Homes for Sale Between $300,000 to $400,000 in Casselberry, FL

3 Beds ⋅ 2 Baths ⋅ Summerset North Sec 2 SubDv. ⋅ 32707 Zip Code

Welcome home to this beautifully updated 3-bedroom, 2-bathroom pool home, perfectly situated on almost a third of an acre with fantastic curb appeal and mature, lush landscaping that sets the tone before you even step inside. Step through the front door to find wood-look tile flooring flowing seamlessly throughout the entire home—stylish, durable, and easy to maintain. The updated kitchen is a true showstopper, featuring rich dark wood cabinetry, elegant granite countertops, a stunning tile backsplash, and sleek stainless steel appliances, creating the perfect space for cooking and entertaining. Both bathrooms have been tastefully updated, and blinds adorn every window throughout the home for privacy and polish. Out back, escape to your own private oasis. The screen-enclosed back porch overlooks a beautiful pool with concrete decking, complemented by a paver walkway leading the way. The fully fenced backyard offers plenty of room to relax or entertain, complete with a cozy firepit—ideal for cool evenings under the stars. With a 2-car garage and thoughtful updates throughout, this home offers the perfect blend of comfort, style, and outdoor living. Previous owners installed a new roof in 2016. Don't miss your chance to make it yours! Schedule your private showing today.

502 Benedict Court, Casselberry

$399,500

4 Beds ⋅ 2 Baths ⋅ Sterling Park SubDv. ⋅ 32707 Zip Code

So much house for the money with this large 4 bedroom 2 bath home inside a quiet cul de sac location only minutes to Maitland, Winter Springs Winter Park and downtown Orlando. As you enter, you'll immediately notice the soaring ceilings in the spacious great room area along with the oversized pass-through breakfast bar that connects the kitchen to the dining room. All bedrooms are generously sized, especially the primary suite, which features a large vanity and a separate glass-enclosed shower. Newer luxury vinyl plank flooring extends throughout several of the bedrooms, while tile flooring leads from the entryway through the kitchen and informal dining area—meaning there is no carpet anywhere in the home. The kitchen offers abundant cabinet and counter space, a large walk-in pantry, and newer stainless steel appliances. Just beyond the Living room, a 20-foot screened porch provides the perfect setting for morning coffee, outdoor dining, and weekend grilling. Storage is plentiful with an attic access stairwell, built-in garage shelving plus workbench and a 12' x 10' aluminum shed that can easily accommodate tools, equipment, and outdoor gear. Recent updates include a High-efficiency Carrier A/C system (less than 5 years old), a Side-by-side refrigerator with ice and water dispenser in the door (less than 2 years old), A Newer shingle roof (2021), Luxury vinyl tile flooring (2024), All new exterior paint (2026), Epoxy garage floor, washer and dryer, plus paddle fans throughout the whole home. Residents of Sterling Park enjoy access to a community picnic and playground area, a secure swimming pool, and a basketball court. Future recreational opportunities are on the horizon as the former Deer Run Golf Course is being transformed into The Deer Run Community Park. Planned amenities include more than four miles of trails and boardwalks, along with a renovated community center, creating an exceptional outdoor destination within Seminole County's natural landscape. All schools are close by and Sterling Park Elementary is inside the neighborhood for easy access. Make your appointment to see this one today!

298 Quail Court, Casselberry

$395,000

3 Beds ⋅ 2 Baths ⋅ Wil O' Wik SubDv. ⋅ 32707 Zip Code

Don’t miss this beautifully updated 3-bedroom, 2-bathroom home located in the highly desirable Wil O Wik neighborhood of Seminole County with $25K in UPGRADES! Tucked away on a quiet dead-end street and zoned for top-rated schools, this charming property offers the perfect blend of comfort, convenience, and style. The welcoming living room offers a cozy space to relax and unwind, while the sleek eat-in kitchen centrally located at the heart of the home boasts a newly renovated kitchen (2024) with soft close white shaker cabinets, granite countertops, a large deep stainless-steel sink & a spacious island with built-in storage ideal for cooking, dining and entertaining. Natural light fills the space through large windows, French doors, and sliding glass doors, creating a fresh and airy atmosphere throughout the main living areas. A generous dining space easily accommodates a large table, perfect for family meals or entertaining guests. The spacious primary suite boasts vaulted ceilings, views of the backyard, two walk-in closets, and a private en-suite bathroom with a walk-in shower. On the opposite side of the home are two additional bedrooms, a full guest bathroom, and a convenient laundry closet. The guest bathroom provides access to the screened-in lanai already “pool planned” and full of backyard potential. Step outside and enjoy Florida living year-round on the lanai, overlooking a fully fenced backyard with mature landscaping and plenty of room to relax, garden, or play. Recent updates include the freshly painted interior (2025), original Spanish tile flooring revealed and restored in living areas (2024), NEW waterproof luxury vinyl installed in the bedrooms (2024), Roof (2018) with NEW gutters (2024), and a NEW HVAC (2024). This home combines classic Florida charm with modern updates in a prime location just minutes from everything Orlando has to offer!

