Osprey/Nokomis Homes with Trail(s) Amenities

Osprey/Nokomis Homes with Trail(s) Amenities

Welcome to the enchanting communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. These charming towns offer a perfect blend of coastal living, natural beauty, and vibrant community spirit, making them an ideal destination for those seeking a serene lifestyle.

Osprey is renowned for its picturesque landscapes, featuring lush greenery and stunning waterfront views. With proximity to the Gulf of Mexico, residents can bask in the sun on pristine beaches, explore local parks, and enjoy various outdoor activities. The nearby Oscar Scherer State Park is a haven for nature lovers, offering trails for hiking, biking, and birdwatching. Meanwhile, Nokomis boasts its own unique charm, with quaint shops, delightful eateries, and a friendly atmosphere that invites you to slow down and savor the moment.

For homebuyers seeking a lifestyle enriched by nature, Osprey and Nokomis offer a variety of properties with exceptional trail amenities. Many neighborhoods feature well-maintained walking and biking trails, perfect for morning jogs, evening strolls, or leisurely bike rides with family and friends. These trails not only promote an active lifestyle but also create a sense of community, as residents gather to enjoy the beautiful Florida weather and connect with one another.

Whether you're drawn to the coastal allure, the vibrant community, or the abundance of outdoor activities, Osprey and Nokomis are waiting to welcome you home. Discover your dream property today and experience the charm and tranquility of this beautiful region!

Newest Osprey/Nokomis Homes with Trail(s) Amenities

$445,000
3 Beds ⋅ 2 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
Custom finishings, custom-built cabinets, plantation shutters throughout! Storm Smart electric screens, hurricane impact windows. Newer air conditioner, newer appliances. Go outside to your private screened lanai and experience one of the home's most desirable features, peaceful water views framed by a lush greenspace backdrop that provides privacy and a picturesque natural setting. Whether you're enjoying your morning coffee as the sun rises over the water or unwinding with evening cocktails, this tranquil outdoor retreat offers the ideal place to relax, entertain, and embrace Florida's indoor-outdoor lifestyle. Another one of the many features of this home is the hard-plumbed natural gas for all your outdoor grilling needs. 129 Treviso is an exceptional opportunity in the prestigious, maintenance-free, gated community of Venetian Golf & River Club. Ideally on a quiet cul-de-sac, this beautifully maintained residence offers the ideal blend of luxury, comfort, and the Florida lifestyle buyers dream about. From the moment you arrive, you'll appreciate the home's inviting curb appeal, thoughtfully designed floor plan, and light-filled living spaces that create an atmosphere of warmth and elegance. The open-concept design flows effortlessly, making everyday living and entertaining equally enjoyable. The spacious kitchen serves as the heart of the home, overlooking the great room and dining area while providing generous custom cabinetry, ample workspace, and a layout ideal for gathering with family and friends. The private owner's suite is a relaxing retreat, featuring a spacious bedroom, luxurious en-suite bath and generous walk-in closets. Comfortable guest accommodations provide privacy for family and visitors alike. Living in the highly sought-after Venetian Golf & River Club, residents enjoy an exceptional resort-style lifestyle featuring an 18-hole championship golf course, elegant clubhouse with dining, resort-style swimming pool, state-of-the-art fitness center, tennis courts, pickleball, lap pool, 75 acres of nature trails and a scenic boardwalk leading to the Myakka River. The community's prime North Venice location places you just minutes from Gulf beaches, historic downtown Venice, shopping, dining, Interstate 75, the new Sarasota Memorial Hospital and Sarasota's vibrant cultural attractions. Whether you're searching for a full-time residence or the ideal seasonal retreat, this home offers the rare combination of location, lifestyle and value in one of Southwest Florida's premier gated golf communities. Schedule your private showing today and discover why so many buyers choose to call Venetian Golf & River Club home.

