Osprey/Nokomis Homes with Private Pool type

Osprey/Nokomis Homes with Private Pool type

Welcome to the enchanting communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These charming towns are not just a destination; they are a lifestyle filled with sun-soaked days, breathtaking natural beauty, and a welcoming atmosphere. Osprey, known for its rich history and vibrant arts scene, offers a blend of coastal charm and suburban tranquility, while Nokomis presents a laid-back, beach-town vibe, perfect for those seeking a peaceful retreat.

Living in Osprey and Nokomis means embracing a life of leisure with easy access to stunning Gulf Coast beaches, lush parks, and a plethora of recreational activities. Whether you're strolling along the picturesque shores of Nokomis Beach or exploring the serene waters of the nearby Oscar Scherer State Park, adventure awaits at every corner. The area is also rich in dining and shopping options, ensuring that residents enjoy the best of both worlds.

For those seeking a home that embodies the essence of Florida living, consider the exquisite properties with private pools available in these communities. Imagine spending your afternoons lounging by your own pool, soaking up the sun, or hosting delightful gatherings with friends and family in your backyard oasis. These homes offer the perfect blend of comfort and luxury, allowing you to unwind in style after a day of exploration.

In Osprey and Nokomis, you’re not just buying a home; you’re investing in a lifestyle filled with warmth, community, and endless sunshine. Discover your dream home today and embrace the idyllic Florida life!

Newest Osprey/Nokomis Homes with Private Pool type

3 Beds ⋅ 2 Baths ⋅ Springhill Park SubDv. ⋅ 34275 Zip Code

This 3 bedroom, 2 bath Florida cottage gives you the kind of space, character and freedom that is getting harder to find, with a large private pool, NO HOA, a spacious fully fenced yard and a 472 square foot workshop, all conveniently located between Sarasota and Venice. It is comfortable, flexible and full of personality, with room to relax, entertain, work on projects and make the home completely your own. Inside, the split floor plan gives the primary suite separation from the second and third bedrooms while keeping the home easy and connected. The kitchen work completed in 2023 included tile flooring, backsplash, custom countertops and a dry bar, giving the space warmth and character that fits the Florida cottage feel. The primary bedroom features luxury vinyl plank flooring, trim molding, a smart fan/light and a walk-in closet. The ensuite includes tile flooring, a tiled shower and wall surround, vanity, fixtures and hardware. The second and third bedrooms and guest bath also received improvements, and the bonus room gives you another place to show your own style, whether that means a home office, guest space, reading room, craft room or something entirely your own. Then there is the 472 square foot workshop. This is not just extra storage. It is real space for hobbies, tools, equipment and projects, and for buyers who have ever wished for room to actually do the things they enjoy, this may be one of the features they love most about the property. Once you walk into the backyard, you may not want to leave. The large private pool was resurfaced in 2022 and retiled in 2025, with plenty of surrounding space for lounging, entertaining or simply enjoying a quiet Florida afternoon. The 6 foot fence creates privacy, while tropical landscaping and fruit producing trees make the space feel lush and lived in, including a lime tree now producing fresh limes. The outdoor shower is perfect after a swim or a day at the beach, and a repaired well pump supplies a dedicated hose near the pool with well water for landscaping and plants. This home also has plenty of substance behind the charm. A 24-gauge metal roof with hurricane straps was installed in 2022, and the 5 ton HVAC system with UV light and replacement ductwork dates to 2020. Septic components, including the tank, leach field and lift station, were replaced in 2019, and the system was most recently serviced in July 2026. A 50 amp whole house generator outlet was added in 2024, and the backyard fence was re-stained in 2025. From here, everyday can feel like a getaway. Nokomis Beach and the Legacy Trail are each approximately 3 miles away, Oscar Scherer State Park is about 5 miles away, and Downtown Venice is approximately 5.6 miles from home. Sarasota and Siesta Key are also within easy reach, along with golf, boating, dining, shopping and multiple Gulf Coast beaches. Updates & Features This is the kind of home that lets you bring your own style to it. Enjoy the pool, fill the workshop with the projects you have been waiting to start, turn the bonus room into the space you actually need, plant more, entertain more, spend more time outside and enjoy having the freedom to use your home your way.

