Osprey/Nokomis Homes with Maintenance Free Community Extras

Osprey/Nokomis Homes with Maintenance Free Community Extras

Welcome to the enchanting communities of Osprey and Nokomis, nestled in the heart of Sarasota County, Florida. Known for their picturesque landscapes and serene coastal charm, these vibrant towns offer a delightful blend of tranquility and convenience, making them ideal places to call home.

Osprey, with its lush greenery and scenic waterways, is a haven for nature lovers. Residents can enjoy outdoor activities at the nearby Oscar Scherer State Park, where hiking trails and wildlife viewing opportunities abound. Just a stone’s throw away, Nokomis boasts beautiful beaches and a laid-back atmosphere, perfect for sunbathing, fishing, or simply soaking in the stunning Gulf Coast sunsets.

One of the standout features of the real estate offerings in this area is the abundance of homes within maintenance-free communities. These thoughtfully designed neighborhoods provide residents with the luxury of enjoying their surroundings without the hassle of yard work or exterior upkeep. Imagine waking up each day in a meticulously maintained environment, with lush landscaping and pristine amenities at your fingertips. Many of these communities offer resort-style pools, fitness centers, and social activities, fostering a true sense of community among neighbors.

Whether you’re seeking a cozy villa or a spacious single-family home, Osprey and Nokomis present a diverse array of options to suit various lifestyles. With their perfect blend of natural beauty, community spirit, and maintenance-free living, these towns are not just places to live; they are places to thrive. Explore the possibilities in Osprey and Nokomis, where your dream home awaits!

Newest Osprey/Nokomis Homes with Maintenance Free Community Extras

$595,000
3 Beds ⋅ 2 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code
Discover one of Osprey's best-kept secrets-The Cottages of Rivendell. Tucked away within The Woodlands of Rivendell, offers a lifestyle that is becoming increasingly rare. Towering oak trees create a tranquil, park-like setting, while charming front porches, white picket fences, and classic Old Florida architecture give the neighborhood its unmistakable character. This beautifully maintained 3/2 home welcomes you with an expansive great room featuring an elegant tray ceiling, creating a wonderful sense of openness. Enjoy peace of mind with numerous recent updates, including a new roof (2022), HVAC system (2025), water heater (2026), exterior paint (2026), a separate AC system for the garage, and a generator for the house. Residents enjoy exclusive access to a private community pool and clubhouse, while the Association provides landscape maintenance, allowing you to embrace a carefree, low-maintenance lifestyle. What truly sets The Cottages of Rivendell apart is its warm sense of community. Neighbors know one another, friendships flourish, and life's special moments are celebrated together, making this a truly exceptional place to call home. Ideally located just a short walk from the nationally recognized Pine View School, one of Florida's top-rated schools for the gifted, and only 5.5 miles from Nokomis Beach.

547 Meadow Sweet Circle, Osprey
$154,900
1 Beds ⋅ 1 Baths ⋅ Kings Gate Club SubDv. ⋅ 34275 Zip Code
Waterfront property. This 1/1 charming home offers a peaceful, easygoing lifestyle just minutes from Florida’s Gulf Coast. Whether you're looking for a seasonal escape or a full-time residence, Turnkey, Furnished residence in the 55+ gated community of Kingsgate Park, where affordable coastal living meets convenience. Inside, the layout is light and welcoming, with comfortable furnishings and a washer and dryer included for added convenience. Simply unpack and start living the Florida lifestyle. Updated Roof, Tie-down straps, and elevated for so much more peace of mind. A convenient path leads directly to the clubhouse, making it easy to join in the fun or simply relax and enjoy the community. Residents of Kingsgate Park can be as active as they wish to with amenities that include a community pool, tennis and pickleball courts, shuffleboard, and a clubhouse featuring a fitness room, billiards, darts, card clubs, crafts, dances, dinners, movie nights, and so much more The low HOA fee includes Blue Stream TV and internet, water, sewer, trash, and grounds maintenance. Enjoy the community boat ramp to launch your boat or kayak directly into Shakett Creek which leads to the Intracoastal and Gulf of America with only 3 fixed bridges. From land, Kingsgate is located less than 5 miles to Nokomis Beach, just over 2 miles to Legacy Trail. Close to local amenities, beaches, and Tiki Bars and Live entertainment. The best game fishing in the world with off speed boat racing to spring training baseball teams as The Atlanta Braves and Tampa Rays. Just want to go to the beach or go fishing for the day. Great to do it all with whatever you can dream or do as a hobby. Local International Airports: Fort Myers, Sarasota and local Punta Gorda with Allegiant airlines direct. Many outdoor concert venues weekly. Local parks, state parks, tennis or pickle ball, to amazing golf courses. You deserve to view this property and make it your home or investment.

