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$2,000,000
4 Beds ⋅ 4 Baths ⋅ Springs The Deerwood Estates SubDv. ⋅ 32779 Zip Code
For the first time in 28 years, the most coveted mid-century home in Orlando is available. Your private compound. A piece of art you live inside. The Strasberg Residence, designed by award-winning architect Gene Leedy. He built only three private homes in the Orlando area, and this is his Masterpiece. Beyond the 8-foot concrete stucco wall wrapped in ivy, the world disappears from view, and yours begins. Trees, gardens, and a pool the color of dark glass lie behind your private wall. At its center, a breathtaking atrium and courtyard: a reflecting pool with twin fountains and a tree rising from the water, framed by glass on every side. Inside, Leedy's design language of clean lines and subtle, important details is everywhere. Eleven-foot doors, warm wood trim throughout, and expansive glass in every room harmonize nature with the interior, bringing together privacy, gardens, and water features. The social center of the home is the soaring great room with fireplace and wet bar. Formal dining. All wired for sound. Two separate entrances serve the east and west wings, each with its own foyer. The primary suite occupies an entire wing: a bedroom sitting room with its own bar, a dressing room, an enormous custom-built closet, a dual-sink countertop with a separate vanity, a separate WC with bidet, a tub that overlooks the pool, a steam shower that feels like a spa, and its own private walled patio and another patio that leads to the pool. Nearly every room opens to its own patio and garden. And then the rarest amenity of all: a fully detached in-law suite with its own private entrance through the second decorative iron door, a full en-suite bath, and two patios of its own, one overlooking the backyard and one fully private behind its own 8-foot wall, just like the primary. A complete home within the home, for extended family, guests, or total independence. 4 bedrooms, 4 baths, 3,885 SF. The grounds are one with the architecture: a dark-water pool with jacuzzi among specimen trees and sculptures, an outdoor kitchen, and a richly planted .67-acre lot of total walled seclusion. All in The Springs, a guarded, gated sanctuary of natural springs, stables, and trails, minutes from Greater Orlando. This is the home everyone wants, held closely for a generation. Now, rarely, it's yours to claim.

111 Sand Pine Lane, Longwood
$1,499,000
5 Beds ⋅ 4 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32779 Zip Code
Virtually Staged. ONE-OF-A-KIND ESTATE ON NEARLY AN ACRE | ATTACHED IN-LAW SUITE + DETACHED 2-BEDROOM GUEST HOUSE | ZONED AGRICULTURAL | NO HOA Nestled on nearly an acre in the coveted Markham Woods corridor, this exceptional estate offers luxury, privacy, and unmatched flexibility. Featuring a FULLY RENOVATED MAIN RESIDENCE, an ATTACHED PRIVATE IN-LAW SUITE, and a DETACHED 2-BEDROOM GUEST HOME, this property is ideal for adult children living at home, extended guests, multi-purpose living, a home office, or hobby space. With NO HOA, you'll also enjoy the freedom to park your RV, boat, ATV, trailer, or other recreational vehicles right on your property. The MAIN RESIDENCE offers over 3,750 SQUARE FEET with 5 BEDROOMS AND 4 FULL BATHROOMS, highlighted by a stunning 2024 kitchen featuring custom cabinetry, quartz countertops, farmhouse sink, induction cooktop, double oven with air fryer, and an oversized island perfect for gathering. The PRIMARY SUITE offers a spa-inspired bath with a concrete soaking tub, frameless glass shower, bidet, and custom walk-in closet. Every bedroom includes custom closet systems. Major updates include TWO NEW HVAC SYSTEMS, full repipe replacing polybutylene plumbing, 80-GALLON WATER HEATER, updated electrical panel, and whole-home surge protection. An attached PRIVATE IN-LAW SUITE with its own entrance, kitchenette, full bath, and living area offers endless possibilities for guests or flexible living. Outside, enjoy your own private resort featuring a HEATED SALTWATER POOL, covered lanai with eucalyptus ceiling, stacked stone accents, slate flooring, koi pond with waterfall, pergola, fire pit, and beach-style lounge area. Over the past several years, the property has undergone an extensive landscape transformation with new sod, irrigation, refreshed landscaping, mature trees, and a new backyard fence, while many of the custom outdoor entertaining features were added within the last two years. The 2,550-SQUARE-FOOT DETACHED GUEST HOME (built in 2014) includes hardwood floors, gas fireplace, tankless water heater, Generac generator, new HVAC (2023), and an expansive second floor with two spacious bedrooms and private balcony—perfect for guests, adult children, a home gym, office, or recreation space. The location is just as impressive. You're minutes from the Seminole Wekiva Trail and beautiful Wekiwa Island, where you can spend weekends kayaking, canoeing, paddleboarding, swimming in the spring-fed Wekiva River, or simply relaxing with live music and waterfront dining. Enjoy quick access to the shops, restaurants, and entertainment of Lake Mary, nearby golf courses, top-rated Seminole County schools, Orlando Sanford International Airport, I-4, and SR 434, making it easy to enjoy both outdoor adventure and everyday convenience. This is more than a home—it's a rare opportunity to own a private estate offering luxury, flexibility, space for all your toys, and an exceptional Central Florida lifestyle. Schedule your private showing today.

