Casselberry Homes with Two Story Property Description

Casselberry Homes with Two Story Property Description

Welcome to Casselberry, a charming city located in Seminole County, Florida. Known for its picturesque landscapes and friendly community, Casselberry offers a perfect blend of suburban tranquility and urban convenience.

If you're looking for a home with a unique touch, consider exploring the two-story properties in Casselberry. These homes boast spacious layouts and a distinct architectural style that sets them apart. With multiple levels, you'll have ample space for living, entertaining, and relaxing.

Imagine waking up to beautiful views from your upstairs bedroom or hosting gatherings in your expansive living room. Two-story homes in Casselberry offer the perfect combination of functionality and aesthetics, allowing you to create the home of your dreams.

Whether you're a growing family in need of extra space or a homeowner looking for a new adventure, Casselberry's two-story properties are sure to impress. With a variety of options available, you can find a home that suits your lifestyle and preferences.

Don't miss the opportunity to explore the unique charm of Casselberry and discover the perfect two-story home that meets your needs. Start your search today and find your ideal property in this vibrant city in Seminole County, Florida.

Newest Casselberry Homes with Two Story Property Description

$309,900
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 09 Twnhs SubDv. ⋅ 32730 Zip Code
Welcome to 805 Westwind Lane, a spacious 3-bedroom, 3-bathroom townhome located in the desirable Lake of the Woods community of Fern Park. Each bedroom features its own private bathroom, including a convenient first-floor bedroom that may serve as a primary suite, guest retreat, or flexible home office. A private entrance and inviting courtyard create a warm welcome, while the eat-in kitchen offers generous counter space and plenty of room for casual dining. Sliding glass doors throughout the first level fill the living spaces with natural light and provide easy access to the outdoor areas. Upstairs, a distinctive landing with high-set windows offers an elevated view of the surrounding scenery and leads to two additional spacious bedrooms, each with its own en suite bathroom. The home also features an enclosed screened porch, an attached two-car garage, a newer A/C system installed in 2022, and a new roof completed in 2025. Residents enjoy access to an expansive community pool and clubhouse with a fitness room, sauna, billiards room, and grand ballroom. The home may also be purchased furnished, offering added convenience for a seasonal residence or move-in-ready lifestyle. Conveniently located near shopping, dining, entertainment, sports venues, and Central Florida’s renowned attractions. Schedule your private tour today and discover everything this exceptional townhome and community.

805 Westwind Lane, Fern Park
$459,900
3 Beds ⋅ 3 Baths ⋅ Buttons Sub Amd SubDv. ⋅ 32707 Zip Code
Welcome to a rare lakefront retreat offering privacy, space, and an exceptional lifestyle with NO HOA! Tucked away at the end of the road in Casselberry, this two-story single-family home offers 3 bedrooms, 2.5 bathrooms, 1,793 square feet of living space, and a fully screened saltwater pool overlooking the beautiful waters of Lake Azalea. NEW ROOF 2026. One of the most impressive features of this property is the expansive backyard, which stretches all the way from the home to the lake, creating a private waterfront setting that is increasingly difficult to find. The fully screened pool area features a covered patio space along with plenty of additional screened-in pool deck for enjoying Florida's year-round outdoor lifestyle. Beyond the pool, the spacious yard offers a fire pit area, room to relax and entertain, and a large side yard with ample space to park a boat, RV, or other recreational equipment. Inside, the welcoming foyer opens to a front living room with a custom wallpaper accent wall and offers excellent flexibility as a formal sitting area, home office, or additional living space. The kitchen features stainless steel appliances, updated cabinet hardware, and an open connection to the main living areas. From the downstairs living spaces, enjoy beautiful sightlines through the screened pool enclosure and beyond to the lake, creating a seamless connection between the interior and the spectacular outdoor setting. A switchback staircase with decorative spindles leads to the second floor, where the oversized primary suite is privately positioned at the rear of the home and offers wonderful views toward the lake. The spacious primary bathroom features dual vanities, a glass-enclosed shower, and a full garden tub. Two additional bedrooms and a full bathroom are also located upstairs, along with a generously sized laundry room for added convenience. Fresh interior paint and new lighting and fans throughout. Whether you're looking for a private lakefront residence, a home with room for a boat or RV, or simply a property where you can enjoy a pool and expansive backyard without HOA restrictions, this unique Casselberry property offers an exceptional opportunity to enjoy the best of Florida living on Lake Azalea. Make an appointment to see this home today!

