Casselberry Homes with Private Pool type

Casselberry Homes with Private Pool type

Welcome to Casselberry, a charming city located in Seminole County, Florida. Known for its scenic parks, excellent schools, and friendly community, Casselberry offers a perfect blend of suburban tranquility and urban convenience.

If you're looking for a home with a private pool, Casselberry has a variety of options to choose from. Imagine coming home to your own oasis, where you can relax by the poolside, host gatherings with friends and family, and enjoy the beautiful Florida weather year-round.

Homes with private pools in Casselberry range from cozy bungalows to spacious modern estates, ensuring there's something for every taste and lifestyle. Whether you're a water enthusiast, love to entertain, or simply want to add a touch of luxury to your everyday life, owning a home with a private pool in Casselberry is a fantastic choice.

Take advantage of the sunny weather and create your own personal retreat right in your backyard. From morning swims to evening poolside barbecues, the possibilities are endless when you have a private pool at home.

Don't miss out on the opportunity to own a piece of paradise in Casselberry. Contact us today to explore the available homes with private pools and start living the ultimate Florida lifestyle.

Newest Casselberry Homes with Private Pool type

$425,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Woods Ph 2 SubDv. ⋅ 32707 Zip Code
Welcome to 409 Sundown Trail! This well-maintained 3-bedroom, 2-bath pool home offers 1,554 square feet of comfortable living space with thoughtful updates throughout. The functional layout features a spacious primary bedroom with two built-in closets, two additional bedrooms, an updated laundry/mudroom, and plenty of additional storage. The true highlight is the private backyard retreat, featuring a saltwater pool, screened porch, fully fenced yard, and no rear neighbors—a great setting for entertaining, relaxing, and enjoying the Florida lifestyle. The pool was resurfaced in 2022, with an updated pool deck and pool pump in 2025 and new vinyl fencing added in 2026. Several of the big-ticket items have already been taken care of, including a whole-house replumb, HVAC replaced in 2019, water heater in 2020, windows and sliding glass door replaced in 2022, blown-in insulation added in 2024, and a new garage door motor and track in 2026. Additional features include a 4-zone sprinkler system and lawn equipment shed that conveys. With so many updates already completed, a private pool, plenty of storage, and a backyard that’s hard to beat, this home is ready for its next owners to enjoy. Schedule your private showing today!

409 Sundown Trail, Casselberry
$640,000
4 Beds ⋅ 3 Baths ⋅ Brookwood SubDv. ⋅ 32707 Zip Code
Welcome Home Sweet Home! Nestled in the gated, highly sought-after Brookwood community, this exceptional 4-bedroom, 3-bath home sits on a quiet cul-de-sac and offers an ideal blend of elegance, comfort, and functionality. Set on a generous .25-acre lot with 2,927 square feet of beautifully designed living space, this home is made for everyday living and entertaining. The thoughtfully designed three-way split floor plan provides privacy and versatility, while the open-concept living areas create an inviting flow throughout the home. The spacious family room features custom built-ins and opens beautifully to the large kitchen, complete with stainless steel appliances, center island, two pantries, and a charming breakfast nook. A private office with a custom built-in desk provides the perfect space for working from home. The expansive primary suite is a peaceful retreat, featuring a luxurious ensuite bath with a large soaking tub, dual vanities, an oversized walk-in shower, and a generous walk-in closet with custom organization. Two additional spacious bedrooms feature custom-built closet systems and a nice-size bathroom in the hallway between them. Upstairs, a versatile fourth-bedroom suite with its own ensuite bath and exceptionally large closet offers endless possibilities. Use it as a private guest suite, bonus room, home gym, playroom, media room, or teen retreat—the choice is yours! Step outside to your own private oasis. The sparkling pool and hot tub are surrounded by a large screened lanai, creating the perfect setting for relaxing, entertaining, and enjoying Florida’s beautiful lifestyle. The backyard is newly fenced for added privacy and peace of mind. Numerous recent improvements include a 2023 roof, 2023 HVAC system, 2024 water heater, gutters, a new pool pump, and new blinds and shutters throughout. The location is exceptional, with convenient access to excellent schools, shopping, dining, major roadways, and Oviedo Medical Center. Enjoy being close to Oviedo Mall, Winter Springs Town Center, and the Geneva School, offering a highly regarded K–12 classical education. Easy access to the 417 makes commuting to downtown Orlando, area attractions, airports, and Florida’s beautiful beaches a breeze. Beautifully maintained, thoughtfully designed, and offering incredible versatility—this Brookwood home has everything you’ve been looking for. Welcome Home!

