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$235,000
2 Beds ⋅ 2 Baths ⋅ Wedgewood Commons SubDv.
Short Sale. Don’t miss this short sale opportunity in a quiet, well-maintained community just minutes from the beach. This desirable end-unit condo features 2 bedrooms, 2 baths, and a 2-car garage—a rare combination in a small complex of only 13 total units. Enjoy the added privacy and natural light that comes with being an end unit, along with a convenient location close to shopping, dining, and local attractions. This property offers an excellent chance to own a slice of coastal living in a peaceful setting. Property being sold as-is.

1827 Settlers Drive Unit A7, Osprey/Nokomis
$417,000
2 Beds ⋅ 2 Baths ⋅ Towns-End Shores SubDv.
PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches. Walking distance to Casey Key Mainland (Chef Rolfs), private community Shoreland Park & Oscar Scherer State Park. Minutes away from COSTCO, Publix, Target, Richard's, YMCA Potter Park, waterfront dining (Casey Key Fish House & Tiki bar - waterfront , Spanish Point restaurant & Tiki Bar. The townhouse is close to Laurel Rd and Sarasota Memorial Hospital. Property is managed by owner. Timely response to accommodate your needs. Summary of amenities: PARKING: 2-CAR TANDEM GARAGE HOA PRIVATE COMMUNITY 1 BLOCK FROM INTERCOASTAL SCREENED BALCONY CEILING FANS VAULTED CEILING CENTRAL AIR UPGRADED TALL CABINETS GRANITE COUNTERTOP STAINLESS STEEL APPLIANCES CONVECTION RANGE/OVEN/AIRFRYER MICROWAVE DISHWASHER IN-SINK DISPOSAL SMART REFRIGERATOR DINING ROOM & FAMILY ROOM MASTER BEDROOM WITH WALK-IN CLOSET MASTER BATH GUEST BEDROOM ADDITIONAL STORAGE IN LOWER FLOOR OR GARAGE AIR CONDITIONING WASHER/DRYER SPRINKLER SYSTEM COMMUNITY SWIMMING POOL WITH LOUNGE CHAIRS + USE OF CASEY KEY MAINLAND POOL WALK/BIKE TO TOP RATED PINEVIEW SCHOOL, WALLMART, POST OFFICE, LEGACY BIKE TRAIL CLOSE TO SIESTA KEY, NOKOMIS BEACH, VENICE BEACH, OSCAR SCHERER STATE PARK HUGE FURNISHED BONUS ROOM ON FIRST FLOOR OUTDOOR GRILL Turn-key ready!

1811 Highland Road, Osprey/Nokomis
$2,850,000
Casey Key SubDv.
Gulf-front vacant lot on Casey Key in Osprey. Buildable lot with County guidance. 107' Gulf frontage, cleared site ready for new construction. For buyers seeking to build a custom waterfront home, this Gulf-front vacant lot on Casey Key in Osprey offers a compelling opportunity in one of Sarasota County’s most sought-after coastal locations. The homesite is cleared and confirmed buildable based on Sarasota County guidance, removing uncertainty around new construction. The property spans 16,827 square feet with 107 feet of Gulf frontage and 107 feet of road frontage, giving a clear understanding of scale and layout for planning. A survey is available, providing defined boundaries and supporting a more efficient design process. The combination of a cleared site, available survey, and County guidance creates a more defined starting point for new construction. See the included "conceptual rendering" photo – for illustrative purposes only, to help you visualize your new waterfront home. Positioned on the north end of Casey Key, the property offers convenient access to the mainland via the nearby bridge while maintaining a private coastal setting. The surrounding area includes established waterfront homes, reinforcing the setting for new construction aligned with the character of the island. This property is well suited for buyers seeking a long-term coastal residence or a custom-built retreat with Gulf views. Buyers should conduct their own due diligence with Sarasota County to confirm timelines, approvals, and building plans. Supporting information is available to help guide next steps.

141 N Casey Key Road, Osprey/Nokomis
$549,586
4 Beds ⋅ 4 Baths ⋅ Nokomis SubDv.
What's Special: Close to Amenity | East Facing Patio | Game Room | Popular Plan. New Construction – Ready Now! Welcome to the Anastasia at 6932 Prairie Oak Way in Tiburon! This thoughtfully designed new home blends comfort and functionality for the ultimate Florida lifestyle. Step inside from the inviting front porch into a foyer that leads to a convenient laundry room and powder bath on one side, with garage access on the other. The open-concept kitchen features a walk-in pantry and generous counter space, overlooking the dining area and great room. Sliding glass doors open to a covered lanai, perfect for enjoying the outdoors. The main level also includes a private study with French doors, and a serene primary suite complete with a spa-inspired bath and walk-in closet. Upstairs, you’ll find a versatile loft, three secondary bedrooms, one with its own full bath, plus another shared bath and a spacious game room for gathering. This home is equipped with whole-house impact windows, offering peace of mind and energy efficiency year-round. Tucked away in a peaceful Sarasota County setting on 40 acres, Tiburon offers the warmth and intimacy of a boutique community, where neighbors know each other and life moves at a more relaxed pace. With just the right blend of privacy and connection, Tiburon is ideal for those seeking a quieter, more personal lifestyle. Additional Highlights Include: Gourmet kitchen, game room, pocket sliding glass door at great room, 8' interior doors, single pocket door at primary suite to bath, refrigerator, washer and dryer, shower in place of tub at secondary bath. MLS#A4670007

