Osprey/Nokomis Real Estate

Osprey/Nokomis Real Estate

Nestled along the stunning Gulf Coast of Florida, the charming communities of Osprey and Nokomis offer a delightful blend of natural beauty, rich history, and a vibrant lifestyle. Located in Sarasota County, these picturesque towns are perfect for those seeking a serene yet engaging environment.

Osprey is known for its lush landscapes and proximity to the breathtaking waters of the Gulf of Mexico. This quaint community is steeped in history, with roots dating back to the late 1800s. It’s home to the historic Spanish Point, a beautiful 30-acre museum and environmental complex that showcases the area's rich cultural heritage. Residents and visitors alike can explore scenic trails, gardens, and the stunning views of Little Sarasota Bay.

Just a stone's throw away, Nokomis charms with its laid-back atmosphere and beautiful beaches. The area boasts pristine shorelines, perfect for sunbathing, swimming, and shell collecting. The Nokomis Beach is a local favorite, offering a peaceful retreat where families can gather for picnics or enjoy a sunset stroll along the shore.

Both Osprey and Nokomis are conveniently located near the bustling city of Sarasota, providing easy access to a plethora of dining, shopping, and entertainment options. With a strong sense of community and a plethora of outdoor recreational activities, these towns are ideal for families, retirees, and anyone looking to embrace the Florida lifestyle.

Whether you're drawn to the rich history, the natural beauty, or the vibrant community spirit, Osprey and Nokomis await with open arms, ready to welcome you home.

Newest Listings in Osprey/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

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

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

5688 Semolino Street, Nokomis
$579,000
3 Beds ⋅ 2 Baths ⋅ Bellacina By Casey Key SubDv. ⋅ 34275 Zip Code
WELCOME TO EXCEPTIONAL FLORIDA LIVING IN BELLACINA BY CASEY KEY! This beautifully appointed Taylor Morrison Arezzo model offers the perfect combination of luxury, comfort, and peace of mind, featuring a WHOLE-HOUSE GENERAC GENERATOR, ROLL-DOWN HURRICANE SHUTTERS ON THE LANAI, and tranquil PRESERVE VIEWS! With 3 bedrooms, a separate study/den, 2 bathrooms, and an expansive outdoor entertaining area, this thoughtfully designed home delivers the Florida lifestyle you've been dreaming of. Step inside and discover a spacious, open-concept floor plan with ceramic tile flooring throughout, elegant tray ceilings in the living room, and a beautifully appointed dining area featuring chair rail and crown molding. The generous kitchen is designed for both entertaining and everyday convenience, showcasing granite countertops, abundant cabinetry, stainless steel appliances, double ovens, a gas range, and a versatile Samsung refrigerator offering flexible refrigerator and freezer configurations to suit your needs. YOUR PRIVATE OUTDOOR RETREAT AWAITS! The extended screened lanai overlooks a peaceful, lush preserve, providing a beautiful backdrop for morning coffee, evening cocktails, or entertaining friends and family. The fully equipped outdoor kitchen features a built-in grill, refrigerator, and sink, making alfresco dining effortless. Roll-down hurricane shutters provide added storm protection, while the whole-house Generac generator offers an additional level of preparedness and peace of mind. The spacious primary suite is a relaxing sanctuary featuring serene preserve views and a private en-suite bathroom. Two additional bedrooms and a separate study/den provide plenty of flexibility for visiting guests, a home office, or hobbies. This home is filled with thoughtful extras! The laundry room includes cabinetry, a utility sink, and a BRAND-NEW WASHER AND DRYER THAT CONVEY WITH THE HOME. The two-car garage features epoxy flooring and a newly replaced garage door spring. Even better, the curtains, barstools, and living room shelving are included. Beautifully maintained tropical landscaping completes the home's inviting curb appeal. LIVE EVERY DAY LIKE YOU'RE ON VACATION! Bellacina by Casey Key offers an extraordinary resort-style lifestyle with amenities designed for relaxation, recreation, and social connection. The impressive clubhouse features a chef's kitchen, activities room, resort-style heated swimming pool with cabanas, relaxing spa, and fitness center. Stay active with pickleball, tennis, bocce ball, cornhole, and direct community access to the Sarasota County Legacy Trail. Two dog parks welcome your four-legged companions, while a dedicated activities director coordinates a full calendar of events, including water aerobics, card nights, women's luncheons, men's breakfasts, and social gatherings around the fire pit. AND HERE'S A LIFESTYLE BONUS YOU'LL LOVE! Enjoy the convenience of golf cart access to nearby beaches, restaurants, and Publix shopping! Imagine heading out for dinner, picking up groceries, or enjoying the coastal atmosphere without having to take your car. LOCATION, LOCATION, LOCATION! Just 2.7 miles from beautiful Nokomis Beach and approximately 5 miles from historic downtown Venice Island, you'll also enjoy convenient access to Siesta Key Beach, downtown Sarasota, shopping, dining, entertainment, and Sarasota Bradenton International Airport. Schedule your private showing and experience it for yourself!

