Casselberry Homes under $500,000

Casselberry Homes under $500,000

Welcome to Casselberry, Florida – a hidden gem nestled in the heart of Seminole County! This charming city offers a perfect blend of suburban tranquility and vibrant community life, making it an ideal place for families, young professionals, and retirees alike. With beautiful parks, serene lakes, and a rich tapestry of cultural experiences, Casselberry is a community that truly feels like home.

One of the standout features of Casselberry is its affordability in the housing market. If you're searching for a place to call your own without breaking the bank, you’ll be delighted to discover an array of homes available for under $500,000. From cozy single-family homes to modern townhouses, there’s something for everyone in this price range. Many of these properties boast spacious backyards, updated kitchens, and proximity to excellent schools and amenities, ensuring you can enjoy a comfortable lifestyle without the hefty price tag.

The city is also known for its vibrant arts scene, with local galleries, theaters, and community events that foster a sense of belonging and creativity. Outdoor enthusiasts will love the numerous parks and recreational areas, perfect for picnics, hiking, and enjoying Florida’s beautiful weather year-round.

With its friendly atmosphere and diverse housing options, Casselberry is not just a place to live; it’s a place to thrive. Explore your opportunities in this delightful city today, and discover why so many people are proud to call Casselberry home!

Newest Casselberry Homes under $500,000

1000 Lake Of The Woods Boulevard Unit 202B, Fern Park
$137,000
1 Beds ⋅ 1 Baths ⋅ Ashwood Condo SubDv. ⋅ 32730 Zip Code
Welcome to this immaculate 1-bed, 1-bath condo with an open layout, spacious light-filled living room, functional kitchen with plenty of storage, and a peaceful primary bedroom with a generous closet. THIS CONDO INCLUDES ONE ASSIGNED PARKING SPACE DIRECTLY IN FRONT OF THE UNIT ALONG WITH AMPLE GUEST PARKING. Residents and guests get to enjoy exclusive access to the community’s pool, clubhouse, laundry facilities and courtyard. SIGNIFICANT RECENT HOME IMPROVEMENTS INCLUDE: VANITY, TOILET AND DOORS (2/2023), BUILT IN SHELVING (2/2023), REFRESHED KITCHEN CABINETS WITH PAINT AND ADDED BACKSPLASH 2/2023), REPLACED DISHWASHER (8/2024). Located just minutes away from everything Orlando has to offer don’t wait and schedule your private tour today!

1000 Lake Of The Woods Boulevard Unit 202B, Fern Park
120 Buck Court, Casselberry
$375,000
3 Beds ⋅ 2 Baths ⋅ Deer Run Unit 6 SubDv. ⋅ 32707 Zip Code
Welcome to this inviting 3-bedroom, split-floor-plan home nestled on a quiet cul-de-sac in the desirable Deer Run community! Designed for comfortable living and entertaining, this home features a spacious living room with a vaulted ceiling and wood-burning fireplace, creating a warm and welcoming atmosphere. The living room flows seamlessly into a large Florida room, offering additional living space perfect for relaxing, entertaining guests, or enjoying the Florida lifestyle year-round. The kitchen features a convenient eat-in dining area, ideal for casual meals and everyday gatherings. The thoughtfully designed split-bedroom floor plan provides added privacy between the primary suite and secondary bedrooms. Located on a peaceful cul-de-sac, this home offers a wonderful opportunity to enjoy comfortable living in an established community. Come discover all the possibilities this Deer Run home has to offer! Conveniently located near retail, restaurants, outdoor recreation and major highways. You don't want to miss this opportunity! Schedule your private showing today!

120 Buck Court, Casselberry
14 Apple Hill Hollow, Casselberry
$375,000
3 Beds ⋅ 2 Baths ⋅ Carriage Hill SubDv. ⋅ 32707 Zip Code
Lovely Casselberry home on an over 8,000 square foot lot - with all the important updates! Upon entry, you will find an open format living area, and a view of the lovely kitchen to the left. The kitchen features newer cabinetry and granite, as well as stainless steel appliances included in the sale (washer/dryer in garage included as well) and a cute breakfast nook. The living is bright and open, and features a separate dining area as well, with the view of the spacious backyard, and entry to the covered patio! Past the kitchen and living, you will find the hallway full bathroom to your left, and two bedrooms to your right. Down the hall on your left is the ensuite master bedroom, perfectly sized, and the updated ensuite full bath. This home features an over 550 sqft garage, newer windows, newer water heater, newer A/C, and less than 10 year old roof! This home is perfectly located off of 436 - close to everything, and features an amazing backyard perfect for those cooler fall nights to enjoy with family and friends! Come see this home today!