1459 Azalea Avenue, Casselberry
$775,000
3 Beds ⋅ 3 Baths ⋅ Triplet Lake Shores 3rd Add SubDv. ⋅ 32707 Zip Code
Brand-New 2025 Construction – No HOA! Welcome to this beautifully crafted 3-bedroom, 2.5-bath single-family home in the heart of Casselberry. Designed with modern style and everyday comfort in mind, this exceptional home offers quality finishes, an open-concept layout, and an unbeatable location. The main floor features beautiful flooring throughout, a spacious living and dining area, a convenient half bath, and a gourmet kitchen complete with granite countertops, stainless steel appliances, ample cabinetry, and a large center island—perfect for entertaining family and friends. Upstairs, you'll find all three bedrooms along with a versatile loft/sitting area, ideal for a home office, playroom, or additional living space. The spacious primary suite is a true retreat, featuring a luxurious en-suite bath with dual vanities, a large walk-in shower with a rain shower head and frameless glass enclosure, and an oversized walk-in closet. Additional features include a two-car garage, new construction, and NO HOA, giving you added freedom and flexibility. Conveniently located just minutes from Secret Lake Park, the Casselberry Recreation Center, shopping, dining, and major highways. Zoned for highly rated Seminole county schools. All room measurements are approximate.

840 N Triplet Lake Drive, Casselberry
$549,900
4 Beds ⋅ 4 Baths ⋅ Greenville Commons SubDv. ⋅ 32707 Zip Code
Welcome home to this highly sought-after Greenville Commons community in Casselberry. Filled with natural light, the Charleston Floor Plan offers 2,687 heated square feet of spacious, open, and modern design. The tile flooring throughout all living spaces on the main level, along with the kitchen featuring quartz countertops, 42” upper cabinetry, and essential appliances such as a refrigerator, microwave, dishwasher, and range. It also includes a dual sink island and a stylish backsplash. The kitchen flows into the dining area and the family/gathering room, which has sliding doors leading to the covered lanai. All bedrooms are located on the second floor, including a regular suite and the owner's suite. The owner's suite boasts two spacious walk-in closets, a dual vanity, and a stand-up shower with a glass enclosure. The laundry room is conveniently situated on the second floor. The home also features a water softener system and reverse osmosis for the drinking water. The community is ideally located just across from The Geneva School and is within minutes of downtown Orlando, as well as major roads, highways, shopping centers, restaurants, and entertainment venues. Additionally, the community offers a playground, a dog park, and scenic pond views.

1259 Ash Tree Cove, Casselberry
$385,000
3 Beds ⋅ 3 Baths ⋅ Northshore Rep SubDv. ⋅ 32707 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 872 Bay Lake Court, a beautifully maintained 3-bedroom, 3-bath townhouse offering comfortable living in the heart of Casselberry. Designed with a practical two-story layout, this home blends comfort, style, and everyday functionality. Abundant natural light fills the interior, creating a warm and inviting atmosphere throughout. Adding to its appeal, the roof was replaced in July 2026, providing valuable peace of mind for the new owner. The thoughtfully designed floor plan features spacious living and dining areas with plenty of room to relax, gather, and entertain. One bedroom and a full bathroom are conveniently located on the first floor, offering flexibility for guests, multigenerational living, or those seeking first-floor accommodations. The former garage has been professionally converted into additional living space, creating a versatile flex room that can easily serve as a private home office, media room, fitness area, playroom, or hobby space to fit your lifestyle. Outdoor living is a standout feature with a covered and screened patio overlooking the lake. This peaceful retreat is perfect for enjoying your morning coffee, dining outdoors, or simply unwinding while taking in the tranquil water views. With lake access, the home offers an added connection to outdoor recreation and the beauty of its natural surroundings. Ideally located in Casselberry, the property is close to shopping, dining, parks, schools, and everyday conveniences. Residents enjoy easy access to nearby lakes, walking trails, community recreation, major roadways, Winter Park, Maitland, Altamonte Springs, and many other Central Florida destinations, making this an exceptional place to call home.

