Osprey/Nokomis Homes with Tennis Court(s) Community Features

Osprey/Nokomis Homes with Tennis Court(s) Community Features

Welcome to the enchanting coastal communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These charming towns offer a perfect blend of serene living and vibrant lifestyle, making them ideal for those seeking a slice of paradise. With stunning beaches, lush parks, and a rich cultural scene, Osprey and Nokomis are renowned for their natural beauty and community spirit.

As you explore the real estate offerings in this picturesque region, you'll discover homes with tennis courts, a feature that adds an exciting dimension to your lifestyle. Imagine waking up to the gentle sound of waves and stepping out to your private tennis court for a morning match or an afternoon of practice with friends and family. These homes are designed for those who appreciate an active lifestyle, providing the perfect setting for tennis enthusiasts and social gatherings alike.

The communities in Osprey and Nokomis are known for their welcoming atmosphere and well-maintained amenities. Residents enjoy access to beautiful parks, scenic walking trails, and, of course, the stunning Gulf Coast beaches just a stone's throw away. Whether you're looking to enjoy a leisurely afternoon at the beach, a challenging game of tennis, or a delightful evening exploring local dining options, this area has something for everyone.

With a rich blend of outdoor activities, cultural attractions, and a tight-knit community, Osprey and Nokomis truly embody the essence of Florida living. Come discover your dream home in this idyllic paradise, where every day feels like a vacation!

Newest Osprey/Nokomis Homes with Tennis Court(s) Community Features

$848,600
3 Beds ⋅ 3 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Finally…the one you’ve been waiting for! This stunning 2021 Lazio model home offers 3 bedrooms, 3 full baths, a versatile Flex Room/Office & an expanded tandem 3-car garage. All thoughtfully enhanced with premium upgrades. Built with impact-resistant windows & sliding glass doors, this light-filled home features an open-concept floor plan with soaring 10-foot ceilings & 8-foot interior doors, creating a seamless blend of elegance, comfort & security. Easy-care tile flooring throughout & light coastal-inspired finishes create a warm & inviting atmosphere. At the heart of the home, the chef’s kitchen impresses with a natural gas range, upgraded stainless steel appliances, 42-inch solid-wood cabinetry and a large quartz island perfect for home gatherings. The adjacent dining area & expansive screened lanai provide effortless indoor-outdoor living, ideal for enjoying spectacular private views. A generous pantry, oversized breakfast bar & fabulous outdoor kitchen/bartop provide exceptional functionality for entertainment. The living spaces flow seamlessly to the extended screened lanai & custom-designed pool, featuring numerous upgraded water features that create a private outdoor retreat. The luxurious primary suite serves as a serene sanctuary, complete with an oversized walk-in closet & a spa-inspired bath featuring solid-wood cabinetry, quartz countertops, dual vanity areas & an expanded walk-in shower. Designed with both comfort & practicality in mind, this popular floor plan offers abundant storage, privately situated guest bedrooms, an enlarged laundry room & an expanded garage with plenty of room for all your Florida lifestyle essentials! Enjoy maintenance-free living in a gated, natural gas community with outstanding resort-style amenities, including a clubhouse, heated pool/spa, 24-hour fitness center, pickleball, tennis & bocce courts, fire pit, catering/outdoor kitchen & on-site property manager. Pet lovers will appreciate the 2 dedicated dog parks for your furry family members. Ideally located with easy access to Downtown Sarasota, charming Downtown Venice, world-renowned Gulf Coast beaches & private community access to the storied 20+ mile Legacy Trail, this move-in ready home exemplifies pride of ownership while offering the perfect blend of luxury, convenience & elevated coastal living. Don’t miss this exceptional opportunity!

