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

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

Welcome to the charming coastal enclave of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. This picturesque region offers a delightful blend of natural beauty, vibrant community life, and a rich cultural tapestry. With its stunning beaches, lush parks, and serene waterways, Osprey and Nokomis provide a tranquil escape while still being close to the bustling amenities of nearby Sarasota.

One of the standout features of this area is its exceptional homes with tennis court community amenities. Imagine waking up each day to the sun-drenched beauty of Florida, with the option to step outside and engage in a friendly match on your very own tennis court. These communities are designed for those who appreciate an active lifestyle, combining the joys of tennis with the luxury of spacious, beautifully designed homes.

In addition to tennis courts, residents of Osprey and Nokomis enjoy a host of community features that enhance the living experience. From resort-style swimming pools to well-maintained walking trails, the neighborhoods here are perfect for families, retirees, and anyone looking to embrace a vibrant, outdoor-oriented lifestyle.

Local parks, such as the serene Oscar Scherer State Park, offer hiking trails and opportunities for birdwatching, while the nearby Gulf of Mexico beckons with its sandy shores and stunning sunsets. With convenient access to shopping, dining, and cultural attractions, Osprey and Nokomis truly represent the best of Florida living. Come discover your dream home in this idyllic community, where leisure and luxury meet!

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

102 Windward Drive, Osprey
$1,047,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.

102 Windward Drive, Osprey

32 Inlets Boulevard Unit 32, Nokomis
$400,000
2 Beds ⋅ 2 Baths ⋅ Inlets SubDv. ⋅ 34275 Zip Code
Welcome to a gated community that most drive right past without knowing what’s inside. This turnkey 2-bedroom, 2-bath home sits on a corner lot, which means extra breathing room, more natural light, and a little more privacy than you’d find on an interior lot. The kitchen has been updated and comes with stainless steel appliances, so you can cook, host, or just make a good cup of coffee without changing a thing. The primary bath has also been refreshed, and the home has been well cared for throughout. The hot water heater is newer, replaced in 2022, which is one less item on your to-do list. Everything here is ready to go. Bring your suitcase and your favorite chair, and you’re moved in. Step outside, and the community does a lot of the work for you. There’s a clubhouse for gatherings or a quiet afternoon, tennis courts, pickleball courts, and a pool and spa. Whether you want a morning match, an evening swim, or a place to meet the neighbors, it’s all inside the gates and a short walk from your front door. The Nokomis Public Beach is less than two miles away. That’s close enough to head to the beach on foot, by bicycle or golfcart, for sunset on a whim, yet far enough back that your street stays calm and quiet. If you’ve been looking for a low-maintenance home in a well-kept community near the water, this one deserves a look. It’s priced with today’s market in mind, and homes with this mix of condition, amenities, and location rarely sit for long. Call today to schedule a showing.

32 Inlets Boulevard Unit 32, Nokomis

5628 Semolino Street, Nokomis
$700,000
3 Beds ⋅ 3 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Coastal Living Just Minutes from Nokomis Beach. Just three minutes from the sun-drenched shores of Nokomis Beach and close to an array of Gulf beaches, parks, dining and Southwest Florida attractions, this beautifully appointed Lazio residence offers an exceptional blend of coastal living and resort-style amenities. Located within a gated Taylor Morrison community spanning 165 acres, residents enjoy maintenance free lawn care, thoughtfully designed amenities and a full-time Lifestyle Director who creates a calendar of activities and events designed to bring neighbors together. Offering 2,280 square feet of interior living space, this 3-bedroom, 3-bath residence includes a versatile flex room and an expansive outdoor living area designed for effortless entertaining. The Lazio floor plan embraces an open-concept design, seamlessly connecting the living room, dining area and kitchen. Two sets of sliding glass doors extend the living space onto the oversized screened lanai, creating a natural transition between indoors and out and filling the main living areas with beautiful natural light. The generous sized kitchen combines style and functionality with an impressive center island with quartzite countertop, abundant white cabinetry accented by contemporary satin nickel hardware, and a stainless-steel appliance suite, featuring gas cooking and a French-door refrigerator. With direct access to the lanai, the kitchen is perfectly positioned for casual mornings, intimate dinners and entertaining guests. The thoughtfully designed split-bedroom floor plan provides privacy for family and guests. Positioned at the rear of the residence, the spacious primary suite enjoys a tranquil outlook over the lush tropical landscape of the natural preserve. The suite features an oversized walk-in closet, a beautifully appointed bath with a generous walk-in shower, and convenient access to the lanai—an inviting setting to begin or end the day surrounded by nature. At the front of the home, a guest bedroom with an expansive bay window is bathed in natural light, creating a warm and welcoming retreat. The adjacent full bath features a rich wood-tone vanity and tub/shower combination. A second guest suite, located near the laundry room and separated from the home's primary living areas, offers an en-suite bath and spacious closet, providing an additional private retreat. The flexible bonus room is currently styled as a home office but can easily adapt to your lifestyle as a library, hobby room or additional gathering space. Outdoor living takes center stage on the oversized screened lanai, where there is ample room for a large conversational seating area and dining space. The lanai is already plumbed for an outdoor kitchen, offering an opportunity to further elevate the entertaining experience. Beyond the screen, a lush tropical preserve, an inviting oasis for morning coffee, afternoon relaxation or evenings spent with friends. Life beyond the front door is equally appealing. At the heart of the community, the clubhouse offers a fitness center, expansive dining and gathering room with a full catering kitchen, and billiards area. Outdoors, residents can enjoy a resort-style pool and spa, tennis and pickleball courts, a firepit, playground, cornhole and bocce ball. A dog park, miles of walking and biking paths, and a community kayak launch further enhance the active Florida lifestyle.

