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$769,900
5 Beds 3 Baths Sweetwater Oaks SubDv. 32779 Zip Code
Welcome to this luxurious Sweetwater Oaks 5 bedroom, 3 bath pool home with BRAND NEW ROOF, in the desirable Wekiva area of Longwood. This spacious home offers a wonderful blend of comfort and functionality. The family room features a cozy fireplace and overlooks the pool. A formal living room and dining room provide elegance for entertaining while the kitchen and breakfast area provide casual dining options for everyday living. The kitchen is well-appointed with double KitchenAid ovens, stainless steel appliances and exotic granite countertops. A relaxing morning room flows off the kitchen/breakfast area with French doors opening to the pool. With five generously sized bedrooms and three full bathrooms, two of which are Master Suites, there is plenty of room for family, guests and a home office. The primary Master Suite presents a beautiful view of the pool and features a jetted spa tub for a private retreat-like atmosphere. Plush carpet adds comfort to all the bedrooms. Step outside to enjoy your private pool with diving board and create the ideal Florida lifestyle. This lovely well maintained custom built home by Gallimore Builders of Winter Park has lots of extras like light controls at the bed for convenience. Live where daily life feels like a vacation. Enjoy instant access to the emerald pools of Wekiva Springs State Park for swimming and snorkeling. Just minutes away from the river beach,volleyball, live music and food at Wekiva Island. Easy access to 1-4 and 429 to take you to all the theme parks, shopping and restaurants. Welcome home! Claim your paradise, it is the upscale, nature steeped lifestyle you've been dreaming of!

107 Elderberry Lane, Longwood

$839,000
4 Beds 3 Baths 32779 Zip Code
NEW PRICE + BUYER INCENTIVE! Now offered at $839,000, plus the seller is offering up to $10,000 towards buyer closing costs and/or interest rate buydown with an acceptable offer. The classic brick exterior, metal roof and expansive covered front entrance create a welcoming first impression. Inside, the kitchen and flooring have been updated within approximately the last three years. White cabinetry, granite countertops and a breakfast bar complement the open kitchen and living area, creating an easy flow for everyday living and entertaining. The charming Florida room, with exposed brick and distinctive windows overlooking the greenery, adds character and another inviting space to relax. Outdoors, enjoy an expansive yard and exceptional privacy with no rear neighbors and no neighbors along one side. A spacious primary suite plus three additional bedrooms provide plenty of flexibility for family, guests or a home office. All this in a sought-after location with top-rated schools, minutes from state parks and Wekiva Island, and convenient to local restaurants and freeway access. Space, privacy and character—all in the heart of Markham Woods.

1150 Markham Woods Road, Longwood

$2,495,500
5 Beds 7 Baths Sweetwater Club Unit 6 SubDv. 32779 Zip Code
An Extraordinary Private Estate Where Luxury, Privacy & Resort-Style Living Come Together. Set on 1.6 beautifully landscaped acres within the desired Sweetwater Club, this exceptional estate offers a rare combination of privacy, sophistication, space, and resort-style living. Located within an exclusive 24-hour guard-gated community, the property is fully fenced and features its own private gated entrance, creating a secluded sanctuary surrounded by mature landscaping. Spanning approximately 6,497 square feet, the residence offers five bedrooms, large office, spacious bonus room, five full bathrooms and two half baths. A thoughtfully designed split floor plan places nearly the entire home on one level, while soaring ceilings and light-filled living spaces create an atmosphere that feels both impressive and inviting. At the heart of the home, the chef-inspired kitchen is appointed with Viking appliances, dual gas ovens, and a gas cooktop, providing an exceptional setting for everyday meals and large-scale entertaining. Designed with entertaining in mind, the home also features an oversized billiard and game room with soaring ceilings, a full bar and surround sound. Privately situated upstairs is a self-contained apartment featuring its own kitchenette, family room, bedroom, oversized walk-in closet and remodeled full bathroom. Ideal for extended family, overnight guests, multigenerational living, or a private retreat, this versatile space adds tremendous flexibility to the estate. The outdoor living experience is equally impressive. An expansive 1700 sq ft screened lanai and deck creates a seamless extension of the home and features a fully equipped outdoor kitchen overlooking the remodeled pool. Surrounded by lush landscaping and the privacy of the estate grounds, this resort-inspired setting is ideal for unforgettable gatherings, relaxed evenings, and year-round Florida entertaining. The home has also undergone numerous recent upgrades, offering the comfort and confidence of a beautifully updated estate. Improvements include two new AC units, whole-house replumbing, new flooring throughout, fresh interior and exterior paint, remodeled bathrooms, an updated kitchen, a remodeled pool, and a newer tile roof that remains under warranty, along with many additional updates throughout. An oversized three-car garage provides abundant room for vehicles, storage, and recreational equipment. The Sweetwater Club lifestyle extends well beyond the estate. Residents enjoy access to beautiful Lake Brantley, along with community amenities including tennis, pickleball, and basketball courts. Golf membership opportunities are also available, adding another dimension to the recreational lifestyle this sought-after community provides. For those who appreciate the outdoors, the community is located directly across from renowned Wekiwa Springs State Park, where crystal-clear springs, kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings are just moments away.

