Casselberrry/Winter Springs / Tuscawilla Homes with Three+ Story Property Description

Casselberrry/Winter Springs / Tuscawilla Homes with Three+ Story Property Description

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla, nestled in the heart of Seminole County, Florida. This vibrant area is known for its picturesque landscapes, lush greenery, and an abundance of recreational opportunities, making it an ideal place to call home. With its close-knit community vibe and proximity to Orlando's bustling attractions, residents enjoy the perfect blend of suburban tranquility and urban excitement.

Winter Springs boasts a rich tapestry of parks, trails, and lakes, inviting outdoor enthusiasts to explore its natural beauty. The area is dotted with charming shops, delightful dining options, and top-rated schools, making it a family-friendly haven. Tuscawilla, in particular, is renowned for its stunning golf courses and serene residential neighborhoods, offering a peaceful retreat from the hustle and bustle of city life.

For those seeking spacious living, this region features an impressive selection of three or more story homes. These properties are designed with modern families in mind, offering ample space for relaxation, entertainment, and creativity. With multiple levels, you can enjoy distinct living areas, including expansive master suites, versatile bonus rooms, and inviting outdoor spaces. Imagine hosting gatherings in your open-concept living area that flows seamlessly into a gourmet kitchen, or unwinding in your private retreat overlooking breathtaking views.

Whether you’re drawn to the allure of Winter Springs or the charm of Tuscawilla, these multi-story homes provide the perfect canvas for your dream lifestyle. Discover the perfect blend of comfort, style, and community in this beautiful region of Florida!

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Three+ Story Property Description

$425,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
Discover refined living in the sought-after Jesup's Landing community of Winter Springs. This elegant 3-bedroom, 3.5-bathroom split-level townhome offers exceptional privacy, with thoughtfully designed living spaces that maximize comfort and separation. Beautiful new wood laminate flooring enhances the home's modern appeal, while the spacious layout is ideal for both everyday living and entertaining. Outside is a freshly painted exterior and new roof! Perfectly situated near Central Winds Park, premier shopping, SR 417, Sanford International Airport, the University of Central Florida, and Seminole State College, this residence combines luxury with convenience. Residents also enjoy resort-style amenities, including a clubhouse, state-of-the-art fitness center, and sparkling community pool. Experience low-maintenance living in one of Winter Springs' most desirable communities.

1380 Mill Stream Lane, Winter Springs
$395,000
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs
$850,000
4 Beds ⋅ 3 Baths ⋅ North Orlando Ranches Sec 01 SubDv. ⋅ 32708 Zip Code
Motivated Seller! This custom 4 bedroom, 2.5 bathroom pool home nestled on a gated 2.6 acres in the sought-after Ranchlands Community is a must see! The 40ft long front porch overlooks the nature's paradise with views you must see to appreciate. Oak trees and mature landscaping line the private entrance and make up the bulk of this serene property. An entertainer's paradise features pool with custom waterfall, poolside cabana with fireplace, bar and grill, pergola leading to cabana, romantic gazebo with power, nature trails, tri-level balcony, covered back porch (29x12) overlooking pool and 2 story playhouse/gym. You'll notice the craftmanship and attention to detail throughout the property with custom carpentry and designer touches both inside and out. Kitchen (19x12) with lots of granite counter space boasts solid wood cabinets, modern hardware, stainless steel appliances with range hood, flat top range, stone backsplash, rolling island, and pendant lighting over bar seating while overlooking the beautiful pool oasis. The owner's suite (14x13) offers laminate flooring, walk-in closet, pool views, French doors leading to private balcony and a private study (14x10) perfect for relaxing with a good book. Master bathroom features gorgeous standup shower, waterproof vinyl flooring and lovely tile work. Home features massive family room (39x32) with tile flooring and separate living room (20x13) with wood-exposed cathedral ceilings and gas fireplace. Upstairs you'll find two bedrooms with a shared bathroom in addition to the master bedroom retreat. Laundry room, half bath and fourth bedroom are located on first floor. Upgrades include extending trusses and roof line to add carport, gutters, entire paver driveway, automatic wrought iron gate, sprinklers in front yard, gazebo with power, and a wrought iron fence. Two single car detached garages (20x10) plus additional workshop (20x10) with power, water and exhaust fan, two covered sheds and additional storage space (10x10) located below playhouse/gym provide ample storage to go along with oversized attached carport (33x14). No HOA.