6932 Prairie Oak Way, Osprey/Nokomis
$629,000
4 Beds ⋅ 3 Baths ⋅ Tiburon SubDv.
This home qualifies for a 1% lender incentive when using the preferred lender. Absolutely stunning custom Grenada model on a 62-ft corner lot at the entrance of a quiet cul-de-sac, offering exceptional privacy on two sides and behind. One of the few homes in Tiburon featuring a rare 3-car garage without a premium-lot fee, this residence is completely move-in ready—no need to wait 6 to 9 months for new construction. Comparable builder-offered Grenada floor plans with minimal/basic upgrades are currently selling for nearly the same price, making this extensively customized home an exceptional value. Over $180,000 in total upgrades—more than $40,000 dedicated to the kitchen alone including the gourmet kitchen package, plus a wealth of additional enhancements such as level 5 cabinetry, quartz countertops, a butler’s pantry w/beverage fridge, built-in cooktop, wall oven, designer vent hood, under-cabinet lighting, upgraded appliances, undermount sink, cabinet crown molding, and decorative end panels. Interior highlights include 8-ft doors, tray ceilings, crown molding, upgraded baseboards, wood-look laminate flooring, frameless glass showers, and designer paint. Post-closing enhancements include plantation shutters throughout, upgraded light fixtures, kitchen pendant lighting, upgraded bathroom mirrors, ceiling fans in every room, and a fully finished outdoor kitchen. Additional upgrades include a custom kitchen pantry, custom master closets, 3 car garage with overhead storage rack and custom slatwall and security perimeter turret cameras. Nestled within 40 peaceful acres in Sarasota County, Tiburon is an intimate boutique community where neighbors connect easily and everyday life feels refreshingly relaxed. Truly a one-of-a-kind lot and fully customized home with nothing left untouched or overlooked. Full breakdown of builder and post-closing upgrade costs available upon request.

15537 Foxtail Lane, Osprey/Nokomis
$360,000
3 Beds ⋅ 3 Baths ⋅ Nokomis SubDv.
Welcome to a rare investment opportunity in the heart of Nokomis, a laid-back waterfront community tucked between Sarasota and Venice on Florida’s Gulf Coast. This versatile 2-UNIT property is perfectly suited for investors, snowbirds, or those looking to live in one unit while generating rental income from the other. The property features a one-bedroom, one-bathroom unit that’s ideal for seasonal or long-term tenants, as well as a spacious two-bedroom, two-bathroom unit perfect for full-time living or rental. Each unit has its own private entrance and utilities, offering flexibility, privacy, and ease of management. A/C (2023), Water heaters (2022), Roof (2013). Located just minutes from Nokomis Beach—Sarasota County’s oldest public beach—residents and guests can enjoy postcard-perfect sunsets, pier fishing, kayaking, and calm, turquoise waters on nearby Casey Key. North Jetty Beach is another local favorite, known for its shelling, swimming, and access to both the Gulf of Mexico and the Intracoastal Waterway. Outdoor enthusiasts will love being near the Legacy Trail, a scenic 10-mile bike path connecting local communities, and Oscar Scherer State Park, where camping, glamping, hiking, and wildlife watching are everyday activities. The Nokomis lifestyle includes casual dining, live music, and fresh seafood at beloved local spots like Pop’s Sunset Grill, Captain Eddie’s Seafood, and Nokomo’s Sunset Hut. Just a few minutes away, Historic Downtown Venice offers even more dining options, charming boutiques, art galleries, and family-friendly attractions. Fans of landscape photography will appreciate the nearby Clyde Butcher Gallery in Venice, where Florida’s natural beauty is showcased. With strong rental demand, NO HOA RESTRICTIONS, and an unbeatable location close to beaches, parks, and popular coastal attractions, this two-unit property offers an excellent opportunity to own a slice of Old Florida charm while building passive income. Whether you choose to rent both units or live in one and lease the other, the potential here is as bright as a Gulf Coast sunset.

234/236 Colonia Lane E, Osprey/Nokomis
$499,000
3 Beds ⋅ 3 Baths ⋅ Citrus Highlands SubDv.
Location, Location, Location Nestled in the heart of Nokomis, Florida, between the vibrant cities of Sarasota and Venice, this beautiful custom-built 3-bedroom, 2.5-bath home offers 1,830 square feet of thoughtfully designed living space. The open floor plan features high ceilings, eight-foot doors, and abundant natural light, creating a bright and inviting atmosphere. The kitchen is equipped with custom cabinetry and granite countertops, perfect for those who enjoy both style and functionality. Step outside to your private solar-heated dipping pool and spacious yard—ideal for relaxing or entertaining. With no HOA, you have the freedom to personalize your property and enjoy your home your way. Recent upgrades include a 2023 roof replacement, updated HVAC system, and new pool pump, providing peace of mind and added value. Located just 1.7 miles from Nokomis Beach and offering easy access to the Legacy Trail, this property is perfect for beach enthusiasts, outdoor adventurers, and retirees alike. Shopping, dining, and healthcare facilities are nearby, ensuring everyday convenience. The community is recognized for its safety and is currently experiencing an exciting phase of redevelopment, making this an excellent time to invest in the area. 601 Hamlin Street is more than just a home—it's an opportunity to embrace the relaxed, sun-soaked Florida lifestyle in a highly desirable coastal location. Offered at $549,000.00

601 Hamlin Street, Osprey/Nokomis
$3,640,000
4 Beds ⋅ 6 Baths ⋅ Oaks SubDv.
Virtually Staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.