125 Brookshire Drive, 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
$425,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Waterfront Villa w/BOAT SLIPS - Large Private Courtyard & 2- Car Garage - Maintenance Free Living. Single story home-like living. Fish off the Pier or sit on the dock & enjoy the sunsets! NEW DOCK & PIER Welcome to Heron Bay Club, an exclusive enclave of just 25 uniquely designed villas situated on 11 acres along the Little Sarasota Bay across from Casey Key. Enjoy carefree coastal living with maintenance-free grounds and an all-inclusive HOA that covers insurance, roof, exterior maintenance, landscaping, roads, pool and tennis facilities, docks/boat slips, cable TV, high-speed internet, water, trash and sewer. This spacious 2-bedroom, 2-bath villa features a versatile bonus room—perfect for a home office, den, or even a guest bedroom. Inside, you'll find a thoughtfully updated interior with a renovated kitchen featuring raised panel maple cabinetry and new countertop, The vaulted-ceiling living room offers tranquil lake views overlooking the bay, with many evenings capped by stunning sunsets over the Bay. STORAGE! in addition to the garage there is an interior attic! Outside, a 587 sqft courtyard with a hot tub invites outdoor relaxation and entertaining and expands the indoor-outdoor living space to 2,161 sqft Community amenities include a heated bayside swimming pool, tennis court, a fishing pier, kayak launch, and dockage for 10 boats—complete with electric and water—available to residents at NO COST. This is a very private location. Located directly on Little Sarasota Bay with no fixed bridges near MIDNIGHT PASS, residents enjoy the highly sought-after Osprey location close to Siesta Key and Sarasota’s rich cultural attractions. Nokomis beach is only a few miles away. Enjoy waterfront dinning at Casey Key Fish House, The Point and Deep Lagoon Oyster House. Highly-rated medical facilities, major airports, and shopping destinations are within close driving distance. You have arrived at your final destination.

780 Sarabay Road Unit 16, Osprey
$405,000
2 Beds ⋅ 2 Baths ⋅ Vicenza SubDv. ⋅ 34275 Zip Code
Welcome to effortless Florida living in the highly sought-after community of Vicenza! Why wait months to build when this LIKE-NEW, move-in ready home is loaded with premium upgrades and perfectly positioned on a private homesite in an X Flood Zone with LOW HOA fees and no CDD fees. This home comes with a HOME WARRENTY for a worry free transition! Designed for easy living, this beautifully appointed home features: Wood-look tile throughout, Impact windows, 9-foot doors, Recessed ceilings, Upgraded cabinets, Soft-close drawers, Quartz countertops, Designer backsplash, Farmhouse sink, Under-cabinet lighting, Upgraded hardware, Utility sink, Energy-efficient foam insulation, Epoxy-coated garage floor, Gas stub-in on lanai, Extended lanai, Preserve view and countless thoughtful upgrades make this home as practical as it is beautiful. Whether you're looking for the perfect full-time residence or a low-maintenance retreat, you'll love the UNBEATABLE LOCATION—just minutes to I-75, world-class beaches, dining, shopping, golf, and all the exciting new development Sarasota County has to offer. Privacy, convenience, and like-new quality... this home truly has it all!

