Longwood/Wekiva Springs Homes with Contemporary Architectural style

Longwood/Wekiva Springs Homes with Contemporary Architectural style

Welcome to the picturesque region of Longwood/Wekiva Springs, nestled in the heart of Seminole County, Florida. This charming locale is renowned for its stunning natural beauty, with lush landscapes, winding waterways, and abundant outdoor recreational opportunities. Just a stone's throw from the bustling city of Orlando, Longwood offers a perfect blend of suburban tranquility and urban convenience, making it an ideal place for families, professionals, and retirees alike.

Longwood is characterized by its rich history and vibrant community spirit. The area boasts an array of parks, including the serene Wekiva Springs State Park, where residents can enjoy hiking, canoeing, and picnicking amidst the breathtaking scenery. The local schools are highly rated, and the community hosts numerous events throughout the year, fostering a close-knit atmosphere that residents cherish.

When it comes to real estate, Longwood/Wekiva Springs is home to an impressive selection of contemporary architectural style homes. These residences are designed with modern aesthetics and functionality in mind, featuring clean lines, open floor plans, and large windows that invite natural light. Many of these homes are equipped with energy-efficient systems and smart home technologies, catering to the needs of today’s discerning buyers.

Whether you're seeking a stylish retreat or a family-friendly abode, the contemporary homes in Longwood/Wekiva Springs offer the perfect backdrop for a vibrant lifestyle. Embrace the harmony of nature and modern living in this enchanting region, where your dream home awaits!

Newest Longwood/Wekiva Springs Homes with Contemporary Architectural style

$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

$429,000
3 Beds 2 Baths Springs Glenwood Village Sec 1 Rev The SubDv. 32779 Zip Code
Beautiful 3 Bedroom, 2 Bath End Unit Town Home in the Glenwood Village area of the Springs (Once a Public Park) This Guard Gated Community is a Wildlife Lovers Paradise Where You Will Have the Opportunity to Enjoy Mother Nature at Her Finest Living Amongst the Peacocks, Deer, Raccoons, Opossums, Bears, Squirrels and Many Species of Birds. The Home Features Fresh Paint, Newer Roof and Window Treatments, Upgraded Kitchen, Hardie Board Siding, Double Courtyards, Front and Back, Privacy Fenced for Little Ones and Pets, Extended Paver Driveway, Huge Laundry Room, Oversized Two Car Garage With Lots of Storage. It is Light, Bright, and Open With Floor to Ceiling Windows, Natural Light, 20 Foot Ceilings in the Primary Suite and Great Room, Fantastic Floor to Ceiling Fireplace. Glenwood Village has it's Own Large Pool and Bathhouse Which Has Recently Been Renovated. Tennis and Pickleball Courts Have Been Renovated. The Springs Pool, Clubhouse and Bathhouses Will Be Renovated Next, And All Assessments Have Already Been Paid For By the Seller! There Are Also Horse Stables and RV Parking Available for Residents. You have Access to a Private Natural Spring With a Sandy Beach, Walking and Biking Trails. Truly a Nature Lover's Paradise Offering Privacy, Yet Conveniently Located Minutes From I-4, Shopping, Restaurants, Schools, Hospitals. Call Today To See This Exceptional Home! The Home May be Under Audio/Video Surveillance. All Information Believed Correct but Not Guaranteed, Buyer and Buyer's Agent to Verify.

