Osprey/Nokomis Homes with Florida Architectural style

Osprey/Nokomis Homes with Florida Architectural style

Welcome to Osprey and Nokomis, two charming gems nestled along Florida’s stunning Gulf Coast in Sarasota County. These vibrant communities offer a unique blend of natural beauty, rich history, and a laid-back lifestyle that captures the essence of Florida living.

Osprey, known for its lush landscapes and proximity to beautiful beaches, is a haven for nature enthusiasts. Explore the serene trails of the Oscar Scherer State Park, where you can enjoy hiking, birdwatching, and the beauty of Florida’s native wildlife. Just a stone's throw away, Nokomis boasts a quaint, small-town atmosphere with access to the pristine shores of Nokomis Beach, perfect for sunbathing, fishing, or simply unwinding as the sun sets over the Gulf.

Real estate in Osprey and Nokomis showcases the enchanting Florida architectural style, characterized by open floor plans, expansive windows, and vibrant color palettes that reflect the coastal surroundings. Whether you’re seeking a charming bungalow or a luxurious waterfront estate, these communities offer a diverse range of homes that cater to every lifestyle. Many properties feature outdoor living spaces, perfect for entertaining or enjoying the gentle Florida breeze.

Living in Osprey and Nokomis means embracing a lifestyle filled with outdoor adventures, cultural experiences, and a welcoming community spirit. With easy access to nearby attractions like the bustling city of Sarasota and the exquisite barrier islands, you’ll find the perfect balance of tranquility and excitement. Discover your dream home in this idyllic corner of Florida, where every day feels like a vacation.

Newest Osprey/Nokomis Homes with Florida Architectural style

312 Yacht Harbor Drive, Osprey
$2,250,000
3 Beds ⋅ 4 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Virtually Staged. Directly across the street from one of the most exceptional community-owned marinas on Florida’s west coast, this beautifully renovated waterfront residence offers remarkable views and an extraordinary boating lifestyle in Southbay Yacht and Racquet Club. Recent exterior enhancements include a brand-new tile roof, fresh exterior paint, a redesigned front vestibule with a more modern aesthetic, and updated outdoor lighting at the front of the home. Considered one of the region’s finest private residential marinas, Southbay’s seven-acre deep-water basin accommodates kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet. With six feet of water at mean low tide, the marina offers slips for 175 resident-owned boats. Southbay’s HOA fees are just $218.87 per month, and marina slips remain highly affordable, with water and electric included. With the marina quite literally in your front yard and the charming Southbay neighborhood stretching behind you, this fully renovated residence sits on one of only two waterfront streets in the community. It features three bedrooms, four full baths and a versatile flex space that can serve as an office or fourth bedroom, with beautiful water views from many rooms. Inside, an elegant tray-ceiling entry opens to porcelain plank tile flooring and expansive living spaces filled with natural light from abundant impact-rated windows and sliding glass doors. The beautifully designed entertainment kitchen and breakfast area flow seamlessly into the spacious family and dining rooms, creating a refined yet relaxed setting for everyday living and entertaining. The outdoor living space is equally impressive, with a custom-built pool and spa framed by a panoramic clear-span pool cage, an expansive stone-tile sun deck and generous covered areas for outdoor dining and entertaining. The private primary suite offers double-door access to the pool and spa, plus a luxurious bath with a deep soaking tub, frameless glass shower, dual vanities, large-format tile and two custom walk-in closets with built-in organization systems. Two guest suites each feature a private en-suite bath and custom closets; one enjoys marina views, while the other opens directly to the pool terrace. Additional features include a three-car garage, brick-paver driveway and mature tropical landscaping. Just steps away, the recently renovated Southbay Yacht and Racquet Club clubhouse overlooks the marina and offers a 99-person ballroom with catering kitchen and dance floor, community gathering room with piano and entertainment area, fitness center, card room, library and meeting room. Residents also enjoy a geothermal-heated pool, youth pool, covered waterfront patios, three tennis courts, four pickleball courts, bocce ball, shuffleboard, basketball court, kayak storage, waterfront park, 20 acres of common grounds and five miles of scenic sidewalks. Southbay is golf-cart friendly, with an active social calendar featuring weekly gatherings, seasonal events and a vibrant Power and Sail Club. This is a rare opportunity to enjoy marina views, waterfront living and one of the Gulf Coast’s most beloved boating communities.

