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 boasts a perfect blend of natural beauty, vibrant culture, and a laid-back lifestyle that attracts residents and visitors alike. With its stunning beaches, lush parks, and scenic waterways, Osprey and Nokomis offer an idyllic setting for those seeking a tranquil yet engaging community.

One of the highlights of living in this area is the abundance of homes featuring private tennis courts, perfect for sports enthusiasts and families alike. Imagine stepping out your back door to enjoy a friendly match or honing your skills in the comfort of your own home. These properties not only provide a fantastic way to stay active but also foster a sense of community among neighbors who share a passion for the game.

In addition to tennis, residents of Osprey and Nokomis can enjoy a wealth of recreational opportunities. From kayaking through the serene waters of the nearby Oscar Scherer State Park to sunbathing on the pristine shores of Nokomis Beach, there’s never a shortage of outdoor activities. The area also boasts an array of dining, shopping, and cultural experiences, including art galleries and local festivals that celebrate the vibrant lifestyle of this coastal paradise.

Whether you’re looking for a family home or a serene retreat, Osprey and Nokomis offer a unique blend of luxury, leisure, and community spirit. Discover your dream home in this delightful region and embrace the Florida lifestyle!

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

106 Caneletto Way, North Venice
$599,900
3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Enjoy the STUNNING RELAXING WATER VIEWS From Your EXTENDED SCREENED PAVER LANAI in this WCI Built Da Forli Model Featuring 3 BEDROOMS, 3 BATHS plus a 3 CAR Side Load GARAGE ALL SITUATED IN THE GATED community of the VENETIAN GOLF AND RIVER CLUB. This home is great for ENTERTAINING with its welcoming foyer to the SPACIOUS OPEN FLOOR PLAN. A newly renovated kitchen that will please the cook with its airy appeal, quartz counters with updated pendant lighting, wood cabinetry, built in oven, a gas cook top, a cafe style dining area open to the FAMILY ROOM and GREAT ROOM. The great room and the formal dining room both have custom tray ceilings. Working from home is a breeze as you have an office here featuring beautiful wood flooring; this room could be a fourth bedroom. Owner's suite with water views, tray ceilings, his and her walk- in closets, bath with dual sinks, a garden tub and separate shower. For peace of mind, all windows are hurricane impact and sliders are protected with an electric hurricane shutter. Three sets of sliders leading to the SPACIOUS SCREENED lanai with soothing water views . Beautiful tile flooring in the common areas. Paver drive and lovely landscaping. This home is a must see! The Venetian Golf and River Club offers a championship 18-hole golf course where membership is optional, large, heated community pool and lap pool, six Har-Tru tennis courts, a first-class fitness center with an exercise room, and a 70-acre nature park nestled along the Myakka River. There is a poolside Tiki bar and fine dining at the River Club restaurant. All of this and only a short drive to the best Gulf Coast beaches and attractions of downtown Venice. Every day conveniences include nearby shopping, easy access to I-75, restaurants, cultural events, the legacy bike trail, Sarasota Memorial Hospital on Laurel Road and so much more!

106 Caneletto Way, North Venice

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

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

168 Coastal Hammock Court, Osprey
$1,900,000
3 Beds ⋅ 4 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
Experience an extraordinary waterfront lifestyle in this distinctive 3-bedroom, 3.5-bath Mizner-inspired residence, ideally positioned along Little Sarasota Bay in the prestigious Oaks Bayside. Tucked away on an intimate cul-de-sac shared by just 3 homes, this exceptional property with close to 4,000 SF of living space, offers remarkable privacy, an enchanting Old Florida setting surrounded by mature oaks and lush tropical foliage, and captivating views and sunsets stretching across Little Sarasota Bay. Thoughtfully custom designed to embrace its spectacular surroundings, the home is filled with natural light and showcases beautiful architectural details throughout, including porcelain tile flooring, soaring 14-foot and tray ceilings, extensive custom millwork and built-ins, and walls of impact-rated windows and French doors framing the surrounding landscape and water views. Fresh interior paint and brand-new porcelain tile floors and carpeting in 2026 bring a crisp, refreshed feel to the residence while preserving its distinctive character. At the heart of the home, the kitchen features stone countertops, a Sub-Zero refrigerator, ASKO dishwasher, stainless steel appliances and generous workspace, opening comfortably to the home's main gathering areas. French doors create a seamless connection to the elevated pool and spa terrace, an inviting private retreat for entertaining, relaxing in the Florida sunshine or enjoying the bay breezes and spectacular evening skies. The expansive primary suite enjoys an entire level of its own, creating a true private retreat complete with a separate sitting room/office, custom built-ins, generous closet, dedicated laundry and an ensuite bath. The upper level provides exceptional privacy for family and guests with 2 additional bedrooms, a full bath, and flexible office/media space. The convenient 3+ car oversized garage with ample storage is on the ground floor. A brand new five-stop elevator will be installed to provide convenient access throughout the home, extending to the rooftop terrace where panoramic water views and unforgettable Florida sunsets take center stage. Enjoy ultimate peace of mind with a gas generator included on-site. Beyond the residence, ownership in The Oaks provides access to one of Sarasota's most established private country club lifestyles, with championship golf, racquet sports, state-of-the-art fitness, dining and an active social calendar. Community dock located on Little Sarasota Bay. Private, distinctive and surrounded by natural beauty, 168 Coastal Hammock Court presents a rare opportunity to enjoy gracious bayfront living in one of Sarasota's most coveted gated communities.

168 Coastal Hammock Court, 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 and includes a second sleeping area with a pull out sleeper sofa in the livingroom. 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

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

385 North Point Road Unit 701, Osprey
$1,399,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience the refined country club lifestyle of The Oaks Club in this exceptional waterfront residence within Meridian I at The Oaks Preserve in Osprey. From the moment you step through your private elevator foyer, unobstructed, sweeping water views make an unforgettable first impression. These vistas are beautifully framed from the living and dining areas, kitchen, primary suite, and private study. Step onto the generous balcony, where gentle breezes and breathtaking sunsets set the stage for serene waterfront living. This spacious, maintenance-free residence offers three bedrooms and three baths, including two en-suites, plus a separate den/study and a full laundry room. A private two-car garage beneath the building adds convenience and extra storage. Luxury finishes elevate the interiors, including marble flooring and countertops, stainless steel appliances, crown molding, and custom built-ins. The primary suite is a true retreat, with a sitting area overlooking tranquil water views and a spa-inspired bath featuring dual vanities, a spa tub, and a separate shower. Lovingly maintained by its original owner, the home reflects thoughtful design and pride of ownership throughout. Meridian I residents enjoy a private community pool, fitness center, outdoor grilling area, and on-site maintenance manager, all within the security of The Oaks Preserve's 24-hour guarded gate. Membership in The Oaks Club is required, with a range of membership options and privileges. Renowned for its coastal sophistication, the Club offers refined and casual dining, 36 holes of championship golf, 12 Har-Tru tennis courts, four pickleball courts, a regulation croquet lawn, a state-of-the-art fitness center, a junior Olympic pool, bocce, basketball, a playground, and a vibrant calendar of social and recreational events. Residence 701 at Meridian I is an extraordinary opportunity to embrace Sarasota's premier country club lifestyle, where unmatched amenities meet captivating waterfront views.

385 North Point Road Unit 701, Osprey

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