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452 Blue Garden Lane, Osprey
$1,925,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Experience exceptional luxury and privacy in this Updated, custom Bo MacEwen residence, ideally situated on a beautifully landscaped cul-de-sac homesite in the prestigious gated community of Oaks Bayside. A welcoming approach features a long paver driveway, side-entry garage, and generous guest parking. Inside, architectural details take center stage with a dramatic two-story domed foyer, 11-foot ceilings, custom millwork, crown molding, tray ceilings, travertine flooring, abundant natural light, and oversized doors throughout. Designed for both elegant entertaining and comfortable everyday living, the open great room features a fireplace and flows seamlessly into a chef-inspired kitchen appointed with custom wood cabinetry, granite countertops, induction cooktop, double wall ovens, microwave drawer, and premium built-in appliances, including a wine cooler. The expansive primary suite offers a private retreat with ample sitting space, generous walk-in closets, and a beautifully appointed bath featuring dual vanities, dressing area, soaking tub, and glass-enclosed shower overlooking a secluded garden. Two additional guest suites, each with private en-suite baths, are thoughtfully positioned on the opposite side of this split floor plan. Outdoors, a recently renovated private courtyard creates an exceptional setting for relaxation and entertaining, featuring more than 1,500 square feet of covered and open-air space, a heated pool and spa, and convenient access to the main living areas and pool bath. Additional features include central vacuum, zoned HVAC with enhanced air filtration, hardwired security, integrated pool controls, and a Sonos/Sonance theater system. A distinctive combination of craftsmanship, architectural character, and private outdoor living in one of The Oaks' most desirable neighborhoods. The nearby, Private 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 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**

452 Blue Garden Lane, Osprey

242 Lookout Point Drive, Osprey
$995,000
4 Beds ⋅ 2 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Meticulously maintained, furnished 4-bedroom residence in Southbay Yacht & Racquet Club, a sought-after waterfront community in Osprey. The community-owned marina features 172 boat slips accommodating vessels up to 55 feet within a protected, deep-water basin. HOA fees are just $218 per month. Enjoy the remodeled clubhouse overlooking the marina, offering an impressive array of amenities, including two kitchens, an elegant ballroom, fitness center, card room, and inviting living room complete with a grand piano. Outdoor enthusiasts will appreciate the pickleball and tennis courts, bocce ball, swimming pool, playground, and convenient kayak launch and storage. The spacious great room and dining area are highlighted by a charming wood-burning fireplace, creating a warm and inviting atmosphere for entertaining family and friends. The thoughtfully designed split-bedroom floor plan provides added privacy for family and guests. Recent improvements include a new metal roof, hurricane-rated windows, newer A/C units, and beautiful brick-paver enhancing both the driveway and pool area. Conveniently located between Sarasota and Venice, approximately 20 minutes from Siesta Key Beach and just a quarter mile from the Legacy Trail, offering miles of scenic biking and walking paths and easy access to Oscar Scherer State Park. Enjoy nearby waterfront dining, shopping, and local amenities just a short walk or golf cart ride away. Osprey is also home to Pine View School for the Gifted, a highly regarded public school.

242 Lookout Point Drive, Osprey

156 Bishopscourt Road, Osprey
$1,289,000
3 Beds ⋅ 4 Baths ⋅ Bishops Court At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This stunning 3 bedroom, 3.5 bath home, designed by the renowned architect Frank Folsom Smith, stands out with its unique design. The charming Cape Cod style sets the stage for comfortable, graceful living. The home features a Sonos surround sound throughout. The backyard, overlooking the preserve, is a quiet sanctuary, where you can enjoy the open air, freeform pool with spa in complete privacy. The whole-house stereo system goes out to the enclosed back patio, making a lovely place to sit and enjoy a peaceful, rare rainy afternoon with a good book and a cuppa. There is an additional 732 square feet of outdoor deck space off the second floor and rooftop. Recent renovations in 2023 include two main bathrooms with high-end decorator tile, premium glass enclosures, and premium plumbing fixtures, including an elegant standalone bathtub. The powder room has also been completely renovated. The kitchen boasts new ceramic tile floors, backsplashes, an induction cooktop, an LG smart refrigerator, a farmhouse sink, and a garburetor. The laundry room features new ceramic tile floors, a washer and dryer, extensive shiplap walls, and a sliding hanging barn door to the pantry. The second-floor bathroom has new tub fixtures, shiplap walls, and a decorator granite sink area. Additional updates include crown moldings throughout the ground floor, new ceiling fans in all bedrooms and the den/office, with a decorator oversized 52-inch windmill fan in the main bedroom. The home also has new LED ceiling can lights, new plantation shutters in the front hall/foyer, and new Levolor blinds in the kitchen and laundry room. The pool area has been upgraded with a new heat pump pool heater, a new filtration system, and a new pool pump and motor. The lanai has new aluminum framing and screening with a screen door, installed in 2025. The second floor has a new flat roof by Curry Roofing with a warranty. The landscape has been renewed with new trees, bushes, sod, and flower plantings worth $20,000, completed in 2022. Premium decorator light fixtures have been added to the dining room, kitchen, and foyer. The entire house exterior was painted in August 2025, and a new second-floor deck was also completed in August 2025. The pristine condition of the lovely home, combined with the quiet, private setting on double lot at the end of a cul-de-sac, makes it the perfect Florida retreat for you and your loved ones. Situated in the enclave of Bishopscourt, a maintenance-free neighborhood behind the gates of The Oaks Preserve, lawn and landscape maintenance, as well as irrigation, are included in the homeowner’s association fees. You will delight in this graceful, inviting home. Membership in The Oaks, Sarasota’s finest golf and country club, is required with homeownership. With two distinctly unique 18-hole championship golf courses, 12 HAR-TRU tennis courts (4 lighted), croquet and pickle ball courts, a state-of-the art fitness center, fine and casual dining options, and a wealth of social events, The Oaks is truly Sarasota’s premier golf and country club. There is currently no waiting list for either Golf or Sports/Social membership.