312 Yacht Harbor Drive, Osprey
242 Lookout Point Drive, Osprey
$995,000
4 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.

242 Lookout Point Drive, Osprey
404 Picasso Drive, Nokomis
$870,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Shores SubDv. ⋅ 34275 Zip Code
Your boat belongs in the backyard. Welcome to 404 Picasso Drive, where waterfront living is all about easy access to the water and enjoying the Florida lifestyle right outside your door. Set on a large corner lot with marina views, this 3-bedroom, 2-bath Nokomis home offers the exceptional convenience of a private dock and boat lift, with the Intracoastal Waterway approximately two minutes away by boat. Inside, the former lanai has been thoughtfully integrated into the home, adding approximately 313 square feet to the floor plan and creating additional light-filled living space overlooking the marina. Impact windows and sliders throughout bring in abundant natural light while complementing the waterfront setting. The home has also benefited from substantial improvements, including relined plumbing pipes, A/C replaced in 2024, a new dock and pier in 2019, and a new septic tank being installed. The tile roof is approximately 16 years old. Whether you're heading out for a day on the Gulf or simply relaxing at home and enjoying the marina view, this property delivers the Florida boating lifestyle. Park your boat in your private slip and lift just outside your back door, then be on the Intracoastal in minutes. This isn't simply a home near the water. It's a home built around the water.

404 Picasso Drive, Nokomis
216 Soliera Street, Nokomis
$380,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv. ⋅ 34275 Zip Code
Virtually Staged. Beautifully upgraded and METICULOUSLY maintained, this exceptional 3-bedroom, 2-bathroom Jennings model, built in 2022, offers refined comfort in the highly sought-after, maintenance-free, resort-style community of Toscana Isles. A concrete tile roof and a location outside a high-risk flood zone provide added peace of mind for years to come. Thoughtful upgrades include fresh interior paint, NEW TILE FLOORING and BASEBOARDS THROUGHOUT, custom lighting, and an extended screened lanai with freshly sealed pavers. A widened paver driveway provides additional parking, while the garage features hanging storage shelves and an epoxy floor. At the heart of the home, the beautifully appointed kitchen features Whirlpool appliances, quartz countertops, 42-inch cabinetry with roll-out shelves, under-cabinet lighting, an elegant backsplash, and a SPACIOUS walk-in pantry. An oversized island creates an inviting gathering space for effortless entertaining. Step outside to the extended screened lanai, where peaceful, private mornings offer a relaxing start to your day. Toscana Isles brings resort-style living to your doorstep with an amenity center spanning more than 8,000 square feet, a stunning infinity-edge pool, a state-of-the-art fitness center, and a lakefront clubhouse offering a variety of activities in this vibrant, active community. Additional amenities include pickleball and tennis courts, bocce courts, a large fire pit, and a dog park. Conveniently located just minutes from dining, shopping, Sarasota Memorial Hospital–Venice, and the pristine beaches of Southwest Florida, this home captures the ultimate Florida lifestyle. HOA fee includes all amenities and landscaping. CDD fee is already included in the taxes. Schedule your private showing today because this opportunity will not last.

