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$260,000
2 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
As you step through the gate and into the private courtyard, you’ll immediately feel at home in this beautifully maintained 2-bedroom, 2-bathroom ground-level condominium. Located in one of Sarasota’s most desirable areas west of the trail, this residence offers a perfect blend of comfort, convenience, and timeless architectural design by renowned Frank Folsom Smith. Inside, an open and inviting living space flows seamlessly into a bright Florida room, offering the perfect spot to relax and unwind. Just beyond, an outdoor patio provides a peaceful retreat, surrounded by lush tropical vegetation, creating a serene and private backyard oasis. Whether you're enjoying your morning coffee or entertaining guests, this space offers a tranquil escape. A covered carport with extra storage ensures you have space for all your essentials. This vibrant community features two pools, tennis and pickle ball courts, kayak storage, a small gym, and club house, making it easy to enjoy an active and social lifestyle. This vibrant community features two sparkling pools, tennis and pickleball courts, kayak storage, a small gym, and a clubhouse, making it easy to enjoy an active and social lifestyle. Don't miss this rare opportunity to own a charming condo in an unbeatable location! Schedule your private showing today.

761 Pine Run Drive Unit 761, Osprey

$2,100,000
5 Beds 6 Baths South Creek SubDv. 34229 Zip Code
Positioned on South Creek just off the Intracoastal Waterway with beautiful views and over 130 FEET of WATERFRONT, this 5-bedroom, 5.5-bath coastal estate offers over 4,261 square feet of refined waterfront living anchored by a truly spectacular backyard oasis. The heated saltwater PebbleTec pool, featuring an impressive 10-FOOT DEPTH, is paired with a separate spa and framed by elegant travertine pavers, with a covered dining area providing a perfect setting for shaded entertaining. An expansive waterfront deck extends beyond the screened lanai for lounging and alfresco dinners overlooking the water. Steps lead to a private dock with a 7,000-pound boat lift and a DEDICATED KAYAK LAUNCH, creating seamless access to the Intracoastal lifestyle. Inside, five generously sized bedrooms each feature ensuite baths and large walk-in closets, with two bedrooms conveniently located on the first floor along with a dedicated office, den, or bonus room. The renovated kitchen is designed for both beauty and function with a Thermador cooktop, Jenn- Airconvection and built-in ovens, a large island, and a passthrough window for effortless outdoor entertaining. The dining area overlooks the pool and includes hurricane-impact sliding doors, a coffee or dry bar with mini-fridge, and additional custom cabinetry for storage. The living room is highlighted by soaring ceilings, transom windows, additional hurricane impact sliding glass doors, and charming shiplap ceiling details, creating a light-filled coastal ambiance. Upstairs, three additional bedrooms and a loft gathering area overlook the living space below, with the true primary suite on the second level along with two waterfront-view bedrooms, all featuring ensuite baths and generous closets, plus a second-floor laundry hookup for added convenience. A spacious three-car garage and elegant U-shaped driveway complete the home. This home has been replumbed and features new lift motors (2025). Located within a gated community offering a basketball court, day dock, playground, and low HOA fees, this property is just 5 miles to Nokomis Beach on Casey Key, 15 miles to downtown Sarasota, 6 miles to the Island of Venice, and 6 miles to Sarasota Memorial Hospital, with Oscar Scherer State Park right nearby for nature lovers and outdoor enthusiasts.

479 South Creek Drive, Osprey

$910,000
3 Beds 2 Baths Waterfront Estates SubDv. 34275 Zip Code
Under contract-accepting backup offers. DOCK AND 16,000 LB BOAT LIFT! GULF ACCESS! PRIVATE SALTWATER POOL! IMPACT GLASS! HIGH ELEVATION! NEW SEPTIC SYSTEM in process and the deposit is paid. Experience the Florida lifestyle of coastal living at 1461 Marlin St, Nokomis - an elevated and updated waterfront retreat boasting over $300,000 of Seller improvements. This home is ELEVATED at more than 11 feet, keeping it high and dry and solid through storm season with zero flooding over the years. HIGHLIGHTS include: HVAC with 9 years remaining warranty (parts & labor), water heater, pool equipment with WIFI automation (2024); hurricane IMPACT WINDOWS AND DOORS, new garage door, new pool cage with panoramic screens, home RE-PIPED and UPDATED BATHROOM (2018); METAL ROOF with one year remaining warranty, pool resurfaced and new travertine pool deck (2017) – the list goes on! Perfectly positioned at the end of a tranquil cul-de-sac, with over a 1/3 of an acre, this Nokomis residence offers an extraordinary blend of sophistication, privacy, and true Gulf-access living along the serene waters of Shakett Creek. Step inside this waterfront 3-bedroom, split floor plan home to discover water views and a bright interior adorned with tile flooring, plantation shutters, and HURRICANE IMPACT GLASS throughout. Every detail has been thoughtfully elevated, including beautifully renovated bathrooms, one of which offers effortless pool access to complement the home’s indoor-outdoor lifestyle. The primary bedroom features water views with sliding glass doors for pool access, large walk-in closet with custom shelving, updated primary bathroom with dual vanities, updated shower with a separate soaking tub and a private water closet. The guest bedroom positioned at the rear of the home also features sliding glass doors for pool access and sunset water views! The updated guest bathroom is complete with easy pool access! Your private outdoor sanctuary rivals a luxury resort—featuring a NEWER pool cage with panoramic screens to enjoy unobstructed water and sunset views, NEWER travertine tiled pool deck, recently resurfaced sparkling solar HEATED POOL with back up SPA heater, and a dock with a 16,000-lb boat lift. Whether you’re relaxing poolside, cruising to the Gulf, launching your paddleboard or kayak, casting a line from your dock or savoring quiet water views, this waterfront setting is unmatched. While the home is on public water, there is a private well for all your irrigation needs. Ideally located near Nokomis Beach, downtown Venice, Venice Beach, Sarasota Memorial Hospital, with easy I-75 access, this GULF ACCESS home offers both exclusivity and unbeatable convenience. With its extensive updates, premier waterfront access, and ELEVATED construction, this exceptional residence delivers a rare opportunity to own a true coastal haven.

