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$799,000
3 Beds ⋅ 3 Baths ⋅ A4697695 MLS
It’s always about the view and this outstanding Rivendell residence bordering Oscar Scherer State Park has a breathtaking vantage point with lake and natural preserve. New tile roof in summer of 2026 as well as exterior paint. Charles Rutenberg Princeton floor plan. The lines are blurred between indoor and outdoor living, with a spacious lanai and a sparkling solar heated pool. Marvel at the wildlife: a menagerie of eagles, osprey, cranes, other shore birds, otters, turtles and deer. Impressive palms and lush landscaping add to the curb appeal with a 3-car garage with paver driveway. Every detail in this home is addressed with remarkable style including double door entry, vaulted deep 11-foot and 13-foot tray ceiling, crown molding, transom windows, 8-foot doorways, and plantation shutters and all have been immaculately maintained. The kitchen is spacious in design with wood cabinetry, built-in double oven, cooktop, Corian counters, and sizable breakfast bar. The kitchen dining area has wide open views thru aquarium windows. The owner’s suite features dual walk-in closets and a luxurious bathroom with dual sinks, garden tub, walk-in shower + direct pool and lanai access. The den/office has a double-door entry. Two bedrooms on the opposite side have large closets. On a practical note: new AC in 2024 and 2 new hot water heaters in 2026. Rivendell community has an award-winning, well-maintained, park-like setting with 380 acres of lakes, preserves, parks and other open spaces, quiet tree-lined streets with sidewalks, walking path, tot-lot, gazebo and large, heated community pool. Ideally located near the top-rated Pine View School, the Legacy Bike Trail, restaurants, beaches, boat and kayak launches, Publix grocery, plus coffee shop, gym, Pilates and more. For those that seek an exceptional waterfront lifestyle, nothing compares. Low HOA fees without CDD fees. While located a short distance from the Intracoastal and Gulf, this home is in a preferred X Flood Zone.

1104 Mallard Marsh Drive, Osprey/Nokomis

$1,399,000
3 Beds ⋅ 3 Baths ⋅ A4707336 MLS ⋅ 385 BLDG.
Experience the refined country club lifestyle of The Oaks Club in this exceptional waterfront residence within Meridian I at The Oaks Preserve in Osprey. From the moment you step through your private elevator foyer, unobstructed, sweeping water views make an unforgettable first impression. These vistas are beautifully framed from the living and dining areas, kitchen, primary suite, and private study. Step onto the generous balcony, where gentle breezes and breathtaking sunsets set the stage for serene waterfront living. This spacious, maintenance-free residence offers three bedrooms and three baths, including two en-suites, plus a separate den/study and a full laundry room. A private two-car garage beneath the building adds convenience and extra storage. Luxury finishes elevate the interiors, including marble flooring and countertops, stainless steel appliances, crown molding, and custom built-ins. The primary suite is a true retreat, with a sitting area overlooking tranquil water views and a spa-inspired bath featuring dual vanities, a spa tub, and a separate shower. Lovingly maintained by its original owner, the home reflects thoughtful design and pride of ownership throughout. Meridian I residents enjoy a private community pool, fitness center, outdoor grilling area, and on-site maintenance manager, all within the security of The Oaks Preserve's 24-hour guarded gate. Membership in The Oaks Club is required, with a range of membership options and privileges. Renowned for its coastal sophistication, the Club offers refined and casual dining, 36 holes of championship golf, 12 Har-Tru tennis courts, four pickleball courts, a regulation croquet lawn, a state-of-the-art fitness center, a junior Olympic pool, bocce, basketball, a playground, and a vibrant calendar of social and recreational events. Residence 701 at Meridian I is an extraordinary opportunity to embrace Sarasota's premier country club lifestyle, where unmatched amenities meet captivating waterfront views.

385 North Point Road Unit 701, Osprey/Nokomis

$449,000
3 Beds ⋅ 2 Baths ⋅ A4706429 MLS ⋅ Heron Harbor BLDG.
Welcome to luxury coastal living in this exceptional 3rd-floor penthouse condo nestled in the secluded, resort-style waterfront community of Heron House in Osprey. Offering 1,883 sq. ft. of beautifully light-filled, fully furnished living space, this impressive 3-bedroom, 2-bathroom residence features high-end finishes, warm hardwood floors, plantation shutters, a decorative wood-burning fireplace, and a built-in wet bar perfect for entertaining. The gourmet kitchen is equipped with rich wood cabinetry, granite countertops, stainless steel appliances, and a cozy eat-in breakfast area. Unwind in the expansive primary suite boasting two walk-in closets, a spa-like bath with double vanities, a deep soaking tub, and a separate shower. Step outside onto multiple private balconies to take in tranquil views of lush tropical greenery and calm canal waters—an idyllic setting for outdoor dining or evening cocktails. Located directly on Jessie Harbor with bridge-free, direct access to the Intracoastal Waterway and the Gulf, this gated community offers extraordinary waterfront amenities, including a kayak launch, boat slips (available on a first-come, first-served basis), and frequent visits from local wildlife like otters and dolphins. Residents enjoy a highly active, beautifully maintained HOA complete with a newly installed entrance security gate, heated pool, water aerobics, tennis and pickleball courts, shuffleboard, clubhouse, fitness center, walking trails, locked storage, bike storage, and two assigned covered parking spaces under the building with elevator access. Situated just 10 minutes from Venice Beach, Nokomis Beach, and Casey Key, 20 minutes from world-famous Siesta Key, and minutes from I-75, Oscar Scherer State Park, the Legacy Trail, and Sarasota’s vibrant cultural hub, this hidden gem combines peaceful privacy with unbeatable access to Florida’s finest coastal living.