111 Juniper 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

$499,900
4 Beds 2 Baths Sweetwater Oaks Sec 03 SubDv. 32779 Zip Code
There is something SPECIAL about SWEETWATER OAKS — a community where generations have grown up, created memories, and often return to call the neighborhood home once again. Known for its SPACIOUS LAWNS, heavily wooded streets, and peaceful setting, Sweetwater Oaks offers a welcome escape from the pace of everyday life . . . . . . . Situated on a QUIET CORNER LOT of nearly HALF AN ACRE, this 4-bedroom, 2-bath POOL HOME offers 2,184 square feet of thoughtfully designed living space with a SCREENED POOL, SPLIT FLOOR PLAN, and room for a new family to create memories of their own. Lovingly enjoyed by two generations, this home is ready for its next chapter . . . . . . . The home is in need of a NEW ROOF and updating and has been PRICED ACCORDINGLY, creating an exceptional opportunity to personalize a home with outstanding bones in one of Seminole County's most sought-after communities. While cosmetic updates are needed, several MAJOR IMPROVEMENTS have already been completed during the current ownership, including UPDATED HURRICANE WINDOWS AND DOORS, BEAUTIFUL OAK FLOORING replacing the carpeted areas, a RESURFACED POOL, REPLACED POOL EQUIPMENT, and a PLUMBING SYSTEM that has been well maintained . . . . . . . A welcoming foyer is flanked by the formal living and dining rooms before opening into the spacious FAMILY ROOM featuring a BEAUTIFUL FIREPLACE, VAULTED CEILINGS, SKYLIGHT, and FRENCH DOORS leading to the screened pool and patio. The PRIVATE PRIMARY SUITE offers generous storage, an EN SUITE BATH, and French doors opening to a secluded patio. Three additional bedrooms are located on the opposite side of the home, including a versatile fourth bedroom with its own SITTING AREA or HOME OFFICE. The spacious laundry room offers abundant storage and is conveniently located near the kitchen and primary suite. A FULL TWO-CAR GARAGE completes the home's functional layout . . . . . . Life in Sweetwater Oaks is about much more than the home itself. Residents enjoy private access to SWEETWATER BEACH on LAKE BRANTLEY with a sandy beach, boat ramp, docks, playground, volleyball courts, and pavilions. RIVERBEND PARK provides exclusive access for kayaking and canoeing on the WEKIVA RIVER, while the community also features tennis courts, pickleball courts, basketball and sand volleyball courts, a baseball/soccer field, fishing dock, and a community center. All of this comes with a LOW ANNUAL HOA FEE OF JUST $650 and access to highly rated Seminole County schools . . . . . . If you've been searching for a home with SPACE, CHARACTER, an INCREDIBLE FLOOR PLAN, and the opportunity to add your own style and value, this is one you won't want to miss. Homes in Sweetwater Oaks are more than houses—they're where generations return to put down roots. Now it's your turn.

800 Sweetwater Creek Court, Longwood

$229,900
2 Beds 2 Baths Crown Oaks 1st Add SubDv. 32779 Zip Code
This LIKE NEW 2 bedroom 2 bathroom condo is the hidden gem you've been looking for! It's been rewired, repiped, 2025 AC with Reme Halo air purifier & so much more! With a low-maintenance lifestyle, all new major systems and finishes plus amenities galore all behind a manned-guard gate, what more could you want? Living in The Springs feels like stepping into a hidden nature preserve tucked right into the heart of Longwood. This gated community is known for its winding, tree-canopied roads, peaceful walking trails, and the rare natural spring that becomes the backdrop for everyday life. Step inside and you'll find lots of sunny spaces, a foyer entry with drop station, luxury vinyl floors throughout and a gorgeous kitchen that will want to spend time in with lots of cabinets for storage, ample quartz countertop for cooking and prep, stylish open wood shelving, stainless steel appliance package with matching hood and window over sink offering nature views! Off kitchen is a utility room/bonus space with pantry storage, washer/dryer and more counter space! Enjoy meals in the separate dining room that flaunts a charming light fixture and picture window! With a refined yet cozy feel, the living room has 13ft soaring ceilings with wood details and beam plus transom windows for all of the natural light lovers anda large sliding glass door making the room feel more open! Primary retreat includes a wall of built-in closets and an en-suite designer-style bath making the everyday routine feel fun with hex tile floor, sleek tiled shower stall with frameless barn-style door & chic vanity with stone! Stylish secondary bath has a classic black and white color scheme with subway tiled tub/shower combo and lots of modern touches! This property is just steps from the newly refurbished community pool, has a 1 car carport and several guest parking spots nearby. In addition to the natural Spring, this community offers a beach like area to hang out and spend your weekends, clubhouse available for private parties, brand new pickelball/tennis courts, basketball courts, horse stables, lots of walking trails, a community pool and lots of community events. The Springs offers a retreat-like way of living while still being just minutes from shopping, dining and top-rated Seminole County schools. It’s one of those places where life naturally slows down and coming home truly feels like an escape. You owe it to yourself to see this one!