1461 Marlin Street, Nokomis

$440,000
3 Beds 2 Baths Laurel Hollow SubDv. 34275 Zip Code
LOCATION, LOCATION, LOCATION! This beautifully cared-for home sits on an extra-wide lot in the highly desired community of Laurel Hollow, offering extra space, privacy, and the opportunity to easily add a pool. Inside this 3 bedroom 2 bath home, you’ll find bright, open living areas with abundant natural light and an oversized screened lanai showcasing peaceful lake views. Major improvements have already been completed for you. The home features new stainless steel appliances with a gas stove, a gourmet kitchen with custom cabinetry, granite countertops throughout, ceramic tile flooring, NO CARPET, roll-down hurricane shutters, epoxy-coated garage flooring, and custom rain gutters. And best of all—the seller is installing a BRAND NEW TILE ROOF! The location is truly unbeatable—minutes to Nokomis Beach, the North Jetty, Casey Key, and several nearby marinas ideal for boating and kayaking. Enjoy a golf-cart-friendly area where you can ride straight to the beach, or head to the Publix shopping center, local coffee spots, or grab a bite at the nearby tiki bar. Everything you need is close by and easily accessible. Laurel Hollow is a maintenance-free community of just 93 homes, offering low HOA fees, no CDD, a heated community pool, remodeled cabana, and a large pond with catch-and-release fishing. Conveniently located near the Legacy Trail, Oscar Scherer State Park, grocery stores, banks, the post office, and quick access to US-41 and I-75. Transferable home warranty through Feb. 2026. This home checks all the boxes—schedule your private tour today!

291 Laurel Hollow Drive Unit 66, Nokomis

$580,000
3 Beds 2 Baths Laurel Villa SubDv. 34275 Zip Code
BUYER BACKED OUT PRIOR TO INSPECTIONS, NO FAULT OF SELLERS. Live the ultimate coastal lifestyle in this beautifully updated 3 bedroom, 2 bathroom pool home WEST OF THE TRAIL, X FLOOD ZONE and just minutes from Nokomis Beach. Set on a spacious, manicured lot with room for all your toys, this property checks every box—plus a few you didn’t even know you needed. Step inside to a bright and open split floor plan featuring an upgraded kitchen with modern finishes, updated bathrooms, and a cozy gas fireplace for those rare cool Florida evenings. Impact windows throughout give you peace of mind year-round. Out back is where this home truly shines: an expansive HUGE screened lanai with a heated pool & spa, a built-in outdoor bar, and multiple lounging and dining areas made for entertaining. The large, beautifully tropical landscaped backyard is fed by its own irrigated well, keeping your lawn lush without the extra water bill. Enjoy an outdoor shower, a storage shed, and plenty of extra space for lifestyle and convenience—RV parking with HOOKUPS, boat parking, and an oversized 2-car AIR CONDITIONED garage all included. A whole-house generator powered by a propane tank ensures you're always comfortable, no matter the weather. Best of all? NO deed restrictions. Bring your toys, bring your hobbies, bring your Florida lifestyle. Located in a laid-back beachy Nokomis neighborhood where you can take your golf cart straight to the sand, sunsets, drum circles and beachfront yoga! Pamela Street has quick access to both Sarasota and Venice, you’re just minutes from the 681/I-75 entrance, local restaurants, shopping, and of course—those famous Gulf sunsets. Come see why this slice of paradise is the one buyers wait for!

1513 Pamela Street, Nokomis

$589,900
4 Beds 3 Baths Magnolia Bay South Phase 1 SubDv. 34275 Zip Code
Under Construction. Step off the front porch and into a welcoming entryway with an extended tray ceiling that embraces the main hallway. French doors open into a secluded home office that overlooks the front yard. A full guest suite with a private bathroom and ample closet space is off the main hall. The kitchen features an island with built-in seating, and corner walk-in pantry. The dining area flows from the kitchen to the connecting family room which offers plenty of natural light from the sliding glass door and access to the backyard covered lanai. The primary bedroom has three large windows overlooking the backyard space. Double doors lead into the bathroom which hosts dual vanities, a freestanding tub, glass enclosed shower, and two walk-in closets. Two secondary bedrooms and the laundry room complete the floor plan. The drop zone is located off the two-car garage.

