Casselberrry/Winter Springs / Tuscawilla Homes with Sidewalk Exterior Features

Casselberrry/Winter Springs / Tuscawilla Homes with Sidewalk Exterior Features

Welcome to the enchanting region of Casselberry, Winter Springs, and Tuscawilla, nestled in the heart of beautiful Seminole County, Florida. This vibrant community offers a unique blend of suburban charm and natural beauty, making it an ideal place for families, retirees, and anyone seeking a peaceful yet connected lifestyle.

Winter Springs is renowned for its lush landscapes, picturesque parks, and a strong sense of community. With its well-maintained sidewalks and inviting neighborhoods, residents can enjoy leisurely strolls or bike rides, fostering a friendly atmosphere where neighbors become friends. The area is dotted with scenic trails and green spaces, perfect for outdoor enthusiasts and those who appreciate nature.

The real estate market in this region features a variety of homes, many of which boast delightful sidewalk exterior features. These homes not only enhance curb appeal but also encourage an active lifestyle, allowing residents to engage with their surroundings and enjoy the fresh Florida air. Imagine sipping your morning coffee on your porch, greeting neighbors as they pass by, or taking a leisurely evening walk with your family—all made possible by the thoughtful design of these properties.

Tuscawilla, with its golf courses and serene lakes, adds an extra layer of allure to the area. Whether you’re searching for a cozy family home or a spacious retreat, the Casselberry, Winter Springs, and Tuscawilla regions offer diverse options to suit your needs. Experience the charm of this community where every day feels like a vacation, and make your dream home a reality in this beautiful part of Florida!

Newest Casselberrry/Winter Springs / Tuscawilla Homes with Sidewalk Exterior Features

$449,700
3 Beds ⋅ 2 Baths ⋅ Oak Forest Unit 3 SubDv. ⋅ 32708 Zip Code
Welcome to 806 Big Buck Circle, a charming 3-bedroom, 2-bath home offering 1,887 square feet of living space in the established Oak Forest community of Winter Springs. This single-story home offers a comfortable, functional layout with plenty of opportunity to make it your own. Step outside to the screened-in back porch, a wonderful spot for morning coffee, outdoor dining, or relaxing while overlooking the spacious, grassy backyard. Enjoy all that Winter Springs has to offer with nearby parks, trails, shopping, dining, and recreation. Trotwood Park is just minutes away, with additional outdoor destinations including Central Winds Park and the Cross Seminole Trail. Winter Springs Town Center, Oviedo Mall, grocery stores, restaurants, and everyday conveniences are also within easy reach. Convenient access to SR-434 and SR-417 makes it easy to reach Oviedo, Winter Park, Lake Mary, UCF, and the greater Orlando area. With three bedrooms, a two-car garage, generous backyard space, and a screened outdoor living area, this well-loved home is ready for its next chapter. Come see the possibilities at 806 Big Buck Circle!

806 Big Buck Circle, Winter Springs
$569,000
4 Beds ⋅ 2 Baths ⋅ Winter Spgs Unit 4 SubDv. ⋅ 32708 Zip Code
Welcome to 1017 Antelope Trail, a beautifully reimagined home situated on an oversized 0.39-acre lot in the heart of Tuscawilla, one of Winter Springs’ most established and sought-after communities. Surrounded by mature trees and offering an incredible combination of space, privacy, and modern finishes, this home has been thoughtfully renovated from top to bottom. Step inside to a bright, open-concept floor plan featuring luxury vinyl plank flooring throughout, abundant natural light, and spacious living areas designed for both everyday living and entertaining. At the heart of the home is the beautifully updated kitchen, complete with an oversized island with seating, quartz countertops, shaker-style cabinetry, stainless steel appliances, and a beautifully designed butler’s pantry offering additional storage and prep space. The split-bedroom floor plan provides added privacy, while the renovated bathrooms feature modern vanities, sleek black fixtures, frameless glass showers, and stylish tilework. Multiple living and dining spaces give the home tremendous flexibility, whether you're entertaining, working from home, or simply looking for room to spread out. The renovation goes well beyond the finishes. Major improvements include a new roof, new septic tank and drain field, new windows, new doors, and updated finishes throughout, offering the peace of mind that comes with a truly comprehensive renovation. Outside is where this property becomes even more special. Set on nearly four-tenths of an acre, the fully fenced backyard offers an impressive amount of usable space beneath a canopy of mature trees. Whether you envision a future pool, outdoor kitchen, play area, space for pets, or simply a private backyard retreat, there is plenty of room to make it your own. A large rear patio and multiple sliding doors create an effortless connection between the home's indoor and outdoor living spaces. And then there’s the location. Tuscawilla is known for its tree-lined streets, established neighborhoods, parks, trails, and strong sense of community. Enjoy nearby recreational options including Trotwood Park and the Cross Seminole Trail, along with convenient access to shopping, dining, Winter Springs Town Center, SR 434, and SR 417. The community is also home to Tuscawilla Country Club, offering golf, tennis, swimming, dining, and social amenities through optional club memberships. Beautifully renovated, sitting on an oversized lot, and located in the heart of one of Winter Springs’ most recognizable communities, 1017 Antelope Trail offers the space and character of an established Tuscawilla home with the finishes and updates of something new.