129 Treviso Court, 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
$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
$474,000
3 Beds ⋅ 2 Baths ⋅ Calusa Park SubDv. ⋅ 34275 Zip Code
Welcome to the crown jewel of Calusa Park. Situated on the largest lot in the community with serene lakefront views, this is the address discerning buyers have been waiting for. Light, airy, and impeccably maintained by a part-time owner, the home lives like new — and offers the rare combination of premium upgrades, a flexible floor plan, and a setting that simply cannot be duplicated. Inside, the thoughtfully designed layout offers three bedrooms, a den, two bathrooms, and a two-car garage — giving you the versatility to work from home, host guests, or simply spread out and enjoy the space. The kitchen is appointed with granite countertops, an upgraded backsplash, and ample storage, flowing naturally into the main living area where tray ceilings with crown molding and high finishes set a refined tone that carries throughout the entire home. Additional upgrades include impact windows, an alarm system, and beautifully tiled shower surrounds with designer accent tile — details that signal quality at every turn. The laundry room continues that standard with a utility sink, white cabinetry, and upgraded washer and dryer included. Step through to the west-facing screened lanai and you're greeted by peaceful lake views and the kind of sunsets that remind you exactly why you chose Florida. There is room to add a private pool, making this an ideal canvas for your dream outdoor living space. Life at Calusa Park is as easy as it is enjoyable. The gated community offers low HOA fees that cover lawn maintenance and access to a sparkling community pool — the definition of low-maintenance Florida living. And the location is genuinely hard to beat: the Legacy Trail is practically at your doorstep, offering miles of scenic biking and walking paths connecting Venice to Sarasota. Casey Key's beaches are just minutes away, I-75 is a five-minute drive, Sarasota Memorial Hospital is close by, and you'll find shopping, dining, and well-rated schools all within easy reach. Positioned perfectly between the charm of Downtown Venice to the south and the cultural energy of Sarasota to the north, this is a location that puts everything within reach without sacrificing the peace and quiet you came here for. No CDD fees. Preferred X flood zone. The largest lot. The best lake view. This one has it all.

1051 Bradberry Drive, Nokomis
$1,075,000
3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
This exquisite well maintained home in the prestigious Venetian Golf and River Club (VGRC) offers resort style living in a desirable North Venice location. VGRC is a gated and guarded safe and stable community of mostly retirees. Casey Key's white sand beaches are an easy 15 minutes away. Several other beautiful gulf beaches, including top rated Siesta Key, are only a short drive. There is also easy access to charming downtown Venice, as well as to lovely Sarasota, regarded as the arts center of Florida. Boutique shopping, fine restaurants, and cultural arts venues abound. The new Venice campus of award-winning Sarasota Memorial Hospital is two miles away, as is Interstate 75. This home's 3,136 SF open floorplan boasts a great room with high trayed ceiling, 3 bedrooms, 3 baths, an office, den, and formal dining room. The 2 1/2 car garage has a new polyaspartic floor finish and cabinetry. The HVAC system is zoned. Architectural details include high ceilings, crown molding, ample recess lighting, crystal chandeliers, and under cabinet lighting. The stainless kitchen appliances are new and the tile roof was replaced in 2024. Pocketed sliders in the great room, and French doors in the master bedroom, open to the large screened lanai with a PebbleTec pool and heated spa. This marble-tiled lanai includes a fully equipped outdoor kitchen which seamlessly expand the homes space for leisure and entertaining. There is even a cozy gas fire table. Membership in the championship 18 hole Venetian Golf Club is optional. Membership in the separate Venetian River Club is covered in the $114/mo HOA fees and includes an upscale clubhouse with a fine dining restaurant and lounge, fitness center, heated resort-style pool and spa, Tiki Bar, lap pool, tennis courts, pickle ball courts, and access to social activities. There is also a nature trail boardwalk leading to the scenic Myakka River. Several public parks and nature preserves are nearby offering walking trails, kayak launches and picnic facilities. This property's location and its many attractive features offers an outstanding opportunity to start enjoying the SW Florida lifestyle.