113 Sandy Oaks Place, Longwood
$1,750,000
5 Beds ⋅ 4 Baths ⋅ Shadowbay Unit 1 SubDv. ⋅ 32779 Zip Code
Welcome to Paradise: A Rare Lakefront Opportunity Location, Location, Location. This isn't just a home, it's a lifestyle. Waterfront living on beautiful Lake Brantley, one of Central Florida’s premier Private ski lakes. Nestled on the water with resort style living at every turn, this beautiful lakefront property offers 5 bedrooms plus a home office and 3.5 bathrooms.  Designed for both everyday living and effortless entertaining. Step outside to your own backyard oasis, complete with a sparkling pool, relaxing spa, and a fully equipped summer kitchen, perfect for hosting or unwinding after a long day. Boating enthusiasts will love the boat lift and floating jet ski ramp, offering direct, hassle-free access to the water. And when the day winds down, nothing compares to sunset happy hour on your own patio, offering breathtaking sunsets you simply can't beat. Set in a highly sought after neighborhood known for friendly neighbors, top “A” rated schools, private beach, boat ramp and tennis court this home delivers the complete package. Only one mile to shopping and dining and two miles to I-4 make it a highly desirable location. Luxury, Lifestyle, and Location.

236 S Shadowbay Boulevard, Longwood
$3,600,000
6 Beds ⋅ 9 Baths ⋅ Sweetwater Club Estates SubDv. ⋅ 32779 Zip Code
Virtually Staged. Welcome to one of Central Florida's most extraordinary private estates. Nestled behind wrought-iron privacy gates on 2.89 fenced acres in the prestigious Sweetwater Club Estates, this magnificent 10,623-square-foot residence offers an unparalleled blend of timeless architecture, grand-scale entertaining, and resort-inspired living. A sweeping circular driveway leads to a breathtaking arrival framed by soaring cathedral ceilings, dramatic sandstone feature walls, and handcrafted wood details throughout. Designed for both elegant entertaining and multi-generational living, this six-bedroom estate offers seven full bathrooms and two half bathrooms with exceptional privacy for family and guests alike. The home's spectacular great room is nothing short of impressive, showcasing two-story wood-clad ceilings, a magnificent stone fireplace, a full entertaining bar, and dramatic sandstone accents that create an unforgettable gathering space. From intimate evenings to grand celebrations, this home was designed to host life's most memorable moments. Movie nights become an experience in the dedicated theater room, while the richly appointed wood-clad parlor offers the perfect setting for a game room, bourbon lounge, or sophisticated retreat complete with its own stone fireplace. Executives and entrepreneurs will appreciate the expansive private office featuring custom wood finishes, a cedar-lined walk-in closet, and its own full bath—ideal as an executive suite, private study, or additional guest accommodations. Five luxurious bedroom suites are conveniently located downstairs, each offering cedar-lined walk-in closets and private en-suite baths. The secondary primary suite on the main level is thoughtfully positioned, providing exceptional flexibility for multi-generational living or long-term guests. Ascending the grand wooden staircase—worthy of a Scarlett O'Hara entrance—you'll discover the home's most exclusive retreat. Occupying the entire second floor, the primary owner's sanctuary features a stunning stone fireplace, spacious sitting room currently utilized as an additional bedroom, a private office, and an extraordinary sense of privacy seldom found in luxury homes. Step outside to your private resort where sandstone patios surround the sparkling pool, spa, and cascading waterfall. The gazebo provides the perfect backdrop for outdoor entertaining, while the expansive grounds offer ample space to build your own basketball court, tennis court, putting green, or other recreational amenities. Car enthusiasts will appreciate the detached six-car garage and generous parking, while boat owners will love the private neighborhood access to Lake Brantley, with available boat parking at the clubhouse. Recent improvements include a newer roof and six recently replaced air conditioning systems, offering peace of mind for years to come. Residents of Sweetwater Club Estates enjoy exclusive access to Sweetwater Beach and Lake Brantley's private boat ramp, picnic facilities, basketball and tennis courts, creating an exceptional Florida lifestyle just minutes from home. Conveniently located only minutes from Wekiva Springs State Park, major thoroughfares including I-4, SR 434, and SR 436, this remarkable estate offers both privacy and accessibility in one of Central Florida's most sought-after luxury communities. This is more than a home—it is a legacy estate designed to be enjoyed for generations.

