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3302 Charles Macdonald Drive, Sarasota
$1,599,000
4 Beds ⋅ 4 Baths ⋅ Laurel Oak Estates SubDv. ⋅ 34240 Zip Code
An exceptional opportunity awaits in prestigious Laurel Oak Estates! Nestled among majestic oaks and lush landscaping, this impressive custom residence offers over 4,200 square feet of gracious living space, soaring ceilings, expansive windows, and picturesque views overlooking the 8th hole of the golf course. Offering a wonderful combination of privacy, architectural character, and endless possibilities, this distinctive home presents an opportunity to create your own personal retreat in one of Sarasota's most sought-after gated communities. Designed for both elegant entertaining and comfortable everyday living, the spacious split floor plan features three bedrooms plus a generously sized office with a closet, three-and-a-half baths, formal living and dining rooms, and an inviting family room with a gas fireplace. The expansive kitchen features custom wood cabinetry, two islands, a gas cooktop, an oversized breakfast bar, walk-in pantry, and premium appliances including Viking and Fisher & Paykel. The generously proportioned primary suite offers a private sitting area and spacious bath with a Jacuzzi tub, separate shower, and abundant storage. Both guest bedrooms include their own en suite bath, ideal for guests or multi-generational living. Step outside to an expansive screened lanai featuring a pool and spa overlooking the beautifully manicured fairways. There is an outdoor kitchen for enjoying the Florida lifestyle while entertaining. Mature landscaping provides exceptional privacy while preserving tranquil golf course views. Additional highlights include a 2020 tile roof, 2023 air-conditioning systems, an oversized laundry room with Miele washer and dryer, central vacuum, plentiful storage, and a three-car side-entry garage. Beyond the residence, Laurel Oak Estates is renowned for its expansive homesites, magnificent mature trees, natural preserves, and patrolled security. Optional membership at the private Laurel Oak Country Club offers two championship 18-hole golf courses, 12 Har-Tru tennis courts, six pickleball courts, an Olympic-size swimming pool, a beautifully renovated clubhouse, and an exceptional social calendar. Laurel Oak homeowners receive priority placement on golf and tennis membership waiting lists. With no CDD fees and a prime Sarasota location convenient to University Town Center, Waterside Place, excellent dining, medical facilities, downtown Sarasota, I-75, and the world-famous beaches of Siesta Key, this remarkable property offers the perfect combination of location, lifestyle, and opportunity. Discover the possibilities and make this exceptional Laurel Oak estate your own!

3302 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

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

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