253 Bluestone Place, Casselberry
$525,000
3 Beds ⋅ 2 Baths ⋅ Fairway Oaks At Deer Run SubDv. ⋅ 32707 Zip Code
WHY OWN A HOUSE WHEN YOU CAN LIVE IN A HOME??  Sunshine State Homes is proud to present this SPACIOUS POOL HOME: a 3-Bedroom, 2-Bath open-floorplan, FULLY-RENOVATED and RE-IMAGINED to today’s standard of living.  AFFORDABLE LUXURY AWAITS within the entry door leading from the COVERED FRONT PORCH.  The renovation’s attention to detail includes brand new wide-plank VINYL FLOORING, 5¼“ BASEBOARDS, freshly painted Alabaster walls, striking ENTRY FEATURE WALL and volume ceilings accent the spacious floorplan.  The large kitchen allows the family chef a spacious workspace with STAINLESS STEEL APPLIANCES and QUARTZ COUNTERTOPS which interacts perfectly with the family room.  A large, open dining/living/den space offers a multitude of lifestyle options.  Primary bedroom complete with His/Her closets and a fully modernized bathroom complete with FLOOR-TO-CEILING TILE in the shower, tucked behind a privacy door.  Complete guest bathroom renovation offers an equally luxurious experience.  Substantial upgrades found throughout the home are too numerous to mention.  FOUR-POINT DETAILS INCLUDE:  Roof (2022), HVAC (2020), Gas HWH (2016).  Outdoors, the LARGE SCREEN ENCLOSED POOL deck welcomes year round gathering and a COVERED AREA for four-season dining.  Two sliding doors provide easy lanai access and a LARGE FENCED SIDE YARD will be paradise for your furry family member.  Take note of the BRIDGED PATHWAY connecting the backyard to DEER RUN COMMUNITY PARK.  Let your imagination run wild with the adventures you will have in your newly renovated home!!

1448 Fairway Oaks Drive, Casselberry
$537,000
4 Beds ⋅ 2 Baths ⋅ Legacy Park Residential Ph 1 & 2 A Rep SubDv. ⋅ 32707 Zip Code
Welcome home to 624 Legacy Park Drive in beautiful Casselberry, Florida. This 4-bedroom, 2-bath home is unique to the neighborhood being one of only a few single-story homes in Legacy Park with 4 bedrooms while also boasting its own private pool. From the moment you enter this gorgeous home you will notice the care and upkeep that could only come from having ONE owner since built in 2007. Wood-look porcelain tiles were recently laid throughout the home with complimenting tile in the bedrooms. A formal dining room with an additional room ready for an office, study, den, or playroom. The split bedroom layout is ideal for separating any noise or commotion and retreating to the primary bedroom and ensuite. The kitchen was recently renovated with stainless steel appliances, quartz countertops, and an oversized breakfast bar that spills into the welcoming family room with plenty of space for entertaining. The layout flows from there onto the screened porch and out to the spa-inspired private pool to enjoy the Florida weather. The roof is only 7 years old! The pool was built in 2020! The kitchen and appliances were renovated in 2025! This home is ready for a new owner!

624 Legacy Park Drive, Casselberry
$559,000
4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 3 SubDv. ⋅ 32707 Zip Code
**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.** Welcome to 141 Fairway Ten Drive in Casselberry, a spacious 4-bedroom, 2-bath home offering a comfortable layout, versatile living spaces, and an impressive selection of indoor and outdoor features. With plenty of room for everyday living and entertaining, this home combines functionality, thoughtful updates, and the relaxed Florida lifestyle. The home features a functional floor plan with a spacious living room, separate family room, breakfast nook, and kitchen, creating multiple areas for gathering and relaxation. A fireplace serves as a welcoming focal point in the family room. The primary bedroom includes a private bathroom and closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Generous windows throughout bring in natural light and create a bright, comfortable atmosphere. The property has been thoughtfully updated with important improvements for comfort and efficiency. The 5-ton central air conditioning system is only one year old, and the split-unit system was installed this year. The roof is approximately five years old, the same age as the solar panels. A whole-house water filtration system and water softener provide added convenience and improved water quality throughout the home. Outside, the property is designed for privacy, relaxation, and entertaining. The entire lot is enclosed by a 250+ foot vinyl privacy fence, creating a secure and private setting. Pavers have replaced the concrete throughout the outdoor areas, adding both visual appeal and functionality. The covered and screened patio offers a comfortable space for relaxing or entertaining and connects to the screen-enclosed in-ground saltwater pool, providing a refreshing alternative to a traditional chlorine pool. A deck, private yard, gazebo, and additional storage further enhance the outdoor space, with plenty of room for recreation, gardening, gatherings, and everyday enjoyment. A covered front porch welcomes you into the home, while the expansive fenced backyard creates a private outdoor retreat. From the updated pool area to the multiple entertaining spaces, the property offers a versatile setting for enjoying Florida's year-round outdoor lifestyle. Located in an established Casselberry neighborhood, the property offers convenient access to local parks, shopping, dining, schools, and everyday services. Major roadways including SR 436 and US 17-92 provide convenient connections throughout Seminole County and the greater Orlando area.

