Osprey/Nokomis Homes with Buyer Approval Required Community Features

Osprey/Nokomis Homes with Buyer Approval Required Community Features

Nestled along the stunning Gulf Coast of Florida, the charming communities of Osprey and Nokomis offer a unique blend of natural beauty, rich history, and a vibrant lifestyle. Located in Sarasota County, these picturesque towns are known for their serene beaches, lush parks, and a welcoming atmosphere that attracts residents and visitors alike.

Osprey, with its quaint downtown and proximity to the scenic Legacy Trail, invites outdoor enthusiasts to explore miles of walking and biking paths. The area boasts a variety of waterfront dining options, local boutiques, and cultural attractions, including the historic Spanish Point, which showcases the region’s heritage. Just a stone's throw away, Nokomis enchants with its pristine beaches and laid-back vibe, making it a perfect retreat for sun-seekers and nature lovers.

For those considering a move to this idyllic locale, many homes within the community feature a Buyer Approval Required process, ensuring that residents enjoy a cohesive and harmonious living experience. This feature promotes a sense of belonging and encourages community engagement, making it easy to forge lasting friendships.

Whether you’re seeking a serene escape or an active lifestyle, Osprey and Nokomis have it all. From stunning waterfront properties to charming single-family homes, the real estate options cater to a variety of tastes and budgets. Embrace the Florida lifestyle in these enchanting communities, where every day feels like a vacation. Experience the beauty and warmth of Osprey and Nokomis – your dream home awaits!

Newest Osprey/Nokomis Homes with Buyer Approval Required Community Features

$625,000
2 Beds ⋅ 3 Baths ⋅ The Harbor Villas At Dona Bay SubDv. ⋅ 34275 Zip Code
Live the SALT LIFE! This unit is a BOATER'S DREAM! Enjoy breathtaking waterfront living in this beautifully updated 2-bedroom, 2.5-bath condo overlooking Dona Bay with direct access to the Intracoastal Waterway and Gulf of Mexico. This spacious 1,642 sq. ft. residence is sunny and bright, features an open floor plan with high ceilings, solid wood cabinetry, solid-surface countertops, and beautiful water views from the kitchen, living, dining areas, and expansive covered front porch. Step outside and enjoy your private waterfront lifestyle with a deeded dock and recently installed 10,000-lb. boat lift, providing convenient access to the Gulf with no bridges and approximately 5 minutes by boat to Venice Inlet. The unit also includes two deeded parking spaces in the enclosed first-floor garage, with private elevator access directly to the residence. Located in The Harbor Villas at Dona Bay, residents enjoy a waterfront community with a pool, fitness center, sidewalks, and water access. Conveniently located along Tamiami Trail in Nokomis, close to Venice, beaches, dining, shopping, and outdoor recreation. A rare opportunity to own a waterfront retreat designed for enjoying the Florida boating lifestyle!

516 Tamiami Trail S Unit 306, Nokomis
$624,900
3 Beds ⋅ 2 Baths ⋅ Venetian Golf And River Club SubDv. ⋅ 34275 Zip Code
Sweeping lake and golf course views at this residence perfectly positioned on a quiet cul-de-sac overlooking the 18th tee box in the maintenance-free section of Venetian Golf & River Club. Originally built as a WCI model, this thoughtfully designed home showcases quality upgrades throughout, including an extended great room and primary suite. Light-filled open floor plan with tray ceilings, crown molding, ceramic tile flooring laid on the diagonal, and plantation shutters. Full wall of sliding glass doors that frame the breathtaking views while opening seamlessly to the outdoor living area. The spacious eat-in kitchen features granite countertops, stainless steel appliances, gas range, breakfast bar, and a separate dining room that can also serve as a flexible living space. The split-bedroom floor plan provides privacy for owners and guests. Wake up to tranquil water views from the spacious primary suite, complete with two walk-in closets and en-suite bath featuring split vanities, soaking tub, separate shower, and private water closet. Step outside to your private oasis, where an oversized screened lanai offers a heated pool and spa, expansive covered seating area, stone paver deck, and bronze screen enclosure. Lush tropical landscaping and perfectly positioned to enjoy the picturesque lake and golf course setting. Hurricane shutters for peace of mind. Lawn maintenance included through the HOA for truly carefree living. Venetian Golf & River Club offers a resort-style lifestyle with 24-hour gated security, two community pools, the River Club with dining and tiki bar, tennis and pickleball courts, fitness center, and an active social calendar. Optional membership is available for the 18-hole Chip Powell championship golf course. Nestled along a 70-acre nature preserve bordering the Myakka River and just minutes from shopping, dining, healthcare, historic downtown Venice, and the area's beautiful Gulf beaches, this is Florida living at its best.

165 Palazzo Court, Nokomis
$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. THE ROOF WAS INSTALLED IN 2019, A/C APROX. 7-8 YEARS OLD, ELECTRIC WAS COMPLETELY INSPECTED IN 2025 BY GRAHAM ELECTRIC WITH CORRECTION MADE TO CODE., NEW APPLIACNES, EXTERIOR OF BUILDING WAS PAINTED 12/2025. 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
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