Courtesy: REALTY OF RIVERVIEW LLC
813-863-3948
PRIVATE NEIGHBORHOOD - Fully Furnished 2 Bedroom Townhouse in the Casey Key area, QUAINT, SPACIOUS 2-CAR Tandem GARAGE + Carport, modern, high ceilings, kitchen upgrades, screened balcony, 2 beds + den; 2 baths; living area and kitchen open plan; community pool Conveniently located between Sarasota, Siesta Key, Venice, and the Gulf Beaches. Walking distance to Casey Key Mainland (Chef Rolfs), private community Shoreland Park & Oscar Scherer State Park. Minutes away from COSTCO, Publix, Target, Richard's, YMCA Potter Park, waterfront dining (Casey Key Fish House & Tiki bar - waterfront , Spanish Point restaurant & Tiki Bar. The townhouse is close to Laurel Rd and Sarasota Memorial Hospital. Property is managed by owner. Timely response to accommodate your needs. Summary of amenities: PARKING: 2-CAR TANDEM GARAGE HOA PRIVATE COMMUNITY 1 BLOCK FROM INTERCOASTAL SCREENED BALCONY CEILING FANS VAULTED CEILING CENTRAL AIR UPGRADED TALL CABINETS GRANITE COUNTERTOP STAINLESS STEEL APPLIANCES CONVECTION RANGE/OVEN/AIRFRYER MICROWAVE DISHWASHER IN-SINK DISPOSAL SMART REFRIGERATOR DINING ROOM & FAMILY ROOM MASTER BEDROOM WITH WALK-IN CLOSET MASTER BATH GUEST BEDROOM ADDITIONAL STORAGE IN LOWER FLOOR OR GARAGE AIR CONDITIONING WASHER/DRYER SPRINKLER SYSTEM COMMUNITY SWIMMING POOL WITH LOUNGE CHAIRS + USE OF CASEY KEY MAINLAND POOL WALK/BIKE TO TOP RATED PINEVIEW SCHOOL, WALLMART, POST OFFICE, LEGACY BIKE TRAIL CLOSE TO SIESTA KEY, NOKOMIS BEACH, VENICE BEACH, OSCAR SCHERER STATE PARK HUGE FURNISHED BONUS ROOM ON FIRST FLOOR OUTDOOR GRILL Turn-key ready!
Courtesy: GULF SANDS REALTY, LLC
941-343-7275
One or more photo(s) has been virtually staged. Waterfront Elegance at Blackburn Harbor! Experience the comfort of a home with the convenience of condo living in this spacious 3-bedroom, 3.5-bath plus den residence offering 3,771 sq. ft. of beautifully designed space and 10-foot tray ceilings throughout and a new roof. Enjoy panoramic water views from the gourmet kitchen, featuring wood cabinetry, granite countertops, stainless steel appliances, a cook’s island, and a cozy dinette — perfect for morning coffee with a view. All bedrooms are large with ensuite baths and walk in closets. Set within Blackburn Harbor, a gated and pet-friendly waterfront community on 11 scenic acres, across the street has walking and bike trails including the Legacy Trail that runs from Sarasota to Venice. Residents can enjoy a lifestyle surrounded by nature and resort-style amenities with social gathering in the club house. It’s a boater’s paradise with protected deep-water dockage (up to 44 feet) complete with power, water, and no bridges to the Intracoastal Waterway. Community highlights include kayak storage and launch, tennis and pickleball courts, a heated pool, fitness center, clubhouse, and a gazebo with grills. Outdoor enthusiasts will love the nature trails across the street at Oscar Scherer State Park, abundant birdlife, dolphins, manatees, and kayaking adventures to Casey Key Tiki Bar & Restaurant. Perfectly located between Sarasota and Venice, Blackburn Harbor offers the best of both worlds — just minutes from beaches, cultural attractions, parks, shopping, and dining.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
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.
