Casselberrry/Winter Springs / Tuscawilla Homes with Pool

Casselberrry/Winter Springs / Tuscawilla Homes with Pool

Welcome to the beautiful region of Casselberry/Winter Springs/Tuscawilla, located in Seminole County, Florida. This area is known for its stunning natural landscapes, family-friendly neighborhoods, and a warm and welcoming community.

Winter Springs, the main city in this region, offers a perfect blend of suburban charm and urban convenience. With its picturesque lakes, lush green spaces, and well-maintained parks, Winter Springs provides residents with ample opportunities for outdoor activities and relaxation. The city also boasts excellent schools, making it an ideal place for families to settle down.

One of the standout features of homes in this area is the availability of properties with pools. Whether you enjoy lounging by the water, hosting pool parties, or just want a refreshing dip on a hot summer day, owning a home with a pool in Casselberry/Winter Springs/Tuscawilla is a fantastic option. Imagine having your own private oasis right in your backyard, where you can unwind and create lasting memories with family and friends.

From cozy single-family homes to spacious estates, the real estate market in this region offers a variety of options to suit different preferences and budgets. With a home with a pool, you can enjoy the benefits of both indoor and outdoor living, creating a space that is perfect for entertaining and relaxation.

If you're searching for a place that offers a high quality of life, natural beauty, and the luxury of a pool, Casselberry/Winter Springs/Tuscawilla is the perfect region for you. Explore the available properties and find your dream home with a pool in this wonderful part of Florida.

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Pool

$439,900
3 Beds ⋅ 2 Baths ⋅ O6431993 MLS
Welcome home to this beautiful, move-in ready single-story residence situated in the highly desirable Greenbriar community in Winter Springs! Nestled along the manicured grounds near Tuscawilla Golf and Country Club, this updated 3-bedroom, 2-bathroom home features 1,587 sq. ft. of comfortable, functional living space with a 2-car attached garage. Major big-ticket improvements offer complete peace of mind, including a brand-new roof, new energy-efficient windows, a new water heater, and a 5-year-young HVAC system. Step inside to an inviting open layout filled with natural light and stylish upgrades throughout. The kitchen and bathrooms feature stunning quartz countertops, creating a fresh, modern aesthetic that makes daily living and entertaining a joy. The primary bedroom serves as a peaceful retreat complete with an updated private en-suite bathroom, while two additional spacious bedrooms offer perfect flexibility for guest quarters, a nursery, or a dedicated home office. Outside, enjoy a low-maintenance lot with mature landscaping and beautiful community surroundings. The Greenbriar neighborhood features tree-lined streets, a community park, and a sparkling pool—all zoned for top-rated Seminole County schools (Rainbow Elementary, Indian Trails Middle, and Winter Springs High). Conveniently located near shopping, dining, parks, and major roadways, this turn-key property is completely ready for its new owners—schedule your private showing today!

998 White Springs Lane, Winter Springs
$179,900
2 Beds ⋅ 2 Baths ⋅ O6431944 MLS ⋅ 70 BLDG.
Virtually Staged. If you’ve been dreaming of a MOVE-IN READY home where you can enjoy scenic parks, peaceful walking trails, and beautiful green spaces, welcome to Baytree 9, one of the charming communities within the Highlands of Winter Springs. This WELL-MAINTAINED two-story, 2-bedroom, 1½-bath condo offers the perfect blend of comfort, convenience, and carefree Florida living. Ideally located near highly rated schools, top medical facilities, shopping, dining, and major roadways, you’ll enjoy easy access to everything you need while coming home to a peaceful, nature-filled setting. Inside, the thoughtfully designed open floor plan creates an inviting space for everyday living. The kitchen flows into the dining and living areas, while oversized sliding glass doors fill the home with natural light and lead to your private patio – an ideal spot to sip your morning coffee, unwind after a long day, or simply enjoy the tranquil surroundings. The updated kitchen features granite countertops, a breakfast bar, pantry, neutral tile flooring, and all appliances convey. Upstairs, you’ll find a spacious primary suite, a comfortable second bedroom, a shared bath with direct access from the primary suite, and a conveniently located laundry closet designed for everyday ease. Enjoy peace of mind with numerous recent updates, including a NEW A/C in 2023 and, in 2024, a NEW ROOF, WATER HEATER, stainless steel kitchen APPLIANCES, full-size WASHER and DRYER, carpet, blinds, and chair-height toilets. One of the greatest benefits of this home is its low-maintenance lifestyle. The HOA covers exterior and grounds maintenance, giving you more time to enjoy the community’s OUTSTANDING AMENITIES. Spend sunny afternoons at the clubhouse and pool, gather with friends at the picnic areas with grills, explore the scenic nature trails, or enjoy the playgrounds, volleyball, basketball, and tennis courts. Conveniently located just off SR 434 with easy access to SR 436, Highway 17-92, SR 417, and I-4, you can enjoy Cranes Roost Park, Altamonte Mall, Winter Park Village, and the boutiques and restaurants along charming Park Avenue. Whether you’re looking for your first home, an investment, downsizing, or searching for a low-maintenance lifestyle surrounded by nature, this exceptional condo is ready to welcome you home. Schedule your private showing today and discover why so many love calling the Highlands of Winter Springs home! This home may be under audio or video surveillance.

