Laurel Oak Estates Real Estate

Laurel Oak Estates Real Estate

Welcome to Laurel Oak Estates, a premier subdivision nestled in the heart of Sarasota County, Florida. This enchanting community is perfectly situated just off I-75 East, providing easy access to the vibrant culture and stunning natural beauty that the Sunshine State has to offer.

Laurel Oak Estates boasts an array of meticulously designed homes that cater to diverse lifestyles and preferences. From charming single-family residences to spacious luxury estates, each property is a testament to quality craftsmanship and thoughtful design. The lush landscaping and serene surroundings create an inviting atmosphere, making it an ideal place for families, retirees, and everyone in between.

Nature enthusiasts will appreciate the proximity to beautiful parks, nature preserves, and the breathtaking Gulf Coast beaches, all just a short drive away. Enjoy leisurely afternoons at nearby Myakka River State Park, where you can hike, bike, or simply revel in the tranquility of Florida's stunning landscapes.

Laurel Oak Estates is not just about beautiful homes; it’s a community that fosters connections. Residents enjoy a friendly neighborhood vibe, complete with social events and gatherings that bring neighbors together. Families will benefit from access to top-rated schools and recreational facilities, ensuring a well-rounded lifestyle for all ages.

With its prime location, exquisite homes, and welcoming community spirit, Laurel Oak Estates is more than just a place to live; it’s a place to thrive. Come discover the charm of this hidden gem in Sarasota County and envision your future in this idyllic setting. Your dream home awaits!

Newest Listings in Laurel Oak Estates

2434 Dick Wilson Drive, Sarasota
$1,339,000
3 Beds ⋅ 3 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Beautifully situated overlooking the fifth green of the Player Course in Laurel Oak Estates, this well-maintained three-bedroom, 2.5-bath home offers a wonderful combination of comfort and golf course living. The home features hardwood flooring in the main living areas & tile in the baths. The inviting family room includes a gas fireplace, while the updated kitchen showcases attractive wood cabinetry. A spacious laundry center adds convenience, storage and a beverage cooler. A three-car side entry garage with paver turnaround. Lawn maintenance is included in the quarterly HOA dues. Enjoy Florida living at its best in the expansive lanai, complete with a heated pool, spa and extended awning for added shade and comfort. Furnishings are available under separate agreement. Laurel Oak Country Club offers optional memberships featuring two championship golf courses, 12 Har-Tru tennis courts, a Junior Olympic swimming pool, pickleball and an active social calendar. Enjoy an exceptional 42,000-square-foot clubhouse with formal and casual dining, complemented by outdoor seating with fire pits. Live the lifestyle!

