Casselberrry/Winter Springs / Tuscawilla Homes with Pool Community Features

Casselberrry/Winter Springs / Tuscawilla Homes with Pool Community Features

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla, nestled in the heart of Seminole County, Florida. This vibrant area is known for its picturesque landscapes, family-friendly neighborhoods, and an abundance of recreational opportunities that make it a perfect place to call home.

Winter Springs is celebrated for its lush parks, scenic trails, and a welcoming community atmosphere. Residents enjoy easy access to a variety of amenities, including shopping centers, dining options, and top-rated schools. The nearby Tuscawilla community offers a unique blend of suburban charm and natural beauty, with its stunning golf courses and serene lakes providing a tranquil backdrop for outdoor activities.

One of the standout features of homes in this region is the availability of properties with pool community features. Imagine coming home to your own private oasis, where you can unwind and soak up the Florida sun in your sparkling pool. These homes often come with spacious backyards, perfect for entertaining friends and family or simply enjoying a quiet evening under the stars. Many communities also offer shared amenities such as clubhouses, fitness centers, and playgrounds, fostering a strong sense of community and providing a wealth of options for leisure and recreation.

Whether you’re looking for a cozy family home or a luxurious retreat, the Casselberry, Winter Springs, and Tuscawilla areas offer a delightful mix of comfort, convenience, and community spirit. Discover your dream home in this beautiful region and experience the best of Florida living!

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Pool Community Features

3 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code

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

3 Beds ⋅ 4 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code

Discover refined living in the sought-after Jesup's Landing community of Winter Springs. This elegant 3-bedroom, 3.5-bathroom split-level townhome offers exceptional privacy, with thoughtfully designed living spaces that maximize comfort and separation. Beautiful new wood laminate flooring enhances the home's modern appeal, while the spacious layout is ideal for both everyday living and entertaining. Outside is a freshly painted exterior and new roof! Perfectly situated near Central Winds Park, premier shopping, SR 417, Sanford International Airport, the University of Central Florida, and Seminole State College, this residence combines luxury with convenience. Residents also enjoy resort-style amenities, including a clubhouse, state-of-the-art fitness center, and sparkling community pool. Experience low-maintenance living in one of Winter Springs' most desirable communities.

1380 Mill Stream Lane, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Seasons The SubDv. ⋅ 32708 Zip Code

Beautifully remodeled 3-bedroom, 2-bath home with a 1-car garage. This charming home features: Brand-new kitchen cabinets with elegant quartz countertops. Updated bathrooms with new vanities and modern lighted mirrors. New lighting fixtures throughout. Stylish tile flooring and waterproof luxury vinyl plank flooring. Low HOA. Enjoy all the amenities this wonderful community has including a community pool, tennis courts, pickleball courts, and basketball courts. Conveniently located near highly rated schools, shopping, dining, and more. Don't miss this opportunity—this one won't last long! Schedule your showing today!

236 Panorama Dr, Winter Springs

2 Beds ⋅ 2 Baths ⋅ Highland Village 1 SubDv. ⋅ 32708 Zip Code

Great Opportunity in Winter Springs! This single family home has 2 bedrooms, 2 bathrooms, and a large upstairs bonus room - great for an office (or used as another bedroom!). Upon entry you'll be impressed with the high vaulted ceilings and wide open view to the living and dining room. The Primary Bedroom is well sized, and the bathroom features a large walk-in closet, dual sinks, and a shower garden tub. The kitchen has newer appliances and solid wood cabinets. Check out the back yard - it's one of the largest lots in the community - with beautiful grass and a new fence! There's also a screened-in back porch and a large shed - great for storage. 2021 ROOF! Amazing Seminole County Schools!

321 Kirkcaldy Drive, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Harbor Winds SubDv. ⋅ 32708 Zip Code

Delightful 2 story townhouse - backs up to pond. New appliances, Granite counters, New Carpet - MOVE-IN READY.