244 Altamura Circle, Nokomis
$525,000
2 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Welcome to this stunning Taylor Morrison Roma model, nestled within the prestigious gated community of Bellacina by Casey Key. Offering 2 bedrooms, 2 bathrooms, and a versatile Flex/Den, this beautifully maintained home perfectly captures the very best of the Florida lifestyle — from its thoughtful interior upgrades to its world-class community amenities and unbeatable coastal location. From the moment you arrive, lush, professional landscaping and exceptional curb appeal set the tone. Inside, elegant tray ceilings, recessed lighting, and smart home features create an atmosphere of modern sophistication, while ceramic tile flows seamlessly through all main living areas. The bedrooms are appointed with warm, durable luxury vinyl flooring for added comfort. Every window is beautifully dressed — with Roman shades and window treatments throughout the home, lending a polished, cohesive look from room to room. The gourmet kitchen is a true showpiece, featuring striking white quartz countertops, white cabinetry, a gorgeous grey stone backsplash, a brand new dishwasher, and full pull-out cabinet storage — an entertainer's dream and an organizer's delight. The kitchen flows effortlessly into the main living areas, making everyday living as functional as it is beautiful. The primary suite offers a peaceful retreat, while the second bedroom features an en-suite option — a hallway door can be closed to create a completely private guest suite, ideal for visitors. The Flex/Den is a perfect space for a home office, den, hobby room, or study. Step outside to the extended lanai, complete with a remote controlled sunshade, where you'll enjoy serene pond views and the privacy of no neighbors behind — just a tranquil privacy wall framing your own lush tropical backyard retreat. For peace of mind, hurricane shutters protect the entire home. The two-car garage rounds out the package with sleek polyaspartic flooring and ample storage shelving for beach gear, tools, and everything in between. Beyond your front door, Bellacina by Casey Key delivers resort-style living at every turn. The spectacular amenity center — just a short stroll away — features a full-time Activities Director with a vibrant monthly social calendar, an elegant clubhouse with a catering kitchen and gathering room complete with a pool table, and a 24-hour fitness center. Outside, the heated resort-style pool is surrounded by private cabanas, lounge chairs, and umbrellas, complemented by an outdoor spa, two fire pits, and an outdoor grilling area perfect for gathering with neighbors and friends. Stay active with bocce ball, corn hole, four lighted pickleball courts, a Har-Tru tennis court, a playground, and scenic walking paths winding throughout the neighborhood. Two fenced dog parks and private access to the renowned Sarasota-to-Venice Legacy Trail round out an amenity package that is truly second to none. Golf carts are welcomed throughout the community, putting Nokomis Beach, nearby restaurants, shops, and local ice cream shops just a 10-minute ride away. Bellacina is also ideally positioned for exploring all that the Gulf Coast has to offer — just 5 miles from Venice Island, approximately 20 minutes from world-famous Siesta Key, and 30 minutes from downtown Sarasota and Sarasota-Bradenton International Airport. This is more than a home — it's a lifestyle. Offering the perfect blend of luxury, comfort, convenience, and coastal charm.

5749 Semolino Street, Nokomis
$395,000
2 Beds ⋅ 2 Baths ⋅ Heron House SubDv. ⋅ 34229 Zip Code
**BEAUTIFULLY UPDATED CONDO, WEST OF TRAIL! BRING YOUR BOAT & KAYAK for DIRECT ACCESS TO INTRACOASTAL WATERWAY and GULF OF MEXICO** Featuring 2 Beds and 2 Full Baths, this FULLY RENOVATED, 2ND FLOOR unit features an Impressive Kitchen with quartz counters, stainless steel appliances, new solid wood cabinets while the Spacious Owner’s Suite boasts custom built-in cabinets/closets and an equally Elegant Bath. CoreTec Vinyl Flooring throughout (except guest bedroom). Enjoy the serene and natural surroundings from your elevated, sprawling and screened balcony which is accessible from multiple rooms via sliding doors. This Secure and Gated Community offers the ultimate Florida Lifestyle! Amenities include Community Pool, Tennis and Pickleball Courts, Clubhouse with Fitness Center, Boat Dock (subject to availability), Kayak launch and storage, Gazebo with BBQ, etc. Private covered parking and storage are located on the ground level within the building. Blackburn Harbor is ideally situated in Osprey between Sarasota and Venice and is just minutes minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer! **RECENTLY COMPLETED PROJECTS INCLUDE: ASPHALT PAVING, IRRIGATION, WALKWAYS, WALKWAY LIGHTING, LIGHTING at TENNIS AND PICKLEBALL COURTS, etc.