14 Apple Hill Hollow, Casselberry
209 Plaza Oval, Casselberry
$495,000
4 Beds ⋅ 3 Baths ⋅ Sunset Manor SubDv. ⋅ 32707 Zip Code
STUNNING COMPLETELY RENOVATED 4-BEDROOM, 3-BATH HOME IN CASSELBERRY! This beautifully updated, move-in-ready home offers the feel of new construction with major upgrades throughout. Features include a NEW ROOF, NEW A/C, COMPLETE RE-PIPE, COMPLETE RE-WIRE, NEW SEWER LINES, and an additional laundry area. The interior features durable tile flooring, fresh interior and exterior paint, and a modern, refreshed look throughout. Seminole County classifies this property as WATERFRONT, offering a beautiful setting and added appeal. With extensive renovations already completed, this home is ready for its new owners to move in and enjoy. Don't miss this exceptional opportunity in Casselberry!

209 Plaza Oval, Casselberry
963 N Jerico Drive, Casselberry
$415,000
3 Beds ⋅ 2 Baths ⋅ Orange Grove Park Unit 01 SubDv. ⋅ 32707 Zip Code
Welcome to this charming, updated single-story home in the desirable Orange Grove Park community, ideally located in the heart of Seminole County along the sought-after Red Bug Lake Road corridor. Situated on a beautifully landscaped lot of nearly ¼ acre, this 3-bedroom, 2-bath home offers modern updates, comfortable living spaces, and an impressive outdoor setup. Inside, you'll find an open-concept living and dining area with vinyl flooring throughout, along with an updated kitchen featuring granite countertops, white cabinetry, and a window overlooking the backyard. Both bathrooms have also been updated, and the convenient inside laundry room features a stylish sliding barn door. Sliding glass doors lead to the covered and enclosed patio and a spacious backyard designed for enjoying the Florida lifestyle. The outdoor space features an outdoor kitchen, fireplace, storage shed, irrigation system, and plenty of room to relax or entertain. The attached two-car garage offers additional convenience with wall-mounted storage racks. Additional improvements include a new roof installed in 2024 and a whole-home water filtration system, giving you the benefit of major improvements already completed. Orange Grove Park offers private pedestrian access to popular Red Bug Lake Park, where you'll find a playground, tennis, volleyball and basketball courts, picnic pavilions and BBQ grills, baseball and soccer fields, walking trails, and a boardwalk leading to the lake and fishing pier. Red Bug Elementary is just a short walk away, and the home is also convenient to the Casselberry Aquatics Center and Park, shopping, dining, and entertainment. With easy access to SR-417 and I-4, commuting throughout the greater Orlando area is a breeze. A wonderful opportunity to enjoy an updated home, generous outdoor space, and a convenient Seminole County location!

963 N Jerico Drive, Casselberry
761 Bayou Drive, Casselberry
$249,900
4 Beds ⋅ 2 Baths ⋅ Lake Kathryn Park 4th Add SubDv. ⋅ 32707 Zip Code
Beautifully renovated four-bedroom, two-bath manufactured home in Casselberry featuring a fresh, modern interior and inviting outdoor living space. New luxury vinyl plank flooring flows throughout, complemented by freshly textured and painted ceilings, new wall paint, updated fixtures, new doors, and new baseboards. The kitchen features new hardwood cabinetry with soft-close functionality, quartz countertops, and stainless steel appliances—an attractive space for everyday cooking and entertaining. Both bathrooms have been newly renovated with quartz countertops, new showers, and updated fixtures for a clean, contemporary finish. Enjoy your morning coffee or unwind in the new screened enclosure, with a new fence adding to the yard’s appeal. A metal roof rounds out the home’s extensive features. With thoughtful updates throughout, 761 Bayou Drive offers a welcoming blend of style, comfort, and functionality. Schedule your showing today!

761 Bayou Drive, Casselberry
271 Hill Street Unit 271, Casselberry
$230,000
2 Beds ⋅ 2 Baths ⋅ Southport Condo SubDv. ⋅ 32707 Zip Code
Are you looking for an affordable property in a good neighborhood? This Remodeled and Turnkey 2-bedroom, 2-bath condo is easy to maintain and has so many upgrades including: Flooring / Interior Paint / Bathrooms / Countertops / Doors and much more! Hard to find single story condo with garage and low HOA. Inside, you’ll find a bright and large living area with vaulted ceilings and plenty of natural light, plus a screened-in patio that extends your living space and provides a nice area to entertain guests or relax. The primary bedroom features an ensuite bath, while the second bedroom and full guest bath provide flexibility for guests or a home office. A one-car garage adds convenient parking and additional storage. Great central location in Casselberry, close to shopping, restaurants and major roadways. *All information is intended to be accurate but is not guaranteed.