950 Sweetwater Club Boulevard, Longwood

$409,900
3 Beds 2 Baths West Brantley Lake Road Heights SubDv. 32779 Zip Code
Exceptional value paired with an incredible low-interest assumable mortgage opportunity! This updated mid-century modern home sits on a spacious, elevated corner lot nearly half an acre in size, located within a top-rated Seminole County school district. The open concept living area features abundant natural light, a focal fireplace, and a custom kitchen seamless for entertaining. A oversized primary suite offers a private exterior entrance alongside a flexible space perfect for an office, lounge, or guest suite. Complete with key structural updates, including a 2017 roof, 2021 windows, updated electrical, and concrete block construction, plus a fenced backyard with no HOA restrictions. This home blends suburban charm with easy access to Orlando’s world famous entertainment hub. Take advantage of nearby I-4 to arrive at Universal Orlando Resort in just 30 minutes, SeaWorld in 35 minutes, or Walt Disney World in under an hour. It is the ideal home base for park enthusiasts looking to trade tourist corridor congestion for top-rated Seminole County schools and tranquil surroundings!

428 Ruth St, Longwood

$2,000,000
4 Beds 4 Baths Springs The Deerwood Estates SubDv. 32779 Zip Code
Back on the market — buyers never funded their deposit. A rare second chance at a Gene Leedy original. 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

$3,399,000
6 Beds 9 Baths Sweetwater Club Estates SubDv. 32779 Zip Code
Nestled behind wrought-iron privacy gates on 2.89 acres in 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 and 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

$1,350,000
5 Beds 6 Baths Sweetwater Cove SubDv. 32779 Zip Code
A FRESH RE-LAUNCH IN SWEETWATER OAKS! Welcome to an exceptional lakefront residence in the highly sought-after Sweetwater Oaks community of Longwood, where thoughtfully designed upgrades, resort-style outdoor living, and direct access to Lake Brantley create a distinctive Central Florida lifestyle. Extensively renovated with over $230,000 in luxury improvements, this impressive residence offers five bedrooms, four full bathrooms, two half bathrooms, a private screened pool and spa, an expansive outdoor kitchen, and a redesigned private dock—all thoughtfully designed for comfortable everyday living and effortless entertaining. At the heart of the home, the open-concept kitchen is surrounded by windows showcasing picturesque pool and lake views while filling the space with natural light. The kitchen features granite countertops, a stone backsplash, stainless steel appliances, a convection oven with glass cooktop, generous cabinetry, and flows seamlessly into the oversized family room highlighted by a classic brick wood-burning fireplace. The expansive primary suite serves as a private retreat with vaulted ceilings, tranquil lake views, French doors opening to the screened pool, and an impressive custom-built walk-in closet with premium organization. The beautifully renovated primary bath features granite countertops, a spacious walk-in shower with rainfall showerhead, and a stunning freestanding soaking tub that creates a true spa-inspired retreat. A private in-law suite offers exceptional flexibility for multigenerational living, extended guests, or a home office. Complete with its own entrance from the driveway, the suite now includes a beautifully finished full bathroom, providing added comfort and privacy. Designed for Florida living, the impressive 40-foot covered lanai overlooks the screened pool, spa, and peaceful lakefront setting. The fully equipped outdoor kitchen includes a built-in grill, vented hood, refrigerator, granite countertops, and serving bar, making it ideal for entertaining. The pool and spa were updated in 2019, and a dedicated pool bath offers convenient access from the outdoor living area. Beyond the lanai, enjoy a redesigned private dock, fire pit, dedicated garden, chicken coop, and enclosed storage for recreational equipment and water toys. Additional improvements include two new A/C systems, providing enhanced comfort and efficiency. Residents of Sweetwater Oaks enjoy private access to Lake Brantley, community parks, playgrounds, tennis and basketball courts, and top-rated Seminole County schools. Conveniently located near Wekiwa Springs State Park, Interstate 4, premier shopping, dining, and entertainment. Experience luxury lakefront living where thoughtful renovations, exceptional outdoor spaces, and timeless design come together in one of Longwood's most desirable communities.