141 Fairway Ten Drive, Casselberry
$739,750
4 Beds ⋅ 3 Baths ⋅ Lost Lake Glen SubDv. ⋅ 32707 Zip Code
New on the market! Welcome to Your Oasis in Lost Lake Glen! Escape to this stunning, freshly painted luxury pool home in Casselberry’s highly desirable Lost Lake Glen community. Boasting an open floor plan with dramatic 12-foot ceilings, elegant French doors, and a large three-car garage! This home offers the perfect blend of grand entertainment spaces and private retreats. Inside is a thoughtfully designed split-floor plan featuring timeless Brazilian cherry wood floors in the formal living and dining rooms. Work from home effortlessly in your private front-view office, then gather in the massive 16'x19' family room, complete with beautiful engineered wood floors. The chef-ready kitchen is a culinary dream, featuring a functional cooking island, granite countertops, 42" wood cabinets, and premium, new stainless-steel appliances—including a brand-new, energy-efficient LG refrigerator. The spectacular 13'x27' master suite is a true sanctuary. It features a private sitting area, direct sliding-door access to the pool, dual walk-in closets, dual vanities, a relaxing garden tub, and a double walk-in shower. On the opposite side of the home, a clever Jack-and-Jill setup connects bedrooms two and three, alongside a private fourth bedroom that would make an excellent in-law suite. Your favorite spot will undoubtedly be the large, screen-enclosed poolside back porch. It frames the spectacular spa pool equipped with a brand-new heater, perfect for year-round outdoor entertainment or quiet relaxation. Additional premium upgrades include a deep sink in the laundry room and convenient pull-down attic steps for extra storage. Offering luxury, comfort, and peace of mind, this exceptional property has no CDD fees and low annual HOA dues of only $700. Lost Lake Glen is such a nice community; people just don't move. This is a rare opportunity to own a home in Lost Lake Glen.

920 Saza Run, Casselberry
$345,000
3 Beds ⋅ 2 Baths ⋅ Carriage Hill Unit 1 SubDv. ⋅ 32707 Zip Code
Take a look at this 3-bed, 2-bath pool home. Needs a little TLC. And Priced Accordingly. Will need a new roof. Roof was 2009. Natrual Gas stove and water heater. Stainless Steel appliances -Eat in kitchen. Sparkling pool. Large yard. Work shop/Utility/laundry room with washer/dryer. 19 x 10 Screened porch with an extra 12 X 9 hobby craft room. Family room with a brick fireplace. Formal Living & Dining rooms. extra large 2 car garage with storage shelving. New AC in 2020. New fence in 2022. Super convienent to 436, and 17/92.