216 Soliera Street, Nokomis
1568 Vermeer Drive, Nokomis
$549,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code
SORRENTO WOODS UPDATED HOME WAITING FOR YOU! This beautifully updated home combines stylish renovations, valuable improvements, and an exceptional Florida lifestyle. The renovated kitchen features granite countertops, custom finishes, and new appliances, while updated bathrooms showcase custom tile and oversized tubs. Hand-scraped bamboo flooring and plank tile flow throughout (2020–2021), complemented by double-pane windows and a spacious vaulted Florida room with dimmable lighting (2022). Major updates include a new electrical system (2020), HVAC (2020), a re-piped home, and a roof installed in 2011. Enjoy added water quality features with a whole-home water softener and kitchen reverse osmosis system (2025). Enjoy your private backyard retreat with a saltwater pool and solar heating (2022), renovated pool deck and front porch (2024), and pool cage with no-see-um screening (2023). Additional improvements include upgraded gutters (2024) and a professionally leveled concrete driveway (2025), both with warranties. The generous 0.344-acre lot extends well beyond the row of trees at the rear, offering additional space and privacy. Sorrento Woods offers an outstanding community lifestyle with a private boat ramp and day dock, playground, bocce court, pavilion, and ponds perfect for fishing. Enjoy a welcoming neighborhood filled with food trucks, a community-wide Christmas Eve luminary display, garage sales, Halloween festivities, and so much more! LOCATION, LOCATION, LOCATION! Just minutes from Sarasota Memorial Hospital, Nokomis Beach, the Legacy Trail, numerous grocery stores, and convenient I-75 access, close to A rated schools: Laurel Nokomis about a mile and Pineview is just a short drive! This home offers the perfect blend of comfort, recreation, community, and convenience. Discover the best of Florida living in Sorrento Woods!

1568 Vermeer Drive, Nokomis
455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida — nothing compares. A charming entry to the home leads to the inviting great room with soaring ceilings and a wood-burning fireplace. The first level features a private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with an above-ground hot tub. With two bedrooms on the first level, one a generously sized primary with an en-suite bath, and two on the second, there is abundant space for everyone. Upper-level area for a den and a space for home fitness and an oversized closet. The chef's kitchen has solid wood cabinetry; topped in granite, there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, the second-level 8-by-18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby are Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is a short distance to Bayfront Park, tiki bar and two waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished, excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey
232 Hidden Bay Drive Unit 303, Osprey
$569,000
2 Beds ⋅ 2 Baths ⋅ Baypointe Vista SubDv. ⋅ 34229 Zip Code
Waterfront resort-style living is behind the gates of Hidden Bay, set along the shores of the Intracoastal Waterway, Little Sarasota Bay, and a tranquil preserve and park in the heart of Osprey. This third-floor residence, accessible by elevator, has been tastefully remodeled and offers two full bedrooms, each with en-suite baths, a spacious den and a three-car garage. The lanai’s exterior sliders open to an all-season, tiled living area where you can enjoy birdwatching and wildlife in the mangroves, observe passing boats, feel gentle bay breezes and take in spectacular sunsets. The wonderfully efficient kitchen features Corian countertops, a breakfast bar with seating for four, new (2025) LG stainless steel appliances and abundant pantry storage within newly outfitted cabinetry, complete with pullout drawers in the kitchen and baths. This beautifully appointed home showcases Acacia engineered flooring, high ceilings, a generous laundry room with newer GE appliances, a sink, tile flooring and ample storage, plus a den or office off the breakfast area. This condominium features a rare three-car garage which includes a private single garage, allowing this space to be used as art studio workshop, or the ever-elusive onsite storage unit along with a separate and spacious two-car garage on the first level. A new roof and updated elevator motor were added in 2025, along with completed Milestone and Reserve studies. Many of the attractive furnishings are available under a separate bill of sale. This exceptional gated waterfront community features a 1,500-foot elevated wooden boardwalk winding through lush landscaping and palm-lined grounds, leading to a private bay front fishing pier. Residents enjoy a renovated clubhouse offering a full kitchen, with granite bar and graciously appointed social area which can be used for private events. Owners also enjoy a fully stocked library, a professional fitness center, and an entertainment and media area. Outside the clubhouse, there is a heated pool, hot tub and tiki hut for additional social gatherings. Hidden Bay is conveniently near restaurants, shopping, Legacy Trail and Nokomis Beach. Osprey is a lovely area between Sarasota and Venice featuring old Florida vibes, peaceful surroundings, and an easy, quiet, lifestyle. Seller willing to lease back.