854 Macewen Drive, Osprey/Nokomis
$619,000
3 Beds ⋅ 3 Baths ⋅ Venetian Golf & River Club SubDv.
REDUCED! Discover this immaculate, move-in ready home in the Venetian Golf & River Club located at the cul-de-sac of Padova Way. This home features preserve views and a desirable southeast exposure, affording unparalleled peacefulness, privacy and light. This Islamorada model was one of the last Grand Villas built by WCI and features an open kitchen with exceptional in-cabinet storage as well as a convenient walk-in pantry with upgraded oak shelving. Three spacious bedrooms and three full baths, as well as a flexible den afford comfort and privacy for owners and guests alike. The large welcoming foyer leading to the spacious great room with sliding glass doors out to the lanai and pool afford easy living and gracious entertaining. The home features crown molding and tile flooring in the main living areas, hardwood flooring in the bedrooms and den and in-ceiling lighting throughout. In addition, the kitchen features upgraded wood cabinets, quartz counters, a marble tile backsplash, and stainless-steel appliances including a gas range. The owners’ suite includes a spacious bath with dual sinks and a large glass shower, as well as a huge walk-in closet affording maximum convenience and storage. All three-bedroom closets feature attractive upgraded oak shelving. The screened lanai is perfect for both dining and lounging. The pool features a sundeck for relaxing as well as a solar heater for extended pool use without the utility bill. With its perfect blend of peaceful spaces and inviting living areas, this home provides a sanctuary within the exceptional Venetian Golf & River Club. Enjoy resort-style amenities including exquisite dining at the River Club with scenic views of the 70-acre nature park along the Myakka River, a full fitness center, aerobics studio, lap pool, resort-style pool with a cabana bar, six Har-Tru tennis courts, pickle ball courts and an 18-hole championship golf course that winds throughout the community. Located in beautiful North Venice, the home is just 10 minutes from Gulf beaches and shopping, only minutes to state-of-the-art medical facilities and the newer Sarasota Memorial Hospital and has easy access to I-75 and airports. This home is a true gem. Don’t miss out on this rare opportunity to own this popular spacious model home!

500 Padova Way, Osprey/Nokomis
$109,900
2 Beds ⋅ 2 Baths ⋅ Arbors SubDv.
Perfect Home for a SNOW BIRD OR A "YEAR-ROUNDER "!! The Arbors is the BEST of the Florida sun belt communities. THE ROOF -- New in 2022 with 15-Year Transferable Waranty. THE CARPORT -- New 2023 No leaks. This lovingly maintained manufactured home is in a PET FRIENDLY zone. Your LOW $215/month HOA provides: YOUR Water. YOUR Sewer. YOUR Lawn care. YOUR Cable service. A lucky buyer could move in right away and make some upgrades as needed. YOU and your fellow homeowners will own the company that owns the park. it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with low HOA dues. Better take a look before the bidding war starts.

348 Tropic Drive, Osprey/Nokomis
$494,000
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv.
Discover your fully FURNISHED dream home in the exclusive gated community of Calusa Lakes, nestled among 460 acres of lush, mature landscaping and 28 picturesque lakes. Located in the charming enclave of Woodland Trails, this beautifully updated 3-bedroom, 2-bath residence includes a versatile den currently used as a dining area, a dedicated laundry room, and a spacious screened lanai perfect for enjoying peaceful Florida days and evenings. The open-concept living area, primary suite, and second bedroom all feature disappearing sliding glass doors that seamlessly connect indoor and outdoor living. Recent upgrades include a 2017 tile roof, fresh interior paint, updated tile flooring, new baseboards, modern lighting fixtures, a new kitchen sink and faucet, updated exterior lighting, and stylish window treatments. The home also boasts a side-entry garage with an extended driveway and is just steps from the community pool. Lawn maintenance is included, making for easy, carefree living. Residents can opt for membership at Calusa Lakes Golf Club, offering golf, tennis, and pickleball. Ideally located near Nokomis Beach, Oscar Scherer State Park, the Legacy Trail, shopping, dining, and the new Sarasota Memorial Hospital, this home offers the perfect blend of luxury, convenience, and tranquility in one of Sarasota County’s most sought-after communities.

