Laurel Oak Estates Homes with Gated Community - Guard Community Features

Laurel Oak Estates Homes with Gated Community - Guard Community Features

Welcome to Laurel Oak Estates, a prestigious gated community nestled in the picturesque surroundings of Sarasota County, Florida. Located just off I-75 East, this serene enclave offers residents the perfect blend of luxury and tranquility, making it an ideal choice for families and individuals seeking a peaceful retreat without sacrificing convenience.

Laurel Oak Estates is renowned for its stunning homes, each meticulously designed to embody elegance and comfort. The community features a variety of architectural styles, ensuring that there is something to suit every taste. With spacious floor plans, lush landscaping, and modern amenities, these homes are perfect for both entertaining and everyday living. Many properties offer private pools, expansive outdoor spaces, and breathtaking views, allowing residents to fully embrace the Florida lifestyle.

One of the standout features of Laurel Oak Estates is its commitment to security and privacy. As a guard-gated community, residents can enjoy peace of mind knowing that their safety is a top priority. The friendly and professional security staff ensure a safe environment while fostering a sense of community among neighbors.

In addition to its impressive homes and security features, Laurel Oak Estates is conveniently located near top-rated schools, shopping centers, and recreational facilities. Residents can easily access the vibrant cultural scene of Sarasota, including art galleries, theaters, and fine dining establishments.

Discover the charm and elegance of Laurel Oak Estates, where luxurious living meets the serenity of a gated community. Experience the lifestyle you’ve always dreamed of in this exceptional Sarasota gem!

Newest Laurel Oak Estates Homes with Gated Community - Guard Community Features

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
7767 Alister Mackenzie Drive, Sarasota
$1,650,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Welcome to 7767 Alister Mackenzie Drive, a spacious one-story 4 bedroom home with 3.5 bathrooms, an office/home gym, and a heated saltwater pool, ideally positioned on over 2/3 of an acre along the golf course in Laurel Oak Estates. Set within Sarasota’s established, guard-gated, golf cart-friendly neighborhood, this 3,903-square-foot residence pairs golf course views with a light-filled, thoughtfully designed open floorplan. It's located at the Jones 11th tee, and the cart path is on the other side of the course, affording you expansive green views. * High ceilings, 8' doors, and abundant natural light create an immediate sense of scale, while the home’s open central living spaces flow naturally into more defined areas for work, entertaining, and quiet retreat. The oversized Primary bedroom is on the ground floor, and features automated blackout shades and plantation shutters, 2 walk-in closets, a water closet with a bidet, and a soaking tub. The guest bedrooms afford ultimate privacy for family and guests, with 2 bedrooms and one bathroom off the family room, and an additional guest room with a full bathroom in the back of the home. * The kitchen features quartz counters, a French door refrigerator, bar seating and a breakfast nook that overlook the sensational patio area. The centrally located wet bar offers space for conversation, coffee and cocktails, with storage for all your serving needs. Add in 2 wine fridges (one for reds, one for whites), built-in speakers, and a wood-burning fireplace, and you have everything you need for entertaining throughout the year. * Wood floors throughout the living areas add timeless elegance, and IMPACT WINDOWS, hurricane curtains that enclose the lanai during storms, and new impact garage doors give peace of mind. The solar panels are connected to a TESLA POWERWALL which allows the owners to determine when they want to be on or off the grid and serves as a whole home generator during power outages. The insulated 3-car garage has an A/C and has ample space for 3 cars, hobbies like a golf simulator, or additional storage needs. * Outside, the HEATED SALTWATER POOL & SPA, a large covered sitting area with a retractable awning for adjustable shade, LED color-changing lights, and shaded a gas grill and mini-range are the final touches to live beautifully outdoors. A fun addition is the cocktail tree out back, which provides lemons, limes, and oranges during the citrus season. And finally, a fenced yard gives contained open space to family members small and/or furry, and a doggy door and invisible fencing around the house allow canine companions freedom to roam and sniff. * Enjoy the security and natural beauty of Laurel Oak Estates, a distinguished Sarasota community known for its mature landscaping and preserves intermingling with the pristine golf courses. The 813-acre community was planned around balancing the hammocks and wetlands with the Laurel Oak Country Club, a private club offering golf, tennis, pickleball, swimming, dining, and social activities. (Note: membership is not required.) The neighborhood is gated with a guard and patrolled security, and there is NO CDD. This is one of THE most desirable neighborhoods in Sarasota, is in a great school district, and is wonderful for all ages. The home has already undergone a Four Point Inspection for the the future owners' peace of mind, so schedule your showing today!

7767 Alister Mackenzie Drive, Sarasota
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