7303 Jessie Harbor Drive Unit 7303, Osprey/Nokomis

$629,400
3 Beds ⋅ 3 Baths ⋅ A4707579 MLS ⋅ Meridian Vi BLDG.
Virtually Staged. EXCEPTIONALLY SPACIOUS CORNER CONDO – NEARLY 3,200 SF – NO WAITLIST FOR GOLF MEMBERSHIP! Ideally situated behind the gates of the highly sought-after Oaks Preserve, this elegant and beautifully appointed corner residence offers an impressive combination of space, privacy, and resort-style living. The nearly 3,200 SF open floorplan features 3 en-suite bedrooms and 3 baths, providing exceptional comfort and flexibility. Light and bright throughout, the residence showcases crown molding, engineered hardwood flooring, and an expansive kitchen with granite countertops and stainless-steel appliances. Enjoy the serene, private preserve setting from multiple screened balconies, enhanced by convenient remote-controlled automatic hurricane shutters. Additional features include 2 assigned parking spaces, including 1 under-building space, plus climate-controlled storage. A rare opportunity to enjoy substantial living space, privacy, and the exceptional lifestyle of The Oaks! This NEWEST Tower (built in 2007) in the Meridian Condo Complex features Hurricane Impact Windows and Doors and is conveniently located next door to the condo residents’ private Amenity Center featuring Heated Pool & Spa, Fitness Room and outdoor grill in addition to The Oaks Club’s main campus of amenities. THE OAKS is a distinguished country club community which boasts many accolades including: Platinum Club of America, Emerald Club of the World and Elite Distinguished Club of the World - where amenities include two, 18-hole championship GOLF courses, award-winning TENNIS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL. The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **A MUST SEE**

3603 N Point Road Unit 202, Osprey/Nokomis

$450,000
3 Beds ⋅ 2 Baths ⋅ A4706912 MLS
Virtually Staged. Welcome to 112 Ventosa Place, a beautifully maintained Pembroke model featuring impact windows installed in 2018, located in the gated, resort-style community of Toscana Isles. This single-story home offers 3 bedrooms, 2 baths and approximately 1,804 square feet with an open, light-filled layout designed for comfortable everyday living and entertaining. Inside, high ceilings, crown molding and tile flooring complement the spacious open-concept design. The kitchen flows seamlessly into the dining and great room areas, creating an inviting central gathering space with plenty of room to cook, entertain or simply unwind. Sliding glass doors extend the living space to the screened and covered lanai, offering a peaceful spot for morning coffee, outdoor dining or relaxing at the end of the day. The primary suite features generous walk-in closets and an en-suite bath, while two additional bedrooms and a second full bath provide flexibility for guests, a home office or hobbies. A tile roof, interior laundry room and two-car garage complete the home. Beyond the front door, Toscana Isles offers a true resort-style lifestyle centered around more than 200 acres of lakes and an impressive Tuscan-inspired amenity center. Residents enjoy an approximately 8,000-square-foot clubhouse overlooking the water, infinity-edge heated pool, fitness center, clubroom, tennis, pickleball, bocce, dog park and scenic walking areas. Kayaking, canoeing, paddleboarding and fishing offer even more ways to enjoy the community's interconnected lakes. All of this is just minutes from Nokomis Beach, Venice Island, the Legacy Trail, Sarasota Memorial Hospital Venice, shopping, dining and I-75—bringing together the Florida lifestyle, resort-style amenities and everyday convenience Toscana Isles is known for.

112 Ventosa Place, Osprey/Nokomis

$1,399,000
3 Beds ⋅ 3 Baths ⋅ A4707187 MLS
This beautifully appointed residence sits on a private, well-maintained lot surrounded by grand, colossal oaks and palm trees, delivering the privacy and curb appeal today's buyers are searching for. Step through the front door and feel the difference - soaring tray ceilings, rich crown molding, and tons of natural sunlight set an elegant tone throughout. The gourmet kitchen is the true showstopper, with gleaming stone countertops, solid wood cabinetry, and an open flow into the living and dining areas — perfect for entertaining or unwinding after a day at the club. Retreat to the luxurious owner's suite complete with dual walk-in closets and a private sitting area, while two additional bedrooms offer guests or family their own well-appointed space. Move-in ready and meticulously maintained, this home features updated salt pool equipment, a refreshed kitchen area, and an updated 3-car garage with maintenance-free epoxy flooring. The compulsory membership in The Oaks Club unlocks an unbeatable lineup of amenities. Schedule a viewing today!

256 Sugar Mill, Osprey/Nokomis

$165,000
2 Beds ⋅ 2 Baths ⋅ A4706691 MLS
Welcome home to this charming fully furnished 2-bedroom, 2-bath mobile home, built in 2001 and located in the friendly and active Arbors Mobile Home Park in beautiful Osprey, Florida. Featuring an inviting open floor plan, this home offers comfortable living spaces filled with natural light from an abundance of windows. Luxury vinyl plank flooring flows throughout the living areas, creating a clean and cohesive look. The kitchen opens seamlessly to the living and dining areas, making entertaining and everyday living easy. The dining room features a built-in buffet with both lower and upper-glass-front cabinets, providing attractive display space and convenient storage. The primary suite includes a single vanity and walk-in shower, while cathedral ceilings add to the home's open and airy feel. An interior laundry area adds everyday convenience. Outside, a charming shed provides additional storage, and the newer carport, added in 2025, offers covered parking. The AC was replaced in 2024 for added peace of mind. Enjoy the Florida lifestyle in The Arbors, a welcoming 55+ community with a variety of amenities and an active social calendar offering plenty of opportunities to meet neighbors and stay involved. Enjoy the clubhouse, swimming pool, shuffleboard courts and fitness area. Ideally situated between Sarasota and Venice, you’ll have easy access to boutique stye shopping, multiple dining options, theaters, performing arts venues, and stunning Gulf beaches. Everything you love about the Florida lifestyle just minutes away. This is relaxed, low-maintenance living in a welcoming community. Come see why so many love calling The Arbors home!