5880 Semolino Street, Nokomis
$775,000
3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

260 Hidden Bay Drive Unit 402, Osprey
$974,900
3 Beds ⋅ 6 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Embrace the enchanting waterfront lifestyle you’ve always dreamed of with this breathtaking Easton floor plan, perfectly positioned on a premium and oversized lakefront lot that features a sparkling bright southern exposure. This remarkable home is crafted for today’s living, featuring three generously sized bedrooms and a den on the first floor, four full bathrooms, two half bathrooms, an oversized second story bonus room with full bath, and an impressive three-car garage. You will love the extended lanai, equipped with a luxurious outdoor kitchen designed specifically for the modern homeowner who enjoys entertaining and cooking al fresco. As you explore this exceptional residence, you’ll be captivated by the thoughtful upgrades seamlessly woven throughout. Feel secure behind hurricane impact windows and doors, while you relax and take in the high quality, luxury interior details such as elegant wood plank porcelain tile flooring that graces the downstairs, the stately 8-foot doors complemented by sophisticated baseboards and crown molding, and the stunning Restoration Hardware crystal chandeliers that add a refined touch of glamour to your living spaces. The expansive, open-concept kitchen is a true haven for any chef. It features upgraded white modern cabinets with soft-close drawers and doors and pull-outs, and striking granite countertops with matching backsplashes that enhance the elegance of the space. You will truly appreciate the well-thought-out split floor plan, ensuring your private primary suite is tucked away at the back, providing a peaceful retreat, while the additional bedrooms at the front are conveniently accessible. Plus, a spacious office/den elevates the functionality of your living area. Your lavish primary suite is designed for relaxation, showcasing two generous walk-in closets and a luxurious, oversized walk-in shower. Dual sinks and a handy separate linen closet add to the convenience. Guests will enjoy the thoughtfully designed second bedroom, which comes complete with its own en-suite bath featuring a walk-in shower, ensuring everyone’s privacy. Enjoy your hobbies in the incredible 600-square-foot upstairs multipurpose bonus room featuring its own private full bath, or if needed, use it as an additional bedroom. Step outside to discover a vast covered lanai, perfect for relaxation, along with a caged extended patio with panorama view screen. The outdoor kitchen is a culinary delight, complete with a spacious grill, sink, two beverage refrigerators, warming drawer, and an impressive stainless steel vent hood. Welcome to the vibrant Toscana Isles community, where an active lifestyle awaits! You can indulge in kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, all just a stone’s throw from your home. The fabulous 8,000-square-foot clubhouse invites you to explore an array of amenities including a state-of-the-art fitness center, a grand ballroom perfect for gatherings, and a billiards room for enjoyable game nights. Beautiful Nokomis Beach is just six miles away, a quick 10-minute drive! You’ll also find easy access to the Legacy Bike Trail and the vibrant downtown areas of Venice and Sarasota, brimming with culture, shopping, and gourmet dining options. Plus, the nearby new Sarasota Memorial Hospital Venice Campus ensures added peace of mind and accessibility. Dive into this wonderful lifestyle today, you truly deserve it!

289 Villoresi Boulevard, Nokomis
$400,000
2 Beds ⋅ 2 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
Welcome to effortless Florida living in the highly sought-after Venetian Golf & River Club. This beautifully maintained 2-bedroom, 2-bath residence with a private den offers 1,653 square feet of thoughtfully designed living space, combining comfort, style, and low-maintenance living in one of Venice's premier gated communities. From the moment you arrive, you'll appreciate the lush tropical landscaping and inviting courtyard entry. Inside, the open-concept floor plan is filled with natural light and enhanced by IMPACT WINDOWS, tray ceilings, crown molding, and elegant architectural details throughout. The versatile den with French doors provides the perfect space for a home office, reading room, or guest overflow, while the bright Florida room seamlessly extends your living space. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, quality appliances, abundant cabinetry, and generous prep space overlooking the main living areas. The private owner's suite offers a peaceful retreat with tranquil preserve views and an ensuite bath complete with dual granite vanities, a walk-in shower, and a spacious walk-in closet. A comfortable guest bedroom and full bath provide privacy for family and visitors. Step outside to the extended screened lanai, where you can enjoy peaceful preserve views, morning coffee, or evening cocktails surrounded by nature. The private courtyard creates an additional outdoor living space perfect for relaxing or entertaining guests. Residents of Venetian Golf & River Club enjoy an exceptional resort lifestyle with a stunning clubhouse, resort-style pool, lap pool, fitness center, tennis, pickleball, fine dining, an active social calendar, scenic walking trails, and access to the beautiful Myakka River Park. Optional golf membership is available on the championship 18-hole course. Conveniently located just minutes from historic downtown Venice, Gulf beaches, Wellen Park, shopping, dining, and Interstate 75, this home offers the perfect blend of luxury, convenience, and the Florida lifestyle you've been dreaming of.

225 Mestre Place, North Venice
$599,900
2 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Make an appointment to see this beautifully maintained, original-owner residence in the gated Venetian Golf & River Club. Offering 2 bedrooms, 2 baths plus an office, 1,994 square feet of thoughtfully designed living space, this single-story home reflects true pride of ownership—and it is every bit as impressive as the photos. The open, light-filled floor plan features crown molding, tray ceilings and spacious living areas designed for everyday comfort and entertaining. The well-appointed kitchen offers stainless steel appliances, ample cabinetry and generous workspace. The primary suite provides a peaceful retreat, while two additional rooms provide flexibility for guests, a home office or hobbies. Outdoors, the screened lanai and extended under-cover lanai overlook a tranquil water and the 18th fairway and golf club house, creating an inviting setting for morning coffee, relaxing or enjoying Florida sunsets. Venetian Golf & River Club is an amenity-rich community featuring a clubhouse, resort-style and lap pools, fitness center, tennis and pickleball courts, nature trails, and a riverside boardwalk leading to the Myakka River. Golf memberships are available for the community’s 18-hole course. Conveniently located near Gulf beaches, historic downtown Venice, shopping, dining, medical facilities and Interstate 75, this exceptional home offers comfort, recreation and the Florida lifestyle in a beautifully maintained setting.

