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

145 Edgewood Drive, Osprey
$175,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Discover comfortable Florida living in this charming 2-bedroom, 2-bath manufactured home ideally located in Osprey’s popular Arbors community. Positioned on a spacious corner lot, this inviting residence features a bright, open layout with the living room flowing naturally into the dining area and kitchen. A standout feature is the beautifully renovated enclosed front porch, complete with hurricane-impact windows—an ideal spot for morning coffee, relaxing, or enjoying the Florida sunshine year-round. The updated light and bright kitchen adds a fresh, clean feel, while a covered one-car carport and convenient storage shed provide practical storage and parking. Residents of The Arbors enjoy an active community lifestyle with a clubhouse, swimming pool, shuffleboard courts, outdoor fitness area, and a variety of social activities. Conveniently located between Sarasota and Venice, you’re close to shopping, dining, entertainment, performing arts, and the Gulf beaches. A great opportunity to enjoy an easygoing Florida lifestyle in a welcoming Osprey community!

145 Edgewood Drive, Osprey
401 N Point Road Unit 703, Osprey
$1,200,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Enjoy spectacular Gulf sunsets from this Move-In Ready, Fully Renovated 7th-floor condominium residence featuring 3-Bedrooms, 3-Full-Baths and over 2,200 square feet of beautifully designed living space with an open floor plan ideal for both everyday living and entertaining. The thoughtfully updated kitchen features quartz countertops, stainless steel appliances, Sub-Zero refrigeration, a wine refrigerator, and an Invisacook® invisible induction cooktop, creating a sleek and highly functional culinary space. The spacious private balcony offers tranquil preserve views and abundant opportunities for wildlife watching. Additional highlights include two assigned parking spaces and an exceptional combination of expansive views, privacy, modern finishes, and coastal living. A new HVAC system adds to the convenience and peace of mind. A must-see property! Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. Meridian Tower #3 also features a new roof (2025). THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

401 N Point Road Unit 703, 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
1104 Mallard Marsh Drive, Osprey
$799,000
3 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code
It’s always about the view and this outstanding Rivendell residence bordering Oscar Scherer State Park has a breathtaking vantage point with lake and natural preserve. New tile roof in summer of 2026 as well as exterior paint. Charles Rutenberg Princeton floor plan. The lines are blurred between indoor and outdoor living, with a spacious lanai and a sparkling solar heated pool. Marvel at the wildlife: a menagerie of eagles, osprey, cranes, other shore birds, otters, turtles and deer. Impressive palms and lush landscaping add to the curb appeal with a 3-car garage with paver driveway. Every detail in this home is addressed with remarkable style including double door entry, vaulted deep 11-foot and 13-foot tray ceiling, crown molding, transom windows, 8-foot doorways, and plantation shutters and all have been immaculately maintained. The kitchen is spacious in design with wood cabinetry, built-in double oven, cooktop, Corian counters, and sizable breakfast bar. The kitchen dining area has wide open views thru aquarium windows. The owner’s suite features dual walk-in closets and a luxurious bathroom with dual sinks, garden tub, walk-in shower + direct pool and lanai access. The den/office has a double-door entry. Two bedrooms on the opposite side have large closets. On a practical note: new AC in 2024 and 2 new hot water heaters in 2026. Rivendell community has an award-winning, well-maintained, park-like setting with 380 acres of lakes, preserves, parks and other open spaces, quiet tree-lined streets with sidewalks, walking path, tot-lot, gazebo and large, heated community pool. Ideally located near the top-rated Pine View School, the Legacy Bike Trail, restaurants, beaches, boat and kayak launches, Publix grocery, plus coffee shop, gym, Pilates and more. For those that seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees without CDD fees. While located a short distance from the Intracoastal and Gulf, this home is in a preferred X Flood Zone.