70 Moree Loop Unit 61, Winter Springs
$375,000
2 Beds ⋅ 2 Baths ⋅ O6431747 MLS
Rare opportunity to own in one of Winter Springs' most sought-after communities! Located in the heart of Tuscawilla, this home offers an exceptional combination of location, lifestyle, and potential. Enjoy a spacious layout, mature landscaping, and a private setting just minutes from top-rated Seminole County schools, Tuscawilla Country Club, parks, trails, shopping, and dining. Whether you're looking for your forever home or your next investment, opportunities like this don't come along often.

923 Torrey Pine Drive, Winter Springs
$290,000
3 Beds ⋅ 3 Baths ⋅ O6430311 MLS ⋅ 1329 BLDG.
Built by Beazer Homes in 2010, this beautifully maintained townhome sits in a gated neighborhood and offers an unbeatable location. It is situated just 8 miles from the University of Central Florida & Siemens, 15 miles from downtown, with easy access to the 417 and just a stroll away from shopping, dining, and everyday conveniences. And let's not forget the highly desirable Seminole County schools nearby, making this an exceptional place to call home. Boasting the ideal floor plan, which features an open-concept living, dining, and kitchen area on the first floor, creating the perfect space for entertaining or everyday living. Upstairs, you'll find all three bedrooms thoughtfully tucked away for added privacy, along with a convenient upstairs laundry room. And an attached garage adds even more convenience with an updated smart opener - an app to open it from anywhere. Recent upgrades include a new roof (2020) and A/C (2023) and new oven/stove. Residents of Heritage Commons enjoy access to a community pool as well as a playground. Start enjoying the low maintenance living that townhome living offers, as the HOA handles all exterior maintenance & lawn care, providing the perfect lock-and-leave lifestyle. Don't delay, schedule your showing today!

1329 Heritage Commons Drive, Winter Springs
$549,900
4 Beds ⋅ 3 Baths ⋅ O6430772 MLS
THIS METICULOUSLY MAINTAINED POOL HOME IN THE LUXURIOUS GATED COMMUNITY OF PARKSTONE IS MOVE IN READY! THE SPACIOUS OPEN SPLIT BEDROOM FLOOR PLAN OFFERS ABUNDANT NATURAL LIGHT WITH A GENEROUS KITCHEN OPEN TO THE FAMILY ROOM, OFFERING VIEWS OF THE POOL. STEP OUTSIDE TO YOUR OWN PRIVATE BACKYARD OASIS FEATURING A SPARKLING SOLAR HEATED POOL, RELAXING PROPANE HEATED SPA, (POOL & SPA RESURFACED IN 202O) NEW POOL PUMP ( 2020), SPACIOUS SCREENED LANAI, AND A VINYL PRIVACY FENCED BACKYARD. THE LANAI IS IDEAL FOR ENTERTAINING AND INCLUDES A FLAT SCREEN TV AND BUILT IN SPEAKER SYSTEM AS WELL AS A BBQ GRILL & COVER THAT CONVEY WITH THE HOME. A CHARMING GAZEBO PROVIDES THE PERFECT SPOT TO RELAX AND ENJOY THE FLORIDA LIFESTYLE. THE 3RD FULL BATH CONVENIENTLY HAS ACCESS TO THE POOL. INSIDE, YOU'LL APPRECIATE THE MANY QUALITY UPGRADES, INCLUDING THERMO INSULATED FRENCH DOORS WITH INTEGRATED BLINDS, A BEAUTIFULLY REMODELED MASTER BATH AND SHOWER (2023), AN IN WALL PEST CONTROL SYSTEM, RING DOORBELL & SECURITY SYSTEM. ENJOY PEACE OF MIND WITH MAJOR UPDATES INCLUDING A NEW ROOF (2020), NEW LARGER WATER HEATER (2021), AND NEW A/C (2016). HURRICANE SHUTTERS ON BOTH FRONT & REAR WINDOWS PROVIDE ADDED STORM PROTECTION, WHILE THE GARAGE OFFERS A WORKSTATION AND AMPLE STORAGE. THE PARKSTONE LIFESTYLE IS SECOND TO NONE, FEATURING A COMMUNITY POOL, TENNIS COURTS, PLAYGROUND, PARK, FISHING PIER, BEAUTIFUL WALKING TRAILS AND ACCESS TO LAKE JESSUP. EVEN BETTER, LAWN CARE IS INCLUDED IN THE HOA DUES, GIVING YOU MORE TIME TO ENJOY EVERYTHING THIS COMMUNITY HAS TO OFFER. PRIDE OF OWNERSHIP SHINES THROUGHOUT THIS EXCEPTIONAL HOME. CONVENIENTLY LOCATED NEAR TOP RATED SEMINOLE COUNTY SCHOOLS, PLENTY OF SHOPPING & DINING OPTIONS, PARKS AND MAJOR ROADS, THIS HOME TRULY HAS IT ALL. DON'T MISS YOUR OPPORTUNITY TO OWN THIS OUTSTANDING FLORIDA RETREAT-SCHEDULE YOUR PRIVATE SHOWING TODAY!