1017 Antelope Trail, Winter Springs
$179,900
2 Beds ⋅ 2 Baths ⋅ Bay Tree Sec 09 SubDv. ⋅ 32708 Zip Code
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 ⋅ Greenbriar Sub Ph 2 SubDv. ⋅ 32708 Zip Code
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 ⋅ Heritage Commons SubDv. ⋅ 32708 Zip Code
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
$435,000
3 Beds ⋅ 2 Baths ⋅ Sunrise Unit 2-B SubDv. ⋅ 32708 Zip Code
Welcome home to this beautifully updated 3 bedroom, 2 bath home offering 2,116 square feet of comfortable living space on a spacious .28 acre corner lot, directly across from Sunrise Community Park. This move-in-ready home combines modern updates with a functional split-bedroom floor plan that's perfect for growing families, remote work, or entertaining. Step inside to discover fresh interior paint, beautifully remodeled master bathroom, and a renovated kitchen just five years ago. The improvements provide added peace of mind, including a complete repipe and fresh exterior paint, making this home as practical as it is attractive. Enjoy the fully fenced backyard offering plenty of room for the family, pets, gardening, or weekend barbecues, on a prime corner lot. If you're searching for your first home without sacrificing space, updates, or location, this one checks all the boxes. Move right in and start making memories in a home that's been thoughtfully updated and lovingly maintained.

1298 Madelena Avenue, Winter Springs
$369,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Village Unit 4 SubDv. ⋅ 32708 Zip Code
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
$825,000
6 Beds ⋅ 6 Baths ⋅ Huntridge SubDv. ⋅ 32708 Zip Code
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 ⋅ North Orlando Terrace Unit 1 Sec 3 SubDv. ⋅ 32708 Zip Code
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
$399,900
3 Beds ⋅ 2 Baths ⋅ Sunrise Estates SubDv. ⋅ 32708 Zip Code
This freshly painted 3-bedroom, 2-bathroom home features new light fixtures, updated quartz countertops, and a refreshed bathroom throughout. Enjoy a spacious living area with a cozy fireplace, tile flooring, and an open kitchen with ample cabinet storage. Step outside to a fenced backyard with plenty of room to relax or entertain. Move-in ready and thoughtfully updated from top to bottom.

1224 Andes Dr, Winter Springs
$350,000
3 Beds ⋅ 3 Baths ⋅ Barclay Reserve Twnhms SubDv. ⋅ 32708 Zip Code
Welcome to the beautiful, tree-lined, gated community of Barclay Reserve. This 3 bedroom, 2.5 bathroom, end unit townhome is offered fully furnished and move in ready. Brand new A/C July 2025, new refrigerator April 2025 and new washer & dryer May of 2023. Enjoy a waterfront view with the soothing fountain sound from the living space and two bedrooms. Both the original owner and current owner used the property as a second home which means less wear and tear. The property is less than 10 minutes away from Ovideo on the Park and 15 minutes away from UCF, making the home a perfect purchase for parents needing student housing. It’s only 2 minutes from SR-417 for easy access to the airport, 408 and I-4. 33 guest parking spaces are distributed around the circle so you don’t have to worry about dodging street parking. Peace, security and a prime location seeking its next owner.

617 Pinebranch Circle, Winter Springs
$279,900
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
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