Courtesy: GENEROUS PROPERTY
941-275-9399
**IMPRESSIVE POOL/SPA HOME on a Desirable Corner Lot with Partial Water View** Custom-built by John Cannon and situated on an interior Cul De Sac in popular North Creek Estates, this 3-BED + Office/Den, 3 FULL BATH, 2-Car Garage residence affords wonderful privacy and features 2622sf of heated living area plus a spacious screened lanai with Heated Pool/Spa and ample covered seating area, for the utmost enjoyment of the Florida lifestyle. This Light and Bright, Open Floorplan entails premium features including crown moldings, tray ceilings, custom built-ins, gas fireplace, expansive kitchen with large island, hardwood cabinets, stainless steel appliances, etc. The spacious Owners’ Suite includes a Large, Walk-in Closet, and primary bath with dual vanities, soaking tub and custom-tiled shower. Recent Updated including NEW ROOF (2025), Appliances, Freshly Painted Interior, Carpet & Wood Flooring, etc. LOW HOA Fees. Residents enjoy a Prime Location with easy access to US41/Tamiami Trail -- close to area beaches including #1 rated Siesta Beach, shopping, dining, cultural attractions, and the highly rated Pine View School. **Please Enjoy Viewing the 3D VIRTUAL TOUR**
Courtesy: GENEROUS PROPERTY
941-275-9399
One or more photo(s) has been virtually staged. **BRILLIANTLY UPDATED, MOVE-IN READY, GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** offers an Ideal Southern-Exposure and View across the 3rd Fairway of the Interior, HERON GOLF COURSE. Situated on an Oversized 0.71 Acre Lot with Circular Driveway and manicured landscape, this Extensively Renovated Home offers 3 BEDROOMS + STUDY/DEN, 3 FULL BATHS, High Ceilings, Crown Moldings, Gas Fireplace, Engineered Hardwood Flooring, Spacious Kitchen with New QUARTZ Counters and Stainless Steel appliances including premium brands such as SUBZERO and KITCHENAID, 3-Car Garage, Etc. An Expansive Primary Bedroom Suite features multiple walk-in closets, dual vanities, soaking tub and custom-tiled shower. The Expansive screened lanai features a Heated Pool & Spa, Outdoor Kitchen and ample entertaining space in a private and serene setting. NEW FEATURES include ROOF, Hurricane Impact Windows & Doors, Flooring, Countertops, Appliances, Pool Cage, Newly Resurfaced Pool & Spa, newly Pavered driveway and pool deck, etc. The Oaks is a distinguished, 24hr guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS 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, Bocce, Basketball Court, Playground and more! 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.
Courtesy: COLDWELL BANKER REALTY
941-907-1033
One or more photo(s) has been virtually staged. Set on a private cul-de-sac within The Oaks, this revitalized estate captures the essence of elegant Florida living. From the moment you enter, the home’s light-filled, open design and thoughtful updates make an immediate impression. The main living spaces flow effortlessly from the chef’s kitchen to expansive entertaining areas and out to the lanai, where golf course views frame the heated pool, spa, and outdoor kitchen. The first-floor primary suite is a true retreat, featuring high ceilings, multiple closets, and a flexible sitting area that can serve as a nursery, gym, or private office. Upstairs, guests enjoy their own wing complete with a loft, theater, and screened terrace—ideal for relaxing or hosting in style. A split four-car garage, custom finishes, and generous room throughout reflect the craftsmanship expected in one of Sarasota’s most distinguished country club communities. The Oaks offers 24-hour security, two championship golf courses, an acclaimed racquets program, fitness and wellness facilities, and fine dining—all just minutes from the beaches and top-rated schools. Experience this home for yourself—take the 3D virtual tour and book your private showing today.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Elegantly renovated bayfront retreat on Casey Key and tastefully remodeled in 2012, this stunning bayfront home blends timeless coastal elegance with modern functionality, all in one of the desired locations on Casey Key. Designed for relaxing and entertaining, the open-concept living room, kitchen, and family room offer inviting spaces to gather, while the split floor plan ensures privacy, ideal for quiet retreats, reading or working from home. Enjoy serene views of the bay and Intracoastal Waterway from the primary suite, a coastal sanctuary. Set on over half an acre, the expansive backyard features a large screened-in pool and lush landscaping, creating your own private tropical paradise by the water. The deeded easement directly across the street leads to a secluded sandy beach, offering endless days of sun, sea, and tranquility. The property remained unaffected by recent storms, a testament to its solid construction and meticulous upkeep. Recent upgrades include mew metal roofs on the home and garage (2020), HVAC system replacement (2020), new water heater (2021), PGT impact-rated windows and doors (2012) and new garage door (2012). Ideally situated for easy access on and off the key, this residence is also close to top-tier shopping, dining, golf, tennis and recreational amenities. With Sarasota and Venice just a short drive away, you’ll enjoy a balance of island living and urban convenience.
Courtesy: KELLER WILLIAMS ISLAND LIFE REAL ESTATE
941-254-6467
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 10,000-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.