2104 Tocobaga Lane, Osprey/Nokomis
$6,475,000
5 Beds ⋅ 6 Baths ⋅ Casey Key SubDv.
Gulf Front, private beach. This sun-drenched Florida villa captures the character of a Mexican hacienda with the ease of tropical coastal living. Smooth stucco exteriors, clay tile roofing, and vibrant bougainvillea frame a private courtyard, setting the tone for a home that is both timeless and inviting. Directly on the turquoise waters of the Gulf, this newly remodeled residence on the north end of Casey Key offers the rare privilege of a private beach just steps from the home. Set on one of Florida’s most exclusive barrier islands, the property enjoys sweeping sunset views, exceptional privacy, and convenient access to the dining, shopping, and cultural attractions of Venice and Sarasota. Behind a gated entrance, the home features three bedrooms, a private office, and three-and-a-half baths, all thoughtfully updated to celebrate its extraordinary Gulf-front setting. Expansive windows and sliding glass doors frame breathtaking water views while filling the interiors with natural light and coastal breezes. Rich architectural details reflect its hacienda-inspired design, including wood beams and moldings, barrel-brick ceilings, Mexican tile and wood floors, brick accents, artisanal mosaic tile, and hand-painted stair risers. Hurricane-impact windows and doors, a new roof, a new pool, and updated air-conditioning and pool equipment provide both peace of mind and modern comfort. The gourmet kitchen is beautifully appointed with custom cabinetry and Wolf appliances, creating an ideal setting for entertaining after a day on the beach. The primary suite is a private retreat with a sitting room, wet bar, soaking tub, walk-in closet, and private balcony overlooking the Gulf. Two additional en-suite guest bedrooms provide comfort and privacy for family and visitors. A spiral staircase leads to the rooftop deck, where panoramic views stretch from the Gulf to the Intracoastal Waterway. Outside, the courtyard-style pool, fountain, tiled terraces, and lush tropical gardens create a tranquil setting for authentic alfresco living. This is an exceptional opportunity to experience the privacy, beauty, and effortless lifestyle of Gulf-front living on Casey Key.

121 N Casey Key Road, Osprey/Nokomis
$230,000
2 Beds ⋅ 2 Baths ⋅ Curry Cove SubDv.
Move-in ready villa in a beloved north Venice community! Tranquil, updated & conveniently located with low HOA fees is a rare combo, especially in today’s market…. Curry Cove is conveniently located close to Venice downtown, shops and beaches. This attached villa has a NEW ROOF (April 2023), freshly painted interior and new flooring, new air-condition units and full electrical panel replacement. The open floor plan of the great room and dinning room opens to the shady screened lanai. The ensuite primary bedroom features dual closets & a walk-in shower for comfort & convenience. The door opener in the extra-value 2-car attached garage is also new as of March 2024. This friendly age 55+ community also has a lovely large community heated pool, designated RV and/or Boat parking, making this community a true standout. One small pet under 30 pounds allowed. This ideal location close to I-75 and US-41 offers easy access to major routes within minutes of the new Sarasota Memorial Hospital-Venice & historic downtown Venice, with its charming shops and dining options. Venice Beach, Sleeping Turtle Preserve South & Oscar Scherer State Park are nearby favorites among outdoor enthusiasts, nature lovers & birders. Access to the Legacy Trail at Nokomis Riverview Park barely a mile away!!! This home is truly a peaceful gem with a great mix of accessibility, modern amenities & serene surroundings. Don't miss your chance to experience this retreat for yourself!

401 Curry Street Unit 66, Osprey/Nokomis
$499,900
3 Beds ⋅ 2 Baths ⋅ Harms Sub SubDv.
Beautifully renovated and move-in ready, this exceptional property offers the perfect blend of privacy, comfort, and investment potential. Situated on over half an acre along a private, tree-lined street, the home is surrounded by lush tropical landscaping, creating a peaceful oasis just minutes from everything Sarasota has to offer. Step inside to discover a spacious, thoughtfully updated interior featuring modern finishes and an effortless flow between indoor and outdoor living spaces. The heated pool and expansive screened lanai provide the perfect setting for relaxing, entertaining, and enjoying Florida’s year-round sunshine. This turnkey home has been meticulously maintained and boasts a proven track record as a successful income-producing rental. Major upgrades offer peace of mind, including a complete interior renovation, new roof, and pool cage rescreening (2021), pool pump (2022), HVAC system (2023), and a new water heater, well pump, and garage door opener (2024). Additional recent improvements include an automated pool cleaner and septic system flush (2025). Perfectly positioned between Sarasota and Venice, you’ll enjoy easy access to world-class beaches, waterfront dining, shopping, and entertainment. Nature lovers will appreciate having Oscar Scherer State Park directly across the street, offering scenic trails, kayaking, and renowned birdwatching, while the Osprey Junction Trailhead provides quick access to the Legacy Trail just minutes away for biking, walking, and outdoor recreation. With NO HOA restrictions and ample room for a boat, RV, or other recreational vehicles, this property offers a rare combination of flexibility and freedom. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing investment, this beautifully updated home delivers the Florida lifestyle you’ve been looking for.

742 Harms Drive, Osprey/Nokomis
$260,000
Nokomis Heights SubDv.
MOTIVATED SELLER!!! Prime residential multifamily-zoned lots in Nokomis, FL, just off Tamiami Trail! Together, these 4 parcels present a combined 21,592 sq. ft. of endless potential, with the option to purchase individually for $65k each (~5k sqft). SURVEY available as well as permits for a duplex build. Located only 3 minutes from pristine Gulf beaches and 5 minutes from lively downtown Venice, this property is ideal for building your dream home, a duplex, or a multifamily investment. Whether you’re creating a coastal retreat or pursuing a profitable development, this rare opportunity places you close to the best of Florida living—beaches, dining, shopping, and entertainment all at your doorstep. Don’t miss the chance to secure land in this highly sought-after location!

