Casselberry Homes with Pool Community Features

Casselberry Homes with Pool Community Features

Welcome to Casselberry, Florida – a hidden gem nestled in the heart of Seminole County! Known for its vibrant community spirit and picturesque landscapes, Casselberry offers a delightful blend of suburban charm and urban convenience. With its lush parks, serene lakes, and friendly neighborhoods, this city is perfect for families, retirees, and everyone in between.

One of the standout features of Casselberry is its variety of homes with pool community options. Imagine waking up to sunny Florida mornings, stepping out into your backyard oasis, and diving into your sparkling pool. These homes are designed for relaxation and entertainment, making them ideal for hosting summer barbecues, birthday parties, or simply unwinding after a long day. The community amenities often include clubhouses, fitness centers, and walking trails, providing residents with a lifestyle that promotes health and happiness.

Casselberry is also conveniently located near major highways, making it easy to access nearby attractions, shopping centers, and dining options. Whether you’re looking to explore the vibrant arts scene in downtown Orlando or enjoy a day at one of the nearby theme parks, everything is just a short drive away.

With its friendly atmosphere, excellent schools, and abundant recreational opportunities, Casselberry is more than just a place to live; it’s a place to thrive. Come discover the warmth and charm of this beautiful city, and find your dream home with a pool that perfectly complements the Florida lifestyle!

Newest Casselberry Homes with Pool Community Features

2 Beds ⋅ 2 Baths ⋅ Ashwood Condo SubDv. ⋅ 32730 Zip Code

Welcome to easy Florida living—without the stairs! This inviting 2-bedroom, 2-bathroom condo is conveniently located on the first floor of a gated community in the desirable 32730 area. Say goodbye to going up and down stairs and enjoy the ease of single-level living! The spacious layout offers comfortable living and dining areas, well-sized bedrooms, and plenty of natural light. Relax and unwind by the community pool, perfect for enjoying sunny Florida days. Conveniently located near shopping, dining, entertainment, major roadways, and everyday amenities, this condo is an excellent opportunity for a first-time buyer, downsizer, or investor. First-floor convenience, gated-community privacy, and a community pool—this is Florida living made easy. Come see why this one deserves a spot at the top of your list!

1000 Lake Of The Woods Boulevard Unit 105E, Fern Park

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

2 Beds ⋅ 3 Baths ⋅ Summerhill Ph 1 SubDv. ⋅ 32707 Zip Code

Investor Special! Fantastic opportunity to transform this spacious 2 bedroom, 2.5 bath townhome in the heart of Casselberry. This property offers great bones, a large, screened patio enclosure private outdoor space, and an excellent location near shopping, dining, parks, and major roadways. The home is in need of renovation and updates, including kitchen, flooring, ceilings, and cosmetic improvements, making it ideal for investors, flippers, or buyers looking to customize a property to their own taste. Bring your vision and unlock the potential of this value add opportunity. Cash or renovation financing recommended. Sold As-Is.

2996 Lowell Court, Casselberry

4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 04 SubDv. ⋅ 32707 Zip Code

Some homes simply check the boxes. Others invite you to slow down, settle in, and imagine the life waiting for you inside. Welcome to 304 Shadow Oak Drive—a thoughtfully designed single-story, 4-bedroom, 2-bathroom pool home nestled in one of Casselberry's established communities, where abundant natural light, generous living spaces, and timeless character come together. As you step through the front door, you're welcomed by an open, airy atmosphere filled with sunshine streaming through oversized windows. The spacious living room draws you in with its warm gas fireplace, creating an inviting focal point for cozy evenings, gatherings, or quiet moments of relaxation. Designed with a desirable split-bedroom floor plan, the home offers a functional layout that balances openness with privacy. The expansive dining area provides exceptional flexibility for everyday dining, entertaining, or special occasions, while the adjoining living spaces flow seamlessly, creating an inviting environment for both everyday living and hosting guests. Tucked away for added privacy, the spacious primary suite serves as a peaceful retreat at the end of the day—a comfortable space to relax, recharge, and make your own. The additional bedrooms offer flexibility for a variety of needs, while the thoughtful floor plan makes the home feel both spacious and connected. Step outside and discover what truly makes this property shine. The backyard unfolds into your own private Florida oasis, where the sparkling in-ground swimming pool and attached spa invite you to unwind beneath the Florida sunshine. Surrounded by a fully fenced backyard, this outdoor space offers the perfect setting for entertaining, relaxing, gardening, or simply enjoying the year-round Florida lifestyle. Whether you're hosting weekend barbecues, gathering around the pool, or savoring a quiet morning outdoors, this backyard was designed to be enjoyed. A large driveway provides ample parking for multiple vehicles and guests, while the low HOA adds convenience within this well-established neighborhood. Ideally located in the heart of Casselberry, Florida, this home offers convenient access to Red Bug Lake Road, State Road 436, US Highway 17-92, Interstate 4, and SR-417, placing you just minutes from Winter Park, Altamonte Springs, Longwood, Lake Mary, Downtown Orlando, Orlando Sanford International Airport, shopping, dining, parks, recreation, grocery stores and everyday conveniences. If you've been searching for a single-story pool home in Casselberry with 4 bedrooms, 2 bathrooms, a split floor plan, a gas fireplace, a fully fenced backyard, low HOA, and generous living spaces, 304 Shadow Oak Drive offers the perfect opportunity to add your own personal style while enjoying all the comfort, space, and convenience this Central Florida location has to offer. Schedule your private showing today and experience everything 304 Shadow Oak Drive has to offer today.

304 Shadow Oak Drive, 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 ⋅ 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

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

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

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

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

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

Lakefront Florida living at its finest! 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

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

Start Your Search