156 Bishopscourt Road, Osprey

758 Sarabay Road Unit 5, Osprey
$598,000
2 Beds ⋅ 2 Baths ⋅ Heron Bay Club SubDv. ⋅ 34229 Zip Code
Beautiful views of Little Sarasota Bay and a peaceful waterfront setting are just the beginning of what makes this updated villa in Heron Bay Club so appealing. Tucked along the shores of Little Sarasota Bay, this intimate waterfront community consists of just 25 single-story villas situated on approximately 10 acres across from the northern end of Casey Key. Surrounded by natural beauty and offering a quiet, private setting, Heron Bay Club captures the charm of Old Florida without sacrificing convenience. The villa enjoys beautiful views of the bay, along with the community pond and its decorative fountain, creating a picturesque backdrop. Interior improvements include updated electrical outlets and switches, a tankless water heater, newer appliances, and an A/C system replaced in 2021. A private courtyard offers additional outdoor living space, while the attached two-car garage is a particularly desirable feature not found in every residence within the community. The spacious attic with high ceilings provides even more storage, a welcome bonus in condominium living. For those who enjoy spending time on the water, Heron Bay Club has plenty to offer. Residents enjoy a heated swimming pool, tennis courts, and a fishing pier. Boating enthusiasts will especially appreciate the availability of boat dockage at no additional fee, providing convenient access to the Intracoastal Waterway and Gulf. Whether boating, fishing, or simply watching the dolphins, manatees, and coastal birds that frequent the area, the waterfront lifestyle is an everyday part of life here. The community's western exposure also provides a beautiful setting to enjoy sunsets over Little Sarasota Bay. Another standout feature of Heron Bay Club is just how much is included in the association fee. In addition to maintaining the beautifully landscaped grounds and community amenities, the fee covers water, high-speed internet, cable television, pest control, building flood insurance, exterior building maintenance and painting, roof maintenance and repairs, trash collection, and more. With so many services and expenses already included, residents can enjoy the benefits of a low-maintenance lifestyle with fewer individual bills and responsibilities. Unlike traditional multistory condominium buildings, Heron Bay Club's single-story villas offer the privacy and convenience of having no elevators or neighbors overhead. The community's small size and private courtyards create a more residential feel than what is typically found in larger waterfront condominium developments. Despite its peaceful setting, Heron Bay Club is conveniently located near beautiful Gulf beaches, shopping, restaurants, and the arts and cultural attractions of Sarasota. With its combination of water views, boating access, extensive association benefits, and intimate community atmosphere, this home offers a distinctive opportunity to enjoy Florida's Gulf Coast lifestyle.

758 Sarabay Road Unit 5, Osprey

1568 Vermeer Drive, Nokomis
$549,000
3 Beds ⋅ 2 Baths ⋅ Sorrento Woods SubDv. ⋅ 34275 Zip Code
SORRENTO WOODS UPDATED HOME WAITING FOR YOU! This beautifully updated home combines stylish renovations, valuable improvements, and an exceptional Florida lifestyle. The renovated kitchen features granite countertops, custom finishes, and new appliances, while updated bathrooms showcase custom tile and oversized tubs. Hand-scraped bamboo flooring and plank tile flow throughout (2020–2021), complemented by double-pane windows and a spacious vaulted Florida room with dimmable lighting (2022). Major updates include a new electrical system (2020), HVAC (2020), a re-piped home, and a roof installed in 2011. Enjoy added water quality features with a whole-home water softener and kitchen reverse osmosis system (2025). Enjoy your private backyard retreat with a saltwater pool and solar heating (2022), renovated pool deck and front porch (2024), and pool cage with no-see-um screening (2023). Additional improvements include upgraded gutters (2024) and a professionally leveled concrete driveway (2025), both with warranties. The generous 0.344-acre lot extends well beyond the row of trees at the rear, offering additional space and privacy. Sorrento Woods offers an outstanding community lifestyle with a private boat ramp and day dock, playground, bocce court, pavilion, and ponds perfect for fishing. Enjoy a welcoming neighborhood filled with food trucks, a community-wide Christmas Eve luminary display, garage sales, Halloween festivities, and so much more! LOCATION, LOCATION, LOCATION! Just minutes from Sarasota Memorial Hospital, Nokomis Beach, the Legacy Trail, numerous grocery stores, and convenient I-75 access, close to A rated schools: Laurel Nokomis about a mile and Pineview is just a short drive! This home offers the perfect blend of comfort, recreation, community, and convenience. Discover the best of Florida living in Sorrento Woods!

1568 Vermeer Drive, Nokomis

403 Longbow Trail, Osprey
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Pine Ranch SubDv. ⋅ 34229 Zip Code
Rarely does a property offer this much flexibility in such a prime Osprey location. Set on two private acres in Pine Ranch, 403 Longbow Trail is more than a four-bedroom, three-bath home; it offers space to create a lifestyle most residential properties simply cannot accommodate. Bring the car collection, RV, boat, motorcycles or horses. The acreage offers the opportunity to explore a future RV or boat garage, collector-car garage, workshop or horse barn, subject to Pine Ranch and Sarasota County approvals. Pine Ranch restrictions permit horses and ponies at up to one per acre, allowing the possibility of up to two on this two-acre parcel, subject to applicable requirements. The approximately 2,770-square-foot residence features a bright, open interior and substantial updates. The remodeled kitchen offers extensive white cabinetry, sleek countertops, a farmhouse sink, stainless-steel appliances, gold-tone hardware and exceptional storage and workspace. Large windows and glass doors bring in natural light and connect the interior to the surrounding greenery. The flexible floor plan offers numerous possibilities. Upstairs, the primary retreat includes an en-suite bath, walk-in closet and private balcony overlooking the pool and grounds. On the first floor, adjoining rooms have been opened to create a larger bedroom area with access to a full bath and the pool area, offering excellent potential for a generous first-floor primary-style suite. Additional bedroom, bath and family room space near the garage creates excellent potential for an in-law or guest suite, office or multigenerational living. Car enthusiasts will appreciate the substantial three-car garage, while the acreage offers even greater possibilities for vehicle, RV, boat or recreational storage. A covered roof connection between the residence and garage area adds convenience, and the circular driveway provides generous access and parking. Outside, mature tropical landscaping surrounds the in-ground pool and patio. Beyond the pool, an expansive lawn, established trees and a peaceful pond with a waterside deck create a private setting for relaxing, gardening, pets or simply enjoying nature. The location is exceptional. Pine View School is approximately 0.6 mile away, with convenient access to the Legacy Trail via the nearby Osprey Junction Trailhead, Oscar Scherer State Park and Blackburn Point Park, where a public boat ramp provides access to Little Sarasota Bay and the Intracoastal Waterway. Nokomis Beach, Siesta Key, marinas, restaurants, shopping, US-41 and I-75 are all within easy reach. Whether your vision includes a collector-car garage, RV or boat storage, workshop, horses, multigenerational living or simply room to breathe, 403 Longbow Trail offers something increasingly difficult to find along Florida's Gulf Coast: space, privacy, flexibility, location and the opportunity to make the property your own. Certain listing photographs include virtually renovated or conceptual representations intended solely to illustrate possible future improvements. Those improvements are not existing features. Buyers should independently verify proposed uses, construction, permitting, zoning and association requirements.

