Casselberry Real Estate

Homes for Sale with a Pool in Casselberry, FL

Welcome to your dedicated resource for homes for sale with a pool in Casselberry, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Casselberry, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Casselberry, FL

$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

$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

$699,900
4 Beds 2 Baths Howell Cove 2nd Sec SubDv. 32707 Zip Code
Dreams Do Come True... by you know who! WATERFRONT • LAKE ACCESS • ALMOST ½ ACRE • POOL HOME! County owned industrial seawall Welcome to Howell Cove, where waterfront living meets everyday luxury! This one-of-a-kind property sits on an incredible nearly half-acre lot with direct access to beautiful Howell Creek, leading through majestic cypress trees to the exclusive 401-acre Lake Howell. Whether you enjoy fishing, kayaking, paddleboarding, boating, or simply relaxing on the water, this is the Florida lifestyle you've been dreaming of! From the moment you arrive, you'll be captivated by the home's outstanding curb appeal, meticulously manicured landscaping, and welcoming presence. Inside, you'll discover a beautifully updated home featuring wood-style flooring, knockdown ceilings, recessed lighting, remodeled bathrooms with granite countertops, and spacious living areas designed for comfort and entertaining. The chef's kitchen is a showstopper with granite countertops, a 5-burner gas range, high-volume exterior vent hood, and updated appliances (2018). The inviting family room features a cozy wood-burning fireplace, custom built-in home theater cabinetry, and a convenient dry bar. Step outside to your own private paradise! The oversized 19' x 20' screened lanai overlooks a sparkling swimming pool and an expansive backyard perfect for entertaining family and friends. Relax under the 9' x 21' pavilion, launch your kayak from the 8' x 20' Trex dock, or enjoy the peaceful waterfront setting that makes this property truly special. Additional features include: 4 Bedrooms, 2 Bathrooms Spacious primary suite with walk-in closet New roof (2022) with transferable warranty and skylights Trane heat pump (2020) & Carrier heat pump (2022) New gas water heater (2019) PEX whole-house re-pipe with manifold Whole-house water filtration system Wired security camera system Pool with variable-speed pump Lake-fed irrigation system Fenced backyard 10' x 14' finished air-conditioned shed 10' x 20' workshop with electricity The location is just as impressive! Situated directly across from Red Bug Lake Park, you're only minutes from Walmart Neighborhood Market and approximately 20 minutes from both Winter Park and the University of Central Florida. Properties offering this combination of waterfront living, private lake access, premium upgrades, outdoor amenities, and an unbeatable location are incredibly rare. Don't miss your opportunity to own this exceptional Florida waterfront retreat—schedule your private showing today!

3589 Jericho Drive, Casselberry

$650,000
6 Beds 5 Baths Crystal Bowl Add SubDv. 32707 Zip Code
*This home can be purchased with NO MONEY DOWN or NO INCOME VERIFICATION* Set on .79 acres with 75 feet of frontage on a peaceful non-motorized lake, this no-HOA property offers a private backyard setting with a swimming pool, oversized covered patio, and space for multigenerational living or rental potential. The main residence features 4 bedrooms, 3 full bathrooms, and approximately 2,300 square feet of living space designed around the lake and pool views. The remodeled kitchen opens to the dining and living areas and includes granite countertops, 42-inch cabinetry, built-in oven, and breakfast bar seating, creating a functional layout for both daily living and entertaining. Luxury vinyl flooring runs throughout the main living areas, with ceramic tile in bedrooms 3 and 4. The primary suite includes two walk-in closets, a garden bath, granite countertops, and a walk-in shower with multiple shower heads and rain shower feature. Bedroom 2 includes a private en suite bath with walk-in shower and granite countertop. Large sliding doors lead to the covered patio overlooking the pool and water. The detached two-story Additional Dwelling Unit (ADU) has its own private entrance and offers approximately 1,216 square feet of living space. Downstairs features a living area, open bedroom space, full bath with shower, and real hardwood flooring. Upstairs includes a second living area, full kitchen, bedroom, and half bath. The flexible layout is well suited for guests, extended family, home office space, or income-producing opportunities. Call today for your private showing!

