Osprey/Nokomis Homes with Buyer Approval Required Community Features

Osprey/Nokomis Homes with Buyer Approval Required Community Features

Welcome to the charming communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. Known for their stunning natural beauty and serene atmosphere, these delightful towns offer an idyllic lifestyle for those seeking a perfect blend of relaxation and recreation.

Osprey, with its picturesque waterfront views and lush landscapes, is a haven for nature lovers. Residents can explore the nearby Oscar Scherer State Park, where hiking trails wind through scenic pine forests and offer glimpses of local wildlife. Meanwhile, Nokomis boasts beautiful beaches and a laid-back vibe, perfect for sunbathing, swimming, or enjoying a leisurely stroll along the Gulf Coast.

Both communities are renowned for their vibrant local culture, featuring delightful shops, cozy cafes, and delicious dining options that cater to every palate. With a strong sense of community, Osprey and Nokomis host various events throughout the year, bringing neighbors together and fostering lasting friendships.

For those considering a move to this charming area, homes in Osprey and Nokomis often come with Buyer Approval Required Community Features. This ensures a sense of security and camaraderie among residents, as well as maintaining the integrity and appeal of the neighborhood. These communities offer a range of housing options, from quaint single-family homes to luxurious waterfront properties, all designed to cater to diverse lifestyles and preferences.

Discover the magic of Osprey and Nokomis, where coastal charm meets community spirit. Your dream home awaits in this beautiful slice of Florida paradise!

Newest Osprey/Nokomis Homes with Buyer Approval Required Community Features

$848,600
3 Beds ⋅ 3 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Finally…the one you’ve been waiting for! This stunning 2021 Lazio model home offers 3 bedrooms, 3 full baths, a versatile Flex Room/Office & an expanded tandem 3-car garage. All thoughtfully enhanced with premium upgrades. Built with impact-resistant windows & sliding glass doors, this light-filled home features an open-concept floor plan with soaring 10-foot ceilings & 8-foot interior doors, creating a seamless blend of elegance, comfort & security. Easy-care tile flooring throughout & light coastal-inspired finishes create a warm & inviting atmosphere. At the heart of the home, the chef’s kitchen impresses with a natural gas range, upgraded stainless steel appliances, 42-inch solid-wood cabinetry and a large quartz island perfect for home gatherings. The adjacent dining area & expansive screened lanai provide effortless indoor-outdoor living, ideal for enjoying spectacular private views. A generous pantry, oversized breakfast bar & fabulous outdoor kitchen/bartop provide exceptional functionality for entertainment. The living spaces flow seamlessly to the extended screened lanai & custom-designed pool, featuring numerous upgraded water features that create a private outdoor retreat. The luxurious primary suite serves as a serene sanctuary, complete with an oversized walk-in closet & a spa-inspired bath featuring solid-wood cabinetry, quartz countertops, dual vanity areas & an expanded walk-in shower. Designed with both comfort & practicality in mind, this popular floor plan offers abundant storage, privately situated guest bedrooms, an enlarged laundry room & an expanded garage with plenty of room for all your Florida lifestyle essentials! Enjoy maintenance-free living in a gated, natural gas community with outstanding resort-style amenities, including a clubhouse, heated pool/spa, 24-hour fitness center, pickleball, tennis & bocce courts, fire pit, catering/outdoor kitchen & on-site property manager. Pet lovers will appreciate the 2 dedicated dog parks for your furry family members. Ideally located with easy access to Downtown Sarasota, charming Downtown Venice, world-renowned Gulf Coast beaches & private community access to the storied 20+ mile Legacy Trail, this move-in ready home exemplifies pride of ownership while offering the perfect blend of luxury, convenience & elevated coastal living. Don’t miss this exceptional opportunity!

5880 Semolino Street, Nokomis
$739,000
3 Beds ⋅ 2 Baths ⋅ Emerald Woods At Oaks SubDv. ⋅ 34229 Zip Code
Remarkable 3 bedroom 2 bathroom home in Emerald Woods now available for purchase. Nestled in the Oaks Preserve Neighborhood and offering a maintenance free lifestyle with 24 hour guarded gate. Features include; Beautiful Tray Ceilings, Crown Moldings, Plantation Shutters, Solid Surface Countertops, Tile flooring throughout living spaces, and an Spectacular Owner’s Suite with multiple walk-in closets and sitting area.The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of The Art Fitness Center, Junior Olympic Swimming Pool, Regulation Croquet Court, 4 Pickle Ball Courts, along with numerous dining, social and recreational options. Conveniently located near Florida's top rated Pine View School, the Legacy Bike Trail, and the world renowned beaches of Siesta Key, Casey Key, and so much more. Just a short distance from shops, restaurants, and the cultural offerings of downtown Sarasota. Membership to the club is mandatory. Some images may have been Virtually Staged/Edited...

