Casselberry Homes with Two Story Property Description

Casselberry Homes with Two Story Property Description

Welcome to Casselberry, Florida, a hidden gem nestled in the heart of Seminole County. Known for its picturesque landscapes and friendly community, Casselberry offers a perfect blend of suburban tranquility and urban convenience. With its lush parks, scenic lakes, and vibrant local culture, this charming city is ideal for families, young professionals, and retirees alike.

One of the standout features of Casselberry is its diverse selection of homes, particularly the stunning two-story properties that grace the neighborhood. These homes are designed to provide ample space and comfort, making them perfect for those who appreciate both style and functionality. Imagine stepping into a beautifully appointed two-story home, where spacious living areas seamlessly flow into gourmet kitchens, ideal for entertaining family and friends. The second floor often boasts expansive bedrooms, offering privacy and breathtaking views of the surrounding landscape.

Living in Casselberry means enjoying a lifestyle filled with outdoor activities, thanks to its abundance of parks and recreational facilities. The city’s commitment to community events and local gatherings fosters a warm, inviting atmosphere, making it easy to connect with neighbors and make lifelong friends. Plus, with easy access to major highways, commuting to nearby Orlando and its world-renowned attractions is a breeze.

If you’re searching for a place that combines the charm of a close-knit community with the spaciousness of modern two-story homes, look no further than Casselberry. Experience the beauty of this vibrant city and discover the perfect home that awaits you!

Newest Casselberry Homes with Two Story Property Description

4 Beds ⋅ 6 Baths ⋅ Crystal Bowl Add SubDv. ⋅ 32707 Zip Code

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 income-producing potential. 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

1 Beds ⋅ 1 Baths ⋅ Cabana Key A Condo SubDv. ⋅ 32707 Zip Code

Virtually Staged. Welcome to this first-floor, 1-bedroom, 1-bathroom condo located in the gated community of Cabana Key. This unit offers a functional open layout and a desirable location within the community, with views of the pool and amenities. The unit is in move in conditions, giving the next owner the opportunity to update and personalize it to their taste. Most importantly, it is PRICED TO SELL and positioned as an excellent value for a buyer looking for an affordable home or investment opportunity. Enjoy Cabana Key’s community amenities, including a swimming pool, clubhouse, fitness center, playground, and gated entrance. Recent improvements to the complex include newer roofs, composite siding, exterior paint, energy-efficient windows, refreshed landscaping, and a resurfaced asphalt parking lot. Centrally located in Casselberry with convenient access to UCF, Seminole State College, Full Sail University, Red Bug Lake Park, restaurants, grocery stores, SR 436, and the 417 Expressway. Whether you're looking for your own place or an investment property, this first-floor condo offers location, convenience, and value. Priced for a quick sale—schedule your showing today!

3740 Idlebrook Circle Unit 102, Casselberry

2 Beds ⋅ 2 Baths ⋅ Deer Run Unit 14b SubDv. ⋅ 32707 Zip Code

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

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

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

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

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

3 Beds ⋅ 3 Baths ⋅ Northshore Rep SubDv. ⋅ 32707 Zip Code

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

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

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

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

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

Start Your Search