Osprey/Nokomis Homes with Garden View

Osprey/Nokomis Homes with Garden View

Nestled along the sun-kissed shores of Florida's Gulf Coast, the charming communities of Osprey and Nokomis offer a delightful blend of coastal beauty, rich history, and a vibrant lifestyle. Located in Sarasota County, these picturesque towns are renowned for their stunning natural landscapes, including serene beaches, lush parks, and inviting waterways. Residents enjoy a laid-back atmosphere, with easy access to the cultural and recreational amenities that make this region a sought-after destination.

Osprey and Nokomis are particularly celebrated for their beautiful homes that boast breathtaking garden views. Imagine waking up each day to the gentle rustle of palm trees and the vibrant colors of blooming flowers just outside your window. Many properties in this area feature meticulously landscaped gardens, providing a tranquil escape where you can unwind and connect with nature. Whether you prefer a cozy bungalow or a spacious family home, you’ll find a variety of architectural styles that cater to diverse tastes.

The local community is enriched by a wealth of outdoor activities, including boating, fishing, and kayaking, making it easy to embrace the coastal lifestyle. With nearby attractions such as the historic Spanish Point and the stunning Nokomis Beach, you’ll never run out of places to explore. Plus, the proximity to Sarasota’s cultural scene, including theaters, galleries, and fine dining, ensures that you’re never far from excitement.

Discover the charm of Osprey and Nokomis, where your dream home with a garden view awaits, inviting you to enjoy the best of Florida living!

Newest Osprey/Nokomis Homes with Garden View

$1,100,000
5 Beds 4 Baths Pine Ranch East SubDv. 34229 Zip Code
Welcome to this rare slice of coastal paradise tucked away in the boutique enclave of Pine Ranch East in Osprey, Florida. Situated on a sprawling 1.137-acre private lot, this magnificent residence offers an extraordinary blend of space, serenity, and convenience. The property boasts five spacious bedrooms and three-and-a-half baths, providing a flexible layout designed to accommodate large families, host overnight guests, or create dedicated home office spaces. Every detail of the interior reflects thoughtful maintenance and pride of ownership, offering a seamless flow between the primary living areas. Designed for quintessential Florida living, the expansive backyard functions as your own private resort. Step out onto the oversized covered lanai to entertain year-round, or cool off in the crystal-clear heated pool and integrated spa while taking in the tranquil scenery of your secluded acreage. Despite the incredible privacy, you are just minutes away from pristine Gulf beaches and iconic local dining hot spots like Pops Sunset Grill and the Casey Key Fish House. Adding to the unmatched value of this property is its setting within Pine Ranch East, an exclusive neighborhood comprised of only 26 homes. While the community maintains an established HOA structure, homeowners enjoy the astonishing benefit of paying no HOA fees thanks to a unique financial setup that leaves the neighborhood fully funded years into the future. Contact us today to learn more about this remarkable community story or to schedule your private tour.

296 Pine Ranch Trail, Osprey

$319,000
2 Beds 3 Baths Towns-End Shores SubDv. 34229 Zip Code
This beautifully appointed 2-bedroom, 2-bath townhome offers a wonderful blend of comfort, privacy, and Florida living in "The Osprey", a community of just 12 residences. The open-concept floor plan features high ceilings, generous living spaces, and large windows that fill the home with an abundance of natural light. The spacious owner’s retreat provides a peaceful setting for relaxation, while the second bedroom offers flexibility for guests, an office, or additional living space. Located in flood zone X, the oversized garage offers the perfect opportunity to add to your living space or provides an abundance of storage. The private outdoor spaces are a true highlight of the home. The beautifully landscaped yard and garden create a peaceful retreat, while the private terrace provides an ideal setting for al fresco dining and entertaining. A mature specimen lemon tree serves as the star of the garden, providing fresh lemons for lemonade, cooking, or homemade limoncello. Residents also enjoy access to the community pool, adding to the relaxed, resort-like feel of the property. The location is equally appealing. Situated in Osprey, the property is conveniently located near the beaches of Casey Key, local shops, restaurants, and a variety of recreational amenities directly across the street from Oscar Scherer State Park, home to over 17 miles of trails and nearly 1400 acres of natural habitats, launch a kayak, or simply take in the peaceful surroundings along the water. The nearby Casey Key Resort offers the opportunity to enjoy its pool, facilities, and restaurant for the day, providing an additional resort-style experience close to home. Downtown Sarasota and downtown Venice are also easily accessible, offering an outstanding selection of dining, shopping, cultural attractions, and entertainment. With its private outdoor spaces, community pool, beautiful natural light, and convenient location, this exceptional townhome offers a refined yet relaxed approach to coastal Florida living. Whether enjoyed as a full-time residence or a seasonal retreat, this home offers an exceptional opportunity to embrace the Florida lifestyle.