1050 Crystal Bowl Circle, 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

$610,000
4 Beds 4 Baths Oakhurst Reserve Unit Two SubDv. 32707 Zip Code
Price Improvement! Welcome to this spacious and light-filled 4-bedroom, 3.5-bath POOL home located in the gated community of Oakhurst Reserve. With all bedrooms conveniently located upstairs and an ideal layout for both everyday living and entertainment, this two-story home offers room to spread out and enjoy Florida living. Tile flooring flows throughout the downstairs living areas. The open living and dining room combination welcomes you upon entry and is adjacent to a bonus room (currently used as private office) with views of the covered front porch. An abundance of windows throughout fill the home with natural light, creating a bright and inviting atmosphere. The heart of the home is the open kitchen, dinette, and family room combination overlooking the pool and backyard. The kitchen features plenty of cabinetry, a stainless appliance package, a large center island, and additional prep area that can serve as a breakfast bar, coffee station, or desk space. The adjoining dinette with bay window offers the perfect spot for casual dining while enjoying views of the backyard oasis from the family room. Upstairs, the spacious primary suite offers a relaxing retreat with a garden tub, separate shower, double vanities, and a private water closet. Bedroom two features its own ensuite bath with tub/shower combination and single vanity, while bedroom three enjoys direct access to the shared hall bath. An upstairs laundry room adds convenience to daily life. Outside, enjoy your own private backyard retreat featuring a sparkling pool with water feature, paver deck, covered patio, and a large fully fenced yard with plenty of room for pets, play, or gardening. ROOF 2018, A/C 2023, WATER HEATER 2024 Residents of Oakhurst Reserve enjoy the security of a GATED entrance along with community amenities including a pool, playground, and shaded pavilion area. Ideally located near top-rated schools, Red Bug Lake Park, shopping, dining, banking, hospitals and major roadways, this home offers the perfect blend of comfort, convenience, and Florida lifestyle.

2013 Crossvine Lane, Casselberry

$560,000
5 Beds 3 Baths Oakhurst Reserve Unit One SubDv. 32707 Zip Code
Inside the gated community of Oakhurst Reserve, step into this inviting single-story home to discover a spacious open living-room and dining-room combo. The first hallway to the right leads to a large primary bedroom, with an attached bathroom and a large walk-in closet! Past the well-appointed kitchen, with ample cabinet space and modern appliances, is a second hallway to the right. This hallway leads down to three more rooms (two carpeted bedrooms, and the third bonus room), as well as a second full bathroom. Toward the back of the house is an additional entertainment room, which shares an open concept with the kitchen. Beyond that is a third hallway, with an additional two bedrooms and a third full bathroom. This addition makes the house ideal for multi-generational living. This home has many updates, including new windows throughout, flooring and screened in lanai all done in 2024. As well as a water heater installed in 2022, a roof in 2021, and a Lennox 23 SEER HVAC system in 2020, ensuring worry-free living for years to come. The fenced backyard offers privacy and space for outdoor activities, making it ideal for entertaining guests or simply relaxing in the sunshine. Furthermore, the property includes an 8x12 storage shed, offering 100sq/ft of storage space to keep all your lawn equipment neatly organized, ensuring that your garage remains free for parking your cars. The Rainsoft EC5 water treatment system, valued at approximately $7500, will remain with the house. This system provides added value and convenience for the new homeowners, ensuring clean and fresh water throughout the home. The home is only a few houses down the street from the beautiful community pool and playground.

1737 Setting Sun Loop, 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

$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

$549,000
4 Beds 2 Baths English Woods 1st Add SubDv. 32730 Zip Code
Virtually Staged. No HOA! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home offering the perfect blend of comfort, style, and outdoor living. Ideally located within walking distance to the elementary school, this exceptional property features elegant travertine and bamboo flooring throughout, soaring sloped ceilings that create a bright and open atmosphere, and a thoughtfully designed layout perfect for everyday living and entertaining. The spacious kitchen is equipped with granite countertops, stainless steel appliances, and ample cabinetry, making it a functional and inviting space for cooking and gathering. Retreat to the spacious primary suite, complete with a generously sized bedroom and an ensuite bathroom designed for comfort and privacy. Three additional bedrooms and another full bathroom provide plenty of space for family, guests, or a home office. Step outside to your own private backyard oasis. Relax on the expansive covered lanai overlooking the huge sparkling dark-bottom custom pool with a built-in spa, all surrounded by beautiful Coral Tile decking. The fully equipped outdoor kitchen makes entertaining effortless, while the custom Jacuzzi provides the perfect place to unwind after a long day. With its impressive indoor features, resort-style outdoor amenities, and prime location within walking distance to the elementary school and just minutes from shopping, dining, and major roadways, this home offers the Florida lifestyle you've been searching for—all with no HOA. Roof 2022, Re-piped, AC about 10 years old, Water Heater age is unknown with recent service.

217 Yarmouth Road, Casselberry

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