1104 Mallard Marsh Drive, Osprey
385 North Point Road Unit 701, Osprey
$1,399,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience the refined country club lifestyle of The Oaks Club in this exceptional waterfront residence within Meridian I at The Oaks Preserve in Osprey. From the moment you step through your private elevator foyer, unobstructed, sweeping water views make an unforgettable first impression. These vistas are beautifully framed from the living and dining areas, kitchen, primary suite, and private study. Step onto the generous balcony, where gentle breezes and breathtaking sunsets set the stage for serene waterfront living. This spacious, maintenance-free residence offers three bedrooms and three baths, including two en-suites, plus a separate den/study and a full laundry room. A private two-car garage beneath the building adds convenience and extra storage. Luxury finishes elevate the interiors, including marble flooring and countertops, stainless steel appliances, crown molding, and custom built-ins. The primary suite is a true retreat, with a sitting area overlooking tranquil water views and a spa-inspired bath featuring dual vanities, a spa tub, and a separate shower. Lovingly maintained by its original owner, the home reflects thoughtful design and pride of ownership throughout. Meridian I residents enjoy a private community pool, fitness center, outdoor grilling area, and on-site maintenance manager, all within the security of The Oaks Preserve's 24-hour guarded gate. Membership in The Oaks Club is required, with a range of membership options and privileges. Renowned for its coastal sophistication, the Club offers refined and casual dining, 36 holes of championship golf, 12 Har-Tru tennis courts, four pickleball courts, a regulation croquet lawn, a state-of-the-art fitness center, a junior Olympic pool, bocce, basketball, a playground, and a vibrant calendar of social and recreational events. Residence 701 at Meridian I is an extraordinary opportunity to embrace Sarasota's premier country club lifestyle, where unmatched amenities meet captivating waterfront views.

385 North Point Road Unit 701, Osprey
7303 Jessie Harbor Drive Unit 7303, Osprey
$449,000
3 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code
Welcome to luxury coastal living in this exceptional 3rd-floor penthouse condo nestled in the secluded, resort-style waterfront community of Heron House in Osprey. Offering 1,883 sq. ft. of beautifully light-filled, fully furnished living space, this impressive 3-bedroom, 2-bathroom residence features high-end finishes, warm hardwood floors, plantation shutters, a decorative wood-burning fireplace, and a built-in wet bar perfect for entertaining. The gourmet kitchen is equipped with rich wood cabinetry, granite countertops, stainless steel appliances, and a cozy eat-in breakfast area. Unwind in the expansive primary suite boasting two walk-in closets, a spa-like bath with double vanities, a deep soaking tub, and a separate shower. Step outside onto multiple private balconies to take in tranquil views of lush tropical greenery and calm canal waters—an idyllic setting for outdoor dining or evening cocktails. Located directly on Jessie Harbor with bridge-free, direct access to the Intracoastal Waterway and the Gulf, this gated community offers extraordinary waterfront amenities, including a kayak launch, boat slips (available on a first-come, first-served basis), and frequent visits from local wildlife like otters and dolphins. Residents enjoy a highly active, beautifully maintained HOA complete with a newly installed entrance security gate, heated pool, water aerobics, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, walking trails, locked storage, bike storage, and two assigned covered parking spaces under the building with elevator access. Situated just 10 minutes from Venice Beach, Nokomis Beach, and Casey Key, 20 minutes from world-famous Siesta Key, and minutes from I-75, Oscar Scherer State Park, the Legacy Trail, and Sarasota’s vibrant cultural hub, this hidden gem combines peaceful privacy with unbeatable access to Florida’s finest coastal living.

