Osprey/Nokomis Real Estate

Osprey/Nokomis Real Estate

Welcome to Osprey and Nokomis, two charming communities nestled along the stunning Gulf Coast of Florida in Sarasota County. These picturesque towns offer a unique blend of natural beauty, rich history, and vibrant local culture, making them a perfect destination for those seeking a serene yet active lifestyle.

Osprey, known for its lush landscapes and proximity to the tranquil waters of the Intercoastal Waterway, is a haven for outdoor enthusiasts. With an abundance of parks, including the renowned Oscar Scherer State Park, residents can enjoy hiking, bird watching, and picnicking amid the region's natural splendor. The town's historic roots are evident in its quaint architecture and local landmarks, such as the historic Spanish Point, which showcases the area's rich heritage.

Just a short drive away, Nokomis boasts beautiful beaches and a relaxed coastal vibe. The pristine shores of Nokomis Beach are perfect for sunbathing, swimming, or indulging in water sports. The charming downtown area features a delightful mix of shops, restaurants, and local art galleries, providing a vibrant atmosphere for both residents and visitors.

Both Osprey and Nokomis offer a strong sense of community, with a variety of events and festivals throughout the year that bring neighbors together. Whether you’re looking for a peaceful retreat or an active lifestyle filled with outdoor adventures, Osprey and Nokomis are the perfect places to call home. Experience the warmth of Florida living and discover the hidden gems of these enchanting coastal towns today!

Newest Listings in Osprey/Nokomis

321 Bayshore Road, Nokomis
$3,690,000
Nokomis SubDv. ⋅ 34275 Zip Code
Great investment opportunity.Build up to 6 or 7 condos on the Intercoastal Waterway.Direct frontage with 3 existing homes.EXCEPTIONAL INTERCOASTAL WATERFRONT PROPERTY Discover a rare waterfront opportunity featuring 100 feet of Intracoastal Waterway frontage, deep-water access, and a private dock. This unique property includes a main residence and two separate cottages, offering excellent potential for rental income, multigenerational living, or a private waterfront retreat. With ample outdoor space and plenty of room to add a pool, the possibilities are endless. The property is zoned RMF-2, presenting potential redevelopment opportunities for up to 6–7 residential units (buyer to verify zoning, density, and development requirements with Sarasota County). Ideally located just minutes from Nokomis Beach, the property offers sailboat-friendly water access, breathtaking sunsets, and convenient access to the Gulf. Jump on your boat and take a sunset cruise ride to Pops, snake island, or even head up to Sarasota and enjoy your day on the water. Whether you’re seeking a waterfront residence, income-producing investment, or development opportunity, this property offers exceptional versatility in a highly desirable location.

321 Bayshore Road, Nokomis
758 Sarabay Road Unit 5, Osprey
$598,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked along the shores of Little Sarasota Bay, this intimate waterfront community consists of just 25 single-story villas situated on approximately 10 acres across from the northern end of Casey Key. Surrounded by natural beauty and offering a quiet, private setting, Heron Bay Club captures the charm of Old Florida without sacrificing convenience. The villa enjoys beautiful views of the bay, along with the community pond and its decorative fountain, creating a picturesque backdrop. Interior improvements include updated electrical outlets and switches, a tankless water heater, newer appliances, and an A/C system replaced in 2021. A private courtyard offers additional outdoor living space, while the attached two-car garage is a particularly desirable feature not found in every residence within the community. The spacious attic with high ceilings provides even more storage, a welcome bonus in condominium living. For those who enjoy spending time on the water, Heron Bay Club has plenty to offer. Residents enjoy a heated swimming pool, tennis courts, and a fishing pier. Boating enthusiasts will especially appreciate the availability of boat dockage at no additional fee, providing convenient access to the Intracoastal Waterway and Gulf. Whether boating, fishing, or simply watching the dolphins, manatees, and coastal birds that frequent the area, the waterfront lifestyle is an everyday part of life here. The community's western exposure also provides a beautiful setting to enjoy sunsets over Little Sarasota Bay. Another standout feature of Heron Bay Club is just how much is included in the association fee. In addition to maintaining the beautifully landscaped grounds and community amenities, the fee covers water, high-speed internet, cable television, pest control, building flood insurance, exterior building maintenance and painting, roof maintenance and repairs, trash collection, and more. With so many services and expenses already included, residents can enjoy the benefits of a low-maintenance lifestyle with fewer individual bills and responsibilities. Unlike traditional multistory condominium buildings, Heron Bay Club's single-story villas offer the privacy and convenience of having no elevators or neighbors overhead. The community's small size and private courtyards create a more residential feel than what is typically found in larger waterfront condominium developments. Despite its peaceful setting, Heron Bay Club is conveniently located near beautiful Gulf beaches, shopping, restaurants, and the arts and cultural attractions of Sarasota. With its combination of water views, boating access, extensive association benefits, and intimate community atmosphere, this home offers a distinctive opportunity to enjoy Florida's Gulf Coast lifestyle.

