Osprey/Nokomis Homes with Awning(s) Exterior Features

Osprey/Nokomis Homes with Awning(s) Exterior Features

Welcome to the charming communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These picturesque towns offer a unique blend of coastal beauty and small-town charm, making them perfect for those seeking a tranquil lifestyle with easy access to the vibrant culture of the Sunshine State.

Osprey, known for its lush landscapes and serene waterways, is a haven for outdoor enthusiasts. Whether you enjoy kayaking in the tranquil waters of the Intracoastal Waterway or exploring the scenic trails of Oscar Scherer State Park, there’s no shortage of natural beauty to enjoy. Meanwhile, Nokomis boasts a laid-back atmosphere, with beautiful beaches just a stone’s throw away, perfect for sunbathing or enjoying a sunset stroll.

When it comes to real estate, Osprey and Nokomis are home to a variety of charming properties, many featuring delightful exterior elements like awnings. Homes with awnings not only add a touch of elegance to the façade but also provide much-needed shade for those warm Florida days. Imagine sipping your morning coffee on a sun-drenched patio, sheltered beneath a stylish awning, as you soak in the serene surroundings.

Both communities offer a range of housing options, from cozy single-family homes to luxurious waterfront estates. With their friendly neighborhoods and close-knit communities, Osprey and Nokomis are ideal for anyone looking to embrace the Florida lifestyle. Discover your dream home in this enchanting part of Sarasota County, where every day feels like a vacation!

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

$749,900
3 Beds ⋅ 2 Baths ⋅ Willow Bend SubDv. ⋅ 34229 Zip Code
Virtually Staged. Welcome to your ultimate lakeside maintenance free sanctuary! 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
$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
$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
$554,990
5 Beds ⋅ 4 Baths ⋅ Vistera Of Venice SubDv. ⋅ 34275 Zip Code
Under Construction. Design excellence and attention to detail make every day amazing with The Lennox floor plan by David Weekley Homes. Natural light shines on the sensational open-concept living spaces through energy-efficient windows. A contemporary kitchen is nestled at the heart of this home, offering an open view of the gathering spaces from the center island. Escape to the comfort of the Owner’s Retreat, where a splendid Owner’s Bath and walk-in closet. Each secondary bedroom offers ample privacy and personalization potential. Gather together for family movie nights and create cherished memories in the upstairs retreat. **This property offers a limited time 7% employee pricing incentive.

600 Allora Avenue, Nokomis
$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
$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
$9,750,000
3 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round enjoyment. Inside, an open-concept floor plan anchors the living spaces around a chef’s kitchen, ideal for both intimate gatherings and entertaining on a grand scale. Flow between indoor and outdoor living is effortless, encouraging a lifestyle defined by sunsets, sea breezes, and coastal luxury. Perfectly positioned near the Blackburn Point Bridge for easy access on and off the Key, this pre-construction opportunity is an exclusive chance to secure a design-driven Gulf retreat. For those interested in acquiring only the land, please refer to MLS#A4664853.

3761 Casey Key Road, Nokomis
$2,700,000
6 Beds ⋅ 7 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Multigenerational living behind the gates of The Oaks Golf & Country Club. Set on a rare double lot at the end of a quiet cul-de-sac, this exceptional home is perfectly positioned on the 1st hole of the Heron Course, capturing sweeping golf course and clubhouse views—just minutes from Siesta Beach and Casey Key. The main residence offers 4,700+ square feet, complemented by a private 1,500+ square foot guest house—ideal for extended family or long-term guests. Outdoor living is elevated with a pool and spa, outdoor kitchen, private guest laundry, and some of the most captivating views in the community. At The Oaks, coastal sophistication unfolds across 36 championship fairways, tennis and pickleball courts, with endless opportunities for recreation, dining, and connection. Membership required.

236 Saint James Park, Osprey
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