Laurel Oak Estates Homes for Sale

Laurel Oak Estates Homes for Sale

Welcome to Laurel Oak Estates, a premier subdivision nestled in the heart of Sarasota County, Florida, just off I-75 East. This enchanting community offers a serene escape from the hustle and bustle of city life while still providing easy access to all the vibrant amenities Sarasota has to offer. Here, you’ll find a perfect blend of luxury, comfort, and nature, making it an ideal place to call home.

Laurel Oak Estates is renowned for its beautifully crafted homes, each uniquely designed to cater to a variety of lifestyles. With properties ranging from spacious single-family homes to elegant estates, there is something for everyone. Many of these homes boast stunning architectural details, expansive floor plans, and lush landscaping, creating an inviting atmosphere for families and individuals alike.

Residents of Laurel Oak Estates enjoy a wealth of amenities, including access to picturesque parks, walking trails, and nearby golf courses. The community is also conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

Currently, there are an array of homes for sale in Laurel Oak Estates, offering prospective buyers the opportunity to invest in this desirable neighborhood. Whether you're seeking a tranquil retreat or a vibrant community to raise a family, Laurel Oak Estates provides the perfect backdrop for your next chapter. Don’t miss your chance to explore the exceptional homes available in this charming subdivision—your dream home awaits!

Newest Laurel Oak Estates Homes for Sale

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
Imagine mornings overlooking lush fairways, afternoons by your heated saltwater pool and spa, and evenings entertaining friends in your own private outdoor retreat. Set on over 2/3 of an acre along the 11th tee of the Jones Course, this exceptional 3,903-square-foot residence offers the space, privacy, and amenities to embrace the best of the Sarasota lifestyle. * Located in the guard-gated, golf cart-friendly community of Laurel Oak Estates, this thoughtfully designed one-story home features 4 bedrooms, 3.5 bathrooms, a dedicated office or home gym, soaring ceilings, 8-foot doors, and light-filled living spaces. The open floorplan balances effortless entertaining with comfortable everyday living, while the spacious primary suite offers two walk-in closets, plantation shutters, automated blackout shades, and a spa-inspired bath with soaking tub and bidet. Three additional bedrooms provide privacy and flexibility for family and guests. * The well-appointed kitchen features quartz countertops, bar seating, and a breakfast nook overlooking the pool and lanai. A central wet bar, two wine refrigerators, built-in speakers, wood-burning fireplace, and wood flooring create a welcoming setting for gatherings throughout the year. * Step outside to your private resort-style oasis, complete with a heated saltwater pool and spa, covered entertaining area, retractable awning, color-changing LED lighting, and outdoor cooking area. Expansive golf course views, a fenced yard, and a backyard citrus cocktail tree add to the Florida lifestyle. * Peace of mind comes with impact windows, new impact garage doors, hurricane curtains enclosing the lanai, and a solar energy system paired with a Tesla Powerwall for backup power and energy flexibility. The insulated three-car garage with A/C offers room for vehicles, storage, hobbies, or a golf simulator. * Laurel Oak Estates is renowned for its mature landscaping, natural preserves, and two championship golf courses. Residents can enjoy access to optional private club amenities, including golf, tennis, pickleball, swimming, dining, and social activities—**club membership is not required**. With guarded entry, patrolled security, no CDD fees, and access to Sarasota-area schools, this is a rare opportunity to enjoy space, security, and an exceptional golf course setting. **Discover the Laurel Oak lifestyle—schedule your private showing today.**

