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$6,449,000
6 Beds 6 Baths The Oaks SubDv. 34229 Zip Code
Under contract-accepting backup offers. A rare combination of timeless grandeur and effortless waterfront living, this bayfront estate in The Oaks Bayside commands approximately 150 feet of Bay frontage across 0.60 acres, with water views framing nearly every principal room. The residence offers 6 bedrooms, 5.5 baths, multiple covered balconies overlooking the Bay, additional ground-level flex space and a side-entry 3-car garage. A circular brick-paver driveway, tropical landscaping and a stately columned entrance create an unforgettable arrival. The dramatic two-story foyer features architectural columns, custom millwork and a wood-clad ceiling accent. European French white oak engineered flooring flows through the main living spaces. The living and family rooms feature soaring ceilings, extensive millwork, statement lighting, carved-stone fireplaces and oversized windows framing expansive water views. An adjoining sitting area features arched windows, a wood-clad ceiling and multiple glass doors opening to the waterfront balcony. The new kitchen is appointed with ceiling-height Shaker cabinetry, champagne-bronze hardware, marble countertops and an oversized waterfall island with seating for five. A GE Monogram appliance suite includes a professional gas range with griddle, refrigerator and dishwasher. A custom range hood, dimensional tile backsplash, apron-front sink and walk-in pantry complete the space. The waterfront dining nook incorporates built-in cabinetry, a stone serving counter and beverage cooler, while the formal dining room features a tray ceiling, paneled walls and columns. A waterfront office with built-in bookshelves, fireplace and balcony access, an updated laundry room and multiple en-suite guest accommodations complete the main level. Upstairs, the landing overlooks the living spaces beneath a crystal chandelier. The primary suite offers separate sleeping and sitting areas, a carved-stone fireplace, wide water views, private balcony access and two walk-in closets with custom storage. Its spa-inspired bath includes dual furniture-style vanities, a freestanding soaking tub beneath a picture window and an oversized frameless shower with marble-look tile, rainfall and handheld fixtures. Additional bedrooms offer en-suite or nearby baths, walk-in closets, abundant natural light and water or tropical views. Multiple covered balconies overlook the newly resurfaced pool, paver terrace, manicured lawn and waterfront. The pool features a 7-foot depth, entry steps, seating or sun-shelf areas, lighting, a self-cleaning system and a new pump. A private walkway through the mangroves leads to a new 5-by-60-foot composite dock completed in 2026, equipped with electric, water and a 6,000-pound boat lift. The property also features a concrete seawall and direct boating access. The lower level provides substantial additional flexibility for recreation, fitness, media or entertaining. Further updates include a newer 2023 tile roof, new HVAC, all-new appliances and flooring, new interior doors and moldings, hurricane protection and exterior lighting. The renowned Oaks Club is one of the area’s premier member-owned clubs, featuring two championship 18-hole golf courses, a full slate of tennis and fitness facilities, and an elegant clubhouse offering fine dining and a vibrant social calendar. Ideally situated in Osprey, the property offers convenient access to Gulf beaches, the Legacy Trail, dining and shopping, with downtown Sarasota and Venice both within easy reach.

112 Osprey Point Drive, Osprey

$9,750,000
5 Beds 8 Baths Casey Key SubDv. 34229 Zip Code
At the northernmost point of Casey Key, where the Gulf meets the tranquil waters of Little Sarasota and Blackburn Bay, an extraordinary private estate unfolds between two worlds of water. Beyond a secluded entrance lies a residence of remarkable distinction, an Italianate architectural masterpiece spanning more than 8,000 square feet, with a private sandy beach on the Gulf and a rare, grandfathered covered boat lift on the bay. Designed by renowned architect Clifford A. Scholz and masterfully built by Delta Southern Construction, the estate was envisioned not simply as a home but as a setting for an exceptional life. Here, timeless architecture, impeccable craftsmanship and modern coastal luxury converge in a residence designed to bring family and guests together while preserving moments of treasured privacy. From the moment of arrival, the architecture reveals a quiet sense of grandeur. Cypress-beamed ceilings, graceful arches, French doors, handcrafted millwork, and luminous water views create a sequence of spaces that feel both magnificent and deeply welcoming. The living room commands a captivating panorama across the Bay, while walls of glass and elegantly framed openings blend the boundary between interior and landscape. The culinary spaces are equally impressive. A sophisticated kitchen is complemented by a dedicated wine cellar, butler’s pantry, and wet bar—an entertainer’s dream conceived for intimate dinners and spectacular gatherings alike. Beyond, a grand media room provides an elegant retreat for cinematic evenings, music, and cultural pursuits. The primary suite is a private sanctuary unto itself. A serene sitting room, sumptuous bath, dual closets, breakfast nook, and expansive water views create an atmosphere of effortless indulgence. Three additional bedroom suites offer luxurious accommodations for family and guests, while a fifth suite transforms into a private wellness retreat with a home gym, steam room, and sauna. A magnificent marble staircase leads to an office and library distinguished by leaded-glass doors, handcrafted built-in shelving, a coffered ceiling, and mesmerizing Gulf views. Throughout the residence, additional spaces for recreation, relaxation, and quiet spaces have been thoughtfully integrated, ensuring that every corner serves the extraordinary rhythm of life on the water. Outside, stone terraces cascade toward a shimmering infinity pool, where the architecture gives way to sky and water. Days unfold between the pool and the Gulf, afternoons drift toward the bay, and evenings become unforgettable beneath the coastal sky. For the boating enthusiast, the deep-water dock offers quick access with no bridges to the Gulf through Midnight Pass and features one of the area’s rare grandfathered covered boat lifts. For those drawn to the Gulf, a private sandy beach provides a front-row seat to spectacular sunsets and the timeless beauty of the sea. Yet perhaps the estate’s greatest luxury is its sense of place. North Casey Key remains one of Sarasota County’s most coveted enclaves—a sanctuary of quiet privacy and natural beauty, remarkably close to world-class golf, tennis, dining, shopping, and the cultural attractions of Sarasota. This is more than an exceptional residence. It is a private coastal world—an irreplaceable estate where architecture, water, nature, and the art of gracious living come together in extraordinary harmony.

1216 N Casey Key Road, Osprey

$599,000
2 Beds 2 Baths Blackburn Harbor SubDv. 34229 Zip Code
Sweeping water views, beautiful updates and an enviable waterfront lifestyle come together in this exceptional fourth-floor residence at Blackburn Harbor. Docking available on the premises for a very reasonable quarterly fee. Set along South Creek with direct access via canal to the Intracoastal Waterway and the Gulf, this spacious 2-bedroom, 2-bath home with a versatile den captures the essence of coastal Florida living, from spectacular sunsets and gentle sea breezes to easy access for kayaking and boating. Thoughtfully renovated, the residence offers a fresh, modern feel with laminate wood flooring throughout, plantation-style window shutters, updated lighting and new vertical drapery on the sliding doors. The open living and dining areas flow seamlessly to the spacious screened lanai, where expansive water views create a beautiful setting for morning coffee, afternoon relaxation or sunset entertaining. The updated kitchen features quartz countertops and backsplash, stainless-steel appliances replaced in 2022, a new faucet and disposal, and thoughtfully added cabinet drawers for enhanced storage and functionality. Both bathrooms were beautifully updated in 2022 with new cabinetry, sinks, granite countertops, backsplashes, faucets, mirrors and fresh paint. The spacious primary suite enjoys tranquil water views, three closets—including two walk-ins—and a generous ensuite bath. The guest bedroom features a walk-in closet and convenient access to the second bath, creating a comfortable private suite for guests. The den adds valuable flexibility as a home office, reading room or occasional third bedroom. Additional improvements include a new HVAC system in 2023, water heater, washer and dryer in 2022, and a new metal community roof installed in 2025. HOA fees include water, sewer, cable and Wi-Fi, leaving electric as the primary utility expense. Blackburn Harbor is an inviting gated waterfront community surrounded by lush tropical grounds and an active social atmosphere. Residents enjoy a heated pool, fitness center, tennis, pickleball, shuffleboard, clubhouse, walking paths, waterside gathering areas, grills and a kayak launch. Boat dockage is available for approximately $252 per month, offering the rare opportunity to keep your boat close to home and enjoy the waterways at your leisure. Located minutes from Nokomis Beach, the Legacy Trail, Oscar Scherer State Park, shopping and dining, this is a wonderful opportunity to enjoy the best of the Sarasota-area waterfront lifestyle—with the updates already done and nothing left to do but settle in and enjoy.