185 Savona Way, Nokomis
$698,713
3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
The Da Forli Model, built by WCI, with expansive, serene GOLF COURSE, LAKE and PRIVATE PRESERVE Views. A covered Loggia entry to light filled foyer with views of the great room. Sliders lead you out to the large screened lanai with heated pool and spa overlooking the Golf Course, Lake and Private Preserve Views! The home has many upgrades including: custom tile flooring, lots of natural lighting, soaring and custom tray ceilings, 2 zone A/C, central vac system, surround sound system, custom architectural arches, a 2 CAR GARAGE PLUS GOLF CART PARKING! 3 Bedrooms, 3 full baths plus a Den/Office, BEING SOLD TURN_KEY FURNISHED! The kitchen is a dream for the chef or host as it open to the family room, a cafe style dining area with access for pool side entertaining. Stainless steel appliances, a gas range, breakfast bar, lots of cabinetry and stunning granite counters; just a few steps to the great room and formal dining room. For owners you have a large suite with soothing views, tray ceilings, his and her closets, a luxurious bath with both a garden tub and walk in shower, dual sinks and a private water closet. 2 guest suites, stunningly appointed to create a warm cozy environment, feature a jack and jill bath making it very convenient. Your guests and family will have plenty of space with the family room and the great room both with golf course, lake and calming preserve views. You will find a double door entry to the office/den/study or 4th bedroom (desk insert area can be converted to closet) and just outside its doors a private bath. The oversized two car garage has room for 2 cars and your golf cart! The home was constructed with hurricane hardening features including impact resistant rated windows and full shutter coverage on lanai. Venetian and Golf and River Club is a gated community with many fine amenities including an 18-hole championship golf course, large, heated pool and lap pool, six Har-Tru tennis courts, a nature trail, first class fitness center and exercise room with classes. The River Club also boasts a poolside Tiki Bar and fine dining in its restaurant. About 3 miles to Venice beaches , attractions of downtown Venice and the reassurance of the services offered by the newly completed renowned Sarasota Memorial Hospital.

194 Montelluna Drive, North Venice
$1,900,000
5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey
$380,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Experience the best of Florida living in Toscana Isles, a gated, resort-style community in Nokomis offering an exceptional blend of comfort, convenience, and lifestyle. Built in 2023 and being offered furnished, this beautifully maintained 3-bedroom, 2-bath residence is truly move-in ready. The open-concept floor plan features quartz countertops, stainless steel appliances, a spacious island, ceramic tile flooring throughout the main living areas, and a screened lanai overlooking peaceful pond views. Whether you're enjoying morning coffee on the lanai, entertaining friends in the bright, open living spaces, or taking advantage of the community's outstanding amenities, every day feels like a getaway. Residents enjoy an 8,000-square-foot Tuscan-inspired clubhouse, resort-style infinity pool overlooking the lake, state-of-the-art fitness center, tennis and pickleball courts, bocce ball, playground, scenic walking paths, and an active social calendar. Ideally located just east of I-75, Toscana Isles offers quick access to Sarasota Memorial Hospital - Venice, historic downtown Venice, Venice Beach, Nokomis Beach, and the Gulf beaches. Dining, shopping, golf, boating, and the Legacy Trail are all just minutes away, making this an exceptional full-time residence, seasonal escape, or investment in the Florida lifestyle. Come discover why Toscana Isles is one of Nokomis' most sought-after communities.

229 Teramo Way, Nokomis
$825,000
3 Beds ⋅ 2 Baths ⋅ Inlets SubDv. ⋅ 34275 Zip Code
Welcome to The Inlets, a highly sought-after waterfront community located just one mile from Nokomis Beach, where boating and golf cart living are part of the daily lifestyle. This beautifully maintained canal-front pool home offers a desirable south-facing backyard, private dock with boat lift, and exceptional updates, including a new roof and pool cage (2025) and a new electrical panel (2026). The popular Catalina floor plan features high ceilings, an open-concept design, tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a split-bedroom layout for added privacy. The spacious primary suite includes dual walk-in closets, an en-suite bath with dual vanities and a walk-in shower, garden tub, and sliding glass doors opening to the covered lanai and screened pool. The third bedroom has been thoughtfully converted into a custom office with built-in shelving, storage, and a corner desk, providing an ideal work-at-home space. Accordion shutters protect the oversized lanai and exterior, while Flood Zone X-500 offers added peace of mind. Monthly HOA fees include cable TV, high-speed internet, lawn maintenance, exterior insurance, and access to outstanding resort-style amenities, including a heated pool and spa, fitness center, tennis and pickleball courts, clubhouse, and a full calendar of social activities. Pet-friendly with two pets allowed under 40 pounds, this exceptional home is also available turnkey furnished with some exceptions, making it the perfect opportunity to begin enjoying Florida's coveted waterfront lifestyle.

