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! This vibrant city is known for its friendly atmosphere, beautiful parks, and a variety of recreational activities that cater to residents of all ages. With its lush landscapes and serene lakes, Casselberry offers a perfect blend of suburban charm and urban convenience. Just a short drive from the bustling city of Orlando, residents enjoy easy access to world-class dining, shopping, and entertainment while being able to retreat to their peaceful neighborhoods.

One of the standout features of Casselberry is its thriving homes with tennis court communities. These exclusive neighborhoods are designed for those who appreciate an active lifestyle and the joys of outdoor living. Imagine waking up to the sun rising over your private tennis court, where you can practice your serves or enjoy friendly matches with neighbors. These communities often feature beautifully landscaped grounds, walking trails, and additional amenities such as swimming pools and fitness centers, making them ideal for families and fitness enthusiasts alike.

Living in a homes with tennis court community in Casselberry means more than just having a place to live; it’s about embracing a lifestyle. Whether you’re hosting a weekend barbecue, enjoying a morning jog, or challenging friends to a game of tennis, you’ll find that these communities foster a sense of camaraderie and connection. With a strong sense of community spirit and a plethora of activities at your fingertips, Casselberry is the perfect place to call home. Come discover the charm and vibrancy of Casselberry today!

Newest Casselberry Homes with Tennis Court(s) Community Features

$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
$280,000
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
$266,000
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
$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
$339,000
2 Beds ⋅ 2 Baths ⋅ Sausalito SubDv. ⋅ 32707 Zip Code
Perfectly positioned along the shores of Lake Howell, this BEAUTIFULLY UPDATED 2-bedroom, 2-bath condominium offers a rare opportunity to enjoy WATERFRONT LIVING, stylish upgrades, and the convenience of an ATTACHED 2-CAR COVERED CARPORT with storage, a feature seldom found in condominium living. Step inside and immediately appreciate the home's elegant updates, including CALIFORNIA BAMBOO FLOORING throughout, crown molding, recessed lighting, UPDATED WINDOWS AND DOORS, a central vacuum system, and AC replaced in 2019. The result is a BRIGHT, POLISHED INTERIOR that feels both welcoming and refined.The BEAUTIFULLY UPDATED Kitchen is designed for both everyday living and entertaining, featuring GRANITE COUNTERTOPS, stainless steel appliances, abundant cabinetry, a breakfast bar, a NEW BACKSPLASH, and a NEW REFRIGERATOR. A cozy breakfast nook provides the perfect spot for morning coffee, while the CONVENIENT PASS-THROUGH WINDOW creates a seamless connection to the Living Room. The Dining area enjoys peaceful backyard and LAKE VIEWS and features sliding glass doors that invite NATURAL LIGHT inside while enhancing the home's indoor-outdoor feel. One of the home's most unique features is the spectacular BONUS ROOM/CONSERVATORY, a light-filled retreat complete with a SPA AND TANKLESS WATER HEATER (2021). With its soaring cathedral ceiling and DRAMATIC ANGLED WINDOWS OVERHEAD, this versatile space feels like a private sunroom where you can relax and unwind at the end of the day. The Primary Suite provides a TRANQUIL ESCAPE, featuring sliding doors leading directly to the conservatory, dual closets, and an EN SUITE BATH with dual sinks and a step-in shower. A second spacious bedroom is conveniently located near the ADDITIONAL FULL BATH, making the layout ideal for guests, family, or a home office. Residents of Sausalito enjoy an IMPRESSIVE selection of amenities, including a sparkling community pool, clubhouse, tennis courts, park, playground, and beautifully maintained grounds, while the HOA also covers exterior maintenance and cable service. Even better, residents have ACCESS TO LAKE HOWELL, and the HOA allows boats, making it easy to enjoy fishing, boating, kayaking, and waterfront recreation. CONVENIENTLY LOCATED in Casselberry, the community is close to shopping, dining, and entertainment, as well as NEARBY DESTINATIONS such as Secret Lake Park, Red Bug Lake Park, and the boutiques and restaurants of Winter Park. Commuters will appreciate EASY ACCESS to major roadways, while outdoor enthusiasts will love the abundance of parks, trails, and lakes throughout the area. With its LAKEFRONT SETTING, extensive updates, rare 2-car covered carport, and stunning CONSERVATORY-STYLE BONUS ROOM, this exceptional Sausalito condo offers a unique opportunity to enjoy CAREFREE WATERFRONT LIVING in one of Casselberry's most desirable communities. Make this home yours before it's gone!

632 Desoto Drive Unit 632, Casselberry
$188,000
2 Beds ⋅ 2 Baths ⋅ Oxford Square Condo SubDv. ⋅ 32707 Zip Code
Beautiful 2-Bedroom, 2-Bath Condo in the Oxford Square Community of Casselberry! This charming first-floor condo is partially furnished and includes a loveseat, side tables, queen-size bed, patio furniture, two TVs, all kitchen appliances, plus a washer and dryer. The property has been well maintained and features a recently replaced roof, a new HVAC system, ceramic tile flooring throughout (no carpet), and is in impeccable condition. The HOA fee includes water, trash collection, exterior maintenance, and access to community amenities, including two swimming pools, a community center, and tennis courts. Owner will contribute with $3,000 towards closing. Don't miss this excellent opportunity to own a move-in-ready home in a desirable location!

636 Kenwick Circle Unit 105, Casselberry
$235,000
2 Beds ⋅ 2 Baths ⋅ Carmel By The Lake Unit 1 A Condo SubDv. ⋅ 32707 Zip Code
Come live the resort lifestyle with carefree maintenance in the beautiful and gated Carmel by the Lake community on 400 acre Lake Howell. This furnished 2 bed, 2 bath; 4th-floor condo, with elevators, is all on one level and offers serene views of towering oak trees, and the shady walking paths around the lovely grounds leading to Lake Howell (a large ski lake). Stepping into this lovely home, you’ll immediately notice the light and bright spacious eat-in kitchen with pass-through to the dining and living room. You won’t be able to draw your eyes from the oversized glass sliders to the covered screened lanai that faces east. Enjoy your morning coffee with peaceful views of the sunrise on your own private back porch. The large master bedroom offers views of sunrises and majestic trees, a master bath with double sinks, walk-in closet and large shower. This split plan has an inside Laundry, hall bath and a 2nd bedroom in front. Other extras include a designated covered parking spot and storage assigned to unit, newer appliances, and private community boat ramp on Lake Howell to spend hours of fun on the water. This location is prime as you are just minutes away from many shopping options, restaurants, UCF, beaches, only 35 minutes to Disney, Orlando International airport, Sanford airport and close to Winter Park or Altamonte train services and major roadways for an easy commute to all that Central Florida has to offer. All this and zoned for Seminole County schools. Carmel by the Lake is like living in your own private gated resort with community pool, hot tub, tennis/pickle ball court, racketball, clubhouse, boat ramp, fishing pier and lakeside walking paths. The monthly HOA is very comprehensive and offers a lot: high-speed internet, cable with over 200 channels, water, sewer, trash, grounds upkeep, building exterior maintenance and community maintenance. Don't miss out on this gem, schedule your private tour today! Property may be under video/audio surveillance.

1162 Carmel Circle Unit 440, Casselberry
Start Your Search