818 Wil O Wik Drive, Casselberry

$389,900

4 Beds ⋅ 2 Baths ⋅ Summerset North SubDv. ⋅ 32707 Zip Code

Fully renovated 4-bedroom, 2-bath block home on a fenced 8,030 sq ft lot in Summerset North, with no HOA. The living, dining, and kitchen open to each other under wide-plank luxury vinyl, and the kitchen carries the room: white shaker cabinets, quartz counters, a full prep island, patterned blue and white tile backsplash, matte black fixtures, and a stainless appliance package. Both baths are new to the studs, including a walk-in rain shower over herringbone stone tile and a second bath with a backlit LED mirror, floating wood vanity, and tub. Fresh paint inside and out, new fans and lighting throughout, and a 2-car garage with an epoxy-coated floor. Sliding doors lead to a big fenced backyard with a patio and room to add a pool. Minutes from Red Bug Lake Park, SR 436, and the 417, with Winter Park and Oviedo a short drive away. Flood Zone X. Nothing left to do here but move in.

31 Winding Ridge Road, Casselberry

$385,000

3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code

Welcome to Legacy Place—where style, function, and low-maintenance living come together in this beautifully maintained townhome. Built in 2022 and offering 3 bedrooms, 2.5 bathrooms, 1,806 square feet, and an attached 2-car garage, this move-in ready home delivers the benefits of newer construction without the wait. Step inside to a bright open-concept floor plan where abundant natural light streams through oversized windows and sliding glass doors, creating a warm and inviting atmosphere throughout. Designed for both comfortable everyday living and effortless entertaining, the spacious living, dining, and kitchen areas flow seamlessly together, enhancing the home's sense of openness and connection. The kitchen is a true focal point of the home, appointed with 42-inch solid wood cabinetry, stainless steel appliances, granite countertops, a large center island with breakfast bar seating, a dedicated coffee bar, and an oversized walk-in pantry. Both elegant and highly functional, the space is perfectly suited for everyday living, effortless entertaining, and gathering with those who matter most. Beautiful wood-plank tile flooring extends throughout the first floor, creating a clean, cohesive designer feel. Sliding glass doors seamlessly blend indoor and outdoor living, leading to a private patio—an inviting extension of the home that's perfect for grilling, morning coffee, or relaxing around a fire pit on cooler Florida evenings. The first floor features all main living areas along with a conveniently located guest bath, while the upstairs layout offers privacy and separation from the home's entertaining spaces. The spacious primary suite serves as a peaceful retreat, featuring a generous walk-in closet, dual-sink vanity, walk-in shower, and private water closet. Two additional bedrooms, a full guest bath, and the conveniently located upstairs laundry area complete the second floor. Storage is abundant throughout the home, offering practical solutions that make everyday living easy and organized. Additional highlights include a ROOF, A/C, and WATER HEATER all NEW in 2022 providing valuable peace of mind and long-term value. Ideally located in Legacy Place, residents enjoy quick access to SR-417 and I-4, providing convenient connections to Winter Park, Oviedo, downtown Orlando, shopping, dining, and major employment centers. Community amenities include a dog park, playground, grilling area, putting green, Yoga lawn, community exercise path, and a permanent cornhole set-up, creating opportunities to enjoy the Florida lifestyle close to home. Beautifully maintained, thoughtfully designed, and perfectly located—this exceptional townhome offers the ideal combination of comfort, convenience, and modern living. Don't miss this opportunity! Schedule your private showing today.

942 Legacy Winds Way, Casselberry

$384,999

3 Beds ⋅ 2 Baths ⋅ Carriage Hill Unit 1 SubDv. ⋅ 32707 Zip Code

Welcome to 4 Carriage Hill Circle, a spacious and inviting pool home nestled on a generously sized lot in the established Carriage Hill community. This well-designed residence features a versatile split-bedroom floor plan with multiple living spaces, including separate living, dining, and family rooms, offering flexibility for entertaining, relaxing, or working from home. Additional highlights include a spacious bonus room, a large indoor laundry room with plenty of storage, dual-zone air conditioning for improved comfort and efficiency, and mature landscaping that enhances the home's curb appeal. Conveniently located near shopping, dining, major roadways, parks, and top-rated Seminole County schools, this home offers the perfect blend of space, comfort, and convenience. Don't miss the opportunity to make this versatile Florida pool home your own!