403 Longbow Trail, Osprey

871 Macewen Drive, Osprey
$3,190,000
5 Beds ⋅ 6 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
A gracious columned front porch, classic dormers and a grand entry staircase introduce this distinctive residence in The Oaks. Set along the 13th hole, the home and separate guesthouse occupy more than half an acre framed by mature trees, with southern exposure, expansive greenspace to the east and no golf cart path bordering the property's side of the course. The setting feels remarkably private and spacious, with beautiful views from virtually every room. Timeless Southern character meets thoughtful updates, including a new tile roof, new hurricane-rated windows and skylights, freshly painted interiors and exterior, refinished wood floors, new upstairs flooring and updated lighting inside and out. Designer wallpaper and a new powder room vanity add fresh style, while the generous covered front porch offers an inviting place for morning coffee and relaxed gatherings. The kitchen features white cabinetry, quartz countertops, a waterfall-edge peninsula and a walk-in pantry. An oversized Viking six-burner gas range with a griddle, a Thermador refrigerator, a EuroCave wine cooler, a built-in Miele coffee maker and reverse osmosis system complement the space. Formal dining, a living room with a fireplace and a light-filled family room create inviting settings for entertaining and everyday living. The main-level primary suite overlooks the pool and grounds, spacious custom-organized closet, dual vanities, soaking tub and separate shower. A study and an exceptionally large laundry room with abundant storage complete the first floor. Upstairs, three bedrooms each feature an en suite bath and walk-in closet. A hidden playroom with skylights offers a magical retreat for imagination and creativity, with its area additional to the stated living square footage. With a full kitchen and bath, the separate guesthouse provides flexible accommodations for visitors, extended family or an au pair. Together, the main home and guesthouse frame an inviting outdoor retreat with an open-air pool and spa, palms and expansive golf course views. Generous entertaining areas, a fenced yard and a screened patio with a fireplace offer spaces to gather or unwind throughout the seasons. The home also includes a recently installed whole-house Generac generator with a 200-gallon buried propane tank. The Oaks lifestyle includes golf, tennis, pickleball, fitness and multiple dining venues, complemented by social gatherings and holiday traditions. Enjoy a casual meal at the Overlook or an evening celebration at the club, with the Legacy Trail, Pine View School and the beaches of Siesta Key and Casey Key nearby. Located in Flood Zone X with no reported history of flooding, this residence brings together architectural charm, substantial recent improvements and an exceptional golf course setting.

871 Macewen Drive, Osprey

455 Oak Point Road, Osprey
$600,000
4 Beds ⋅ 3 Baths ⋅ Blackburn Point Woods SubDv. ⋅ 34229 Zip Code
It’s always about the experience of living near Casey Key and the Intracoastal Waterway from this two-story town home in the maintenance-free community of Blackburn Point Woods. Nearby marina, waterfront park with boat ramp and trail for those seeking a lifestyle that celebrates the water, the wildlife, and the open spaces of Florida — nothing compares. A charming entry to the home leads to the inviting great room with soaring ceilings and a wood-burning fireplace. The first level features a private two-car garage and paver drive, French doors leading to a lanai and private pool area, and a secondary patio with an above-ground hot tub. With two bedrooms on the first level, one a generously sized primary with an en-suite bath, and two on the second, there is abundant space for everyone. Upper-level area for a den and a space for home fitness and an oversized closet. The chef's kitchen has solid wood cabinetry; topped in granite, there is kitchen dining as well as adjacent spacious formal dining. Thoughtful dry bar area for entertaining. Each floor/area of the residence has balconies for seamless indoor/outdoor living, the second-level 8-by-18 balcony has had wood replaced in 2026. Luxury Vinyl flooring throughout the living areas provides warmth and sophistication. Nearby are Publix, CVS, ice cream and coffee shops and numerous restaurants. This location is a short distance to Bayfront Park, tiki bar and two waterfront restaurants, a short scenic drive down Casey Key takes you to Nokomis Beach. The community amenities offer two heated pools, pickleball and tennis, a clubhouse and gym. This extraordinary home is the ideal frame for exceptional, easy living. Home is being offered turnkey furnished, excluding personal effects, some homeowner's decor, and staging decor.

455 Oak Point Road, Osprey

1700 Curry Trail Unit 35, Nokomis
$185,000
2 Beds ⋅ 2 Baths ⋅ Curry Cove SubDv. ⋅ 34275 Zip Code
Virtually Staged. This updated villa in the 55+ Curry Cove community is perfect for carefree Florida living. It has 2 bedrooms, 2 bathrooms, and a covered carport. The home features an enclosed front porch, Corian countertops in the kitchen and bathrooms, stainless steel appliances, and wood flooring throughout the main living areas. The open layout with cathedral ceilings connects the kitchen, dining, and living rooms, giving it a spacious feel. The master bedroom has its own bathroom with a walk-in shower and a private entrance to the bonus room The bonus room adds extra space and includes a storage closet with washer and dryer. Enjoy your private, fenced patio with stylish flooring—a great place to enjoy your morning coffee or for entertaining guests on a temperate evening. With a whole house water filtration system, recent updates include a new AC in2022 and a new hot water heater in 2025. Curry Cove offers a heated community pool and parking for RVs and boats. Its location is perfect for those who want to enjoy all the area offers Gulf beaches, downtown Venice, and a wide variety of dining and shopping venues.

1700 Curry Trail Unit 35, Nokomis

39 Crown Point Drive, Nokomis
$128,500
1 Beds ⋅ 1 Baths ⋅ Kings Gate Club SubDv. ⋅ 34275 Zip Code
LOCATION, LIFESTYLE & LAND OWNERSHIP! Welcome to Kings Gate Park, a gated, waterfront-access 55+ community offering the rare advantage of fee-simple ownership, where you own both your home and the land! Boating enthusiasts will appreciate access to the Intracoastal Waterway and Gulf of America with just three fixed bridges along the route. The private ramp includes a dock with cleaning station. If you're looking for low-maintenance living in a welcoming, active community with a friendly, neighborhood atmosphere, this is the perfect place to call home! This charming 1-bedroom, 1-bathroom residence offers comfortable, easy living with the added bonus of a solidly constructed, 216-square-foot Florida/three-season room, built just three years ago. Complete with a portable A/C unit for nearly year-round enjoyment, this versatile space is ideal for relaxing, entertaining, or accommodating guests. Together, the home and Florida Room offer approximately 624 square feet of combined living space. Inside, you'll appreciate the convenience of a propane gas stove, supplied by an easily accessible, exterior 30-gallon propane tank. Additional improvements include an HVAC system replaced in 2021, newer windows throughout most of the home, an updated bathroom vanity, a replacement bedroom ceiling fan, and a newer microwave. The lifestyle is where Kings Gate Park truly shines! The HOA fee includes water, sewer, internet, cable TV, and lawn maintenance, allowing you more time to enjoy the exceptional community amenities. Residents have access to a private boat ramp, boat and trailer storage, swimming pool, pickle ball and tennis courts, shuffleboard, bocce, a fully equipped woodworking shop, garden shed with tools, billiards room, community grills, and a craft room. The clubhouse is a hub of activity, offering social gatherings, games, cards, and opportunities to connect with neighbors. Whether you enjoy boating, staying active, socializing, or simply relaxing in the Florida sunshine, Kings Gate Park offers a wonderful opportunity to embrace the Florida lifestyle. Own your land, enjoy the amenities, and make every day feel like a vacation!

