Laurel Oak Estates Homes with Custom Architectural style

Laurel Oak Estates Homes with Custom Architectural style

Welcome to Laurel Oak Estates, a hidden gem nestled in the heart of Sarasota County, Florida. This prestigious subdivision is perfectly situated just off I-75 East, providing residents with easy access to the vibrant culture and stunning natural beauty that Sarasota is renowned for. Whether you're a commuter or a weekend adventurer, Laurel Oak Estates offers the perfect blend of convenience and tranquility.

One of the most striking features of this community is its stunning homes, each boasting unique custom architectural styles that reflect the individuality of their owners. From Mediterranean-inspired villas to contemporary masterpieces, every residence in Laurel Oak Estates is a testament to exquisite craftsmanship and thoughtful design. These homes are not just places to live; they are a celebration of art and aesthetics, with meticulous attention to detail that enhances the overall ambiance of the neighborhood.

Surrounded by lush landscaping and picturesque views, Laurel Oak Estates offers an inviting atmosphere that encourages outdoor living and social interaction. Residents can enjoy leisurely strolls along tree-lined streets, engaging in community events, or simply soaking in the serene surroundings. The community also boasts top-notch amenities, including a clubhouse, fitness center, and swimming pool, ensuring that there’s always something to do right at your doorstep.

Whether you’re looking for a family home or a serene retreat, Laurel Oak Estates promises a lifestyle of elegance, comfort, and a strong sense of community. Come discover your dream home in this exquisite neighborhood and experience the best of Florida living!

Newest Laurel Oak Estates Homes with Custom Architectural style

3321 Charles Macdonald Drive, Sarasota
$1,424,000
4 Beds ⋅ 5 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Virtually Staged. In prestigious Laurel Oak Estates, this custom-built residence offers an exceptional setting overlooking the lake and fourth fairway of the Signature Jones golf course! A circular driveway welcomes you to this impressive four-bedroom, 4.5-bath home, featuring a bright, open plan with natural lighting. Kitchen features stainless steel appliances complemented by a wet bar and built-in desk. Additional features include a 3.5-car garage plus an air-conditioned storage/golf cart garage. On an oversized lot of approximately 0.493 acres, the home features an outdoor living area designed for entertaining with a large pool, spa, outdoor kitchen and awning for shade. Inside, a spacious laundry center with abundant storage adds everyday convenience. Laurel Oak Country Club offers two signature golf courses, 12 Har-Tru tennis courts, pickleball and an active social calendar. Experience the beauty, privacy and lifestyle that make Laurel Oak Estates desirable.

3321 Charles Macdonald Drive, Sarasota
3194 Charles Macdonald Drive, Sarasota
$1,699,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Set against an expansive backdrop of manicured fairways, this beautifully updated Arthur Rutenberg residence captures the space, privacy and indoor-outdoor lifestyle that make Laurel Oak Estates so desirable. Positioned on nearly half an acre with sweeping golf course views, the custom four-bedroom, four-bath home offers more than 3,800 square feet of single-level living, a three-car garage and a resort-inspired screened pool and spa. A circular pavered drive leads to double entry doors and a light-filled interior with high 12’ ceilings, architectural detailing and generous proportions. The thoughtful split-bedroom floor plan balances defined living and dining spaces with an open kitchen and family room designed for everyday comfort and entertaining. Built-in cabinetry and a wet bar enhance the living room, while abundant windows and sliding doors draw attention to the pool and golf course beyond. The kitchen was refreshed in 2025 with new quartz countertops, backsplash and lighting, complementing rich wood cabinetry, a substantial center island, breakfast bar and walk-in pantry. Premium appliances include Sub-Zero refrigeration, Wolf cooktop, two built-in Wolf ovens and a Miele dishwasher. The adjoining family room was renovated in 2024 with custom built-ins and luxury vinyl flooring, while a separate office with extensive built-in workspaces creates an ideal work-from-home setting. Privately positioned, the spacious primary bedroom features dual walk-in closets and a completely renovated 2025 en-suite bathroom with a freestanding soaking tub, dual vanities, quartz surfaces, walk-in shower and private water closet. Three additional bedrooms provide excellent flexibility, including two connected by a Jack-and-Jill bath and a private guest suite with an en-suite bath renovated in 2022 with quartz counters, new cabinetry and a zero-entry shower. Outside, the expansive screened lanai creates a private resort-like setting overlooking the Jones Course. Covered lounging and dining areas surround the saltwater pool and raised spa with waterfall feature, while a summer kitchen with granite countertops and bar seating makes entertaining effortless. The pool heater and glass blocks at the pool and spa were replaced in 2025. Additional improvements include two new Lennox HVAC systems in 2024, a 2017 tile roof, epoxy flooring and built-in cabinetry in the three-car garage, a 50-amp EV charging outlet and interior painting throughout most rooms in 2025. Laurel Oak Estates offers a gated setting with private roads and 24-hour guard service, with membership at Laurel Oak Country Club available separately. Conveniently located east of Downtown Sarasota, the community provides easy access to UTC, Lakewood Ranch, Waterside Place, Sarasota’s renowned dining, arts and cultural attractions, and the Gulf beaches of Siesta Key. Beautifully updated, exceptionally spacious and designed to embrace its golf-course setting, 3194 Charles MacDonald Drive offers a compelling combination of privacy, single-level living and resort-style outdoor space in the heart of Laurel Oak Estates.