103 Inlets Boulevard Unit 103, Nokomis
$1,149,900
3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Enjoy long, private lake views and peaceful rising sun mornings from this highly desirable Francesca model in the Venetian Golf & River Club. Loved for its open concept and natural flow, this floor plan features tall ceilings with crown molding, Italian tile in the main living areas, an updated kitchen, and warm natural light that fills the home at daybreak. Impact windows and doors provide year round confidence, complemented by automated Storm Smart hurricane shutters at the front entry and across the entire lanai. A new roof was installed in 2025 for added peace of mind. The split layout offers 3 bedrooms, 3 full baths (including a convenient pool bath), an office/den, and a versatile flex room ideal for fitness, hobbies, or storage. The true dining room includes plantation shutters, and all bedrooms feature carpeting and ceiling fans for comfort. Outdoor living embraces the tranquil lake backdrop, where preserve views on both sides create a sense of privacy and calm. The large infinity edge pool and spa overlook shimmering water and morning wildlife activity, with a newer pump, pop up cleaners, and generous deck space perfect for quiet coffee moments or relaxed entertaining. A 3 car side load garage, oversized paver driveway, and additional parking pad provide excellent convenience and functionality. Located in the gated, amenity rich Venetian Golf & River Club, residents enjoy dining, fitness, tennis, pickleball, nature trails, and optional golf. All of this is just minutes from shopping, multiple beaches, dining, and I 75—an ideal blend of comfort, thoughtful updates, and peaceful lakefront living.

286 Pesaro Drive, Nokomis
$172,000
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Rare “Treehouse” Condo Available in Pine Run! Thinking of making the move to Florida? This charming one-bedroom condominium is the perfect place to start. Or just want a tiny house for ease of living? This is it! Bright and airy, the home features soaring cathedral ceilings and abundant natural light from both the east and west. The spacious living room opens through sliding glass doors to a balcony, creating a seamless indoor-outdoor living experience. Master bedroom with en-suite bath, vaulted ceiling and another balcony! The updated kitchen boasts beautiful butcher block countertops and you’ll enjoy peace of mind that comes with a NEW TANKLESS HOT WATER HEATER. Pine Run is a vibrant, amenity-rich community offering tennis and pickleball courts, two swimming pools, a clubhouse with a fitness room and over 20 acres of mature trees, lush landscaping and a scenic pond with water feature. Ideally located between Sarasota and Venice, you’ll be just minutes from the beautiful beaches of Siesta Key and Nokomis Beach. Shopping, dining and everyday conveniences along with the Intracoastal Waterway and one of the area’s favorite waterfront restaurants, Casey Key Fish House & Tiki Bar are all just a walk away! Come take a look - your new lifestyle is waiting - make it your own!

701 Pine Run Drive Unit 701, Osprey
$425,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with maintenance-free grounds and an all-inclusive HOA that covers insurance, roof, exterior maintenance, landscaping, roads, pool and tennis facilities, docks/boat slips, cable TV, high-speed internet, water, trash and sewer. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated kitchen featuring raised panel maple cabinetry and new countertop, The vaulted-ceiling living room offers tranquil lake views overlooking the bay, with many evenings capped by stunning sunsets over the Bay. STORAGE! in addition to the garage there is an interior attic! Outside, a 587 sqft courtyard with a hot tub invites outdoor relaxation and entertaining and expands the indoor-outdoor living space to 2,161 sqft Community amenities include a heated bayside swimming pool, tennis court, a fishing pier, kayak launch, and dockage for 10 boats—complete with electric and water—available to residents at NO COST. This is a very private location. Located directly on Little Sarasota Bay with no fixed bridges near MIDNIGHT PASS, residents enjoy the highly sought-after Osprey location close to Siesta Key and Sarasota’s rich cultural attractions. Nokomis beach is only a few miles away. Enjoy waterfront dinning at Casey Key Fish House, The Point and Deep Lagoon Oyster House. Highly-rated medical facilities, major airports, and shopping destinations are within close driving distance. You have arrived at your final destination.

780 Sarabay Road Unit 16, Osprey
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