5628 Semolino Street, Nokomis

366 S Creek Court, Osprey
$1,049,000
4 Beds ⋅ 3 Baths ⋅ South Creek SubDv. ⋅ 34229 Zip Code
Welcome to 366 South Creek Court, located in the highly sought-after gated waterfront community of South Creek in Osprey, Florida. Nearly completely renovated, this beautiful 4-bedroom, 3-bathroom home offers 2,775 square feet of thoughtfully designed living space, combining elegant finishes, comfortable living spaces, and exceptional indoor-outdoor living. The open and bright floor plan features separate living and dining areas, a spacious family room, and a charming dinette overlooking the lanai and backyard. Luxury details throughout include tray ceilings, crown molding, rounded wall edges, plantation shutters, 8-foot doors, arched doorways, and engineered hardwood flooring. Fresh interior paint and expansive windows and doors fill the home with natural light. At the heart of the home is the beautifully renovated kitchen, featuring 42-inch shaker-style soft-close cabinetry with crown molding, deep drawers, stainless steel appliances, induction cooking, a hood vent, dual-bowl sink, and quality hardware. Vibrant quartz countertops and an oversized island with seating create an inviting space for everyday living and entertaining. The front living area provides a welcoming setting for conversation or relaxing with a book beside the electric fireplace with solid wood mantel. Adjacent to the living space is a dedicated dining area with a wet bar and wine chiller, ideal for entertaining family and guests. The spacious primary suite offers abundant natural light and direct access to the screened lanai. The ensuite features dual vanities, a dedicated makeup counter and seat, generous counter space, dual walk-in closets, and a brand-new oversized custom walk-in shower. Three additional guest bedrooms offer excellent closet space and natural light. The first guest bath combines a large walk-in shower with a conveniently located laundry area featuring a stackable washer and dryer. The second guest bath offers a dual vanity, tub/shower combination, and adjacent linen closet. Outdoor living takes center stage with a covered and screened paver lanai featuring a heated pool and spa. The lush, mature landscaping and areca palm-lined backyard provide a private and tranquil setting. An additional exterior patio has been designed to accommodate a 72-inch outdoor kitchen, creating an ideal space for entertaining. The home welcomes guests with a paver driveway and sidewalk leading to a charming country-style front porch. The oversized two-car extended garage features ceiling storage racks, a side-entry door, and a hurricane-rated garage door. Additional exterior improvements include fresh paint, new lighting, security cameras, beautiful landscaping, an irrigation system, and hurricane storm panels for every opening. South Creek offers a low HOA fee and an exceptional collection of amenities, including a kayak launch, tennis and pickleball courts, basketball court, and community boat and fishing dock on the South Creek saltwater canal. Ideally located near Casey Key, Nokomis and Siesta Key beaches, Pine View School, shopping, restaurants, a dog park, and the Legacy Trail. Located in an X flood zone, flood insurance is optional. This beautifully renovated South Creek home offers the perfect combination of style, privacy, amenities, and coastal Florida living.