395 Sun Chaser Drive, Nokomis

$504,000
3 Beds 3 Baths Nokomis SubDv. 34275 Zip Code
This 2018 Neal Communities-built residence is located in the friendly gated community of Milano in Nokomis—close to both Venice and Sarasota. **YOU CAN ADD PRIVACY LANDSCAPING IN THIS NEIGHBORHOOD IF DESIRED! Areca Palms are popular here.**THERE IS ALSO ROOM FOR AN EXTENDED LANAI OR POOL IF DESIRED!**Survey is attached in MLS. The lot lines are 10 feet further than the fence.** This three bedroom plus den/bonus room, two and a half bathroom home is situated on a desirable corner lot with no neighboring homes across the street or to one side of the residence—providing a more open and spacious feel to the exterior of the home. As you enter the home, you are met with designer-selected wood-look tile flooring throughout the main living areas and carpet in the three bedrooms. The kitchen features an abundance of cabinet, countertop, and pantry space for the chef of the home to utilize and enjoy. Quartz countertops, tile backsplash, farmhouse sink, stainless steel appliances(gas stove), and pendant lighting can all be found in the kitchen area which is open to the dining room and great room. In the great room you will notice a tray ceiling with recessed lighting, ceiling fan, and “behind the wall wiring” to mount a TV. The screened lanai overlooking your fenced backyard is the perfect spot to enjoy your morning coffee or afternoon cocktail with room to expand this space if desired. The formal dining area enjoys plenty of light from the numerous windows. The primary suite located at the back of the home offers privacy and includes an oversized walk-in shower, dual sinks, cultured marble countertops, two walk-in closets, and a tray ceiling. The two guest bedrooms share a bathroom with a shower/tub combo. The home has a HUGE laundry room with a sink and storage cabinets. The half bath offers convenience when entertaining at home. The den at the front of the residence includes French doors and is an ideal spot for an office, additional TV room, or home gym. Plenty of storage can be found throughout the home with numerous storage closets. The property includes an alarm system and other smart features such as a smart door lock, thermostat, cameras, and lights. This home is also equipped with a water filtration system for the entire home. For peace of mind during storm season, the entire home has hurricane shutters. Located in an X flood zone so no need for flood insurance. Milano is a gated, resort-style, natural gas community, with top-tier amenities including a heated pool & spa, clubhouse, outdoor pavilion, tennis/pickle ball courts, dog park, and bocce. There is even a lifestyle director on staff to organize events for the community. The HOA is just $543.16 per quarter and pays for the amenities, various activities, landscaping of the common areas, and community gates. There is NO CDD fee in this community and this home is located in X flood zone— so no flood insurance needed. Owners may rent their property on a six-month minimum lease period. Publix grocery store is 2.6 miles away, Venice Island/downtown Venice 6.5 miles, downtown Sarasota 17 miles and your choice of Venice and Nokomis beaches are 7 miles away with other beach options just a few miles further. Venice Island is known for its beaches, shopping, dining, splash pad, parks, playgrounds, fishing pier, tennis courts, weekly farmer’s market, tons of events, and so much more! Schedule your showing today and start living the Florida lifestyle! (See floorplan in photos.)

200 Benedetto Court, Nokomis

$325,000
2 Beds 2 Baths Laurel Hollow SubDv. 34275 Zip Code
New roof completed and it looks beautiful , -peace of mind for the new owner!!Want a great location and low HOA fees, of course you do! Look no further, Laurel Hollow is the ideal community for you. Close to everything, access to U.S. 41 and just a short distance to Interstate 75 but tucked into a great neighborhood in Nokomis. This adorable home is a fit for a snowbird or a full-time residence. This home has been lovingly taken care of by one owner. The paver driveway and walkway make a lovely entrance to your home. Come into a great room with vaulted ceilings and low-maintenance hardwood floors, your dining area has a wonderful Segway to the expansive Florida room. The kitchen is off the great room which makes for a nice flow for entertaining. The primary bedroom is a nice size, and it has a slider to the den. There is a guest bedroom on other side of the home so this is a Florida split floor plan, which is nice for out-of-town guest. The entire home has all hurricane-rated windows and sliders for peace of mind. Some windows have plantation shutters as well. Laurel Hollow is one of the best-kept secrets in Sarasota County, close to Nokomis Beach, shopping, restaurants and the new world class Sarasota Memorial Hospital just a few miles away on Laurel Road. See this adorable home. Easy to show.

