Casselberry Homes with Two Story Style

Casselberry Homes with Two Story Style

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

For those looking for homes with a touch of elegance and space, the Two Story Style homes in Casselberry are a true gem. These properties boast a unique architectural design that provides ample space for families and individuals alike. With bedrooms typically located on the upper floor and living areas on the ground level, Two Story Style homes offer a sense of separation and privacy that many homeowners desire.

Whether you're drawn to the idea of a cozy family home or a spacious retreat, Casselberry's Two Story Style homes cater to a variety of tastes and preferences. Imagine enjoying your morning coffee on a balcony overlooking the lush greenery or hosting gatherings in a spacious living room flooded with natural light.

With easy access to amenities, parks, and top-rated schools, Casselberry is the perfect place to call home for those seeking a balance between comfort and convenience. Explore the diverse range of Two Story Style homes in Casselberry and find your perfect sanctuary in this vibrant city.

Newest Casselberry Homes with Two Story Style

$342,999
3 Beds 3 Baths O6433439 MLS Na BLDG.
Welcome home to this beautifully maintained 2022 end-unit townhome in the desirable Legacy Place community! Offering 3 bedrooms, 2.5 bathrooms, a versatile loft, and a private patio, this move-in-ready home showcases true pride of ownership while delivering exceptional value. Step inside to a bright, open-concept floor plan filled with natural light from energy-efficient double-pane tinted windows. The chef-inspired kitchen is the heart of the home, featuring 42-inch shaker-style cabinetry, granite countertops, a spacious center island, walk-in pantry, stainless steel appliances, and stylish LED track lighting. Ceramic tile flooring flows throughout the main living areas, kitchen, and bathrooms, creating a clean, modern feel. The spacious primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual vanities and a walk-in shower. A split-bedroom layout provides added comfort and privacy for family members or overnight guests, while the upstairs loft offers flexible space for a home office, media room, or play area. Enjoy peaceful mornings and relaxing evenings on your private patio overlooking the conservation area and walking trail, with no rear neighbors for added privacy. The home is equipped with an ADT Smart Home Security System and a Rain Soft whole-home water filtration system for added comfort and peace of mind. Additional features include a one-car garage with private driveway parking, a high-capacity smart front-load washer and dryer, a second refrigerator in the garage, and all drapes and window treatments. Residents enjoy a low HOA that includes lawn maintenance, along with outstanding community amenities including a playground, dog park, yoga lawn, picnic area, putting green, and scenic walking trails. Conveniently located near shopping, dining, SR 417, and the Cross Seminole Trail, and zoned for top-rated Seminole County schools, this exceptional home offers the perfect blend of style, comfort, convenience, and low-maintenance living. Don't miss your opportunity to own one of Legacy Place's most desirable end-unit homes! Schedule your private showing today!

