Casselberry Homes with Private Pool type

Casselberry Homes with Private Pool type

Welcome to Casselberry, Florida, a hidden gem nestled in the heart of Seminole County! Known for its friendly atmosphere and vibrant community, Casselberry offers a perfect blend of suburban charm and urban conveniences. With its lush parks, scenic lakes, and a variety of shopping and dining options, this city is an ideal place for families, young professionals, and retirees alike.

One of the most enticing features of homes in Casselberry is the availability of properties with private pools. Imagine stepping out into your own backyard oasis, where you can unwind under the Florida sun or host summer barbecues with friends and family. These homes are designed for both relaxation and entertainment, providing the perfect setting for creating lasting memories. Whether you prefer a sleek modern design or a cozy, traditional feel, Casselberry boasts a diverse selection of homes that cater to every taste.

The city is also known for its excellent schools, community events, and recreational opportunities. With easy access to major highways, residents can enjoy a quick commute to nearby Orlando, while still relishing the peaceful ambiance that Casselberry offers. Outdoor enthusiasts will appreciate the numerous parks and lakes, perfect for picnics, walking trails, and water activities.

If you’re looking for a home that combines comfort, style, and the luxury of a private pool, Casselberry is the place to be. Embrace the Florida lifestyle in a community that feels like home, where every day can be a vacation. Come explore what Casselberry has to offer and discover your dream home today!

Newest Casselberry Homes with Private Pool type

$499,900
3 Beds ⋅ 2 Baths ⋅ Sutters Mill Unit 1 SubDv. ⋅ 32707 Zip Code
Welcome to 3742 Sutters Mill Circle in Casselberry, where comfortable Florida living meets a backyard designed to feel like your own private retreat. Surrounded by mature landscaping, palms and lush greenery, the outdoor space features a sparkling swimming pool, hot tub and plenty of room to relax or entertain. The seller has continued to thoughtfully improve the property, including a new A/C system in 2026, new whole-home water softener/filtration system, fresh interior paint and refreshed pool decking with new drain channels. One of the most unique additions is the outdoor hot-water shower, surrounded by low-maintenance composite decking, jasmine-covered privacy lattice and tropical landscaping. Just off the pool is a separate air-conditioned bonus room, offering excellent flexibility as a home office, gym, workshop, studio or hobby space—a valuable extension of the home’s living and working areas. Inside, the home offers an easy-flowing floor plan with spacious living and dining areas, crown molding and French doors overlooking the outdoor living space. The kitchen provides abundant wood cabinetry, generous counter space, a pass-through to the dining area and additional built-in storage. The primary suite offers excellent closet space and a beautifully tiled bath with an oversized glass-enclosed shower, while the secondary bedrooms provide flexibility for guests, family or additional workspace. Additional improvements include updated ceiling fans, refreshed landscaping throughout the property and a freshly painted garage that feels clean, bright and functional. With its private resort-style backyard, flexible bonus space, substantial recent improvements and inviting indoor/outdoor layout, 3742 Sutters Mill Circle offers a Florida lifestyle that is increasingly difficult to find.

3742 Sutters Mill Circle, 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
$527,000
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
$389,999
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
$859,900
4 Beds ⋅ 6 Baths ⋅ Crystal Bowl Add SubDv. ⋅ 32707 Zip Code
Welcome to a truly one-of-a-kind waterfront estate where the tranquility of country living meets the convenience of city life. Nestled on nearly one acre of private lakefront property in the heart of Casselberry, this exceptional multigenerational home is an incredibly rare opportunity to own a custom-built retreat unlike anything else on the market. Designed with both everyday living and unforgettable entertaining in mind, this expansive residence offers incredible flexibility with multiple living areas and up to three potential primary suites, making it ideal for extended families, guests, or those seeking dedicated work-from-home space. Rich Brazilian hardwood floors add warmth and elegance to the formal living and dining rooms, while the spacious kitchen features a generous island with abundant prep space, creating the perfect gathering place for family and friends. The oversized bonus room offers endless possibilities as a home theater, fitness studio, game room, or creative space. Just outside, an elevated deck overlooks the sparkling pool, creating a seamless connection to the beautifully renovated detached guest residence. The detached suite is a true highlight, offering approximately 864 square feet of beautifully updated living space complete with one bedroom, one and a half bathrooms, & private accommodations ideal for multigenerational living, long-term guests, a home office, or gym. The convenient half bath also provides direct access from the pool area, making outdoor entertaining effortless. Mature trees provide a peaceful canopy over the nearly one-acre homesite. Whether you enjoy gardening, relaxing with a morning coffee, or simply taking in the serene surroundings, this property offers an outdoor lifestyle that is difficult to find. A spacious workshop shed provides the perfect space for hobbies, woodworking, storage, or DIY projects, complementing the detached two-car garage with additional parking for a boat, RV, trailer, and ample guest parking courtesy of the circular driveway. Enjoy private access to Lake Crystal Bowl, where fishing, kayaking, paddle boarding, and other non-gas-powered boating activities await. It's a peaceful waterfront setting that feels miles away from the city, yet places you in one of Central Florida's most convenient locations. Thoughtfully updated throughout, the home features six beautifully remodeled bathrooms, four air conditioning systems, three of which have been replaced within the last five years, new roof, new electrical panels & outlets, new garage door, updated knockdown ceilings, energy-efficient LED recessed lighting, a new sprinkler system, updated main primary bathroom, new windows, and so much more! Perfectly situated in a quiet, established neighborhood within the sought-after Winter Springs High School district, this extraordinary property is within walking distance to quality schools and just minutes from shopping, dining, major highways, two golf courses, scenic bike trails, and Butterfly Park directly across the street. Rarely does a property combine nearly an acre of waterfront, a detached guest home, extensive updates, exceptional parking, workshop space, beautiful gardens, and an unbeatable location into one extraordinary offering. This is more than a home—it's a legacy property designed to bring generations together while offering the privacy, flexibility, and lifestyle today's buyers are searching for.

1048 Crystal Bowl Circle, Casselberry
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