5100 Jessie Harbor Drive Unit 404, Osprey

$985,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
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

$349,900
3 Beds 2 Baths Toscana Isles SubDv. 34275 Zip Code
Expansive lake views await you on the largest condo lake in Toscana Isles! With a brand new roof, this bright and airy 3-bedroom plus den condo is ideally situated to offer stunning, unforgettable views, and it comes fully furnished! This spacious floor plan features an open kitchen complete with a large center island, white cabinets with 42-inch upper cabinets, granite countertops, a stylish backsplash, stainless steel appliances, an upgraded Bosch dishwasher, and a generous walk-in pantry. Additional upgrades include motorized lanai shades, new lighting in the living area, designer ceiling fans, a UV light in the HVAC system, blinds, and window coverings. The owner's suite boasts an en-suite bathroom with double sinks, a walk-in shower, and a walk-in closet. The two additional bedrooms are located at the front of the unit, providing privacy for your guests. Finishes throughout the main living area and den include large neutral tiles installed diagonally, complemented by designer paint for a coastal ambiance. Relax and unwind on your spacious screened balcony as you take in the exceptional lake views and shimmering waters, enhanced by the sought after bright southeast exposure. Toscana Isles is a gated, resort-style community that focuses on an active lifestyle with landscape maintenance included. Enjoy kayaking, canoeing, and fishing on over 200 acres of interconnected lakes, right from your backyard. The 8,000-square-foot clubhouse features a fitness center, ballroom, billiard room with a big-screen TV, and courts for tennis, pickleball, and bocce. Toscana Isles offers easy access to the beautiful Suncoast Beaches, just 10 minutes away, as well as the Legacy Bike Trail and the vibrant downtowns of Venice and Sarasota, which boast a rich cultural life, excellent shopping, and gourmet restaurants. And, Sarasota Memorial Hospital recently opened its new Venice campus nearby. Call today for a private showing! New roofs are currently being installed on the condominiums.

130 Porta Vecchio Bend Unit 202, Nokomis

$775,000
3 Beds 3 Baths Edgewater At Hidden Bay SubDv. 34229 Zip Code
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

$1,900,000
5 Beds 8 Baths The Oaks SubDv. 34229 Zip Code
Virtually Staged. A rare canvas of luxury, positioned on a lush double lot within the sought-after, gated community of The Oaks, in Osprey, adjacent to stunning Sarasota, known for the arts. Bordering the Heron Course on the eighth fairway, this iconic two-story estate boasts incredible opportunity for limitless potential. The entire interior is freshly painted, to enhance vision of stateliness. With five bedrooms, 7.5 baths and a sprawling layout, this magnificent property is an exceptional backdrop, just waiting for your personal touch. Arrive in style via the elegant front circular driveway or utilize the private rear driveway leading to a rare four-car garage. Inside, the home is masterfully designed for grand entertaining and everyday comfort, with a sweeping curved stairway at the entrance, setting the stage to an exquisite residence. The first floor features a formal living room and a sun-drenched family room complete with a fireplace, custom built-ins and multiple French doors, leading to the outdoor bliss. A screened lanai lays the foundation for Florida living at its finest, showcasing an enormous 33-by-46-foot sparkling heated pool and spa, expansive patio and an outdoor kitchen. The expansive open kitchen is a chef's dream, flowing seamlessly into a casual breakfast nook. For formal affairs, the large dining room offers custom cabinetry and an adjacent wet bar. The main-floor primary retreat is a sanctuary, featuring a dedicated sitting area and luxurious dual en-suite baths. There is more closet space than a clothes diva could possibly desire. The first floor is completed by a handsome office/library with built-ins, a powder room and a guest bedroom. Upstairs, you will find three additional en-suite bedrooms, one of which benefits from private back-staircase access, ideal for an au pair, in-laws or VIP guests. With every bedroom featuring its private bath, privacy is guaranteed for all. Outdoors, the walled double lot provides a private tropical oasis, all with tranquil, serene views. On a practical note, roof was replaced in 2019, with hurricane shutters, for peace of mind. Two 18-hole championship golf courses, 12 Har-Tru tennis courts (four lighted), croquet and pickleball courts, a state-of-the art fitness center, fine and casual dining options and a calendar of social events, The Oaks is Sarasota’s leading golf and country club.

916 Macewen Drive, Osprey

$285,900
2 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
Over $80,000 in upgrades and designer renovations by renowned Murray Homes, a symbol of luxury in Sarasota. The team included an architect, designer, and contractors to transform this Pine Run end-unit, second-floor condo into a stunning modern coastal retreat. Featuring a completely reimagined light and bright open floor plan and custom kitchen with quartz countertops, custom cabinetry, floating shelves, designer tile backsplash, stainless appliances, and workstation sink, this move-in-ready home also offers luxury wide-plank flooring throughout, beautifully updated bathrooms, newer HVAC, fresh interior paint, contemporary lighting, new trim, doors, hardware, and window treatments, new ceiling fans, new stackable washer and dryer. Primary bedroom is ensuite with a walk-in closet and both bedrooms enjoy a private balcony. The spacious screened lanai is private and overlooks lush tropical landscaping, creating the perfect setting to relax and enjoy Florida living. There is an abundance of storage closets and attic space. Covered end-unit parking with storage and guest parking. Walk to shopping and waterfront bars and restaurants. Ideally located just minutes by bike to Nokomis Beach, Casey Key, Oscar Sherer State Park, and the Legacy Trail, Pine Run offers resort-style amenities including two pools, tennis and pickleball courts, kayak storage and launch, a clubhouse, and gym. Luxury, location, and lifestyle—all in one exceptional, and updated-to-like-new condo ready for you to call home.

120 Woodland Place Unit 120, Osprey

$480,000
3 Beds 3 Baths Blackburn Harbor Waterfront Villas SubDv. 34229 Zip Code
West-Facing Canal Views in Gated Blackburn Harbor. This second-floor, 3-bedroom, 2.5-bath condo in Blackburn Harbor Waterfront Villas puts you directly on the canal with west-facing views that make sunsets a daily event worth watching. At 2,006 square feet, the layout is spacious and light-filled — vaulted ceilings in the living, dining, primary suite and kitchen areas, two sets of sliding glass doors opening to a screened lanai over the water, and side windows that keep natural light moving through the unit all day. Canal views extend from the main living and dining areas into the primary suite, giving the heart of the home a constant connection to the water. The primary suite features a private slider to the lanai, dual closets, and an ensuite bath with dual sinks, a jetted garden tub, and a walk-in shower. The second bedroom is a spacious ensuite with a walk-in closet. The third bedroom, with its French doors, works equally well as a guest room, home office, or flex space. The kitchen and ensuite baths feature solid wood cabinetry and granite countertops. Updated stainless steel appliances complete the kitchen. Major systems: A/C (2016), water heater (2021). Blackburn Harbor is a gated, 11-acre waterfront community with a heated pool, tennis and pickleball courts, BBQ gazebo, kayak storage and launch, and a boat dock rental program (subject to availability), with easy access to the Intracoastal Waterway and the Gulf of Mexico just beyond. No trailering, no storage hassles — just head out on the water and return to the convenience of your own dock. HOA: $980/month. Pets welcome up to 40 lbs. Minutes from Nokomis Beach, The Legacy Trail, Downtown Venice, Oscar Scherer State Park, Sarasota Memorial Hospital Venice Campus, nationally acclaimed Pine View School, and the dining and shopping along US-41 — centrally located between Sarasota and Venice. Minutes away from I-75 and the 681 connector. A rare opportunity to live, entertain, and boat from the same address. Schedule your private showing today.