7204 Jessie Harbor Drive Unit 7204, Osprey
$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
$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
$215,000
2 Beds ⋅ 2 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
FURNISHED. Welcome to Pine Run, where you'll find the perfect combination of natural beauty and modern living. This two-bedroom, two-bath condo is nestled within the serene 20+ acres of lush native Florida landscape. As you step inside, you'll be greeted by a spacious and inviting living area, thoughtfully designed to maximize comfort and functionality. The condo offers two well-appointed bedrooms, each offering ample space. Pine Run is a vibrant community that offers a variety of amenities for your enjoyment. Take a dip in one of the two community pools, perfect for cooling off on a sunny Florida day. Stay active and engage in friendly competition on the tennis courts or try your hand at pickleball. For those who enjoy the beach, you'll be delighted to discover that the condo is less than half a mile away from the Gulf of Mexico. Spend your days basking in the warm sun, strolling along the sandy shores, or indulging in water activities. Pine Run is not just a place to live, it's a lifestyle. With its picturesque surroundings, abundant amenities, and proximity to the Gulf of Mexico, this condo offers the perfect blend of tranquility and convenience.

110 Woodland Place Unit 110, Osprey
$880,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
INCREDIBLE OPPORTUNITY AND A MUST SEE AT THE MERIDIAN AT THE OAKS - GREAT PRICE, BAY VIEW, UPDATED KITCHEN, PRIVATE 2 CAR GARAGE AND MORE! Beautifully updated and thoughtfully designed, this exceptional 5th floor residence in The Meridian at The Oaks Preserve offers tranquil water and preserve views, a fantastic floor plan, and the rare convenience of a private 2-car garage just steps to the elevator lobby. The expansive split-bedroom floor plan includes 3 bedrooms, 3 full baths, and a private den/study/office that can easily function as a 4th bedroom, providing exceptional flexibility for both everyday living and visiting guests. Filled with natural light, the spacious great room and dining areas flow seamlessly to the generous terrace with upgraded ceramic tile, where peaceful water and preserve views create a serene backdrop for relaxing or entertaining. The custom kitchen, redesigned in 2023, is both elegant and functional, featuring soapstone countertops, Bosch appliances, roll-out cabinetry, Everpure water filtration, a tray ceiling, and detailed crown molding. The primary suite is a private retreat, offering picturesque water views, a custom-designed walk-in closet, and a beautifully appointed bath with Italian tile, dual vanities, and stunning stone countertops. Custom built-ins, upgraded closet systems, and a thoughtfully designed laundry room further enhance the home's comfort and functionality. Residents of The Meridian enjoy lushly landscaped grounds, winding pathways, a community pool and spa, fitness center, and outdoor grilling area. Membership in The Oaks Club is required, providing access to one of Sarasota's most distinguished private club lifestyles, including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art wellness center, resort-style pool, multiple dining venues, a vibrant social calendar, and an elegant clubhouse. Ideally located near Historic Spanish Point, Pine View School, Siesta Key Beach, and downtown Sarasota, this exceptional residence offers a rare combination of luxury, privacy, natural beauty, and resort-inspired living.

401 N Point Road Unit 504, Osprey
$569,000
4 Beds ⋅ 3 Baths ⋅ Venice Woodlands SubDv. ⋅ 34275 Zip Code
Welcome to Venice Woodlands, a gated and pet-friendly community in desirable Nokomis! This beautifully maintained Meritage-built home offers 4 bedrooms, 2.5 baths, plus a dedicated den/office, with an open-concept design perfect for modern living. The heart of the home is the spacious great room and designer kitchen featuring a massive quartz island with breakfast bar seating, stainless steel appliances, sleek subway tile backsplash, chic lighting, corner pantry, and abundant cabinet space. Luxury vinyl plank and tile flooring flow throughout the main living areas, creating a stylish and low-maintenance interior. The private owner's suite is a true retreat with a huge walk-in closet, dual vanities, and a beautifully tiled walk-in shower. Three additional bedrooms provide plenty of room for family and guests, while the den offers flexibility for a home office, study, or hobby room. Outside, enjoy a spacious backyard overlooking a peaceful preserve view. Additional features include a block stucco exterior, tile roof, paver driveway, irrigation system, and a 2-car garage. Located in Flood Zone X with no CDD fees, this sidewalk-lined community offers low HOA fees of just $280/month, and allows fencing for your furry family members. Property taxes can be even lower with a homestead exemption. Conveniently located just minutes from I-75, shopping, dining, beaches, and all that Venice and Nokomis have to offer, this home combines comfort, style, and an unbeatable location.

293 Daylily Boulevard, Nokomis
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