142 2nd Avenue, Nokomis

3 Beds ⋅ 3 Baths ⋅ Matz Sub SubDv. ⋅ 34275 Zip Code

Experience the true Florida waterfront lifestyle on 1.6± acres along beautiful Roberts Bay in Nokomis. Freshly updated and move-in ready, this spacious bayfront home features new interior paint throughout, new carpet, and new flooring in the pool room, bedrooms and master bath. From peaceful mornings overlooking the water to evenings spent relaxing beside the oversized pool and spa, every day here feels like a getaway. Designed for both comfortable living and effortless entertaining, the property offers generous indoor and outdoor spaces framed by breathtaking water views. The oversized pool and spa feature both solar and electric heating, creating the perfect place to relax year round. A newly constructed wood dock with water, electric, and a boat lift puts boating, fishing, and Gulf adventures right outside your door. A pontoon boat currently on the lift may also be negotiated with the sale. The oversized two-car garage includes a built-in workshop with plenty of room for tools, recreational equipment, storage, and hobbies. With no HOA and no deed restrictions, the property offers exceptional flexibility for enjoying the waterfront lifestyle your way. Beyond its appeal as a private coastal retreat, the 1.6± acre property is zoned RMF-3, offering potential for up to 13 units an acre, subject to county approval and buyer verification. This creates a unique opportunity for builders, developers, and investors seeking a premier waterfront location. Conveniently located near Nokomis Beach, shopping, everyday amenities, and popular waterfront restaurants, with additional dining walking distance, this one-of-a-kind property offers privacy, versatility, and direct access to the best of coastal Florida living. Whether enjoyed as a personal waterfront estate or explored for its redevelopment potential, this is a rare opportunity on Roberts Bay.

102 Brenda Lane, Nokomis

3 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code

Welcome to 194 Treviso Court, a beautifully updated pool home offering golf course views and a resort-style lifestyle within the gated community of Venetian Golf & River Club. This 3-bedroom, 2-bath residence combines an open floor plan with thoughtful updates, private outdoor living, and access to one of the area's most impressive amenity packages. From the moment you step inside, new flooring throughout the main living areas gives the home a bright, clean, and updated feel. High ceilings, crown molding, plantation shutters, and abundant natural light create an inviting atmosphere. The open kitchen has been refreshed with updated countertops, white cabinetry, tile backsplash, center island, and a desirable natural gas range. With generous workspace and an easy connection to the dining and living areas, the kitchen is both functional for everyday living and ideal for entertaining. The spacious primary suite provides a private retreat and features a beautifully updated bathroom with dual vanities, modern finishes, and an oversized walk-in shower. Two additional bedrooms offer flexibility for visiting family and friends or a home office, while the split-bedroom layout provides added privacy. The Florida lifestyle comes to life out back. Expansive sliders lead to the screened lanai, private pool, covered outdoor living area, and peaceful views across the golf course and mature Florida landscape. Whether enjoying morning coffee, entertaining friends, or relaxing by the pool, this setting delivers the indoor-outdoor lifestyle Southwest Florida is known for. Additional highlights include electric storm shutters for added convenience and peace of mind, a two-car garage, and paver driveway. Living in Venetian Golf & River Club takes the lifestyle well beyond your front door. Residents enjoy the River Club with a resort-style pool, dedicated three-lane lap pool, hot tub and spa, 24/7 fitness center, fitness classes, poolside Tiki Bar, restaurant and lounge, six Har-Tru clay tennis courts, three dedicated pickleball courts, and professional racquet-sports instruction. The community also offers a scenic three-quarter-mile River Walk along the Myakka River and a 74-acre nature park with boardwalks for walking, wildlife viewing, and birdwatching. For golfers, Venetian Golf Club offers optional private membership and an 18-hole, par-72 championship course designed by Chip Powell. Amenities include multiple tee options, an aqua driving range, short-game practice area, putting green, golf shop, clubhouse dining, member events, leagues, and tournaments. Because golf membership is optional, homeowners can enjoy the River Club lifestyle without being required to join. The location adds even more appeal. Venetian Golf & River Club offers convenient access to I-75 while maintaining a private, natural setting along the Myakka River. Sarasota Memorial Hospital-Venice is nearby on Laurel Road, and Nokomis Beach, Casey Key, North Jetty, and the Legacy Trail are all within easy reach. Historic Downtown Venice offers locally owned restaurants, cafés, boutiques, entertainment, community events, and Venice Beach just beyond downtown. 194 Treviso Court offers much more than an updated pool home. It combines golf course views, meaningful upgrades, extensive resort-style amenities, and convenient access to the beaches, recreation, dining, healthcare, and attractions that make the Venice and Nokomis area such a desirable place to call home.