472 Harbor Winds Court, Winter Springs

3 Beds ⋅ 4 Baths ⋅ Jesups Reserve Twnhms Rep SubDv. ⋅ 32708 Zip Code

Experience maintenance-free living in the heart of Winter Springs at Jesup's Reserve, where charming streetscapes, walkability, and everyday convenience come together. Perfectly positioned with peaceful pond views from the front porch and both upper-level balconies, this three-story townhome offers over three levels of thoughtfully designed living space just steps from Winter Springs Town Center. The versatile floor plan begins with a private first-floor bedroom and full bath—ideal for guests, multigenerational living, or a home office. Upstairs, the expansive main living level is designed for entertaining, featuring an open-concept living and dining area that flows seamlessly into the spacious kitchen. Complete with stone countertops, abundant 42” cabinetry, stainless steel appliances, a large center island, and generous prep space, it's a layout equally suited for everyday living and hosting friends and family. The third floor is home to two spacious bedroom suites, including a generous primary retreat with its own private balcony overlooking the water. The en-suite bath features dual vanities, a soaking tub, separate walk-in shower, and large walk-in closet, creating a true owner's sanctuary. Additional highlights include: Roof (2023), AC (2026) with transferrable warranty, fresh interior paint (2026), a convenient second-floor laundry room, powder bath, and attached two-car garage. Beyond your front door, enjoy resort-style amenities including a community pool, spa, and beautifully maintained grounds. Located directly across from Winter Springs Town Center, you'll have Publix, Aldi, restaurants, coffee shops, fitness centers, boutiques, and everyday conveniences just a short walk away. Outdoor enthusiasts will appreciate being minutes from Central Winds Park and the Cross Seminole Trail, while commuters enjoy quick access to SR-417, US-17/92, and top-rated Seminole County schools. Whether you're searching for a low-maintenance primary residence or a lock-and-leave lifestyle without sacrificing space or location, this Jesup's Reserve home delivers the perfect combination of comfort, convenience, and scenic surroundings. Easy to see. Call/Text for your private showing today!

227 Mcleods Way, Winter Springs

2 Beds ⋅ 2 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code

Welcome home to this impeccably maintained 2-bedroom, 2-bath home in the highly desirable area of Winter Springs, Florida! From the moment you step inside, you'll appreciate the open floor plan, soaring vaulted ceilings, and spacious living area centered around a stunning wood-burning fireplace—creating the perfect setting for both relaxing evenings and entertaining guests. The heart of the home is the completely remodeled kitchen (2024), featuring timeless Shaker cabinetry, beautiful butcher-block countertops, an oversized undermount sink, under-cabinet LED accent lighting, and a full suite of high-end stainless-steel appliances. The adjacent pass-through adds both convenience and connectivity, making entertaining effortless. Both bedrooms are generously sized, offering comfortable retreats with ample flexibility to suit your lifestyle. Whether you're hosting overnight guests, creating a dedicated home office, or simply enjoying extra space to unwind, these well-appointed rooms provide endless possibilities. The impressive updates continue with a fully remodeled bathroom (2024), new flooring throughout (2023), a new 40-year clay tile roof (2023), and a new garage door (2022), providing peace of mind for years to come. Outside is a well-kept backyard featuring a generously sized patio with a partially covered seating area—ideal for year-round outdoor dining, entertaining, or simply relaxing with your morning coffee or evening beverage. The low-maintenance outdoor space offers plenty of room to enjoy as-is while still providing endless possibilities for personalization and for creating your own backyard retreat. Ideally located near shopping, dining, parks, and recreation, this home also offers easy access to SR 417 and I-4 for a convenient commute. Situated within an A-rated school district and a community with fantastic amenities, this exceptional home offers the perfect combination of style, comfort, convenience, and pride of ownership. Don't miss your opportunity to make this beautifully updated, truly turnkey home your own! Schedule your showing today as this wont last long.

655 Nighthawk Circle, Winter Springs

3 Beds ⋅ 2 Baths ⋅ Deersong 2 SubDv. ⋅ 32708 Zip Code

Opportunity knocks in Winter Springs! If you've been waiting for an affordable way to own in a desirable Central Florida community, this is it This 3-bedroom, 2-bath home offers 1,105 square feet with a very functional layout. This makes it an excellent opportunity for homeowners ready to build equity or investors looking for their next project. The biggest expense has already been taken care of with a 2018 roof, giving you peace of mind where it counts most. Inside the home is clean and with plenty of potential to make it your own; the home has been priced below market to account for some repair needed. Cash or conventional financing only. Schedule your showing today and imagine the possibilities!

118 Deer Song Drive, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Hickory Grove SubDv. ⋅ 32708 Zip Code

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.

233 Spindle Palm Cove, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Heritage Park Twnhms SubDv. ⋅ 32708 Zip Code

Welcome to 162 Constitution Way, a well-maintained 3-bedroom, 2.5-bath townhome in the highly desired gated Heritage Park community of Winter Springs. This home features an open-concept floor plan with a kitchen overlooking the living and dining areas, creating a functional layout for everyday living and entertaining. Upstairs, the spacious primary suite offers a walk-in closet and en-suite bath with dual sinks, while two additional bedrooms, a full bath, and an upstairs laundry room complete the second level. Additional highlights include an attached one-car garage and low-maintenance living with access to community amenities, including a pool and playground. Conveniently located near Winter Springs Town Center, Central Winds Park, shopping, dining, major roadways, and highly rated Seminole County schools, this property is an excellent opportunity for first-time buyers, young families, or investors.

