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 lush landscapes, family-friendly atmosphere, and an array of recreational opportunities that make it an ideal place to call home. With its close proximity to the bustling city of Orlando, residents enjoy a perfect blend of suburban tranquility and urban excitement.

The charming neighborhoods of Winter Springs and Casselberry offer a diverse selection of homes, many of which feature inviting private pools, perfect for those hot Florida days. Imagine stepping out into your backyard oasis, where you can relax by the poolside or host delightful summer gatherings with friends and family. These homes often come equipped with spacious outdoor areas, ideal for entertaining or simply unwinding after a long day.

In addition to the beautiful homes, the community features are what truly set this region apart. Residents have access to top-rated schools, picturesque parks, and a variety of shopping and dining options. The nearby Tuscawilla area is particularly well-known for its scenic golf courses and nature trails, making it a haven for outdoor enthusiasts.

Whether you're looking to buy your first home, upgrade to a larger space, or find a peaceful retreat, the Casselberry, Winter Springs, and Tuscawilla region has something for everyone. With its strong sense of community and abundant amenities, this area is not just a place to live—it's a place to thrive. Come discover your dream home with a pool in this idyllic Florida paradise!

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

$270,000
3 Beds ⋅ 3 Baths ⋅ Tuscany Place Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to Tuscany Place in the heart of sought after Tuscawilla! This townhouse styles condo offers a open floor plan with abundant natural light, generous living and dining areas, peaceful green back yard and spacious kitchen perfect for everyday living and entertaining. All bedrooms are upstairs with 2 full bathrooms and laundry. Enjoy the greenery, calmness of the shaded outdoor patio; ideal for relaxing after a long day or lounging. This popular gated community offers many amenities including a community pool, beautifully maintained grounds, located within walking distance to Trotwood Park & little shops AND close to all major roads, amenities, schools, medical facilities, shopping, dining, schools, golf course and parks. A fantastic opportunity to enjoy the Winter Springs lifestyle! Great opportunity to enjoy this community & put your personal touches to this home. Priced to sell Motivated seller, bring your offers!

600 Northern Way Unit 1108, Winter Springs
$298,900
3 Beds ⋅ 2 Baths ⋅ Wildwood SubDv. ⋅ 32708 Zip Code
SINGLE FAMILY HOME. Stunningly Renovated Gem in Winter Springs. Looking for the perfect blend of modern comfort and community living? Look no further! This spectacular, Renovated home in the desirable Wildwood community is ready for its new owners. Brand New Solar Panel System, Green energy. Paid off. This almost 1,300 sq. ft. residence has been thoughtfully updated with high-end finishes throughout. Offers New roof in 2022. New cabinets and stunning granite countertops. Modern Baths with Porcelain wall tiles, new vanities, and upgraded faucets. Fresh paint inside and out, new baseboards, and elegant tile flooring. Resently replace water heater, A/C unit 2018 . 3 Bedrooms, 2 Bathrooms, spacious living and dining areas, plus a garage and carport. Community & Location Benefits: Enjoy the active Wildwood lifestyle with access to a pool, playground, tennis court, and volleyball court. You will be perfectly positioned in a top-rated school district with easy access to major highways (434, 17-92, I-4, 417, 436) and minutes away from the Altamonte Mall, Lake Mary, premier shopping, dining, and healthcare.

736 Summerland Drive, Winter Springs
$178,900
2 Beds ⋅ 2 Baths ⋅ Indian Ridge SubDv. ⋅ 32708 Zip Code
Virtually Staged. Enjoy life in this beautiful, recently renovated 2 bedroom, 2 bathroom patio home located in the beautiful Indian River community in Winter Springs. Welcome to a low maintenance lifestyle with the Condo Assn maintaining the lawn, sparkling community pool and clubhouse, tennis courts. This Central Florida location, near roads 434, 419 and 17/92, provides convenient access to the Winter Park restaurant and shopping district, other restaurants, shopping such as Publix, plus the Oviedo Mall and Advent Hospital. It is also only a 25 minute drive to the University of Central Florida and, so, is perfect for Faculty or Students! There are multiple parks in the area, such as Mount Greenwood Park and Big Tree Park, which host many activities throughout the year. The newly installed kitchen and freshly painted interior looks beautiful. One of the standout features of this home is the private outdoor space. The fenced patio area creates a comfortable spot for morning coffee....... ......container gardening, pets, outdoor dining, or relaxing at the end of the day. The included storage shed at 6 ft by 4 ft adds valuable functionality, offering extra space for tools, bikes, surfboards, or outdoor equipment. Indian River offers a peaceful residential setting known for its convenient access to parks, trails, shopping and dining. With its newly renovated interior, efficient 2-bedroom layout, private fenced outdoor space, storage shed, and desirable Winter Springs location, this condominium patio home offers comfort, convenience, and low-maintenance living in one of Seminole County's most appealing areas.