232 Hidden Bay Drive Unit 303, Osprey
819 Golden Pond Court, Osprey
$799,000
4 Beds ⋅ 3 Baths ⋅ Rivendell SubDv. ⋅ 34229 Zip Code
Virtually Staged. Set on a private, preserve lot in Woodlands at Rivendell, this inviting home offers peaceful views and a desirable open floor plan. 4 bedrooms, 3 full bathrooms, 2-car garage with epoxy-coated flooring and roof replaced in June 2025. The grand covered entry and front porch lead into formal living and dining rooms, with neutral tile throughout the main living areas. The spacious family room features a built-in entertainment center and sliding glass doors opening to the lanai. The eat-in kitchen is appointed with maple wood cabinetry, granite countertops, tumbled marble backsplash, stainless steel appliances, farmhouse sink, under-cabinet lighting, ample pantry storage, and a breakfast bar. The primary suite features two walk-in closets and a separate bonus room overlooking the pool, ideal for a sitting area or home office. The ensuite bath offers separate vanities, soaking tub, and a walk-in shower. A split-bedroom layout provides three additional bedrooms and two full bathrooms on the opposite side of the home, offering privacy and flexibility. One bathroom serves as a convenient pool bath with direct access to the lanai. Enjoy the privacy of the secluded backyard, featuring an expanded screened lanai, heated pool and spa, and an expansive stone paver deck with plenty of room for entertaining. Additional stone paver space beyond the pool enclosure offers even more outdoor living options. Woodlands at Rivendell is a quiet, nature-filled community nestled among acres of lakes, preserves, and open spaces. Amenities include a heated community lap pool, playground, and scenic nature trails. Outdoor enthusiasts will appreciate the nearby Bay Street entrance to the Legacy Trail for biking and hiking, Oscar Scherer State Park for camping, hiking, kayaking, canoeing, and birding, and the boat and kayak launch on Blackburn Point for access to the Intracoastal Waterway. Conveniently located between Sarasota and Venice, the community is minutes from Gulf beaches, as well as shopping, dining, medical facilities, and cultural attractions. Experience the best of Florida living, surrounded by nature and close to everything you need.

819 Golden Pond Court, Osprey
104 Canoe Bend Avenue, Nokomis
$367,700
3 Beds ⋅ 2 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Brand new, energy-efficient home available by Dec 2026! The Denali II floorplan features a spacious open-concept design with 3 bedrooms, 2 bathrooms, and a 2-car garage. The chef-inspired kitchen seamlessly connects to the expansive great room and dining area, perfect for entertaining or everyday living. New energy-efficient move-in ready homes in Nokomis, FL include a washer, dryer, fridge, and whole home blinds, plus they can be closing-ready in 60 days or less–guaranteed. (You'll be reimbursed up to $5,000 in expenses related to delays we cause.) Have it all: Relax in your private primary suite, enjoy the covered back patio, and experience resort-style amenities, all with easy access to Venice and Sarasota. Each of our homes is built with innovative, energy-efficient features designed to help you enjoy more savings, better health, real comfort and peace of mind.

104 Canoe Bend Avenue, Nokomis
409 N Point Road Unit 601, Osprey
$1,175,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Experience luxury living in this spacious, light-filled corner residence offering nearly 2,600 square feet of elegant living space. Featuring three bedrooms, a den/office, and three full baths, this exceptional condo also includes access to two elevator banks, two assigned second-level parking spaces, and a climate-controlled storage unit. Located behind the secure gates of The Oaks Preserve, this unit has a thoughtfully designed open floor plan showcasing beautiful flooring throughout, crown molding, two wine reserve refrigerators, and a smart Nest thermostat. The updated kitchen features granite countertops and premium stainless-steel appliances, including Bosch and GE Monogram. The spacious master suite offers private balcony access, a walk-in closet, and an updated spa-inspired bath with dual vanities, a custom-tiled shower, and a soaking tub. When you step out onto the screened balcony, equipped with Kevlar hurricane shutters, you will be taken with the expansive views over the Preserve and out to the Bay. And, as another perfect Florida day ends, this is the perfect place to take in breathtaking sunsets, as the sky is drenched with gorgeous color. Residents of the Meridian enjoy exclusive amenities, including a heated pool and spa, workout room and outdoor grilling area. Additionally, with mandatory club membership, you can take advantage of all that The Oaks offers: two championship 18-hole golf courses, an award-winning racquets program with 12 Har-Tru courts, pickleball courts, a junior Olympic community pool, state-of-the-art WellFit center and casual-to- refined dining options. There is currently no waiting list for either Golf or Sports/Social membership.

