Osprey/Nokomis Homes with Park Community Features

Osprey/Nokomis Homes with Park Community Features

Welcome to Osprey and Nokomis, two charming communities nestled in the heart of Sarasota County, Florida. Known for their serene landscapes and vibrant local culture, these towns offer a unique blend of natural beauty and modern conveniences, making them a perfect choice for families, retirees, and anyone seeking a tranquil lifestyle.

Osprey, with its picturesque waterfront views and lush parks, is a haven for outdoor enthusiasts. Residents can enjoy a variety of recreational activities, from kayaking in the tranquil waters of the nearby Gulf of Mexico to exploring the scenic trails of Oscar Scherer State Park. The town's rich history is reflected in its quaint shops, delightful eateries, and the iconic Historic Spanish Point, where visitors can immerse themselves in the region's storied past.

Just a stone's throw away, Nokomis offers a laid-back atmosphere with beautiful beaches and a strong sense of community. The charming downtown area is dotted with local boutiques and cafes, perfect for leisurely strolls. With its proximity to the stunning Nokomis Beach, residents can bask in the sun or indulge in beachside picnics.

For those looking to settle in this idyllic region, homes in Osprey and Nokomis often feature park community amenities that enhance the living experience. These neighborhoods boast lush green spaces, walking trails, and playgrounds, creating a perfect environment for families and individuals alike to connect with nature and their neighbors.

Whether you’re drawn to the vibrant community life or the stunning natural surroundings, Osprey and Nokomis are waiting to welcome you home!

Newest Osprey/Nokomis Homes with Park Community Features

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

206 Brigantine Way Unit 206, Nokomis
$254,900
2 Beds ⋅ 2 Baths ⋅ Fairwinds Village SubDv. ⋅ 34275 Zip Code
Welcome Home to your beautifully updated 2 bedroom villa in the highly coveted Fairwinds Village. With a waterfront Clubhouse within an active and welcoming 55+ community boasting with first class amenities. Imagine... living in a maintenance free, pet friendly home close to Nokomis and Venice Beaches, restaurants, shopping, entertainment and so much more. This villa is located within a quiet cul de sac just steps from the Clubhouse, a waterfront park and all the amenities Fairwinds have to offer. Check out the new kitchen boasting new stainless steel appliances, white shaker style cabinets, quartz counters, and pantry. New light plank style luxury vinyl flooring and newly painted walls throughout the home creates a continuous open and coastal feel including a bright and airy 4-season glass room for entertaining or simply relaxing. A spacious Owners Suite with “3” closets and a nicely appointed spa inspired bath with large quartz topped vanity and a marble inspired tile surrounding the tub-shower combination. The guest room is peaceful and welcoming to your guests with a bright and comfortable bath nearby hosting a glass enclosed shower with marble inspired tile. The private laundry just steps outside the kitchen makes handling this task with ease. Covered parking with a separate entry into the kitchen brings ease to shopping days. FairWinds Village is a community situated directly on a canal that leads to Lyons Bay and the Intercoastal. A first class Active Community Clubhouse includes a full service kitchen for community events, private rentals and is next to the shuffleboard and bocce ball courts. Best of all, you are near the local marina that offers boat rentals and waterfront dining. The docks can be sub-leased or may be available from the Association directly on a first come - first served basis. The community also offers kayak/canoe racks and a launching area, next to the waterfront park and picnic areas. There is plenty of guest parking and many organized activities and community events. Don’t let this opportunity pass you by. This community is highly sought after and rarely available. Today is the day…