Courtesy: BRIGHT REALTY
941-552-6036
Stunning residence crafted by renowned builder Lee Wetherington. Nestled on a southern exposure, maintenance-free landscaped lot, this home offers the perfect blend of style, comfort, and functionality. Interior Highlights- Architectural Elegance: High tray ceilings, extensive crown molding, and built-in shelving throughout. Gourmet Kitchen: Stainless steel appliances, natural gas cooking, and glass block accents that flood the space with natural light. Spacious Great Room: Open floor plan ideal for entertaining, with seamless flow to dining and breakfast areas. Owner’s Retreat: Expansive 14x28 suite with a private sitting area and dual walk-in closets. Outdoor Living- Striking Entry: Double doors welcome you into a light-filled, airy interior. Covered Patio & Heated Pool: Extended lanai overlooks a tranquil pond, perfect for indoor/outdoor living. Upgrades for Peace of Mind: Hurricane shutters, property is well maintained . Community Perks- Resort-Style Amenities: Heated pool, spa, pickleball courts, fitness center, and playground just steps away. Low HOA Fees: Include high-speed internet, cable, yard maintenance, and irrigation. Location & Lifestyle Nature & Recreation: Hike Oscar Scherer State Park, bike Casey Key or the Legacy Trail, or enjoy the Intracoastal Waterway just 3 minutes away. Convenience: Minutes to white sand beaches, Pine View School, downtown Sarasota and Venice, with Publix grocery nearby.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
Welcome to this attractive St. Charles floor plan found in the desirable Woodlands at Rivendell community! This charming home sits on a large corner lot directly across from the heated community pool and is within easy reach of the highly ranked Pine View School for the Gifted (Grades:2-12). Built in 2001, this well-maintained home features four bedrooms, or three bedrooms plus den with closet, and two full baths. The spacious great room includes living and dining areas, elegant crown moldings, tray ceilings, built-ins and plantation shutters for timeless style. The open kitchen offers a breakfast bar, Corian countertops, and a bright breakfast nook with bay windows ideal for casual dining. Go outside to enjoy a large, fenced-in backyard with exotic palm and fruit trees, and a screened-in lanai featuring roll-down sun protection and westerly exposure, ideal for relaxing sunsets or entertaining guests. Recent updates include new roof and paint from July 2023 (transferable warranty) and a new air conditioner in May 2024. Well for irrigation. Woodlands at Rivendell is in Osprey near the top-rated Pine View School, the Legacy Trail, shopping, dining, Casey Key, kayaking, boating, and the beautiful Gulf beaches. In a preferred X flood zone with low HOA dues (only $721 semi-annually), and no CDD fees.
Courtesy: MICHAEL SAUNDERS & COMPANY
941-951-6660
Hurricane-protected dry storage with top-tier amenities! This slip offers hassle-free storage in one of Sarasota County's most convenient locations. Keep your boat safe from Florida's unpredictable weather while enjoying all the benefits of a full-service marina. Located just before the swing bridge to Casey Key at ICW Marker 33 (north of the Blackburn Point Bridge), this slip fits boats up to 32.5L x 9.7W x 8H. With valet boat service, full-time staff, wash, fuel, and pump-out stations, fish cleaning tables, a bait and tackle shop, maintenance racks, picnic tables, restrooms, an on-site restaurant, deli, and ship store, it's a boater's dream. Call ahead for splash, fueling, and even have your deli order waiting when you arrive. Enjoy quick access to Midnight Pass and the Venice Inlet, along with the peace of mind that comes from hurricane-safe indoor storage that could even reduce your insurance costs. Skip the storm prep, protect your investment, and enjoy effortless boating with first-class service at Osprey Harbor Village.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
This condominium has it all! Fantastic water views along the Intracoastal. Amazing sunsets from the large balcony. A private two-car garage. Three bedrooms, three full baths and 2,000 square feet of living area. The building has a new roof, the elevator was just replaced, and yet the condo dues were just reduced by $500 a quarter! The spacious screened-in balcony overlooks greenery and the Intracoastal Waterway and offers room for dining and relaxing. The gated resort-style community Hidden Bay offers a heated pool and spa, a grass-thatched tiki hut with grilling stations, a lighted tennis court plus two lighted pickleball courts. For water lovers, there is a kayak launch and a 500-yard elevated boardwalk that winds through lush mangroves. The beautifully renovated clubhouse features a catering kitchen with countertop seating, a fully stocked reading library and a fitness room. The location combines a peaceful, gated waterfront community with convenient access to nearby shopping, dining, recreation and only eight miles to Siesta Key, consistently ranked as one of the best beaches in the U.S. For cycling enthusiasts, the nearby Legacy Trail offers 20-plus miles of scenic, paved biking trails.