264 Laurel Hollow Drive Unit 31, Nokomis

$1,100,000
2 Beds 2 Baths Nokomis SubDv. 34275 Zip Code
Living on Lyon's Bay is a dream! This property has 85 feet of water and view, no mangroves in your way! Yes, it’s a TEAR DOWN. No, you’re not moving into this 2bed/2bath home unless your dream is a “1960s vintage hurricane model.” But if you’re the kind of buyer who understands that LOCATION IS EVERYTHING—welcome to your once-in-a-lifetime, waterfront GOLDEN TICKET. Sitting directly on Lyons Bay, this Nokomis property is the kind coastal-lifestyle buyers drool over while scrolling Zillow at midnight. With 85 feet of concrete seawall, this is your blank canvas to build the dock of your dreams—go big, go bigger, or go “I need a lift that can handle whatever boat I impulse-buy next.” And let’s talk boating: This is hands-down the best boating location in all of Sarasota County. Why? Because you get instant Gulf access—zero bridges, zero nonsense, zero waiting. From backyard to open water in minutes. Dolphins, sunsets, sandbars… you know, the whole “why people move to Florida” starter pack. Prefer kayaking or paddleboarding? Drop in right from your property. Love waterfront restaurants? Pop’s Sunset Grill is basically your new neighbor—close enough to walk, golf-cart, or paddleboard to for dinner. Beaches? Nokomis Beach is so close you’ll smell the sunscreen from your driveway. Oh, and did we mention? NO HOA. NO deed restrictions. NO committees asking about paint colors. Want to fence the property? Sure. Want to build a killer modern coastal home with a swim-up pool bar? Absolutely. Want to park your boat, jet skis, kayaks, eFoil, golf cart, and maybe a pet dolphin sculpture collection? Go wild. Public water already on site… you just need a septic system and a bulldozer. (Yes, really. Bring the bulldozer.) Outdoor enthusiasts, boaters, fishermen, sunset-chasers, wildlife watchers: this property wasn’t just made for you—it’s practically flirting with you. Build the dream. Live the dream. Own a slice of the Gulf Coast lifestyle people fly down here just to post on Instagram. *** Sarcasm is FREE, the property is not.***

107 Louella Lane, Nokomis

$200,000
1 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
RARELY AVAILABLE, GROUND FLOOR Pine Run unit has been completely updated and includes inside laundry, carport and TWO outdoor storage closets! Nestled in the heart of Pine Run in a tranquil setting, this home boasts sliding glass doors in each room to maximize natural light and to give the feeling of bringing the outdoors in. The large lanai looks out on to a private wooded setting, affording the feeling of living on your own nature preserve. The front brick patio is a lovely place to enjoy your morning coffee or lunch with friends. This unit is just steps away from one of the community’s two swimming pools. Pine Run is a 147-unit condominium situated on 20+ acres of lush, tropical landscaping. Superbly located West of the Trail, this community offers many fine amenities including two swimming pools, club house with fitness center, tennis courts, pickle ball, kayak storage and friendly, social gatherings. Less than a mile from the Gulf of Mexico, Pine Run is close to Blackburn Point marina, County park with boat launch, shopping, entertainment, dining, the Legacy Trail and the Gulf beaches. Hurry… this unit is priced to sell and will not last long!

226 Woodland Drive, Osprey

$510,000
3 Beds 3 Baths Milano SubDv. 34275 Zip Code
Enjoy SPARKLING LAKE VIEWS from this beautiful 3-BEDROOM PLUS OFFICE, 3-BATHROOM HOME in the desirable gated community of Milano! Freshly painted and move-in ready, it shines with thoughtful upgrades including elegant light fixtures, enhanced baseboards, and an inviting beveled-glass front door. The EXPANSIVE OUTDOOR LIVING SPACE offers serene lake vistas, a natural gas hook-up, and plumbing for an outdoor kitchen—perfect for entertaining and lounging in the sun or shade. The open kitchen includes granite countertops, abundant cabinetry, generous prep space, stainless-steel appliances with a gas range, and a walk-in pantry. Each guest bedroom has its own designated bathroom for added privacy, and the welcoming office overlooks the front of the home with glass-pane French doors for quiet focus. Enjoy tranquil lake views from the primary suite which features two walk-in closets, dual sinks, a large shower, private water closet, and linen closet. Enjoy peace of mind with the included GENERATOR and EASY-TO-USE STORM SMART SHUTTERS. You also have the benefit of a laundry room with cabinets, sink area, and storage shelves. Milano offers EXCEPTIONAL AMENITIES: a clubhouse with kitchen, resort-style heated pool and spa, lifestyle director, outdoor pavilion, fire pit, dog park, and pickleball and bocce courts. Ideally located near shopping, dining, entertainment, Gulf beaches, golf courses, top-rated schools, airports, medical services, downtown Venice, and easy access to major routes—plus low HOA fees and no CDD! Don't miss out on this wonderful home!

209 Malina Court, North Venice

$375,000
3 Beds 2 Baths Cappello I At Venetian Golf & River Club SubDv. 34275 Zip Code
Beautifully appointed, maintenance free condo in the Venetian Golf and River Club. Furnishings available at no cost under separate contract. This home sits on a preserve providing privacy and stunning views. This inviting condo offers an expansive great room, dining area, and granite breakfast/lunch bar which overlooks into an oak cabinet filled kitchen. The primary bedroom, also with preserve views, includes a walk in closet, and large apportioned bath. The second bathroom is shared by two other bedrooms, one of which is presented as a den. The unit has been updated with engineered hardwood floors and freshly painted interior walls. Furniture is available under a separate contract. Hurricane impact glass throughout. Unique to this unit is a separate driveway shared only with one other unit. Ideally located just a four-minute walk to a resort style pool, har tru tennis courts, a well-equipped fitness facility, a wide range of exercise classes, pickleball and various games. You can take a walk on a scenic boardwalk or enjoy a cocktail with lunch or dinner at the festive tiki bar located poolside. This community is situated on a private golf course which is available for membership but not mandatory.