726 Seneca Meadows Road, Winter Springs
$369,900
3 Beds ⋅ 2 Baths ⋅ O6431416 MLS
Exceptional location in the heart of Winter Springs! Tucked away on a quiet cul-de-sac in the desirable Tuscawilla area of Winter Springs, this home offers an incredible opportunity to enjoy one of Seminole County's most sought-after communities. Known for its top-rated public schools, beautiful parks, and miles of walking and biking trails, Winter Springs consistently ranks among Central Florida's most desirable places to call home. Beyond the interior, the backyard is designed for enjoying the Florida lifestyle, featuring a screen-enclosed pool with plenty of space to relax, entertain, or spend quality time with family and friends year-round. Whether you're hosting summer gatherings, enjoying a quiet evening poolside, or simply taking advantage of Central Florida's sunshine, this outdoor retreat is sure to become a favorite destination. Enjoy being just minutes from Trotwood Park, Central Winds Park, the Cross Seminole Trail, Tuscawilla Country Club, shopping, restaurants, and everyday conveniences. Commuters will appreciate easy access to SR 417, SR 434, while still enjoying the charm of an established residential neighborhood. For added peace of mind, the home's major systems have already been updated, including a 2019 roof, 2020 A/C, and 2020 water heater, allowing the next owner to focus on enjoying everything this outstanding home & location has to provide! It's not just about finding your next home, it's about finding the right community, the right schools, and the right lifestyle. This rare opportunity places you in the center of it all. Schedule your private tour and discover why this address should be at the top of your list.

1350 Palo Alto Court, Winter Springs
$375,000
3 Beds ⋅ 2 Baths ⋅ O6431281 MLS
Nestled on a quiet cul-de-sac in the desirable Foxmoor community of Winter Springs, this charming pool home offers the perfect combination of comfort, privacy, and convenience. Situated on an oversized quarter-acre lot with no HOA, this 3-bedroom, 2-bath residence features a beautifully remodeled kitchen complete with granite countertops, updated appliances, and French doors that open to an expansive outdoor living area. Step outside to your own backyard oasis featuring a sparkling in-ground pool, spacious deck, and plenty of room for entertaining family and friends. An enclosed all-weather porch provides additional year-round living space, while a versatile office or flex room off the primary suite offers the perfect setup for working from home, a nursery, or private retreat. Located just minutes from top-rated Seminole County schools, parks, shopping, dining, and major roadways, this home delivers the ideal Florida lifestyle with a rare combination of space, updates, and an unbeatable location.

328 Panama Circle, Winter Springs
$539,000
4 Beds ⋅ 2 Baths ⋅ O6429908 MLS
Beautiful pool home in Oak Forest. NEW ROOF, NEW SOD Coming soon.. NEW INTERIOR PAINT and VINYL FLOORS. Gorgeous 42" kitchen cabinets with granite counters and large Island with seating and tiled backsplash. Both bathrooms have beautiful vanities and glass tiles and granite counters. Fourth bedroom has been turned into an office but could be converted back into a bedroom by adding a closet. Tall ceilings, tile and Vinyl floors throughout, open floorplan and neutral colors complete the interior package but there's more! Brick paver front entry and large screened pool area make this a home you won't want to miss. New SOD and landscaping will be done soon.