Courtesy: COLDWELL BANKER REALTY
941-383-6411
Experience Unmatched Luxury in this Meridian Penthouse! Welcome to the epitome of luxury living at Meridian at The Oaks Preserve. This stunning 3 bedroom, 2.5 bath penthouse offers a private 2-car garage and is designed for the discerning buyer who values quality, elegance, and an unparalleled location. From sunrise to dramatic color-drenched sunsets over the Gulf, your days will be filled with the joy of elegant country club living. The moment you enter, you'll be captivated by the classic appointments and meticulous attention to detail. This expansive 3,700 square foot residence features beautiful Travertine marble floors, inlaid wood paneling, and a private elevator that opens directly into your home. The gourmet kitchen is a home chef's dream, boasting panel-ready appliances, maple cabinets, Miele double ovens, a Thermador induction range, and two Fisher Paykel dishwashers. The spacious master suite is a true sanctuary, featuring a luxurious bathroom with a steam shower, Onex counters, a large, jetted tub and his-and-hers closets. The third bedroom is currently set up as an office and has built-in features. With a soundproof media room, Lutron lightening system, customer millwork and a Sub Zero wine storage system, you’d think you couldn’t ask for more! Yet there is! This unit has a TWO CAR PRIVATE GARAGE, retractable screens on the balcony, and motorized hurricane shutters and, for Meridian residents only, your own community pool, spa and fitness center. Offering all this plus everything that being a member of The Oaks, Sarasota’s finest golf and country club, has to offer: two 18-hole championship golf courses, pickleball and 12 HAR TRU tennis courts, a regulation-size croquet lawn, state-of-the-art Wellfit Center, an inspired culinary program, and celebrated social calendar. Membership is required with homeownership.
Courtesy: LOKATION
954-545-5583
Located in the highly sought-after Bay Acres community, this home offers modern upgrades, spacious living, and access to one of the area’s most desirable boating lifestyles. Recent updates include a metal roof, 2018 HVAC system with all-new ductwork, 2022 whole-house re-plumb including sewer lines, underground electric and 200-amp electrical panel, new septic system, water heater, and stainless steel appliances—all completed in 2022. Yard was completely fenced in 2024. With ample square footage, there’s even potential to add a third bedroom, offering flexibility for your needs. All major systems have been upgraded; now this home is waiting for your personal touch. The oversized garage with over 500 SF has sliding doors leading to the backyard and side-yard. Large 15,500 SF of land there is ample space to add a pool. This home has a split bedroom layout and 2 bathrooms (one en-suite; other could be made en-suite). Not located in a high risk flood zone. The Bay Acres community features a private waterfront park on a protected bay with dockage for boats up to 22 feet, a kayak launch, and storage for kayaks and paddleboards. There’s also a shaded picnic area for relaxing or entertaining. Boaters will love the direct access to the water from the 12-slip community boat basin, with slips available by waitlist. For larger vessels, Blackburn Point Park Boat Ramp is just 1.5 miles away. Located just minutes from Casey Key, Siesta Key, and the A+ rated Pine View School, this property is ideal for boaters, beachgoers, and families alike. Nearby attractions include Oscar Scherer State Park, Selby’s Historic Spanish Point, and The Legacy Trail, while Downtown Sarasota and Venice have plenty of shopping, dining, and entertainment options. Bay Acres is a non-deed-restricted neighborhood, giving you the freedom to park your boat, trailer, or RV without the hassle of HOA restrictions. All the hard work has been done—now it’s time to make this your own piece of paradise.
Courtesy: FINE PROPERTIES
941-782-0000
Perfect Home for a SNOW BIRD OR A "YEAR-ROUNDER "!! The Arbors is the BEST of the Florida sun belt communities. THE ROOF -- New in 2022 with 15-Year Transferable Waranty. THE CARPORT -- New 2023 No leaks. This lovingly maintained manufactured home is in a PET FRIENDLY zone. Your LOW $215/month HOA provides: YOUR Water. YOUR Sewer. YOUR Lawn care. YOUR Cable service. A lucky buyer could move in right away and make some upgrades as needed. YOU and your fellow homeowners will own the company that owns the park. it's a Co-Op park for over-55 owner residents. Therefore, everybody takes pride in keeping it wonderfully maintained and reasonably priced with low HOA dues. Better take a look before the bidding war starts.
Courtesy: GENEROUS PROPERTY
941-275-9399
**STUNNINGLY DESIGNED and UPDATED -- ARCHITECTURAL ESTATE in the coveted OAKS BAYSIDE Country Club Neighborhood** on Little Sarasota Bay waters features 3 BEDS plus DEN/OFFICE, 3 FULL BATHS and incredible detail throughout including beautiful crown moldings, volume ceilings, hardwood floors, wainscoting, plantation shutters, LED lighting accents and MORE! NEW ROOF (2020). The CHEF’s KITCHEN boasts Quartzite counters, hardwood cabinetry, NEW Appliances include SUBZERO Refrigerator, WOLF Range and built-in coffee station, etc. The Spacious primary bedroom suite entails a bonus sitting area and multiple walk-in closets while the primary bath offers dual vanities, elegant soaking tub and custom-tiled shower. Enjoy the utmost in Florida living in the expansive, screened Lanai with impressive pavered deck, ample covered sitting area and oversized, Heated, Saltwater, PebbleTec Pool and Spa. This desirable corner lot in Flood Zone “X” with lovely, manicured, lush landscape offers a tranquil and private setting. The nearby Community Day Dock on the Intracoastal Waterway is a cherished amenity of the Oaks-Bayside residents. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include 3 RESTAURANTS, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS 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, Bocce, Basketball Court, Playground and more! 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.