La Palma, Osprey/Nokomis
$260,000
Colonial Bay Acres SubDv.
WATERFRONT LOT ON CANAL W/ACCESS TO INLAND WATERWAY AND GULF. LAST AVAILABLE LOT IN ESTABLISHED PRIVATE COMMUNITY. MUNICIPAL WATER ACCESS ON PROPERTY. APPRAISAL AND SURVEY AVAILABLE.

Colonial Bay Drive, Osprey/Nokomis
$245,000
Bay Point SubDv.
Rare opportunity to acquire a cleared, build-ready lot in the desirable Bayshore Acres neighborhood of Nokomis. This parcel is situated for those seeking a coastal lifestyle with convenience and tranquility, with minimal work needed to start construction. Lot & Location Highlights: Cleared lot, ready for building; utilities are nearby Located in a quiet, established residential area in Bayshore Acres Walking or biking distance to Nokomis Beach and local waterfront dining and amenities Close proximity to Laurel Nokomis Elementary; Venice Middle and High Schools also accessible Convenient access to US-41 and I-75 for easy travel throughout the region Shopping, grocery, and restaurants just minutes away Opportunity Summary: Whether you are planning to build a custom home. this lot has flexibility and location. Very few parcels remain in Bayshore Acres that are immediately buildable and so well located.

216 Pavonia Road, Osprey/Nokomis
$289,900
2 Beds ⋅ 2 Baths ⋅ Towns-End Shores SubDv.
One or more photo(s) has been virtually staged. Welcome to this light-filled, beautifully maintained 2-bedroom, 2-bath townhome in the highly desirable Town-End Shores community of Osprey. With LOW HOA FEES $150.00 PER MONTH and GROUND MAINTENANCE INCLUDED IN FEE this townhouse is designed for comfortable living and easy entertaining, the open-concept main level features a spacious living room, dining area, and a bright Florida room with sliding glass doors that fill the home with natural light. The stunning kitchen showcases granite countertops, contemporary cabinets, Stainless Steel Appliances and space for gathering with family and friends. Architectural details including tray ceilings, crown molding, and 9-foot ceilings add elegance, while wood-look tile and luxury vinyl plank flooring provide beauty and durability throughout. Upstairs, you'll find two bedrooms, including a spacious primary suite with a walk-in closet. A rare bonus for a townhome, the attached two-car garage offers ample room for vehicles, storage, and hobbies. Residents enjoy access to the community pool, perfect for cooling off on warm Florida days or relaxing poolside. Ideally located just minutes from world-renowned Gulf beaches, shopping, restaurants, Oscar Scherer State Park, and the Legacy Trail, this home offers the best of Florida's outdoor lifestyle. Whether you're searching for a full-time residence, a winter getaway, or an investment opportunity, this move-in-ready townhome is one you won't want to miss. Schedule your private showing today!

1801 Highland Road, Osprey/Nokomis
$789,000
3 Beds ⋅ 2 Baths ⋅ The Oaks SubDv.
Looking for a home you can truly fall in love with? Your search ends here. This thoughtfully updated, impeccably maintained 3 bedroom, 2 bath residence in The Oaks Preserve offers the perfect blend of comfort, style, and privacy. And you can BUY WITH CONFIDENCE — THE PROACTIVE SELLERS HAVE COMPLETED INSPECTIONS IN ADVANCE TO SHARE WITH BUYERS, GIVING YOU CLARITY FROM THE START. No guessing…what you see, and what you don’t see, is what you get! From the moment you arrive at the pavered driveway, the pride of ownership is unmistakable. Double leaded-glass front doors open to a light-filled interior designed for effortless Florida living. Just off the entry, a dedicated home office features plantation shutters and a ceiling fan. The formal dining room showcases a decorative ceiling and a beautiful built-in buffet with glass-front cabinetry. The open kitchen features new granite countertops, stainless appliances, a breakfast bar, chef’s desk, and built-in wine and beverage cooler. The adjoining breakfast nook with an aquarium window, overlooks the sparkling pool and spa. The master suite is exceptionally spacious, offering a sitting area with built-in window seat and large walk-in closets with glass-front storage. The updated en suite bathroom has granite countertops, dual sinks, a soaking tub, separate shower, and marble accents. Two well-sized guest bedrooms provide generous closet space, and the updated guest bath includes granite and marble finishes. The air conditioned 2-car garage with epoxy flooring offers abundant storage. This home backs to a lush, tropical preserve, ensuring privacy for the pool and spa. The lanai features two distinct areas: a large, covered space with outdoor kitchen and ceiling fan for shaded dining, and a sun-splashed pool and spa area under a screened enclosure. You can also enjoy the nearby Bishopscourt community pool. With mandatory membership, this home offers access to all of the amenities being a member of The Oaks has to offer. There is currently no waiting list for either Golf or Sports/Social membership

21 Bayhead Lane, Osprey/Nokomis
$2,350,000
Casey Key SubDv.
Discover one of Casey Key’s most coveted Gulf-front parcels, boasting 0.47 acres with 107 feet of pristine frontage and uninterrupted views of the Gulf. This rare property presents an extraordinary opportunity to create a custom waterfront estate, backed by an approved Coastal Setback Variance Permit allowing for a residence of approximately 3,500 square feet. This is not just a homesite, it’s an invitation to design a legacy. Experience the magic of year round sunsets, the sound of the surf just beyond your door, and the privacy of a location tucked away yet just minutes from the Blackburn Point Bridge for quick access to Sarasota’s dining, culture, and entertainment. Few parcels remain where you can craft a Gulf-front retreat of this caliber. Secure your place on one of Florida’s most treasured barrier islands and build a home worthy of its setting. Explore MLS#A4664842 to discover the renderings and build opportunities for an exceptional residence.