872 Bay Lake Court, Casselberry
$630,000
5 Beds ⋅ 4 Baths ⋅ Whitesand Cove SubDv. ⋅ 32707 Zip Code
Virtually Staged. Spacious two-story home in Casselberry offering 5 bedrooms, 3.5 bathrooms, approximately 3,370 heated square feet, and a 3-car garage. The interior provides multiple living and dining areas, a functional kitchen with ample workspace, generously sized bedrooms, and flexible rooms suitable for an office, guest space, hobbies, or additional living needs. The primary suite offers a private retreat, while the additional bedrooms provide space for a variety of uses. A large screened and tiled lanai with a ceiling fan extends the tiled lanai with a ceiling fan extends the living area outdoors and overlooks the expansive fenced backyard and pond. Conveniently located near shopping, dining, parks, major roadways, and other Central Florida amenities, this property combines substantial interior space with a large outdoor setting.

229 Whitesand Court, Casselberry
$299,900
2 Beds ⋅ 3 Baths ⋅ Cassel Creek Ph 1 SubDv. ⋅ 32707 Zip Code
Welcome to 2577 Derbyshire Circle, a beautifully freshly painted 2-bedroom, 2½-bath townhome offering 1,768 square feet of comfortable living space in the desirable Cassel Creek community of Casselberry. This spacious two-story home offers a warm and inviting floor plan designed for both everyday living and entertaining. The generous living room is highlighted by a wood-burning fireplace, creating a cozy focal point for relaxing evenings at home. Large windows fill the living and dining areas with natural light, creating a bright, open atmosphere. The spacious kitchen offers abundant cabinet storage and generous countertop space, making meal preparation and entertaining both convenient and enjoyable. A convenient half bath on the main level is perfect for guests. Upstairs, you'll find two generously sized bedrooms, each with its own private full bathroom, providing comfort and privacy for family members or overnight guests. Fresh interior paint gives the home a clean, updated look, making it truly move-in ready. Whether you're looking for your first home, downsizing, or searching for an excellent investment opportunity, this townhome offers the perfect combination of comfort, functionality, and value. Located in the established Cassel Creek community, residents enjoy a low-maintenance lifestyle with convenient access to shopping, restaurants, medical facilities, parks, and major roadways, making it easy to enjoy everything Central Florida has to offer. With its spacious layout, wood-burning fireplace, fresh interior paint, and outstanding location, 2577 Derbyshire Circle is ready to welcome its next owner. Schedule your private showing today!

2577 Derbyshire Circle, Casselberry
$274,900
2 Beds ⋅ 3 Baths ⋅ Summerhill Ph 2 SubDv. ⋅ 32707 Zip Code
Welcome home to the highly desirable Summerhill community in Casselberry! This charming townhome offers 2 spacious bedrooms, 2.5 bathrooms, and 1,223 square feet of comfortable living space, complete with inviting interiors and a private backyard retreat. Major updates include a new roof in 2024 and fresh exterior paint, offering peace of mind and curb appeal. Step inside to a bright and airy living room filled with natural light from two large picture windows. The thoughtfully designed layout flows into the dining area, which overlooks and opens to the private backyard—perfect for relaxing or entertaining. The kitchen offers ample cabinet storage and comes fully equipped with all appliances included. Conveniently located in the kitchen is a laundry closet with washer and dryer, both conveying in as-is condition. Enjoy your own outdoor oasis featuring a brick patio, decorative planters, and a fully fenced backyard with a private gate—ideal for morning coffee, gardening, or unwinding at the end of the day. Upstairs, a winding staircase leads to two spacious en-suite bedrooms, providing privacy and comfort. One bathroom features a tub/shower combination, while the other offers a walk-in shower. Residents of Summerhill enjoy access to a beautiful community pool with a large covered cabana, low-maintenance landscaping, irrigation, and plenty of parking. Conveniently located near Red Bug Road, this home offers easy access to shopping, dining, parks, and highly rated schools. As an added bonus, with an acceptable executed contract, the seller will install a brand-new HVAC system prior to closing.