1819 Highland Road, Osprey

$1,770,000
3 Beds 2 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Imagine starting your morning with coffee beside your private courtyard pool, opening the sliders to the Florida sunshine and ending the day with friends gathered around the kitchen island before heading out by golf cart for dinner or a sunset near the water. Welcome to 206 Four Knot Lane, a beautifully updated, move-in-ready home in Southbay Yacht & Racquet Club, one of Osprey’s most desirable waterfront marina communities. At the heart of the home is an impressive 14' x 37' heated pool, framed on three sides by the residence and visible from multiple living spaces. Several rooms open directly to the covered lanais and pool area, creating a private courtyard-style setting and a seamless connection between indoor and outdoor living. Inside, the 2,411-square-foot residence offers 3 bedrooms, 2 baths, an office/den, spacious living areas, and a thoughtfully designed split floor plan. Floor-to-ceiling impact-rated windows and sliders installed in 2020 fill the home with natural light and showcase the pool from throughout the main living spaces. The primary suite is privately positioned and includes an adjoining office/den and ensuite bath with soaking tub and custom cabinetry. Two additional bedrooms and an updated guest bath are located in a separate wing. A custom queen-size library-style Murphy bed provides added flexibility for overnight guests or workspace. The home has been extensively updated with 12" x 72" Ceramica Sant’Agostino Italian porcelain plank tile flooring in Barkwood Ash, custom millwork, new 8-inch baseboards, upgraded lighting and fans, and fresh interior and exterior paint completed in 2025. The chef-inspired kitchen is designed for both everyday living and entertaining, with new custom cabinetry, quartz countertops, high-end 2025 GE Monogram appliances, a 48-inch refrigerator, induction cooktop, wall oven/microwave, built-in wine refrigerator, excellent storage, and a large center island with seating for 8–10. The adjoining dining area features an integrated bar with custom cabinetry and a fireplace ready for an insert. Additional highlights include dual-zone A/C systems installed in 2025, new Electrolux stackable washer and dryer, a spacious laundry room with utility sink and coffee/tea bar, concrete tile roof installed in 2020, re-plumbing completed in 2007, an oversized 2-car garage with epoxy flooring and custom storage, mature tropical landscaping with irrigation, and a private outdoor shower. There is also potential to add a fourth bedroom with ensuite bath or create additional garage/storage space. Southbay Yacht & Racquet Club offers a true Florida lifestyle with a private 172-slip deep-water marina accommodating vessels up to approximately 58 feet, along with a clubhouse, fitness center, heated community pool and spa, tennis, pickleball, basketball, bocce, playground, kayak launch and storage, jet ski pads, low HOA fees, and an active social atmosphere. The golf-cart-friendly community provides convenient access to Nokomis Beach, Casey Key, waterfront dining, shopping, Publix, Aldi, restaurants, tiki bars, and everything that makes Florida’s Gulf Coast lifestyle so appealing. Interior and exterior furnishings, artwork, televisions, potted plants, outdoor gas grill, and pizza oven are available separately by bill of sale. If you have been searching for a beautifully updated home where the pool, the home, the marina, and the Florida lifestyle all come together, 206 Four Knot Lane deserves to be seen in person.

206 Four Knot Lane, Osprey

$425,000
3 Beds 2 Baths Venice Woodlands SubDv. 34275 Zip Code
Welcome to 184 Daylily Boulevard, a beautifully maintained home located in the highly desirable gated community of Venice Woodlands in Nokomis. Combining modern comfort, resort-style amenities, and an exceptional location, this residence offers the perfect opportunity to enjoy the best of Florida living. Step inside and discover a thoughtfully designed floor plan featuring bright, open living spaces ideal for both everyday living and entertaining. Large windows invite natural light throughout the home, creating a warm and welcoming atmosphere. Whether hosting family and friends or enjoying a quiet evening at home, this residence offers comfort, functionality, and style. Venice Woodlands is a sought-after gated community known for its beautifully landscaped surroundings and impressive amenities. Residents enjoy access to a resort-style swimming pool, fitness center, clubhouse, pickleball courts, bocce ball courts, and walking paths throughout the neighborhood. The community provides a vibrant yet peaceful lifestyle with opportunities to stay active and connected. One of the property's greatest advantages is its prime location. Just minutes away, you'll find the pristine Gulf beaches of Nokomis Beach and Venice Beach, where you can enjoy swimming, boating, fishing, paddleboarding, and spectacular sunsets. Outdoor enthusiasts will appreciate easy access to the renowned Legacy Trail, perfect for biking, walking, and jogging. Nearby attractions include historic downtown Venice, known for its charming boutiques, outdoor cafés, waterfront dining, farmers markets, and year-round community events. Golf enthusiasts will find numerous championship golf courses nearby, while nature lovers can explore Oscar Scherer State Park, Casey Key, and the area's many parks, preserves, and waterways. Conveniently located near shopping, dining, medical facilities, and major roadways, this home offers easy access to Sarasota, Venice, and all that Florida's Gulf Coast has to offer. Whether you're searching for a year-round residence, seasonal retreat, or investment opportunity, 184 Daylily Boulevard offers the perfect combination of location, lifestyle, and community amenities. Schedule your private showing today and experience the Venice Woodlands lifestyle for yourself.