3761 Casey Key Road, Osprey/Nokomis
$9,750,000
3 Beds ⋅ 4 Baths ⋅ Casey Key SubDv.
Pre-Construction. To be built. This is your chance to own a newly imagined Gulf-front estate on one of Sarasota’s most exclusive barrier islands. Positioned on 0.47 acres with 107 feet of direct Gulf frontage, this offering presents a 3,489 sq. ft residence designed by the renowned Stofft Cooney Architects in collaboration with Perrone Construction. The home’s architecture celebrates the Gulf at every turn, with walls of glass framing uninterrupted water views and inviting a seamless connection to the outdoors. Expansive terraces, a resort-style pool and spa, and a private beach pavilion create an atmosphere of relaxed sophistication, perfect for year-round enjoyment. Inside, an open-concept floor plan anchors the living spaces around a chef’s kitchen, ideal for both intimate gatherings and entertaining on a grand scale. Flow between indoor and outdoor living is effortless, encouraging a lifestyle defined by sunsets, sea breezes, and coastal luxury. Perfectly positioned near the Blackburn Point Bridge for easy access on and off the Key, this pre-construction opportunity is an exclusive chance to secure a design-driven Gulf retreat. For those interested in acquiring only the land, please refer to MLS#A4664853.

3761 Casey Key Road, Osprey/Nokomis
$3,850,000
4 Beds ⋅ 6 Baths ⋅ Nokomis SubDv.
Pre-Construction. To be built. Discover unparalleled coastal living in this stunning new construction residence, perfectly positioned to capture wide-open water views of Robert’s Bay. With direct access to the Intracoastal Waterway, Venice Jetty, and the Gulf —all just minutes away—this home is a dream for boaters and waterfront lifestyle enthusiasts. Thoughtfully designed and to be built by Caithness Construction LLC, this elegant coastal home offers the perfect blend of timeless charm and modern luxury. Spanning approximately 4,000 square feet of heated living space, the floor plan is ideal for both everyday living and entertaining, featuring: 4 spacious bedrooms, each with walk-in closets and ensuite bathrooms, 5.5 beautifully appointed bathrooms, a dedicated den/office with an adjacent private bathroom, offering flexibility as a guest suite, an expansive owner’s suite with tranquil water views, a spa-like bathroom, and oversized walk-in closet and a versatile loft/bonus room on the upper level. Step outside to an impressive outdoor living space complete with a covered veranda, heated pool, and spa, all overlooking the serene waters of the bay. Whether you're enjoying morning coffee or evening sunsets, the setting is truly breathtaking. This southern-exposure property is situated on deep sailboat water with no bridges to the Gulf, offering quick and effortless access for boating adventures. You'll also enjoy proximity to Venice Beach, Nokomis Beach, and the charming downtown Venice, with its array of shopping, dining, and entertainment. Additional floor plans are available, including a modern design, or you can work with the builder to customize a home tailored to your unique vision and lifestyle.

325 Sunrise Drive, Osprey/Nokomis
$425,000
3 Beds ⋅ 2 Baths ⋅ Toscana Isles SubDv.
One or more photo(s) has been virtually staged. Stunning 3 Bed, 2 Bath in Toscana Isles Welcome to your dream home in the desirable Toscana Isles community! This beautifully remodeled 3-bedroom, 2-bath residence is ready for you to move in and enjoy. Step inside to discover a modern living space enhanced by brand-new Luxury Vinyl Plank (LVP) flooring that seamlessly flows throughout. The bright and airy ambiance is complemented by freshly painted walls from floor to ceiling, doors, cabinets along with newly installed baseboard. The bathrooms feature stunning new tile showers and floors, creating a spa-like retreat for your daily routine. The newly remodeled kitchen is a true standout, featuring floor-to-ceiling cabinetry, an elegant tile backsplash, and all new hardware, creating an elegant culinary experience. The entire home is illuminated with newly updated lighting, providing a touch of luxury and setting this property apart from the rest in the community. Appliances are only three years old, ensuring both functionality and style. Enjoy the convenience of newly installed lighting, ceiling fans, and plumbing fixtures, adding both style and functionality to your new home. The thoughtfully designed office area is equipped with built-in shelving, perfect for those who work from home or need extra storage. A beautifully designed shiplap feature wall adds a unique touch of character and elegance to the living space. Situated within a gated community, you’ll have access to fantastic amenities, including tennis courts, a dog park, a resort-style pool, and a fully equipped gym. Join in on frequent community events and enjoy a vibrant lifestyle with your neighbors. Additionally, this home boasts an oversized garage that can comfortably accommodate three cars, providing ample space for vehicles and storage; OR the extended area could easily be converted into a fourth bedroom. Don’t miss out on this exceptional property that combines modern living with an inviting community atmosphere. Schedule your private showing today and make this incredible home yours!