Courtesy: COLDWELL BANKER REALTY
941-493-1000
GREAT NEW PRICE to live like you're on vacation every day in this beautiful one bedroom, one and a half bath, FIRST FLOOR condo in the popular community of Pine Run! Step inside and you'll find a welcoming, well-designed, floor plan that is beautifully decorated throughout. The primary bedroom has a beautiful UPDATED ensuite bathroom with a new hurricane window, dual closets and a private sliding patio door to the back lanai that lets the natural light in. The half bath is also UPDATED and has granite countertops. The UPDATED kitchen has plenty of cabinets for storage, beautiful granite countertops, a pass through counter to the dining area and a new hurricane impact sliding patio door letting in more natural light and opening to a cozy private patio. The screened-in lanai runs almost the entire length of the back of the condo and is a perfect space to enjoy the warm tropical breezes and views of the lush tropical landscaping. Lovely tile flooring in every room. Two pets are welcome here! A/C and water heater new in 2021. Plus you have your own brand new in 2025 stackable washer and dryer inside this unit. This condo comes with a covered one car carport and TWO outdoor storage closets; a perfect place to store your beach chairs and bicycle! Pine Run is a resort-style community in a fabulous location in Osprey with beautiful tropical landscaping and all kinds of amenities to enjoy from the two heated community pools, pickleball and tennis courts, club house with fitness room and outdoor kayak storage racks! During the season there are plenty of fun events to fill up your calendar. Close to Nokomis beach, in a great location between Sarasota and Venice where you will find delicious waterfront restaurants, boutique shoppes, festivals golfing, fishing, boating and more. This wonderful condo is ready right NOW for you to move in, relax and start having fun!
Courtesy: DOUGLAS ELLIMAN
941-867-6199
Newly Remodeled Gulf-Front Mediterranean Villa on Casey Key Framed by the pristine natural beauty of North Casey Key, this Spanish Mediterranean beachfront estate is perfectly positioned along one of Florida’s most exclusive barrier islands — an unspoiled, eight-mile stretch of tropical coastline. Just minutes from the cultural and dining destinations of Venice and Sarasota, the residence offers unrivaled privacy, architectural beauty, and Gulf Coast living beyond compare. Behind a gated entry, the main residence features three bedrooms and three-and-a-half baths, thoughtfully remodeled with no detail spared. Distinctive design elements include wood beams and moldings, Mexican tile and wood floors, brick accents, hand-painted stair tiles, and hurricane-impact windows and doors. Additional enhancements include a new roof, new pool, and updated A/C and pool equipment, ensuring comfort and peace of mind. The gourmet kitchen showcases custom cabinetry, Wolf appliances, and elegant finishes — ideal for entertaining or everyday living. Expansive windows and sliding glass doors bathe the interiors in natural light and frame breathtaking Gulf views. The master suite serves as a private sanctuary featuring a sitting room, wet bar, soaking tub, dual sinks, walk-in closet, and balcony overlooking the pool. Two en suite guest bedrooms provide comfort and privacy for family or visitors. A spiral staircase leads to a rooftop deck offering panoramic Gulf and bay vistas. Reflecting the romance of classic Spanish design, the home radiates warmth and character with arched doorways, pecky cypress ceilings, wrought-iron detailing, and timeless brickwork — blending old-world craftsmanship with modern luxury. The courtyard-style pool area and lush tropical gardens with winding walkways provide a serene setting for outdoor living and entertaining, while the guest quarters above the garage — complete with a full bath — can be used as an art studio, office, or fitness room. Experience the serenity, seclusion, and sophistication of Casey Key — a rare Gulf Coast haven where architectural elegance meets the natural beauty of Florida’s most celebrated barrier island.
