Casselberry Homes with Pool Community Features

Casselberry Homes with Pool Community Features

Welcome to Casselberry, Florida—a vibrant city nestled in the heart of Seminole County, where sunshine meets community spirit! Known for its lush landscapes and friendly atmosphere, Casselberry offers a delightful blend of suburban charm and urban convenience, making it a perfect destination for families, young professionals, and retirees alike.

As you explore Casselberry, you’ll discover a variety of homes that cater to diverse lifestyles. One of the standout features of this enchanting city is its abundance of homes with pool community amenities. Imagine stepping out of your back door and into your own private oasis, where you can relax and unwind under the warm Florida sun. Many neighborhoods in Casselberry boast beautifully maintained swimming pools, perfect for cooling off during those balmy summer days or hosting weekend barbecues with friends and family.

In addition to the allure of poolside living, Casselberry is rich in recreational opportunities. With numerous parks, scenic lakes, and walking trails, outdoor enthusiasts will find plenty of ways to stay active. The city’s vibrant community calendar features events throughout the year, from farmers' markets to seasonal festivals, ensuring there's always something fun happening nearby.

With its friendly neighborhoods, excellent schools, and convenient access to shopping and dining, Casselberry truly embodies the essence of Florida living. Whether you’re searching for a cozy family home or a modern retreat, this charming city has the perfect residence waiting for you. Dive into the Casselberry lifestyle and make your dream of poolside living a reality!

Newest Casselberry Homes with Pool Community Features

$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
$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
$135,000
1 Beds ⋅ 1 Baths ⋅ Oxford Square Condo SubDv. ⋅ 32707 Zip Code
Ground floor one -Bedroom, 1-Bath Condo in the Oxford Square Community of Casselberry! This charming first-floor condo has all kitchen appliances, plus a washer and dryer. The property has been well maintained and features a recently replaced roof, a new flooring, ceramic tile flooring throughout, and is in great 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. Don't miss this excellent opportunity to own your home. This property is move-in-ready home in a desirable location! Close to main roads, UCF, shopping in winter park and only a short drive to downtown Orlando Business district.

660 Kenwick Circle Unit 104, 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
$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
$385,000
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
$240,000
3 Beds ⋅ 2 Baths ⋅ Hunters Chase Condo Ph 1 SubDv. ⋅ 32707 Zip Code
Charming 3/2 end unit condo with wood burning fireplace and pond view, nestled among mature shade trees in gated community with community pool and clubhouse. Adorable, cozy eat-in kitchen with built in bench and free standing table included with purchase. All Frigidaire appliances in kitchen. Tile roof replaced in 2024. A/C installed 12/14/2021 and hot water heater installed 10/08/2022.

955 Northern Dancer Way Unit 205, Casselberry
$550,000
4 Beds ⋅ 2 Baths ⋅ Reserve At Legacy Park SubDv. ⋅ 32707 Zip Code
Virtually Staged. PRICE REDUCED!!! Welcome to this beautifully maintained 4-bedroom, 2-bath home, ideally situated on a quiet cul-de-sac within a desirable gated community in Casselberry. Certificate of Occupancy issued on January 8, 2018, this move-in-ready home offers an open-concept floor plan on a spacious 0.30-acre conservation lot with no rear neighbors, providing exceptional privacy and peaceful views. The spacious primary suite features a custom walk-in closet and a luxurious spa-inspired en-suite bathroom complete with an oversized super shower. Additional highlights include an elegant 8-foot glass front entry door, a two-car garage with overhead storage, and a professionally maintained lawn. Enjoy modern living with smart and energy-efficient features, including a Ring® video doorbell, smart thermostat, and automated irrigation system. Residents also have access to outstanding community amenities, including a resort-style swimming pool, playground, and dog park. Conveniently located near The Geneva School, top-rated Seminole County public schools, shopping, dining, parks, and major commuter routes, this owner-occupied home has been meticulously cared for and shows true pride of ownership. Don't miss this exceptional opportunity—schedule your private tour today.

2501 Civitas Place, 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
$479,000
3 Beds ⋅ 2 Baths ⋅ Royal Oaks SubDv. ⋅ 32707 Zip Code
Welcome home to Royal Oaks! This beautifully renovated 3BR/2BA split-plan home is move-in ready, featuring brand new paint throughout, new gorgeous luxury laminate flooring, fully renovated bathrooms, and brand new appliances. New roof (2021) for added peace of mind. Located in the sought-after gated community of Royal Oaks, enjoy a sparkling community pool plus an HOA that covers lawn mowing, manicuring, and outside pest control. Low-maintenance living at its finest — don't miss this one!

1393 Waukon Circle, Casselberry
$274,900
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
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