225 Pesaro Drive, North Venice
$1,790,000
3 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Offering 3 bedrooms, 2 baths, den/office, 2,411 square feet under air, a spacious living room, a 2-car garage, and a private 14' x 37' heated pool centrally positioned as the focal point of the home. This beautifully updated, move-in-ready residence blends luxury, comfort, and the ultimate coastal lifestyle in the highly sought-after waterfront Southbay Yacht & Racquet Club - Marina Community. The thoughtfully designed split floor plan is ideal for indoor-outdoor living. Multiple rooms overlook and open directly onto the covered lanais and the private heated pool, which is framed on three sides by the home creating a stunning courtyard oasis. Dramatic floor-to-ceiling impact-rated windows and sliders (2020) frame beautiful pool views, while soaring ceilings and an abundance of natural light enhance the bright, open feel. The luxurious primary suite includes an adjoining office/den and an ensuite bath with soaking tub and custom cabinetry. Two guest bedrooms and an updated guest bath are located in a separate wing. A custom queen-size library-style Murphy bed adds flexibility for guests or workspace. Step inside to discover stunning 12” x 72” Ceramica Sant’Agostino Italian porcelain plank tile flooring (Barkwood Ash) throughout, soaring ceilings, custom millwork, new 8-inch baseboards, upgraded lighting and fans, and fresh interior and exterior paint (2025). The chef-inspired kitchen features all-new custom cabinetry, quartz countertops, a large center island with seating for 8-10, high-end 2025 GE Monogram appliances (including 48” refrigerator, induction cooktop, and wall oven/microwave), a built-in wine refrigerator, and excellent storage. The open dining area includes a beautifully integrated bar with custom cabinetry and a fireplace (ready for insert). Additional highlights include dual-zone A/C systems (new 2025), new Electrolux stackable washer and dryer (2025), spacious laundry room with utility sink and coffee/tea bar, new concrete tile roof (2020), re-plumbed (2007), oversized 2-car garage with epoxy floor and custom storage, mature tropical landscaping with irrigation, private outdoor shower, and room to add a 4th-bedroom with ensuite bath or additional garage storage. Located in the desirable Southbay Yacht & Racquet Club - Marina Community, this premier boating community features a private 172-slip deep-water marina that can handle vessels up to 58 feet for very reasonable fees. Residents enjoy low HOA fees and a wonderful social atmosphere with a clubhouse, fitness center, heated community pool, spa, tennis courts, pickleball, basketball, bocce, playground, kayak launch/storage, jet ski pads, and more. This golf cart-family friendly community offers easy access to Nokomis Beach, Casey Key, waterfront dining, shopping, Publix, Aldi, restaurants, and tiki bars. All interior and exterior furnishings, artwork, TVs, potted plants, and outdoor gas grill with pizza oven are available for purchase separately via bill of sale. This is a must-see, comprehensively updated home in Southbay.

206 Four Knot Lane, Osprey
$254,900
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready to make the move to paradise? Here’s your new home! Adorable two bedroom condo refreshed and ready for a new owner to enjoy convenience living. Crisp and clean with new luxury vinyl in the living room, dining room, hallway and entry, plus just freshly painted! Enjoy a bit of character with the shiplap wood wall in the dining room. Bathrooms have been remodeled with upscale appointments such as cabinetry and showers. Enjoy the spacious rooms with the master bedroom having a walk in closet plus another closet. Each bedroom features its own small balcony - perfect for your morning coffee. The lanai off the livingroom will become a focal point for easy living offering a private wooded back yard area. Kitchen features white cabinets with quartz countertops, tile backsplash and stainless steel appliances. A carport plus two exterior storage closets are also nice benefits. The Pine Run neighborhood is an active community offering many activities including pickleball and tennis. There are two pools - the main pool by the club house and fitness center offers gas grills and a scenic view. The second pool is just a short walk from this condo. Kayak storage is available in the neighborhood with a boat and kayak launch just up the street at the Blackburn Point park. This location offers the best of everything. Located between Sarasota and Venice, you are within easy reach of both. Nokomis Beach is 5 miles away, Siesta Key Beach is 9 miles away! The intracoastal waterway is just up the road leading to the ever popular Casey Key Fish House and Tiki Bar. Many other restaurants, shopping and major roads are close at hand. Come see for yourself what makes this condo and Pine Run so special!