Courtesy: PREMIER SOTHEBY'S INTERNATIONAL REALTY
941-364-4000
One or more photo(s) has been virtually staged. Considered one of the finest community-owned marinas on the west coast of Florida, Southbay Yacht & Racquet Club features a seven-acre, deep-water boat basin that will accommodate kayaks, jet skis, sailboats, powerboats, catamarans and yachts up to 55 feet in length. With a six-foot depth at mean low tide, the marina can accommodate 175 boats owned by its residents. In Southbay, the HOA fees are only $612 per quarter and it’s also affordable to keep your boat in a slip that includes water and electric. With the Southbay neighborhood in your backyard and the marina in your front yard, this beautiful, completely renovated waterfront home features three bedrooms, four full baths, a flex-space office and it’s on one of only two waterfront streets in the community. The residence, which has stunning views of water from many of its rooms, boasts a tray ceiling inside the front entry, porcelain plank tile flooring, spacious open rooms, an abundance of impact-rated windows and sliding glass doors, a lovely entertainment kitchen that includes a breakfast area, along with spacious family room and dining room areas. The expansive outdoor pool space, with a newly built custom pool and spa, is framed with a panoramic, clear-span pool cage that features an expansive stone-tiled sundeck, along with ample covered areas for outdoor dining and entertaining. The primary suite offers privacy and boasts a double-door entry to the pool and spa. The primary bath features a deep soaking tub, a frameless glass shower, dual vanity sinks, large-format floor and wall tile, and two walk-in custom closets with organization systems. There are two guest bedrooms with en-suites, one with marina views and the other opens to the pool area, and both feature custom reach-in closets. This home is move-in ready with a three-car garage, brick paver driveway and mature landscaping. The home overlooks the Southbay Yacht & Racquet Club Marina, which features a newly renovated clubhouse that offers grand views of the marina. Inside is a 99-person ballroom with a catering kitchen and dance floor, a community room with a kitchen, piano and entertainment area, a fitness room with aerobic and strength training equipment, a card room, library and a meeting room. The community also has a geothermal-heated pool, a youth pool, covered outdoor patios with furniture, three tennis courts, four pickleball courts, a bocce ball court, two shuffleboard courts, a basketball court, a kayak storage area, a waterfront park, 20 acres of common ground and five miles of meandering sidewalks. The development is golf-cart friendly and the community hosts weekly, monthly and multiple annual events, plus there’s even a Power and Sail Club. You’ll love living in this waterfront home and this special community. Be sure to request a copy of the 50-page digital property catalog, along with viewing the property film.
Courtesy: EXP REALTY LLC
800-486-1794
Beautifully renovated home with a heated pool on just over half an acre. Nestled on a private, tree-lined street and surrounded by lush tropical landscaping, this property offers exceptional privacy and tranquility. This home has been completely renovated and is being sold turnkey. It has been successfully used as an investment property with substantial rental income. Recent updates include: interior renovation, new roof and pool cage rescreened (2021), pool pump (2022), HVAC (2023), water heater, well pump, and garage door opener (2024), plus automated pool cleaner and septic flush (2025). Enjoy the spacious layout, modern finishes, and resort-style outdoor living with a heated pool and screened lanai. The location is ideally situated between downtown Sarasota and Venice, with a short drive to area beaches, parks, restaurants, and shopping. Oscar Scherer State Park is directly across the street, offering birdwatching and nature trails. The Legacy Trail (Osprey Junction Trailhead) is just 3 minutes away, making this a very bike-friendly area. With no HOA and ample parking, you can bring your boat, RV, or other recreational toys-there's plenty of room to store them comfortably on the property. This property is the perfect combination of updated comfort, natural beauty, and an unbeatable location. Ideal as a full-time residence, seasonal retreat, or income-producing investment.
Courtesy: KELLER WILLIAMS ON THE WATER S
941-803-7522
Tranquil Coastal Living in Pine Run 244 Woodland Dr, Osprey, FL 34229 Tucked beneath a canopy of mature oaks and palms, this beautifully updated 2-bedroom, 2-bath condo captures the easy, natural rhythm of coastal Florida living. Nestled within the sought-after Pine Run community, it offers both peace and connection just minutes from the beaches of Casey Key, charming Venice, and downtown Sarasota. Step inside to discover light-filled spaces, a warm neutral palette, and a welcoming open layout. The kitchen stands out with stainless-steel appliances, a stylish glass backsplash, and playful custom cabinetry that adds personality and character. A cozy breakfast nook sits beside a large window overlooking lush greenery, creating the perfect spot to start your day. The spacious living and dining areas flow naturally toward a screened lanai with vaulted wood ceilings, where you can sip coffee in the morning or unwind at sunset to the sounds of nature. Both bedrooms are roomy and inviting, with the primary suite opening directly to the lanai for that indoor-outdoor lifestyle Florida is famous for. Pine Run offers resort-style amenities in a natural, park-like setting two heated pools, tennis and pickleball courts, a fitness center, clubhouse, and kayak storage. With 20+ acres of native trees, walking trails, and tropical landscaping, this community feels worlds away yet sits moments from Tamiami Trail, dining, marinas, and the Gulf’s turquoise waters. Highlights: • 2 Bedrooms, 2 Bathrooms, 1,325 Sq Ft • Open, light-filled interior with stylish kitchen and breakfast nook • Vaulted, wood-ceiling lanai with peaceful treetop views • Primary suite with private lanai access • Full laundry, ample storage, and designated carport parking • Low-maintenance living with exceptional amenities • Minutes to Nokomis Beach, Casey Key, and downtown Sarasota Live easy. Breathe deep. Welcome home to Pine Run.