162 Constitution Way, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Jesups Landing SubDv. ⋅ 32708 Zip Code

Virtually Staged. Welcome home to this beautifully upgraded townhome in the highly sought-after Jesup's Landing community! Designed for both comfortable everyday living and effortless entertaining, this home features an open-concept floor plan, a two-car attached garage, and three bedrooms, all located on the second floor. Adding to its value and peace of mind, the home features a brand-new roof and has been freshly painted on the exterior, enhancing both its curb appeal and long-term durability. The first floor offers a bright and inviting living space that flows seamlessly into the gourmet kitchen, complete with an oversized walk-in pantry that is already set up for your own kegerator, making it easy to enjoy your favorite craft beer on tap at home. A convenient half bath completes the main level. Upstairs, the luxurious primary suite is thoughtfully designed with a custom walk-in closet featuring a stylish barn door, a private balcony for morning coffee or evening cocktails, and a spa-inspired ensuite bath with dual vanities. Every detail has been carefully considered, from crown molding and custom window treatments to designer lighting controlled by wireless smart switches. Smart home features include a Brilliant Home Control System with touch panels in the living room and primary bedroom, a Nest Smart Thermostat, Aquanta Smart Water Heater Controller, Philips Hue smart lighting throughout the home, August Smart Locks on both exterior doors, a Ring Video Doorbell, myQ Smart Garage Door Opener with Amazon Key compatibility, Amazon Alexa integration throughout the home, pre-wired surround sound for Dolby 5.1 in the living room with additional in-ceiling speakers upstairs and in the primary bedroom, and a pre-wired security system. Residents of Jesup's Landing enjoy exceptional community amenities, including a resort-style pool, fitness center, clubhouse with a full kitchen, and game room—perfect for entertaining, gatherings, and special occasions. Conveniently located just minutes from SR 417, this home offers easy access to shopping, dining, parks, and scenic bike and walking trails, combining modern living with an exceptional location.

457 Gee Hammock Lane, Winter Springs

3 Beds ⋅ 3 Baths ⋅ Seminole Crossing Townhomes SubDv. ⋅ 32708 Zip Code

BETTER THAN NEW... Experience the perfect blend of luxury, convenience, and lifestyle in this stunning 3-bedroom, 2.5-bath designer townhome, ideally situated in the heart of Winter Springs, one of Central Florida's most sought-after communities. Beautifully appointed with designer finishes throughout, this exceptional residence offers an elevated living experience just moments from everything you love. Step inside to discover a bright, open-concept floor plan where sophistication meets functionality. Premium Wood Laminate flooring, upscale finishes like 42 inch kitchen cabinets with under-cabinet lighting, elegant fixtures, and thoughtfully curated décor create a warm yet contemporary atmosphere that feels straight out of a design magazine. The spacious living and dining areas flow seamlessly into the gourmet kitchen, making this home equally suited for entertaining guests or enjoying a quiet evening at home. EVERY window in this home has electric shades that can be customized with timers, or easily opened-and-closed with a remote as smart-home has other included features such as LED lights, smart thermostat, bluetooth garage door, and more. Upstairs, the spacious owner's retreat provides a private sanctuary complete with a luxurious en-suite bath, a walk-in custom closet, while two additional bedrooms have generous accommodations for family, guests, or a home office. You absolutely cannot overlook the loft and it's feature as an office, extra TV room, or a play area for the little ones - the possibilities of this bonus space upstairs is ready for your imagination! What truly sets this property apart are the rare features that are nearly impossible to find. Enjoy the convenience of being one of only three homes with an oversized driveway, providing additional parking and enhanced curb appeal, including an epoxy floor in the garage. Even more unique, this residence is one of only six homes that feels like a private green space directly outside the front door, offering a refreshing sense of openness, and privacy as you sit on your front porch. Location is everything, and this home delivers. Walk just steps to the renowned Seminole Wekiva Trail, where miles of scenic walking, jogging, and biking paths await. Spend your weekends exploring nearby parks, enjoying local events, or dining at the countless restaurants and cafés just minutes from your doorstep. Shopping, grocery stores, fitness centers, and everyday conveniences are so close that many daily errands can be accomplished within minutes. With easy access to major roadways, top-rated Seminole County schools, and the charming atmosphere that has made Winter Springs one of Central Florida's most desirable places to call home, this property offers an unmatched combination of luxury and location. This is more than just a townhome, it's a lifestyle. Opportunities to own one of the community's most desirable homes, complete with premium upgrades, rare outdoor space, and an unbeatable location, are exceptionally rare. Schedule your private showing today and discover why this remarkable residence stands above the rest.

1153 Spotted Sandpiper Loop, Winter Springs

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