116 Woodland Place Unit 116, Osprey
$479,000
3 Beds ⋅ 2 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
Welcome to your own slice of paradise in sought-after Venetian Golf & River Club. Ideally on the first floor, this beautifully maintained residence is filled with natural light and enjoys refreshing afternoon breezes, spectacular sunsets and sweeping panoramic views of the golf course, the 14th hole and serene natural preserves. One of the newer buildings (2018) it is designed for comfortable Florida living, the spacious three-bedroom, two-bath floor plan offers a seamless blend of elegance and functionality. The bright kitchen has been thoughtfully updated with freshly painted cabinetry, convenient pullout drawers, a newly tiled island backsplash, upgraded appliances and abundant workspace for entertaining family and friends. The primary suite is a peaceful retreat featuring updated vanity mirrors and light fixtures, while most closets throughout the home have been enhanced with custom closet systems that provide exceptional organization and storage. Additional highlights include a private two-car garage, dedicated laundry room and a layout that lives like a single-family home without maintenance. Beyond your front door awaits one of Southwest Florida's desirable lifestyle communities. Residents enjoy an impressive array of amenities including a private clubhouse with restaurant, six Har-Tru tennis courts, three pickleball courts, a state-of-the-art fitness center, aerobics studio, resort-style pool, separate lap pool, and a popular tiki bar serving food and drinks. Nature lovers will appreciate the scenic boardwalk winding through protected preserves to the Myakka River. Ideally just minutes from Interstate 75, a new state-of-the-art hospital, Gulf beaches, shopping, dining and charming downtown Venice, this exceptional home offers a combination of luxury, convenience and carefree Florida lifestyle you've been dreaming of. Call now to see this wonderful home!

194 Bella Vista Terrace Unit 26A, North Venice
$539,000
3 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Discover the epitome of the Florida lifestyle and comfort in this beautifully updated 3-bedroom, 2-bath condo with a den, nestled within the Venetian Golf & River Club in Nokomis, Florida. This home, complete with a private 2-car garage and a personal elevator, offers an exquisite lifestyle surrounded by stunning golf course views and modern conveniences. From the moment you arrive, you'll be captivated by the home's thoughtful updates and neutral color palette, creating a light, cohesive feel that's both timeless and inviting. The open layout is designed for everyday comfort and effortless entertaining, with generous living spaces that flow seamlessly to the outdoors. The kitchen is a chef's dream, expertly updated with contemporary finishes, ample cabinetry, and plenty of counter space, making it as functional as it is stylish. Adjacent dining and living areas provide flexibility for gatherings, large or small, while large windows frame peaceful fairway views, bringing in natural light and a sense of calm. The custom private office/den offers an ideal space for remote work, hobbies, or a quiet retreat. The primary suite is well-appointed with tranquil views, a spacious layout, and an updated primary suite bath. Two additional bedrooms provide comfort and versatility for guests, while the second bath has been tastefully updated. Every update has been done with consistency and care, resulting in a home that feels move-in ready. Step out onto the lanai and enjoy the backdrop of manicured greens, perfect for morning coffee or evening relaxation. The Venetian Golf & River Club is renowned for its resort-style amenities, including golf, fitness facilities, pools, dining, and a vibrant social calendar—all within a secure, gated setting. Conveniently located in Nokomis, this home offers easy access to shopping, dining, our amazing beaches, and everyday conveniences like the UTC mall, downtown Sarasota and Venice, and so much more. This is an excellent opportunity to own a fully updated home with golf course views in one of the area’s most established communities. Additional Features, Private Elevator, Custom Plantation Shutters, Beautifully Appointed Crown Molding, Custom Office with desk, lighting and Cabinets, Epoxy Garage Floor. Home furnishings are negotiable, ensuring a seamless transition to your new Florida lifestyle. Don't miss your chance to experience refined living at its finest.