118 Bella Vista Terrace Unit 7A, North Venice

$745,000
3 Beds 3 Baths Willow Bend SubDv. 34229 Zip Code
Lovely turn-key furnished, 3BR/2BA and a pool half BA, 3 car garage home bordering Oscar Scherer State Park, providing privacy, lake views and peacefulness. The beautiful Stanford 2,534 SqFt model home affords you stunning views out all the wind impact windows. This home features a fabulous great room floor plan with vaulted trey ceilings, crown molding, tile on the diagonal with marble inlays and a built-in entertainment center and dining buffet. The gourmet kitchen is a chef’s dream with a large center island, built-in gas cooktop with vented hood, oven/microwave and a built-in desk and there is lots of storage space and looks out to the great room. The primary suite is stunning with a lighted tray ceiling and a beautiful view out to the pool and preserve area. The exquisite en-suite bathroom features a gorgeous walk-in shower, beautiful soaking tub and double vanities. There is a den/office to the front of the home with two bedrooms and a large bath on the opposite side of the home. The laundry room is located on this side of the house with cabinetry and front-loading Electrolux washer and dryer. The pool area has a built-in entertainment bar area with views of the preserve and lake and a pool bath. Low HOA fees include internet, cable, yard maintenance, irrigation by re-cycled water, community pool, gym and pickleball. This is a spectacular turn-key furnished home near Gulf beaches, Legacy Trail, top-rated schools, charming Venice and downtown Sarasota. Lots of shopping and restaurants and tiki bars on the water nearby. All this affords you a really wonderful lifestyle. Come and enjoy all that his home has to enjoy!!!

640 Crane Prairie Way, Osprey

$90,000
2 Beds 2 Baths Sorrento Park SubDv. 34275 Zip Code
Bordering the tranquil expanse of Oscar Scherer State Park, this Sorrento Park condo offers a unique blend of privacy and nature. With no rear neighbors, you’ll enjoy peaceful surroundings and lush park views. Inside, you’ll find tasteful updates in both the kitchen and bathrooms. Perched among the treetops, this residence features two generous bedrooms and an open, inviting layout. The reconfigured kitchen opens fully to the great room and showcases wood cabinetry, granite countertops, and a convenient breakfast bar—perfect for everyday living or gathering with guests. The primary suite includes a walk-in closet, ensuite bath, and sliding doors that open to the balcony, where you can take in serene views of the State Park. A comfortable guest bedroom and second bath provide a welcoming space for visitors. Additional highlights include an in-unit washer and dryer, abundant closet space, and a sizeable storage room located off the rear balcony. Enjoy quiet moments on the expansive lanai, surrounded by the sounds of nature. Located between Sarasota and Venice and just minutes from beautiful Gulf beaches, this home is move-in ready and available for immediate occupancy. Schedule your showing today before this one is gone!

215 Rubens Drive Unit 215G, Nokomis

$565,000
3 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
NEW PRICE! Located in the desirable Southbay Yacht & Racquet Club, this 3-bedroom, 2.5-bath pool home with mature landscaping offers a functional layout and excellent community amenities. The home features a double-door front entry, a spacious great room with cathedral ceiling, an oversized garage, and a large private lot. Interior highlights include double primary bedrooms, tiled walk-in showers in both full bathrooms, an outdoor shower, a generous laundry room with cabinetry, a practical kitchen with pantry and hurricane rated windows. The paver lanai with automated hurricane screen and expansive paver deck surrounding the swimming pool with solar heat provide substantial outdoor living space. A long driveway adds convenient additional parking. Southbay Yacht & Racquet Club is a golf-cart-friendly community featuring a recently remodeled 10,000 sq. ft. clubhouse with a fitness center, pool, and large patio. The community-owned marina—with residents-only boat slips—provides direct Intracoastal Waterway access with no fixed bridges to the Gulf. Additional amenities include pickleball and tennis courts, bocce, shuffleboard, walking and biking paths, and a playground. The community is ideally situated between Sarasota and Venice, close to dining, shopping, entertainment, beaches, the Legacy Trail, and Pine View School.

102 Windward Drive, Osprey

$4,700,000
4 Beds 6 Baths Sarabay Acres SubDv. 34229 Zip Code
Virtually Staged. PREMIER HIGH-ELEVATION BAYFRONT ESTATE ON 2 PRIVATE ACRES 4 Bedrooms | 5.5 Bathrooms | 6,308 Sq. Ft. | 730 Sarabay Road is a rare opportunity to own two acres of private waterfront property in Osprey. Situated at the end of a long gated drive by a private pond, this expansive estate offers privacy, luxury, and direct boating access to the Gulf through nearby Midnight Pass. Positioned along 100 feet of Little Sarasota Bay frontage, it includes a private dock and 15,000-lb boat lift. Inside, the residence provides over 6,300 square feet of living space, soaring ceilings, walls of windows, and sweeping bay views. Wide-plank oak and floor-to-ceiling hurricane-impact windows frame generous living spaces designed for entertaining and an open-plan gourmet kitchen. The primary suite includes a spa-inspired bath and spacious walk-in closets. Upstairs, three en suite bedrooms feature views over the bay; an additional room offers flexibility as a sitting room or fifth bedroom. Outside, a large travertine terrace, resort-style pool and hot tub, propane fire pit, and broad bayside lawn showcase Sarasota’s brilliant sunsets. A four-car attached garage and air-conditioned, detached three-car garage offer space for car collectors, or for an artist’s studio or home gym. Ideally located between Sarasota and Venice, the home has easy access to Siesta Key and Nokomis beaches as well as to the many cultural attractions of Sarasota’s downtown. Additionally, the home has a documented history of no flooding, water intrusion, or hurricane damage, providing significant peace of mind. This bayfront estate is a unique combination of lush acreage, secure elevation, boating access, and luxury coastal living—a complete waterfront lifestyle.