267 Crown Oaks Way Unit 267, Longwood

$284,900
3 Beds 3 Baths Crown Point By The Spgs SubDv. 32779 Zip Code
Welcome home to this beautifully renovated 2 story, 3 bedroom, 2 1/2 bath condo in the sought-after community of Crown Point By The Springs!! Seller is offering up to $5,000 toward the buyer's allowable closing costs and/or prepaid expenses with an acceptable contract! Enjoy maintenance free living in this lovingly cared for and meticulously maintained home. The spacious kitchen features beautiful travertine flooring, newer stainless-steel appliances, ample wood cabinetry and generous counter space. A charming barn door opens to a conveniently tucked away washer and dryer. The kitchen flows seamlessly into the bright and inviting dining room which features easy care luxury vinyl flooring. French doors open to your private fenced paved patio, the perfect spot to relax and unwind. The living room offers a charming wood burning fireplace and elegant plantation shutters on the windows, creating a warm and elegant atmosphere. A convenient half bath is located on the first floor. Upstairs, a built-in bookshelf accents the hallway, leading to three bedrooms and a guest bath. The spacious primary suite has a walk-in closet and sliding glass doors that lead out to the balcony, where you can enjoy a peaceful, tree-lined view. The primary bath offers a soothing, spa-inspired design. Recent updates include re-pipe, electric panel and water heater (2022). Two designated parking spots are included - one directly in front of the condo and one covered carport space, with additional guest parking nearby. Private exterior storage closet with double doors, perfect for bicycles, beach gear, holiday decorations and more. The condo fee includes WATER, garbage, landscaping, outdoor pest control, building exterior, roof, community pool/clubhouse and community grounds. Enjoy the community pool just a short walk away. Ideally located just 3 miles from Wekiva State Park with the famous Wekiva Island! Enjoy shopping and a variety of restaurants within a short walk. Centrally located, just a few miles from Seminole College and I-4, with easy access to Orlando's world-famous theme parks and beaches. Don’t miss this beautifully updated condo - schedule your private showing today!