230 E Panama Road, Winter Springs
$475,000
4 Beds ⋅ 4 Baths ⋅ Seminole Crossing Townhomes SubDv. ⋅ 32708 Zip Code
Perfectly positioned in one of Winter Springs' most convenient and desirable locations, this fabulous home offers a sophisticated blend of modern design, flexible living spaces, and low-maintenance comfort. Situated within a beautifully maintained community just steps from Winter Springs Town Center, this three-story residence places shopping, dining, entertainment, and everyday conveniences right at your fingertips. Designed with both functionality and style in mind, the thoughtfully crafted floor plan offers exceptional versatility. The first level features a private bedroom suite, ideal for guests, a home office, multigenerational living, or anyone seeking additional privacy. Upstairs, the main living level serves as the centerpiece of the home, where an open-concept design seamlessly connects the kitchen, dining area, and spacious gathering room. The open floor plan creates an inviting atmosphere perfect for both everyday living and entertaining. The upper level is dedicated to comfort and relaxation, featuring three additional bedrooms, two full bathrooms, and a conveniently located laundry room. The spacious primary suite provides a peaceful retreat, while the secondary bedrooms offer flexibility for family, guests, or workspace needs. Beyond the home itself, residents enjoy access to community amenities including a sparkling pool, walking trails, and beautifully landscaped common areas. Top-rated Seminole County schools, local parks, and major commuter routes are all nearby, providing easy access to downtown Orlando, area employers, and Central Florida's many attractions. Whether you're seeking a primary residence, a lock-and-leave lifestyle, or a home that offers both convenience and comfort, this wonderful home delivers an exceptional opportunity in the heart of Winter Springs.

1320 Spotted Sandpiper Loop, Winter Springs
$374,900
3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code
This move-in-ready meticulously maintained home delivers style, location, and value in one exceptional package. Welcome to 412 Blue Bayou Lane in the highly desirable Jesups Reserve community, where elevated style, smart design, and an unbeatable Winter Springs location come together without the luxury price tag. This beautifully maintained 3-bedroom, 3-bathroom, three-story townhome offers low-maintenance living just steps from Winter Springs Town Center. The flexible first-floor bedroom with full bath is ideal for guests, a home office, or multi-generational living. The main level features a bright open-concept living and dining area, an oversized kitchen with like-new stainless steel appliances, a generous breakfast bar, and convenient second-floor laundry. The private third-floor owner’s suite offers a large walk-in closet, en-suite bath with soaking tub and separate shower, and peaceful separation from the main living spaces. Enjoy three outdoor living areas, including a welcoming front porch, updated second-floor patio, and private third-floor balcony perfect for relaxing evenings. Major updates include a new roof in 2022, new A/C in 2023, garage door maintenance in 2024, brand-new stair railing, and laminate flooring throughout with no carpet. The oversized 2-car garage with added storage solutions keeps everything organized and functional. Jesups Reserve residents enjoy a resort-style community pool and spa, scenic pond views, and a well-kept neighborhood setting. The location is hard to beat – you’re minutes from Central Winds Park, Trotwood Park, with convenient access to shopping, dining and major likes like SR-417. Book your showing today.

412 Blue Bayou Lane, Winter Springs
$360,000
3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code
One or more photo(s) has been virtually staged. PRICE IMPROVEMENT! Do not miss out on this opportunity for a spacious, tastefully updated, move-in ready townhome in the heart of Winter Springs! This is a low maintenance 3-bed, 3.5 bath unit with quaint landscaping leading you up the stairs to your classy entry. The interior boasts recent vinyl flooring and no carpet anywhere, perfect for all season in FL. The kitchen and living room are on the main level creating a seamless relaxing or entertaining experience with the ability for residents and guests to have privacy in bedrooms. All modern stainless steel appliances convey! The spacious primary bed/bath is on the 3rd floor and provides a large walk-in closet and dual sinks. Enjoy paradise from your key west style balcony above the 2-car garage. The community amenities include a fitness center and pool overlooking the neighborhood pond. Enjoy quick and easy access to shopping, dining, outdoor activities and entertainment, many of these steps from your front door.

1384 Mill Stream Lane, Winter Springs
$459,900
4 Beds ⋅ 4 Baths ⋅ Seminole Crossing Twnhms SubDv. ⋅ 32708 Zip Code
One or more photo(s) has been virtually staged. SELLER CONCESSION 6 MONTHS PAID HOA FEES!!! Welcome to an exceptional opportunity in the heart of Winter Springs, where lifestyle, location and luxury converge at 1128 Spotted Sandpiper Loop. Positioned in a thoughtfully planned community, this residence offers the ideal balance of elegance and everyday convenience. From moment you arrive, you are embraced by a neighborhood designed for connection and ease, tree-lined streets, inviting trails and a sense of community that makes this address desirable. Ideally just moments from Winter Springs Town Center, this residence offers an accessible lifestyle. Natural light fills the interiors, creating a warm and welcoming ambiance suited for relaxed living and stylish entertaining. Thoughtfully designed across three levels, the first floor offers a private retreat ideal for guests, complete with its own en suite. The second level unfolds into the heart of the home, featuring an open concept living space with a well-appointed kitchen, dining area and inviting family room. The third floor is dedicated to restful living, showcasing three bedrooms, two full baths and a convenient laundry area. Updates include new carpeting throughout with transferable warranty and fresh interior paint reflecting the home's meticulous maintenance. Beyond your doorstep, accessibility becomes a defining feature of this lifestyle. Enjoy proximity to local shops, dining, parks and top-rated Seminole County schools, all just moments away. With easy access to major roadways, commuting to downtown Orlando, nearby business hubs, or weekend destinations is simple and efficient. Amenities include community pool, trails and accessibility to area favorites.

1128 Spotted Sandpiper Loop, Winter Springs
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