The Oaks Homes with Bay/Harbor Frontage

The Oaks Homes with Bay/Harbor Frontage

Welcome to The Oaks, a stunning subdivision nestled in the heart of Osprey, Florida, where luxury living meets the serene beauty of nature. Located in Sarasota County, The Oaks offers an idyllic lifestyle characterized by its lush landscapes, picturesque views, and proximity to the shimmering waters of the Gulf Coast.

This exclusive community is renowned for its exquisite homes that boast breathtaking bay and harbor frontage. Imagine waking up each morning to the gentle sound of waves lapping against the shore, with panoramic views of the tranquil waters right outside your window. The architectural designs of these homes are a harmonious blend of elegance and comfort, featuring spacious layouts, modern amenities, and high-end finishes that cater to both relaxation and entertainment.

Living in The Oaks means embracing a lifestyle filled with outdoor adventures and leisure activities. Residents can enjoy direct access to boating, fishing, and kayaking, making it a paradise for water enthusiasts. The community is also conveniently located near pristine beaches, golf courses, and upscale dining and shopping options, ensuring that every day feels like a vacation.

As a part of this vibrant community, you’ll find a welcoming atmosphere that fosters connections among neighbors. Whether you’re taking a stroll along the waterfront or enjoying a sunset barbecue with friends, The Oaks is more than just a place to live; it’s a place to thrive.

Discover your dream home in The Oaks, where the beauty of Florida living awaits you!

Newest The Oaks Homes with Bay/Harbor Frontage

$6,449,000
6 Beds 6 Baths The Oaks SubDv. 34229 Zip Code
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

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