Longwood/Wekiva Springs Homes with Two Story Property Description

Longwood/Wekiva Springs Homes with Two Story Property Description

Welcome to the enchanting region of Longwood/Wekiva Springs, nestled in the heart of Seminole County, Florida. This beautiful area is renowned for its lush landscapes, serene waterways, and a vibrant community that seamlessly blends suburban charm with natural beauty. With easy access to major highways, residents enjoy a perfect balance of tranquility and convenience, making it an ideal place to call home.

Longwood is famous for its picturesque parks and recreational opportunities. The nearby Wekiva Springs State Park offers stunning hiking trails, kayaking, and picnic spots, allowing families and outdoor enthusiasts to immerse themselves in nature. The region is also home to excellent schools, shopping centers, and dining options, ensuring that everything you need is just a stone's throw away.

If you’re in the market for a home with a two-story property, Longwood/Wekiva Springs has an impressive selection to offer. These homes are designed for both comfort and style, providing spacious living areas that cater to the needs of families and individuals alike. The two-story layout often features open-concept designs, allowing for seamless flow between the kitchen, dining, and living spaces. With ample bedrooms and bathrooms, these homes provide the perfect sanctuary for relaxation and entertaining.

Many properties also boast beautiful outdoor spaces, perfect for enjoying Florida’s year-round sunshine. Whether you’re sipping coffee on your balcony or hosting a weekend barbecue in the backyard, a two-story home in Longwood/Wekiva Springs offers the ideal setting for creating lasting memories. Discover the charm of this remarkable community and find your dream home today!

Newest Longwood/Wekiva Springs Homes with Two Story Property Description

4 Beds ⋅ 4 Baths ⋅ Brantley Cove SubDv. ⋅ 32779 Zip Code

The time is NOW! Rare opportunity to live the waterfront lifestyle on a wide canal leading to idyllic Lake Brantley. This amazing home is situated on an exceptionally beautiful, half-acre lot with a dock and boathouse (with lift) Step into the wide open floor plan with soaring tongue and groove ceilings, dramatic transome windows and an impressive floor-to-ceiling wood burning fireplace. This home is made for entertaining as the sprawling great room, dining room and kitchen flow seamlessly together with the captivating view out back as the backdrop. You'll appreciate the beautiful and durable groutless travertine floors throughout the main level. The dining area features stylish built-in cabinetry. The kitchen has a built-in oven, cooktop, spacious breakfast bar and eat-in area overlooking the scenic yard. All secondary bedrooms are downstairs. The million dollar view is reserved for the upstairs primary retreat, with it's own private terrace looking out to the gorgeous yard and water. The generously-sized primary bath has a large jetted tub, dual vanites, walk-in shower and spacious walk-in closet with plenty of room for your accoutrements. Also upstairs, you'll find a very large bonus room/game room with a wet bar and it's own bath! The focal point of this amazing home is the outdoor area. Step into the backyard oasis which includes a large covered porch with room enough for a seating area and an al fresco dining area. Just beyond this, you'll find a stunning pavered pool area and fire pit surrounded by adirondack chairs. There is plenty of yard beyond, with a winding path leading down to the boathouse and dock. The private canal is a short ride to Lake Brantley, a spectacular sought-after 287 acre private ski lake. Roof replaced in 2021. This home has it all! A waterfront retreat, A-rated schools & just minutes to a plethora of wonderful dining and shopping!

