The Oaks Homes with Pool View

The Oaks Homes with Pool View

Welcome to The Oaks, a premier subdivision located in the beautiful region of Osprey/Nokomis in Sarasota County, Florida. Known for its stunning natural landscapes and vibrant community, The Oaks offers a truly exceptional living experience.

Situated in the heart of the Sunshine State, The Oaks is surrounded by a wealth of amenities and attractions. Whether you're seeking outdoor adventures or cultural experiences, this area has it all. From pristine beaches and championship golf courses to world-class shopping and dining, residents of The Oaks enjoy a lifestyle that is second to none.

One of the standout features of The Oaks is the abundance of homes with pool views. Imagine waking up every morning to the sight of crystal-clear waters glistening under the warm Florida sun. Whether you're relaxing by the poolside or hosting a gathering with friends and family, these homes offer the perfect backdrop for creating lasting memories.

In addition to the pool views, The Oaks boasts a range of luxurious amenities for residents to enjoy. From tennis courts and fitness centers to walking trails and social clubs, there is something for everyone in this exclusive community.

With its prime location, breathtaking surroundings, and homes with pool views, The Oaks is truly a hidden gem in Sarasota County. Whether you're looking for a vacation home or a permanent residence, The Oaks offers the perfect blend of comfort, convenience, and natural beauty. Come and discover the best of Florida living at The Oaks.

Newest The Oaks Homes with Pool View

$1,289,000
3 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
One or more photo(s) has been virtually staged. Designed by renowned architect Frank Folsom Smith, this timeless residence is privately positioned on an expansive double lot at the end of a quiet cul-de-sac within The Oaks Preserve. The property is framed by lush conservation views and mature oak canopies and blends classic architectural character with thoughtfully curated updates. Professional lawn care and irrigation are covered by the monthly fees. Designed for both everyday comfort and effortless entertaining, the residence offers 3 bedrooms, 3.5 baths, multiple indoor and outdoor gathering spaces, and a seamless connection to its tranquil natural surroundings. Inside, refined architectural elements, including crown molding, hardwood flooring, custom millwork, vaulted ceilings, plantation shutters, and two fireplaces, create a warm yet elevated aesthetic throughout. The great room opens effortlessly to the screened Florida room and private outdoor living spaces, while the dining room’s built-in serving bar and wine chiller complement the beautifully updated kitchen featuring custom white cabinetry, granite countertops, stainless steel appliances, an oversized island, and curated designer lighting. A Sonos sound system extends throughout the residence. The primary suite serves as a retreat with vaulted ceilings, a bay window sitting area, outdoor access, and a fully renovated spa-inspired bath completed in 2023. Dramatic marble-look tile, a frameless glass shower, dual vanities, and a freestanding soaking tub positioned beneath a skylight create a serene, resort-like experience. Additional baths have also been extensively renovated with elevated finishes and designer fixtures, while the updated laundry room introduces custom storage, shiplap detailing, and functional built-ins with a refined coastal aesthetic. Upstairs, a spacious bonus room with a fireplace opens directly to a newly renovated second-story deck. With a full bathroom, the second floor is an exceptional flex space ideal for guests, recreation, or private lounging among the treetops. Outdoor living is equally compelling, centered around a seven-foot-deep heated pool and spa surrounded by brick pavers, tropical landscaping, and serene preserve views with no rear neighbors. Recent improvements include a new pool heater, filtration system, pump and motor, new lanai screening and aluminum framing, exterior paint completed in 2025, new air conditioning for the main floor, and a new second-story flat roof with a warranty. Located within the gated community of Bishops Court inside The Oaks Preserve, residents enjoy 24 hour guarded gates, maintenance-free living alongside access to one of the region’s premier private club lifestyles, featuring two championship golf courses, Har-Tru tennis courts, pickleball, croquet, a state-of-the-art fitness center, fine and casual dining, and an active social calendar. Golf or Social Membership is required with homeownership. The Oaks Club has been awarded the Platinum Clubs of America, Distinguished Emerald Residential Country Club, and Audubon International Certified designations. Located between Sarasota and Venice, Osprey is known for its natural beauty, waterfront lifestyle, and easy access to everyday conveniences. Residents are just moments from Siesta Key, downtown Sarasota’s dining and cultural attractions, marinas, shopping, Legacy Trail, and the renowned Pine View School, creating an ideal setting for both year-round living and seasonal enjoyment.