39 Crown Point Drive, Nokomis

642 Trenton Way, Osprey
$2,150,000
4 Beds ⋅ 5 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Beautifully updated and carefully maintained, this Rutenberg-designed home is idyllically situated on a half-acre corner lot surrounded by beautiful landscaping with views of the lake and the 14th Fairway of the Heron Course. This 4 bedroom residence has 4 full baths, 1 half bath, a formal living room with pool views, a separate formal dining room, and an open gourmet kitchen with gas cooktop, stainless appliances, two wallovens, a breakfast bar, an adjoining dining area and two pantries. The kitchen opens to an expansive family room overlooking the pool. The spacious master suite features a large luxury bath, two large his-and-hers closets and a lovely sitting area overlooking the pool. All three additional bedrooms are en suite. A dedicated office with built ins and a versatile bonus room/game room adds valuable flexibility for a wide variety of lifestyles. The large and lovely lanai includes an outdoor grill and bar, covered seating, awnings, and a freeform pool and spa overlooking the water and golf course. With a four-car garage, abundant storage and numerous updates, including a new roof installed in December 2024 (with warranty), a new pool heater installed in 2024, new central air conditioning (2 units, 2 zones) in 2022, freshly painted interior and exterior, this home is the perfect choice for those who want to live in comfort and luxury. A complete list of updates is available. The mandatory Membership to The Oaks Club will provide everything for living a country club lifestyle; two championship golf courses, tennis and pickleball courts, a regulation croquet lawn, state-of-the-art wellness center and a wide array of dining and social options. There is currently no waiting list for either Golf or Sports/Social membership.

642 Trenton Way, Osprey

102 Windward Drive, Osprey
$1,047,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
Experience refreshed coastal living in Southbay Yacht and Racquet Club. This beautifully updated pool home pairs inviting interiors with outdoor spaces made for relaxing and entertaining. Fresh exterior paint and refreshed landscaping with new sod and palm trees create a welcoming arrival. Inside, new vinyl flooring flows through the living spaces and bedrooms, complemented by large format tile in the bathrooms. High ceilings and a decorative beam add character to the open living area. The redesigned kitchen features new cabinetry, quartz countertops with a waterfall detail, stainless steel appliances, a range hood, pendant lighting, illuminated shelving and a walk in pantry. The home offers three bedrooms, two full bathrooms and one half bathroom. The primary retreat offers two newly built closets and a beautifully remodeled bathroom with a spacious double vanity, freestanding soaking tub, separate shower, new fixtures and mirrors. The remodeled guest bathroom features a large double vanity, coordinating tile and updated shower fixtures. The layout features dual primary bedrooms, with the second offering a generous walk in closet, an attached half bathroom and exterior access. Practical updates complement the refreshed interiors, with hurricane rated windows throughout the home and hurricane shutters for added storm protection. New ceiling fans in the bedrooms, an interior laundry room with a new washer and dryer combo, and an oversized garage with an epoxy painted finish add everyday convenience. Step outside to the screened pool and covered lanai, with a new outdoor shower for rinsing off after a swim. An expanded paver area beyond the lanai with a built in outdoor fireplace offers another inviting space to relax and entertain. Enjoy Southbay Yacht and Racquet Club’s waterfront lifestyle, featuring a community marina with Intracoastal access, a community pool, tennis, pickleball, a fitness center and clubhouse. From time on the water to relaxing evenings by your own pool, this home brings together beautifully updated spaces and an active coastal lifestyle. No CDD.

102 Windward Drive, Osprey

2116 Casey Key Road, Nokomis
$6,850,000
4 Beds ⋅ 4 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
Virtually Staged. Imagine the possibilities of Gulf-to-Bay living on Casey Key, where deeded private beach access, deep-water boating and a resort-style bayfront setting create the foundation for an extraordinary coastal retreat. Set on more than half an acre with frontage on Blackburn Bay, 2116 Casey Key Road offers more than 5,500 square feet and an exceptional opportunity to enjoy a substantial island residence within one of Sarasota County’s most coveted waterfront settings. The exterior has been thoughtfully enhanced for enjoying life on the water. Along the bayfront, a multi-level tropical setting unfolds through expansive pavered terraces, covered lounge areas and a gazebo-style dining pavilion with a fully equipped summer kitchen and built-in grilling station. At the center is a heated swimming pool and spa finished in PebbleTec, creating a private resort environment framed by mature tropical surroundings and the waters of Blackburn Bay. A screened second-level bayfront terrace provides another inviting place to relax. For boaters, the property is equally compelling. The extended dock, updated in 2018, includes a lift and provides deep-water access, accommodating both powerboats and sailboats. Deeded private beach access places the Gulf’s turquoise waters and spectacular sunsets just steps from home, creating the increasingly rare opportunity to enjoy both boating and the beach from a single property. Inside, the residence reveals an impressive sense of space and a distinctive architectural character. Soaring cathedral ceilings, generous room proportions and walls of oversized impact windows and sliders fill the home with natural light while capturing sweeping views across Blackburn Bay. The substantial footprint and flexible two-level configuration provide an exceptional foundation for comfortable waterfront living, with the opportunity to embrace the home's individual character or introduce a more contemporary coastal aesthetic. The first level offers inviting spaces, including a family room, game room, two guest bedroom suites, an office with built-ins that can also function as a fourth bedroom, and a convenient kitchenette. This arrangement lends itself beautifully to extended family, visiting guests or the creation of private living quarters within the home. Upstairs, the main living spaces take full advantage of the elevated bayfront setting. The living and dining rooms are joined by a kitchen with granite countertops, center island, informal dining area and stainless steel appliances, along with a wet bar and wine cooler. The primary suite is also located on this level, allowing the principal living spaces to share the home’s expansive water views. A three-stop elevator and interior staircase connect the levels. Considerable improvements include a 2022 metal roof, multiple A/C replacements from 2017–2024, replacement of non-impact windows with Andersen impact windows, updated dock and lift pilings, new ductwork, electrical upgrades and re-piping. Located on the quieter southern end of Casey Key, the property feels wonderfully removed while remaining convenient to Nokomis, Venice and Sarasota. Nearby destinations include Nokomis Beach, the restaurants and boutiques of Venice Island, area marinas and the Legacy Trail, while Downtown Sarasota’s dining, performing arts, cultural attractions and waterfront are within comfortable reach.

2116 Casey Key Road, Nokomis

915 Ball Drive, Nokomis
$679,000
3 Beds ⋅ 2 Baths ⋅ Shore Oaks SubDv. ⋅ 34275 Zip Code
Under contract-accepting backup offers. Tucked away at the end of a quiet cul-de-sac in the intimate gated community of Shore Oaks, this beautifully positioned home offers privacy, serenity, and a wonderful sense of space—all just 1.5 miles from Nokomis Beach. With only 24 homes in the community, Shore Oaks offers a private, neighborly atmosphere where life feels a little more relaxed. Step outside and the peaceful setting immediately takes center stage, with a private pool overlooking the lake and a water fountain that periodically comes to life, adding movement and ambiance to the view. Whether enjoying morning coffee, an afternoon swim, or a quiet evening on the lanai, this is a setting made for Florida living. Inside, soaring vaulted ceilings and abundant natural light enhance the spacious open layout, seamlessly connecting the living area with an open kitchen featuring two pantries and a raised breakfast bar with counter seating, along with a casual dining nook and designated dining area—offering plenty of space for everyday meals and entertaining. The split-bedroom floor plan, oversized bedrooms with walk-in closets, large laundry room, and spacious garage with an additional storage closet provide plenty of room and storage throughout. The pool was resurfaced in 2017 and features a 2022 pool heater, along with a pool safety fence. Additional improvements include a new brick driveway, three-zone HVAC system with integrated UV-C light, 2023 hot water heater, new irrigation controller, hurricane shutters, and a fabric storm panel for the lanai. Beyond the property, the location is wonderfully convenient. Nokomis Beach is just 1.5 miles away, with shopping, restaurants, everyday essentials, and coastal amenities all close at hand. This is more than a house with a pool and a lake view. It is a home designed around the things that make Florida living special—sunlight, water, privacy, indoor-outdoor living, and the luxury of feeling away from it all while still being close to everything you need. Come experience the quiet, the light, and the view for yourself. This may be the Florida retreat you've been waiting to find.