758 Sarabay Road Unit 5, Osprey
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
740 Arabian Circle, Nokomis
$1,350,000
4 Beds ⋅ 5 Baths ⋅ Mission Valley Estates SubDv. ⋅ 34275 Zip Code
Private Nokomis Paradise on 2 Acres — No HOA, No CDD Discover an extraordinary Florida retreat where space, privacy, and endless possibilities come together! Situated on an expansive 2-acre property in Nokomis, this one-of-a-kind estate offers an exceptional combination of comfortable living, resort-style outdoor entertaining, and incredible space for RVs, vehicles, hobbies, and more. The spacious residence features 4 bedrooms, 4 full bathrooms, and 2 half bathrooms, providing plenty of room for family and guests. A separate mother-in-law apartment adds even more versatility, making it ideal for multigenerational living, extended family, or private guest accommodations. Step outside and experience your own backyard oasis! The impressive swimming pool is surrounded by beautiful white sand, creating a tropical beach-like atmosphere right at home. Enjoy your favorite refreshments at the tiki bar, gather around the fire pit in the evening, or spend sunny Florida days relaxing poolside. The screened pool enclosure features a convenient garage-style screen door, providing easy access to this incredible outdoor entertaining space. If you need room for your recreational vehicles, vehicles, equipment, or hobbies, this property delivers! Features include an attached 2-car garage, a dedicated RV garage with space for two RVs, and an attached 3-car carport beneath a covered area between the main home and garage. Three additional storage sheds provide even more room for tools, equipment, and recreational gear. A separate building currently used as a large office offers outstanding flexibility for a home-based business, creative studio, workshop, or additional hobby space, depending on your needs and applicable requirements. One of the property's biggest advantages is the freedom to enjoy your land without the added expense of NO HOA and NO CDD fees. With two acres of space, multiple buildings, extensive parking, a separate apartment, and a spectacular poolside retreat, this property offers a lifestyle that is anything but ordinary. If you've been searching for a property with room to live, work, entertain, and enjoy everything the Florida lifestyle has to offer, this remarkable Nokomis retreat deserves a closer look!

740 Arabian Circle, Nokomis
S Sierra Street, Nokomis
$79,900
Venice By Way SubDv. ⋅ 34275 Zip Code
Cleared lot available at end of cul-de-sac in Nokomis. Near beach, Legacy Trails, and boat launches. Ready to build on or place a mobile home. Water and electric at road. Septic needed. No HOA or Deed restrictions.

S Sierra Street, Nokomis
3621 N Point Road Unit 603, Osprey
$1,295,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Prepare to be captivated by this COMPLETELY UPDATED, meticulously maintained, and thoughtfully appointed 3 bedroom, 3 bath condo located in Meridian at The Oaks Preserve. This spacious residence has everything you need to embrace a carefree, luxury lifestyle. As you step off your private elevator, you’ll be greeted by an inviting, open layout that radiates brightness and elegance. The great room seamlessly integrates the dining and living areas, offering stunning views of the serene water and lush preserve from your privately screened balcony. The scene is nothing short of breathtaking! The kitchen is a dream come true for any culinary enthusiast, boasting an abundance of counter space, gleaming KitchenAid stainless steel appliances (including an induction cooktop and micro convection oven), and pristine white cabinetry. Retreat to the master suite, a sanctuary of comfort and sophistication. This spacious bedroom opens directly to the balcony and features two large custom closets with built-ins. The adjoining bathroom is a masterpiece of refinement, complete with a luxurious soaking tub, a large walk-in shower, dual vanities, and elegant mirrors. The additional bedrooms are generously sized, with one currently serving as an office/den. Every detail has been thoughtfully considered, including IMPACT GLASS throughout the unit—exclusive to this and two other buildings. The KEVLAR windows, doors, and balcony screening offer enhanced protection and eliminate the need to stow patio furniture during storms. This condo has it all: incredible guest baths, window seats with storage, a dry bar with built-in wine refrigerator and glass fronted cabinet for your stemware, crown molding, custom lighting fixtures, ceiling fans, plantation shutters, a Maytag washer & dryer in the large, recently renovated laundry room. With two designated parking spaces and countless other perks, this property is a gem. You truly must see it to appreciate all it has to offer! Living in Meridian means enjoying exclusive access to a private pool, spa, and workout room. And you can take advantage of everything else The Oaks, Sarasota’s premier golf and country club, has to offer: two championship 18-hole golf courses, 12 HAR-TRU tennis courts (4 lighted), 4 pickleball courts, a state-of-the-art WellFit Center, an award-winning culinary team, and a wide variety of social and recreational offerings. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