1336 Classic Drive, Longwood

5 Beds ⋅ 5 Baths ⋅ Wingfield North 2 SubDv. ⋅ 32779 Zip Code

Welcome to an exceptional estate in the prestigious guard gated community of Wingfield North, ideally positioned along Lake Mary’s renowned Markham Woods Corridor. Set on a private cul-de-sac surrounded by distinguished one-acre homes, this custom residence offers an extraordinary combination of privacy, sophistication, and natural beauty. A circular driveway welcomes you to the home, framed by mature landscaping and towering trees, with a private pond and the Wekiva Springs Conservation Area creating a serene backdrop with no rear neighbors—only peaceful views and the occasional passing deer. Step through the stately covered entry and leaded-glass front door into a dramatic, light-filled interior where soaring 20-foot ceilings and expansive windows immediately set the tone. The first floor is beautifully finished with ceramic tile designed to replicate the warmth and character of wood, offering an elegant look with exceptional durability. At the heart of the home is the stunning kitchen, completely renovated in 2025, featuring sophisticated quartz countertops, generous workspace, and a seamless connection to the expansive great room. Designed for effortless entertaining, the indoor living spaces open through hidden sliding glass doors to the screened lanai, enclosed pool, and summer kitchen, creating a true indoor-outdoor Florida lifestyle. The private primary suite encompasses the entire left wing of the first floor and opens directly to the lanai. Its spacious spa-inspired bath features a double vanity and walk-in closet, creating a tranquil retreat separate from the home’s additional bedrooms. A grand staircase leads to the second level, where a spacious bonus loft provides an additional gathering or entertainment space alongside two bedrooms and a full bath. Beyond its impressive design, the home has been thoughtfully enhanced with significant recent improvements, including a 2025 kitchen renovation, exterior paint in 2025, all three A/C systems replaced in 2025, and a new water heater installed in 2026. Surrounded by conservation views, mature landscaping, and remarkable privacy, this Wingfield North residence offers the rare opportunity to enjoy gracious luxury living in one of Lake Mary’s most desirable settings—where elegant interiors, expansive entertaining spaces, and the beauty of nature come together seamlessly.

359 Vista Oak Drive, Longwood

4 Beds ⋅ 3 Baths ⋅ Wekiva Club Estates Sec 06 SubDv. ⋅ 32779 Zip Code

LOCATION, LOCATION!!! Welcome to this Beautiful, Meticulously Maintained Split 4-Bedroom, 2-and-a-half-Bathroom, with an upstairs Bonus Loft and walk-out deck, in desirable Wekiva Club Estates! Situated on one of the largest premium lots in the community, sitting adjacent to the 15th Green on The Wekiva Golf Course. The mature landscaping and newer paint on the home with side entry garages and parking pad give this home an exceptional WOW appeal! This spacious residence offers the perfect blend of comfort, privacy, and functionality. Enter the foyer, then turn right into the large Great Room, which features a two-story wooden vaulted ceiling and a stately stone, wood-burning fireplace. Enjoy a warm fire on those cooler evenings. This room is full of natural light with picture windows and Transom windows at the ceiling. A spiral staircase leads you to the Bonus Open Loft, which has glass sliders opening onto the upstairs deck with views of the Golf Course. There are two sets of glass door sliders that open from the Great Room and the Kitchenette into the oversized, covered, screened-in patio. This room feature doubles your living and entertaining space. You will love living in this room, watching sunrises, drinking your morning coffee, and in the cooler evening months, savor your private backyard and golf course views. This property lives like you have no neighbors. A bay window enhances the Dining Room. The Kitchen is open with an eat-in dining area, has lots of cabinet and storage space, a big pantry, and a built-in desk. There are newer (2022) premium stainless steel GE Appliances for the cook of the family. An oversized pass-through window with sliders opens onto the bar on the patio. This beautiful window brings the lush outside indoors! The sought-after split bedroom floorplan is appealing for families and guests. The Primary Bedroom is oversized with glass door sliders leading to a private patio. The En-Suite Bathroom has so much natural light with Transom windows over the double sink cabinets and make-up area. There is an extra-large walk-in closet, and the bathroom boasts a private Garden Shower. On the opposite side of the home, there are three generous-sized bedrooms with double closets. These rooms share the Hall Bathroom with a tub/shower combination. There is a Powder Half Bathroom in the middle of the home. The 2-car garage is oversized (552 sq feet) with plenty of space for a workbench. It also has pull-down stairs leading to attic storage. This property's 4 Point features have all been updated. New Hot Water Heater 2026, Newer (2) HVAC, Newer Mechanical EL, Newer re-roof. Also, New Garage Door Opener 2026, Premium Stainless Steal Appliances 2022, Newer exterior paint. Wekiva residents can enjoy 145 acres of common areas, seven parks, scenic walking and biking trails, tennis and pickleball courts, baseball fields, and a nearby library. Choose to golf on the Wekiva Golf Course and swim or canoe at Wekiva Springs State Park! This property is conveniently located near shopping, dining, hospitals, major highways, and zoned for top-rated Seminole County Schools. This well-maintained home awaits your viewing. Let's work together!