915 Ball Drive, Nokomis

717 Pine Run Dr. Unit 717, Osprey
$159,900
1 Beds ⋅ 1 Baths ⋅ Pine Run SubDv. ⋅ 34229 Zip Code
Ready for your own slice of Florida paradise? This fully furnished, turnkey one-bedroom condo in Osprey’s Pine Run community is ready to welcome you home. Its second-floor setting offers a charming treehouse feel, surrounded by the community’s lush, natural landscape. Well cared for and thoughtfully updated, this condo features BRAND-NEW A/C (SEPTEMBER 2026), A NEW TANKLESS WATER HEATER (2025), AND A NEW HURRICANE-RATED SLIDING GLASS ENTRY DOOR (2022). Soaring ceilings and three sliding glass doors fill the open living and updated kitchen area with natural light, creating a bright, airy atmosphere. The screened balcony is an inviting spot for morning coffee or relaxing at the end of the day. A carport space directly below the condo provides convenient covered parking, along with an oversized storage closet. Whether you’re purchasing your first Florida home, downsizing, or looking for a winter retreat, this condo offers comfortable, easy living and includes a second sleeping area with a pull out sleeper sofa in the livingroom. Shopping and restaurants are within easy walking distance, with the local favorite Casey Key Fish House and Tiki Bar just down the street, along with the Intracoastal Waterway. Nearby Blackburn Point Park and its boat launch offer even more ways to enjoy the outdoors. Pine Runs’ amenities include pickleball and tennis courts, two pools, a community clubhouse, and a fitness area - all nestled within a lush, natural setting. Come take a look and picture yourself enjoying the Florida Lifestyle!

717 Pine Run Dr. Unit 717, Osprey

3718 Sandspur Lane, Nokomis
$5,750,000
4 Beds ⋅ 8 Baths ⋅ Casey Key SubDv. ⋅ 34275 Zip Code
At the water’s edge of Sandspur Lane sits one of Casey Key’s best-kept secrets: a stunning estate offering unmatched privacy, tranquility, protected waterfront, and bespoke contemporary coastal architecture. A multi-year renovation completed in 2024 reimagined the property, adding more than 2,000 square feet of interior and exterior living space and transforming an already exceptional waterfront home into a truly distinctive residence. Tucked at the end of this quiet, private lane, the home’s structural features and sheltered location provide proven storm-resilient advantages. Ownership of both sides of the canal protects the mature trees and vegetation along the opposite shoreline, preserving natural privacy. The main level features vaulted ceilings and an open floor plan connecting the modern kitchen with dining, living, and family rooms, while wraparound aquarium glass windows and sliding glass doors flood the space with natural light and offer views of the water and the parcel’s expansive waterfront setting. A floating staircase rises through a circular glass stair tower to the primary suite, featuring a spacious bath, sitting room, and a private balcony with long water views. An adjoining casita with its own private entrance and water views provides luxurious accommodations for family, guests, or in-home staff. Two dedicated offices with built-in cabinetry and granite desks offer long ICW views, creating an inspiring setting for work or personal pursuits. A new elevator connects every level, from the garage to the rooftop deck. Designed for recreation and entertaining, the property features a cabana with bar and outdoor kitchen, a new waterfall spa and remodeled pool with water features, a home gym, firepit, indoor-outdoor Sonos sound system, and multiple balconies, terraces, and decks. After sunset the extensive outdoor lighting, including dock and underwater fish lights, transforms the property. The long driveway and motor court accommodate parking for 12–15 vehicles— a rarity on Casey Key. The 200 feet of protected waterfront includes a newly added 45-foot dock, 20,000-lb. boat lift, and two PWC lifts. And when the Gulf beckons, deeded beach access leads to its warm waters and shoreline. From sunrises over the ICW to Gulf sunsets from the rooftop deck and illuminated evenings poolside, the home embraces its waterfront setting from virtually every angle. This residence offers a package increasingly hard to find: extraordinary privacy, tranquility, and protected waterfront living—all wrapped in a beautifully reimagined contemporary coastal estate on one of Florida’s most exclusive islands.

3718 Sandspur Lane, Nokomis

256 Turquoise Lane, Osprey
$995,000
3 Beds ⋅ 2 Baths ⋅ Emerald Woods At Oaks SubDv. ⋅ 34229 Zip Code
Welcome to Emerald Woods, a desired cul-de-sac within the Oaks Preserve, and this lovely move in ready Lee Wetherington home is picture perfect for your relaxed Florida Lifestyle. Privately situated, and overlooking a lake with a fountain, this home has 3 bedrooms, with a primary suite that has a sitting area, two large walk in closets, and two additional guest suites with a well appointed guest bath. The kitchen has custom cabinetry, GE Cafe series appliances, granite countertops and a breakfast nook overlooking a pool and spa with lush landscaping and outdoor lighting. This exceptional home has impact resistant, energy efficient windows and sliding doors throughout, a paver driveway, and a one year new roof. Best of all, you can choose your membership in The Oaks Country Club, whether it be Social Or Golf, and be a part of the most desired country club in Sarasota! With two championship 18 hole golf courses, an extremely active tennis program, pickleball, regulation croquet, a fitness center, dining, and an abundance of social activities year round you will always find something to enjoy. With an exceptional location, close to Sarasota County beaches, and minutes to downtown, membership in The Oaks is required with your real estate purchase, and best of all there is no waitlist to begin your terrific lifestyle!

