Casselberry Homes with Rain Gutters Exterior Features

Casselberry Homes with Rain Gutters Exterior Features

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 modern amenities.

One of the standout features of homes in Casselberry is the presence of rain gutters. These exterior features are not just functional but also add to the overall appeal of the properties. Rain gutters help protect the home from water damage by channeling rainwater away from the foundation, preventing erosion and potential flooding. With homes in Casselberry equipped with rain gutters, you can have peace of mind knowing that your property is well-maintained and protected.

Whether you're looking for a cozy single-family home, a spacious townhouse, or a luxurious estate, Casselberry has a diverse range of real estate options to suit every lifestyle and budget. From tree-lined streets to well-manicured lawns, the homes in Casselberry exude charm and character.

With its convenient location, excellent schools, and vibrant community spirit, Casselberry is a wonderful place to call home. Explore the real estate opportunities in Casselberry today and discover the perfect home with rain gutters to meet your needs and preferences.

Newest Casselberry Homes with Rain Gutters Exterior Features

$477,000
4 Beds ⋅ 2 Baths ⋅ Camelot Unit 2 SubDv. ⋅ 32707 Zip Code
Welcome to this lovingly maintained, one-owner home offering an exceptional combination of quality updates, thoughtful features, and an unbeatable location in the heart of Casselberry. Major improvements provide peace of mind, including a new HVAC system (2025), new gas water heater (2026), new range, dishwasher, microwave, and garbage disposal (2026), roof replaced (2017), and exterior painted (2022). The home also features replacement windows with a lifetime warranty, hurricane shutters, a transferable termite bond, irrigation with reclaimed water, security system wiring, and natural gas service with a gas heat pump, gas water heater, and range. Inside, you'll find a cozy wood-burning fireplace and a versatile enclosed garage that could easily serve as a fifth bedroom, home office, or bonus room. One of the bathrooms offers direct access to the back porch, making it ideal as a future pool bath. The fully vinyl-fenced backyard includes a private rear gate providing direct access to the newly renovated Dew Drop Park, where you'll enjoy basketball and tennis courts, a playground, pavilion, dock, and open green space just steps from your backyard. This rare opportunity combines decades of meticulous ownership with outstanding updates and an incredible park-side setting that is difficult to find.

1391 Avalon Boulevard, Casselberry
$234,900
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
$405,000
3 Beds ⋅ 2 Baths ⋅ Wil O' Wik SubDv. ⋅ 32707 Zip Code
Don’t miss this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Wil O Wik neighborhood of Seminole County with $25K in UPGRADES! Tucked away on a quiet dead-end street and zoned for top-rated schools, this charming property offers the perfect blend of comfort, convenience, and style. The welcoming living room offers a cozy space to relax and unwind, while the sleek eat-in kitchen centrally located at the heart of the home boasts a newly renovated kitchen (2024) with soft close white shaker cabinets, granite countertops, a large deep stainless-steel sink & a spacious island with built-in storage ideal for cooking, dining and entertaining. Natural light fills the space through large windows, French doors, and sliding glass doors, creating a fresh and airy atmosphere throughout the main living areas. A generous dining space easily accommodates a large table, perfect for family meals or entertaining guests. The spacious primary suite boasts vaulted ceilings, views of the backyard, two walk-in closets, and a private en-suite bathroom with a walk-in shower. On the opposite side of the home are two additional bedrooms, a full guest bathroom, and a convenient laundry closet. The guest bathroom provides access to the screened-in lanai already “pool planned” and full of backyard potential. Step outside and enjoy Florida living year-round on the lanai, overlooking a fully fenced backyard with mature landscaping and plenty of room to relax, garden, or play. Recent updates include the freshly painted interior (2025), original Spanish tile flooring revealed and restored in living areas (2024), NEW waterproof luxury vinyl installed in the bedrooms (2024), Roof (2018) with NEW gutters (2024), and a NEW HVAC (2024). This home combines classic Florida charm with modern updates in a prime location just minutes from everything Orlando has to offer!