838 Commonwealth Court, Casselberry
$373,000
3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code
WHY WAIT TO BUILD when you can have your very own (almost) brand new energy-efficient home ready to move in! This townhouse features 42 Inch Upper Cabinets with Crown Molding. 15x15 Extended Ceramic Tile Flooring. Granite Countertops. Stainless Steel Kitchen Appliances. The kitchen overlooks the spacious great room making entertaining guests a breeze. Enjoy your morning cup of coffee on your front porch or covered lanai. The closet downstairs and walk-in closets in each bedroom provide plenty of storage for everyone. Legacy Place is in the desirable Casselberry submarket only a few miles from SR-417 and I-4 providing easy access to major employment centers. This charming community is a short drive to Oviedo and Winter Park shopping, dining, and entertainment including the Oviedo Mall, Park Avenue and Winter Park Village. Community amenities include a yoga lawn, dog park, putting green, grilling area, and tot lot. The energy-efficient features provide you live a healthier and quieter lifestyle while saving money on utility bills. Home comes with a Level 2 electric car charger. Buyers are motivated to sell!

964 Legacy Winds Way, Casselberry
$615,000
4 Beds ⋅ 4 Baths ⋅ Oakhurst Reserve Unit Two SubDv. ⋅ 32707 Zip Code
Welcome to this spacious and light-filled 4-bedroom, 3.5-bath POOL home located in the gated community of Oakhurst Reserve. With all bedrooms conveniently located upstairs and an ideal layout for both everyday living and entertainment, this two-story home offers room to spread out and enjoy Florida living. Tile flooring flows throughout the downstairs living areas. The open living and dining room combination welcomes you upon entry and is adjacent to a bonus room (currently used as private office) with views of the covered front porch. An abundance of windows throughout fill the home with natural light, creating a bright and inviting atmosphere. The heart of the home is the open kitchen, dinette, and family room combination overlooking the pool and backyard. The kitchen features plenty of cabinetry, a stainless appliance package, a large center island, and additional prep area that can serve as a breakfast bar, coffee station, or desk space. The adjoining dinette with bay window offers the perfect spot for casual dining while enjoying views of the backyard oasis from the family room. Upstairs, the spacious primary suite offers a relaxing retreat with a garden tub, separate shower, double vanities, and a private water closet. Bedroom two features its own ensuite bath with tub/shower combination and single vanity, while bedroom three enjoys direct access to the shared hall bath. An upstairs laundry room adds convenience to daily life. Outside, enjoy your own private backyard retreat featuring a sparkling pool with water feature, paver deck, covered patio, and a large fully fenced yard with plenty of room for pets, play, or gardening. ROOF 2018, A/C 2023, WATER HEATER 2024 Residents of Oakhurst Reserve enjoy the security of a GATED entrance along with community amenities including a pool, playground, and shaded pavilion area. Ideally located near top-rated schools, Red Bug Lake Park, shopping, dining, banking, hospitals and major roadways, this home offers the perfect blend of comfort, convenience, and Florida lifestyle.

2013 Crossvine Lane, Casselberry
$329,000
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 08 Twnhs SubDv. ⋅ 32730 Zip Code
3-bedroom, 2.5-bath home centrally located between Winter Park, Altamonte Springs, and Casselberry. Features a private courtyard entry and an attached 2-car garage with direct access to the kitchen. Open layout with good natural light. Split bedroom floor plan with an oversized primary suite. Screened patio provides additional outdoor space. Community amenities include pool, fitness center, tennis courts, and more

459 Meadowood Boulevard, Fern Park
$295,000
3 Beds ⋅ 3 Baths ⋅ Summerhill Ph 2 SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to this beautifully maintained 1,406-square-foot townhouse with 3 bedrooms and 2.5 bathrooms. Both bathrooms have been remodeled. Experience serene living with a truly low-maintenance lifestyle in the heart of Casselberry! Comfortable and Flexible are the words that best describe the layout. Located just a short walk to Red Bug Lake Park with tennis/basketball courts, soccer/baseball fields, and playgrounds, and zoned for top-rated Seminole County schools. Community amenities include a pool, a clubhouse, and well-maintained landscaping. Recent community upgrades include newly paved roads and an updated pool & clubhouse. Convenient to major roads, restaurants, and shopping. Centrally located near top-rated schools, Red Bug Lake Park, Altamonte & Oviedo Malls, I-4, 417, and more. Don’t miss this great opportunity—schedule your showing today!

2901 Wareham Court, Casselberry
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