256 Turquoise Lane, Osprey

1501 Sweetland Street, Nokomis
$1,430,000
3 Beds ⋅ 4 Baths ⋅ Duke Sub SubDv. ⋅ 34275 Zip Code
Virtually Staged. WELCOME TO YOUR PRIVATE NOKOMIS RETREAT! Set on a fully fenced and gated one-acre homesite surrounded by mature trees, this custom-built 2016 residence combines quality craftsmanship, impressive living spaces, and exceptional indoor-outdoor Florida living. Beautiful curb appeal begins with a gated entrance, expansive paved driveway with abundant parking, attached three-car garage, lush tropical landscaping, and distinctive architectural details. A metal roof, board-and-batten accents, stonework, custom railings, and a spacious covered front entry framed by substantial columns complete the exterior, while impact windows and doors provide added protection and peace of mind. Step through the foyer into a beautifully designed interior featuring bamboo flooring, vaulted ceilings with exposed beams, crown molding, plantation shutters, and custom handcrafted barn doors. The expansive living room is anchored by a floor-to-ceiling electric fireplace and opens naturally to the dining room, kitchen, and lanai for an easy flow throughout the main living areas. The spacious kitchen is designed for both everyday living and entertaining with granite countertops, coordinating backsplash, stainless steel GE Café appliances, an apron-front farmhouse sink, upgraded fixtures, generous cabinetry, and a large pantry. Its open design keeps the kitchen connected to the surrounding living and dining spaces. Pocketing sliding glass doors open to the expansive screened lanai and heated saltwater pool, seamlessly extending the living space outdoors. Multiple covered patio areas with tongue-and-groove ceilings provide plenty of room for dining, entertaining, and relaxing while overlooking the beautiful backyard. Beyond the pool, a broad manicured lawn shaded by mature trees creates an inviting setting with plenty of usable outdoor space. Gather around the fire pit, enjoy the open lawn, or take advantage of the multiple detached storage buildings for lawn equipment, tools, recreational gear, and additional storage. Privately positioned on one side of the home, the primary suite features a vaulted ceiling, spacious walk-in closet with custom wood shelving, and an ensuite bath with dual granite-topped vanities and an impressive steam shower finished in floor-to-ceiling marble tile. Two generously sized guest bedrooms are located on the opposite side of the home and are complemented by two additional full bathrooms. A dedicated office near the foyer provides a comfortable work-from-home space, while the oversized separate family/entertainment room offers flexibility for a media room, game room, hobby area, or additional gathering space. A dedicated mudroom provides a convenient transition from the garage, while the spacious laundry room offers abundant cabinetry, quartz countertops, a utility sink, and excellent additional storage. Offering approximately one acre, a three-car garage, heated saltwater pool, extensive covered and screened outdoor living space, a large fenced backyard, multiple storage buildings, and a versatile floor plan, this distinctive Nokomis home delivers space and functionality in a peaceful setting. All of this is within easy reach of shopping, dining, recreation, and the beautiful Gulf Coast beaches.

1501 Sweetland Street, Nokomis

155 Sea Anchor Drive, Osprey
$895,000
3 Beds ⋅ 3 Baths ⋅ Southbay Yacht & Racquet Club SubDv. ⋅ 34229 Zip Code
PROFESSIONAL PHOTOS COMING SOON! Prime location in Southbay Yacht & Racquet Club! Located just blocks from the deep-water marina and clubhouse, this beautifully updated 2,680 sq ft home perfectly balances coastal elegance with peace of mind. A brand-new circular paver driveway (2026) welcomes you to an open interior where a light, airy rhythm flows effortlessly through pocket doors and impact-resistant glass. The familyroom serves as a breathtaking architectural centerpiece, showcasing high vaulted ceilings with exposed beams that echo the lines of a classic vessel, anchored by a custom focal wall crafted from local Gulf Coast quartz and fossilized marine life. The split floorplan features a generous primary suite with dual walk-in closets, an en-suite guest room, and a third bedroom with direct pool-deck access. Outdoors, an expansive screened lanai features a covered dining area summer kitchen sink, hot tub, and an inground pool overlooking community grounds and walking paths. PREMIUM UPDATES & MECHANICS INCLUDE: *ROOFING: CONCRETE TILE MAIN ROOF (2014) PLUS NEW FLAT ROOF, FLASHING & FASIA (2025) *WINDOWS & EXTERIOR: 11 CUSTOM IMPACT WINDOWS (2024), NEW SCREEN ENCLOSURE (2025) AND FRESH PAINT. *SYSTEMS: REPLACED PLUMBING LINES IN LANAI, LAUNDRY ROOM AND BATHROOMS, UPDATED 200-AMP ELECTRICAL, HVAC (2021) AND UPGRADED POOL PUMP. *INTERIOR FLOORING: SEAMLESS LUXURY VINYL PLANK (LPV) WITH CLASSIC TILE IN THE PRIMARY BATH *APPLIANCES: REFRIGERATOR & MICROWAVE (2026), DISHWASHER & GARBAGE DISPOSAL (2024), WASHER (2023) *DOCUMENTATION: VALID WIND MITIGATION & NEWLY COMPLETED 4-POINT INSPECTION READY FOR REVIEW. Enjoy a vibrant golf-cart community lifestyle with low-fee marina slips, tennis, pickleball, and top-tier amenities - including a heated community pool just minutes from Pine View School, grocery plazas, and Gulf beaches!

155 Sea Anchor Drive, Osprey

107 Sunset Drive, Nokomis
$3,875,000
3 Beds ⋅ 5 Baths ⋅ Nokomis SubDv. ⋅ 34275 Zip Code
"Selling Sunset Dr” FURNISHED AND TURNKEY. Positioned 15 feet above sea level and built to 2019 hurricane standards with solid block construction and a clay tile roof, this coastal Mediterranean estate on Dona Bay offers a rare combination of newer construction, direct no-fixed-bridge access to the Gulf via Venice Jetty (5 minutes to the jetty), and a garage built for serious car collectors and RV enthusiasts. The 6-car garage with 50-amp RV hookup and parking for 10 vehicles, make this home one of the few on the market at this scale. Inside, three ensuite bedrooms and a private office are finished with solid custom cabinetry with granite and Cambria quartz counters, and engineered hardwood floors. You will appreciate the newly remodeled culinarian inspired kitchen with upmarket appliances, central vac, and whole-house sound system. A Generac 22kW generator and an elevator shaft prepped for future installation add further peace of mind and flexibility. Step outside to a raised infinity-edge pool and spa, two outdoor kitchens, three fire pits, a golf putting green, a tool shed and an extended entertainment lanai with an upper sun deck, frame exquisite water views. A private 100-ft dock with a 16,000 lb lift that includes approval for a second lift.

107 Sunset Drive, Nokomis

1225 Oak Tree Lane, Nokomis
$795,000
3 Beds ⋅ 3 Baths ⋅ Curry Acres SubDv. ⋅ 34275 Zip Code
Under contract-accepting backup offers. Virtually Staged. Rare Acreage in Nokomis! 2,873 sq ft Pool Home on One Acre! Welcome to your private Florida paradise! Situated in Curry Acres on a rare sprawling 1 acre lot with no CDD fee and flood insurance not required! This expansive 3 bedroom 2.5 bath pool home offers an impressive 2,873 square feet of light-filled living apace. The highly functional open floor plan features large living areas perfect for both daily living and effortless entertaining. Slide open the pocket sliding doors to your private screened lanai where your sparkling pool awaits. Accessable from the lanai, the large seperate recreation/media room also doubles as a private guest room perfect for visiting family and friends. Beyond the pool enclosure, the park-like backyard is a true gardeners dream with 6 raised bed planter boxes for your farm-to-table vegetables, herbs, or flowers. There are also multiple fruit trees including avocados, mangoes and bananas for seasonal harvest as well as a qualty built shed for storing all your gardening supplies. Then enjoy cool evenings relaxing at the built-in firepit with your favorite beverage. With a full acre of freedom, there is ample space to store your boat, trailer, or RV. Nestled in a prime Nokomis location , you are just minutes to pristine Gulf beaches, the Legacy Trail, downtown Venice and the top-rated Laurel-Nokomis school. The nearby under-constuction Venice Crossings shopping center on Laurel Rd will include a Walmart, Home Depot and a variety of dining options including Texas Roadhouse, Chik-fil-A, Whataburger and Chipotle among others, all while enjoying your home's private oasis. Schedule your private showing today!