23 Siesta Circle W, Osprey/Nokomis

$545,000
3 Beds ⋅ 3 Baths ⋅ N6145611 MLS
"Ahhhhh..." That will be your reaction the moment you step through the front door. Nature-inspired impact glass welcomes you with warmth and natural light, setting the tone for a home that simply feels right. Built in 2019 and impeccably maintained, this stunning 3-bedroom + den, 2.5-bath home offers more than 2,000 square feet of thoughtfully designed living space, along with a large extended lanai overlooking a private backyard, the perfect place to relax, entertain, or simply enjoy Florida living. Just off the foyer, double doors open to a versatile den that can easily serve as a home office, media room, hobby space, or guest retreat. A conveniently located half bath nearby allows visitors easy access without entering the private bedroom areas. Throughout the home, you'll appreciate the serene and cohesive color palette, enhanced by crown molding in every room, chair rail detailing, and plantation shutters, all adding timeless elegance and character. The main living area immediately captures your attention with a striking custom tray ceiling, creating a memorable focal point and adding architectural interest to the space. Designed for gathering, the open-concept kitchen features a gas range, abundant workspace, and a separate butler's pantry that provides additional prep and storage space, making entertaining family and friends effortless. The split-bedroom floor plan offers privacy for everyone. Two generously sized guest bedrooms share a well-appointed guest bath, while the spacious primary suite is tucked away at the rear of the home. Here you'll find a large walk-in shower, dual-sink vanity, private water closet, and an expansive walk-in closet designed to accommodate it all. A roomy laundry room with built-in cabinetry and utility sink adds everyday convenience. For added peace of mind, the home is equipped with accordion-style hurricane protection, offering quick and efficient storm readiness while maintaining excellent curb appeal. Living in Milano is about more than owning a beautiful home, it's embracing a lifestyle. Residents enjoy: No CDD fees, Rental flexibility with two leases a year and a six-month minimum, Gated entry and common area maintenance covered by the HOA, Resort-style community pool, Bocce and pickleball courts, Exclusive resident dog park located just across Jacaranda Boulevard, Active event center with year-round social activities. An added bonus: Milano is located on the same power grid as Sarasota Memorial Hospital and the local fire station, offering an extra layer of confidence when reliable power matters most. This is more than a house. It's a place where comfort, style, community, and peace of mind come together to create a home you'll truly love. Come experience it for yourself.

208 Capriana Court, Osprey/Nokomis

$255,000
2 Beds ⋅ 2 Baths ⋅ A4705745 MLS ⋅ 2 BLDG.
TURNKEY Furnished 2 bed, 2 bath two story condo in the lifestyle rich community of Pine Run! Outdoor enthusiasts will love this 20 Acre mature landscaped neighborhood. Nearby, you will find nature parks, walking and biking trails, boat ramps, waterfront dining and minutes to beaches and downtown Venice! Within the community, you can enjoy TWO community pools, pickleball and tennis courts, clubhouse, fitness center and saunas in the community bathrooms. HOA includes Water, Sewer Trash and Pest control. Included with the unit is an assigned outdoor carport space and storage closet. Enjoy the natural lighting and privacy this unit greets you with as you walk through the door. The soaring ceilings bring in natural lighting all day. Updated kitchen with newer, barely used modern appliances and updated cabinetry and countertops. Reverse Osmosis Water softener has been installed to provide the top quality water. On the main floor, you will find a light and bright living room that leads to the oversized screened-in private lanai. Enjoy the wildlife whilst sitting up in the mature trees. The dining area also has a breakfast bar for additional entertaining space. Down the hallway you will find the primary bedroom with two closets, balcony access and entrance to the hallway renovated full bathroom. Also on the main floor is a stackable washer and dryer and large storage closet. Take the serial staircase to the secondary bedroom loft with full bathroom and two closets. The oversized closet is ideal for a walk-in or year round storage. The community is full of life and energy, especially in the winter seasons, and with all of the waterfront dining, parks and attractions nearby, you will always have something to do! Conveniently located near shopping, dining, downtown Venice, Sarasota, major roadways and schools.

109 Woodland Place, Osprey/Nokomis

$645,000
3 Beds ⋅ 2 Baths ⋅ A4704539 MLS
Virtually Staged. One or more Photos have been virtually staged. Welcome to 5548 Sentiero Drive, a beautifully maintained Taylor Morrison-built, 3-bedroom, 2-bath home with a den and 1,944 square feet of living space, located in the gated Bellacina by Casey Key community in Nokomis, Florida. Designed for comfortable Florida living, this inviting home offers an open floor plan, high ceilings, abundant natural light, and thoughtfully designed indoor and outdoor spaces. The spacious living area features an elegant tray ceiling and flows seamlessly into the kitchen and dining areas, creating an open and welcoming space for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, a gas cooktop, custom cabinetry, and a large center island, with an adjacent dining area. The private primary suite offers a spacious bedroom with a tray ceiling, walk-in closet, dual vanities, and a glass-enclosed shower. Two additional bedrooms provide comfortable space for family or guests, while the separate den offers flexibility as a home office, media room, reading room, or hobby space. A dedicated laundry room with cabinetry and an attached two-car garage provide additional storage and convenience. Step outside to the covered, screened lanai and beautifully landscaped backyard, an inviting setting for morning coffee, outdoor dining, or simply enjoying Florida's year-round sunshine. Bellacina by Casey Key offers a low-maintenance, resort-style lifestyle with a clubhouse, fitness center, heated resort-style pool and spa, pickleball and tennis courts, bocce ball, dog park, fire pit, walking trails, kayak launch, and community activities. Lawn maintenance is included, giving you more time to enjoy the Gulf Coast. NO CDD fees add to the appeal. And when location matters, this one is hard to beat—Nokomis Beach and the Gulf of Mexico are less than 10 minutes away, with Casey Key, the Legacy Trail, Oscar Scherer State Park, Downtown Venice, shopping, dining, golf, and Sarasota Memorial Hospital – Venice all nearby. Sarasota is also just a short drive north. Whether you're looking for a full-time residence, seasonal Florida home, or low-maintenance Gulf Coast retreat, 5548 Sentiero Drive offers an outstanding combination of location, lifestyle, and community amenities. Schedule your private showing today!

5548 Sentiero Drive, Osprey/Nokomis

$529,000
4 Beds ⋅ 2 Baths ⋅ A4704589 MLS
Priced to sell! Beautifully updated 4BR/2BA pool home in the sought-after Bay Oaks Estates community of Osprey. This single-story residence's backyard borders the Legacy Trail and includes a private gate for direct trail access. Inside, high ceilings and natural light complement luxury vinyl plank flooring, fresh paint, new doors, baseboards, and fixtures. The kitchen features quartz countertops, marble backsplash, recessed lighting, an undermount sink, and newer Whirlpool appliances. A split floor plan provides privacy with spacious bedrooms, including a primary suite with lanai access, two closets (one walk-in), and a spa-like bath with soaking tub, walk-in shower, and dual quartz vanities. The screened lanai overlooks an inviting pool and spa with a private, tree-lined backdrop. Other highlights include a dedicated laundry room, 2-car garage with new door and opener, newer roof, A/C, and water heater. All improvements and system updates completed in 2020. Last year, the pool was resurfaced and the waterline tile replaced. Additional upgrades include new pool equipment, a saltwater system, and a heater. Low HOA and no CDD. Conveniently located near top-rated schools, Oscar Scherer State Park, shopping, dining, and world-class beaches including Siesta Key, Nokomis, and Venice.