1041 Sweetwater Club Boulevard, Longwood
$1,175,000
6 Beds ⋅ 5 Baths ⋅ Bella Vista SubDv. ⋅ 32779 Zip Code
Lot size is approximately 9,324 sq/ft or .21 acre

1442 Vivaldi Place, Longwood
$6,999,999
10 Beds ⋅ 17 Baths ⋅ N/A SubDv. ⋅ 32779 Zip Code
Virtually Staged. The Estate at Markham Woods. Set behind private electronic gates and a guarded entry, a rare sense of arrival unfolds across more than seven acres of secluded, high and dry landscape in the heart of Markham Woods. Here, architecture, land, and infrastructure converge to create something far beyond a residence, a fully realized, multi generational compound designed for those who value ultimate security, complete privacy, and a deeply personal expression of luxury living. This is not simply a home. It is a sanctuary. The main residence, spanning nearly 18,000 total square feet with over 11,000 square feet under air, is a study in European inspired elegance and enduring craftsmanship. Six bedrooms and ten baths are thoughtfully arranged to balance grand scale entertaining with intimate, everyday living. A sweeping staircase, private elevator, and curated architectural moments create a sense of quiet sophistication, while spaces like the library, gym, spa retreat, and hidden garden offer a more personal rhythm of life. Beyond the main residence, the estate reveals itself as a true compound. A fully independent guest house, a private cottage ideal for staff or extended family, and a climate controlled car barn with soaring ceilings create a layered environment where generations can gather, yet remain entirely self contained. Whether hosting, retreating, or simply living, every structure has been designed with purpose and discretion. Security here is not an afterthought, it is foundational. A guard house with full amenities, integrated systems, data infrastructure, multiple generators, this offers a sense of confidence and continuity. This is a property built not only for comfort, but for resilience. A private helipad further elevates both security and accessibility, offering a seamless connection to business, leisure, and global travel. Outdoors, the estate transforms into a private resort environment. Multiple pools, spa experiences, expansive lawns, and curated gathering spaces create an atmosphere equally suited for large scale entertaining or quiet family moments. Even the youngest members of the household are considered, with playful elements woven seamlessly into the landscape, reinforcing the estate’s identity as a true family legacy property. And yet, despite its complete seclusion, the estate remains remarkably connected. Within minutes, you are positioned at the center of everything that defines Central Florida living. Downtown Orlando, the region’s top private and public schools, and the area’s most important roadways including the I-4 express lanes are all easily accessible. Orlando International Airport, Orlando Executive Airport, and Sanford International Airport provide effortless travel options, while world class golf, the Dr. Phillips Performing Arts Center, Kia Center, Camping World Stadium, and Inter and Co Stadium place culture and entertainment within immediate reach. The beaches and theme parks are equally within your orbit, close enough for spontaneity, yet far enough to preserve the estate’s sense of calm. This is the rare balance. A property where one can live completely private, completely secure, and completely immersed in luxury, while remaining connected to everything that matters. For those seeking not just a home, but a generational legacy compound defined by discretion, scale, and intention, this is a singular opportunity in Central Florida.