5688 Semolino Street, Nokomis

14726 Eagle Branch Drive, Nokomis
$1,575,000
5 Beds ⋅ 5 Baths ⋅ Talon Preserve On Palmer Ranch SubDv. ⋅ 34275 Zip Code
Welcome to the remarkable 14726 Eagle Branch Drive located within the gated community of Talon Preserve with NO CDD FEE. This stunning home combines distinctive architecture, versatile living spaces, and exceptional outdoor entertaining. This exceptional Layton Grande two-story residence features 5 bedrooms, 4.5 bathrooms, and a three-car garage with a 4-foot extension, showcasing extensive builder upgrades and seller customizations. Approximately 12-foot first-floor ceilings and soaring 13-foot tray and coffered ceiling add architectural elegance to this floor-plan. Double entry doors open to a dramatic two-story foyer with a tray ceiling and expansive clear-glass transom windows. Designer fluted accent walls and custom wood ceiling details add distinctive character. The open-concept living and dining areas feature a custom built-in bookshelf and media center surrounding the television, complemented by an electric fireplace. The gourmet kitchen boasts a 48-inch built-in KitchenAid refrigerator, double stacked cabinetry with illuminated glass-front doors, wall oven and microwave, cooktop, and a large quartz island with additional cabinets and shelving. The quartz countertops extend up as the backsplash for an elegant and seamless finish. The pantry features custom shelving and is set up to accommodate a secondary refrigerator. Pocket doors enclose a private guest wing with two bedrooms flanking a full bathroom. A third guest bedroom near the garage has an adjacent full bathroom with a walk-in shower. All bathrooms feature under-cabinet lighting and illuminated mirrors, while guest bedroom closets provide additional shelving and lighting. The spacious primary suite overlooks the pool and lanai through expansive windows. The primary bathroom features under-cabinet lighting, and the walk-in closet includes custom built-in shelving. The dedicated laundry room includes a utility sink, countertops with space for folding, shelving, and cabinetry. Upstairs, an open overlook captures views of the foyer and expansive windows. Under-stair storage accommodates household essentials. The large bonus room offers flexibility for an office, game room, or additional living space. An additional bedroom and full bathroom provide privacy for guests, while extra storage near the upstairs utility room adds convenience. Expansive impact glass, pocket sliding doors open to a private outdoor retreat featuring a custom saltwater pool with spill-over spa and additional water features, generous sun shelf, and custom outdoor kitchen. A pool bath enhances entertaining convenience. Pet owners will appreciate the side-yard dog run enclosed by a four-foot wrought-iron fence. Talon Preserve offers resort-style amenities, including a heated pool with rock waterfall and splash pad, spa, full-service restaurant and bar, approximately 18,000-square-foot clubhouse, state-of-the-art fitness center, arcade, eight pickleball courts, tennis and bocce courts, fire-pit area, and dog park with NO CDD FEE. Conveniently located near Oscar Scherer State Park, Nokomis and Siesta Key beaches, Legacy Trail, Sarasota Memorial Hospital, championship golf courses, I-75, and downtown Sarasota, Venice, and Wellen Park. Community information and governing documents are available at www.talonpreservehoa. Buyers should verify all information with the HOA.

14726 Eagle Branch Drive, Nokomis

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