Courtesy: WILLIAM RAVEIS REAL ESTATE
941-867-3901
PRICE IMPROVEMENT! This immaculate and meticulously maintained 3-bedroom, 2-bath home in the sought-after Southbay Yacht & Racquet community is move-in ready and packed with beautiful updates. The open-concept kitchen has been tastefully remodeled with stainless steel appliances, center isle and lighting, and both bathrooms have also been updated. Natural light fills the home through replaced windows and elegant French doors, all of which are provided with hurricane protection for peace of mind. Crown molding and plantation shutters on all windows add a refined touch throughout, and engineered wood flooring enhances the living room and bedrooms, while ceramic tile flooring is featured in the kitchen and cozy family room complete with a charming wood-burning fireplace. Additional highlights include: a spacious utility room with ample cabinet storage, a new roof and fresh exterior paint in 2024 and new A/C system, dishwasher and garbage disposal in 2025. Florida-friendly landscaping with an abundance of fruit trees and native vegetation surrounding the home are perfect for the gardening enthusiast. Southbay Yacht & Racquet is a golf cart community that offers an array of community features and exceptional lifestyle with a recently remodeled 10,000 sq. ft. clubhouse featuring a well equipped fitness center, adjacent swimming pool, and expansive patio. The community-owned marina with residents only boat slips offers direct access to the Intracoastal Waterway with no fixed bridges to hinder your journey to the Gulf. Enjoy a wide range of amenities, including: pickleball and tennis courts, bocce and shuffleboard court, scenic walking and biking paths throughout the community and playground. Ideal location conveniently nestled between downtown Sarasota and downtown Venice, this home is close to top-rated dining, shopping, and entertainment. You’re just a short drive from world-renowned Siesta Key and Nokomis Beach, the Legacy Trail, and the nationally ranked Pine View School. Don’t miss this opportunity to own a beautiful home in one of the Gulf Coast’s most desirable boating communities
Courtesy: MICHAEL SAUNDERS & COMPANY
941-966-8000
One of the largest homes in Bay Oaks Estates, this 5-bedroom, 2.5-bath single-story pool retreat delivers the best of indoor-outdoor Florida living with flexible spaces for guests, work, and play. Curb appeal pops with a brick paver circular drive, lush landscaping, and a covered, columned entry with French double doors and an arched transom. Inside, high ceilings and an abundance of natural light set a welcoming tone. The formal living and dining rooms flow to the heart of the home – a well-appointed kitchen designed for everyday living and entertaining, featuring granite counters, tile backsplash, stainless appliances, a center island with raised breakfast bar, closet pantry, built-in desk and wine rack, recessed & pendant lighting, and a picturesque breakfast nook with wraparound windows. The kitchen opens to the spacious family room with a tray ceiling and mirrored media niche. A pocketing three-panel slider seamlessly extends the living space to the covered lanai and screened pool; additional sliders from the formal living room, the primary suite, and a secondary bedroom maintain the indoor–outdoor connection. Out back, the lanai enjoys a private, tranquil, tree-lined backdrop, overlooking a curved, free-form pool with twin arc fountain jets, a raised sun terrace for lounging, and generous space to relax or gather. A screen door leads to the lawn and a separate pergola patio with power – perfect for morning coffee or an evening grill. From the backyard you have direct access to the Legacy Trail, the popular paved, multi-use path linking Sarasota and Venice, for miles of biking and walking through nature. The private primary retreat offers lanai access, two closets (one walk-in), and a spa-like en-suite bath with a Jacuzzi jetted soaking tub framed by an arched window with plantation shutters, separate walk-in shower with wall body sprays, a long double vanity, and a private water closet. Thoughtful split-bedroom design places three secondary bedrooms and a full bath together in their own wing (one is oversized with lanai access that can flex as a game/media space), while a full 5th bedroom – currently used as an office – sits near the primary suite. An interior laundry room adds storage shelves, cabinets, and a utility sink. Major updates for peace of mind include: replumbed water lines, roof (2015), A/C (2019), new water heater (2024), new pool pump (2024), kitchen appliances (2021), washer and dryer (2023), polycarbonate storm panels, and irrigation. All in a well-kept, low-fee, pet-friendly Osprey community conveniently located just minutes from top-rated schools, including the prestigious Pine View School, and close to the Gulf beaches of world-renowned Siesta Key, Nokomis, and Venice, as well as Oscar Scherer State Park, and a variety of shopping, dining, entertainment, and everyday conveniences; the Gulf Coast lifestyle at its finest. Schedule your private showing today and fall in love with the lifestyle that 571 Pine Ranch East Rd has to offer.