366 S Creek Court, Osprey

422 Blue Garden Lane, Osprey
$1,445,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Discover incredible value and endless potential in this beautifully maintained 3 bedroom, 3.5 bath home, tucked into lush tropical landscaping, on a quiet cul-de-sac in The Oaks Bayside. A grand traditional residence, with generous sized rooms, flexible living areas, and a private outdoor setting, the possibilities here are limitless. Step into the marble entry through the double front doors, and you will love what you find inside. Just off the entry, a cozy den with fireplace sits opposite a spacious guest suite. The heart of the home is the light-filled great room, with formal living and dining areas opening through French doors to the covered patio and resort-style pool. The kitchen combines beauty and function with granite countertops, center island cooktop, breakfast bar, and a sunny nook overlooking the pool. The elegant primary suite offers marble floors, soaring ceilings, plantation shutters, and private access to the pool for an early swim or late-night dip. A glamorous dressing area leads to the spa-like bath with soaking tub, walk-in shower, and marble finishes. Two additional oversized en suite bedrooms provide comfort and privacy for guests. A large laundry room with ample cabinetry and an adjacent private sauna completes the interior. Outdoors, the free-form pool with rock outcroppings and waterfall is a showstopper, surrounded by both shaded and open areas for dining and relaxing. With two adjoining lots preserved as gardens, this home offers rare seclusion in a natural setting. The Oaks Club features two 18-hole championship golf courses, an award-winning tennis program, pickleball courts, a state-of-the-art fitness center and a junior Olympic, community pool as well as a celebrated social calendar, and incredible dining options. There is currently no waiting list for either Golf or Sports/Social membership.

422 Blue Garden Lane, Osprey

2104 Tocobaga Lane, Nokomis
$494,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Pack your bags and start living the Florida lifestyle! This beautifully UPDATED and TURNKEY FURNISHED 3-bedroom, 2-bath home in the exclusive gated community of Calusa Lakes is ready for you to simply move in and enjoy. Nestled in the sought-after Woodland Trails neighborhood, Calusa Lakes boasts 460 acres of lush landscaping and 28 picturesque lakes. This light and inviting home features an open-concept living area, versatile den currently used as a dining room, dedicated laundry room, and spacious screened lanai designed for effortless indoor-outdoor living. Disappearing sliders from the living area, breakfast nook and primary suite open to the lanai, creating the perfect setting for morning coffee or relaxed Florida evenings. Recent updates include a 2017 tile roof, fresh interior paint, updated tile flooring, new baseboards, modern lighting, new kitchen sink and faucet, and updated exterior lighting. A side-entry garage, extended driveway, lawn maintenance included, and location just steps from the community pool add to the easy-living appeal. Calusa Lakes offers a guard house, tennis and pickleball courts, an 18-hole regulation-length semiprivate golf course, countless activities, and the Calusa Clubhouse restaurant available to all residents. Optional Golf Club membership is available. Ideally located near Nokomis Beach, Oscar Scherer State Park, Legacy Trail, shopping, dining, and Sarasota Memorial Hospital, this is Florida living made easy—beautifully furnished, thoughtfully updated, and ready when you are!

2104 Tocobaga Lane, Nokomis

717 Pine Run Dr. Unit 717, Osprey
$159,900
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle!

717 Pine Run Dr. Unit 717, Osprey

250 Hidden Bay Drive Unit 302, Osprey
$625,000
3 Beds ⋅ 2 Baths ⋅ Edgewater/Hidden Bay Ph 1 Bldg SubDv. ⋅ 34229 Zip Code
LOCATION, LOCATION, LOCATION! Experience waterfront living in this beautifully upgraded luxury condominium, ideally located in a gated, resort-style community nestled between US 41 and Little Sarasota Bay. The residence features 3 bedrooms, a den, and 2 full bathrooms. With no building or walkway directly behind the unit, the property also offers a peaceful sense of privacy. Step inside to an open-concept layout where the kitchen, dining, and living areas flow seamlessly together. High ceilings, elegant tray ceilings with crown molding, and hurricane-impact windows and sliding glass doors fill the home with natural light while creating a beautiful connection to the outdoors. Both the living area and primary suite open to an oversized screened balcony—an exceptional outdoor living space offering panoramic views of the bay, Casey Key, the Gulf, and surrounding preserves. Enjoy watching boats and wildlife while taking in spectacular sunsets from your own private outdoor retreat. The well-appointed kitchen features an expansive area of granite countertops, stainless steel appliances, and ample cabinetry. The spacious primary suite offers two walk-in closets and a large en-suite bathroom with dual split vanities. The second en-suite bedroom features a generous walk-in closet and a convenient pocket door providing access to the second bathroom. A full-size laundry room located inside the unit adds everyday convenience. Designed for easy living, the residence offers elevator access, two parking spaces including one assigned space, and a private storage room beneath the building. The condominium fee includes building and flood insurance, reserves, internet, cable TV, exterior maintenance, pest control, and water, providing convenient, low-maintenance ownership. The gated community offers a resort-style setting with a heated pool and spa, expansive sundeck, grilling area, pickleball and tennis courts, kayak storage and launch, and a scenic boardwalk through the mangroves leading to a fishing pier. The clubhouse features a catering kitchen, library, fitness room, and additional gathering spaces. The location is hard to beat, conveniently positioned between Sarasota and Venice, with approximately 6.5 miles to Siesta Key and Nokomis Beach, less than one mile to Bay Street Park and Osprey Dog Park, approximately 2 miles to the Legacy Trail Osprey Junction and Casey Key, and approximately 3 miles to Oscar Scherer State Park. An array of restaurants, shopping, marinas, golf, and medical services are also conveniently nearby. Whether you're looking for a full-time residence, vacation home, investment property, or a convenient lock-and-leave lifestyle, this waterfront condominium brings together privacy, exceptional water views, extensive upgrades, resort-style amenities, and a highly desirable location. Come experience the views and discover the possibilities this property offers.