1225 Oak Tree Lane, Nokomis

2107 Tocobaga Lane, Nokomis
$625,000
3 Beds ⋅ 3 Baths ⋅ Calusa Lakes SubDv. ⋅ 34275 Zip Code
Welcome to 2107 Tocobaga Lane, a beautiful 3-bedroom, 2.5-bath residence nestled in Woodland Trails, a private, low-maintenance enclave within the highly sought-after Calusa Lakes community. Calusa Lakes is renowned for its elegant golf course setting, lush natural surroundings, and desirable location, creating a peaceful atmosphere that feels like a private retreat while remaining conveniently close to everything Sarasota and Venice have to offer. For golf enthusiasts and those who simply appreciate scenic open views, the golf course setting adds an exceptional dimension to everyday living. Inside, the thoughtfully designed floor plan offers spacious and versatile living areas, tall vaulted ceilings, abundant natural light, and granite countertops. A flexible bonus room currently used as a home office provides valuable additional living space and can be adapted to suit your needs, including use as a potential 4th bedroom with a built in closet. Step outside to your private pool set against a backdrop of mature foliage and the 14th fairway of Mission Valley Country Club, this home offers an inviting combination of privacy, comfort, and the quintessential Florida lifestyle—with a private pool and spa and picturesque golf course views. . Whether enjoying a quiet morning coffee, cooling off in the pool, or entertaining friends and family, the outdoor setting provides a wonderful backdrop for relaxed Florida living. Additional highlights include an attached exterior storage closet for added convenience, an oversized garage and a 2019 roof, offering years of useful service ahead. Located in Woodland Trails within the coveted Calusa Lakes community, this residence delivers the lifestyle buyers seek—beautiful golf course surroundings, private pool living, a low-maintenance enclave, and an exceptional Gulf Coast location. Known for its manicured landscapes, championship golf course (membership optional), low HOA fees, Pickleball, Tennis courts, and convenient proximity to both Venice and Sarasota. Just 12 minutes from the pristine sands of Nokomis Beach and close to additional coastal destinations including Venice Beach, Manasota Key, and world-class Siesta Key. Downtown Venice—offering boutique shopping, dining, and entertainment—is within 15 minutes. Highly ranked schools and recreational activities are nearby. The home is within 3 miles of the new Sarasota Memorial Hospital–Venice, widely recognized as best-in-class with continued high ratings, including a 5-star patient experience from Forbes and accolades from Newsweek and the American Heart Association. Enjoy easy access to beaches, the famous Legacy Trail, dining, shopping, boating, Sarasota, Venice, and the many attractions that make this area such a desirable place to call home. Come experience 2107 Tocobaga Lane and discover why life in Calusa Lakes is truly something special.

2107 Tocobaga Lane, Nokomis

33 Bishops Court Road Unit 118, Osprey
$679,000
2 Beds ⋅ 3 Baths ⋅ Oaks SubDv. ⋅ 34229 Zip Code
**EXPERIENCE EFFORTLESS LIVING in this BEAUTIFULLY UPDATED TOWNHOUSE with SERENE WATER VIEWS** Located behind the Secure Gates of The Oaks Preserve, Golf & Country Club neighborhood, this delightful residence features 2 En Suite Bedrooms on the 2nd Floor, 2 Full and 1 Half Baths, and offers a refined yet relaxed lifestyle surrounded by mature oak canopies and tranquil lake views. The main living area entails an inviting great room that opens to serene water views framed by palms and natural greenery while the European-style kitchen is thoughtfully designed with premium SubZero, Wolf and Bosch appliances, modern wood cabinetry, polished granite countertops, and durable ceramic tile flooring—ideal for both everyday living and entertaining. Architectural details add warmth and character throughout, including hand-plastered walls with art niches, graceful archways, plantation shutters, and sisal carpeting. Just off the entry foyer, you’ll find a convenient powder room and a separate laundry room. A private brick balcony provides ample space for outdoor dining or relaxing while enjoying the peaceful surroundings. The primary suite overlooks the lake and includes two walk-in closets and a spacious bathroom featuring dual vanities, walk-in shower, jacuzzi tub and appointed with upscale finishes. The guest suite is equally comfortable, complete with built-in shelving and ample storage. 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 lighted), 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.

33 Bishops Court Road Unit 118, Osprey

412 S Casey Key Road, Nokomis
$4,695,000
6 Beds ⋅ 5 Baths ⋅ Gedney Richard H Inc SubDv. ⋅ 34275 Zip Code
Experience effortless luxury in this exceptional Gulf-front estate on the pristine shores of Casey Key, where the Gulf is your backyard and privacy, tranquility, and sweeping water views await! Originally built in 1951 and tastefully renovated in 2016 and 2025, this beach-front residence seamlessly blends classic character with refined modern updates. Offering nearly 4,000 square feet of living space under air, this home features 6 bedrooms and 4.5 bathrooms across three levels, designed for both comfort and entertaining. Generous room for hosting/gathering throughout with three expansive balconies inviting you to enjoy both breathtaking Gulf and intracoastal waterway views! Thoughtfully designed in-law quarters on the first level with the second level featuring a gourmet chef’s kitchen, family room and additional guest rooms/baths. The chef's kitchen is equipped with a Wolf six-burner gas range with griddle and double oven, a Sub-Zero PRO refrigerator/freezer, granite countertops, soft-close cabinetry, and a large centerpiece island perfect for casual dining with a view. The Owner's level on the third floor is to die for! Tremendous views of the Gulf from the substantial primary suite with this level also featuring a sitting area and den/office/bonus room that has views of the intracoastal waterway! The primary bathroom includes a stand-alone garden tub with skylight over, large walk-in glass and tile shower, dual vanities, and solid wood cabinets with granite countertops. Additional highlights include impact windows and doors, travertine flooring throughout (with the exception of engineered hardwood in the kitchen), marble-tiled baths, and a 2-car garage. Recent improvements include a new metal roof (2025), fresh paint inside and out (2025), a new septic system (2025) and A/C system (2023), offering peace of mind for years to come. Offered turnkey furnished. With private beach access steps away, this is a rare opportunity to own a truly remarkable waterfront retreat on one of Florida’s most desirable barrier islands! Call today for more information or to set up a private tour! **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