818 Wil O Wik Drive, Casselberry
$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
$329,999
3 Beds ⋅ 2 Baths ⋅ Heftler Homes Orlando Sec One SubDv. ⋅ 32707 Zip Code
Virtually Staged. – $329,999 522 Wilshire Dr, Casselberry, FL 32707 Move-in ready 3-bedroom, 2-bath home in a fantastic Casselberry location! This beautifully updated home 1,274 sq. ft. of living space on a spacious 7,500 sq. ft. lot. Major updates have already been completed, including a new A/C (2025), new roof (2026), and fresh interior paint throughout, making this home truly move-in ready. Step outside to enjoy the large covered back porch (300 sq ft), brand-new paver patio (400 sq ft), and fully fenced back yard—great for entertaining, grilling, pets, or relaxing with family and friends. Prime location: • Walking distance to the newly renovated Casselberry Aquatics Center & Park (formerly Wirz Park) • Walking distance to the Casselberry Greenway Trail • Convenient access to shopping, dining, schools, and major highways Features: 3 Bedrooms 2 Bathrooms 1,274 Sq. Ft. 7,500 Sq. Ft. Lot New Roof (2026) New A/C (2025) Fresh Interior Paint Large Covered Back Porch Brand-New Paver Patio Fully Fenced Back Yard $329,999 Some photos have been virtually rendered.

522 Wilshire Drive, Casselberry
$225,000
3 Beds ⋅ 2 Baths ⋅ Summit Village Unit 2 SubDv. ⋅ 32707 Zip Code
This well-maintained 3-bedroom, 2-bath condo offers a fantastic opportunity for both first-time homebuyers and investors. Recently painted and move-in ready, the home shows beautifully with a functional layout and comfortable living spaces. Conveniently located just minutes from Winter Park, Oviedo, Altamonte Springs, and Maitland, you’ll enjoy easy access to shopping, dining, major roadways, and everyday conveniences. The association fee includes water, sewer, and trash, adding extra value and convenience for homeowners. Whether you’re looking for a place to call home or a great investment property, this condo is one you won’t want to miss.

509 Polaris Loop Unit 101, Casselberry
$379,000
4 Beds ⋅ 3 Baths ⋅ Duck Pond Add To Casselberry SubDv. ⋅ 32707 Zip Code
Location, location, location! Welcome to 1375 Lake Drive, perfectly situated in the heart of Casselberry and just minutes from Winter Park, Altamonte Springs, shopping, dining, parks, and major roadways. Even better, the big-ticket updates are already done! This beautifully remodeled home features a brand-new roof, brand-new AC system, and brand-new water heater—all completed in 2026—giving the next owner comfort and peace of mind from day one. Inside, you’ll find four bedrooms, three full bathrooms, a dedicated office, two separate living areas, and a flexible layout with plenty of room to live, work, entertain, and relax. Fresh paint, recessed lighting, and stylish modern finishes create a bright, polished feel throughout the home. The fully redesigned kitchen is ready to impress with brand-new stainless steel appliances, sleek cabinetry, updated countertops, elegant brass accents, and a contemporary design that makes it the true heart of the home. Need extra space? The second living area is perfect for a media room, playroom, game room, or lounge, while the dedicated office can also be used as a study, gym, or creative space. The versatile layout may also provide excellent possibilities for buyers or investors seeking flexible living arrangements, subject to applicable zoning and regulations. When it’s time to get outside, enjoy nearby favorites like Secret Lake Park, Lake Concord Park, the Casselberry Greenway Trail, and Red Bug Lake Park. With easy access to SR 436 and US 17-92, commuting throughout Central Florida is simple and convenient. This move-in-ready home brings together a prime location, major 2026 upgrades, modern finishes, and a layout designed for today’s lifestyle. Just unpack and start enjoying your new home!

1375 Lake Drive, Casselberry
$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
$275,000
4 Beds ⋅ 3 Baths ⋅ Sherwood Forest SubDv. ⋅ 32707 Zip Code
Over 2,000 Sq Ft of Space in Casselberry This spacious manufactured home, built in 2003, sits in a convenient Casselberry location close to major roadways, shopping, and dining. With 4 bedrooms, 3 bathrooms, and a separate laundry room, there's plenty of room to spread out. The open kitchen features an island with seating and abundant cabinet space — perfect for everyday living and entertaining. Enjoy the screened front porch and fully fenced backyard, ideal for relaxing or pets. Located in the sought-after Seminole County School District, this home offers great bones at an affordable price point. Property needs some TLC, making it a fantastic opportunity for an investor or a buyer looking to add value and build equity in a desirable area.