1114 Seafarer Lane, Winter Springs
$850,000
6 Beds ⋅ 6 Baths ⋅ O6428821 MLS
You will find this gem in a conveniently located smaller community on a beautiful corner lot with side entry oversized two car garage. This address will afford new owners a comfortable lifestyle in a spacious home for everyday, formal and entertaining living. The kitchen is a focal point with top of the line stainless steel appliances, double oven and solid wood cabinets and soft-close drawers. Enjoy your everyday meals in a separate eating area. The adjoining family room, complete with built-in book shelves and wood burning fireplace, will be the place for your relaxing hours. The larger than average six bedrooms (one currently used as office) with primary and office (or bedroom) downstairs will impress. The primary bedroom has two closets and an ensuite bathroom with double sinks, tub and separate shower. Plus there's a separate sitting area that can be used as office space, a reading nook or a quiet time retreat. Remaining four bedrooms (upstairs) include two with Jack and Jill full bathroom featuring dual sinks in between. Another upstairs full bath compliments the floor plan. All upstairs bedrooms are big and have large closets. Other outstanding features include a formal dining room and living room, and an all weather sunroom with adjoining outdoor kitchen that has a Jenn-Air grill. There is also an outside covered patio area. Last but certainly not least, the screened-in pool right outside your back sliding doors will provide welcomed cooling off on hot days and add to the many joyful memories this home will give you, your loved ones, friends and guests. Double-paned windows, separate air conditioning units (upstairs/downstairs) to help control temperature regulation and costs. Roof less than ten years old and new water heater. Enjoy the convenience of a downstairs laundry room (with sink), ceiling fans, central vac, lots of storage throughout and Rainbird lawn irrigation. Combine this well kept, move-in ready home with a location that affords easy access to major highways, airports (Orlando, Daytona, Sanford), beaches, central FL attractions, shopping, restaurants and UCF. This home is bound to exceed your expectations!

224 Huntridge Way, Winter Springs
$375,000
4 Beds ⋅ 3 Baths ⋅ TB8534863 MLS
POOL HOME WITH PRIVATE IN-LAW SUITE! Welcome to this beautifully updated 4-bedroom, 3-bath home in the heart of Winter Springs. This move-in-ready property features an open floor plan, tile flooring throughout, a remodeled kitchen with granite countertops, wood cabinetry, and stainless steel appliances. The private mother-in-law suite offers its own kitchenette, bedroom, full bath, and separate living space, making it perfect for multi-generational living, guests, or rental potential. Step outside to your screened lanai overlooking the sparkling pool and fully fenced backyard—ideal for entertaining or relaxing year-round. With a 2017 roof, new water heater, fresh paint, and no HOA, this home is conveniently located near top-rated Seminole County schools, shopping, dining, and major highways. This is Florida living at its best!

212 S Cortez Avenue, Winter Springs
$406,990
3 Beds ⋅ 3 Baths ⋅ O6428779 MLS ⋅ 9 BLDG.
Under Construction. Final opportunity! Don't miss your chance to make this beautiful property yours! As you step inside the Aurora, you are greeted by an inviting open-concept gathering room, seamlessly connecting the dining room and kitchen. The flowing layout creates an expansive and airy atmosphere, perfect for both entertaining guests and enjoying everyday life. The owner's suite is a true retreat, offering a sanctuary of relaxation and tranquility. The spacious bedroom is complemented by a large walk-in closet, providing plenty of storage for your wardrobe and personal items. With two additional bedrooms, this townhome provides flexibility for a growing family, a home office, or a guest room.

225 Spindle Palm Cove, Winter Springs
$568,000
3 Beds ⋅ 2 Baths ⋅ O6429473 MLS
Nestled in the highly desirable Eagles Landing community of Winter Springs, this beautifully maintained 3-bedroom, 2-bath block home offers an open, split-bedroom floor plan with soaring ceilings and tile flooring throughout. The spacious kitchen is designed for both everyday living and entertaining, featuring granite countertops, stainless steel appliances, and convenient built-in refrigerated and freezer drawers. Formal living and dining rooms showcase a custom built-in entertainment center, while the expansive family room overlooks the screened lanai and newly resurfaced pool (2024), creating the perfect indoor-outdoor living space. This home has been thoughtfully updated for comfort and peace of mind, including a new roof (2022), energy-efficient windows (2021), and a whole-house generator installed in 2023, powered by propane gas. The screened lanai also features a relaxing hot tub, and extensive landscape lighting beautifully illuminates the property in the evenings. Ideally located near major highways, shopping, dining, parks, and top-rated Seminole County schools, this exceptional home offers the perfect combination of quality, convenience, and Florida living.

5638 Catskill Court, Winter Springs
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