194 Treviso Court, Nokomis

4 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code

Welcome to Calusa Lakes, one of Nokomis' most desirable gated golf communities, where mature landscaping, peaceful streets, and a private setting create a lifestyle you'll love. From the moment you arrive at 2046 Timucua Trail, the curb appeal and oversized horseshoe drive set the tone. Inside, soaring ceilings and abundant natural light highlight over 2,500 square feet of living space, all oriented toward the screened pool and paver lanai beyond. With dual living areas, a formal dining room, and an eat-in kitchen featuring a large island and breakfast nook, the layout offers flexibility without feeling closed off. The split floor plan places the primary suite on its own side for privacy. with an oversized bath and generous closet space, while a second bedroom with an exceptionally large walk-in works beautifully as a home office or a den. Two additional bedrooms and a full bath sit on the opposite wing. Step outside to enjoy the privacy of no rear neighbors, a rare find that enhances the resort feel of the pool and lanai. There's a full interior laundry room with storage and an oversized air-conditioned two-and-a-half car garage with built-in cabinetry, a real bonus for hobbies, and storage or work space. Calusa Lakes delivers exceptional value with low HOA fees of just 351 per quarter and no CDD, plus community amenities that include tennis and pickleball. The golf club offers its own clubhouse, restaurant and pro shop. Membership is not mandatory. The location is unbeatable, close to beaches, shopping, dining and everything the Gulf Coast has to offer. This is the space, the privacy and the lifestyle you've been waiting for.

2046 Timucua Trail, Nokomis

3 Beds ⋅ 3 Baths ⋅ Oaks The SubDv. ⋅ 34229 Zip Code

This beautifully appointed residence sits on a private, well-maintained lot surrounded by grand, colossal oaks and palm trees, delivering the privacy and curb appeal today's buyers are searching for. Step through the front door and feel the difference - soaring tray ceilings, rich crown molding, and tons of natural sunlight set an elegant tone throughout. The gourmet kitchen is the true showstopper, with gleaming stone countertops, solid wood cabinetry, and an open flow into the living and dining areas — perfect for entertaining or unwinding after a day at the club. Retreat to the luxurious owner's suite complete with dual walk-in closets and a private sitting area, while two additional bedrooms offer guests or family their own well-appointed space. Move-in ready and meticulously maintained, this home features updated salt pool equipment, a refreshed kitchen area, and an updated 3-car garage with maintenance-free epoxy flooring. The compulsory membership in The Oaks Club unlocks an unbeatable lineup of amenities. Schedule a viewing today!

