/Social membership.

17 Bayhead Lane, Osprey

257 Daylily Boulevard, Nokomis
$699,900
3 Beds ⋅ 3 Baths ⋅ Venice Woodlands SubDv. ⋅ 34275 Zip Code
Enjoy the benefits of a very LOW monthly HOA fee and NO CDD fee in the gated Venice Woodlands community. This beautifully maintained POOL home offers three bedrooms, three full bathrooms, a versatile den, and 2,177 square feet of thoughtfully designed living space. Panoramic WATER VIEWS, colorful sunset skies, contemporary finishes, and seamless indoor-outdoor living create an exceptional Florida retreat. The well-appointed kitchen features quartz countertops, 42-inch light cabinetry with two accent glass-front cabinets, soft-close doors and drawers, convenient pull-out storage, a stylish glass-tile backsplash, and recessed lighting. The kitchen flows seamlessly into the spacious dining and living areas, creating a bright and welcoming setting for everyday living and entertaining.A desirable split-bedroom layout provides privacy for residents and guests. The versatile den features solid eight-foot double doors that enhance privacy and help reduce sound, making it ideal for a home office, media room, or quiet retreat. The generous primary suite offers ample storage and a spacious ensuite bathroom with a large tiled walk-in shower and frameless glass-door enclosure. Step outside to a private Florida retreat featuring a generously sized pool surrounded by an expansive paver deck with ample space for lounging and entertaining. The covered lanai with additional fixed awning and clear-view screen enclosure preserve the wide, unobstructed water views, creating a serene backdrop of sparkling water, natural scenery, and colorful evening skies. The outdoor setting provides an exceptional vantage point for enjoying Florida sunsets from the POOL or lanai. Additional electrical upgrades include whole-house surge protection and a generator connection to the electrical panel for added convenience and peace of mind during power outages. The attached two-car garage provides additional storage and functionality, plus refrigerator included. For added buyer confidence, the seller is also providing an Assurant HOME WARRANTY. Venice Woodlands offers a resort-style community pool, clubhouse, fitness center, pickleball and bocce courts, sidewalks, and inviting outdoor spaces. Ideally located near I-75, area beaches, shopping, dining, medical facilities, the Legacy Trail, and downtown Venice, this move-in-ready home delivers an outstanding combination of thoughtful upgrades, privacy, water views, and Florida lifestyle. Schedule your private showing today.

257 Daylily Boulevard, Nokomis

1328 Thornapple Drive, Osprey
$749,900
3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to your ultimate lakeside maintenance free sanctuary! Seller is offering Roof Credit to buyer. This home is nestled in a premier community renowned for its top-rated gifted school district, this expanded floor plan in the Willow Bend Community offers 2,183 square feet of meticulously designed, sun-drenched living space with high ceilings, crown molding, and ceiling fans. Boasting 50 feet of lakefront views, the property features a North-facing orientation, allowing you to bask in the desirable southern rear exposure from your covered lanai with a retractable awning, sparkling pool, or soothing spa with a cascading waterfall—all without the harsh glare of direct sun. Through the glass paned front doors into an open-concept haven defined by a neutral color palette that acts as a blank canvas for your personal decor. Porcelain tile floors flow seamlessly through the common areas, while beautiful, warm hardwood floors bring comfort and sophistication to the bedrooms. Flooded with natural light, the main living areas feature large windows equipped with remote-controlled custom Hunter Douglas blinds for effortless light management. Just beyond the formal living and dining areas is the heart of the home in the inspired kitchen that serves as the perfect entertainment hub and a breakfast dinette area that overlooks the pool and spa. It features a counter top that flows into the main living room and the vibrant pool deck, sleek quartz countertops, and premium stainless steel appliances. Cooking appliances are electric, but you do have the option of installing gas if preferred. Pantry shelving is equipped with pull-outs. Working from home is a luxury in the oversized office/study, completely outfitted with a custom built-in desk and extensive shelving and drawers. The primary suite is a true homeowner's retreat, generously scaled to comfortably fit a king-sized bed, nightstands, and a dedicated sitting area. It offers two spacious walk-in closets and a spa-like ensuite bathroom complete with a water closet, a deep soaking tub, a glass-enclosed shower, and two separate vanities packed with storage. The two additional bedrooms are equally impressive, each featuring large windows and substantial closet space. Peace of mind and efficiency are built right into this structurally sound property. The majority of the windows and doors are hurricane-rated, supplemented by heavy-duty accordion shutters for the lanai sliding doors. Living here means enjoying a low-maintenance, resort-style lifestyle. The comprehensive HOA fee conveniently covers lawn care maintenance, high-speed internet, basic cable TV, and irrigation water. Beyond your front door, the neighborhood provides access to fantastic family amenities, including tennis, pickleball and basketball courts, a fully equipped workout center, a community pool & spa, and a playground. Have a piece of mind with a HVAC installed in 2023, a gas water heater from 2018 and a washer and dryer from 2021, and a NEW pool heater installed September 2026, all well maintained and in perfect working order. The location of Willow Bend offers not only a top rated gifted school district, its proximity to shopping, top rated hospitals and medical care, you are also close to some of the most beautiful beaches of Osprey, Nokomis & Venice. This lakefront masterpiece perfectly combines luxury, safety, and community—that you can start enjoying today!