583 Pine Ranch East Road, Osprey/Nokomis

$1,495,000
3 Beds ⋅ 3 Baths ⋅ A4704489 MLS
Located inside the gates of The Oaks Club, this 3 bedroom 2.5 bathroom home offers an exceptional opportunity for luxury country club living. The property features a new roof and impact windows. Situated in a community recognized for its world-class amenities, residents enjoy access to two 18-hole championship golf courses—the Eagle and Heron courses—along with comprehensive practice facilities and driving ranges. The member-owned Oaks Club features a 34,000-square-foot clubhouse with multiple dining venues, tennis courts, pickleball courts,a resort-style pool, and a 7,500-square-foot fitness center. Beyond the community gates, this location provides convenient access to Gulf Coast beaches, scenic trails including The Legacy Trail, local parks, as well as the cultural offerings of Sarasota and Venice. Schedule a private tour to explore the property and experience the distinct lifestyle of The Oaks Club.

226 Saint James Park, Osprey/Nokomis

$540,000
3 Beds ⋅ 3 Baths ⋅ W7888943 MLS ⋅ 11 BLDG.
Virtually Staged. Welcome to Blackburn Point Marina Village, an intimate gated waterfront community of just 19 residences near Sarasota and Casey Key. This beautifully upgraded townhome delivers a relaxed coastal lifestyle with low-maintenance living—without the waterfront price tag. A bright, open floor plan features 9-foot ceilings, plantation shutters, ceiling fans, and new luxury vinyl flooring installed in 2025. The enclosed sunroom adds versatile living space for relaxing, entertaining, or enjoying the Florida sunshine. The gourmet kitchen is designed for both everyday living and entertaining, with granite countertops, Craft Maid cabinetry, a KitchenAid gas range, LG refrigerator (2023), and wine refrigerator. Enjoy peace of mind with a new roof (2025), water filtration and softener system (2024), tankless water heater, motorized hurricane shutters, epoxy-finished garage floor, and a LiftMaster garage door with camera (2025). The first-floor primary suite provides a private retreat, complete with dual vanities, a soaking tub, and a walk-in shower. Ideally located near Casey Key Marina, Blackburn Point Park, and Casey Key Fish House & Tiki Bar, this home puts boating, waterfront dining, and outdoor recreation close at hand. Community amenities and water and gas service are included, making this an exceptional opportunity to enjoy the Sarasota coastal lifestyle. One or more photo(s) was virtually staged.

1140 Beachcomber Court Unit 11, Osprey/Nokomis

$225,000
2 Beds ⋅ 2 Baths ⋅ A4703398 MLS
Welcome to easy Florida living in desirable Kings Gate Park! This newer, move-in-ready home offers a bright, open-concept layout designed for comfortable everyday living and effortless entertaining. Thoughtful upgrades add even more value, including a whole-home backup generator for added peace of mind, a private mobility lift for convenient accessibility, and exterior sunshades to help keep your Florida lifestyle cool and comfortable. With its fresh feel and low-maintenance design, this home is ready for you to simply unpack and start enjoying! Kings Gate Park is a sought-after 55+ community where residents enjoy individually owned lots, low HOA fees, and an active, amenity-filled lifestyle. Spend your days at the community pool, playing tennis, pickleball or shuffleboard, or take advantage of the community boat ramp with direct access to the Intracoastal Waterway for boating and fishing adventures. An active social calendar offers plenty of opportunities to meet neighbors and enjoy the community. Ideally located just minutes from Gulf beaches, golf courses, medical facilities, shopping, dining, and the many cultural attractions of Venice and Sarasota. All furnishings are negotiable, making this an exceptional opportunity for buyers looking for a move-in-ready primary residence, seasonal retreat, or turnkey second home. If you've been dreaming of sunshine, sunsets, time on the water, and a relaxed Southwest Florida lifestyle, this home is ready to welcome you!

44 Crown Point Drive, Osprey/Nokomis

$985,000
3 Beds ⋅ 3 Baths ⋅ A4703407 MLS ⋅ Meridian Iv BLDG.
ENJOY BREATHTAKING SUNSET VIEWS ACROSS LITTLE SARASOTA BAY AND THE GULF FROM THIS STUNNING 8TH-FLOOR PENTHOUSE! This exceptional 2,203SF Condominium offers 3 Bedrooms, 3 Full Baths, a coveted Private 2-Car Garage, and the privacy of the highly sought-after, gated Oaks Preserve neighborhood. Arrive through your private elevator foyer and step into a home where panoramic, unobstructed views of Little Sarasota Bay and the Gulf immediately take center stage. Thoughtfully designed with an impressive array of upgrades, the residence features high ceilings, crown molding, hardwood and tile flooring, and a beautifully appointed kitchen with a large island and seating area, granite countertops, stainless steel appliances, solid-wood cabinetry, and ample storage. The spacious Owner’s Suite is a peaceful retreat, complete with a generous walk-in closet, custom-tiled shower, relaxing soaking tub, and dual vanities. Step outside onto the expansive balcony and enjoy a serene setting surrounded by spectacular water views, abundant wildlife, and unforgettable Gulf sunsets. Hurricane-impact windows and sliding doors provide added peace of mind. Climate-controlled storage is conveniently located on the second floor. Residents of Meridian enjoy an array of private amenities, including a heated pool and spa, fitness center, and outdoor grilling area, along with access to the exceptional amenities of The Oaks Club’s main campus. Experience elevated coastal living, spectacular views, privacy, and resort-style amenities—all from this remarkable penthouse at The Oaks. The Oaks Club is a member-owned private golf community with more than 40 years of excellence and is the only private residential golf club in the Sarasota, Bradenton, and Fort Myers region recognized by both Platinum Clubs of America and Distinguished Emerald Clubs of the World. Residents enjoy a magnificent 30,000-square-foot clubhouse, three exceptional dining venues, two championship 18-hole golf courses, outstanding golf instruction, a premier racquet program with 12 Har-Tru HydroGrid tennis courts and pickleball courts, croquet, bocce, basketball, a Junior Olympic swimming pool, and a newly expanded state-of-the-art wellness, fitness, and spa facility. Recognized as "The Healthiest Club" and an Audubon Society-certified community, The Oaks offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional residence is just minutes from world-renowned beaches, top-rated schools, fine dining, shopping, and Sarasota's vibrant arts and cultural attractions, making it a rare opportunity to enjoy luxury living in a truly prime location.