256 Sugar Mill, Osprey

5 Beds ⋅ 5 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code

Welcome to extraordinary living! This completely private oasis is perfectly positioned along North Creek in The Oaks Bayside, one of the most sought-after communities in South Sarasota. Situated on a lot and a half, the view is peppered with lush foliage, creating total seclusion and the feel of a luxury retreat. One of the most desirable floor plans in the community, with open flow and complete separation from the master suite and guest accommodations, creates a comfortable and highly functional living space. The casita provides the perfect separate space for an office, a studio or long-term guest accommodations, with stunning views from the second floor. Fine finishes and quality craftsmanship are showcased throughout this home, custom built by renowned contractor Baron Construction. Features include French oak flooring, quartz countertops, premium appliances, and numerous custom details. The combined living and dining area provides an ideal setting for entertaining, opening directly to the outdoor pool and spa. For more casual gatherings, the spacious kitchen and breakfast nook flow seamlessly into the family room and out to the covered outdoor living space. This screened area is beautifully designed with a pool and spa, and grill. The covered areas and ceiling fans provide comfort for al fresco dining. The lots’ site is spectacular, with great water views, and areas to launch your kayak or paddleboard. Add in the practical features like a newer roof, oversized three car garage and huge pantry and you have found a home of distinction with no peer. The Oaks Bayside is a gated bayfront community within The Oaks. The distinguished private club offers 2 championship golf courses, pickleball and tennis courts, a state-of-the-art WellFit Center, exquisite dining options and a celebrated social calendar. The location provides convenient access to downtown Sarasota, dining, nightlife, and the cultural amenities of the Gulf Coast. Club membership is required with home ownership. There is currently no waiting list for either Golf or Sports/Social membership.

324 Osprey Point Drive, Osprey

3 Beds ⋅ 3 Baths ⋅ Venice Woodlands SubDv. ⋅ 34275 Zip Code

Enjoy the benefits of a very LOW monthly HOA fee and NO CDD fee in the gated Venice Woodlands community. This beautifully maintained POOL home offers three bedrooms, three full bathrooms, a versatile den, and 2,177 square feet of thoughtfully designed living space. Panoramic WATER VIEWS, colorful sunset skies, contemporary finishes, and seamless indoor-outdoor living create an exceptional Florida retreat. The well-appointed kitchen features quartz countertops, 42-inch light cabinetry with two accent glass-front cabinets, soft-close doors and drawers, convenient pull-out storage, a stylish glass-tile backsplash, and recessed lighting. The kitchen flows seamlessly into the spacious dining and living areas, creating a bright and welcoming setting for everyday living and entertaining.A desirable split-bedroom layout provides privacy for residents and guests. The versatile den features solid eight-foot double doors that enhance privacy and help reduce sound, making it ideal for a home office, media room, or quiet retreat. The generous primary suite offers ample storage and a spacious ensuite bathroom with a large tiled walk-in shower and frameless glass-door enclosure. Step outside to a private Florida retreat featuring a generously sized pool surrounded by an expansive paver deck with ample space for lounging and entertaining. The covered lanai with additional fixed awning and clear-view screen enclosure preserve the wide, unobstructed water views, creating a serene backdrop of sparkling water, natural scenery, and colorful evening skies. The outdoor setting provides an exceptional vantage point for enjoying Florida sunsets from the POOL or lanai. Additional electrical upgrades include whole-house surge protection and a generator connection to the electrical panel for added convenience and peace of mind during power outages. The attached two-car garage provides additional storage and functionality, plus refrigerator included. For added buyer confidence, the seller is also providing an Assurant HOME WARRANTY. Venice Woodlands offers a resort-style community pool, clubhouse, fitness center, pickleball and bocce courts, sidewalks, and inviting outdoor spaces. Ideally located near I-75, area beaches, shopping, dining, medical facilities, the Legacy Trail, and downtown Venice, this move-in-ready home delivers an outstanding combination of thoughtful upgrades, privacy, water views, and Florida lifestyle. Schedule your private showing today.