2309 Jessie Harbor Drive Unit 2402, Osprey

$317,000
3 Beds 2 Baths Bay Street Village & Towncenter Land Condo SubDv. 34229 Zip Code
"Location, Location, Location" The luxury Florida lifestyle you’ve been dreaming. Welcome to this beautifully appointed 3-bed, 2-bath walk-up condo in a highly desirable location in a pet-friendly gated community. Built for peace of mind, the community features solid concrete block construction and hurricane-impact windows for added safety and durability. The attached ground-level garage beneath the residence offers convenience when arriving or heading out. The open-concept layout floor plan, soaring ceilings, and split-bedroom layout create perfect privacy. Stunning chef’s kitchen, granite countertops, stainless steel appliances, and a center island with seating, walk-in pantry, and upgraded fixtures. The primary suite features a walk-in closet, a spa, a double vanity, and a walk-in shower. Two other bedrooms on the opposite side, along with a second full bathroom, gives comfort and privacy for families or guests. Relax on the screened-in lanai overlooking beautiful water views for morning coffee or evening cocktails. The Tesla charger installed in the garage is a bonus. The community is located in a prime location with quick access to US-41, I-75, Siesta Key Beach, and Nokomis Beach, Bay Street Park with its playground and dog park, and walking distance to renowned Pine View School, Walmart, and the Legacy Trail. Bay Street Village resort-style amenities include a heated pool, fitness center, and clubhouse. The monthly condo fee covering exterior maintenance, roof, water, sewer, and two gated entrances… Don’t miss this rare opportunity – call the listing agent now to schedule a private viewing.

4213 Expedition Way Unit 107, Osprey

$3,100,000
3 Beds 4 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Experience the epitome of waterfront living in the sought-after Southbay neighborhood. This 3 bedroom, 3.5 bath home is ideally positioned on a peninsula, providing sweeping panoramic water views. The moment you step inside, you will be mesmerized by the breathtaking bay views through a plethora of windows and sliding glass doors that flood the space with natural light. The open, main level is designed for both comfort and style, with vaulted ceilings, unobstructed water views from every room and hardwood floors. The kitchen is uniquely designed, featuring an extended breakfast bar, high end designer cabinets and stainless steel appliances. The great room, with wet bar, has views so perfect, they almost feel like artwork. The new clear view lanai screens provide a gorgeous tropical back drop to the pool and spa. Host friends and loved ones, using the outdoor kitchen and setting area for a fun-filled dinner, and watch the sun set, painting the sky with a golden glow. The first floor master suite consists of a spacious bedroom, a spa-like bathroom, and a separate area utilized as a private study. Upstairs you will find two additional en suite bedrooms. One opens to the new deck, has views over the Dryman Bay out to Casey Key, and is large enough to use as a second master suite. While the views and location of this home are drop-dead gorgeous, practical features also abound. This home has impact windows and doors, a brand new washer and dryer, and recently replaced roof, AC and tankless hot water heater. Southbay Yacht and Racquet Club has a seven-acre deep-water marina accommodating boats up to 55 feet with slips available to homeowners. It has an updated clubhouse and fitness center overlooking the bay, complete with a ballroom, catering kitchen, meeting room and library. Community amenities also include a geothermal heated pool, children’s pool, tennis, pickleball, shuffleboard, basketball and kayak storage. Residents enjoy 20 acres of lush common grounds and five miles of walking trails, plus a vibrant calendar of social events.

321 Lookout Point Drive, Osprey

$395,000
2 Beds 2 Baths Heron House SubDv. 34229 Zip Code
**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

$795,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
Under contract-accepting backup offers. INCREDIBLE OPPORTUNITY AND A MUST SEE AT THE MERIDIAN AT THE OAKS - GREAT PRICE, BAY VIEW, UPDATED KITCHEN, PRIVATE 2 CAR GARAGE AND MORE! Beautifully updated and thoughtfully designed, this exceptional 5th floor residence in The Meridian at The Oaks Preserve offers tranquil water and preserve views, a fantastic floor plan, and the rare convenience of a private 2-car garage just steps to the elevator lobby. The expansive split-bedroom floor plan includes 3 bedrooms, 3 full baths, and a private den/study/office that can easily function as a 4th bedroom, providing exceptional flexibility for both everyday living and visiting guests. Filled with natural light, the spacious great room and dining areas flow seamlessly to the generous terrace with upgraded ceramic tile, where peaceful water and preserve views create a serene backdrop for relaxing or entertaining. The custom kitchen, redesigned in 2023, is both elegant and functional, featuring soapstone countertops, Bosch appliances, roll-out cabinetry, Everpure water filtration, a tray ceiling, and detailed crown molding. The primary suite is a private retreat, offering picturesque water views, a custom-designed walk-in closet, and a beautifully appointed bath with Italian tile, dual vanities, and stunning stone countertops. Custom built-ins, upgraded closet systems, and a thoughtfully designed laundry room further enhance the home's comfort and functionality. Residents of The Meridian enjoy lushly landscaped grounds, winding pathways, a community pool and spa, fitness center, and outdoor grilling area. Membership in The Oaks Club is required, providing access to one of Sarasota's most distinguished private club lifestyles, including two championship golf courses, 12 Har-Tru tennis courts, pickleball, croquet, a state-of-the-art wellness center, resort-style pool, multiple dining venues, a vibrant social calendar, and an elegant clubhouse. Ideally located near Historic Spanish Point, Pine View School, Siesta Key Beach, and downtown Sarasota, this exceptional residence offers a rare combination of luxury, privacy, natural beauty, and resort-inspired living.

401 N Point Road Unit 504, Osprey

$249,900
2 Beds 2 Baths Pine Run SubDv. 34229 Zip Code
Ready to make the move to paradise? Here’s your new home! Adorable two bedroom condo refreshed and ready for a new owner to enjoy convenience living. Crisp and clean with new luxury vinyl in the living room, dining room, hallway and entry, plus just freshly painted! Enjoy a bit of character with the shiplap wood wall in the dining room. Bathrooms have been remodeled with upscale appointments such as cabinetry and showers. Enjoy the spacious rooms with the master bedroom having a walk in closet plus another closet. Each bedroom features its own small balcony - perfect for your morning coffee. The lanai off the livingroom will become a focal point for easy living offering a private wooded back yard area. Kitchen features white cabinets with quartz countertops, tile backsplash and stainless steel appliances. A carport plus two exterior storage closets are also nice benefits. The Pine Run neighborhood is an active community offering many activities including pickleball and tennis. There are two pools - the main pool by the club house and fitness center offers gas grills and a scenic view. The second pool is just a short walk from this condo. Kayak storage is available in the neighborhood with a boat and kayak launch just up the street at the Blackburn Point park. This location offers the best of everything. Located between Sarasota and Venice, you are within easy reach of both. Nokomis Beach is 5 miles away, Siesta Key Beach is 9 miles away! The intracoastal waterway is just up the road leading to the ever popular Casey Key Fish House and Tiki Bar. Many other restaurants, shopping and major roads are close at hand. Come see for yourself what makes this condo and Pine Run so special!