311 San Miguel Street Unit 311, Winter Springs
$275,000
3 Beds ⋅ 2 Baths ⋅ Deersong 2 SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3-bedroom, 2-bath home in the desirable Deer Song community of Winter Springs! Offering 1,105 square feet of thoughtfully designed living space, this move-in-ready home combines modern updates, smart-home technology, energy efficiency, and comfortable Florida living. Step inside to a bright, welcoming interior featuring fresh paint throughout and an updated kitchen with stainless steel appliances and a Samsung Smart Refrigerator with Family Hub Touchscreen. Both bathrooms have been fully updated with modern finishes and smart mirrors, adding style and technology throughout the home. Major improvements include a complete whole-home re-pipe in 2023, and an HVAC UV light system designed to support indoor air quality. Step outside to the screened-in back porch with newly finished epoxy flooring—the perfect place to relax and enjoy the private backyard. A separate storage shed provides additional space for tools, outdoor equipment, and more. Enjoy the benefits of energy-efficient living with solar panels that help keep monthly electric costs low and best of all, the solar panels will be paid in full by the seller at closing Enjoy access to the community pool and a convenient Winter Springs location near shopping, dining, parks, recreation, A-Rated Seminole County Public schools, and more. Come see what makes 272 San Gabriel Street such a sweet place to call home!

272 San Gabriel Street, Winter Springs
$244,900
2 Beds ⋅ 3 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Welcome to 611 Casa Court, Unit A, a well-located 2-bedroom, 2.5-bath condo offering 1,156 square feet of living space and a great opportunity for an investor or future owner-occupant. The two-story layout provides comfortable separation between the main living areas and bedrooms, with a convenient half bath downstairs and private baths upstairs. Enjoy outdoor space just outside your door along with the benefits of a community setting and shared amenities. Conveniently located near shopping, dining, major roadways, and everything the surrounding Orlando area has to offer, this property provides easy access for everyday living. Whether you're looking to add to your rental portfolio or purchase a property with long-term potential, Unit A offers an affordable opportunity in a convenient Central Florida location.

611 Casa Park A Court, Winter Springs
$245,000
2 Beds ⋅ 2 Baths ⋅ Casa Park Villas Ph 1 SubDv. ⋅ 32708 Zip Code
Nice Casa Park 2 bedroom 1.5 bath townhome located in beautiful and upscale Tuskawilla! New carpet and fresh interior paint. The townhome features separate living and dining rooms with a half bath downstairs and sliding glass doors leading out to the back patio with a outdoor closet for storage. Off the living is a huge bay window letting in tons of natural light! The kitchen offers tons of cabinet space for all those kitchen essentials! Upstairs has 2 spacious bedrooms with a full bath between them. Located across the street from Trotwood Park, soccer fields, tennis courts, basketball, pavilion for picnics, and much more! Just a 5-minute walk from both Keeth Elementary and Indian Trails Middle Schools. Take a walk to Central Winds Park or ride your bike on the Cross-Seminole Trail. Have fun with your dog at the Doggie Park with a view of Lake Jessup! Tuskawilla Country Club minutes away! What are you waiting for...Check it out today!

1307 Park Villa Place, Winter Springs
$374,900
3 Beds ⋅ 3 Baths ⋅ Greenspointe SubDv. ⋅ 32708 Zip Code
Welcome to this beautifully updated 3 bedroom, 3 bath home nestled in an established Winter Springs community! Conveniently located near shopping, dining, parks, and major roadways, including SR 417 and I-4, this home combines comfort, style, and an incredibly versatile floor plan. Freshly painted inside and out, the home features new carpet, updated bathrooms, and spacious living areas filled with natural light. The beautifully updated kitchen showcases soft close cabinetry, quartz countertops, stainless steel appliances, and a modern tile backsplash. A unique kitchen opening overlooks the adjacent nook and provides views of the outdoors, creating an open and connected feel. The spacious living room is designed for both relaxing and entertaining, featuring a wood burning fireplace, ceiling fan, and large windows overlooking the lush backyard. The versatile bedroom layout is truly a standout feature. One bedroom and a full bathroom are located downstairs, while the two upstairs bedrooms each feature their own private en-suite bathroom, providing excellent privacy and flexibility for family, guests, or a dedicated home office or guest space. Sliding glass doors lead to an impressive elevated balcony, while the lower level provides additional patio space for enjoying the peaceful outdoor setting. Step outside and enjoy a private backyard surrounded by mature tropical landscaping and no rear neighbors, creating a peaceful Florida retreat. A two car garage and durable tile roof add even more appeal. With its stylish updates, unique floor plan, private outdoor spaces, and exceptional bedroom configuration, this Winter Springs home is a rare find that combines space, comfort, privacy, and functionality. Schedule your private showing today!

662 Nighthawk Circle, Winter Springs
$439,900
3 Beds ⋅ 2 Baths ⋅ Greenbriar SubDv. ⋅ 32708 Zip Code
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 ⋅ 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
$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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