299 Turquoise Lane, Osprey
$775,000
3 Beds ⋅ 3 Baths ⋅ Edgewater At Hidden Bay SubDv. ⋅ 34229 Zip Code
Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

260 Hidden Bay Drive Unit 402, Osprey
$698,713
3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv. ⋅ 34275 Zip Code
The Da Forli Model, built by WCI, with expansive, serene GOLF COURSE, LAKE and PRIVATE PRESERVE Views. A covered Loggia entry to light filled foyer with views of the great room. Sliders lead you out to the large screened lanai with heated pool and spa overlooking the Golf Course, Lake and Private Preserve Views! The home has many upgrades including: custom tile flooring, lots of natural lighting, soaring and custom tray ceilings, 2 zone A/C, central vac system, surround sound system, custom architectural arches, a 2 CAR GARAGE PLUS GOLF CART PARKING! 3 Bedrooms, 3 full baths plus a Den/Office, BEING SOLD TURN_KEY FURNISHED! The kitchen is a dream for the chef or host as it open to the family room, a cafe style dining area with access for pool side entertaining. Stainless steel appliances, a gas range, breakfast bar, lots of cabinetry and stunning granite counters; just a few steps to the great room and formal dining room. For owners you have a large suite with soothing views, tray ceilings, his and her closets, a luxurious bath with both a garden tub and walk in shower, dual sinks and a private water closet. 2 guest suites, stunningly appointed to create a warm cozy environment, feature a jack and jill bath making it very convenient. Your guests and family will have plenty of space with the family room and the great room both with golf course, lake and calming preserve views. You will find a double door entry to the office/den/study or 4th bedroom (desk insert area can be converted to closet) and just outside its doors a private bath. The oversized two car garage has room for 2 cars and your golf cart! The home was constructed with hurricane hardening features including impact resistant rated windows and full shutter coverage on lanai. Venetian and Golf and River Club is a gated community with many fine amenities including an 18-hole championship golf course, large, heated pool and lap pool, six Har-Tru tennis courts, a nature trail, first class fitness center and exercise room with classes. The River Club also boasts a poolside Tiki Bar and fine dining in its restaurant. About 3 miles to Venice beaches , attractions of downtown Venice and the reassurance of the services offered by the newly completed renowned Sarasota Memorial Hospital.

194 Montelluna Drive, North Venice
$1,900,000
5 Beds ⋅ 8 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey
$799,000
3 Beds ⋅ 2 Baths ⋅ Inlets SubDv. ⋅ 34275 Zip Code
Virtually Staged. Welcome to The Inlets, a highly sought-after waterfront community located just one mile from Nokomis Beach, where boating and golf cart living are part of the daily lifestyle. This beautifully maintained canal-front pool home offers a desirable south-facing backyard, private dock with boat lift, and exceptional updates, including a new roof and pool cage (2025) and a new electrical panel (2026). The popular Catalina floor plan features high ceilings, an open-concept design, tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a split-bedroom layout for added privacy. The spacious primary suite includes dual walk-in closets, an en-suite bath with dual vanities and a walk-in shower, garden tub, and sliding glass doors opening to the covered lanai and screened pool. The third bedroom has been thoughtfully converted into a custom office with built-in shelving, storage, and a corner desk, providing an ideal work-at-home space. Accordion shutters protect the oversized lanai and exterior, while Flood Zone X-500 offers added peace of mind. Monthly HOA fees include cable TV, high-speed internet, lawn maintenance, exterior insurance, and access to outstanding resort-style amenities, including a heated pool and spa, fitness center, tennis and pickleball courts, clubhouse, and a full calendar of social activities. Pet-friendly with two pets allowed under 40 pounds, this exceptional home is also available turnkey furnished with some exceptions, making it the perfect opportunity to begin enjoying Florida's coveted waterfront lifestyle.

103 Inlets Boulevard Unit 103, 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
$172,000
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Rare “Treehouse” Condo Available in Pine Run! Thinking of making the move to Florida? This charming one-bedroom condominium is the perfect place to start. Or just want a tiny house for ease of living? This is it! Bright and airy, the home features soaring cathedral ceilings and abundant natural light from both the east and west. The spacious living room opens through sliding glass doors to a balcony, creating a seamless indoor-outdoor living experience. Master bedroom with en-suite bath, vaulted ceiling and another balcony! The updated kitchen boasts beautiful butcher block countertops and you’ll enjoy peace of mind that comes with a NEW TANKLESS HOT WATER HEATER. Pine Run is a vibrant, amenity-rich community offering tennis and pickleball courts, two swimming pools, a clubhouse with a fitness room and over 20 acres of mature trees, lush landscaping and a scenic pond with water feature. Ideally located between Sarasota and Venice, you’ll be just minutes from the beautiful beaches of Siesta Key and Nokomis Beach. Shopping, dining and everyday conveniences along with the Intracoastal Waterway and one of the area’s favorite waterfront restaurants, Casey Key Fish House & Tiki Bar are all just a walk away! Come take a look - your new lifestyle is waiting - make it your own!