156 Bishops Court Road, Osprey

$2,189,000
4 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
**EXPERIENCE TIMELESS ELEGANCE AND EXCEPTIONAL CRAFTSMANSHIP** in this impeccably maintained Arthur Rutenberg custom residence, perfectly positioned on a private 0.61-acre homesite overlooking the Heron Golf Course with tranquil water views in the prestigious, 24-hour gated Oaks Club community. Nestled beneath a gorgeous oak canopy and enhanced by professional exterior landscape lighting, this remarkable 4,012-square-foot home offers the utmost in Florida living. Designed to maximize natural light, soaring 12-foot ceilings, expansive windows, and seamless indoor-outdoor living, the home was affectionately known by its previous owners as "The House of Light." From the dramatic circular driveway and lighted entrance columns to the elegant coffered ceilings, crown molding, and inviting gas fireplace, every detail reflects the quality and sophistication synonymous with Arthur Rutenberg. The thoughtfully designed floor plan features 4 Bedrooms plus Private Study/Den, 3 Full and 1 Falf Baths, centered around a spacious gourmet kitchen with new granite countertops, premium Sub-Zero and Wolf stainless steel appliances, and an open flow into the comfortable family room—ideal for both everyday living and entertaining. The luxurious primary suite offers a spa-inspired bath with dual vanities, a custom tiled walk-in shower, and a relaxing soaking tub. An oversized three-car garage provides abundant storage, a workbench, and an additional refrigerator. The expansive screened lanai is the true centerpiece of the home, offering the ultimate Florida lifestyle with generous covered entertaining space, multiple dining areas, and a stunning pool highlighted by a dramatic four-foot tiled waterfall feature. A fully equipped outdoor kitchen includes granite countertops, an Alfresco grill, refrigerator, and bar seating, creating the perfect setting for year-round entertaining. Meticulously updated throughout the years, significant improvements include hurricane-impact windows and doors (2020), roof (2019), pool cage/aluminum structure (2018), and numerous additional enhancements that preserve the home's exceptional quality and value. 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 also welcomes families and offers an unmatched lifestyle. Ideally located in one of Sarasota County's most sought-after communities, this exceptional home 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. **Enjoy Viewing the 3D Virtual Tour and Aerial Video*

433 E Macewen Drive, Osprey

$1,595,000
3 Beds 4 Baths The Oaks SubDv. 34229 Zip Code
**STUNNING GOLF COURSE ESTATE in the Highly Sought-After OAKS COUNTRY CLUB Community** situated on an Over Half Acre Lot overlooking the 12th Fairway of the interior, HERON GOLF COURSE. With its delightful curb appeal and manicured landscape, this splendid residence offers 3 BEDROOMS + Spacious Executive Office/Study, 3 FULL and 1 HALF BATHS, High Ceilings, Crown Moldings, Gas Fireplace, spacious Kitchen with Granite Counters and Stainless Steel appliances, 2-Car Garage w/ Circular Driveway, and much more! An Expansive Primary Bedroom Suite features multiple walk-in closets and an Updated Primary Bathroom with dual vanities, soaking tub, custom-tiled shower and private outdoor shower. Ultimate enjoyment of the outdoors is made possible with an expansive screened lanai featuring a Large 45ft Pebble-Tec Pool & Spa, Outdoor Kitchen space (without appliances) and an abundant covered seating area. Recent UPDATES include Freshly Painted Interior (2024), NEW POOL CAGE (2023), NEW ROOF (2018), HVAC (2018), Pool Pump, etc. THE OAKS is a distinguished, 24hr Guarded, Country Club Community which boasts many accolades including: Platinum Club of America, Emerald Club of the World, Elite Distinguished Club of the World and One of America’s Healthiest Clubs - where amenities include Three Restaurants, Ballroom, Two 18-hole championship GOLF courses, award-winning RACQUETS program with 12 Har-Tru Hydro-Grid TENNIS courts, 4 PICKLEBALL Courts, wonderful CROQUET facility, state-of-the-art FITNESS center and junior Olympic, heated community SWIMMING POOL, Bocce, Basketball Court, Playground and more! The Oaks is just minutes from nationally ranked Pine View School, the Legacy Bike Trail, area Beaches and all that Gulf Coast living has to offer. Membership is required and there is NO WAITLIST for GOLF or SOCIAL Membership. **ENJOY THE 3D VIRTUAL TOUR and AERIAL VIDEO**

909 Macewen Drive, Osprey

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