Osprey/Nokomis Homes with Waterfront

Osprey/Nokomis Homes with Waterfront

Welcome to the enchanting communities of Osprey and Nokomis, nestled along the picturesque Gulf Coast of Florida in Sarasota County. These charming towns are known for their serene waterfront properties, where the tranquil waters of the Gulf of Mexico meet the lush landscapes of Florida’s natural beauty.

Osprey, a hidden gem, boasts a rich history and a vibrant arts scene. With its proximity to the stunning Oscar Scherer State Park, residents enjoy endless opportunities for outdoor activities, including hiking, biking, and birdwatching. The charming shops and delightful eateries in the area offer a perfect blend of local flavor and coastal charm.

Just a stone's throw away lies Nokomis, a quaint community that offers a laid-back lifestyle with its beautiful beaches and warm, welcoming atmosphere. The stunning Nokomis Beach is a favorite among locals, providing a perfect spot for sunbathing, swimming, and watching breathtaking sunsets.

For those seeking a home with a view, Osprey and Nokomis feature an array of exquisite waterfront properties. Imagine waking up to the gentle sound of waves lapping against the shore, with stunning vistas of the water right outside your window. Whether you prefer a spacious single-family home, a luxurious condo, or a cozy cottage, the options are as diverse as the residents themselves.

Living in Osprey and Nokomis means embracing a lifestyle that celebrates both relaxation and adventure. With vibrant communities, beautiful beaches, and an abundance of waterfront homes, this area is truly a paradise waiting to be discovered. Come explore the magic of Osprey and Nokomis, where your dream home by the water awaits!

Newest Osprey/Nokomis Homes with Waterfront

$599,000
2 Beds 2 Baths A4703484 MLS 5100 BLDG.
Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence of coastal Florida living, from spectacular sunsets and gentle sea breezes to easy access for kayaking and boating. Thoughtfully renovated, the residence offers a fresh, modern feel with laminate wood flooring throughout, plantation-style window shutters, updated lighting and new vertical drapery on the sliding doors. The open living and dining areas flow seamlessly to the spacious screened lanai, where expansive water views create a beautiful setting for morning coffee, afternoon relaxation or sunset entertaining. The updated kitchen features quartz countertops and backsplash, stainless-steel appliances replaced in 2022, a new faucet and disposal, and thoughtfully added cabinet drawers for enhanced storage and functionality. Both bathrooms were beautifully updated in 2022 with new cabinetry, sinks, granite countertops, backsplashes, faucets, mirrors and fresh paint. The spacious primary suite enjoys tranquil water views, three closets—including two walk-ins—and a generous ensuite bath. The guest bedroom features a walk-in closet and convenient access to the second bath, creating a comfortable private suite for guests. The den adds valuable flexibility as a home office, reading room or occasional third bedroom. Additional improvements include a new HVAC system in 2023, water heater, washer and dryer in 2022, and a new metal community roof installed in 2025. HOA fees include water, sewer, cable and Wi-Fi, leaving electric as the primary utility expense. Blackburn Harbor is an inviting gated waterfront community surrounded by lush tropical grounds and an active social atmosphere. Residents enjoy a heated pool, fitness center, tennis, pickleball, shuffleboard, clubhouse, walking paths, waterside gathering areas, grills and a kayak launch. Boat dockage is available for approximately $252 per month, offering the rare opportunity to keep your boat close to home and enjoy the waterways at your leisure. Located minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping and dining, this is a wonderful opportunity to enjoy the best of the Sarasota-area waterfront lifestyle—with the updates already done and nothing left to do but settle in and enjoy.