190 Canterclub Trail Nw, Longwood

3 Beds ⋅ 3 Baths ⋅ Lloyds Terrace SubDv. ⋅ 32779 Zip Code

Fully renovated on nearly half an acre with no HOA and private Lake Brantley access, 2261 Charlotte Drive offers 3 bedrooms, 3 full bathrooms, and 2,202 square feet of living space. Updates include new tile and vinyl plank flooring, a completely remodeled kitchen, three fully renovated bathrooms, and all-new lighting throughout. The kitchen features shaker cabinetry, stainless-steel appliances, quartz countertops, and a matching full-height quartz backsplash. Under-cabinet lighting provides additional task and accent lighting. The home has two separate living areas, including a front living room with double-height ceilings and a large wood-burning fireplace. LED accent lighting along the staircase and living-room ceiling adds a modern finish. All three bedrooms are located upstairs. The Florida room provides flexible additional space for an office, den, game room, playroom, or hobby room. A dedicated laundry closet provides convenience without taking away from the main living areas. The fully fenced backyard offers plenty of room for entertaining and includes mature trees, a garden area, and a large deck with a pergola. Water and electrical connections are already installed at the pergola for a future outdoor kitchen, bar, or entertaining setup. A gated entrance provides additional backyard access and storage space for boats, RVs, trailers, and other recreational equipment. The 24-by-24-foot garage includes a temperature-controlled storage room. There is a Tesla Charger installed in the garage. The water heater was replaced in 2024, while the roof, windows, and air-conditioning system were replaced in November 2017. The AC air handler is located indoors to protect it from the elements and help extend the system’s service life. Private access to the Lake Brantley neighborhood park is available for $39 annually and includes a playground and small-boat launch. The home is approximately five minutes from two grocery stores, Lake Brantley High School, and Forest Lake Elementary, with I-4 about 10 minutes away.

2261 Charlotte Drive, Longwood

5 Beds ⋅ 5 Baths ⋅ Alaqua Lakes Ph 5 SubDv. ⋅ 32779 Zip Code

Custom estate home on an oversized lot in the 24-hour guard-gated community of Alaqua Lakes, with water and golf course views and beautiful sunsets from the living room. This five-bedroom, four-and-one-half-bath residence features a private office, three-car garage, soaring ceilings, and a thoughtfully designed floor plan with the primary living areas on the main level. The renovated kitchen features quartz countertops, a large center island, custom cabinetry, a Wolf range, Bosch dishwasher, built-in microwave drawer, and opens seamlessly to the family room and breakfast area. Recent updates include designer-painted custom cabinetry with premium hardware, beautifully renovated bathrooms, a modern fireplace surround, solid wood shaker-style interior doors with Emtek hardware, custom baseboards and trim, updated LED recessed lighting throughout, and carefully selected designer light fixtures that create a warm, refined atmosphere. Custom built-in cabinetry in both the living room and family room adds architectural character while providing exceptional style and functionality. Designed for both everyday living and effortless entertaining, the outdoor living space features a heated screened pool, an expansive patio and pool deck, a covered lanai with an outdoor grill, and tranquil water and golf course views. Additional features include a whole-house generator and a private upstairs guest suite. Residents of Alaqua Lakes enjoy a 24-hour guarded entrance, a seven-acre community park, tennis courts, a playground, pavilion, and convenient access to shopping, dining, and major highways.