409 N Point Road Unit 803, Osprey/Nokomis

$399,000
3 Beds ⋅ 2 Baths ⋅ A4703065 MLS
Welcome home to Toscana Isles, where this beautifully maintained 3-bedroom, 2-bath Clifton floor plan offers the ease of single-story living paired with one of Nokomis’ most sought-after resort-style communities. Designed with an open, easy flow, the kitchen overlooks the spacious great room and dining area, creating a natural gathering space for everyday living and entertaining. The well-appointed kitchen features a large island, stainless steel appliances, generous cabinet and counter space, and a walk-in corner pantry. Just beyond the main living area, sliding doors open to the covered and private pavered lanai, extending the living space outdoors and offering the perfect place for morning coffee, evening cocktails, or simply enjoying the Florida weather. The primary suite is privately positioned at the back of the home and features two generous walk-in closets and an ensuite bath with dual vanities and a glass-enclosed shower. Two additional bedrooms are located toward the front of the home, creating comfortable separation for family or guests, with the flexibility to use one as a home office when needed. Living in Toscana Isles is about more than the home. At the center of the community is an impressive 8,000-square-foot clubhouse overlooking the water, with an infinity-edge heated pool, fitness center, clubroom, tennis, pickleball, bocce, dog park, and scenic walking areas. Residents can also enjoy kayaking, canoeing, and fishing throughout the community’s interconnected lakes. All of this is just minutes from Nokomis Beach, Venice Island, the Legacy Trail, Sarasota Memorial Hospital – Venice, shopping, dining, and I-75. Whether you’re looking for a full-time residence or an easy Florida retreat, this home puts the Gulf Coast lifestyle right at your doorstep.

308 Soliera Street, Osprey/Nokomis

$719,000
3 Beds ⋅ 2 Baths ⋅ A4701662 MLS
Remarkable 3 bedroom 2 bathroom home in Emerald Woods now available for purchase. Nestled in the Oaks Preserve Neighborhood and offering a maintenance free lifestyle with 24 hour guarded gate. Features include; Beautiful Tray Ceilings, Crown Moldings, Plantation Shutters, Solid Surface Countertops, Tile flooring throughout living spaces, and an Spectacular Owner’s Suite with multiple walk-in closets and sitting area.The Oaks Club boasts 2 Championship Golf Courses, 12 Har-Tru Tennis Courts (4 lighted), State Of The Art Fitness Center, Junior Olympic Swimming Pool, Regulation Croquet Court, 4 Pickle Ball Courts, along with numerous dining, social and recreational options. Conveniently located near Florida's top rated Pine View School, the Legacy Bike Trail, and the world renowned beaches of Siesta Key, Casey Key, and so much more. Just a short distance from shops, restaurants, and the cultural offerings of downtown Sarasota. Membership to the club is mandatory. Some images may have been Virtually Staged/Edited...

299 Turquoise Lane, Osprey/Nokomis

$775,000
3 Beds ⋅ 3 Baths ⋅ A4701000 MLS ⋅ Edgewater BLDG.
Semi-furnished three-bedroom, 2.5-bath unit with elevator access. This fourth-floor residence offers beautiful panoramic intracoastal water views. Centrally between historic Venice and vibrant downtown Sarasota is Edgewater at Hidden Bay, a gated, 12-acre resort-style community on the water's edge of Little Sarasota Bay in Osprey. The building is designed in the architectural style of Key West. Enjoy breathtaking sunsets from your private screened-in balcony as you look out across the bay to the barrier island of Casey Key. Inside the unit, you'll find a spacious living room and dining room featuring an open floor plan. The gourmet kitchen offers KitchenAid stainless steel appliances, quartz countertops, white shaker-style cabinetry, counter seating and plenty of storage cabinets. The primary bedroom is expansive with large walk-in closets, closet organization system and direct access to the outside balcony. Both guest bedrooms have dual purpose, as they both have built-in Murphy beds, desk workstations, plantation shutters and walk-in closets. If you're looking for a condominium with extra space for a den/office/sewing room/craft room or TV media room, this is the one that offers it all. More great features are impact-resistant windows and doors, a large laundry room with built-in cabinetry, a full-size washer and dryer and utility sink. One assigned parking space with a large storage unit with a roll-down door for all your extra gear. Some of the amenities include a new fishing pier, lit pickleball courts, kayaking and kayake racks for storage, clubhouse, swimming pool, spa and tiki hut with grilling barbeque stations. The location is walkable to many restaurants, shopping and the post office. Bike the Legacy Trail or head to the beach that's just a few miles away. There's so much to do just minutes away.

260 Hidden Bay Drive Unit 402, Osprey/Nokomis

$784,000
3 Beds ⋅ 2 Baths ⋅ A4699671 MLS
Virtually Staged. Welcome to The Inlets, a highly sought-after waterfront community located just one mile from Nokomis Beach, where boating and golf cart living are part of the daily lifestyle. This beautifully maintained canal-front pool home offers a desirable south-facing backyard, private dock with boat lift, and exceptional updates, including a new roof and pool cage (2025) and a new electrical panel (2026). The popular Catalina floor plan features high ceilings, an open-concept design, tile flooring throughout the main living areas, granite countertops, stainless steel appliances, and a split-bedroom layout for added privacy. The spacious primary suite includes dual walk-in closets, an en-suite bath with dual vanities and a walk-in shower, garden tub, and sliding glass doors opening to the covered lanai and screened pool. The third bedroom has been thoughtfully converted into a custom office with built-in shelving, storage, and a corner desk, providing an ideal work-at-home space. Accordion shutters protect the oversized lanai and exterior, while Flood Zone X-500 offers added peace of mind. Monthly HOA fees include cable TV, high-speed internet, lawn maintenance, exterior insurance, and access to outstanding resort-style amenities, including a heated pool and spa, fitness center, tennis and pickleball courts, clubhouse, and a full calendar of social activities. Pet-friendly with two pets allowed under 40 pounds, this exceptional home is also available turnkey furnished with some exceptions, making it the perfect opportunity to begin enjoying Florida's coveted waterfront lifestyle.