4 Carriage Hill Circle, Casselberry

$375,000

4 Beds ⋅ 2 Baths ⋅ Seminole Sites SubDv. ⋅ 32707 Zip Code

Virtually Staged. Welcome to 420 Nantahala Ct, Casselberry, FL Welcome home to this beautifully updated 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in Casselberry. Featuring a desirable open floor plan, remodeled flooring, and a private vinyl-fenced backyard, this home offers a comfortable and inviting layout designed for both everyday living and entertaining. Step inside to a spacious living area with remodeled floors that provide a fresh, modern look and a seamless flow throughout the main living spaces. The open-concept design connects the living, dining, and kitchen areas, creating an ideal setting for family gatherings and entertaining guests. The four-bedroom, two-bathroom layout provides plenty of flexibility for family, guests, a home office, or additional living space. Enjoy the Florida lifestyle in the private backyard, enclosed by a vinyl privacy fence that provides added seclusion and creates a great space for outdoor entertaining, pets, or simply relaxing. The home also features a water softener system installed in 2019, which was professionally serviced in July 2025, providing added convenience and comfort for the next homeowners. For added peace of mind, the property is equipped with a Vivint security system featuring cameras and sensors, with the capability to connect with local first responders. The current monthly service cost is $40.00, and the remaining equipment balance is $2,066.73, with payments of $75.00 per month. The security system may convey with the property to the new owners, or, if preferred, it can be completely uninstalled prior to closing. Conveniently located near shopping, dining, parks, schools, and major roadways, 420 Nantahala Ct offers the perfect combination of updated interior living, outdoor privacy, modern conveniences, and a convenient Casselberry location. Move-in ready and thoughtfully improved, this home is ready for its next chapter. Come see everything 420 Nantahala Ct has to offer!

420 Nantahala Court, Casselberry

$374,900

4 Beds ⋅ 3 Baths ⋅ Duck Pond Add To Casselberry SubDv. ⋅ 32707 Zip Code

Up to $10,000 available toward buyer’s closing costs and prepaid expenses with an acceptable offer. If closing cost assistance is not needed, the $10,000 may be applied toward a purchase price reduction, subject to mutually agreed-upon terms. Even better, the big-ticket updates are already done! This beautifully remodeled home features a brand-new roof, brand-new AC system, and brand-new water heater—all completed in 2026—giving the next owner comfort and peace of mind from day one. Inside, you’ll find four bedrooms, three full bathrooms, a dedicated office, two separate living areas, and a flexible layout with plenty of room to live, work, entertain, and relax. Fresh paint, recessed lighting, and stylish modern finishes create a bright, polished feel throughout the home. The fully redesigned kitchen is ready to impress with brand-new stainless steel appliances, sleek cabinetry, updated countertops, elegant brass accents, and a contemporary design that makes it the true heart of the home. Need extra space? The second living area is perfect for a media room, playroom, game room, or lounge, while the dedicated office can also be used as a study, gym, or creative space. The versatile layout may also provide excellent possibilities for buyers or investors seeking flexible living arrangements, subject to applicable zoning and regulations. When it’s time to get outside, enjoy nearby favorites like Secret Lake Park, Lake Concord Park, the Casselberry Greenway Trail, and Red Bug Lake Park. With easy access to SR 436 and US 17-92, commuting throughout Central Florida is simple and convenient. This move-in-ready home brings together a prime location, major 2026 upgrades, modern finishes, and a layout designed for today’s lifestyle. Just unpack and start enjoying your new home!

1375 Lake Drive, Casselberry

$369,900

4 Beds ⋅ 2 Baths ⋅ Secret Lake SubDv. ⋅ 32707 Zip Code

Welcome to Casselberry's Secret Lake community. This home is Spacious, Move-In Ready, and offers 4 Bedrooms, 2 Full Bathrooms with a Split Floorplan. There is ample parking under the Carport and in the Circular Driveway. Inside the home, you'll find an Open Split-Level Floor Plan with 2 Bedrooms and a Full Bathroom on one side of the home AND 2 more Bedrooms and a Full Bathroom on the other side of the home giving your family LOTS of extra space and privacy. The Kitchen comes equipped with Real Wood Cabinets, Granite Countertops, and Stainless Steel Appliances including Fridge, Dishwasher, Built-In Microwave, and Stove. The Primary Bedroom is Extra Large with Double Closets and it's own private entrance. The house was REMODELED in 2020 including NEW Roof, Windows, AC, Water Heater, Electrical Panels, New Flooring throughout and Re-Plumb. Inside Laundry Closet with Washer & Dryer are included. The back yard is fully fenced and at the back of the yard is Secret Lake running behind some of the houses on Seminola Blvd and Secret Way. This location is very convenient and close to major highways US 1792, Semoran Blvd, and Red Bug Lake Rd where there are lots of Restaurants, Shops, Grocery Stores, Gyms, and outdoor activities with Casselberry Golf Course nearby and everything else you need is right at your fingertips.