3450 Foxmeadow Court, Longwood

4 Beds ⋅ 3 Baths ⋅ The Spgs Glenwood Village Sec 2 SubDv. ⋅ 32779 Zip Code

Blank Canvas in The Springs waiting for you to bring your vision and ideas to reality! Rarely available, this spacious two story 4-bedroom, 2.5-bathroom townhome offers a blank canvas. You can create your dream space in this Longwood community. This property has tremendous upside and immediate equity. This house has a functional floor plan, great for families. Contact listing agent today to schedule your private tour!

114 Hidden Oak Drive, Longwood

4 Beds ⋅ 3 Baths ⋅ Wekiva Hills Sec 08 SubDv. ⋅ 32779 Zip Code

NEW ROOF TO BE INSTALLED PRIOR TO CLOSING Welcome to this graceful, one-of-a-kind 4 Bed, 2.5 Bath with Den split-level executive home, perfectly positioned on a picturesque cul-de-sac lot spanning nearly 3/4 of an acre in a highly sought-after golf course community. Surrounded by mature trees and lush landscaping, this contemporary residence offers exceptional privacy, generous living spaces, and timeless architectural character. Fresh exterior paint and a charming wood walkway create a warm and inviting first impression. Inside, abundant natural light fills the home through expansive windows, highlighting the neutral décor and thoughtfully designed floor plan. New AC, Fresh exterior paint, The beautifully updated chef's kitchen is the heart of the home, featuring stainless steel appliances, a massive center island, breakfast bar, and seamless flow into the main living areas—perfect for everyday living and effortless entertaining. The unique split-level design offers multiple spacious gathering areas, including formal living and dining rooms, a cozy family room with a wood-burning fireplace, and attractive laminate flooring, large tile throughout the main living spaces. The versatile lower-level bonus room provides endless possibilities as a home office, media room, game room, or optional fifth bedroom. A convenient guest half bath and inside utility room, complete with washer and dryer, add to the home's functionality. Upstairs, all primary bedrooms are thoughtfully situated for added privacy. The bathrooms with modern finishes and style, while the spacious primary suite features a private balcony overlooking the peaceful, fully fenced backyard—an ideal place to enjoy your morning coffee or unwind at the end of the day. Outdoor living is equally impressive with a covered, screened porch and an expansive backyard oasis offering ample room for recreation, gardening, a future pool, or additional outdoor amenities. The property also includes dedicated space for RV or boat parking, with plenty of room for entertaining family and friends. With a new roof being installed prior to closing, a prime location in a golf course community, and a rare combination of privacy, space, and versatility, this exceptional property offers a lifestyle that's truly hard to find. Set up your showing today!!