409 N Point Road Unit 601, Osprey
274 Holly Bank Avenue, Nokomis
$614,900
4 Beds ⋅ 3 Baths ⋅ Magnolia Bay SubDv. ⋅ 34275 Zip Code
Under Construction. Step off the front porch and into a welcoming entryway with an extended tray ceiling that embraces the main hallway. French doors open into a secluded home office that overlooks the front yard. A full guest suite with a private bathroom and ample closet space is off the main hall. The kitchen features an island seating space and a corner walk-in pantry. The dining area flows from the kitchen to the connecting family room, which features a wall of windows and a sliding glass door that leads to the backyard covered lanai. The primary bedroom has three large windows overlooking the backyard space. Double doors lead into the bathroom with dual vanities, a freestanding tub, glass enclosed shower, and two walk-in closets. Two secondary bedrooms and the laundry room complete the floor plan. The drop zone is located off the two-car garage.

274 Holly Bank Avenue, Nokomis
14041 Bellagio Way Unit 315, Osprey
$640,000
3 Beds ⋅ 2 Baths ⋅ The Villas At Bellagio Harbor Village SubDv. ⋅ 34229 Zip Code
There is something extraordinary about living on the water, where passing sailboats, coastal breezes, and the beauty of the marina become part of everyday life. Welcome to Osprey Harbor Village, an intimate waterfront community perfectly positioned between Sarasota and Venice, where timeless elegance meets the relaxed sophistication of Southwest Florida living. From the moment you enter, the welcoming foyer introduces a thoughtfully designed residence that balances comfort, elegance, and effortless entertaining. The spacious kitchen features rich upgraded wood cabinetry, granite countertops, stainless steel appliances, and a generous breakfast bar where family and friends naturally gather. An inviting dining area transitions into the comfortable living room, with access to the expansive terrace that truly sets this home apart. Whether entertaining guests, enjoying a quiet evening, or simply watching the activity along the waterfront, this outdoor living space is destined to become one of your favorite places. The generously sized primary suite offers a peaceful retreat with a spacious walk-in closet and an ensuite bath featuring dual vanities, a soaking tub, separate shower, and private water closet. Two additional bedrooms provide wonderful flexibility for visiting family and friends, a home office, or whatever suits your lifestyle. Beyond the residence, Osprey Harbor Village offers an exceptional waterfront experience. This boutique community of just 54 condominiums showcases distinctive Italian-inspired architecture and was constructed in 2006 to hurricane building standards. Boating enthusiasts will appreciate the marina setting and approximately 7-foot draft channel, providing access to the beautiful waterways that make Florida's Gulf Coast a boating paradise. Whether you enjoy sailing, cruising, fishing, kayaking, or simply admiring the boats from your terrace, life here revolves around the water. The community amenities create an atmosphere that feels more like a private waterfront resort. Enjoy a newly renovated, fully equipped fitness center, sparkling community pool, poolside grilling area, relaxing spa, sauna, steam room, fishing dock, and kayak launch. Spend your afternoons poolside, take a peaceful paddle along the waterways, or gather with friends after a day of exploring the coast. Additional conveniences include two assigned garage parking spaces, onsite management, and a pet-friendly environment welcoming up to two large dogs. And the location? It's one of the best parts. Imagine being able to stroll to waterfront dining at Deep Lagoon Seafood & Oyster House or the beloved Casey Key Fish House, enjoy the casual atmosphere of a nearby tiki bar, or explore the waterfront park just across the street. The beautiful beaches of Casey Key are only a short drive away, while Publix, shopping, restaurants, medical facilities, and the endless attractions of Sarasota and Venice are all conveniently nearby. From boating adventures and beach days to waterfront dining and peaceful evenings at home, the possibilities are endless. What makes Osprey Harbor Village truly special isn't simply the architecture, the amenities, or even the spectacular marina setting. It's the lifestyle that comes with it. Spend more time outdoors, entertain the people you love, and enjoy the beauty of coastal living in a community that feels both exclusive and welcoming. Discover the waterfront lifestyle waiting for you at Osprey Harbor Village today!

14041 Bellagio Way Unit 315, Osprey
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