7303 Jessie Harbor Drive Unit 7303, Osprey
3603 N Point Road Unit 202, Osprey
$629,400
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Virtually Staged. EXCEPTIONALLY SPACIOUS CORNER CONDO – NEARLY 3,200 SF – NO WAITLIST FOR GOLF MEMBERSHIP! Ideally situated behind the gates of the highly sought-after Oaks Preserve, this elegant and beautifully appointed corner residence offers an impressive combination of space, privacy, and resort-style living. The nearly 3,200 SF open floorplan features 3 en-suite bedrooms and 3 baths, providing exceptional comfort and flexibility. Light and bright throughout, the residence showcases crown molding, engineered hardwood flooring, and an expansive kitchen with granite countertops and stainless-steel appliances. Enjoy the serene, private preserve setting from multiple screened balconies, enhanced by convenient remote-controlled automatic hurricane shutters. Additional features include 2 assigned parking spaces, including 1 under-building space, plus climate-controlled storage. A rare opportunity to enjoy substantial living space, privacy, and the exceptional lifestyle of The Oaks! This NEWEST Tower (built in 2007) in the Meridian Condo Complex features Hurricane Impact Windows and Doors and is conveniently located next door to the condo residents’ private Amenity Center featuring Heated Pool & Spa, Fitness Room and outdoor grill in addition to The Oaks Club’s main campus of amenities. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **A MUST SEE**

3603 N Point Road Unit 202, Osprey
112 Ventosa Place, Nokomis
$450,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Virtually Staged. Welcome to 112 Ventosa Place, a beautifully maintained Pembroke model featuring impact windows installed in 2018, located in the gated, resort-style community of Toscana Isles. This single-story home offers 3 bedrooms, 2 baths and approximately 1,804 square feet with an open, light-filled layout designed for comfortable everyday living and entertaining. Inside, high ceilings, crown molding and tile flooring complement the spacious open-concept design. The kitchen flows seamlessly into the dining and great room areas, creating an inviting central gathering space with plenty of room to cook, entertain or simply unwind. Sliding glass doors extend the living space to the screened and covered lanai, offering a peaceful spot for morning coffee, outdoor dining or relaxing at the end of the day. The primary suite features generous walk-in closets and an en-suite bath, while two additional bedrooms and a second full bath provide flexibility for guests, a home office or hobbies. A tile roof, interior laundry room and two-car garage complete the home. Beyond the front door, Toscana Isles offers a true resort-style lifestyle centered around more than 200 acres of lakes and an impressive Tuscan-inspired amenity center. Residents enjoy an approximately 8,000-square-foot clubhouse overlooking the water, infinity-edge heated pool, fitness center, clubroom, tennis, pickleball, bocce, dog park and scenic walking areas. Kayaking, canoeing, paddleboarding and fishing offer even more ways to enjoy the community's interconnected lakes. All of this is just minutes from Nokomis Beach, Venice Island, the Legacy Trail, Sarasota Memorial Hospital Venice, shopping, dining and I-75—bringing together the Florida lifestyle, resort-style amenities and everyday convenience Toscana Isles is known for.

112 Ventosa Place, Nokomis
256 Sugar Mill, Osprey
$1,399,000
3 Beds ⋅ 3 Baths ⋅ Oaks The SubDv. ⋅ 34229 Zip Code
This beautifully appointed residence sits on a private, well-maintained lot surrounded by grand, colossal oaks and palm trees, delivering the privacy and curb appeal today's buyers are searching for. Step through the front door and feel the difference - soaring tray ceilings, rich crown molding, and tons of natural sunlight set an elegant tone throughout. The gourmet kitchen is the true showstopper, with gleaming stone countertops, solid wood cabinetry, and an open flow into the living and dining areas — perfect for entertaining or unwinding after a day at the club. Retreat to the luxurious owner's suite complete with dual walk-in closets and a private sitting area, while two additional bedrooms offer guests or family their own well-appointed space. Move-in ready and meticulously maintained, this home features updated salt pool equipment, a refreshed kitchen area, and an updated 3-car garage with maintenance-free epoxy flooring. The compulsory membership in The Oaks Club unlocks an unbeatable lineup of amenities. Schedule a viewing today!