5100 Jessie Harbor Drive Unit 404, Osprey/Nokomis

$3,650,000
4 Beds 4 Baths A4703728 MLS
Tucked away at the end of Cutlass Bayou, this extraordinary 1.2-acre private peninsula offers a setting that is increasingly difficult to find on Casey Key. Completely redone and sold furnished this property is Surrounded by water on three sides with approximately 900 feet of shoreline, the property feels like its own secluded island retreat, with sweeping bay views, protected water, mature tropical landscaping, and deeded access to the sandy beaches of the Gulf of Mexico. The property is anchored by a charming 1950 main residence with a separate guest suite, accompanied by a distinctive 1968 artist studio designed by noted architect Edward “Tim” Seibert", an important contributor to Sarasota’s celebrated mid-century modern architectural movement. Together, the structures offer a glimpse into the architectural character that has long made Casey Key so special. Wander beneath a canopy of mature trees along the southern shoreline, where meandering trails lead to a peaceful waterfront deck—a quiet place to read, relax, or simply enjoy the shade and solitude. On the northwest point, wide-open bay views provide the backdrop for a waterfront Tiki hut with an outdoor kitchen and bar, ideal for sunset cocktails, entertaining friends, or preparing the day’s fresh catch. Just steps from the main residence, the bayfront swimming poo overlooks the water and offers the perfect place to cool off after a day of boating, fishing, paddleboarding, or exploring the Intracoastal Waterway. Along the protected northern harbor of the bayou, plans are available for a proposed substantial new dock, creating exciting possibilities for the boating enthusiast. And when the Gulf is calling, simply cross Casey Key Road to your deeded Gulf beach easement and enjoy the sand, surf, and spectacular sunsets that define the Casey Key lifestyle. The opportunity here is as remarkable as the setting. With 1.2 acres, extraordinary shoreline, Gulf access, bayfront living, and remarkable privacy, the possibilities are compelling. Located on desirable Casey Key, between Siesta Key and the Island of Venice, the property offers a rare combination of seclusion and convenience. Blackburn Point Road provides easy access on and off the island, while restaurants, boutiques, shopping, Sarasota, Venice, and I-75 are all within convenient reach. A magical lane. A private peninsula. Bay on three sides and the Gulf just across the road. This is more than a waterfront property—it is an opportunity to create your own legacy on Casey Key.

3780 Cutlass Bayou Road, Osprey/Nokomis

$349,900
3 Beds 2 Baths A4703157 MLS 130 BLDG.
Expansive lake views await you on the largest condo lake in Toscana Isles! With a brand new roof, this bright and airy 3-bedroom plus den condo is ideally situated to offer stunning, unforgettable views, and it comes fully furnished! This spacious floor plan features an open kitchen complete with a large center island, white cabinets with 42-inch upper cabinets, granite countertops, a stylish backsplash, stainless steel appliances, an upgraded Bosch dishwasher, and a generous walk-in pantry. Additional upgrades include motorized lanai shades, new lighting in the living area, designer ceiling fans, a UV light in the HVAC system, blinds, and window coverings. The owner's suite boasts an en-suite bathroom with double sinks, a walk-in shower, and a walk-in closet. The two additional bedrooms are located at the front of the unit, providing privacy for your guests. Finishes throughout the main living area and den include large neutral tiles installed diagonally, complemented by designer paint for a coastal ambiance. Relax and unwind on your spacious screened balcony as you take in the exceptional lake views and shimmering waters, enhanced by the sought after bright southeast exposure. Toscana Isles is a gated, resort-style community that focuses on an active lifestyle with landscape maintenance included. Enjoy kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, right from your backyard. The 8,000-square-foot clubhouse features a fitness center, ballroom, billiard room with a big-screen TV, and courts for tennis, pickleball, and bocce. Toscana Isles offers easy access to the beautiful Suncoast Beaches, just 10 minutes away, as well as the Legacy Bike Trail and the vibrant downtowns of Venice and Sarasota, which boast a rich cultural life, excellent shopping, and gourmet restaurants. And, Sarasota Memorial Hospital recently opened its new Venice campus nearby. Call today for a private showing! New roofs are currently being installed on the condominiums.

130 Porta Vecchio Bend Unit 202, Osprey/Nokomis

$1,350,000
3 Beds 3 Baths A4702898 MLS
Talon Preserve on Palmer Ranch. Experience an extraordinary blend of coastal charm and contemporary luxury in this nearly new, model-like dream home! Featuring 3 welcoming bedrooms, 3 elegantly designed baths, and a versatile den, this property is everything you’ve been dreaming of. Imagine spending your days by a heated, custom-designed pool and spa, all situated on an impressive oversized lot with breathtaking views of a serene lake and lush preserve, truly a picturesque setting! This outstanding residence showcases the highly coveted Reverence floor plan, complete with luxurious upgrades that discerning buyers desire. Boasting over $161,000 in builder enhancements, a stunning $178,000 custom pool and spa, plus an additional $30,000 in chic post-construction upgrades, this home is perfectly move-in ready! Every detail has been thoughtfully selected, from the level 6 coastal wood-look wide plank porcelain tile flowing throughout the main living areas to the level 5 cabinetry, exquisite quartz countertops, sleek built-in appliances, and smart home features including Cat 6 wiring and in-ceiling speakers. The spacious Great Room extension is perfect for entertaining, and you’ll appreciate the the look of the seamless zero-corner sliders that invite the outdoors in. You'll also enjoy the convenience of a full third bathroom. The centerpiece of this property? The spectacular custom pool! Designed with an expansive raised hot tub that cascades into the pool, enhanced with designer glass tiles, a welcoming sunshelf, stunning water bowls with a tranquil waterfall feature, and a generous 50x40 deck all surrounded by unparalleled views overlooking the peaceful lake and preserve behind. Additional luxurious home finishes include stylish wall treatments in each bedroom and bath, and the Great Room, stylish barn doors for the den and primary bath, luxurious walk-in showers in all baths, and elegant light fixtures and ceiling fans that elevate the atmosphere throughout. Enjoy the thoughtful split bedroom layout providing privacy with the primary suite ideally situated at the back and two guest suites at the front connected by a convenient Jack-and-Jill bathroom featuring dual sinks and a shower. The front office features custom wall details and a roomy walk-in closet for storage. For those in need of extra space, the oversized storage garage, or "Florida Basement," that is an additional 10x8 storage room added to the oversized two-car garage. To make your transition into this stunning home easier, the entire furniture package from Arhouse and a Stressless sectional are available for purchase via a separate bill of sale. Living in Talon Preserve, Palmer Ranch’s newest treasure, is truly exceptional. With resort-style amenities that include a heated pool and hot tub, the full-service Hideaway Bar & Grill, and a sprawling 18,000 sq ft clubhouse featuring a full service bar, state-of-the-art gym and yoga/ballet studio, and game rooms, there’s something for everyone. Enjoy activities like pickleball, tennis, and bocce ball, plus a dog park and direct gated access to the scenic Legacy Trail for walking and biking. Conveniently located just 4.5 miles from Nokomis/Casey Key Beach and easily accessible to downtown Sarasota and Venice, Sarasota Memorial Hospital, gourmet dining, and top-notch shopping, this home is a must-see! Call today to schedule a private showing, and be sure to request the comprehensive list of upgrades!