324 Seminola Boulevard, Casselberry

$369,900

3 Beds ⋅ 3 Baths ⋅ Northshore Rep SubDv. ⋅ 32707 Zip Code

Lakefront Florida living at its finest! Welcome to 872 Bay Lake Court, a beautifully renovated 3-bedroom, 3-bath lakefront townhouse offering comfortable living in the heart of Casselberry and chain of lakes access. Designed with a practical two-story layout, this home blends comfort, style, and everyday functionality. Abundant natural light fills the interior, creating a warm and inviting atmosphere throughout. Adding to its appeal, the roof was replaced in July 2026, providing valuable peace of mind for the new owner. The thoughtfully designed floor plan features spacious living and dining areas with plenty of room to relax, gather, and entertain. One bedroom and a full bathroom are conveniently located on the first floor, offering flexibility for guests, multigenerational living, or those seeking first-floor accommodations. The former garage has been professionally converted into additional living space, creating a versatile flex room that can easily serve as a private home office, media room, fitness area, playroom, or hobby space to fit your lifestyle. Outdoor living is a standout feature with a covered and screened patio overlooking the lake. This peaceful retreat is perfect for enjoying your morning coffee, dining outdoors, or simply unwinding while taking in the tranquil water views. Conveniently located next door to the community boat ramp, with chain of lakes access, this home offers unlimited connection to outdoor recreation and the beauty of its natural surroundings. Ideally located in Casselberry, the property is close to shopping, dining, parks, schools, and everyday conveniences. Residents enjoy easy access to nearby lakes, walking trails, community recreation, major roadways, Winter Park, Maitland, Altamonte Springs, and many other Central Florida destinations, making this an exceptional place to call home. **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.**

872 Bay Lake Court, Casselberry

$369,500

3 Beds ⋅ 2 Baths ⋅ Summerset North Sec 5 SubDv. ⋅ 32707 Zip Code

Welcome to 377 Jefferson Drive — a fully renovated, move-in-ready home where every major update has already been done for you. Step inside to discover a stunning new kitchen showcasing upgraded quartz countertops, modern cabinetry, and all-new finishes. Both bathrooms have been completely updated, and new flooring flows throughout the entire home. Fresh interior paint gives every room a bright, crisp feel. All-new interior and exterior doors, updated hardware, and new light fixtures add a polished, cohesive look from every angle. Outside, lush new sod enhances the curb appeal and sets the tone from the moment you arrive. Rest easy knowing the roof is only 1 year old, the HVAC system is brand new, the water heater has been replaced, and the electrical panel has been fully updated — four of the biggest investments a homeowner can make, already taken care of. Perfectly situated in Casselberry with easy access to SR-436, US-17-92, and the 417, placing you minutes from Altamonte Springs, Winter Springs, and major employment corridors. Seminole County schools, parks, restaurants, and retail are all close by. This is the turnkey opportunity buyers are searching for — schedule your private showing today before it's gone!

377 Jefferson Drive, Casselberry

$369,000

3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code

WHY WAIT TO BUILD when you can have your very own (almost) brand new energy-efficient home ready to move in! This townhouse features 42 Inch Upper Cabinets with Crown Molding. 15x15 Extended Ceramic Tile Flooring. Granite Countertops. Stainless Steel Kitchen Appliances. The kitchen overlooks the spacious great room making entertaining guests a breeze. Enjoy your morning cup of coffee on your front porch or covered lanai. The closet downstairs and walk-in closets in each bedroom provide plenty of storage for everyone. Legacy Place is in the desirable Casselberry submarket only a few miles from SR-417 and I-4 providing easy access to major employment centers. This charming community is a short drive to Oviedo and Winter Park shopping, dining, and entertainment including the Oviedo Mall, Park Avenue and Winter Park Village. Community amenities include a yoga lawn, dog park, putting green, grilling area, and tot lot. The energy-efficient features provide you live a healthier and quieter lifestyle while saving money on utility bills. Home comes with a Level 2 electric car charger. Buyers are motivated to sell!

964 Legacy Winds Way, Casselberry

Homes for Sale in Casselberry, FL Between $300,000 to $400,000

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