256 Sugar Mill, Osprey
23 Siesta Circle W, Osprey
$165,000
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv. ⋅ 34229 Zip Code
Welcome home to this charming fully furnished 2-bedroom, 2-bath mobile home, built in 2001 and located in the friendly and active Arbors Mobile Home Park in beautiful Osprey, Florida. Featuring an inviting open floor plan, this home offers comfortable living spaces filled with natural light from an abundance of windows. Luxury vinyl plank flooring flows throughout the living areas, creating a clean and cohesive look. The kitchen opens seamlessly to the living and dining areas, making entertaining and everyday living easy. The dining room features a built-in buffet with both lower and upper-glass-front cabinets, providing attractive display space and convenient storage. The primary suite includes a single vanity and walk-in shower, while cathedral ceilings add to the home's open and airy feel. An interior laundry area adds everyday convenience. Outside, a charming shed provides additional storage, and the newer carport, added in 2025, offers covered parking. The AC was replaced in 2024 for added peace of mind. Enjoy the Florida lifestyle in The Arbors, a welcoming 55+ community with a variety of amenities and an active social calendar offering plenty of opportunities to meet neighbors and stay involved. Enjoy the clubhouse, swimming pool, shuffleboard courts and fitness area. Ideally situated between Sarasota and Venice, you’ll have easy access to boutique stye shopping, multiple dining options, theaters, performing arts venues, and stunning Gulf beaches. Everything you love about the Florida lifestyle just minutes away. This is relaxed, low-maintenance living in a welcoming community. Come see why so many love calling The Arbors home!

23 Siesta Circle W, Osprey
208 Capriana Court, Nokomis
$535,000
3 Beds ⋅ 3 Baths ⋅ Milano Ph 2 Rep 1 SubDv. ⋅ 34275 Zip Code
"Ahhhhh..." That will be your reaction the moment you step through the front door. Nature-inspired impact glass welcomes you with warmth and natural light, setting the tone for a home that simply feels right. Built in 2019 and impeccably maintained, this stunning 3-bedroom + den, 2.5-bath home offers more than 2,000 square feet of thoughtfully designed living space, along with a large extended lanai overlooking a private backyard, the perfect place to relax, entertain, or simply enjoy Florida living. Just off the foyer, double doors open to a versatile den that can easily serve as a home office, media room, hobby space, or guest retreat. A conveniently located half bath nearby allows visitors easy access without entering the private bedroom areas. Throughout the home, you'll appreciate the serene and cohesive color palette, enhanced by crown molding in every room, chair rail detailing, and plantation shutters, all adding timeless elegance and character. The main living area immediately captures your attention with a striking custom tray ceiling, creating a memorable focal point and adding architectural interest to the space. Designed for gathering, the open-concept kitchen features a gas range, abundant workspace, and a separate butler's pantry nook that provides additional prep and storage space, making entertaining family and friends effortless. The split-bedroom floor plan offers privacy for everyone. Two generously sized guest bedrooms share a well-appointed guest bath, while the spacious primary suite is tucked away at the rear of the home. Here you'll find a large walk-in shower, dual-sink vanity, private water closet, and an expansive walk-in closet designed to accommodate it all. A roomy laundry room with built-in cabinetry and utility sink adds everyday convenience. For added peace of mind, the home is equipped with accordion-style hurricane protection, offering quick and efficient storm readiness while maintaining excellent curb appeal. Living in Milano is about more than owning a beautiful home, it's embracing a lifestyle. Residents enjoy: No CDD fees, Rental flexibility with two leases a year and a six-month minimum, Gated entry and common area maintenance covered by the HOA, Resort-style community pool, Bocce and pickleball courts, Exclusive resident dog park located just across Jacaranda Boulevard, Active event center with year-round social activities. An added bonus: Milano is located on the same power grid as Sarasota Memorial Hospital and the local fire station, offering an extra layer of confidence when reliable power matters most. This is more than a house. It's a place where comfort, style, community, and peace of mind come together to create a home you'll truly love. Come experience it for yourself.

208 Capriana Court, 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
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