Casselberry Homes with Tennis Court(s) Community Features

Casselberry Homes with Tennis Court(s) Community Features

Welcome to Casselberry, Florida – a hidden gem nestled in the heart of Seminole County! Just a stone's throw away from the vibrant city of Orlando, Casselberry offers a perfect blend of suburban tranquility and urban convenience. With its picturesque parks, beautiful lakes, and a strong sense of community, it’s no wonder that this charming city is a sought-after destination for families, retirees, and anyone looking to embrace the Florida lifestyle.

One of the standout features of Casselberry is its array of homes with tennis court amenities. Imagine waking up in your beautiful residence, stepping outside, and having a private tennis court right at your doorstep. These homes are designed for those who appreciate an active lifestyle and value the joy of friendly competition. Whether you're a seasoned player or just looking to enjoy a casual match with friends and family, having a tennis court at home elevates your living experience to new heights.

In addition to tennis courts, many of these communities offer a wealth of other amenities, including swimming pools, fitness centers, and lush green spaces perfect for picnics and outdoor activities. The welcoming neighborhoods foster a sense of camaraderie, making it easy to connect with fellow residents and enjoy community events.

With its ideal location, family-friendly atmosphere, and vibrant recreational options, Casselberry is not just a place to live; it’s a lifestyle. Come discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Casselberry Homes with Tennis Court(s) Community Features

$315,000
2 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 11 Twnhs SubDv. ⋅ 32730 Zip Code
Welcome Home to this warm and inviting townhome in a popular, established neighborhood. This home is a 2 bedroom, 2 bath, 1 car garage. It has been updated and features luxury vinyl planking throughout. Light and Bright kitchen with stone counters, custom cabinets with pull-out drawers, storage closet, and stackable washer and dryer. Vaulted ceiling in living room and dining area is perfect for entertaining. Split bedroom floor plan gives everyone privacy. Both bedrooms offer walk-in closets for all of your storage needs. To add to the enjoyment of the Florida lifestyle, the enclosed porch can be enjoyed year-round. The community amenities include a Clubhouse, Fitness Center, Playground, Tennis Courts.

407 Meadowood Boulevard, Fern Park
$180,900
2 Beds ⋅ 1 Baths ⋅ Summit Village Unit 2 SubDv. ⋅ 32707 Zip Code
Take me home! Updated 2-bedroom, 1-bath single-story end unit in Summit Village, Casselberry—with no upstairs neighbors. The practical layout includes an indoor laundry room with a washer and dryer, spacious bedrooms, and a walk-in primary closet. Enjoy a charming courtyard with sliding glass doors, a welcoming front porch, and community amenities including a clubhouse, tennis courts, and pools. Water, sewer, trash, and lawn maintenance are included in the low HOA. Shopping, restaurants, and public transportation are all nearby. Don't pass up the chance to make this your own! This is a Fannie Mae HomePath property. Contact us today! This one won’t last long.

519 Polaris Loop Unit 109, Casselberry
$495,000
4 Beds ⋅ 3 Baths ⋅ Deer Run Unit 9a SubDv. ⋅ 32707 Zip Code
The updates you'll notice are great. The ones you won't have to think about are even better. Here, the big-ticket items have already been taken care of. Roof replaced in 2024. Brand new HVAC in 2025. Renovated bathrooms. Updated kitchen. Fresh interior paint. And to top it off, the seller is paying off the solar panels at closing, so you'll get the benefit of lower electric bills without taking on a solar payment. Inside, you'll find four bedrooms, two and a half bathrooms, and over 2,100 square feet. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the flex room near the front of the home can easily become a home office, playroom, workout space, or whatever fits your life. The kitchen opens to the main living areas, making it easy to stay connected whether you're cooking dinner, helping with homework, or catching up with friends. The primary suite is bigger than most, with sliding glass doors leading straight to the lanai, a beautifully updated bathroom with a large walk-in shower, and dual closets, giving you plenty of room without having to share every inch of storage. Out back is where this home really shines. The covered lanai is the kind of space you'll actually use, with skylights, ceiling fans, and a full outdoor kitchen complete with a built-in grill, refrigerator, prep space, and bar seating. Whether it's football on the TV, burgers on the grill, or everyone ending up outside after dinner, this is where people naturally gather. The pool screen enclosure was completely replaced including new hardware in 2025, giving the entire outdoor space a fresh, updated feel. There's plenty of deck space around the pool, and there's still fenced backyard beyond the enclosure, plus a storage shed for all the extras. Deer Run has been one of Casselberry's favorite neighborhoods for years, with mature trees, a low HOA, and nearly 140 acres of green space that's becoming a public park with walking trails. The neighborhood also provides direct access to the Casselberry Greenway Trail, giving you miles of paved trails right in your backyard. Just around the corner, you'll find the recently renovated Dew Drop Park with basketball, pickleball and tennis courts, a fishing dock, playground, and park. The elementary school is also just half a mile away. You're just minutes from Winter Park, Altamonte Springs, the 417, shopping, restaurants, and everything else that makes day-to-day life a little easier.

1539 Elf Stone Drive, Casselberry
$345,000
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
Located in the quiet community of Lake of the Woods, convenient to shopping and major highways. The "Birch" is a one story corner unit featuring three Bedrooms, two Baths, eat-in-kitchen, large courtyard and two car garage. Many recent renovations and upgrades including new roof HVAC, HWH, re-piping, and others. Amenities include a lakefront pool, fishing pier, basketball and tennis courts, playground and picnic area, fitness center, sauna and clubhouse.