306 N Sweetwater Cove Boulevard, Longwood

$1,695,000
4 Beds 4 Baths Lake Brantley Isles Amd SubDv. 32779 Zip Code
Set behind a private gated entrance on over four acres along the shores of Lake Brantley, this exceptional waterfront estate offers a lifestyle that few properties in Central Florida can replicate. Here, mornings begin with coffee overlooking the water as paddleboarders glide across the lake, afternoons are spent boating, waterskiing, kayaking or fishing from your shoreline, and evenings conclude with breathtaking sunsets reflected across one of the region's most sought-after lakes. Encompassing over 3,800 square feet of living space, the residence is designed to keep the lake at the center of daily life. From the moment of entry, sweeping water views immediately capture attention, drawing the eye through the great room and beyond to the shoreline. Vaulted ceilings and expansive windows fill the home with natural light while creating a constant connection to the outdoors. The open-concept floor plan brings family and guests together with effortless flow between the living spaces, dining area and a beautifully appointed kitchen featuring Sub-Zero refrigeration, Wolf gas cooking and generous gathering space. Two primary suites, additional guest bedrooms, three-and-a-half baths and a dedicated game room provide flexibility for everyday living and extended stays with family and friends. Outdoor living is where this property shines. A sprawling brick-paver terrace surrounds the pool, creating multiple spaces for entertaining, relaxing and enjoying panoramic lake views. Beyond, an expansive wooden deck stretches toward the water and private boathouse, inviting spontaneous afternoons on the lake and sunset cruises just moments from home. Designed for serious lake enthusiasts, the boathouse features a 15,000-pound lift capable of accommodating a 24-foot boat along with three dedicated Jet Ski lifts. With over 190 feet of direct Lake Brantley frontage and a side canal, the property offers a level of privacy and waterfront access rarely found. A private beach and summer kitchen centered around a handcrafted tiled pizza oven create the perfect setting for lakeside gatherings long after the sun goes down. Adding to the appeal is a level of freedom increasingly difficult to find. Private well and septic systems, no HOA, a metal roof, double-insulated windows and doors and a whole-house standby generator provide independence, efficiency and peace of mind. Despite its secluded atmosphere, the property remains just minutes from Orlando, major airports, world-renowned attractions and Florida's beaches. Combining acreage, privacy and one of Central Florida's premier lakefront settings, this is more than a home. It is a waterfront lifestyle built around recreation, connection and unforgettable days on the water.

2201 Cove Court, Longwood

$995,000
4 Beds 5 Baths Terra Oaks SubDv. 32779 Zip Code
Tucked behind the gates of one of Longwood’s most desirable communities, this beautifully maintained four-bedroom, five-bath estate blends timeless elegance with modern luxury. From the moment you enter, soaring elevated ceilings, refined architectural details, and expansive living spaces create an immediate sense of sophistication and comfort. Designed for both everyday living and exceptional entertaining, the home features a thoughtfully crafted floor plan, upscale finishes throughout, and a stunning chef’s kitchen appointed with high-end appliances, custom cabinetry, and generous gathering space at the heart of the home. Includes a whole house generator and security system. The spacious primary suite offers a private retreat with spa-inspired amenities, while each additional bedroom provides comfort, privacy, and its own distinctive character. Multiple living and entertaining areas flow seamlessly to the outdoor oasis, where a sparkling pool and beautifully maintained surroundings invite year-round Florida living at its finest. Set within a secure gated neighborhood in the heart of Longwood, this exceptional residence delivers luxury, privacy, and convenience in one extraordinary offering.

3591 Terra Oaks Court, Longwood

$4,500,000
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