116 Woodland Place Unit 116, Osprey

$499,000
3 Beds 2 Baths Venetian Golf & River Club SubDv. 34275 Zip Code
Under contract-accepting backup offers. Discover the epitome of the Florida lifestyle and comfort in this beautifully updated 3-bedroom, 2-bath condo with a den, nestled within the Venetian Golf & River Club in Nokomis, Florida. This home, complete with a private 2-car garage and a personal elevator, offers an exquisite lifestyle surrounded by stunning golf course views and modern conveniences. From the moment you arrive, you'll be captivated by the home's thoughtful updates and neutral color palette, creating a light, cohesive feel that's both timeless and inviting. The open layout is designed for everyday comfort and effortless entertaining, with generous living spaces that flow seamlessly to the outdoors. The kitchen is a chef's dream, expertly updated with contemporary finishes, ample cabinetry, and plenty of counter space, making it as functional as it is stylish. Adjacent dining and living areas provide flexibility for gatherings, large or small, while large windows frame peaceful fairway views, bringing in natural light and a sense of calm. The custom private office/den offers an ideal space for remote work, hobbies, or a quiet retreat. The primary suite is well-appointed with tranquil views, a spacious layout, and an updated primary suite bath. Two additional bedrooms provide comfort and versatility for guests, while the second bath has been tastefully updated. Every update has been done with consistency and care, resulting in a home that feels move-in ready. Step out onto the lanai and enjoy the backdrop of manicured greens, perfect for morning coffee or evening relaxation. The Venetian Golf & River Club is renowned for its resort-style amenities, including golf, fitness facilities, pools, dining, and a vibrant social calendar—all within a secure, gated setting. Conveniently located in Nokomis, this home offers easy access to shopping, dining, our amazing beaches, and everyday conveniences like the UTC mall, downtown Sarasota and Venice, and so much more. This is an excellent opportunity to own a fully updated home with golf course views in one of the area’s most established communities. Additional Features, Private Elevator, Custom Plantation Shutters, Beautifully Appointed Crown Molding, Custom Office with desk, lighting and Cabinets, Epoxy Garage Floor. Home furnishings are negotiable, ensuring a seamless transition to your new Florida lifestyle. Don't miss your chance to experience refined living at its finest.

202 Bella Vista Terrace Unit 28D, Nokomis

$239,900
2 Beds 2 Baths Sorrento Park SubDv. 34275 Zip Code
One or more photo(s) has been virtually staged. Welcome to endless sunshine, nature & Nokomis Beach, a coastal jewel in the middle of Sarasota County. This spacious second-floor corner-unit condominium offers a wonderful sense of openness with generous room sizes, split bedrooms, abundant windows throughout & excellent Outdoor Living space with two covered & screened lanais. The large 24’ x 18ft wide’ great room offers far more width & flexibility than a typical condominium floor plan. Sliding glass doors open directly to the expansive rear covered & screened lanai spanning 26 feet with amazing views of the Oscar Scherer State Park Preserve. The front covered & screened lanai is approximately 12’ x 12’ & includes a private laundry room. Both lanais have plenty of room for seating & dining areas! The primary suite includes its own private bathroom & a large walk-in closet. Both bedrooms enjoy views toward the pool area, adding to the light, cheerful, resort-style atmosphere. The kitchen offers newer appliances & a cozy breakfast nook, making this condominium equally suited for full-time living, seasonal use, or a Florida retreat. Low, affordable condo fees add to the appeal, with exterior maintenance & building/master insurance included through the association. The location is outstanding — right in Nokomis, where you can enjoy nearby shopping, grocery stores, pharmacy, dining, boutiques, Ace Hardware, & everyday conveniences. You are also super close to both bridges leading to renowned Casey Key, where waterfront dining, tiki bars, live music with dancing, boating, beaches, & the best of the coastal lifestyle await. The historic Island of Venice is just minutes away & offers something for everyone, including the popular weekly Farmers Market, art shows, boutique shopping, outdoor dining, live music, community events, & the charming walkable atmosphere that has made Venice one of Florida's most beloved coastal towns. The impressive Sarasota Memorial Hospital campus is close by, I-75 is convenient with no red light to the interstate via the expressway, & the location is well positioned for easy access to Sarasota, Tampa, Punta Gorda, & all area airports. Come live on vacation in this terrifically vibrant community & enjoy the lifestyle!

211 Rubens Drive Unit E, Nokomis

$4,795,000
5 Beds 4 Baths Sorrento East SubDv. 34275 Zip Code
Tucked away at the end of a quiet road on a breathtakingly private one-acre homesite, this extraordinary luxury gated estate overlooks the serene waters of South Creek with the untouched natural beauty of Oscar Scherer State Park creating an incomparable backdrop. Completely reimagined with a sophisticated contemporary aesthetic, this custom-built residence blends timeless architecture with high-end designer finishes and luxurious modern upgrades throughout. From the moment you arrive, the home makes a striking impression with its expansive front porch, lush new landscaping, updated driveway and beautiful natural surroundings. Inside, every space has been thoughtfully transformed with premium materials, stylish finishes, and exceptional attention to detail. The result is a home that feels luxurious and inviting with a chic contemporary style rarely found. Featuring five bedrooms and 3.5 baths, the expansive floor plan is designed for both elegant entertaining and comfortable everyday living. Upon entering, stunning views of South Creek immediately draw your attention through the open living spaces and out toward the resort-style outdoor setting. The completely redesigned gourmet kitchen is the centerpiece of the home, showcasing KitchenAid® professional appliances, custom cabinetry, designer lighting, and luxurious finishes throughout. The spacious family room with a built-in electric fireplace flows seamlessly from the kitchen, while the formal dining room, butler’s galley and large walk-in pantry create the perfect setting for upscale gatherings and entertaining. Additional bonus spaces include a large media/game room with flexibility for a home theater, fitness space, billiards room or lounge area. Throughout the home, every detail has been elevated, including new flooring, custom wall accents, designer paint selections, premium fixtures, sophisticated lighting and beautifully renovated baths and living spaces. Anderson windows further enhance the quality and craftsmanship found throughout the residence. Upstairs, two oversized guest bedrooms feature walk-in closets connected by a Jack-and-Jill bath, while built-in desk spaces create ideal work-from-home or study area flexibility. Outdoor living is equally spectacular and has been totally reimagined. The new covered and screened lanai with outdoor kitchen overlooks the newly enhanced pool and spa area featuring a brand-new picture-frame pool cage and elegant paver deck. Beyond the pool, a dock extends toward the peaceful waters of South Creek, where panoramic natural views and complete privacy create a truly breathtaking setting. The dock and creek can accommodate a boat up to approximately 24 feet with direct access to the Intracoastal Waterway and beyond, offering an exceptional opportunity to enjoy boating, waterfront dining, and the waterfront lifestyle directly from your backyard. Completing the property is an oversized three-car garage with abundant space for vehicles and recreational storage along with an additional shed for tools and equipment. A one-year home warranty is included. The home features 69 solar panels that provide electrical service to the entire home and heated saltwater pool. This system is not financed. Private, stylish, luxurious and surrounded by nature, this exceptional waterfront estate offers a rare opportunity to own a fully transformed retreat in one of Nokomis’ scenic and secluded locations.