730 Sarabay Road, Osprey

$690,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
TURN-KEY FURNISHED 5TH FLOOR RESIDENCE WITH LOVELY VIEWS! Experience luxury coastal living in this stunning 5th floor condo in Meridian at The Oaks Preserve. With water and Preserve views that rival those of higher floors, this residence offers 3 bedrooms, 3 full baths, and a dining room, all enhanced with NEW FURNISHINGS. OFFERED TURNKEY, ALL YOU NEED TO DO IS MOVE IN AND START ENJOYING A CAREFREE LIFESTYLE ON FLORIDA’S GORGEOUS GULF COAST. Enter through the secure lobby and take your private elevator to this lovely unit. The light-filled interior features crown molding, high ceilings, tile, and engineered hardwood floors. The open kitchen boasts a breakfast bar, pantry, white cabinets, and granite countertops. Washing up after cooking a gourmet meal is a pleasure with the view over the great room. The master suite, like most rooms in the unit, offers beautiful views and features a walk-in closet and a luxurious master bathroom with a soaking tub, separate walk-in shower, dual sinks, a built-in vanity, and ample cabinets and counter space. The two additional bedrooms are generously sized, with one featuring a custom-built Murphy bed for flexible use. Put it up for day-to-day living and take it down to accommodate visiting guests. When evening comes, there is no better place to toast the end of another picture-perfect day than the screened balcony, where you can witness some of the most spectacular sunsets you will ever see. Meridian residents can enjoy the nearby residents-only pool, spa, and gym, as well as all the offerings of The Oaks Club, including two championship golf courses, an incredible tennis program, pickle ball courts, a state-of-the-art WellFit center, a variety of dining options, and a celebrated social calendar. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

385 N Point Road Unit 503, Osprey

$1,285,000
4 Beds 3 Baths The Oaks SubDv. 34229 Zip Code
Although built in the 20th century, this home looks as authentic as the French manor house it was modeled after. The façade features a soft, light-colored stucco exterior accented by rustic stonework, creating a warm and inviting presence. Gracefully arched windows and classic dormers enhance the wooden shingle roof, which is crowned by two stately chimneys that add to the home's old-world charm. A gently curved brick-bordered walkway leads through a beautifully landscaped front yard, where manicured shrubs and vibrant flowering plants frame the path to the entrance. Bathed in sunlight under a clear blue sky, the entire scene feels like a serene countryside retreat—refined, welcoming, and effortlessly picturesque. In the main house, you’ll find high ceilings throughout, two bathrooms, three bedrooms, a formal dining room, and a large, dedicated office. Separate from the main home is a large, one-bedroom casita with a vaulted ceiling, full bath, kitchenette, and room for a workspace. The huge, fully-screened, 1,000 SF courtyard is beautiful with a vaulted pool cage, pool with built-in waterfall and a spa, and both sunny and shady areas perfect for morning coffee, lunch, or evening cocktails. This home has everything to serve your needs, including those of multigenerational living and visiting guests. Step inside this courtyard style home and you will be greeted by a lovingly maintained, spacious, open floor plan interior. The high ceilings, skylights, and doors surrounding the courtyard ensure that every inch of the home is filled with light. The kitchen features a wide expanse of countertops including two sinks, a range with an ultra-quiet external fan range hood, and a dishwasher. Surrounded by maple cabinetry and including a built-in microwave and refrigerator, this space will bring the joy of cooking to a chef of any level. The master suite is huge and features two walk-in closets, and an incredible bathroom with clerestory windows, dual sinks in the main area of the bathroom and one in the water closet, a jetted tub and a separate walk-in shower. The two guest bedrooms within the main part of the house are good sized, and there is a large laundry room with a utility sink and new washer and dryer. Add to this all the practical features of A NEWER ROOF, IMPACT EXTERIOR FACING WINDOWS, RECENTLY REDONE POOL SURFACE AND EQUPIMENT, AND A 2 CAR GARAGE WITH TONS OF STORAGE SPACE, and you have everything you need to live an incredible lifestyle in The Oaks Bayside. Membership in The Oaks Club, Sarasota’s premier golf and country club, is mandatory with homeownership.

