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$3,700,000
5 Beds 5 Baths Oaks SubDv. 34229 Zip Code
Welcome to extraordinary living! This completely private oasis is perfectly positioned along North Creek in The Oaks Bayside, one of the most sought-after communities in South Sarasota. Situated on a lot and a half, the view is peppered with lush foliage, creating total seclusion and the feel of a luxury retreat. One of the most desirable floor plans in the community, with open flow and complete separation from the master suite and guest accommodations, creates a comfortable and highly functional living space. The casita provides the perfect separate space for an office, a studio or long-term guest accommodations, with stunning views from the second floor. Fine finishes and quality craftsmanship are showcased throughout this home, custom built by renowned contractor Baron Construction. Features include French oak flooring, quartz countertops, premium appliances, and numerous custom details. The combined living and dining area provides an ideal setting for entertaining, opening directly to the outdoor pool and spa. For more casual gatherings, the spacious kitchen and breakfast nook flow seamlessly into the family room and out to the covered outdoor living space. This screened area is beautifully designed with a pool and spa, and grill. The covered areas and ceiling fans provide comfort for al fresco dining. The lots’ site is spectacular, with great water views, and areas to launch your kayak or paddleboard. Add in the practical features like a newer roof, oversized three car garage and huge pantry and you have found a home of distinction with no peer. The Oaks Bayside is a gated bayfront community within The Oaks. The distinguished private club offers 2 championship golf courses, pickleball and tennis courts, a state-of-the-art WellFit Center, exquisite dining options and a celebrated social calendar. The location provides convenient access to downtown Sarasota, dining, nightlife, and the cultural amenities of the Gulf Coast.

324 Osprey Point Drive, Osprey

$1,099,000
4 Beds 5 Baths Oaks SubDv. 34639 Zip Code
Set behind a private gate on 10 wooded acres, 24201 Oaks Boulevard offers a combination rarely found this close to Tampa: a 2006-built residence, exceptional garage and workshop capacity, enduring privacy, and everyday conveniences only minutes away. A long private drive winds beneath a mature canopy of live oaks, sabal palms, and southern magnolias, keeping the home completely hidden from the road. Built for himself by its owner, a licensed Florida general contractor with more than 30 years of experience, the property reflects the functionality and forethought of someone who understands how a home and its infrastructure should perform. Inside, 10-foot ceilings establish generous scale throughout the 4-bedroom, 3.5-bath residence. The kitchen is designed for real use, with 100% wood cabinetry and commercial-grade KitchenAid appliances including a 48-inch gas 8-burner cooktop, double ovens, and 48-inch refrigerator. Two gas fireplaces add warmth, while surround sound extends through the living room, dining room, game room, formal living room, and rear porch. The spacious primary suite is framed by multiple windows overlooking mature greenery, while the game room adds another entertaining environment with its own wet bar. Expansive front and rear porches bring the acreage into everyday life, creating shaded spaces for quiet mornings, gatherings, and evenings outdoors. For the right buyer, the workshop may be one of the property's most compelling features. Separate from the home's 4-car garage, the approximately 2,000-square-foot concrete-block building offers three enclosed bays with 12-foot-wide by 14-foot-high overhead doors, providing clearance for motorhomes, boats, trailers, trucks, jet skis, and other recreational equipment. There is room for approximately six vehicles without lifts, or potentially nine with a properly configured storage-lift setup. A 9,000-pound hydraulic auto lift, welding outlets, an air compressor, a finished office, and a full bathroom provide genuine utility for automotive work, trades, collections, equipment, or serious hobby use. The infrastructure is equally purposeful. A 22kW whole-house Generac generator provides backup power, while private well and septic service are complemented by a maintenance-free filtration system for iron and sulfur. The roof was replaced in 2025 and carries a GAF Gold Pledge 50-year manufacturer warranty. Outside, the ten acres offer freedom that is increasingly difficult to replicate, with no HOA and room for horses, gardens, recreational vehicles, a future pool, or simply open space and privacy. Directly across Oaks Boulevard, more than 7,400 acres of protected Cypress Creek Preserve reinforce the property's sense of seclusion and scale. Yet that privacy comes without isolation: Tampa Premium Outlets, Costco, recreation, I-75, and more than 45 restaurant and coffee options are within approximately 10 minutes, while downtown Tampa and Tampa International Airport can be reached in under 30 minutes. It is a rare combination of genuine acreage, everyday convenience, and direct access to the broader Tampa Bay area. Market research reinforces how unusual that combination is: a home built in 2000 or later on 10 or more contiguous acres this close to a major commercial corridor appears in MLS records less than once every 5 years. 24201 Oaks brings together privacy, freedom, recreation, serious utility, and proximity in a setting that would be extraordinarily difficult to recreate.

24201 Oaks Boulevard, Land O' Lakes

$1,950,000
4 Beds 6 Baths Oaks SubDv. 34229 Zip Code
**ELEGANT UPDATED RESIDENCE IN THE OAKS | MODERN COMFORT ON A .83-ACRE CORNER LOT** Welcome to 538 Dove Pointe, an exceptional residence in the secure and gated Oaks Country Club community in Osprey, Florida. Set on a generous .83-acre elevated lot, this beautifully landscaped property offers the perfect combination of privacy, sophistication, and modern comfort. Built in 2002, this newer home showcases timeless architecture with a thoughtful layout and extensive 2023–2025 updates throughout. From its striking curb appeal to its serene outdoor living spaces, every detail has been meticulously curated. Inside, the home offers 4 EN SUITE BEDROOMS, 5.5 BATHS, and a 3-CAR GARAGE that’s been freshly painted and upgraded with a new epoxy floor. Walls of glass fill the home with natural light, complemented by plantation shutters and new motorized window shades throughout. Major updates include a new tile roof (August 2025), two new HVAC units, new LED lighting, and new outlets and light switches across the home. The entire interior and exterior were freshly painted in 2023, giving the home a bright and modern aesthetic. The primary suite is a private retreat, featuring new flooring, a spacious bath, and a bonus office/dressing area for added versatility. A separate office or sitting room, also with new floors, provides ideal space for remote work or quiet relaxation. The three additional bedrooms feature new carpeting, creating a cohesive and comfortable atmosphere. The chef’s kitchen is equipped with new stainless-steel appliances (refrigerator, dishwasher, – all 2025) and flows seamlessly to the main living areas and outdoor entertainment space. There is a new 2025 washer and dryer as well. Step outside to your private Florida oasis — a covered lanai with a full outdoor kitchen and a large motorized Sunbrella shade for comfort and convenience. The property’s two fountains (one new) and professionally graded, elevated landscaping create a lush and tranquil environment perfect for al fresco dining or quiet reflection. 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**

538 Dove Pointe Drive, Osprey

$875,000
3 Beds 2 Baths Oaks SubDv. 34229 Zip Code
**STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the Secure Gates of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank, Plantation Shutters, an Oversized, Owner’s Bedroom Suite with Multiple walk-in closets and sitting area and much more! Enjoy the expansive and private outdoor living area in a screened lanai with wet bar and southern exposure overlooking a Garden and Tranquil Preserve. Mostly NEW Hurricane Impact Windows/Door. 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.

293 Turquoise Lane, Osprey