4678 Silent Creek Way, Nokomis

$284,900
2 Beds 2 Baths Bay Street Village & Towncenter Land Condo SubDv. 34229 Zip Code
Luxury Corner Residence in Osprey | Top-Rated Pine View School District. Welcome to an exceptional opportunity in the heart of Osprey, one of Sarasota County’s most desirable and rapidly growing locations. This beautifully maintained corner-unit residence in Bay Street Village offers an elevated lifestyle just moments from world-class amenities. This FULLY FURNISHED 2-bedroom, 2-bathroom home with a private garage showcases light-filled, open-concept interiors, enhanced by hurricane-impact windows and elegant finishes throughout. The spacious layout is designed for both comfort and entertaining, featuring an oversized kitchen island, stainless steel appliances, and generous storage. Step outside to your private screened lanai, perfect for relaxing mornings or unwinding in the evening in a peaceful, tropical setting. Highlights include: Highly sought-after corner unit for added privacy and natural light Private garage + additional parking Resort-style community with pool Pet-friendly neighborhood Meticulously maintained, move-in ready condition Ideally located just minutes from Siesta Key Beach, Nokomis Beach, dining, shopping, and the Legacy Trail, this property also offers proximity to the nationally recognized Pine View School, consistently ranked among the top public schools in Florida. Whether you are looking for a primary residence, seasonal retreat, or investment property, this home delivers both lifestyle and long-term value. Luxury, location, and top-tier education—this is Osprey living at its finest.

184 Explorer Drive, Osprey

$798,000
3 Beds 4 Baths Blackburn Harbor SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVED OVER $50K!!!! Experience elevated coastal living in this beautifully appointed waterfront residence, ideally located within the sought-after Blackburn Harbor community in Sarasota County. Situated on the second floor (building with elevator), this elegant and spacious 3BR + den / 3BA condominium offers over 3,700 SF of a harmonious blend of style and comfort, complemented by serene water views. The open-concept layout features expansive living and dining spaces bathed in natural light, perfect for both everyday living and effortless entertaining. Sliding glass doors lead to a generous wrap-around lanai, creating a seamless indoor-outdoor setting to relax and enjoy tranquil water views, refreshing coastal breezes and spectacular sunsets. The gourmet kitchen is as functional as it is inviting, showcasing rich wood cabinetry, granite countertops, stainless steel appliances, a center island for culinary enthusiasts, and a cozy dinette. A convenient breakfast bar opens to the main living area, ideal for casual dining and social gatherings. The primary suite serves as a peaceful retreat, complete with ample closet space and a well-appointed en-suite bath. Each additional bedroom features its own en-suite bathroom and walk-in closets, offering comfort and privacy for guests or versatility for a home office. Residents of Blackburn Harbor enjoy an array of resort-style amenities, including a heated pool, fitness center, clubhouse, tennis and pickleball courts, kayak storage and launch, and a gazebo with grilling areas. Boating enthusiasts will appreciate the protected deep-water dockage with power and water, and direct access to the Intracoastal Waterway with no bridges. Surrounded by natural beauty, the community provides a front-row seat to Florida’s coastal wildlife, including dolphins and manatees. Just across the street, Oscar Scherer State Park offers scenic trails and outdoor recreation, while nearby waterways invite kayaking adventures to local favorites like Casey Key. Perfectly positioned between Venice (10 minutes) and Sarasota (25 minutes), this location offers convenient access to shopping, dining, and cultural attractions, as well as world-renowned Gulf beaches, including Siesta Key Beach just 15 minutes away. Whether you’re seeking a seasonal escape or a year-round residence, this exceptional property captures the essence of Florida waterfront living.

6100 Jessie Harbor Drive Unit 202, Osprey

$11,950,000
5 Beds 6 Baths Casey Key SubDv. 34275 Zip Code
Pre-Construction. To be built. An extraordinary opportunity on Casey Key, set across 1.37 private acres with an exceptional 300 feet of deep-water bay frontage, one of the most expansive and coveted waterfront parcels on the island. Thoughtfully designed as a modern coastal estate, this residence will offer over 5,400 square feet under air, featuring 5 bedrooms, 5 full baths, 1 half bath, a private elevator, and a 5 car garage, all crafted to capture sweeping panoramic water views from nearly every room. Floor-to-ceiling glass, soaring ceilings, and seamless indoor-outdoor transitions define the home’s architectural vision, blending refined design with the natural beauty of its surroundings. The open-concept layout is designed for both elevated daily living and effortless entertaining, with expansive living spaces that flow onto multiple waterfront terraces. Outdoor living is equally impressive, anchored by a resort-style pool and spa, outdoor kitchen, and generous lounge areas overlooking Sarasota Bay. The property’s significant water frontage allows for an extended private dock with excellent depth, ideal for accommodating larger vessels and delivering direct access to the Intracoastal Waterway and Gulf. Adding to its rarity, the estate includes deeded beach access directly across the street, offering private entry to the pristine Gulf shoreline, an increasingly scarce feature even among Casey Key’s most exclusive homes. Positioned on one of Florida’s most private barrier islands, home to fewer than 400 residences and free of high-rises or traffic lights, this offering delivers a unique blend of seclusion and accessibility. Located just minutes from the dining, shopping and cultural amenities of Sarasota and the charm of Venice, the property embodies the ultimate coastal lifestyle. This is a rare opportunity to secure a generational waterfront estate with the potential to customize finishes and create a truly bespoke residence in one of Florida’s most coveted coastal enclaves.

2542 Casey Key Road, Nokomis

$365,000
2 Beds 2 Baths Lyons Cove SubDv. 34275 Zip Code
ONE-MONTH MINIMUM RENTALS! WATERFRONT ON LYONS BAY! JUST BLOCKS FROM NOKOMIS BEACH! Enjoy the best of coastal living AND excellent rental flexibility at Lyons Cove. This beautifully updated two bedroom, two bath second floor condominium is ideally located West of the Trail, directly on peaceful Lyons Bay, just a few blocks from Nokomis Beach and only two blocks from Pop’s Sunset Grill. Light filled and inviting, the residence features IMPACT WINDOWS THROUGHOUT and impact sliding glass doors installed in 2025. The updated kitchen offers lower-cabinet pullout drawers, a pantry, ample storage, and a reverse-osmosis drinking water system. Both bathrooms have been beautifully renovated with stylish tiled showers and updated vanities. Custom shelving throughout adds organization and functionality. The primary suite includes a private ensuite bathroom and water views, while the guest bedroom features built-in bookshelves. Additional HIGHLIGHTS include an HVAC system and electrical panel updated in 2020, a rare private laundry room with extra storage, an assigned parking space, and additional guest parking. Convenient front and rear entrances provide easy access from the parking area to the community’s waterfront amenities, including DOCK for fishing, a KAYAK Launch and the community POOL. Step outside and enjoy the heated pool, dock on Lyons Bay, and kayak launch—perfect for embracing the Florida coastal lifestyle. With a desirable ONE-MONTH MINIMUM RENTAL POLICY, this property offers outstanding flexibility for seasonal use, an investment opportunity, or your own waterfront retreat. Walk or bike to Nokomis Beach, Pop’s Sunset Grill, Pelican Alley, the marina, and other local favorites. Gulf sunsets, boating, kayaking, waterfront dining, and recreation are all just moments from your door. Schedule your private showing today!

101 Louella Lane Unit 10, Nokomis

$699,000
2 Beds 2 Baths Blackburn Harbor SubDv. 34229 Zip Code
Under contract-accepting backup offers. Experience effortless coastal living in this stunning third-floor waterfront residence, perfectly positioned for boaters and kayakers in protected waters just off Blackburn Bay and minutes from the Intracoastal Waterway and Gulf. Watch dolphins, manatees, otters, and breathtaking sunsets from your private balcony. Your water views continue inside, flowing through the living room, dining area, kitchen, and primary suite. This spacious home showcases quartz surfaces, tile and luxury vinyl flooring, a primary suite with balcony access, oversized shower, jacuzzi tub, and three closets. The unit includes a split-plan second bedroom and a versatile den that is currently used as a 3rd bedroom. Offered partially furnished, this is the perfect unit for an owner-occupied or second home residence. There is ample storage inside and out- including a first-floor storage unit ideal for all your water toys. Use the community kayak launch for access to Blackburn Harbor and Oscar Scherer State Park. Enjoy the rare opportunity to keep your boat in your backyard with dockage currently available. Your home is set within an 11-acre gated community featuring walking trails, tennis and pickleball courts, a resort-style pool, waterside grill, clubhouse, and fitness center, all just minutes from Nokomis Beach, the Legacy Trail, and vibrant dining and shopping—this is truly the ultimate Florida waterfront lifestyle you’ve been waiting for.