2434 Dick Wilson 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
7767 Alister Mackenzie Drive, Sarasota
$1,588,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
**SPACE TO LIVE. ROOM TO ENTERTAIN. A PRIVATE GOLF-COURSE LIFESTYLE.** There are homes that are beautiful—and then there are homes that make you immediately imagine the people you'll invite over. Set along the 11th tee of Laurel Oak's Jones Course, this **3,903-square-foot, one-story residence on more than 2/3 of an acre** was designed for exactly that kind of living. Whether you're raising a family and need room to spread out, or you're ready for a home where friends and family can gather with ease, this is a house that gives everyone space without ever feeling disconnected. Inside, soaring ceilings, 8-foot doors, clerestory windows, wood floors, and light-filled living spaces create an elegant but welcoming atmosphere. The open layout flows naturally from the kitchen and breakfast nook into the main living areas, while three additional bedrooms offer privacy. The spacious primary suite is its own retreat, with walk-in closets, plantation shutters, automated blackout shades, and a spa-inspired bath with soaking tub and bidet. And then there's the entertaining. A **central wet bar sits at the heart of the home, ready for everything from a casual evening with friends to a full dinner party. Built-in speakers, a wood-burning fireplace, generous bar seating, and multiple gathering spaces make entertaining feel effortless rather than formal. The kitchen is equally well equipped, with quartz countertops, a breakfast nook overlooking the pool, a convenient in-kitchen pantry with slide-outs, and a large walk-in pantry/appliance garage that can handle everything from everyday storage to your next Costco run. Beyond the glass, the Florida lifestyle takes over. * The expansive screened lanai overlooks the golf course and opens to a HEATED SALTWATER POOL AND SPA, shaded entertaining area, outdoor grilling space, retractable awning, and color-changing LED lighting.** There's room to dine, lounge, swim, or simply enjoy a quiet morning overlooking the fairway. A fenced side yard for furry friends or gardening and a backyard citrus cocktail tree add the finishing touches. For the golf enthusiast, the setting is hard to beat. For everyone else, it provides something equally valuable: **space, long views, and a beautiful gated community. The home also delivers the kind of behind-the-scenes features that make a property at this level easier to own. **Impact windows, new impact garage doors, hurricane curtains enclosing the lanai, solar panels, and a Tesla Powerwall** provide added protection and energy flexibility. The oversized 3-car garage features epoxy floors, an EV charger hookup, insulation, and its own freestanding A/C—ideal for vehicles, recreational equipment, or even a private golf simulator. All of this is set within **Laurel Oak Estates**, an established, guard-gated community known for mature landscaping, natural preserves, golf-cart-friendly streets, wide sidewalks and a welcoming neighborhood atmosphere. Residents have the option to join the private club—but **club membership is not required to live here.** With **NO CDD**, guarded entry, patrolled security, and access to Sarasota-area schools, 7767 Alister Mackenzie Drive offers an exceptional balance of privacy, space, recreation, and everyday livability. **If you've been searching for a Sarasota home where you can spread out, entertain beautifully, enjoy the golf-course setting, and make the most of every season of life, this one deserves to be seen in person.**

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
2528 Tom Morris Drive, Sarasota
$1,369,000
4 Beds ⋅ 3 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
Laurel Oak Estates, this premier golf course homesite, features an exceptional residence that offers breathtaking views and a resort-style pool and spa, creating the ideal setting for relaxing or entertaining. The spacious primary suite features hardwood flooring, a detailed tray ceiling, a bay window and two walk-in closets with built-in shelving. A luxurious bath with dual vanities, a soaking tub, double walk-in showers and a private garden wall. The well-appointed gourmet kitchen boasts granite countertops, abundant wood cabinetry, stainless steel appliances, a walk-in pantry, a compactor, extra 11-by-7 storage and a bright dinette with an aquarium window. Three distinctive themed guest rooms with hardwood flooring add charm and comfort. The gathering room has a gas fireplace and 11-foot sliders overlooking the pool area. Roof replaced (2020), ACs (2021). The garage is 3.5 spaces with a circular driveway. Located near shopping, churches, The Classical Academy and public schools. Located in the guard-gated Laurel Oak Estates, with optional Country Club memberships offering two championship golf courses, 12 Har-Tru tennis courts, pickleball, dining, a junior Olympic pool and an active social calendar. Live the Lifestyle!

2528 Tom Morris 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
$2,800,000
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 where EVERYTHING has already been handled, completed, remodeled and updated so you dont have to! Just move in and ENJOY. 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 added by Sellers as well as a custom Creek with waterfalls & pond. Thoughtfully updated with uncompromising attention to detail. This fortress of a 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 XL island. The luxurious primary bath has been completely remodeled in Marble with dual vanities, dual water closets, and oversized walk-in shower. Grounds are truly spectacular. A formal English garden showcases antique brick pathways, green walls, custom arbors, Lg fountain & mature fruit trees incl lemon, fig, plum. Sellers further enhanced with authentic clay paver patio. Additional fruit trees include lychee, grapefruit, navel orange, banana & mango This grand residence is loaded with upgrades & thoughtful features including: • New main A/C (2025) additional systems replaced in 2022 2023 • Roof 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 2nd-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 meticulously maintained, where no expense was spared. Experience the perfect combination of luxury, comfort, beauty & peace of mind in one of Laurel Oak's most exceptional properties.

3171 Dick Wilson Drive, Sarasota
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