2878 Markham Woods Road, Longwood
$4,800,000
7 Beds ⋅ 10 Baths ⋅ Alaqua Lakes SubDv. ⋅ 32779 Zip Code
Behind three private gates, this extraordinary home offers a rare opportunity to own one of Central Florida’s most impressive luxury residences located in the gated Enclave within the guard-gated community of Alaqua Lakes! This compound is sited on 1.55 acres overlooking the 8th hole of the Legacy Club golf course and no neighbors on three sides is truly a buyer’s dream come true. The property includes a 3114 sq ft separate guest house complete with a kitchen and living space on the main level and a bedroom, bonus room/game room & massage room upstairs making it perfect for multigenerational families or hosting visitors. The main residence boasts elegant living featuring soaring ceilings, refined architectural details and thoughtfully designed living spaces. The first floor highlights an unrivaled owner’s retreat privately situated and complete with a marble-surround gas fireplace, sitting area, spa-like bathroom and expansive walk-in closets. A secondary en suite bedroom, formal living and dining spaces and an elevated office complete the main level of this home. The updated gourmet kitchen is a true showpiece featuring stainless steel appliances, custom cabinetry, a stunning marble island and a large walk-in pantry all opening seamlessly to the family room. Unique features such as a saltwater aquarium and a private side porch with remote-operated screens overlooking the koi pond and putting green add to the home’s distinctive charm. Upstairs you’ll find 4 bedrooms and two expansive entertaining areas. The game room and bar make entertaining effortless as this entire level feels like its own private lounge with a beautiful bar and custom cabinetry through out. The adjacent second entertaining area is a fully loaded home theater complete with a bar to take movie nights to a new level designed for an immersive experience right at home. The outdoor living experience is nothing short of spectacular! Designed as a private resort, the grounds feature an extensive covered lanai, a summer kitchen, an outdoor cabana bar, adjacent pool bath & outdoor shower and a tropical heated pool and spa with a grotto with built-in bench seating and fountains all overlooking the sweeping golf course views. Enjoy tranquil moments by the koi pond, practice on the private putting green or entertain effortlessly in this one-of-a-kind setting. A basketball/sport court and whole home generator adds to the estate’s exceptional lifestyle offerings. A 6-car garage, 4 in the main residence and 2 in the guest house plus an add'l golf cart bay, and fully fenced property completes this remarkable property. With its prime golf course setting, extensive upgrades and unparalleled amenities, this estate represents the pinnacle of luxury living in one of Central Florida’s most sought after communities. Alaqua Lakes is set within a premier golf course community where residents enjoy world-class amenities including clay tennis courts, a resort-style pool, playground and sports field, a 24-hour guard-gated entrance and enhanced community security. Located near A-rated schools, Central Florida’s best attractions, upscale shopping and dining, major highways and international airports.

3545 Legacy Hills Court, Longwood
$2,800,000
5 Beds ⋅ 8 Baths ⋅ Sweetwater Club Unit 1b SubDv. ⋅ 32779 Zip Code
Craftsmanship over cookie-cutter. Quality over cutting corners. Character over conventional. For those who appreciate the extraordinary, this is a residence unlike any other. Nearly impossible to recreate, discover this private English Manor-inspired estate with timeless Tudor Revival architecture tucked behind stately iron gates and approached by a winding brick paver drive beneath a canopy of majestic oak trees. Nestled in the highly sought-after 24-hour guard-gated Sweetwater Club, this incredible 5.13-acre estate offers an unparalleled blend of timeless European elegance and exceptional privacy. Encompassing more than 7,600 square feet, this remarkable residence was thoughtfully designed to transcend passing trends, showcasing enduring architecture and impeccable craftsmanship at every turn. Inspired by the grandeur of classic European manor homes, the residence is defined by rich stone and brick exteriors, hand-crafted columns, graceful archways, exposed wood beams, and exquisite custom millwork. Every element reflects a level of artistry and permanence seldom found in today's luxury homes. The dramatic two-story great room serves as the heart of the home, where soaring ceilings, rich architectural detailing, elegant fireplaces, and a sweeping staircase create an unforgettable first impression. Walls of windows bathe the interiors in natural light, enhancing the home's sophisticated yet welcoming atmosphere. Designed with both entertaining and everyday living in mind, the gourmet chef's kitchen features expansive granite countertops, custom cabinetry, oversized islands, premium appliances, and effortless connectivity to both formal and casual dining areas. A fully equipped secondary kitchen provides outstanding flexibility for large-scale entertaining, private staff, catering, or multigenerational living. The residence offers five spacious bedrooms and seven-and-a-half beautifully appointed bathrooms, each thoughtfully designed to provide comfort and privacy. The luxurious primary suite serves as a true retreat, complete with vaulted ceilings, a private loft sitting area, a spa-inspired bath with soaking tub, oversized walk-in shower, and elegant finishes that create a tranquil escape from everyday life. Outside, the estate unfolds into a private resort-like setting. A screened courtyard pool serves as the centerpiece of the outdoor living spaces, seamlessly blending indoor and outdoor entertaining throughout the year. Meandering pathways lead to a private tennis court, a peaceful pond highlighted by a captivating fire feature, and an enchanting garden gazebo surrounded by statuary and lush landscaping—evoking the romance and serenity of a European countryside estate. An expansive motor court and 7-CAR GARAGE provide exceptional accommodations for automobile enthusiasts, collectors, or those seeking abundant space for hobbies and storage. Perfectly positioned just minutes from Central Florida's premier shopping, dining, golf, and business centers, yet offering complete seclusion and tranquility, this extraordinary estate presents a truly rare opportunity. More than a home, it is a private sanctuary. More than an estate, it is a legacy property defined by timeless architecture, exceptional craftsmanship, and unmatched character. This property may be under audio/visual surveillance.

810 Sweetwater Club Boulevard, Longwood