325 Villoresi Boulevard, Osprey/Nokomis
$499,999
3 Beds ⋅ 3 Baths ⋅ Windwood SubDv.
Welcome to Windwood, a gated Neal Communities neighborhood. This move-in ready Applause model has been thoughtfully designed by a certified interior designer with elegant touches throughout, including crown molding, tray ceilings, premium tile floors, plush bedroom carpeting, and designer lighting. The kitchen offers exceptional style and function with quartz countertops, stainless steel appliances, white shaker cabinets, and a premium vertical set backsplash—all complemented by a timeless neutral palette. Enjoy peaceful pond and nature views from both the living room and primary suite with no homes behind you for added privacy. Natural gas connections are already in place for a dryer, range, lanai grill, and water heater, adding to the home’s everyday conveniences. Perfectly situated, this home is just minutes to I-75, 5 miles from Nokomis Beach, and only 4 miles from the shops and restaurants on Venice Island—offering the best of Florida living right at your doorstep. This model-perfect residence is the ideal blend of comfort, privacy, and location—ready for you to call home!

128 Avens Dr, Osprey/Nokomis
$425,000
2 Beds ⋅ 2 Baths ⋅ Nokomis SubDv.
Waterfront Living Just Minutes to the Intracoastal! Welcome to 217 Charles Drive, a charming 2-bedroom, 2-bath waterfront cottage nestled on nearly half an acre in the heart of Nokomis. This unique home offers the perfect blend of Old Florida character and modern possibilities, with direct canal access and only six homesites separating you from Blackburn Bay and the Intracoastal Waterway. Situated on an impressive 172 feet of waterfront, this property features a private dock complete with water and electricity, ideal for boating, fishing, and enjoying Sarasota’s coastal lifestyle. The oversized garage provides ample room for cars, a boat, or additional storage, while the 31-foot lanai invites you to relax and soak in peaceful water views year-round. Inside, the home’s open layout creates an inviting flow from the kitchen to the living and dining areas, making it easy to entertain. Built in 1979 with timeless cedar siding and a durable metal roof, the home has been thoughtfully designed with both function and charm in mind. A detached shed adds extra storage space for tools, kayaks, or outdoor gear. Perfect as a full-time residence, seasonal retreat, or future dream-home site, this property offers endless opportunities. With nearly half an acre of land, lush natural surroundings, and quick access to Nokomis Beach, Venice, and Sarasota, it’s an unbeatable location for anyone who wants to enjoy the Gulf Coast lifestyle. Don’t miss this rare chance to own waterfront property in one of Nokomis’ most desirable boating communities.

217 Charles Drive, Osprey/Nokomis
$299,000
Buildable Waterfront lot with NO fixed bridges out to the intercoastal waters of Blackburn Bay. Surrounded by multi million dollar homes! Boat ramp located on the property. The prime location offers easy access to both Sarasota and Venice, granting you the opportunity to experience the best of Southwest Florida's beaches. Whether you prefer the pristine shores of Venice or Nokomis, or the world-renowned Siesta Key Beach, all are within a short drive.

Oak Street, Osprey/Nokomis
$49,900
Gulf Harbor Marina SubDv.
Rare opportunity to own a highly desirable rackominium at Gulf Harbor Marina, ideally situated on the Intracoastal Waterway in Nokomis with quick Gulf access through the Venice Inlet. This storage rack measures approximately 10'x10'x40' L, offering a secure, covered home for your boat while protecting it from Florida's intense sun and harsh weather. Stop trailering your boat and start enjoying the convenience of professional dry storage. Eliminate the need for a truck and trailer while keeping your vessel safely housed in a covered facility. It's the perfect solution for homeowners living outside a flood zone who want to avoid the expense of storing a boat at home. Ownership includes unlimited put-ins and pull-outs seven days a week, making last-minute boating adventures effortless. After every outing, the marina staff will flush your engine and rinse the bottom of your boat before returning it to your rack. Owners also enjoy discounted fuel at the on-site fuel dock. Gulf Harbor Marina is professionally maintained and offers a certified forklift operator, on-site service department, dock store with bait and ice, restrooms, security cameras, and recently completed improvements including new decking and all-new seawalls. Whether your passion is offshore fishing, cruising the Intracoastal, or relaxing on sunset cruises, you'll be on the water within minutes. Better yet, you'll return to two popular waterfront restaurants located right next door—Pop's Sunset Grill and Pelican Alley—perfect for a meal or refreshing drink after a day on the water. From this exceptional location, cruise to favorite boating destinations including Snake Island, Midnight Pass, Nokomo's Sunset Hut, Dockside Waterfront Grill, Crow's Nest Restaurant & Marina, Waterfrontoo, Casey Key Fish House, Evie's at Spanish Point, Siesta Key, The Lighthouse Grill, Rum Bay Restaurant, White Elephant Pub, and countless hidden beaches, waterfront tiki bars, and dockside restaurants that make Southwest Florida boating so unforgettable. If you've been looking for the ultimate combination of convenience, protection, and immediate access to some of Florida's best boating waters, this is an opportunity you won't want to miss.