103 Inlets Boulevard Unit 103, Osprey/Nokomis

$1,049,000
3 Beds ⋅ 3 Baths ⋅ A4694514 MLS
Fresh Price - Opportunity to make an exceptional lakefront setting truly your own in the Venetian Golf & River Club. With meaningful room to reimagine and personalize this highly desirable Francesca model, buyers can bring their vision to a home already offering privacy, expansive lake views, peaceful sunrise mornings, and a stunning infinity-edge pool and spa. Enjoy the freedom to create a home that reflects your style while taking advantage of the thoughtful layout, beautiful setting, and valuable updates already in place. Loved for its open concept and natural flow, this floor plan features tall ceilings with crown molding, Italian tile in the main living areas, an updated kitchen, and warm natural light that fills the home at daybreak. Impact windows and doors provide year-round confidence, complemented by automated Storm Smart hurricane shutters at the front entry and across the entire lanai. A new roof was installed in 2025 for added peace of mind. The split layout offers 3 bedrooms, 3 full baths (including a convenient pool bath), an office/den, and a versatile flex room ideal for fitness, hobbies, or storage. The true dining room includes plantation shutters, and all bedrooms feature carpeting and ceiling fans for comfort. Outdoor living embraces the tranquil lake backdrop, where preserve views on both sides create a sense of privacy and calm. The large infinity edge pool and spa overlook shimmering water and morning wildlife activity, with a newer pump, pop up cleaners, and generous deck space perfect for quiet coffee moments or relaxed entertaining. A 3-car side load garage, oversized paver driveway, and additional parking pad provide excellent convenience and functionality. Located in the gated, amenity rich Venetian Golf & River Club, residents enjoy dining, fitness, tennis, pickleball, nature trails, and optional golf. All of this is just minutes from shopping, multiple beaches, dining, and I 75—an ideal blend of comfort, thoughtful updates, and peaceful lakefront living.

286 Pesaro Drive, Osprey/Nokomis

$1,075,000
3 Beds ⋅ 3 Baths ⋅ TB8525578 MLS
This exquisite well maintained home in the prestigious Venetian Golf and River Club (VGRC) offers resort style living in a desirable North Venice location. VGRC is a gated and guarded safe and stable community of mostly retirees. Casey Key's white sand beaches are an easy 15 minutes away. Several other beautiful gulf beaches, including top rated Siesta Key, are only a short drive. There is also easy access to charming downtown Venice, as well as to lovely Sarasota, regarded as the arts center of Florida. Boutique shopping, fine restaurants, and cultural arts venues abound. The new Venice campus of award-winning Sarasota Memorial Hospital is two miles away, as is Interstate 75. This home's 3,136 SF open floorplan boasts a great room with high trayed ceiling, 3 bedrooms, 3 baths, an office, den, and formal dining room. The 2 1/2 car garage has a new polyaspartic floor finish and cabinetry. The HVAC system is zoned. Architectural details include high ceilings, crown molding, ample recess lighting, crystal chandeliers, and under cabinet lighting. The stainless kitchen appliances are new and the tile roof was replaced in 2024. Pocketed sliders in the great room, and French doors in the master bedroom, open to the large screened lanai with a PebbleTec pool and heated spa. This marble-tiled lanai includes a fully equipped outdoor kitchen which seamlessly expand the homes space for leisure and entertaining. There is even a cozy gas fire table. Membership in the championship 18 hole Venetian Golf Club is optional. Membership in the separate Venetian River Club is covered in the $114/mo HOA fees and includes an upscale clubhouse with a fine dining restaurant and lounge, fitness center, heated resort-style pool and spa, Tiki Bar, lap pool, tennis courts, pickle ball courts, and access to social activities. There is also a nature trail boardwalk leading to the scenic Myakka River. Several public parks and nature preserves are nearby offering walking trails, kayak launches and picnic facilities. This property's location and its many attractive features offers an outstanding opportunity to start enjoying the SW Florida lifestyle.

225 Pesaro Drive, Osprey/Nokomis

$395,000
2 Beds ⋅ 2 Baths ⋅ A4697473 MLS ⋅ 7000 BLDG.
**BEAUTIFULLY UPDATED WATERFRONT CONDO WEST OF THE TRAIL! BRING YOUR BOAT & KAYAK FOR DIRECT ACCESS TO THE INTRACOASTAL WATERWAY AND GULF OF MEXICO.** Unlike many Blackburn Harbor residences, this thoughtfully renovated 2-bedroom, 2-bath, second-floor condo is move-in ready, allowing the next owner to immediately enjoy the coveted waterfront lifestyle without the time or expense of major updates. The fully renovated interior showcases an impressive kitchen with quartz countertops, solid wood cabinetry, stainless steel appliances, and CoreTec luxury vinyl flooring throughout (except the guest bedroom). The spacious owner's suite features custom built-in closets and cabinetry, complemented by an elegantly updated en-suite bath. Multiple sliding glass doors open to an expansive screened balcony, where peaceful Florida nature views create the perfect setting to relax and unwind. Located within the secure, gated community of Blackburn Harbor, residents enjoy an exceptional waterfront lifestyle with boat docks (subject to availability), kayak launch and storage, direct Intracoastal access, a community pool, tennis and pickleball courts, fitness center, clubhouse, gazebo with BBQ area, and abundant natural surroundings. Private covered parking and ground-level storage are also included. Ideally situated in Osprey between Sarasota and Venice, Blackburn Harbor is just minutes from nationally ranked Pine View School, the Legacy Trail, Gulf beaches, shopping, dining, and everything the Gulf Coast lifestyle has to offer. RECENT COMMUNITY IMPROVEMENTS INCLUDE: Asphalt paving, irrigation, walkways, walkway lighting, and upgraded lighting for the tennis and pickleball courts.