257 Daylily Boulevard, Nokomis

4 Beds ⋅ 3 Baths ⋅ Vicenza SubDv. ⋅ 34275 Zip Code

Welcome to one of Vicenza’s most distinctive homes—a beautifully upgraded White Star offering 4 bedrooms, 3 full baths and an exceptional west-facing waterfront view. Enjoy colorful Florida sunsets from your private outdoor retreat, complete with a heated saltwater pool and spa, specialty lighting, no-see-um screening, privacy Florida glass and recently sealed lanai pavers. Built in 2023, the thoughtfully modified floor plan replaces the original flex space with a true fourth bedroom and third full bath, creating excellent flexibility for guests or a home office. Inside, you’ll find an open-concept design with tray ceilings, 8-foot doors, crown molding, an upgraded appliance package and a beautifully wrapped kitchen island. Additional improvements include fresh interior paint, updated lighting, ceiling fans throughout and a newly refreshed primary suite with new carpet and shower tile extended to the ceiling. Hurricane-impact windows and doors, a custom glass front door, 6ft deep pool with oversized spa, Guardian security system, perimeter cameras, gutters and extensive landscaping add comfort and peace of mind. The garage is equally well appointed with built-in storage, a utility sink and a new epoxy floor. Located in gated Vicenza with a low HOA, no CDD and Flood Zone X designation, residents enjoy a clubhouse, community pool, dog park, sidewalks and recreational amenities. This is a rare opportunity to enjoy pond-front privacy, impressive upgrades and effortless Florida indoor-outdoor living.

406 Ariano Avenue, Nokomis

3 Beds ⋅ 2 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code

Gulf-to-bay on Casey Key. Wake up to golden sunrises over Blackburn Bay, spend your afternoons on your own private sandy beach and end the day surrounded by breathtaking views stretching from the Intracoastal Waterway to the turquoise waters on the Gulf. This exceptional Gulf-to-bay property offers a rare opportunity to experience the very best of waterfront living on Casey Key’s pristine eight-mile barrier island. Impeccably maintained, the charming vintage cottage is move-in ready and filled with coastal character. The inviting floor plan features a spacious living room, two bedrooms, an office that presently serves as a third bedroom and a dining area framed by beautiful bay views. Go outside and embrace the waterfront lifestyle with a peaceful deck, private dock, pool and a 10,000-pound boat lift installed in 2022. The property offers some of the deepest boating water in the area, making it ideal for boating, fishing, paddleboarding, kayaking and endless days on the water. Recent improvements include a new roof in 2023 and interior and exterior paint, allowing you to settle in and enjoy this special setting. For those dreaming of creating a new coastal residence, the property also presents an exceptional opportunity to build in the future while providing immediate use and enjoyment. Beyond the property, Casey Key offers an unparalleled sense of privacy and natural beauty while remaining conveniently close to everything you need. Private air travel is available at Venice Airport (within 15 minutes) and Sarasota-Bradenton International Airport (within 40 minutes). Shopping, dining, golf and other amenities are all within easy reach. Whether you envision preserving the charm of this beloved beach cottage or creating a spectacular new waterfront retreat, this extraordinary Gulf-to-bay property is a rare slice of paradise and an opportunity to call Casey Key home.