1328 Thornapple Drive, Osprey

5749 Semolino Street, Nokomis
$515,000
2 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
MOTIVATED SELLER! FURNITURE NEGOTIABLE! Welcome to this stunning Taylor Morrison Roma model, nestled within the sought-after gated community of Bellacina by Casey Key. Offering 2 bedrooms, 2 bathrooms, and a versatile Flex/Den, this beautifully maintained home perfectly captures the very best of the Florida lifestyle — from its thoughtful interior upgrades to its world-class community amenities and unbeatable coastal location. From the moment you arrive, lush, professional landscaping and exceptional curb appeal set the tone. Inside, elegant tray ceilings, recessed lighting, and smart home features create an atmosphere of modern sophistication, while ceramic tile flows seamlessly through all main living areas. The bedrooms are appointed with warm, durable luxury vinyl flooring for added comfort. Every window is beautifully dressed — with Roman shades and window treatments throughout the home, lending a polished, cohesive look from room to room. The gourmet kitchen is a true showpiece, featuring striking white quartz countertops, white cabinetry, a gorgeous grey stone backsplash, a brand new dishwasher, and full pull-out cabinet storage — an entertainer's dream and an organizer's delight. The kitchen flows effortlessly into the main living areas, making everyday living as functional as it is beautiful. The primary suite offers a peaceful retreat, while the second bedroom features an en-suite option — a hallway door can be closed to create a completely private guest suite, ideal for visitors. The Flex/Den is a perfect space for a home office, den, hobby room, or study. Step outside to the extended lanai, complete with a remote controlled sunshade, where you'll enjoy serene pond views and the privacy of no neighbors behind — just a tranquil privacy wall framing your own lush tropical backyard retreat. For peace of mind, hurricane shutters protect the entire home. The two-car garage rounds out the package with sleek polyaspartic flooring and ample storage shelving for beach gear, tools, and everything in between. Beyond your front door, Bellacina by Casey Key delivers resort-style living at every turn. The spectacular amenity center — just a short stroll away — features a full-time Activities Director with a vibrant monthly social calendar, an elegant clubhouse with a catering kitchen and gathering room complete with a pool table, and a 24-hour fitness center. Outside, the heated resort-style pool is surrounded by private cabanas, lounge chairs, and umbrellas, complemented by an outdoor spa, two fire pits, and an outdoor grilling area perfect for gathering with neighbors and friends. Stay active with bocce ball, corn hole, four lighted pickleball courts, a Har-Tru tennis court, a playground, and scenic walking paths winding throughout the neighborhood. Two fenced dog parks and private access to the renowned Sarasota-to-Venice Legacy Trail round out an amenity package that is truly second to none. Golf carts are welcomed throughout the community, putting Nokomis Beach, nearby restaurants, shops, and local ice cream shops just a 10-minute ride away. Bellacina is also ideally positioned for exploring all that the Gulf Coast has to offer — just 5 miles from Venice Island, approximately 20 minutes from world-famous Siesta Key, and 30 minutes from downtown Sarasota and Sarasota-Bradenton International Airport. This is more than a home — it's a lifestyle. Offering the perfect blend of luxury, comfort, convenience, and coastal charm.