3621 N Point Road Unit 603, Osprey
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
403 Longbow Trail, Osprey
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code
Rarely does a property offer this much flexibility in such a prime Osprey location. Set on two private acres in Pine Ranch, 403 Longbow Trail is more than a four-bedroom, three-bath home; it offers space to create a lifestyle most residential properties simply cannot accommodate. Bring the car collection, RV, boat, motorcycles or horses. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, a farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area, offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial three-car garage, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, an expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to the Legacy Trail via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: space, privacy, flexibility, location and the opportunity to make the property your own. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey
871 Macewen Drive, Osprey
$3,190,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separate guesthouse occupy more than half an acre framed by mature trees, with southern exposure, expansive greenspace to the east and no golf cart path bordering the property's side of the course. The setting feels remarkably private and spacious, with beautiful views from virtually every room. Timeless Southern character meets thoughtful updates, including a new tile roof, new hurricane-rated windows and skylights, freshly painted interiors and exterior, refinished wood floors, new upstairs flooring and updated lighting inside and out. Designer wallpaper and a new powder room vanity add fresh style, while the generous covered front porch offers an inviting place for morning coffee and relaxed gatherings. The kitchen features white cabinetry, quartz countertops, a waterfall-edge peninsula and a walk-in pantry. An oversized Viking six-burner gas range with a griddle, a Thermador refrigerator, a EuroCave wine cooler, a built-in Miele coffee maker and reverse osmosis system complement the space. Formal dining, a living room with a fireplace and a light-filled family room create inviting settings for entertaining and everyday living. The main-level primary suite overlooks the pool and grounds, spacious custom-organized closet, dual vanities, soaking tub and separate shower. A study and an exceptionally large laundry room with abundant storage complete the first floor. Upstairs, three bedrooms each feature an en suite bath and walk-in closet. A hidden playroom with skylights offers a magical retreat for imagination and creativity, with its area additional to the stated living square footage. With a full kitchen and bath, the separate guesthouse provides flexible accommodations for visitors, extended family or an au pair. Together, the main home and guesthouse frame an inviting outdoor retreat with an open-air pool and spa, palms and expansive golf course views. Generous entertaining areas, a fenced yard and a screened patio with a fireplace offer spaces to gather or unwind throughout the seasons. The home also includes a recently installed whole-house Generac generator with a 200-gallon buried propane tank. The Oaks lifestyle includes golf, tennis, pickleball, fitness and multiple dining venues, complemented by social gatherings and holiday traditions. Enjoy a casual meal at the Overlook or an evening celebration at the club, with the Legacy Trail, Pine View School and the beaches of Siesta Key and Casey Key nearby. Located in Flood Zone X with no reported history of flooding, this residence brings together architectural charm, substantial recent improvements and an exceptional golf course setting.

871 Macewen Drive, Osprey
5572 Sentiero Drive, Nokomis
$625,000
2 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
Live the Resort Lifestyle Near the Beach! Discover the perfect blend of comfort, style, and convenience in this stunning 2-bedroom, 2-bath home with a den—ideally located in the sought-after gated community of Bellacina by Casey Key. Just 3½ miles from Nokomis Beach, this home offers a true coastal lifestyle with a touch of luxury. Step inside to find a beautifully furnished, turnkey home featuring a light and airy coastal interior. The open floor plan flows seamlessly to an extended, screened lanai—the ultimate outdoor retreat. Enjoy multiple seating areas, an outdoor kitchen and grill, and breathtaking pond and sunset views—perfect for relaxing or entertaining. The spacious primary and guest suites each offer walk-in closets, while the flexible den easily converts to a third bedroom or home office. The chef’s kitchen boasts a gas range, pantry, and whole house “on demand” hot water system for ultimate convenience. There is a new AC system installed in 2026. Just a short stroll away, the resort-style clubhouse awaits, offering endless amenities: a sparkling pool and spa, 4 pickleball courts, 2 bocce ball courts, a tennis court, firepit lounge area, state-of-the-art fitness center, and a social club room with a full kitchen. The community also features a dog park, playground, and direct access to the Legacy Trail for walking, running, or biking. With top-rated restaurants, golf courses, and the Gulf beaches nearby, this home is more than a place to live—it’s a vacation you never have to leave.

5572 Sentiero Drive, Nokomis
511 Bonito Avenue, Nokomis
$629,000
3 Beds ⋅ 2 Baths ⋅ Waterfront Estates SubDv. ⋅ 34275 Zip Code
Virtually Staged. Come enjoy the Florida lifestyle in this waterfront Nokomis home with Gulf access! Picture yourself spending the day out on the water, cooling off in your screened-in pool, or kicking back on the spacious covered lanai. Inside, you'll find fresh paint throughout, beautiful solid wood floors in the bedrooms, granite countertops in the kitchen and bathrooms, and warm wood cabinetry. Most windows are impact-rated, and there's a NEW fence installed in October 2026. The front yard has also been freshly landscaped and mulched, giving the home a fresh, welcoming look. And the best part? NO HOA! Just minutes to the beach, with shopping, dining, and everything Nokomis and Venice have to offer close by. Whether you're looking for a full-time Florida home or your own sunny getaway, this one is all about enjoying life, getting out on the water, and soaking up that laid-back Southwest Florida vibe. Grab your flip-flops and come see it for yourself!

511 Bonito Avenue, 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
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