412 S Casey Key Road, Nokomis

1704 Curry Avenue Unit 39, Nokomis
$215,000
2 Beds ⋅ 2 Baths ⋅ Curry Cove SubDv. ⋅ 34275 Zip Code
Welcome to Curry Cove! This 2-bedroom, 2-bath villa has vaulted ceilings and French doors leading to the lanai providing a light open feeling as you enter. It also offers a rare feature you won't find on every unit here: a full 2-car garage. The kitchen has been updated with maple cabinetry with pantry, desk, and granite counter tops. The primary suite features a renovated bathroom with maple cabinetry and frameless shower doors for a comfortable modern feel. The second bathroom has a tub and shower combination. The French doors lead to an enclosed lanai and fenced backyard with a paver patio. This is a spacious area to create an outdoor living space for relaxing and entertaining. Some areas of the home await your personal touches. The price reflects the condition of the paint and flooring. This offers you the opportunity to add styles and colors you choose making it truly yours and adding instant value. The villa had a new garage door in 2026, and a new roof in 2023 (done by the association) The HVAC system was replaced in 2018. All windows were upgraded in 2010. With these major updates already done, a 2-car garage, and plenty of room to personalize, this villa is an excellent opportunity in one of Nokomis's most desirable 55+ communities. This home is in flood zone X, meaning no flood insurance is required. Beyond your personal home, Curry Cove is a peaceful community with reasonable HOA fees and no CDD fees. The association offers maintenance-free living by providing lawn care, exterior maintenance, and a heated community pool. This community also has designated RV and/or Boat parking, and a community garden making this community a true standout. Conveniently located just minutes from pristine Gulf beaches, historic downtown Venice, Sarasota Memorial Hospital, shopping, dining, and entertainment. Embrace the coastal lifestyle, make memories, and turn this home into your vacation home, winter home, or your forever home.

1704 Curry Avenue Unit 39, Nokomis

402 Macewen Drive, Osprey
$1,590,000
3 Beds ⋅ 4 Baths ⋅ The Oaks SubDv. ⋅ 34229 Zip Code
Under contract-accepting backup offers. Located behind the gates of The Oaks Clubside and within close proximity to the clubhouse, this 3-bedroom plus office, 3.5-bath residence offers over 3,500 square feet of refined, comfortable living. Positioned on the 4th hole of the Eagle Course, the home features expansive golf views enjoyed from the screened lanai with pool and spa. The interior includes an elegant formal living room with fireplace, formal dining room, a spacious master suite with an oversized walk-in closet, a large laundry room, tray ceilings, crown molding, ceiling fans. This home has a whole-house generator, hurricane protection. a NEW ROOF and NEW HVAC. An oversized 3-car garage and circular paver driveway complete the property, providing everything needed to enjoy refined country club lifestyle The Oaks offers. The club’s amenities include two championship golf courses, pickleball courts, 14 Har-Tru courts and a croquet court, exceptional culinary experiences and a robust social calendar. Required with homeownership, there is currently no waiting list for either Golf or Sports/Social membership.

402 Macewen Drive, Osprey

401 N Point Road Unit 303, Osprey
$445,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
Nestled above the treetops, this beautiful 3 bedroom, 3 bath condo offers the unique feature of an added office/den, making it truly a place to live, work and play on the gorgeous Gulf Coast of Florida. The updated kitchen combines functionality with beauty. Opening to the great room and dining area, it allows you to visit with your guests as you prepare a meal using all the stainless-steel Kitchen Aid appliances. The breakfast bar is a comfortable place for a causal breakfast or use the adjoining dining area, large enough to accommodate a table for more formal meals. The main living area provides a delightful aesthetic, with new flooring, custom lighting and a soft wall pallet. Add the view of the preserve past the private, screened balcony and you will get the peaceful, easy feeling you associate with luxury living. The quality and beauty of the updates continue throughout the master suite and guest bedrooms, baths and office/den. Even the laundry room is a thing of beauty! There are so many incredible touches (custom paint, ceiling fans, plantation shutters, tray ceilings, and incredible bathrooms to name a few) in this residence, you truly must see it to appreciate all it has to offer! Want to enjoy the Florida sunshine? You can walk to the Meridian residents-only pool and spa. Here you will also find an outdoor kitchen and workout room. As members of The Oaks Club, you also can take advantage of all its amenities; two 18-hole championship golf courses, 12 HAR-TRU tennis courts maintained to tournament standards, 4 of which are lighted, bocce and pickle ball courts, a junior Olympic community pool, state-of-the-art WellFit fitness center, and a wide variety of dining, recreational and social offerings. Club membership is required and there is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 303, Osprey

2046 Cordes Street, Osprey
$565,000
3 Beds ⋅ 2 Baths ⋅ Cordes Cove SubDv. ⋅ 34229 Zip Code
Virtually Staged. Nature Lovers Paradise! Tucked along a tranquil creek with direct water access to the Gulf of Mexico, this elevated 1,705 sq ft home sits on almost a 12,000 sq ft lot offering the perfect blend of coastal adventure and peaceful natural surroundings. Launch your paddle craft right from the yard and paddle out to open water, or cast a line from your private fishing dock. The fishing here is easy and the setting couldn't be more scenic. The home offers 3 bedrooms and 2 baths, with the primary suite privately situated on the entire second floor featuring a spacious walk-in closet and abundant storage. Downstairs, heart pine flooring flows through the living area, warmed by a cozy wood-burning fireplace on cooler evenings. A screened wraparound porch on the first level extends your living space outdoors, ideal for morning coffee or evening breezes off the creek. This home is ready for your personal touch and is an incredible opportunity to update and build instant equity in a location that can't be replicated. The elevated design offers peace of mind along with sweeping views of the creek and surrounding woods. Outside, the yard is a true nature lover's dream--idyllic and alive with birdsong, from herons to osprey, all just steps from your door.

2046 Cordes Street, Osprey

401 N Point Road Unit 903, Osprey
$1,050,000
3 Beds ⋅ 3 Baths ⋅ Meridian At The Oaks Preserve SubDv. ⋅ 34229 Zip Code
This 3 bedroom, 3 bath 9th floor penthouse with PRIVATE 2 CAR GARAGE in Meridian at The Oaks Preserve offers the perfect living space for those who seek luxury and comfort in a country club community. Meticulously maintained, this residence’s open, spacious floor plan features a beautiful kitchen with stainless steel appliances. The master bedroom has ceiling-to-floor windows to enjoy views of the intracoastal waterway and the Gulf of Mexico. The luxurious master bath has marble floors and a jacuzzi tub. Every room is light-filled and most offer lovely water views during the day, and SPECTACULAR SUNSETS as the day turns to dusk. Automatic hurricane shutters, a climate controlled storage room and a two-car garage with additional storage space are just a few of the features in this opulent condo. Spend a sunny Florida day at the Meridian residents-only pool with spa and fitness room, just steps from the building. Or take advantage of everything else The Oaks, Sarasota’s premier golf and country club, has to offer, 2 championship golf courses, 12 Har-Tru tennis courts (4 lighted), pickleball and croquet courts, a state-of-art WellFit center, incredible dining options and a celebrated social calendar. Club membership is required with homeownership. There is currently no waiting list for either Golf or Sports/Social membership.

401 N Point Road Unit 903, Osprey

1216 N Casey Key Road, 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

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