184 Daylily Boulevard, Nokomis

$560,000
3 Beds 2 Baths Channel Acres SubDv. 34275 Zip Code
Virtually Staged. Tucked away in the hidden waterfront community of Channel Acres, this canal-front pool home captures the kind of Old Florida lifestyle that buyers spend years searching for with boating, beach days, tropical privacy, and laid-back coastal living just minutes from Nokomis Beach and the Intracoastal Waterway. Set on an oversized canal-front lot with a private dock, screened pool, and direct access out to the Gulf, this property offers a rare opportunity to own waterfront in one of Southwest Florida’s most beloved beach communities, without the multimillion-dollar price tag often attached to the lifestyle. Inside, the home offers approximately 1,746 square feet with 3 bedrooms, 1.5 baths, flexible living spaces, and a bright coastal feel ready to be personalized over time. Whether you envision a relaxed beach bungalow, seasonal retreat, vacation rental, or a long-term waterfront escape, the setting here is what truly makes this property special. Spend mornings boating through the bay, afternoons at Nokomis Beach, and evenings cruising by golf cart to waterfront restaurants, live music, and sunset dinners at local favorites nearby. The backyard feels like a private tropical retreat with mature landscaping, canal views, a screened pool, and space to create your own outdoor paradise. Recent improvements include a newer roof and updated dock, giving buyers a strong foundation while leaving room to modernize and add value over time. Properties like this are becoming increasingly difficult to find offering canal frontage, boating access, pool, dock, oversized lot, and proximity to the beach all in one location. For buyers chasing the authentic Florida waterfront lifestyle, 312 Winfield Way is the opportunity to make it your own.

312 Winfield Way, Nokomis

$585,000
4 Beds 4 Baths Toscana Isles SubDv. 34275 Zip Code
Experience refined Florida living in this beautifully designed 4-bedroom + den, 3.5-bath home, thoughtfully appointed with upscale finishes and set within a gated community with guard just 5–10 minutes from the beach, where endless sunsets await. Inside, enjoy tall 10-foot ceilings accented with crown molding and tray ceilings, creating a light, open, and elegant atmosphere throughout. Ceramic plank flooring flows through the main living areas, while plush carpeting in the bedrooms adds comfort and warmth. The flexible den is perfect for a home office, media room, or guest space. Designed for seamless indoor–outdoor living, the home features large three-panel sliding glass doors and a screened front entry, allowing refreshing tropical breezes to flow through the house year-round down the wide long main hallway. The layout includes a dedicated pool bath, already in place for your future pool dreams. Step outside of the screened lanai with specialty insect-resistant screens and plumbing for an outdoor kitchen, and become surrounded by lush tropical landscaping on your extended patio with space for grilling—perfect for relaxing, dining, or hosting guests. The home backs up to a dense, exceptionally quiet preserve, offering rare privacy and a tranquil setting where you can still hear birds and frogs, creating a true natural retreat. A whole-home surge protector adds peace of mind. Residents enjoy resort-style amenities including a newly renovated infinity-edge community pool and scenic community lakes perfect for fishing and kayaking for hours of outdoor enjoyment.