137 Osprey Point Drive, Osprey

$2,199,900
5 Beds 4 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Virtually Staged. Welcome to 180 Lookout Point Drive in the sought-after Southbay Yacht & Racquet Club with deep water marina and available boat slips, the opportunity to walk to your boat in a deep water marina with your home resting safely in Flood Zone X (where flood insurance is not even required by lenders) doesn't come along often. This is an extraordinary residence taken fully down to the studs and reimagined as a like-new, luxury smart home. Set on a .4-acre lot in Flood Zone X (no lender-required flood insurance), this never-lived-in five-bedroom, 3.5 bath, 3,236-square-foot home blends solid block construction with high-end design and cutting-edge technology. No detail was overlooked, including a standing seam metal roof, all new high-velocity impact windows, hurricane-rated garage doors and fully integrated Alexa features throughout. Wide-plank wood floors lead through a thoughtfully designed layout featuring custom built-ins including a kitchen desk, mudroom storage, dining room bar with wine refrigerator and living room shelving with glass doors. The kitchen is a showstopper with two large quartz islands, top-of-the-line Thermador appliances, a microwave drawer, concealed refrigerator, gas range with double ovens and a custom glass-door butler’s pantry. French doors at the entry feature Alexa-controlled electronic glass for your choice of instant privacy or transparent green views, while oversized sliders in the main living area fully retract for seamless indoor-outdoor living. The massive laundry room is a dream with two washers, two dryers, abundant storage and countertop space. Outside, enjoy a stunning new saltwater pool with cage, paver decking, and a state-of-the-art outdoor kitchen including storage and pullout drawer refrigerators, ideal for entertaining. The oversized garage offers excellent storage and the home’s elevation offers added peace of mind. Southbay is one of Sarasota County’s desirable waterfront communities with an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball, kayak storage and a seven-acre deep-water marina accommodating boats up to 55 feet. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events. Near SR 681, with easy access to downtown Sarasota, Venice, beautiful beaches and A-rated schools including Laurel Nokomis, Sarasota Middle, Venice High, Pine View and the European Academy. This is a rare opportunity to own a turnkey, top-tier home in an unmatched boating community.

180 Lookout Point Drive, Osprey

$319,000
2 Beds 2 Baths Venetian Golf And River Club SubDv. 34275 Zip Code
Nestled within one of Sarasota’s most prestigious gated communities, this home offers the perfect blend of natural beauty, resort-style living, and everyday convenience. The Venetian Golf and River Club welcomes you with lush landscaping, 24-hour security, and an impressive array of amenities designed for an active yet relaxed Florida lifestyle. Just beyond the main boulevard, this gorgeous residence sits on a serene homesite with tranquil views of a pond and wooded preserve. Entering from the side of the home, you’re welcomed by high tray ceilings, an open floor plan, and custom granite counters. The kitchen features abundant natural light through one of three sliding glass doors, a charming breakfast nook, two pantries, and storm shutters, along with double-pane windows throughout and an alarm system for added peace of mind. The separate laundry room includes a sleek black-and-chrome washer and dryer, and ceiling fans in every room enhance comfort year-round. This functional split floor plan offers both space and privacy. Unwind in the back lanai with a book while enjoying tranquil water views and the sounds of nature. The two-car garage includes a utility sink and ample storage, and exterior maintenance is made easy with lawn and shrub care included. Residents enjoy a wealth of resort-style amenities, including an 18-hole championship golf course, tennis center with six Har-Tru courts, pickleball, a resort-style pool and hot tub, a newly remodeled tiki bar, lap pool, state-of-the-art fitness center, aerobics and yoga studio, bocce courts, and a 70-acre natural park along the Myakka River with an elevated walking trail, picnic cabana, and observation area. After Sunday’s made-to-order omelet at the clubhouse, enjoy a game of bocce or relax with neighbors at the inviting indoor-outdoor dining areas and bar. The clubhouse also features an active social calendar and a tennis shop. Beautifully lit sidewalks encourage evening strolls, and a roaming security vehicle provides added comfort. Fees include lawn maintenance, irrigation, basic cable, and access to all resort amenities, allowing you to fully embrace the Florida lifestyle in this exceptional gated community.

298 Padova Way, North Venice

$3,500,000
3 Beds 3 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Ahhh…you have finally found “the one”! This home is a one of a kind property with one of the best water front lots in Southbay! Features of this spectacular home include not only a lagoon style pool with waterfall, but a lagoon with a winding deck bridge walkway taking you past another waterfall, to the intracoastal water way! Imagine your morning coffee or evening sunsets “sitting by the dock of the bay”. Inside, this home is filled with character. Etched glass panels tell a story in the master bedroom. The office has built-in cabinetry and etched glass panels. The master bathroom has sliding glass doors to outdoor shower and zen area…just to name a few. One of the many exciting features of this home is the 4th car garage, the auto atrium! Car enthusiasts, you now have a place to show off your pride and joy! This home was built with quality and the kitchen shows that off. Glossy high end cabinetry and built-in luxury appliances have a timeless beauty. The roof was replaced in 2022 and 3 new air conditioners were installed in October, 2025. The community of Southbay offers a deep marina to handle just about any size boat. Southbay is an active community with many social, sports and boating activities. The remodeled clubhouse is the heartbeat of the community including a fitness room, game room, two kitchens, card room, ball room, elevator, even a baby grand piano! Southbay is located in a convenient and central location just a short drive to several area beaches, shopping, restaurants, downtown Venice or Sarasota. The famous Casey Key Fish House and Tiki Bar are close by - an easy golf cart ride away. This home is ready for you to start living the vibrant Southbay lifestyle!