800 Gee Creek Court, Casselberry
$294,900
2 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 10 Twnhs SubDv. ⋅ 32730 Zip Code
Welcome to this beautifully updated 2-bedroom, 2-bath townhome located in the highly sought after community of Lake of The Woods. This home offers comfortable living with modern upgrades throughout. Step inside to find new luxury vinyl flooring, a tastefully updated kitchen featuring refreshed finishes and ample cabinet space. The open and functional floor plan with cathedral ceilings provides a welcoming atmosphere perfect for everyday living or entertaining guests. Enjoy coffee on the screened in patio, or open the French doors to expand your living space on the cool evenings. One of the biggest benefits for the new owner is a brand-new roof, providing added value and peace of mind. Conveniently located near shopping, dining, parks, major roadways/highways, and everything Central Florida has to offer. This move-in-ready home is an excellent opportunity for first-time buyers, downsizers, or investors. The community offers a lakefront pool, fitness center, sauna, clubhouse/recreation center, fishing pier, tennis courts, playground and picnic area, and a basketball court. Don’t miss your chance to own this updated gem in a community with so many amenities.

1016 Sherrywood Street, Casselberry
$405,000
4 Beds ⋅ 2 Baths ⋅ Sterling Park SubDv. ⋅ 32707 Zip Code
This is a rare opportunity to own a Large 4 bedroom 2 bath home inside the quiet neighborhood of Deer Run / Sterling Park Community, only minutes to Maitland, Altamonte Springs Winter Park and downtown Orlando. As you enter, you'll immediately notice the soaring ceilings in the spacious living and dining areas, along with the oversized pass-through breakfast bar that connects the kitchen to the formal dining room. All bedrooms are generously sized, especially the primary suite, which features a large vanity and a separate glass-enclosed shower. Newer luxury vinyl plank flooring extends throughout several of the bedrooms, while tile flooring leads from the entryway through the kitchen and informal dining area—meaning there is no carpet anywhere in the home. The kitchen offers abundant cabinet and counter space, a large walk-in pantry, and newer stainless steel appliances. Just beyond the Living room, a 20-foot screened porch provides the perfect setting for morning coffee, outdoor dining, and weekend grilling. Storage is plentiful with an attic access stairwell, built-in garage shelving plus workbench and a 12' x 10' aluminum shed that can easily accommodate tools, equipment, and outdoor gear. Recent updates include: * High-efficiency Carrier A/C system (less than 5 years old) * Side-by-side refrigerator with ice and water dispenser in the door (less than 2 years old) * Newer shingle roof (2021) * Luxury vinyl flooring (2022) * All new exterior paint (2026) * Washer and Dryer * Paddle fans throughout Residents of Sterling Park enjoy access to a community picnic and playground area, a secure swimming pool, and a basketball court. Future recreational opportunities are on the horizon as the former Deer Run Golf Course is being transformed into The Deer Run Community Park. Planned amenities include more than four miles of trails and boardwalks, along with a renovated community center, creating an exceptional outdoor destination within Seminole County's natural landscape. All schools are close by and Sterling Park Elementary is inside the neighborhood for easy access. Make your appointment to see this today!

298 Quail Court, Casselberry
$129,999
1 Beds ⋅ 1 Baths ⋅ Lake Kathryn Village SubDv. ⋅ 32707 Zip Code
MOTIVATED SELLER / PRICE REDUCED... BELOW MARKET VALUE AND MOVE IN READY. THIS NEWLY UPDATED 1 BEDROOM 1 BATH IN CASSELBERRY IS A SINGLE STORY BUILDING, NO NEIGHBORS ABOVE. NEWER A/C. ROOF WAS PUT ON 2022. HOME IS IN LAKE KATHRYN VILLAGE CONDOS ON LAKE KATHRYN. ALL NEW WINDOWS AND DOORS. LAKE ACCESS WITH A PRIVATE DOCK AND BOAT LAUNCH. HOA IS 370.00 A MONTH INCLUDES WATER/SEWER, GARBAGE AND WASHER & DRYER. LAUNDRY IS ONLY SHARED BY 4 UNITS RIGHT OUTSIDE YOUR BACK DOOR. PARKING IN FRONT OF UNIT. COMMON RECREATIONAL AREA FOR PARTIES AND GRILLING. BUYER MUST BE APPROVED BY THE HOA. GREAT FOR HOMEOWNERSHIP OR INVESTMENT AS LEASING IS ALLOWED. DON'T LET THIS OPPORTUNITY SLIP AWAY.

432 E Street Unit 432, Casselberry
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