5100 Jessie Harbor Drive Unit 304, Osprey

$2,700,000
3 Beds 3 Baths Lyons Bay SubDv. 34275 Zip Code
**Welcome to 420 Palmetto Crescent – A Luxurious Waterfront Oasis** Step into a realm of unparalleled elegance and breathtaking waterfront views at this custom-built masterpiece by Beechwood Builders. Nestled in the serene Nokomis, Florida, this stunning residence boasts 145 feet of private bay frontage, offering direct access to the Gulf of America just minutes away—perfect for boating enthusiasts. This exquisite 3-bedroom, 2.5-bath home is designed for both relaxation and entertainment. The spacious garage accommodates up to 7 cars and includes a workshop area. Dive into the luxurious saltwater pool or unwind in the spa, by an inviting outdoor kitchen, featuring a new gas grill, ideal for alfresco dining. The beautifully landscaped property features a meticulously laid paver brick driveway, as well as, pavers surrounding the pool and covered lanai. Low-maintenance artificial turf eliminates the need for mowing. At the heart of the home lies a chef’s kitchen, complete with top-of-the-line Jenn- Air appliances. Elegant cherry wood cabinets and doors throughout add a warm touch, and designer pendant lights create an inviting atmosphere over the expansive island. The grandeur continues in the great room, which features a double bump-up ceiling soaring to 14 feet, adorned with sophisticated crown molding and a wet bar complete with a beverage cooler. Enjoy seamless transitions from the living and dining areas to the balcony, where you can revel in serene views overlooking the pool, spa, and picturesque Lyons Bay. Centrally located, this luxurious residence is just a stone's throw from shopping, gourmet restaurants, stunning beaches, and the charming Venice Island. Experience the lifestyle you have always dreamed of—schedule your private showing today and make 420 Palmetto Crescent your luxurious waterfront sanctuary.

420 Palmetto Crescent, Nokomis

$700,000
3 Beds 2 Baths The Villas At Bellagio Harbor Village SubDv. 34229 Zip Code
Waterfront Sanctuary-Boater's Paradise at the Osprey Harbor Village- 3 Bedrooms | 2 Bathrooms | Direct Intracoastal Frontage Rare opportunity for direct Intracoastal living at Villas at Osprey Harbor Village (formerly Bellagio Harbor Village). This 3 bedroom, 2 bath residence offers approximately 1,862 sq. ft. of light filled living space with views of the canal, Little Sarasota Bay and Intracoastal Waterway. The open concept design features 9’5” tray ceilings, impact windows and doors, and solid wood cabinetry, granite countertops, kitchen island, and kitchen island bar—ideal for entertaining, anchored by a neutral, airy palette with timeless finishes. The split bedroom layout provides privacy, with a spacious primary suite featuring a spa style bath, separate tub and shower, and direct access to an oversized 270 sq. ft. waterfront balcony from the bedroom. Each window is a curated lens, framing the hues of the Bay and the sculptural silhouettes of architectural lines of Mediterranean inspired Villas. Days here are defined by the rhythmic play of light reflecting across the water and the silent flight of ospreys, eagles, and pelicans—a true haven for the bird watcher seeking a quiet refuge. Whether you are hosting a sunset gathering on your private balcony or entertaining your guests at the community terrace, the club room or embarking on a day of boat excursion to the newly opened Midnight Pass, the lifestyle here is one of effortless coastal elegance. Community amenities include a deep water harbor marina with wet and dry slips, resort pool, clubhouse, fitness center, hot tubs, kayak storage, and launch. Centrally located between Sarasota and Venice, and minutes from Venice, Nokomis, Siesta Key, and Casey Key, Oscar Scherer State Park, Spanish Point, Legacy Trail, and cultural and retail amenities of Sarasota. With new metal roof, exterior and interior paint completed in 2025, this property stands as a resilient sanctuary of enduring value. For the resident who values privacy, prestige, and the restorative power of nature, this is the definitive Osprey address. Schedule your private tour today.

14041 Bellagio Way Unit 214, Osprey

$150,000
2 Beds 2 Baths Sorrento Park SubDv. 34275 Zip Code
Set alongside the peaceful backdrop of Oscar Scherer State Park, this turnkey furnished condo in Sorrento Park offers a quiet, private setting with no rear neighbors and beautiful natural views. Inside, you’ll find a bright, open floor plan designed for comfortable living and easy entertaining. Elevated among the treetops, the residence features two spacious bedrooms and an inviting main living area filled with natural light. The kitchen includes wood cabinetry and a breakfast nook. Nice flooring runs throughout the unit with no carpet, creating a clean, modern feel that’s easy to maintain. The primary bedroom offers a walk-in closet, a private ensuite bath, and sliding glass doors that lead out to the balcony—an ideal spot to relax and take in the serene park setting. A second bedroom and full bath provide a comfortable and private space for guests. Additional highlights include an in-unit washer and dryer, generous closet space, and a large exterior storage room located just off the rear balcony—perfect for beach gear, bikes, or seasonal items. The spacious lanai offers a peaceful retreat where you can unwind while enjoying the surrounding greenery and sounds of nature. Whether you’re looking for a full-time residence, seasonal getaway, or investment opportunity, this condo checks all the boxes. Ideally located between Sarasota and Venice and just minutes from Gulf beaches, dining, and shopping, this fully furnished, move-in-ready home is available for immediate enjoyment. Schedule your showing today before it’s gone!

207 Rubens Drive Unit G, Nokomis

$2,500,000
3 Beds 3 Baths Meridian At The Oaks Preserve SubDv. 34229 Zip Code
**STUNNINGLY RENOVATED, MOVE-IN READY 10th FLOOR PENTHOUSE CORNER RESIDENCE WITH GULF AND BAY VIEWS.** Ideally situated behind the secure gates of the highly sought-after Preserve neighborhood within The Oaks Country Club, this exceptional, 3029sf condo features 3 Bedrooms plus Den, 3 Full Baths, Private 2-Car Garage, and climate-controlled storage. Residents enjoy private amenities including a heated pool and spa, fitness center, and outdoor grilling area, along with full access to The Oaks Club’s renowned lifestyle amenities. 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. **Please Enjoy Viewing the 3D VIRTUAL TOUR**