14582 Bald Cypress Way, Osprey/Nokomis

$529,999
3 Beds 2 Baths O6433794 MLS
Virtually Staged. NEW! Seller offering a $12,000 DESIGN CREDIT Welcome to your Florida retreat in the desirable gated golf community of Calusa Lakes! Tucked away in the maintenance-free Woodland Trails neighborhood, this spacious 3-bedroom, 2-bath home offers nearly 2,300 square feet of comfortable living space, mature tropical landscaping, and a peaceful water view overlooking the 5th-hole tee box of the Calusa Lakes Golf Course. NEW ROOF- 2018. NEW WATER HEATER- 2025 The open-concept floor plan features soaring ceilings, abundant natural light, a spacious kitchen with breakfast bar, and expansive sliding glass doors that open to the screened lanai. Step outside and unwind in your private spa while enjoying the tranquil surroundings—or take advantage of the community's heated pool. The generous 0.26-acre lot also provides the opportunity to add your own private pool. The split-bedroom design offers privacy, while the spacious primary suite features direct lanai access, dual vanities, a garden tub, and a separate walk-in shower. Recent updates include a tile roof (2018), water heater (2025), and recently serviced HVAC, providing added peace of mind. Calusa Lakes offers a wonderful Florida lifestyle with scenic lakes, mature trees, tennis courts, a clubhouse, and a semi-private golf course. Conveniently located near the Gulf beaches, dining, shopping, cultural attractions, and Sarasota Memorial Hospital. Whether you're looking for a full-time residence, seasonal escape, or your own piece of the Florida lifestyle, 2087 Timucua Trail is a home you won't want to miss!

2087 Timucua Trail, Osprey/Nokomis

$968,400
3 Beds 5 Baths N6145302 MLS
Don’t miss the opportunity to see this beautiful waterfront home in the sought-after Toscana Isles community. This popular Wheaton model offers an open and inviting floor plan featuring a spacious living area, kitchen, and dining area, three bedrooms, a versatile flex room, three full bathrooms, and two half baths. A Smart Home with integrated technology for enhanced convenience, comfort, and security. Over $100K in upgrades and enhancements have transformed this home into a beautifully appointed residence. The kitchen is designed for both everyday living and entertaining, featuring a large quartz counter perfect for casual dining, along with a separate dining area enhanced by an aquarium window that brings the beautiful outdoor views inside. The range also includes a convenient air-fryer feature and meat probe. The living area opens to the spacious lanai through three impact-resistant sliding glass doors, creating a seamless indoor-outdoor living experience. Impact windows throughout the home provides an added peace of mind. Step outside to your own private resort-style retreat, complete with an outdoor kitchen and expansive panoramic, screen enclosed lanai. Relax in the hot tub while enjoying peaceful views of the pond, with a fountain, and gorgeous Florida sunsets. Enjoy your thoughtfully prepared lanai for future outdoor living enhancements, featuring a dedicated 240V/50-amp electrical receptical ready to support the addition of a future pool! Perfect for entertaining guests or simply unwinding as you enjoy the feeling of being on vacation every day. A three-car garage provides plenty of room for vehicles, golf cart, hobbies, including four large storage racks and a 240V/50 amp outlet. This exceptional waterfront home combines comfortable living, fabulous outdoor spaces in one of Toscana Isles most desirable settings. Toscana Isles amenities include a clubhouse, fitness center, resort infinity pool, pickleball/tennis courts, bocce ball, dog park, and connected lakes for fishing and kayaking. Nokomis Beach, Venice Beach and downtown Venice with restaurants and shopping are 6 miles away. Conveniently located minutes to Sarasota Memorial Hospital-Venice. Travel to Sarasota, Punta Gorda, Fort Myers or Tampa airports all conveniently situated within one hour of this home. For those that enjoy the outdoors go for a walk or bike ride on The Legacy Trail. Make an appointment today to view this Florida lifestyle comfortable home.