1610 Grand Rue Drive, Casselberry

$899,900
4 Beds 6 Baths O6428483 MLS
Welcome to a truly one-of-a-kind waterfront estate where the tranquility of country living meets the convenience of city life. Nestled on nearly one acre of private lakefront property in the heart of Casselberry, this exceptional multigenerational home is an incredibly rare opportunity to own a custom-built retreat unlike anything else on the market. Designed with both everyday living and unforgettable entertaining in mind, this expansive residence offers incredible flexibility with multiple living areas and up to three potential primary suites, making it ideal for extended families, guests, or those seeking dedicated work-from-home space. Rich Brazilian hardwood floors add warmth and elegance to the formal living and dining rooms, while the spacious kitchen features a generous island with abundant prep space, creating the perfect gathering place for family and friends. The oversized bonus room offers endless possibilities as a home theater, fitness studio, game room, or creative space. Just outside, an elevated deck overlooks the sparkling pool, creating a seamless connection to the beautifully renovated detached guest residence. The detached suite is a true highlight, offering approximately 864 square feet of beautifully updated living space complete with one bedroom, one and a half bathrooms, & private accommodations ideal for multigenerational living, long-term guests, a home office, or gym. The convenient half bath also provides direct access from the pool area, making outdoor entertaining effortless. Mature trees provide a peaceful canopy over the nearly one-acre homesite. Whether you enjoy gardening, relaxing with a morning coffee, or simply taking in the serene surroundings, this property offers an outdoor lifestyle that is difficult to find. A spacious workshop shed provides the perfect space for hobbies, woodworking, storage, or DIY projects, complementing the detached two-car garage with additional parking for a boat, RV, trailer, and ample guest parking courtesy of the circular driveway. Enjoy private access to Lake Crystal Bowl, where fishing, kayaking, paddle boarding, and other non-gas-powered boating activities await. It's a peaceful waterfront setting that feels miles away from the city, yet places you in one of Central Florida's most convenient locations. Thoughtfully updated throughout, the home features six beautifully remodeled bathrooms, four air conditioning systems, three of which have been replaced within the last five years, new roof, new electrical panels & outlets, new garage door, updated knockdown ceilings, energy-efficient LED recessed lighting, a new sprinkler system, updated main primary bathroom, new windows, and so much more! Perfectly situated in a quiet, established neighborhood within the sought-after Winter Springs High School district, this extraordinary property is within walking distance to quality schools and just minutes from shopping, dining, major highways, two golf courses, scenic bike trails, and Butterfly Park directly across the street. Rarely does a property combine nearly an acre of waterfront, a detached guest home, extensive updates, exceptional parking, workshop space, beautiful gardens, and an unbeatable location into one extraordinary offering. This is more than a home—it's a legacy property designed to bring generations together while offering the privacy, flexibility, and lifestyle today's buyers are searching for.

1048 Crystal Bowl Circle, Casselberry

$234,900
2 Beds 2 Baths O6429194 MLS 4008 BLDG.
Virtually Staged. Dreams Do Come True... By You Know Who! Bring your DPA, FHA, VA offers! WATERFRONT VIEWS • TWO PRIMARY SUITES • EXPANSIVE SCREENED LANAI Wake up every day to peaceful water views and the feeling of your own private retreat! Nestled among mature trees and lush landscaping, this beautifully maintained waterfront townhome offers the perfect blend of comfort, privacy, and low-maintenance living. Designed with flexibility in mind, this spacious residence features two private primary suites—one conveniently located on the first floor and another upstairs, making it ideal for guests, roommates, or multigenerational living. The heart of the home is an open-concept Great Room where oversized sliding glass doors frame the tranquil pond and flood the living space with natural light. Step outside to the massive screened lanai, an incredible extension of your living space that's perfect for morning coffee, evening wine, outdoor dining, or simply relaxing while enjoying the calming sights and sounds of nature. The kitchen shines with brand-new premium stainless steel appliances, all still under transferable warranty, plus a sunny breakfast nook for casual meals. A generous dining area easily accommodates family dinners and holiday gatherings while overlooking the beautiful waterfront scenery. Additional features include an in-unit washer and dryer, outdoor storage closet, and carefree living with exterior maintenance handled for you. The community offers outstanding amenities including a sparkling swimming pool, clubhouse, and resurfaced tennis courts—giving you the lifestyle you deserve without spending your weekends doing yard work. Whether you're searching for your primary residence, a seasonal escape, or a smart investment, this waterfront gem delivers the perfect combination of peaceful surroundings, resort-style amenities, and everyday convenience. Don't miss your opportunity to own a slice of paradise!

4008 W Maryland Place, Casselberry

$309,900
3 Beds 3 Baths W7887806 MLS Sec 9 BLDG.
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, Casselberry

$375,000
3 Beds 3 Baths O6425035 MLS 1 BLDG.
Lakefront Florida living at its finest! Welcome to 872 Bay Lake Court, a beautifully renovated 3-bedroom, 3-bath lakefront townhouse offering comfortable living in the heart of Casselberry and chain of lakes access. 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. Conveniently located next door to the community boat ramp, with chain of lakes access, this home offers unlimited 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. **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.**

872 Bay Lake Court, Casselberry

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