7204 Jessie Harbor Drive Unit 7204, Osprey/Nokomis

$587,000
3 Beds ⋅ 2 Baths ⋅ A4697212 MLS
Private heated pool • Southern exposure • New pool heater • New A/C • The Inlets gated community Enjoy Florida living at its best in this spacious 3-bedroom, 2-bath pool home located within the highly sought-after gated community of The Inlets. Offering over 2,000 square feet of living space, a 2-car garage, and a private backyard setting, this home is designed for both everyday comfort and effortless entertaining. Pocketing sliding glass doors open to an expansive screened lanai and heated pool, creating a seamless indoor-outdoor lifestyle enhanced by desirable southern exposure and abundant sunshine throughout the day. Inside, soaring cathedral ceilings, plantation shutters, and an open floor plan create a bright and inviting atmosphere. The generously sized kitchen features extensive custom wood cabinetry, stone countertops, a large center island, breakfast nook, and abundant storage and workspace. Travertine flooring flows throughout the main living areas, complementing the home's warm and comfortable design. The spacious primary suite offers private lanai access, dual walk-in closets, dual vanities, a soaking tub, and separate walk-in shower. A split-bedroom floor plan provides privacy for owners and guests alike. Recent improvements include a new A/C system and new pool heater, providing added value and peace of mind. Residents of The Inlets enjoy a vibrant lifestyle with a clubhouse, fitness center, community pool and spa, tennis courts, pickleball courts, shuffleboard, and a full calendar of social activities and events. Ideally located between Sarasota and Venice, this home is just minutes from Gulf beaches, boating, golf courses, the Legacy Trail, shopping, dining, and everything the Gulf Coast lifestyle has to offer.

215 Carriage House Lane Unit 215, Osprey/Nokomis

$1,495,000
3 Beds ⋅ 4 Baths ⋅ A4695959 MLS
Virtually Staged. A unique offering! This like-new, never lived in Spanish mission style home is a rare find. Move in ready and set on a private .63 acre lot in The Oaks Preserve, the open floor plan includes 3 en suite bedrooms and 3.5 baths. Thoughtfully designed, it welcomes you with a circular driveway, porte cochere, and a detached 2 car garage equipped with an electric vehicle charger. Inside, soaring ceilings, neutral tile and wood flooring, recessed lighting, and an electric fireplace create a warm, refined ambiance. Built to current codes with impact glass and a new roof, the home offers peace of mind and the efficiency of modern construction. The chef’s kitchen, with Bosch stainless appliances, a gas 5 burner cooktop, soft close cabinetry, a center island with wine storage, and stylish tile finishes, has a breakfast bar and opens to the dining room. The luxurious master suite features a vaulted ceiling, spacious walk-in closet, and a spa inspired bath complete with freestanding tub, glass enclosed shower, dual vanities, bidet, and exquisite tilework. A central brick paver courtyard provides a private tropical retreat with ample room to add a pool. Sarasota’s premier golf and country club, The Oaks Club’s unmatched amenities include two championship 18-holf golf courses, 12 tennis courts and 4 pickleball courts, the state-of-the-art WellFit Center, a junior Olympic pool, a celebrated social calendar, and a wide array of dining options and recreational activities. There is currently no waiting list for either Golf or Sports/Social membership

360 N Point Road, Osprey/Nokomis

$289,000
2 Beds ⋅ 2 Baths ⋅ A4694926 MLS ⋅ 22 BLDG.
Welcome to Bay Street Village in Osprey, gorgeous gated community where maintenance-free living awaits. This immaculate end-unit condo freshly painted with new LVP stairs and flooring features 2 bedrooms, 2 bathrooms, garage, located beneath the unit and offers a private interior stairway leading to your second-floor residence. Open-concept living and dining area are perfect for entertaining beautiful kitchen with center island, walk-in pantry and stainless steel appliances. The primary suite offers a walk-in closet and an ensuite bathroom with dual sinks, a makeup vanity, and a walk-in shower. Bay Street Village provides resort-style amenities, including a sparkling pool and a fitness center, along with plenty of guest parking. The community is dog-friendly, with a fantastic dog park just a short walk outside the gate. Outdoor enthusiasts will appreciate the easy access to the Legacy Trail right on Bay Street. Pine View School for the Gifted (grades 2-12) is conveniently located on the next street. Bay Street offers easy access to Nokomis Beach and the world-famous Siesta Key Beach. Close to shopping and restaurants.

4296 Expedition Way Unit 104, Osprey/Nokomis

$4,790,000
4 Beds ⋅ 6 Baths ⋅ A4694716 MLS
Lakefront living and elevated architecture come together at 101 Osprey Point Drive, a Bo MacEwen-designed estate privately positioned on nearly an acre within the gates of Sarasota’s prestigious Oaks Bayside community. Spanning more than 5,000 square feet across two of the community’s most desirable homesites with 150 feet of water frontage, the residence blends timeless architecture, exceptional entertaining spaces, and a tranquil resort-style setting surrounded by lush landscaping and sweeping water views. An oversized granite-tiled circular drive and stately double-door entrance create a memorable arrival, leading into interiors defined by soaring ceilings, white onyx flooring with marble inlays, handcrafted millwork, dramatic fireplaces, crystal chandeliers, and walls of French doors opening to the lakefront terrace and pool. Designed for both elegant entertaining and everyday comfort, the home offers a series of richly detailed gathering spaces including a formal living room with dual fireplaces, a lakefront dining room with custom built-ins, a domed-ceiling sitting room ideal for cocktails or conversation, and a custom bar and wine room with etched-glass cabinetry, stone countertops, and display shelving. The remodeled chef’s kitchen combines classic design with modern functionality, featuring UltraKraft cabinetry, custom soffit lighting, Corian countertops, a center island with breakfast bar, and premium appliances including a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, warming drawer, microwave, dual KitchenAid dishwashers, and wine refrigerator. A butler’s pantry and sunlit breakfast nook overlooking the gardens further enhance the home’s livability. The primary suite serves as a private retreat with a spacious sitting area, custom closets, and a spa-inspired bathroom renovated in 2025. Three additional guest suites with updated baths provide comfort and flexibility, including a separate suite ideally positioned for extended-stay guests, live-in assistance, or multigenerational living. Outdoor living is centered around an open-air pool, expansive entertaining deck, and cabana framed by mature landscaping and manicured hedges, creating a private oasis with peaceful lake views. Additional updates include refinished hardwood flooring, updated guest baths, and a Daikin 5-ton HVAC system installed in 2022. Located within The Oaks Club, residents enjoy access to one of Sarasota’s premier private club communities, offering two championship golf courses, tennis and pickleball courts, croquet, a state-of-the-art fitness center and spa, multiple dining venues, and a private community dock on Little Sarasota Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and Sarasota/Venice cultural attractions, this distinguished lakefront estate presents an exceptional opportunity within one of the Gulf Coast’s most established luxury communities.