431 Yacht Harbor Drive, Osprey

$2,399,000
4 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
Nestled in the prestigious gated enclave of The Oaks Bayside in Sarasota, this Sedona-inspired retreat was recently updated from wall to wall creating a like brand new home. The estate seamlessly blends modern luxury, comfort, and serenity. With almost 4,000 SQF and boasting 4 generously sized bedrooms and 3 1/2 baths, this residence has been thoughtfully renovated with the finest finishes, including newer impact windows, retractable window walls, a sleek tile roof, custom concrete flooring, and exquisite baths and fixtures to go along with the state-of-the-art kitchen, equipped with top-tier Wolf and Sub-Zero appliances. Soaring vaulted ceilings create an expansive, airy ambiance, while large windows frame stunning lake views, offering the perfect backdrop for the sparkling pool and expansive spa, complete with tranquil water features. With disappearing sliders throughout, the home can let the air and light flow easily from outside to in. Enjoy breathtaking sunsets from your private oasis or stroll a kayak or paddleboard to the nearby boat launch for effortless access to Sarasota Bay and the Gulf, thanks to the newly reopened Midnight Pass. Situated on a secluded .40-acre lot, this property offers a serene retreat, featuring a Zen garden surrounded by lush landscaping. Residents of The Oaks enjoy world-class amenities, including championship golf, fine dining, tennis, fitness, and swimming. At 49 Osprey Point Drive, every detail has been meticulously crafted for those who seek refined living and unparalleled elegance.

49 Osprey Point Drive, Osprey

$1,150,000
3 Beds 4 Baths Shakett Creek Pointe SubDv. 34275 Zip Code
Welcome to 737 Shakett Creek Drive: Coastal Elegance Redefined. This residence is tastefully and beautifully furnished, offering a truly TURNKEY EXPERIENCE for those eager to begin enjoying their new coastal lifestyle immediately. With Key West–inspired charm and its own unique personality, this waterfront estate in gated Shakett Creek Pointe offers an exceptional boating lifestyle within an exclusive 24-home waterfront enclave. This stunning residence offers 3 bedrooms, 3.5 bathrooms, and 3,372 square feet of refined coastal living. Thoughtfully curated details include expansive balconies and patios, elegant finishes, and large picture windows that fill the home with natural light while showcasing sweeping waterfront views. The gourmet kitchen features upgraded GE Profile appliances, including a Professional Viking Stove – gas (propane), and is a focal point for entertaining, casual gatherings, and culinary delights. With an elevator servicing every level, from the garage to the third-floor retreat, you can navigate the home with total ease and convenience. The elegant great room is perfect for entertaining and is designed to maximize views and create a warm, inviting ambiance. The third floor boasts a beautiful owner’s retreat, featuring a serene spa-like bathroom, dual walk-in closets, and a private balcony offering the most spectacular views. All 3 bedrooms have their own en-suite, perfect for overnight guests. Outdoor living shines with a heated in-ground pool and spa inside the screened enclosure, offering peaceful views of Florida wildlife. While the pool area enjoys abundant sunshine, the home also provides a generous shaded space, perfect for entertaining or relaxing in comfort. The 3-car split garage also includes a workshop. This home also boasts a desirable metal roof, impact glass windows, a nominal HOA fee and NO CDD charges. Situated in Nokomis, this prime location is minutes from downtown Venice, with easy access to Sarasota’s world-class restaurants, theaters, opera, ballet, farmers markets, and beaches. Proximity to I-75 ensures convenient travel, while top-rated schools and the esteemed Sarasota Memorial Hospital enhance the appeal. Your Key West-Inspired Masterpiece Awaits. Don’t miss this rare opportunity to own a slice of paradise. Enjoy the 3D-Walk Through and Aerial Video.

737 Shakett Creek Drive, Nokomis

$629,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
Virtually Staged. This incredible offering has everything you need to live a luxury condominium lifestyle in comfort and ease; 3 bedrooms, 3 full baths, a formal dining room and a 2ND FLOOR PRIVATE 2 CAR GARAGE! Add to this, gorgeous views from almost every room, and you have found a well-priced gem in Meridian at The Oaks Preserve to enjoy all the Gulf Coast has to offer. Take the private elevator to the sixth floor and explore this spacious unit. The great room has high ceilings and sliding doors to the large, screened balcony that offers gorgeous water views in the day, and breath-taking sunsets in the evening. The open kitchen features a pantry, stainless steel appliances and a breakfast bar. The adjoining dining room gives you room to host formal meals. The master suite has a door that opens to the balcony, two walk-in closets and an en-suite master bath with soaking tub, a walk-in shower, a good number of cabinets, mirrors and counter space. The 2nd bedroom is en-suite, and the third is currently being used as an office. A nice option for those who want to work at home. Want to get outside and enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all it offers, two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, four of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, and a wide variety of dining, recreational and social offerings. Membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 603, Osprey