409 N Point Road Unit 1001, Osprey

$5,999,999
4 Beds 5 Baths Southbay Yacht & Racquet Club SubDv. 34229 Zip Code
Bring your yacht. This is Sarasota waterfront living at its most refined. First time on the market, this custom-built John Cannon estate is perfectly positioned within Southbay Yacht & Racquet Club—one of Sarasota’s most exclusive waterfront communities offering a true private yacht club lifestyle within the neighborhood. With a deep-water marina reserved for residents, accommodating vessels up to 55 feet, and direct access to the Intracoastal Waterway and Gulf of Mexico, this is a setting designed for those who expect seamless access to life on the water. Privately situated on a homesite surrounded by water on two sides, the property offers a rare level of exposure and presence. From your outdoor living spaces, the backdrop is ever-changing—boats moving through the marina, dolphins just beyond your dock, and unobstructed sunsets that define the end of each day. Inside, the residence is a study in craftsmanship and comfort, where rich wood detailing carries throughout—from the staircase to the ceilings in the main living areas and extending into the outdoor spaces—creating a warm, architectural continuity rarely seen. Walls of impact-rated windows and doors bring in natural light while offering peace of mind, while expansive sliders pocket away completely—creating a perfect expression of Florida living with seamless indoor-outdoor flow and unobstructed sunset views across the bay. The kitchen is both striking and highly functional, appointed with Wolf and Miele appliances, dual Sub-Zero refrigerators, a warming drawer, two sinks, and a concealed pantry, all complemented by generous storage and oversized closets throughout the home. A fireplace anchors the main living space, adding warmth and ambiance. Designed for real life as beautifully as it is for entertaining, the home also features a thoughtfully designed mudroom off the garage entry, creating an organized and functional transition into the home. Outdoor living is equally elevated and designed for year-round enjoyment. Electronic roll-down screens allow you to fully enjoy the outdoor kitchen, complete with a propane grill and hood, sink, and composite cabinetry. Just beyond, a propane-fed fire pit creates the perfect setting for evenings by the pool. The separate air-conditioned poolside cabana offers stunning bayfront views and is equipped with its own refrigerator and ice maker—ideal for entertaining or creating a private retreat for guests. The floor plan is thoughtfully designed, offering 4 bedrooms, 4.5 baths, a private office, upstairs lounge, and expansive laundry room—balancing everyday livability with elevated design. For collectors and enthusiasts, the 5-car garage with 9,000 lb lift provides exceptional capacity, while the 110-foot private dock with jet ski lift delivers a level of waterfront utility that is increasingly rare. Southbay Yacht & Racquet Club offers a curated lifestyle with a private marina, clubhouse, fitness center, heated pool, tennis and pickleball courts, and walking trails—all within minutes of Casey Key, where pristine beaches, waterfront dining, and relaxed coastal elegance define the surrounding area. This is a property that stands apart. Compare it to anything else on the market and the value is clear. Priced to sell, with a motivated seller.

313 Lookout Point Drive, Osprey

$530,000
3 Beds 3 Baths Blackburn Point Marina Village SubDv. 34229 Zip Code
LOCATION, LOCATION, LOCATION! Nestled within the highly desirable gated enclave of Blackburn Point Marina Village, this beautifully maintained 3-bed, 2.5 bath residence is ready to welcome its new owners. This bright and airy two-story unit features soaring ceilings and a spacious open floor plan, creating an inviting and comfortable living environment. The main living areas are enhanced with tile flooring and flow seamlessly into a well-appointed kitchen, complete with Corian countertops, a breakfast bar, center island, closet pantry, and stainless-steel appliances, perfect for both everyday living and entertaining. The dining area features pocketing sliders that extend the living space to the enclosed lanai, already plumbed for a full outdoor kitchen, offering the ideal indoor-outdoor Florida lifestyle. The primary suite is conveniently located on the ground floor and offers a private retreat with an ensuite bathroom featuring dual vanities, a garden tub, and a walk-in shower. Upstairs, two additional bedrooms and a full bath provide privacy and comfort for guests or family. Step outside to the patio, an ideal setting to relax and enjoy a quiet afternoon or evening cocktail in the Florida sunshine. Additional features include an oversized one-car garage with under-stair storage, a new A/C system (2025), and a new roof (2025), providing peace of mind for years to come. Residents of Blackburn Marina Village enjoy access to a heated community pool, a fully equipped outdoor kitchen, and a vibrant social calendar for those who wish to participate. Ideally located with easy access to Gulf beaches, Blackburn Point Marina, dining, and shopping, this exceptional property truly offers the best of Florida living!

1116 Beachcomber Court Unit 3, Osprey

$539,000
3 Beds 2 Baths Venetian Golf & River Club SubDv. 34275 Zip Code
One or more photo(s) has been virtually staged. Impeccable Second-Floor Carriage Home in the Venetian Golf & River Club. Welcome to this beautifully maintained and lightly lived-in Monaco floor plan, offering 2,326 square feet of thoughtfully designed living space in the highly sought-after Venetian Golf & River Club. This second-floor carriage home showcases exceptional attention to detail with custom upgrades throughout. Enjoy modern tile flooring, new luxury vinyl flooring in bedrooms, elegant crown molding, plantation shutters on all windows, and stylish custom lighting and ceiling fans that enhance the home’s comfortable ambiance. The spacious split-bedroom layout features 3 bedrooms plus a versatile den, 2 full bathrooms, a separate laundry room, and multiple oversized closets. Storage is abundant, including generous interior space and a two-car attached garage with additional attic storage. At the heart of the home, the open-concept kitchen is perfect for entertaining, featuring granite countertops, wood cabinetry, and stainless-steel appliances. The seamless flow into the living and dining areas creates an inviting space for gatherings or relaxed everyday living. Embrace the ease of maintenance-free living, with the exterior of the home fully maintained by the association. Impact-resistant windows and sliding glass doors provide added peace of mind. For ultimate convenience, the home is equipped with a private elevator—making second floor living effortless and accessible. Step outside to your private screened lanai, where you’ll enjoy tranquil lake views with a fountain, breathtaking sunsets, and a peaceful, private setting—perfect for morning coffee or evening relaxation. Residents of the Venetian Golf & River Club enjoy a secure, gated lifestyle with an impressive array of amenities. The community borders the scenic Myakka River and features a 70-acre nature park. Optional membership is available for the 18-hole, par-72 championship golf course. Additional amenities include six Har-Tru tennis courts, 3 pickleball courts, a life-style director, a fitness center, exercise studio, resort-style pool and lap pool, the River Club, tiki bar, and a beautifully renovated full-service banquet facility. Ideally located near Sarasota Memorial Hospital, I-75, Gulf Coast beaches, and the charming downtown areas of Venice and Sarasota, this home offers both convenience and an exceptional Florida lifestyle. Schedule your private showing today—this one won’t last!

133 Bella Vista Terrace Unit 32C, North Venice

$3,650,000
4 Beds 4 Baths Casey Key SubDv. 34275 Zip Code
Along one of the most breathtaking stretches of shoreline on Casey Key, this rebuilt two-story coastal residence captures the rare balance of privacy, elevation, and timeless beachfront living. Set on a natural Gulf-front berm at approximately 11 feet above sea level, the property enjoys an uncommon vantage point overlooking the sand and water, offering both beauty and permanence rarely found along the Gulf Coast. The home was rebuilt with a newly constructed first level and an elevated second-floor addition, creating a residence designed for long-term sustainability while preserving the charm and scale of a classic coastal cottage. The result is a home that feels as though it has always belonged here, yet offers the confidence of modern construction. With four bedrooms and four bathrooms arranged over two levels, the living spaces are oriented to capture extraordinary Gulf views while maintaining privacy in the secondary bedrooms. On the main level, the living room and kitchen open to sweeping views of the Gulf of Mexico through a full wall of patio doors, filling the space with light and drawing the outdoors in. Two bedrooms are located on this level, including a private en-suite guest room that opens to a quiet courtyard garden, creating a peaceful retreat away from the waterfront side of the home. The second bedroom is also on the main level, along with an additional full bath. Outside, a landscaped lawn extends toward the shoreline, leading to approximately 45 feet of privately owned sandy beach. The transition from garden to sand feels effortless, with curated landscaping, architectural lighting, and the natural beauty of Casey Key surrounding the property. The second level, added during reconstruction, takes full advantage of the elevated setting. The primary suite and adjoining sitting room open through floor-to-ceiling patio doors to an expansive balcony overlooking the beach and Gulf, creating a breathtaking vantage point above the shoreline. From this level, the views stretch endlessly across the water. The primary suite includes a spacious bath and walk-in closet, while an additional bedroom, full bath, and laundry area complete the upper level. Throughout the home, finishes balance modern construction with the warmth of a coastal retreat. Wide-plank Riva Spanish white oak flooring, custom Magnolia cabinetry, Calacatta Gold marble, handcrafted Zellige tile, and designer lighting create a layered elegance. Major systems have been replaced, including electrical, plumbing, HVAC, septic, insulation, roofing, impact windows and doors, and exterior cladding, giving the home the strength of new construction while preserving the character of a Gulf-front residence. Positioned on one of the rare naturally elevated sites along this stretch of Casey Key, the home sits gently on its berm above the shoreline, overlooking a private expanse of sand and water. The lawn, gardens, and beach flow together in a way that makes the property feel as though it has always been part of the land. There is a quiet beauty here that is hard to find and even harder to recreate. The scale is intimate, the setting extraordinary, and the craftsmanship unmistakable. It feels less like a house that was built, and more like a beach home meant to be here. On Casey Key, opportunities like this are rare. Call to today to set up an appointment for a private tour.