206 Brigantine Way Unit 206, Nokomis

203 Rubens Drive Unit F, Nokomis
$135,000
2 Beds ⋅ 2 Baths ⋅ Sorrento Park SubDv. ⋅ 34275 Zip Code
Welcome to relaxed Gulf Coast living in this spacious, move-in-ready second-floor condo, beautifully positioned beside the natural landscape of Oscar Scherer State Park. A private screened front porch creates a welcoming entrance and includes a convenient laundry and storage closet with shelving. Inside, the light-filled layout offers two bedrooms and two full bathrooms, including a primary suite with an en-suite bath and walk-in closet. The main living area opens to an impressive 26-by-8-foot screened lanai with peaceful preserve views—an inviting place to enjoy morning coffee, watch Florida wildlife, entertain friends, or simply unwind. Sliding enclosure panels add flexibility for seasonal enjoyment. Thoughtful updates and practical features include a Comfortmaker HVAC system installed in June 2023 with a warranty reported by the owner through June 2033, along with a washer and dryer from 2024. Sarasota County permit records reflect a commercial roofing permit finalized for the building in 2025. Generous storage includes a large closet on the rear lanai, additional shelving in the front-porch laundry closet, and a spacious padlocked storage closet attached to the assigned carport. Residents also enjoy access to the community pool. The entrance to Oscar Scherer State Park is just a short bicycle ride away, with the Legacy Trail only a little farther. Nokomis Beach and Casey Key are approximately 8–10 minutes away, along with popular waterfront dining at Pop’s Sunset Grill and Deep Lagoon Seafood & Oyster House. Historic Downtown Venice is approximately 12 minutes away, and Sarasota Memorial Hospital–Venice is approximately 10 minutes away. Convenient access to U.S. 41 and I-75 makes Sarasota, Siesta Key, and Sarasota Bradenton International Airport—approximately 30–35 minutes away—easy to reach. Come experience the peaceful preserve setting, generous living space, exceptional storage, and convenient Nokomis lifestyle. Schedule your private showing today.

203 Rubens Drive Unit F, Nokomis

109 Woodland Place, Osprey
$255,000
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
TURNKEY Furnished 2 bed, 2 bath two story condo in the lifestyle rich community of Pine Run! Outdoor enthusiasts will love this 20 Acre mature landscaped neighborhood. Nearby, you will find nature parks, walking and biking trails, boat ramps, waterfront dining and minutes to beaches and downtown Venice! Within the community, you can enjoy TWO community pools, pickleball and tennis courts, clubhouse, fitness center and saunas in the community bathrooms. HOA includes Water, Sewer Trash and Pest control. Included with the unit is an assigned outdoor carport space and storage closet. Enjoy the natural lighting and privacy this unit greets you with as you walk through the door. The soaring ceilings bring in natural lighting all day. Updated kitchen with newer, barely used modern appliances and updated cabinetry and countertops. Reverse Osmosis Water softener has been installed to provide the top quality water. On the main floor, you will find a light and bright living room that leads to the oversized screened-in private lanai. Enjoy the wildlife whilst sitting up in the mature trees. The dining area also has a breakfast bar for additional entertaining space. Down the hallway you will find the primary bedroom with two closets, balcony access and entrance to the hallway renovated full bathroom. Also on the main floor is a stackable washer and dryer and large storage closet. Take the serial staircase to the secondary bedroom loft with full bathroom and two closets. The oversized closet is ideal for a walk-in or year round storage. The community is full of life and energy, especially in the winter seasons, and with all of the waterfront dining, parks and attractions nearby, you will always have something to do! Conveniently located near shopping, dining, downtown Venice, Sarasota, major roadways and schools.

109 Woodland Place, Osprey

5901 Biscotti Street, Nokomis
$305,000
3 Beds ⋅ 3 Baths ⋅ Nokomis Sub SubDv. ⋅ 34275 Zip Code
Welcome to 5901 Biscotti Street in Vinterra Townhomes, a beautifully maintained gated community in the heart of Nokomis! This thoughtfully designed townhome offers a smart, functional floor plan with modern finishes and low-maintenance Florida living. The bright white kitchen is a standout, featuring quartz countertops, stainless steel appliances, and plenty of cabinetry, creating a clean, timeless space that flows effortlessly into the main living and dining areas. Step outside to your private rear patio—perfect for morning coffee, outdoor dining or simply relaxing in the Florida sunshine. The attached one-car garage features an epoxy-coated floor and offers convenient parking plus additional storage. Vinterra is a gated Sarasota County community with a resort-style pool and cabanas, dog park, butterfly garden, and it's ideally located with easy access to the Legacy Trail, making it simple to enjoy miles of walking and biking. Spend your weekends at beautiful Nokomis Beach and Casey Key, explore nearby parks, or enjoy the shopping, restaurants, and entertainment of both Venice and Sarasota. With its convenient location, modern finishes, and smart floor plan, 5901 Biscotti Street is an ideal full-time residence, seasonal retreat, or investment opportunity. Some furnishings are available on a separate purchase. Come see why this Nokomis location makes it easy to enjoy the best of the Florida lifestyle!

5901 Biscotti Street, Nokomis

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