7767 Alister Mackenzie Drive, 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
7732 Donald Ross Road W, Sarasota
$1,695,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Don’t miss this unique opportunity to own an "outstanding" 4-bedroom, 3.5-bath residence located within the gates of Laurel Oak. This home is ideally positioned on a ½ acre plus premium lake lot with exceptional "natural" privacy, serene water and preserve views from your picture framed lanai. Every home has a story, and this one began in 2020 when it was taken down to the studs and thoughtfully reimagined through a custom renovation—blending timeless design with modern functionality, and delivering a move-in ready experience with lasting peace of mind. The architectural details include crown molding, tray and volume ceilings that highlight the sense of openness and elegance throughout the living spaces. The kitchen has been meticulously designed with expansive counter space and custom cabinetry, creating a natural balance between everyday comfort and functionality. It’s a space that supports daily living with ease while also accommodating those moments that call for gathering and celebration, it is open, practical, and tailored to the flow of everyday life. The transition from the interior living spaces to the exterior spaces creates a true indoor-outdoor lifestyle: inviting, open, and designed for everyday living. Multiple access points from room to room including the Primary & Secondary en-suites extend the living space outward, connecting naturally to the expansive under-cover lanai and pool area showcasing postcard-worthy views with peaceful sightlines. It’s a layout that offers flexibility. Schedule your private showing today to experience this rare Laurel Oak Estates property. Residents have the option to join Laurel Oak Country Club, offering two 18-hole championship golf courses, 12 Har-Tru tennis courts, six pickleball courts, and an active social calendar. Ownership includes moving to the top of the waitlist and (next spot) priority placement on the country club waiting list. Beyond the gates, the location places you near shopping, dining, entertainment, medical facilities, major roadways, and Sarasota’s renowned beaches.

7732 Donald Ross Road W, Sarasota
3171 Dick Wilson Drive, Sarasota
$2,875,000
5 Beds ⋅ 5 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Welcome to one of the Crown Jewels of Laurel Oak Country Club, a stunningly renovated Estate situated on an exceptionally private homesite personally selected by the community's original developer as his family residence. This Estate Home is for the distinguished buyer who wants something extraordinary , something unique and One of a Kind to call home. Laurel Oak Estates is regarded as Sarasota's Premier Country Club with a 24 hr guarded gate. Golf membership is optional, but ownership of this extraordinary home places you at the front of the membership waiting list. Nestled on nearly one acre overlooking the Jones Course, this remarkable 5-bedroom residence completely renovated in the very popular Modern Heritage Style offers breathtaking views of the golf course, formal English Gardens, and a custom creek with waterfalls and pond. Thoughtfully updated with uncompromising attention to detail, the home seamlessly blends timeless elegance with modern luxury. Inside, you'll find real hickory wood flooring, two spacious primary suites, and a beautifully renovated chef's kitchen featuring Sub-Zero, Miele, BlueStar, and Thermador appliances, complemented by Marble countertops and a large center island. The luxurious primary bath has been completely remodeled with dual vanities, dual water closets, and an oversized walk-in shower. The grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, a Lg fountain, and mature fruit trees including lemon, fig, and plum. Sellers further enhanced the property with a picturesque creek, three waterfalls, and a tranquil pond, all best enjoyed from the authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana, and mango. This grand residence is loaded with upgrades and thoughtful features, including: • New main A/C (2025) plus additional systems replaced in 2022 and 2023 • Roof replaced in 2019 • Impact-rated doors, windows, and sliders throughout most of the home • Whole-house generator with 1,000-gallon underground fuel tank for hurricane preparedness • Whole-house water filtration system with UV sanitizer • UV Halo Ozonator integrated into the pool equipment • New attic insulation • New gutters, including custom copper gutters across the front elevation • New epoxy garage flooring • Heated and cooled craft/storage room in the garage • Renovated Butler's Pantry • Laundry room with pet shower and new plank flooring • Outdoor kitchen with newer grill. Sink and granite countertops • Brick flooring in the sunroom • Fireplace rebuilt with Taj Mahal marble surround and custom paneled feature wall • New designer chandeliers in the foyer and primary bath • Upgraded fixtures, fans, hardware and lighting throughout • Pool safety fence • Extensive landscape lighting creating a magical nighttime setting • Private second-floor balcony with custom sunshade The home's unique positioning provides unmatched privacy, while winding walkways invite you to explore this lush, park-like paradise. This is more than a home—it's a private retreat, thoughtfully curated and meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty, and peace of mind in one of Laurel Oak's most exceptional properties. King bed in primary suite does not convey. Other furnishings are available under separate negotiation

3171 Dick Wilson Drive, Sarasota
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