100 Circuit Road Unit S35, Osprey/Nokomis
$825,000
3 Beds ⋅ 2 Baths ⋅ Bay Oaks Estates SubDv.
**EXQUISITELY UPDATED, TURNKEY FURNISHED, POOL HOME** in Popular BAY OAKS ESTATES. This Stunning Residence is MOVE-IN READY (just Bring Your Suitcase!) and features a LIGHT and BRIGHT, OPEN FLOORPLAN including 3 BEDS plus STUDY/DEN and 2 FULL BATHS. The Gourmet Kitchen boasts a modern, European design with premium appliance package and counter sitting area while the primary bedroom suite offers an expansive, private retreat complete with walk-in closets, dual vanities, Jacuzzi tub, custom-tiled shower, Italian smart toilet-bidet, etc. A complete List of Recent Upgrades is attached and available upon request and includes but is not limited to NEW Kitchen & Baths, Interior and Exterior Paint, whole home LED lighting and smart fans, built-in Sound System, Flooring (tile, luxury vinyl, carpet), Washer & Dryer, water filtration, exterior LED lighting, pavered driveway, Irrigation system, privacy fence, storage shed and So Much MORE! Relish in the utmost Florida lifestyle with a Saltwater Pool in a large, screened lanai with covered seating area while overlooking the serene and private landscape. Enjoy peace of mind with NEW HURRICANE IMPACT WINDOWS and DOORS, MASONRY Wall Construction, and a structure situated in Flood Zone “X”. LOW HOA. Ideally Located close to Area Beaches including #1-Rated SIESTA BEACH, the Popular LEGACY BIKE TRAIL, #1-Rated PINE VIEW SCHOOL, Shopping, Downtown Sarasota and Venice cultural venues, and all that Florida’s Gulf Coast Living has to offer. **PLEASE ENJOY VIEWING THE 3D VIRTUAL TOUR**

599 Pine Ranch East Road, Osprey/Nokomis
$529,999
3 Beds ⋅ 2 Baths ⋅ Calusa Lakes SubDv.
Virtually Staged. Welcome to your private retreat in the coveted, gated golf community of Calusa Lakes. Nestled among mature trees and tropical landscaping in maintenance-free Woodland Trails, this beautiful 3 bedroom, 2-bath with almost 2300 sq.ft. home offers a serene WATER VIEW overlooking the 5th hole tea box of the Calusa Lakes Golf Course. Relax in your own private spa in your screened in lanai during the evenings and during the day you have access to your heated COMMUNITY POOL for sunbathing and swimming. This lot is also large enough to build your own pool. NEWER TiLE ROOF (2018), NEW Hot Water Heater (2025) and recently serviced and maintained HVAC. Inside, you will find an open concept layout with high ceilings, a spacious kitchen with breakfast bar, and a bright living area with expansive sliding doors that let in natural light. The split bedroom plan offers privacy, with a generous primary suite that includes lanai access, a garden tub, separate walk-in shower and dual vanities. Calusa Lakes is one of Nokomis's most desirable communities, conveniently located near the Gulf of Mexico, fine dining, boutique shopping, cultural attractions, and the newly opened Sarasota Memorial Hospital. This exceptional neighborhood features majestic shade trees, scenic lakes, well-kept homes, a semi-private golf course, and clay tennis courts. Whether you’re looking for a full-time residence or a seasonal getaway, this distinguished property in Calusa Lakes is the perfect Florida retreat.

2087 Timucua Trail, Osprey/Nokomis
$2,299,000
4 Beds ⋅ 4 Baths ⋅ Roberts Sub SubDv.
Completed in 2022 and builder/owner-occupied since, this exceptional contemporary home delivers modern Florida living with no HOA restrictions. Designed and built by OMKAL Construction, it reflects the craftsmanship and thoughtful engineering found in the area’s finest new coastal homes. Built to the newest Florida Building Code with impact-rated systems, an elevated stem-wall foundation, and energy-efficient construction, it provides lower insurance costs and greater peace of mind compared to older waterfront properties. The three-story layout features elevated main-floor living with abundant natural light, enhanced privacy, and upper-level balconies capturing coastal breezes and sunset views. The ground level opens directly to the pool for a private resort-style setting. Spanning approx. 3,300 sq ft under air and 6,000 sq ft total, the home lives larger with open-concept interior, expansive balconies and lanai, oversized garages, and a fully finished lower level. Highlights include a dramatic two-story great room with massive picture windows and a custom linear fireplace, a chef’s kitchen with sleek modern cabinetry and an oversized island, a main-floor master suite with two additional bedrooms, plus an upper-level loft and second master suite with views toward the Intracoastal Waterway. The finished lower level serves well as a media lounge, fitness area, or multi-use recreation space. Outdoor living includes a large heated saltwater pool with spa and tanning ledge, fire pit, porcelain accent walls, tiki torches, custom fencing, covered pergola with grilling area, accent lighting, and tropical landscaping. Quality construction details include hurricane-impact windows/doors, flat tile roof, synthetic stucco, large-format porcelain tiles, and Level 5 smooth drywall. Additional option: An adjacent water-access parcel on Oak Street (offered separately) provides no-fixed-bridge access to the Intracoastal for kayak, jet ski, or small boat usage. Meticulously maintained and move-in ready, this home delivers the benefits of newer construction without renovation costs or deferred maintenance, minutes from Venice, Sarasota, Casey Key beaches, and the North Jetty.

327 Roberts Road, Osprey/Nokomis