701 Pine Run Drive Unit 701, Osprey
$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
$395,000
2 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code
**BEAUTIFULLY UPDATED WATERFRONT CONDO WEST OF THE TRAIL! BRING YOUR BOAT & KAYAK FOR DIRECT ACCESS TO THE INTRACOASTAL WATERWAY AND GULF OF MEXICO.** Unlike many Blackburn Harbor residences, this thoughtfully renovated 2-bedroom, 2-bath, second-floor condo is move-in ready, allowing the next owner to immediately enjoy the coveted waterfront lifestyle without the time or expense of major updates. The fully renovated interior showcases an impressive kitchen with quartz countertops, solid wood cabinetry, stainless steel appliances, and CoreTec luxury vinyl flooring throughout (except the guest bedroom). The spacious owner's suite features custom built-in closets and cabinetry, complemented by an elegantly updated en-suite bath. Multiple sliding glass doors open to an expansive screened balcony, where peaceful Florida nature views create the perfect setting to relax and unwind. Located within the secure, gated community of Blackburn Harbor, residents enjoy an exceptional waterfront lifestyle with boat docks (subject to availability), kayak launch and storage, direct Intracoastal access, a community pool, tennis and pickleball courts, fitness center, clubhouse, gazebo with BBQ area, and abundant natural surroundings. Private covered parking and ground-level storage are also included. Ideally situated in Osprey between Sarasota and Venice, Blackburn Harbor is just minutes from nationally ranked Pine View School, the Legacy Trail, Gulf beaches, shopping, dining, and everything the Gulf Coast lifestyle has to offer. RECENT COMMUNITY IMPROVEMENTS INCLUDE: Asphalt paving, irrigation, walkways, walkway lighting, and upgraded lighting for the tennis and pickleball courts.

7204 Jessie Harbor Drive Unit 7204, Osprey
$619,000
3 Beds ⋅ 2 Baths ⋅ Inlets SubDv. ⋅ 34275 Zip Code
Private heated pool • Southern exposure • New pool heater • New A/C • The Inlets gated community Enjoy Florida living at its best in this spacious 3-bedroom, 2-bath pool home located within the highly sought-after gated community of The Inlets. Offering over 2,000 square feet of living space, a 2-car garage, and a private backyard setting, this home is designed for both everyday comfort and effortless entertaining. Pocketing sliding glass doors open to an expansive screened lanai and heated pool, creating a seamless indoor-outdoor lifestyle enhanced by desirable southern exposure and abundant sunshine throughout the day. Inside, soaring cathedral ceilings, plantation shutters, and an open floor plan create a bright and inviting atmosphere. The generously sized kitchen features extensive custom wood cabinetry, stone countertops, a large center island, breakfast nook, and abundant storage and workspace. Travertine flooring flows throughout the main living areas, complementing the home's warm and comfortable design. The spacious primary suite offers private lanai access, dual walk-in closets, dual vanities, a soaking tub, and separate walk-in shower. A split-bedroom floor plan provides privacy for owners and guests alike. Recent improvements include a new A/C system and new pool heater, providing added value and peace of mind. Residents of The Inlets enjoy a vibrant lifestyle with a clubhouse, fitness center, community pool and spa, tennis courts, pickleball courts, shuffleboard, and a full calendar of social activities and events. Ideally located between Sarasota and Venice, this home is just minutes from Gulf beaches, boating, golf courses, the Legacy Trail, shopping, dining, and everything the Gulf Coast lifestyle has to offer.

215 Carriage House Lane Unit 215, Nokomis
$237,500
2 Beds ⋅ 2 Baths ⋅ Sorrento Villas SubDv. ⋅ 34275 Zip Code
Welcome to your new home in paradise. New luxury vinyl just completed 2026, fresh paint on the ceilings and walls 2025, NEW ROOF 2025, newer appliances and fixtures, one car garage and so much more. This villa is in the heart of Nokomis. Almost 1500 square feet of light, bright and airy rooms, includes two bedrooms and two baths, an open concept living and dining room, eat in kitchen as well as additional bonus space. Tranquil front and back screened porches enhance the living space. The AC was replaced in 2020, baths refreshed in 2021, garage door opener in 2023 and a whole house replumb in 2011. The community takes care of the lawn maintenance for you. Nothing left to do but move in and enjoy all the area has to offer. Close to beaches, shopping, parks and the renowned Legacy Trail. This is your chance to live the dream in warm and sunny Florida.

515 Rousseau Drive, Nokomis
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