Courtesy: FLATFEE.COM
954-965-3990
Retreat to paradise in this stunning waterfront home, built new in 2011, in highly sought-after Sorrento Shores, Osprey. Perfectly situated on 210 feet of wide canal frontage, this residence offers deep water access with no bridges to the bay—a dream for boaters. Nearly every room provides breathtaking views of the water and swaying palms. Constructed with concrete block on both floors and encompassing 6,254 square feet under roof, this home was built for strength, safety, and peace of mind. The main living area is elevated to 18 feet, well above flood levels. Inside, you’ll find an open-concept design with soaring 14-foot coffered ceilings, crown molding, and LED lighting. Expansive sliders lead to a private lanai and wraparound balconies to enjoy serene sunrises and glowing sunsets. The kitchen offers a large granite island, ample counter space, and a gallery window framing the water. Each of the three bedrooms features a private ensuite bathroom. The master suite includes three closets, balcony access, and a spa-like bath with jetted tub, dual vanities, makeup desk, and oversized shower. One secondary bedroom also has balcony access. The first level provides space for cars, toys, and storage with hurricane-impact glass throughout. Closed-cell insulation enhances efficiency, and concrete stairs and elevator shaft add durability. The home sustained no damage or flooding during recent hurricanes. The expansive paved patio overlooks canals frequented by manatees and dolphins.
Courtesy: DOUGLAS ELLIMAN
941-867-6199
A grand estate where timeless design meets lakefront tranquility, 101 Osprey Point Drive offers refined living within the private gates of The Oaks Bayside. Designed by architect Bo MacEwen, this one-of-a-kind home spans more than 5,000 square feet, all cleverly positioned on nearly an acre with 150 feet of lakefront. Situated on two of the community’s most desirable lots, the residence balances architectural distinction with thoughtful updates that ensure comfort and livability. An oversized circular drive paved in granite tile leads to a stately double-door entrance. Inside, the foyer sets the tone with soaring ceilings, hand-crafted moldings, chandeliers, and a white onyx floor with marble inserts. Spaces include an oversized living room with dual fireplaces, a crystal chandelier, and multiple sets of French doors opening to the lakefront patio. The dining room, anchored by another fireplace and framed by custom casings and built-in shelving, is ideal for grand entertaining. A domed ceiling sitting room with French doors to the patio adds an intimate space for cocktails or conversation, while the custom bar and wine room, with etched glass cabinetry, stone counters, and display shelving, enhances the home’s appeal for gatherings. The kitchen, completely remodeled in 2019, is a showcase of craftsmanship with UltraKraft® cabinetry, custom soffit lighting, Corian countertops, and a center island with breakfast bar. Luxury appliances include a Sub-Zero refrigerator, Wolf gas cooktop, wall oven, microwave, warming drawer, two KitchenAid dishwashers, and a Frigidaire wine fridge. A butler’s pantry provides additional storage, while the sunny breakfast nook overlooks lush gardens. Family and gathering rooms carry the same sense of scale, with dramatic fireplaces, intricate moldings, and detailed ceiling treatments that flow seamlessly for everyday living or large-scale entertaining. The primary suite is a true retreat with a spacious sitting area, custom closets, and a well-appointed bathroom that was newly remodeled in 2025 with spa-inspired finishes. Three guest suites, each with updated full baths (2021 and 2025), provide privacy and comfort. One is a suite with a bathroom near the laundry room, which offers flexibility for live-in staff or extra accommodation. Outdoors, the home embraces its setting with an open pool, expansive deck, and cabana surrounded by manicured hedges and mature landscaping. The views are equally compelling, with mature gardens and community reflecting pond in the front and sweeping lake vistas in the back. Additional highlights include a three-car garage, refinished hardwood floors (2020), and a new Daikin 5-ton AC system installed in 2022. Ownership at The Oaks Club brings an unmatched lifestyle, with two championship golf courses, tennis and pickleball courts, croquet, a fitness center and spa, three on-site restaurants, and a community dock on Little Sarasota Bay. Elegant yet inviting, 101 Osprey Point Drive stands as a rare opportunity to enjoy lakefront living with resort-style amenities in one of Sarasota’s most established private enclaves.
Osprey is located in Florida. Osprey, Florida 34229has a population of 6,395. Osprey 34229 is less family-centric than the surrounding county with 14.92% of the households containing married families with children. The county average for households married with children is 17.15%.
The median household income in Osprey, Florida 34229 is $87,120. The median household income for the surrounding county is $69,490 compared to the national median of $69,021. The median age of people living in Osprey 34229 is 58.3 years.
The average high temperature in July is 90.8 degrees, with an average low temperature in January of 50.7 degrees. The average rainfall is approximately 54.3 inches per year, with 0 inches of snow per year.