1215 Duncan Court, Longwood

4 Beds ⋅ 4 Baths ⋅ Sandy Lane Reserve Ph 2 SubDv. ⋅ 32779 Zip Code

Nestled on a quiet cul-de-sac within the exclusive enclave of Sandy Lane Reserve, a private community of just 24 custom-built estate homes, this exceptional Signature Homes residence offers timeless architecture, refined finishes, and an ideal floor plan designed for both everyday living and effortless entertaining. Boasting 4 bedrooms, 3.5 bathrooms, a private office, bonus room, and 3,757 square feet of thoughtfully designed living space, this custom home combines elegance with modern comfort. A grand foyer welcomes you with soaring ceilings, abundant natural light, and easy-to-maintain wood-look tile flooring that flows throughout the main living areas. The beautifully updated gourmet kitchen is truly the heart of the home, featuring custom cabinetry, quartz countertops, a decorative tile backsplash, top-of-the-line GE Monogram stainless steel appliances, a built-in desk area, dry bar, a large center island with seating, a built-in wine refrigerator, and a spacious dinette overlooking the living spaces. Tongue-and-groove ceilings throughout the main living areas and covered lanai add warmth, character, and architectural charm. The thoughtfully designed floor plan offers a luxurious first-floor primary suite with brand-new carpeting, a spa-inspired bath with a soaking tub, separate shower, and spacious walk-in closets. A first-floor guest suite with its own ensuite bath and new carpeting provides ideal accommodations for visitors or multigenerational living. Upstairs, two additional bedrooms, each with walk-in closets, share access to a full bath and a generously sized bonus room, offering flexible space for a media room, playroom, or home gym. Step outside to your private Florida retreat, where a screened lanai overlooks the heated resort-style pool and spa, creating the perfect setting for year-round outdoor living and entertaining. Mature landscaping and the home's cul-de-sac location provide exceptional privacy and a peaceful setting. Located in one of Longwood's most desirable custom home communities, residents enjoy convenient access to top-rated Seminole County schools, Wekiva Springs, premier shopping, dining, golf, and major roadways. This is a rare opportunity to own a beautifully crafted custom home that seamlessly blends luxury, comfort, and an exceptional location.

3318 Sunset View Court, Longwood

4 Beds ⋅ 3 Baths ⋅ Sabal Point Timber Ridge At Unit 1 SubDv. ⋅ 32779 Zip Code

Welcome to “The House on the Hill,” an exceptional 4-bedroom, 3-full-bath residence offering 2,788 square feet of beautifully maintained living space in Sabal Ridge, within the highly desirable Sabal Point community. Perfectly positioned on a beautifully landscaped corner lot, this distinctive home makes an unforgettable first impression with its elevated setting, impressive curb appeal, and undeniable sense of arrival. Step inside and discover a bright, inviting interior filled with abundant natural light. A beautiful fireplace adds warmth and character to the home, while generous living spaces and a thoughtfully designed floor plan create the perfect balance of comfort and functionality, with plenty of room for everyday living, entertaining, and gathering with family and friends. The true showstopper awaits outside. Step into your own private Florida retreat featuring a screened-in heated pool and hot tub surrounded by beautiful pavers, a covered back porch, and a charming paver walkway winding through the backyard. From morning coffee on the porch to sunny afternoons by the pool and relaxing evenings in the hot tub, this outdoor space was designed to be enjoyed year-round. Beautifully landscaped, excellently maintained, and filled with warmth and natural light, this exceptional property offers the space, setting, and Florida lifestyle you’ve been searching for. This is more than a home. It’s a place to make memories, entertain, unwind, and truly enjoy every day. Come experience it for yourself. Call the listing agent today to schedule your private showing!

403 Timber Ridge Drive, Longwood

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

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

8 Beds ⋅ 10 Baths ⋅ Sweetwater Club Unit 4 SubDv. ⋅ 32779 Zip Code

Welcome to this exceptional executive estate located within the 24-hour manned, gated community of Sweetwater Club. Privately positioned on an elevated 1.27-acre corner lot, this impressive residence offers a four-car garage, circular driveway, and striking curb appeal. Step through the oversized front entry into a thoughtfully designed open-concept floor plan where spacious living areas blend seamlessly for everyday living and entertaining. The foyer flows into the formal dining room, living room, sitting area, wet bar, and den, all overlooking the stunning courtyard-style pool to create exceptional indoor-outdoor living. The chef's kitchen is beautifully appointed with solid wood cabinetry, premium granite countertops, pendant lighting, dual dishwashers, double convection ovens, a spacious walk-in pantry, and recently updated appliances, including a refrigerator, freezer, double ovens, and built-in microwave.Conveniently located just minutes from Wekiva Springs State Park, Sweetwater Golf & Country Club, shopping, dining, and everyday conveniences, this extraordinary property combines luxury, privacy, and convenience in one exceptional offering. Schedule your private showing today.

1040 Sweetwater Club Boulevard, Longwood

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