635 Woodridge Dr, Fern Park
$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
$370,000
3 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 01 SubDv. ⋅ 32707 Zip Code
Short Sale. Welcome to the heart of Casselberry's desirable Deer Run community, where this beautifully maintained 3-bedroom, 2-bathroom pool home perfectly blends comfort, functionality, and peace of mind. Designed with an open floor plan, the home features tile flooring in the kitchen, bathrooms, foyer, and living room, with durable laminate running throughout the main living areas. The kitchen offers a brand-new refrigerator and is pre-wired for a microwave, which will be included with the home. Fresh interior paint (2024) and updated interior doors in all bedrooms and one bathroom add a fresh, modern touch. The spacious family room flows seamlessly to a large screened-in patio—refinished in 2025 with sleek new concrete flooring—perfect for relaxing or entertaining while enjoying views of the private, mulched backyard. Safety and convenience are top-of-mind with a newly installed pool safety fence (2024) and a new pool pump (2025). This home also offers major updates for long-term peace of mind, including a new roof (2024), full home repipe (2024), updated outlets and switches (2024), water heater (2021), and an A/C unit with a brand-new fan motor (2024). A transferable 2-10 Home Warranty is included through May 2026, making this home truly move-in ready. Don’t miss your chance to own this gem in a well-established neighborhood!

623 Swallow Drive, Casselberry
$325,000
2 Beds ⋅ 2 Baths ⋅ Sausalito Sec 3 SubDv. ⋅ 32707 Zip Code
Welcome to 670 Stanhope Drive in Casselberry, a charming home located in the desirable Sausalito community near Lake Howell. This property offers a comfortable layout with plenty of potential for a primary residence, second home, or investment property. This 2 bedroom and 2 bath home features NO flooding, new roof 2023, oversized 2 car garage and a screened in porch with a fully fenced in back yard. One of the biggest highlights is the community lifestyle. Residents enjoy access to recreational amenities including pickleball/tennis courts, a community boat ramp and dock, playground and clubhouse, making it easy to enjoy time outdoors and on the water. The community also offers optional boat and RV storage, a valuable feature for buyers who want convenient space for their recreational vehicles. Nearby listings in the same Sausalito community confirm access to a private/community boat ramp, dock and recreational facilities. Conveniently located in Casselberry with easy access to shopping, dining, schools and the greater Orlando area, this home offers a great combination of neighborhood amenities and Central Florida living. Bring your boat, RV and pickleball paddle and start enjoying the Florida lifestyle at 670 Stanhope Drive!

670 Stanhope 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
$270,000
3 Beds ⋅ 2 Baths ⋅ Carmel By The Lake Unit 2 A Condo SubDv. ⋅ 32707 Zip Code
Experience elevated lakefront living in the gated Carmel by the Lake community on beautiful Lake Howell in Seminole County. This spacious fourth-floor residence, conveniently accessed by elevator, offers 1,876 square feet of thoughtfully designed living space with 3 bedrooms, 2 bathrooms, and an open-concept layout that showcases breathtaking views of the lake and beautifully landscaped grounds from your private balcony. Wake up each morning to breadth taking peaceful scenery and enjoy a true resort-style lifestyle with exclusive private access to Lake Howell for boating, fishing, kayaking, and paddle boarding. Community amenities include a sparkling swimming pool, tennis courts, clubhouse, and meticulously maintained grounds, all within the security of a gated community. The HOA provides exceptional value by covering water, sewer, cable TV, high-speed internet, exterior maintenance, roof maintenance, and grounds care, allowing you to enjoy a carefree, lock-and-leave lifestyle. Perfectly located just minutes from Winter Park, Maitland, Lake Mary, Altamonte Springs, and Downtown Orlando, this home offers convenient access to major highways, premier shopping, dining, entertainment, top-rated medical facilities, and Orlando's world-renowned attractions. Whether you're searching for a primary residence, seasonal getaway, or low-maintenance luxury retreat, this exceptional waterfront condo offers the perfect blend of comfort, convenience, and Florida living. Schedule your private showing today and discover why Carmel by the Lake is one of Central Florida's most desirable lakefront communities to call home.

1158 Carmel Circle Unit 430, Casselberry
$256,000
2 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
Discover the lifestyle and convenience of Lake of the Woods in this inviting 2-bedroom, 2-bath home tucked away on a quiet dead-end street. The open living and dining area features a cathedral ceiling and flows seamlessly to a screened porch, creating a comfortable space to relax or entertain. Both bedrooms offer generous walk-in closets, and one includes a built-in wall unit with abundant shelving and cabinetry—ideal for storage, a home office, or hobby space. A private paved courtyard adds charm and curb appeal, while the 1-car garage provides everyday convenience. Buyers will also appreciate that the special assessment for the new roof installed in 2025 will be paid in full at closing. Lake of the Woods offers resort-style amenities, including an Olympic-size lakefront pool, kiddie pool, tennis courts, basketball court, playground, fishing dock, fitness center, library, game room, and a large, recently renovated clubhouse with a full kitchen available for residents to rent. Ideally located between Maitland, Altamonte Springs, and Casselberry, this home provides easy access to the Sun Rail station, I-4, SR 414, and SR 436, with convenience stores within walking distance and a variety of restaurants and shopping centers nearby.

602 Woodridge Drive, 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
$289,900
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
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