202 Bella Vista Terrace Unit 28D, Nokomis
$614,900
3 Beds ⋅ 2 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
Located inside the gates of Venetian Golf & River Club, this rarely available extended Correggio floor plan offers the perfect blend of luxury, comfort, and effortless Florida living. Featuring 3 bedrooms, 2 bathrooms, a den, with a private POOL/SPA, this spacious Furnished residence is thoughtfully designed with IMPACT WINDOWS for both everyday living, peace of mind, and entertaining. Perfectly positioned to capture peaceful golf course views (hole #2) and natural light, the highly sought-after extended layout showcases expansive living spaces, soaring ceilings, crown molding, and Brazilian Cherry engineered hardwood flooring throughout the main living areas. Oversized sliding glass doors create seamless indoor-outdoor living, opening to the screened lanai complete with a STORM SMART electric hurricane roll-down shutter for added protection and peace of mind. The gourmet kitchen is designed to impress with stone countertops, stainless steel appliances, abundant cabinetry, and an oversized island overlooking the great room and dining area. The spacious primary suite offers a relaxing retreat with dual walk-in closets and a spa-inspired bath, and a door to your lanai. This split floor plan with guest bedrooms thoughtfully positioned for privacy and comfort. Additional highlights include designer finishes, abundant storage space in both the laundry room and garage with built-in cabinetry, and a desirable side-load two-and-a-half-car garage with room for a golf cart or additional storage. Enjoy resort-style living with access to the River Club, resort-style pool with tiki bar, lap pool, fitness center, tennis, pickleball, scenic walking trails along the Myakka River, fine dining, and a vibrant social calendar, with optional championship golf available at the Venetian Golf Club. Ideally located just minutes from Gulf beaches, downtown Venice, Sarasota Memorial Hospital, shopping, dining, and I-75.

170 Montelluna Drive, North Venice
$414,900
3 Beds ⋅ 2 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
3 Bedroom 2 bath Stunning Water View Luxury and Sunrise views in Venetian Golf & River Club Resort Community. Perfectly positioned to capture serene water views, this home offers an exceptional blend of elegance, comfort, and resort-style amenities. Step inside this WCI built, Dolci floor plan to discover an open-concept floor plan filled with natural light, soaring ceilings, 20’ of fully retractable sliding doors, IMPACT WINDOWS, tray & crown & vaulted ceilings, and thoughtfully designed living spaces ideal for both everyday living and entertaining. The gourmet kitchen with natural gas stove, ample cabinetry, eat at breakfast bar overlooking the main living area—perfect for hosting gatherings. The primary suite serves as a private retreat with tranquil views, a spa-inspired bathroom with walk in shower, garden tub, dual sinks & private W.C. and generous closet space. Additional bedroom & bathroom allow guest privacy at the front of the home. The home office/flex space with hardwood floors is perfect for overflow guests with French doors for privacy. Enjoy seamless indoor-outdoor living with a covered lanai and expansive outdoor space, ideal for relaxing or entertaining while taking in picturesque lake views and Florida sunrises. Residents of this gated, amenity-rich, full resort community enjoy a restaurant with Chef inspired menu, tiki bar, indoor lounge with no minimums for food or drink, professionally planned activities, fitness center & studio, resort-style pool & lap pool, Tennis & Pickleball courts, nature trails, and private access to the Myakka River. Venetian Golf & River Club is golf cart and dog friendly! Golf enthusiasts can join the private golf club- membership fee required. Ideally located approximately 3 miles to I-75 and Sarasota Memorial Hospital–Venice, 9 miles to Nokomis Beach and Historic Downtown Venice, 11 miles to Wellen Park, and just 20 minutes to Sarasota. Professionally staged rooms to hilight furniture placement and layout.

170 Cipriani Way, North Venice
Start Your Search