321 Casey Key Road, Nokomis

$3,000,000
4 Beds 5 Baths Casey Key SubDv. 34275 Zip Code
Beautiful Custom Built Waterfront Home on Casey Key. This waterfront residence on exclusive Casey Key, offering the ultimate in coastal luxury with deeded Gulf beach access and a deep-water dock on the Intracoastal Waterway. Designed for effortless indoor-outdoor living, this open-concept home features a spacious great room with decorative fireplace and a gourmet kitchen with Viking Professional Series appliances, walk-in pantry, and large center island. Walls of glass open to expansive outdoor living spaces with a summer kitchen, balcony, and sparkling pool, creating a seamless setting for entertaining and relaxation. All four bedrooms feature private en-suite baths with TOTO and Kohler fixtures and designer finishes in natural stone, porcelain, glass, and metal. The oversized primary suite is a private retreat with generous proportions and luxurious detail. Exceptional quality throughout includes hurricane-rated windows and doors, granite and marble countertops, 8-foot solid-core doors, crown molding, elegant millwork, oversized garage, elevator-ready design, and whole-house generator. Custom built to Florida Green Building Standards for energy efficiency and environmental sensitivity. Enjoy one of Casey Key’s most coveted lifestyles. Ideally located near downtown Sarasota’s acclaimed dining and cultural offerings, as well as the charming shops and waterfront restaurants of Venice. Convenient to three major airports and the private airport in Venice.

2508 Casey Key Road, Nokomis

$2,450,000
3 Beds 2 Baths Nokomis SubDv. 34275 Zip Code
Virtually Staged. A boater’s paradise, this beautiful, fully renovated waterfront home offers the ultimate Florida lifestyle on the stunning waters of Roberts Bay. Designed for those who love life on the water, the expansive deep-water dock is fully equipped with water and electricity, along with two boat lifts (10,000 pounds and 4,500 pounds) ready to accommodate all your watercraft and toys, making every day an adventure. Inside, the home has been thoughtfully and completely updated with hurricane-impact windows and sliding glass doors, and a new metal roof providing peace of mind and modern elegance. The new kitchen is a showstopper, featuring wood cabinetry, stainless steel appliances, sleek quartz countertops, abundant prep space, a charming coffee bar and space in the kitchen for casual dining, ideal for entertaining or enjoying quiet mornings at home. Natural light pours through large windows, creating a bright, airy atmosphere throughout. This well-designed three-bedroom, two-bath residence offers a spacious and private primary suite on the second floor, where you’ll wake up to breathtaking, panoramic views of Roberts Bay, an ever-changing waterfront backdrop that never gets old. You can enjoy your morning coffee and afternoon cocktail on your private upstairs balcony. Go outside in the backyard to your own private retreat, complete with a large open-air pool and spa, ideal for relaxing or hosting family and friends. The lush, landscaped yard features irrigation and ambient outdoor lighting, adding to the home’s inviting ambiance. Additional highlights include a two-car garage and a versatile air-conditioned cabana room, ideal for a home office, gym or guest space. Blending luxury, comfort and an unbeatable waterfront setting, this exceptional property is the place to call home. Conveniently located beaches, shopping and Legacy Trail. Proximity to downtown Venice Island restaurants!

212 Sunrise Drive, Nokomis

$680,000
2 Beds 2 Baths 34275 Zip Code
This exceptional 2 bedroom, 2 bath home offers unparalleled energy efficiency and durability. Built by a builder for himself, its construction is above typical standards. With impact resistant windows and doors, and raised well above the flood zone, it sustained no damage during recent hurricanes. OFFERED FURNISHED and ready for immediate occupancy, this home provides a perfect blend of modern features and coastal charm. Whether you're seeking a full-time residence, a vacation retreat, or a rental opportunity, this property meets your needs. Adding to the incredible potential, it is zoned multifamily, allowing for another structure to be added to the property. The open floor plan is thoughtfully designed with luxury vinyl plank flooring throughout. Sliding glass doors in the living room lead to a spacious screened porch, perfect for enjoying coastal breezes. The kitchen, with ceiling fan and breakfast bar, features quartz countertops, stainless steel appliances, and a large pantry. The master suite has a large walk-in closet and an en suite bathroom with dual sinks with quartz countertops, a water closet, and a big walk-in shower. The second bedroom features a spacious closet, and the second bathroom has quartz countertops and a tub-shower combination. Just two blocks from Nokomis Beach, this property is ideally situated near a variety of amenities; restaurants, beach shops, ice cream parlors, and bait shops are all within walking distance. North Jetty Beach Park, with direct access to the Gulf of Mexico, is less than one mile from the property. Covered parking underneath accommodates two vehicles, and a large parking area provides room for a boat, camper, or other vehicles. There is a large concrete storage room that could be air conditioned. An outdoor shower is perfect for rinsing after a day at the beach or on the water. This home is a rare find, combining resilience, energy efficiency, and proximity to some of Florida's most beautiful beaches. Don’t miss your chance to own a piece of paradise in Nokomis!

105 Shore Road, Nokomis

$375,000
3 Beds 3 Baths Towns-End Shores SubDv. 34229 Zip Code
Virtually Staged. Perfectly positioned west of the Trail in the desirable coastal community of Towns-End Shores, this versatile property offers an exceptional opportunity to enjoy the Florida lifestyle while generating income. This home provides both peace of mind and outstanding value in one of Sarasota County’s most sought-after areas. Designed with flexibility in mind, the property features a unique two-level layout that allows you to live upstairs while renting the lower-level in-law suite, currently producing $1,500 per month on a month-to-month lease. The private suite includes its own entrance, bedroom, bathroom, kitchen, and living area, creating an ideal setup for rental income, guests, or multigenerational living. Upstairs, the two bedroom and two bathroom primary residence offers an open and inviting layout filled with natural light. The kitchen features granite countertops, solid wood cabinetry, and a functional layout that flows easily into the living and dining areas. Crown molding, tray ceilings, wood flooring, and thoughtful design elements add character and comfort throughout the home. Recent updates provide valuable peace of mind, including a new air conditioning system and water heater installed in 2024, while the air-conditioned garage adds versatility for storage, hobbies, or a workshop. Plus, NEW ROOF 2026 with 10 year warranty! NO FLOOD ZONE — meaning flood insurance is not required. Outdoor living is just as appealing. Residents enjoy low HOA dues and access to the sunny community pool, along with the rare convenience of a private kayak launch, allowing you to explore nearby waterways and mangroves with ease. The location truly sets this property apart. Bike to the beach, explore nearby Oscar Scherer State Park, or access the Legacy Trail just minutes away for miles of scenic biking and walking. You are also conveniently located near South Bay and the beautiful beaches of Casey Key, along with local dining, shopping, and coastal attractions. Whether you are seeking a primary residence with income potential, a coastal retreat, or an investment property in a prime west-of-the-trail location, this home delivers flexibility, lifestyle, and value all in one. Schedule your private showing today and experience the possibilities this unique property offers.

1795 Highland Road, Osprey

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