121 Crown Point Circle Unit 121, Longwood

$3,100,000
5 Beds 6 Baths Brantley Cove North SubDv. 32779 Zip Code
CRUISING THE WATERWAYS of the MAJESTIC SPRING FED LAKE BRANTLEY await you. Stroll around your sculptured & manicured gardens. Elegant entry features include PORTE-COCHERE. Biltmore GAS LANTERNS, SHUTTERS, BALCONIES & TOWERING tree canopies as you approach this MEDITERRANEAN-RIVIERA style estate.  The cultivated beauty of this "one-owner home". Impressive CUSTOM-BUILT SHOWPLACE is nestled back on a LUSH, PRIVATE ENCLAVE, oversized *4-Acre lot. *Over 1+ acre for residence. WATERFRONT LIVING at its' finest. 4/5 Bedrooms, 5.5 baths, pool home, 3 car garage, porte-cochere, pool/ spa, and dock with BONUS/FLEX space in the basement, perfect for a workout room. Over $380,000+ in updates & renovations. Majestic MAHOGANY entry doors welcome you, and once inside the seamless floor plan is OPEN w/ VOLUMINOUS ceilings (10-foot ceiling throughout, Primary bedroom 12 ft, other rooms 20 ft.). EXPANSIVE living/dining/kitchen/ family rm w/ PANORAMIC, BREATHTAKING WATER, VIEWS that engulf most rooms. SUN DRENCHED lighting pours in as it illuminates the CUSTOM-BUILT with HIGH-QUALITY finishes and fixtures that enhance the architectural elegance. Tongue & Groove Cedar ceilings in fam & breakfast rm, & porch. Interior solid core 4 panel wood doors throughout. Generous use of ST. LOUIS BRICK, WOOD flooring, WROUGHT IRON accents and 2 palatial wood burning fireplaces. EXCITE the CHEF with this dream kitchen while overlooking expansive water views! Create culinary masterpieces in style. An abundance of cabinetry, storage, island, massive dinette and a snack bar. STAINLESS STEEL appliances, GRANITE prep space & HIGH-END fixtures make this functional & impressive. Wet bar w/ GRANITE snack bar/cabinets sit under the upstairs LOFT area. 3-way split bedrooms with private baths, are perfectly situated around the living / family rm and dining space. All the bedrooms are roomy with large closet space; one even has a window seat. All bathrooms are situated near bedrooms which make it perfect for privacy and versatility. Library/ office with solid CHERRY WOOD finishes line the walls & solid wood beamed ceiling can be used for the 5th bedroom or nursery. Regal Master bedroom DOWNSTAIRS, with 12' ceilings, sitting room space & ensuite bath SPA like retreat. MARBLE galore! Step into the Roman tub, or roomy walk-in shower with private atrium. Dual sink cabinets, MARBLE counters & a BIDET and don't forget the enormous walk-in closet. Spiral wood and wrought iron staircase lead to LOFT with additional flex space & bathroom. Peak into the basement for additional BONUS space, with its own bathroom. So many possibles for this area. OPULENT OUTDOOR RESORT living OASIS w/ OUTDOOR KITCHEN, and your own private SANDY BEACH to build your own sand sculptures on. This is the perfect space for entertaining and making memories. Ride the waves, ski or boating & relax & watch the incredible SUNSETS over the lake. Wood dock leads to your private lift & covered space. Brand new Kohler Generator too! Relax and enjoy the ambiance. the sights and sounds of the rippling waters lapping around you and the tranquility of this one-of-a-kind residence. Spend a LAZY afternoon fishing/skiing the 288-acre Lk. with its PRISTINE waters & SANDY BEACH bottom. RELAX with a glass of wine, as you have reserved SUNSET seating as you watch the MOONLIGHT dance the night away. Desirable location that is close to all shopping, major roadways, restaurants and top schools.

1351 N Classic Court, Longwood

$449,500
3 Beds 2 Baths The Springs Glenwood Village Sec 2 SubDv. 32779 Zip Code
Tucked beneath a canopy of towering oaks on a quiet, tucked-away street, this 3-bedroom, 2-bath townhome in The Springs feels like a private retreat from the moment you arrive. A brick paver driveway and lush, mature landscaping set the tone, leading you through a gated entry courtyard that creates a sense of arrival—and just enough separation from the outside world. Inside, the home opens up in a way that immediately stands out. A sunken living room anchors the space, centered around a striking floor-to-ceiling stone fireplace that acts as both a focal point and a natural divider. It’s bold, warm, and unlike anything you’ll see in a typical townhome. The layout flows effortlessly from space to space, with a dedicated dining area and multiple living zones that give you flexibility to entertain, relax, or spread out. Natural light pours in from oversized sliders, drawing your eye out to a private patio space that feels more like an outdoor room—perfect for morning coffee or winding down at the end of the day. The kitchen offers generous counter space, solid wood cabinetry, stainless appliances, and a large window that keeps everything bright and connected. It’s functional, inviting, and positioned right where you want it—at the heart of the home. One of the standout features is the additional sunroom-style living space with vaulted ceilings and walls of glass. It’s the kind of room that adapts to you—lounge, office, plant haven, creative space—you decide. The primary suite is spacious and tucked away for privacy, while the additional bedrooms offer flexibility for guests, work-from-home setups, or whatever your lifestyle calls for. And then there’s The Springs. This guard-gated community is in a category of its own, offering access to a private natural spring with a sandy beach, miles of walking and biking trails, towering trees, and a setting that feels more like a nature preserve than a neighborhood. Add in tennis, pickleball, a community pool, horse stables, and a full calendar of events—and you start to understand why people move here and stay. All of this just minutes from I-4, shopping, dining, and everything you need—yet it feels completely removed from the noise. Unique. Private. Full of character. This isn’t just another townhome—it’s a space you actually feel.

106 Hidden Oak Drive, Longwood

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