352 Toscavilla Boulevard, Nokomis

$535,000
3 Beds 2 Baths Inlets SubDv. 34275 Zip Code
Experience refined Florida living in this sought-after Catalina model within the desired gated community of The Inlets. Thoughtfully positioned on a premier homesite originally selected by the developer for its exceptional privacy and ideal proximity to clubhouse amenities, this residence offers an elegant blend of sophistication, comfort, and effortless indoor-outdoor living. From the moment you enter, soaring volume ceilings and an open-concept design create an inviting sense of space, while upgraded front doors along with expansive windows frame lush tropical landscaping and fill the home with natural light. Gracious formal living and dining rooms set a timeless tone with updated neutral flooring, refined finishes, modern lighting, and a clean, sophisticated aesthetic throughout. At the heart of the home, the beautifully redesigned kitchen showcases new cabinetry, quartz countertops, stainless steel appliances and a generous breakfast nook, all seamlessly opening to the spacious family room and oversized lanai, ideal for everyday living and entertaining. A private guest wing, tucked behind pocket doors, offers exceptional comfort for family and visitors alike, featuring spacious guest bedrooms and a stylishly renovated bath. The serene primary suite is ideally on opposite side of the home, creating a peaceful retreat with direct lanai access, dual walk-in closets, and a beautifully updated spa-inspired bath complete with dual vanities and an oversized walk-in shower adorned with elegant tilework. The tropical landscaping has been thoughtfully curated to enhance beauty and privacy while remaining just moments from the community’s impressive amenities, including a resort-style heated pool and spa, tennis and pickleball courts, bocce, shuffleboard, fitness center and vibrant social activities. Ideally just one mile from Nokomis Beach and only a short drive to charming downtown Venice with its boutiques, cafés, art festivals and year-round events, this exceptional property presents a rare opportunity to embrace the quintessential Florida lifestyle in one of the area’s desirable communities. BRAND NEW A/C 07/26. Schedule your private showing today.

216 Carriage House Lane Unit 216, Nokomis

$1,289,000
3 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional lawn care and irrigation are covered by the monthly fees. Designed for both everyday comfort and effortless entertaining, the residence offers 3 bedrooms, 3.5 baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Inside, refined architectural elements, including crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces, create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living spaces, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen featuring custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting. A Sonos sound system extends throughout the residence. The primary suite serves as a retreat with vaulted ceilings, a bay window sitting area, outdoor access, and a fully renovated spa-inspired bath completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. Additional baths have also been extensively renovated with elevated finishes and designer fixtures, while the updated laundry room introduces custom storage, shiplap detailing, and functional built-ins with a refined coastal aesthetic. Upstairs, a spacious bonus room with a fireplace opens directly to a newly renovated second-story deck. With a full bathroom, the second floor is an exceptional flex space ideal for guests, recreation, or private lounging among the treetops. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and serene preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor, new lanai screening and aluminum framing, exterior paint completed in 2025, new air conditioning for the main floor, and a new second-story flat roof with a warranty. Located within the gated community of Bishops Court inside The Oaks Preserve, residents enjoy 24 hour guarded gates, maintenance-free living alongside access to one of the region’s premier private club lifestyles, featuring two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has been awarded the Platinum Clubs of America, Distinguished Emerald Residential Country Club, and Audubon International Certified designations. Located between Sarasota and Venice, Osprey is known for its natural beauty, waterfront lifestyle, and easy access to everyday conveniences. Residents are just moments from Siesta Key, downtown Sarasota’s dining and cultural attractions, marinas, shopping, Legacy Trail, and the renowned Pine View School, creating an ideal setting for both year-round living and seasonal enjoyment.

156 Bishops Court Road, Osprey

$1,095,000
4 Beds 3 Baths Pine Ranch SubDv. 34229 Zip Code
Welcome to this beautifully maintained 4 bed, 3 bath property nestled on a 2-acre lot in one of Osprey's most desirable communities Pine Ranch. Located 15 minutes from Siesta Key and Nokomis Beach and is within a short distance from the nationally top-rated Pine View School, #1 High School in Florida and the natural beauty of the Legacy Trail. This charming home offers a perfect blend of comfort, style, and Florida living. Step inside to find a bright, open interior with plenty of natural light, spacious living area, and a seamless connection between indoor and outdoor living. A newly remodeled kitchen with ample cabinetry and a seamless flow for entertaining. The primary suite provides a peaceful retreat with generous closet space and an en-suite bath and balcony with stunning views. Additional bedrooms are well-sized, making this home ideal for guests or a growing household. Enjoy Florida living at its best with an inviting private backyard inground pool framed by mature landscaping perfect for relaxing, gardening, or creating your own outdoor oasis. The backyard showcases a picturesque large pond, with a deck, making it an ideal spot for relaxing evenings. Additionally, this property features an in-law suite with one bedroom and one bathroom, ideal for guests or extended family. Whether you're seeking a full-time residence or a seasonal getaway, this Osprey gem delivers comfort, location, and value. With its prime Osprey location, easy access to Sarasota and Venice, and the natural beauty of the Gulf Coast just minutes away, this home offers exceptional value and an unbeatable lifestyle. A wonderful opportunity to own in one of Sarasota County's most desirable communities don't miss your chance to make 403 Longbow Trail your next home.

403 Longbow Trail, Osprey

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