101 Osprey Point Drive, Osprey/Nokomis

$309,500
2 Beds ⋅ 2 Baths ⋅ N6144340 MLS ⋅ 702 BLDG.
Hidden treasure in Nokomis just minutes from Nokomis Beach! Great location in the complex with private back yard area. Close to community docks and park facilities, including pool and clubhouse, pickle ball court, dog park, kayak storage and canal access to a saltwater canal just minutes from the Gulf of America's beautiful emerald waters. Fairwinds is so well located that you can walk, bicycle and drive to all the conveniences you may desire every day. This unit has been completely renovated with new kitchen bathrooms and appliances just last year in 2025 including the new barrel tile roof, the home is offered fully furnished and is ready for the discriminating new buyer. Your new home in Fairwinds is very close to the beach, a marina with dry storage slips available and even some for sale. You have two waterfront restaurants to choose from with great sunset views and live music. Pops Tropical Grill and Pelican Alley both with water views! Don't forget Briandi's Italian when you want pizza or pasta and the Paradise Bar & Grill. This is affordable living on the BEST Coast of Florida! All of this is located just about three miles from downtown Venice shops and great restaurants. Like live entertainment? Venice Theater produces some of the best live plays and more. Venice charm and more beaches to enjoy in a friendly neighborhood with regular planed activities. This is easy living where you can enjoy boating, dining and beaches all very close to home! Don't let this freshly remodeled home get away without a careful look see!

702 Fair Winds Drive Unit 702, Osprey/Nokomis

$185,000
2 Beds ⋅ 2 Baths ⋅ A4692490 MLS
Virtually Staged. Welcome to this Partially Furnished home in the desirable 55+ cooperative community of The Arbors!This property in The Arbors stands out primarily for its rare inclusion of a separate adjacent lot, providing significant flexibility for either added privacy or future expansion. This is a very special property as it includes a second lot with an existing beautiful gazebo and lighting. The possibilities are endless as this space can be kept for leisure or used to build an additional home. The seller invested $28,000 in fundamental upgrades, includin g: New subflooring and moisture barrier, Laminate flooring throughout main living areas and bathrooms, and Fresh carpeting in bedrooms and the Florida Room. The interior features an open floor plan with two bedrooms. The primary suite includes dual walk-in closets and a ensuite bath. This home is light and bright with a comfortable Florida Room—perfect for morning coffee or evening relaxation. A large outdoor shed offers abundant storage and includes a washer and dryer. This desirable lot is located in the pet-friendly section of the park. Monthly dues include an impressive list of amenities: access to the clubhouse, heated community pool, lawn service, water, garbage pickup, sewer, cable TV, and internet. The Seller recently spent $28,000 on a new sub floor, new moisture barrier, New laminate flooring in kitchen, dining, great room, bathrooms, and hallway. New carpet in both bedrooms and Florida room. There’s even an on-site storage area for your boats, RVs, or kayaks for a small fee! The location is unbeatable—close to Casey Key, the Legacy Trail, Walmart, shopping, restaurants and the Nokomis and Siesta Key Beaches. You’re also just a short drive from historic downtown Venice and the lively attractions of downtown Sarasota. The community also offers an active clubhouse, heated pool, dog run, shuffleboard, exercise area, and regular social events.

320 Tropic Drive, Osprey/Nokomis

$939,000
4 Beds ⋅ 4 Baths ⋅ A4691699 MLS
PRIVACY, PRESERVE VIEWS AND AN OUTDOOR SETTING DESIGNED FOR FLORIDA LIVING. Positioned on one of the largest homesites in Venice Woodlands, along a quiet cul-de-sac with a private preserve backdrop, this 4-bedroom residence offers just over 2,800 square feet of living space with a private saltwater pool, expansive screened lanai and outdoor entertaining area. Inside, the open layout offers generous living and entertaining spaces with a split-bedroom design providing flexibility for guests or a home office. The primary suite features dual walk-in closets and a spacious bath, while the kitchen connects easily to the main living areas and outdoor space. Step outside and the homesite becomes one of the defining features of the property. The screened lanai and saltwater pool overlook the preserve, creating a private setting with ample space to relax and entertain year-round. An extensive collection of improvements is already in place, including fully paid-off solar, impact windows, Storm Smart screens, whole-home water filtration, EV charging and generator capability. A 3-car garage provides additional parking and storage. Venice Woodlands offers a gated, maintenance free community setting with resort-style amenities including a community pool, fitness center, pickleball, bocce and more all with NO CDD and convenient access to Venice, Nokomis, area beaches, shopping and dining. A private setting, thoughtful improvements and an effortless connection to the Florida lifestyle make this residence one worth experiencing in person.

617 Mistiflower Circle, Osprey/Nokomis

$719,000
3 Beds ⋅ 2 Baths ⋅ A4690813 MLS ⋅ Building C BLDG.
Move right in and enjoy refined coastal living in this brand-new condominium at Edgewater at Hidden Bay. Offering 1,937 square feet, this thoughtfully designed home features three spacious bedrooms, two stylish bathrooms, and a versatile office—perfect for work or creativity. The sleek kitchen is the heart of the home, complete with premium LG appliances, solid wood cabinetry, and elegant quartz countertops. Sun-filled living spaces are enhanced by large windows with partial views of Little Sarasota Bay, creating a calm and inviting atmosphere. Well-appointed bedrooms and beautifully finished bathrooms provide comfort and style throughout, with high-end details and a seamless, modern layout. Set in the desirable Edgewater community, this home combines upscale living with easy access to scenic waterways and green spaces—offering the perfect balance of luxury and relaxation.

280 Hidden Bay Drive Unit 302, Osprey/Nokomis