Homes for Sale Near Winter Springs High in Casselberry - 28 homes

Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained residence in the highly desirable Legacy Park community of Casselberry, where comfort, style, and thoughtful upgrades come together. From the charming covered front porch to the spacious fenced backyard, this home offers inviting spaces both inside and out. Fresh interior paint creates a bright, move-in-ready feel, while the screened rear porch is the perfect place to enjoy your morning coffee or unwind in the evenings. The thoughtfully designed floor plan features formal rooms, large kitchen with island and eat-in area, a spacious primary suite complete with generous his-and-her walk-in closets, providing exceptional storage and convenience. Upstairs, an open loft offers endless possibilities as a home office, media room, playroom, or additional living space. Car enthusiasts and EV owners will appreciate the Tesla charger already installed in the garage, making charging at home simple and convenient. BRAND NEW ROOF 2026, Fresh exterior paint 2024, New AC 2023, Updated light fixtures throughout! As an added bonus, the seller is offering a $5,000 flooring credit, giving buyers the opportunity to personalize the home with flooring that matches their own style and vision. Located in the sought-after Legacy Park neighborhood, a short stroll to The Geneva School campus, this home combines a welcoming atmosphere with community pool and convenient access to shopping, dining, parks, and major roadways. Don't miss the opportunity to make this exceptional property your own—schedule your private showing today and experience everything this wonderful home has to offer!

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Lisa Gould (407-721-7612)

Remarks: Tucked inside the gated community of The Parke at Hanover Place, this move-in ready, end-unit townhome offers a great combination of space, privacy and low-maintenance living. Located in a super convenient Seminole County location, this townhome has three bedrooms, 2.5-baths, and a one-car garage, giving you plenty of space for all your needs. When you arrive, you'll notice the oversized brick-paver driveway and an inviting front entry. Inside, the layout is open and comfortable. New luxury vinyl plank flooring has been installed throughout the lower level, giving it a clean, modern feel that is also super durable. The main living space is open and flows naturally into the kitchen. Not only do you have a breakfast bar, but also a dining area that could also be a flex space for work, or even a play area. The half bath is conveniently located downstairs. The kitchen offers plenty of cabinet space and room to spread out, making everyday use simple and functional without feeling cramped. Upstairs, the primary suite is spacious with a walk-in closet and an ensuite bath featuring dual vanities and a large shower. The additional two bedrooms have great natural light and share a full bathroom in the hallway area. There is also a laundry closet upstairs, which is very convenient. Being an end-unit really makes a difference here, featuring more privacy, extra windows and a spacious feel overall. The community itself is well-kept with a community pool to enjoy and walking areas to get out and stay active. The HOA takes care of the exterior, which makes day-to-day living that much easier. This location is super convenient with a super quick walk to the grocery store, smoothie spot, and more. You're in the heart of Casselberry close to shopping, dining and major roads, yet hidden away from the busyness. This is a small, intimate community with low turnover. Schedule your private showing today, so you don't miss out on the opportunity to call this home.

Listing is courtesy of: PREMIER SOTHEBYS INT'L REALTY (407-333-1900)

Listing Agent: Melissa Flores (407-399-2650)

Remarks: Excellent investment opportunity in Casselberry. This well-maintained 1-bedroom, 1-bath property is currently leased month-to-month, providing immediate and flexible rental income. With a functional layout, solid condition, and strong demand in the area, it offers dependable performance and long-term appreciation potential. A great addition to any investment portfolio.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Barbas Barbastefano (347-575-5536)

Remarks: Under contract-accepting backup offers. **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 1054 Crystal Bowl Circle in Casselberry, a 2-story home offering 4 bedrooms, 3 bathrooms, an open floor plan, and an outdoor setup designed for Florida living. The layout provides connected main living spaces that create an easy flow for everyday routines, entertaining, and relaxing. Inside, the open floor plan brings the living, dining, and kitchen areas together, giving the home a practical and spacious feel. With 4 bedrooms and 3 full bathrooms, the floorplan offers flexibility for residents, guests, a home office, playroom, or additional storage. The 2-story design also provides separation between living and bedroom areas, supporting a comfortable layout for a variety of needs. Outdoor living is a standout feature, with a screened in-ground pool and spa that create a private space to unwind, entertain, or enjoy warm Central Florida days. The covered patio adds shaded seating and dining space, making the backyard usable throughout the year while staying protected from the elements. Located in Casselberry, the home offers convenient access to shopping, dining, parks, schools, and major roadways. The area is close to nearby destinations such as Winter Springs, Oviedo, Altamonte Springs, and Winter Park, giving buyers access to everyday conveniences, recreation, and Central Florida amenities while maintaining a residential neighborhood setting.

Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)

Listing Agent: Thomas Nickley, Jr (407-629-4420)

Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom townhome located in the desirable Legacy Park community! From the moment you step through the front door, you’ll appreciate the warm and inviting layout designed to make you feel right at home. The first floor features a spacious living area that flows seamlessly into the kitchen, complete with a breakfast bar perfect for bar stools and gathering with family and friends. The kitchen offers granite countertops, stainless steel appliances, dark wood cabinetry, a pantry, and direct access to the spacious 2-car garage. Upstairs, you’re welcomed by a versatile landing area ideal for a cozy reading nook or small flex space, leading into the thoughtfully designed split floor plan. The spacious primary suite features a walk-in closet and a private ensuite bathroom with a soaking tub, separate stand-up shower, and double sink vanity. Across the landing, you’ll find two generously sized guest bedrooms along with a full guest bathroom. The rear-entry 2-car garage provides plenty of parking, while additional designated guest parking is conveniently located nearby. Residents of Legacy Park enjoy access to community amenities including a pool, playground, walking trail, and scenic lake just minutes from your front door. Ideally situated with easy access to major highways, shopping, dining, and top-rated Seminole County Public Schools, this home offers both comfort and convenience. Schedule your private showing today!

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Ayoub Seffari (407-497-4015)

Remarks: Welcome to 800 Diane Dr. — a beautifully updated corner-lot home perfect for families and first-time buyers. This warm and inviting property features a brand-new kitchen with modern finishes, new flooring throughout, and updated windows that fill the home with natural light. Three majestic live oak trees frame the property, adding timeless beauty, shade, and curb appeal. The open layout provides plenty of space for gathering and everyday living, while the large corner lot offers room for play, pets, or outdoor entertaining. Conveniently located near parks, schools, shopping, and dining, this move-in-ready Casselberry home is the perfect place to start your next chapter.

Listing is courtesy of: WESTIN REALTY GROUP (407-782-7799)

Listing Agent: Michael Mullvain (407-782-7799)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Short Sale – Stunning Turn-Key Home in Desirable Seminole County Don’t miss this incredible opportunity to own a beautifully maintained 4-bedroom, 3.5-bath home built in 2013, offering 2,148 heated square feet and 2,768 total square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the open and inviting layout complemented by elegant tile flooring throughout the main living areas. The spacious primary suite is a true retreat, featuring a custom-built closet designed for both style and functionality. The two-story floor plan provides 940 square feet on the first level and 1,208 square feet upstairs, creating a seamless flow with ample room for everyday living and entertaining. Enjoy outdoor relaxation on the finished/open porch, plus the convenience of a 400 sq ft attached garage. Situated on a 5,724 sq ft lot in highly sought-after Seminole County, this home offers comfort, quality, and location all in one. Short sale – lender approval required. A rare chance to secure exceptional value in a prime area.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Fina Perez (407-780-6680)

Remarks: Under contract-accepting backup offers. Under contract-accepting backup offers. Multiple Offers..Highest and best by 5:00p.m. Mon. May 18th Discover and enjoy this GREAT VALUE at 1434 Lakeshore Drive, Casselberry! This spacious 4-Bedroom, 2-Bath Pool Home sits on quarter-acre lot with NO HOA, giving you the freedom to bring all your toys: Boats, Jet Skis, Trailers, RVs, and more! Property also has Walk-In Storage Shed/Shop, extra Concrete Parking Areas, Wood Fenced Yard with Access Gates, Fire Pit Area and New Air Conditioning System. Enjoy Florida living with your own Above-ground Pool and Screened Patio; perfect for relaxing and entertaining. Inside, you'll find large Wood Kitchen with Stainless Steel Appliances & Sink, comfortable living spaces with Cathedral Ceilings & Luxury Vinyl and laminate Floors with plenty of room for family and guests. Located in a highly desired school district and close to dining, shopping and major roadways, this home offers the perfect combination of space, convenience, and flexibility. Don't miss this unusual opportunity to have it all at a GREAT PRICE.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Dawn Taylor (407-929-1958)