5749 Semolino Street, Nokomis

402 Ketch Way Unit 402, Nokomis
$439,900
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Hidden treasure in Nokomis just minutes from Nokomis Beach! Great location in the complex with private backyard area. Close to community docks and park facilities, including pool and clubhouse, pickle ball court, dog park, kayak storage and canal. Access to a canal just minutes from the Gulf of America's beautiful emerald waters. Fairwinds is so well located that you can walk, bicycle and drive to all the conveniences you may desire every day. This unit has been completely renovated with new kitchen, bathrooms and appliances just last year in 2025. In addition, a clothes dryer is also included. The new metal roof is just 2 years old. Home is offered fully furnish and is ready for the discriminating new buyer. Your new home in Fairwinds is very close to the beach, a marina with dry storage slips available and even some for sale. This property has the most desirable dock with a lift in the community. You have two waterfront restaurants to choose from with great sunset views and live music. Pops Tropical Grill and Pelican Alley both with water views! Don't forget when you want pizza or pasta enjoy the Paradise Bar & Grill. This is affordable living on the BEST Coast of Florida! All of this is located just about three miles from downtown Venice shops and great restaurants. Like live entertainment? Venice Theater produces some of the best live plays and more. Venice charm and more beaches to enjoy in a friendly neighborhood with regular planned activities. This is easy living where you can enjoy boating, dining and beaches all very close to home! This villa is a rare find, offering privacy, space, and natural light. Step inside and you'll find a home that has been thoroughly updated from top to bottom. Brand new appliances include a refrigerator, dishwasher, and range. The kitchen and bathrooms feature new cabinetry, and the electrical system has been fully upgraded with new wiring and a 200-amp panel. All water supply lines and plumbing fixtures were replaced in 2025. A new hot water heater rounds out the mechanical updates. Climate control is handled by a York system that is just a few years old and has a service guarantee. Your HOA covers it all: community pool is temperature controlled, clubhouse, water, sewer, cable TV, building insurance, reserve funds, and exterior and grounds maintenance — so you can truly lock and leave. When you're ready to enjoy the Florida lifestyle, the amenities are right outside your door: pickleball, bocce court, shuffleboard, a dog park, and a kayak/canoe launch surrounded by peaceful natural Florida landscaping. All of this just minutes from Nokomis Beach, Casey Key, historic downtown Venice, waterfront dining, shopping, and the Legacy Trail. Whether you're a seasonal visitor or a year-round resident, Fair Winds Village delivers the Gulf Coast lifestyle you've been looking for. Just ½ mile from the powder-soft sands of Nokomis Beach, this impeccably maintained villa is offered for sale for the by the owner of 15 years. Fully renovated from top to bottom, the home showcases timeless neutral finishes, generously sized bedrooms, a light-filled kitchen, and a seamless open-concept layout designed for effortless coastal living and entertaining. A rare highlight, your own private boat slip, offering direct access to the water and the ultimate Florida lifestyle.Situated in the highly desirable Fairwinds Village, a pet-friendly 55+ community,residents enjoy a vibrant yet relaxed setting with access to a clubhouse

402 Ketch Way Unit 402, Nokomis

320 Tropic Drive, Osprey
$185,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and lighting. The possibilities are endless as this space can be kept for leisure or used to build an additional home. The seller invested $28,000 in fundamental upgrades, includin g: New subflooring and moisture barrier, Laminate flooring throughout main living areas and bathrooms, and Fresh carpeting in bedrooms and the Florida Room. The interior features an open floor plan with two bedrooms. The primary suite includes dual walk-in closets and a ensuite bath. This home is light and bright with a comfortable Florida Room—perfect for morning coffee or evening relaxation. A large outdoor shed offers abundant storage and includes a washer and dryer. This desirable lot is located in the pet-friendly section of the park. Monthly dues include an impressive list of amenities: access to the clubhouse, heated community pool, lawn service, water, garbage pickup, sewer, cable TV, and internet. The Seller recently spent $28,000 on a new sub floor, new moisture barrier, New laminate flooring in kitchen, dining, great room, bathrooms, and hallway. New carpet in both bedrooms and Florida room. There’s even an on-site storage area for your boats, RVs, or kayaks for a small fee! The location is unbeatable—close to Casey Key, the Legacy Trail, Walmart, shopping, restaurants and the Nokomis and Siesta Key Beaches. You’re also just a short drive from historic downtown Venice and the lively attractions of downtown Sarasota. The community also offers an active clubhouse, heated pool, dog run, shuffleboard, exercise area, and regular social events.

320 Tropic Drive, Osprey

922 Casey Cove Drive, Nokomis
$1,995,000
2 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Virtually Staged. Vintage Waterfront Cottage on Casey Key. Quietly set on Casey Cove Drive, a private cul-de-sac just off Casey Key Road, this refreshed vintage cottage offers exceptional privacy and 180-degree Intracoastal Waterway views across Blackburn Bay. Located within a protected, minimal-wake cove, the setting is serene and timeless—where coastal breezes, open water views, and abundant marine life define everyday living. Boating is the heart of this property. A brand-new private dock with a 20,000 lb boat lift provides deep sailboat water and generous width to accommodate a large vessel, making spontaneous days on the water effortless. Set along the Intracoastal, the home offers direct access to the bay and Gulf beyond, ideal for boating, cruising, and waterfront exploration. Refreshed in 2024 and offered unfurnished, the two-bedroom, two-bath residence features luxury vinyl flooring, fresh interior paint, and new KitchenAid appliances. The rear living area opens to sweeping water views, creating a relaxed and inviting coastal atmosphere. Outdoor living includes a heated pool, in-ground spa, and covered patio overlooking the water—perfect for unwinding as dolphins and manatees pass by. Just a short walk to Nokomis Beach and only one mile from the Albee Bridge, with convenient access to Venice Island, downtown Sarasota, dining, shopping, and the Legacy Trail, this peaceful waterfront cottage delivers a rare boating lifestyle in an outstanding Casey Key location.

922 Casey Cove Drive, Nokomis

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