1604 Casey Key Road, Nokomis

3 Beds ⋅ 3 Baths ⋅ Aria SubDv. ⋅ 34275 Zip Code

Experience ultimate luxury in this custom modern Mediterranean home, expertly built by Neal Signature with exquisite detail in every room. Meticulously appointed, this versatile 3 bedroom plus den, 2.5 bath residence offers stunning interiors, exceptional privacy, & expansive indoor-outdoor living overlooking a beautiful lake. From the moment you arrive, the Tuscan-inspired architecture, pavered driveway, and lush landscaping create an inviting first impression. Inside, rich hardwood flooring & porcelain tile flow throughout the home, complemented by soaring tray ceilings w/double crown molding. The spacious entryway opens to a bright and airy Great Room, featuring triple transom-topped windows with custom motorized fabric shades. Overlooking the Great Room is your large gourmet designer kitchen, featuring stacked cabinets, under cabinet lighting, stainless vent hood, quartz counters & backsplash, built-in stainless appliances incl. GE Monogram natural gas cooktop, double wall oven & an enormous walk-in pantry w/custom shelving. Adjacent, the spacious dining room effortlessly accommodates everyday dining & upscale gatherings. Impact sliders reveal the ultimate crown jewel - an expansive resort-style lanai complete with covered lounging, a heated saltwater pool & spa, and breathtaking lake views. Entertaining is effortless in the chef's outdoor kitchen, featuring marine-grade cabinetry, a high-end gas grill, commercial hood, sink, & fridge - all framed by an upgraded panoramic screen for gorgeous unobstructed views. Complete with Florida glass side panels, privacy landscaping, & motorized hurricane screens for instant all-weather enclosure, this outdoor retreat delivers total seclusion & luxury. Back inside, the Primary Retreat impresses with elegant tray ceilings, abundant windows, and direct lanai access. The spa-like Primary Bath features an extended dual-sink vanity, ceiling fan, freestanding tub, a glass shower enclosure with stunning floor-to-ceiling tile, & 2 separate large walk-in closets w/custom built-ins with one closet offering convenient, direct access to the utility room. The spacious utility room includes added upper and lower cabinetry and a platinum-finish washer and dryer. Two additional bedrooms are tucked at the front of the home with a shared hall bath, and the versatile den just off the hallway can function as an office, media room, or fourth bedroom if desired. A stylish powder bath with brand new floating vanity is conveniently located off the foyer for guests, while the drop zone just outside offers a custom built-in wood cabinet with soft-close drawers, quartz counter, and Zellige-style tile accent wall. The split 3-car garage features an extended bay with extra lighting and a ceiling fan - ideal for a home gym, workshop, or hobby space - complete w/painted floors and pull-down attic stairs. Other notable features include: Impact windows & doors throughout; Custom window treatments/plantation shutters; Whole-home surge protection; Whole-home water filtration; Security system with multiple cameras; Custom lighting & more. Residents of the gated, maintenance-free Aria community enjoy world-class amenities including a resort-style pool, spa, fitness center, pickleball court, a vibrant clubhouse, scenic lakes, and an events lawn. Situated near downtown Venice, with shopping, dining & entertainment nearby, & only 15 minutes from Venice Beach, 8 minutes to Sarasota Memorial Hospital, and quick & easy access to I-75.

309 Bocelli Drive, Nokomis

3 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code

Welcome to 700 Shadow Bay Way, an impressive 3-bedroom, 2.5-bath pool home with a den, 3-car garage and more than 2,500 square feet of living space in the highly desirable Woodlands at Rivendell. Set on an oversized corner lot, this spacious home offers a bright, open and functional floor plan with high ceilings, crown molding, a generous great room and a separate dining area ideal for both everyday living and entertaining. The den provides valuable additional space for a home office, library or possible fourth bedroom. The spacious eat-in kitchen offers abundant cabinetry and counter space, a breakfast bar, walk-in pantry and an open connection to the main living areas. The private primary suite includes direct access to the lanai, two walk-in closets and an ensuite bath with dual vanities, soaking tub and separate shower. Step outside to an expansive screened lanai surrounding the pool and spa, with a covered seating area and plenty of room to relax or entertain. Additional highlights include a split-bedroom layout, inside laundry, brick-paver driveway and walkway, mature landscaping and an attached 3-car garage. Rivendell is known for its tree-lined streets, lakes and natural surroundings, with a convenient Osprey location near Pine View School, Oscar Scherer State Park, shopping, dining, Gulf beaches, Venice and Sarasota. A wonderful opportunity to enjoy generous living space, a private pool and the Florida lifestyle in one of Osprey's established communities.

700 Shadow Bay Way, Osprey

3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code

Privacy, Lake views and unforgettable sunsets. Yes, this home is at the very back of Toscana Isles and that’s exactly what makes it special. Located on the community’s last street, this peaceful lakefront setting offers less traffic, added privacy, beautiful water views, and spectacular sunsets from your private screened Pool/spa. The newer home features a desirable split bedroom floorplan with the primary suite overlooking the pool and lake, while a second bedroom, flexible Den/third bedroom, and full bath are privately positioned on the opposite side. The open great room and kitchen are designed for easy living and entertaining. Featuring 42-inch top cabinets and a large center island. Step outside to the expanded patio and heated pool and spa, with convenient app-controlled settings. Additional features include ceiling fans throughout. Four t.v. wall mounts, Kenetico water purification, and a three-camera ADT security system, with smart controls for locks, lights, and the garage door. Ideally located minutes from Nokomis and Venice beaches. Shopping, dining, and Sarasota Memorial Hospital. Come see why being at the end of the road may be the best location in Toscana Isles. Schedule your sunset showing today.

177 Vinadio Boulevard, Nokomis

Start Your Search