3 Heritage Cove Court, Casselberry
$549,900
4 Beds ⋅ 2 Baths ⋅ English Woods 1st Add SubDv. ⋅ 32730 Zip Code
Welcome to your private, sun-drenched oasis in quiet, desirable Fern Park. Nestled beneath a canopy of lush, mature trees where local songbirds gather, this move-in ready 4-bedroom, 2-bath split floor plan offers 1,801 square feet of effortless Florida living, complete peace of mind, and modern upgrades. Step into a bright foyer that leads into a cozy living room, complete with a sunlit window bench, the ultimate reading nook for quiet morning coffee. The open-concept kitchen features solid granite countertops, modern appliances, and abundant cabinet storage, flowing directly into a spacious family room where everyone can gather comfortably.Three well-appointed bedrooms offer dedicated, quiet spaces for children, guests, a home office, or a personal workout and craft room. A dedicated laundry station with extra storage helps keep daily life organized and clutter-free. A Private Primary Suite Sanctuary Located on its own side of the home for optimal privacy, features elegant French doors opening directly onto the pool deck. The expansive walk-in closet is custom-fitted with smart organizational shelving and doubles as a reinforced safe room, offering unmatched shelter and safety for your family. Throw open the French doors during cooler months to seamlessly blend indoor and outdoor living. The fully screened pool and patio are made for weekend gatherings, outdoor dining, and relaxing afternoons. Enjoy a private, fully fenced yard with plenty of lawn for kids and pets to play, plus a sunny side yard ready for your dream vegetable or flower garden. A separate, air-conditioned shop offers the ultimate versatile space, ideal for a creative studio, home gym, or private workshop. Features a 2-car garage plus side parking with a 50-amp RV hookup. Peace of mind with water heater 2024, Energy-Efficient Windows 2021, Roof from 2018, Exterior & Interior Doors installed in 2017, A/C Ductwork & Insulation from 2016. Upgrade trim meticulously painted in high glossy oil giving the home a luxurious touch. Beautifully remodeled dual-sink bathrooms and custom high-gloss trim detail throughout. Enjoy the low-stress lifestyle of an established neighborhood with an optional HOA, just minutes from boutique shopping, local dining, parks, and easy commutes to Winter Park, Orlando, and Lake Mary. Move-in ready homes with pool and primary suite amenities like this do not stay on the market long. Schedule your private tour today!

225 Yarmouth Road, Fern Park
$399,999
3 Beds ⋅ 2 Baths ⋅ Summerset North Sec 2 SubDv. ⋅ 32707 Zip Code
Welcome home to this beautifully updated 3-bedroom, 2-bathroom pool home, perfectly situated on almost a third of an acre with fantastic curb appeal and mature, lush landscaping that sets the tone before you even step inside. Step through the front door to find wood-look tile flooring flowing seamlessly throughout the entire home—stylish, durable, and easy to maintain. The updated kitchen is a true showstopper, featuring rich dark wood cabinetry, elegant granite countertops, a stunning tile backsplash, and sleek stainless steel appliances, creating the perfect space for cooking and entertaining. Both bathrooms have been tastefully updated, and blinds adorn every window throughout the home for privacy and polish. Out back, escape to your own private oasis. The screen-enclosed back porch overlooks a beautiful pool with concrete decking, complemented by a paver walkway leading the way. The fully fenced backyard offers plenty of room to relax or entertain, complete with a cozy firepit—ideal for cool evenings under the stars. With a 2-car garage and thoughtful updates throughout, this home offers the perfect blend of comfort, style, and outdoor living. Previous owners installed a new roof in 2016. Don't miss your chance to make it yours! Schedule your private showing today.

502 Benedict Court, Casselberry
$439,000
3 Beds ⋅ 2 Baths ⋅ Camelot Unit 2 SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to this beautifully updated **3-bedroom, 2-bath pool home, Roof (2022)** offering the perfect combination of comfort, style, and convenience, all in a desirable **NO-HOA community**. Step inside to a bright, freshly painted interior featuring **luxury vinyl plank flooring throughout**. The thoughtfully designed floor plan includes a cozy family room, separate dining room, and a versatile **office/flex room**, providing plenty of space for both everyday living and working from home. Decorate vernada in the front with flowers, coffee table at the front entrance or enjoy the spacious large sun-room in the back. The **upgraded kitchen** is sure to impress with beautiful **quartz countertops, new cabinetry, and stainless steel appliances**, creating a clean and modern space for cooking and entertaining. Step outside and enjoy your own private Florida retreat. The **covered patio overlooks a resurfaced swimming pool**, surrounded by beautiful palms, mature trees, and a variety of fruit trees that create a peaceful and relaxing atmosphere. The **fully fenced backyard** offers added privacy and plenty of room for entertaining, pets, gardening, or simply enjoying the outdoors. Additional highlights include a **2022 roof, 2-car garage, paved driveway, and fresh interior and exterior paint**, making this home truly move-in ready. The location adds even more appeal. **Walk or bike to Dew Drop Park**, reach **Wirz Park in approximately six minutes**, or enjoy a round at **Casselberry Golf Club just eight minutes away**. The home is also conveniently located near **Casselberry Elementary School and South Seminole Academy**, as well as restaurants, grocery stores, shopping, and everyday conveniences. With its **updated interior, private pool, NO HOA, spacious fenced backyard, and convenient Casselberry location**, this beautifully cared-for home offers everything you need to enjoy the Florida lifestyle. **Schedule your private showing today!**

1442 Canterbury Circle, Casselberry
$419,500
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
$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), updated ductwork (2026), reinforced insulation (2026), 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
Start Your Search