292 Villoresi Boulevard, Osprey/Nokomis

$624,900
3 Beds 2 Baths A4701434 MLS
Sweeping lake and golf course views at this residence perfectly positioned on a quiet cul-de-sac overlooking the 18th tee box in the maintenance-free section of Venetian Golf & River Club. Originally built as a WCI model, this thoughtfully designed home showcases quality upgrades throughout, including an extended great room and primary suite. Light-filled open floor plan with tray ceilings, crown molding, ceramic tile flooring laid on the diagonal, and plantation shutters. Full wall of sliding glass doors that frame the breathtaking views while opening seamlessly to the outdoor living area. The spacious eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, and a separate dining room that can also serve as a flexible living space. The split-bedroom floor plan provides privacy for owners and guests. Wake up to tranquil water views from the spacious primary suite, complete with two walk-in closets and en-suite bath featuring split vanities, soaking tub, separate shower, and private water closet. Step outside to your private oasis, where an oversized screened lanai offers a heated pool and spa, expansive covered seating area, stone paver deck, and bronze screen enclosure. Lush tropical landscaping and perfectly positioned to enjoy the picturesque lake and golf course setting. Hurricane shutters for peace of mind. Lawn maintenance included through the HOA for truly carefree living. Venetian Golf & River Club offers a resort-style lifestyle with 24-hour gated security, two community pools, the River Club with dining and tiki bar, tennis and pickleball courts, fitness center, and an active social calendar. Optional membership is available for the 18-hole Chip Powell championship golf course. Nestled along a 70-acre nature preserve bordering the Myakka River and just minutes from shopping, dining, healthcare, historic downtown Venice, and the area's beautiful Gulf beaches, this is Florida living at its best.

165 Palazzo Court, Osprey/Nokomis

$445,000
3 Beds 2 Baths A4701793 MLS
Custom finishings, custom-built cabinets, plantation shutters throughout! Storm Smart electric screens, hurricane impact windows. Newer air conditioner, newer appliances. Go outside to your private screened lanai and experience one of the home's most desirable features, peaceful water views framed by a lush greenspace backdrop that provides privacy and a picturesque natural setting. Whether you're enjoying your morning coffee as the sun rises over the water or unwinding with evening cocktails, this tranquil outdoor retreat offers the ideal place to relax, entertain, and embrace Florida's indoor-outdoor lifestyle. Another one of the many features of this home is the hard-plumbed natural gas for all your outdoor grilling needs. 129 Treviso is an exceptional opportunity in the prestigious, maintenance-free, gated community of Venetian Golf & River Club. Ideally on a quiet cul-de-sac, this beautifully maintained residence offers the ideal blend of luxury, comfort, and the Florida lifestyle buyers dream about. From the moment you arrive, you'll appreciate the home's inviting curb appeal, thoughtfully designed floor plan, and light-filled living spaces that create an atmosphere of warmth and elegance. The open-concept design flows effortlessly, making everyday living and entertaining equally enjoyable. The spacious kitchen serves as the heart of the home, overlooking the great room and dining area while providing generous custom cabinetry, ample workspace, and a layout ideal for gathering with family and friends. The private owner's suite is a relaxing retreat, featuring a spacious bedroom, luxurious en-suite bath and generous walk-in closets. Comfortable guest accommodations provide privacy for family and visitors alike. Living in the highly sought-after Venetian Golf & River Club, residents enjoy an exceptional resort-style lifestyle featuring an 18-hole championship golf course, elegant clubhouse with dining, resort-style swimming pool, state-of-the-art fitness center, tennis courts, pickleball, lap pool, 75 acres of nature trails and a scenic boardwalk leading to the Myakka River. The community's prime North Venice location places you just minutes from Gulf beaches, historic downtown Venice, shopping, dining, Interstate 75, the new Sarasota Memorial Hospital and Sarasota's vibrant cultural attractions. Whether you're searching for a full-time residence or the ideal seasonal retreat, this home offers the rare combination of location, lifestyle and value in one of Southwest Florida's premier gated golf communities. Schedule your private showing today and discover why so many buyers choose to call Venetian Golf & River Club home.

129 Treviso Court, Osprey/Nokomis

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