250 Hidden Bay Drive Unit 302, Osprey

401 N Point Road Unit 703, Osprey
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Enjoy spectacular Gulf sunsets from this Move-In Ready, Fully Renovated 7th-floor condominium residence featuring 3-Bedrooms, 3-Full-Baths and over 2,200 square feet of beautifully designed living space with an open floor plan ideal for both everyday living and entertaining. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, Sub-Zero refrigeration, a wine refrigerator, and an Invisacook® invisible induction cooktop, creating a sleek and highly functional culinary space. The spacious private balcony offers tranquil preserve views and abundant opportunities for wildlife watching. Additional highlights include two assigned parking spaces and an exceptional combination of expansive views, privacy, modern finishes, and coastal living. A new HVAC system adds to the convenience and peace of mind. A must-see property! Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. Meridian Tower #3 also features a new roof (2025). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

401 N Point Road Unit 703, Osprey

275 Lookout Point Drive, Osprey
$4,590,000
5 Beds ⋅ 5 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience exceptional waterfront living in Southbay Yacht & Racquet Club at this expansive custom John Cannon residence offering more than 5,200 square feet, 5 bedrooms, 5 baths and sweeping panoramic water views from both levels. Set along more than 135 feet of waterfront, the home was thoughtfully designed to embrace its remarkable setting, with soaring ceilings, generous expanses of glass and beautifully proportioned indoor and outdoor living spaces overlooking the bay and Intracoastal Waterway. A completely reimagined front drive and all-new landscaping create a striking first impression and a fresh, refined coastal presence. Beyond the grand double-door entry, the home immediately opens to dramatic water views, drawing the eye through the interior and out toward the horizon. Ceilings rising to approximately 21 feet enhance the sense of scale, while a series of inviting living and entertaining spaces allow the home to feel equally suited for intimate evenings or larger gatherings. The kitchen serves as the heart of the residence, anchored by a substantial granite island and complemented by a gas cooktop with pot filler, while views stretch beyond the pool to the water. A full bar and dedicated wine room enhance the main level, with an additional wet bar upstairs for effortless entertaining throughout the home. Privately positioned on the main level, the primary suite is a serene waterfront retreat with a sitting area, two generous closets and an expansive bath. Additional downstairs bedrooms are thoughtfully located on the opposite side of the residence, creating privacy and separation for family and guests. Upstairs, either an office or a fifth bedroom offers an elevated and inspiring setting for work or quiet retreat, with access to the upper terrace and its sweeping water views. From both floors, the landscape of water and sky becomes part of the experience of the home. Outdoor living is equally memorable. A heated pool and spa, covered and screened entertaining areas, outdoor kitchen, fireplace, expansive terraces and private dock create a seamless connection between the residence and the waterfront. Mornings begin with peaceful views across the water, afternoons unfold poolside, and evenings are defined by the colors of sunset. Southbay Yacht & Racquet Club offers one of the area's most distinctive boating lifestyles. Its community-owned deep-water marina accommodates vessels up to 55 feet, allowing residents to walk or take a golf cart from home to their boat. Community amenities include a renovated clubhouse, geothermal pool, fitness center overlooking the marina, tennis and pickleball courts, bocce, shuffleboard, basketball, kayak storage, a waterfront park, approximately 20 acres of common grounds and miles of walking trails. Perfectly positioned between Sarasota and Venice and convenient to Siesta Key, Nokomis Beach, the Legacy Trail, Pine View School, waterfront dining, shopping and Oscar Scherer State Park, 275 Lookout Point is a compelling blend of scale, setting and lifestyle—a substantial waterfront residence with panoramic views, private outdoor living and direct access to the heart of Southbay’s boating community.

275 Lookout Point Drive, Osprey

Start Your Search