3194 Charles Macdonald Drive, Sarasota
8250 Hugh Alison Place, Sarasota
$2,999,000
5 Beds ⋅ 5 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
“Five Fairways” Estate in Laurel Oak. Set on a serene cul-de-sac within the prestigious Laurel Oak Estates, this custom-built residence captures the essence of Sarasota’s coveted golf-course lifestyle. Poised on nearly an acre with sweeping fairway and lake views, the home offers more than 5,100 square feet of beautifully designed living space enhanced by timeless architectural detail, modern functionality, and effortless indoor-outdoor flow. A private winding drive and manicured landscaping introduce the stately façade, where double entry doors open to a grand foyer with high ceilings and walls of large windows that fill the interiors with natural light. The spacious living and dining areas feature custom built-ins and millwork, with expansive sliders framing sunset views of the sparkling pool and golf course beyond. Perfect for entertaining, the gourmet kitchen combines rich wood cabinetry with granite countertops, double ovens, built-in refrigerator, wet bar area, and casual dining nook overlooking the fairway. The adjoining family room offers a warm gathering space anchored by solid wood built-ins and a gas fireplace, with seamless access to the screened lanai for alfresco living. The primary suite is a secluded retreat with peaceful golf and water views, custom walk-in closet, private laundry, and a spa-inspired bath complete with soaking tub, separate shower, dual vanities, and private water closet. Three additional guest suites provide generous accommodations—two sharing a Jack-and-Jill layout, and one with a full en-suite bath—each thoughtfully designed for comfort and privacy. The theater room is equipped with platform seating, custom cabinetry, 120” screen, surround sound, remote-controlled lighting, and 4K projector. A true highlight of the home is the second-floor bonus suite, currently used as an art studio, featuring vaulted tongue-and-groove ceiling, built-in desks, a full bathroom, and an expansive balcony capturing unforgettable sunset vistas across the course. The screened outdoor living area defines the Florida lifestyle, showcasing a heated pool and spa, outdoor kitchen, and multiple seating areas for relaxing or entertaining. Mature landscaping, accent lighting, and the home’s ideal southwest exposure create a tranquil backdrop year-round. Additional features include plantation shutters, central vacuum, a three-car side-entry garage with golf-cart parking, and a whole-house solar system offering efficiency and peace of mind. Nestled behind the gates of Laurel Oak Country Club, residents enjoy access to 36 championship holes of golf, tennis and pickleball courts, a junior Olympic pool, fitness facilities, and a vibrant social calendar—all available with optional membership. Beyond the gates, you’re moments from Sarasota’s best amenities, including UTC Mall’s upscale shopping and dining, Nathan Benderson Park, and downtown Sarasota’s world-class arts, culture, and waterfront entertainment. Siesta Key and Lido Key beaches are within easy reach, completing the perfect blend of privacy, luxury, and convenience. With its exquisite craftsmanship, prime location, and inspiring golf-course vistas, this Laurel Oak Estates residence delivers the ideal balance of sophistication and relaxed Sarasota living—an exceptional opportunity for those seeking elegance within one of the region’s most prestigious gated communities.

8250 Hugh Alison Place, Sarasota
2686 Dick Wilson Drive, Sarasota
$1,295,000
3 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Located within one of Sarasota’s most desirable private golf course communities, this custom Laurel Oak Country Club residence is ready to welcome its next owners. Designed and built by Arthur Rutenberg, the home has been lovingly maintained since its completion and sits on a beautiful 1.13-acre homesite backing to tranquil green space. Enjoy your morning coffee surrounded by nature, with deer frequently passing through the property. There is also ample room to add a pool, creating an ideal setting for gathering with family and friends. The versatile floor plan offers exceptional flexibility for both growing families and empty nesters. Soaring ceilings define the main living area, where expansive sliding glass doors fill the space with natural light and create a seamless connection to the outdoors. The centrally located kitchen and living areas provide an inviting environment for everyday living and entertaining, while a dedicated office offers an ideal workspace or private studio. The climate-controlled three car tandem garage provides generous room for three large vehicles, a golf cart, or a workshop, as currently enjoyed by the owner. A spacious dedicated laundry room adds to the home's functionality. Updated mechanical systems, including a newer HVAC equipment, a newer water heater, and a newer flat-tile roof, provide additional peace of mind. Ideally positioned within Laurel Oak, this home offers an exceptional opportunity to bring your own vision, personal style, and updates to create a residence uniquely your own. Schedule your private showing today.

2686 Dick Wilson Drive, Sarasota
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