271 Hill Street Unit 271, Casselberry
635 Woodridge Drive, Fern Park
$320,000
3 Beds ⋅ 2 Baths ⋅ Lake Of The Woods Sec 05 Twnhs SubDv. ⋅ 32730 Zip Code
This townhome is in the highly sought-after Lake of the Woods community in Seminole County. If you’re looking for the carefree life-style, this is it. This spacious corner unit offers the Birch floorplan with lots of natural light plus 3 Bedrooms and 2 baths in this updated home. You enter the large bricked private courtyard though an Iron Gate to the front door. Inside you’ll enter the foyer to the fully equipped eat-in kitchen with new cabinets, solid surface counters, stainless appliances, deep splash sink, and pass-thru to dining, large pantry and sliding doors to the courtyard. Spacious living room with dining area and vaulted ceiling, the family room overlooks the back yard. There are two bedrooms and a guest bath in the front of the home and the large master suite and bath is in the back. The master bath has two sinks, a shower and a walk–in closet. Other extras include a 2 car garage, washer & dryer, electric panels 2020, AC 2021, re-plumbed 2021, water heater 2024, new roof 2025 and the driveway was replaced in 2018. This townhome is conveniently located with easy access to Maitland Blvd., I-4 and major highways, near hospital, restaurants, shopping, schools, the mall and Uptown Altamonte. Beautiful community pool that overlooks the lake. The Lake of the Woods community offers great amenities, an Olympic sized pool and kiddie pool, basketball courts, clubhouse, fitness center, tennis and pickleball courts, playground, gazebo, fishing pier and a clubhouse that features an exercise room, sauna, game room with ping-pong and pool tables, a library with books, videos and puzzles. Property may be under video/audio surveillance.

635 Woodridge Drive, Fern Park
1016 Wolf Trail, Casselberry
$349,900
3 Beds ⋅ 2 Baths ⋅ Seminole Sites SubDv. ⋅ 32707 Zip Code
Welcome to 1016 Wolf Trl in Casselberry! This well-maintained 3-bedroom, 1.5-bath single-family home offers a great combination of comfort, valuable recent improvements, and generous outdoor space. Major improvements include a new A/C 2025, electrical 2025, water heater 2026, fresh exterior paint, renovated main bathroom, screened lanai, huge backyard, and clean/well-maintained kitchen. Enjoy Florida living from the screened lanai, ideal for relaxing, entertaining, or enjoying your morning coffee. The lanai opens to a huge backyard with plenty of space for outdoor entertaining, gardening, pets, play areas, or creating your own private backyard retreat. Conveniently located in Casselberry with easy access to shopping, dining, parks, schools, and major roadways. With many of the major improvements already completed, a spacious backyard, and inviting outdoor living space, this home is ready for its next owner. Schedule your private showing today!

1016 Wolf Trail, Casselberry
1000 Lake Of The Woods Boulevard Unit 202H, Fern Park
$138,900
2 Beds ⋅ 2 Baths ⋅ Ashwood Condo SubDv. ⋅ 32730 Zip Code
Welcome to this well-appointed 2-bedroom, 2-bathroom second-floor condominium offering a spacious and functional layout in a convenient Central Florida location. The interior features tile flooring throughout, neutral finishes, abundant natural light, ceiling fans, and generous closet space. The kitchen is equipped with granite countertops, stainless-steel appliances, ample cabinetry, and a breakfast bar that opens to the main living area. Both bedrooms have comfortable proportions and ample storage, while the two full bathrooms feature granite-top vanities and tub/shower combinations. An interior laundry closet provides added convenience. One of the home's standout features is the spacious screened-in balcony, accessible directly from the living area and overlooking the community's beautifully maintained courtyard and green space—an inviting setting to enjoy Florida's year-round climate. Residents can enjoy community amenities including a swimming pool, gazebo, landscaped common areas, and walking paths. Ideally situated near Maitland, Winter Park, and Altamonte Springs, with convenient access to shopping, dining, entertainment, and major roadways. A wonderful opportunity to own a 2-bedroom, 2-bath condo in a centrally located community. Schedule your private showing today!

1000 Lake Of The Woods Boulevard Unit 202H, Fern Park
1158 Calle Del Norte Unit C, Casselberry
$169,000
1 Beds ⋅ 1 Baths ⋅ Marbeya Club Condo SubDv. ⋅ 32707 Zip Code
Virtually Staged. LOCATION, LOCATION, LOCATION!! Adorable and affordable 1-bedroom, 1-bath, second-floor condo located in the desirable LAKEFRONT community of Marbeya Club on Lake Howell. This well-maintained home features bright, open living spaces with New DOUBLE-PANE; LOW-E, (With TRANSFERABLE WARRANTY) front WINDOWS and back SLIDING GLASS DOOR leading to a spacious screened-in porch for that morning cup of coffee or a peaceful evening relaxing, not to mention Cooling and Heating SAVINGS. Ceramic tile flooring throughout the Condo for easy cleaning. A full-size washer and dryer are included in a dedicated laundry room off the porch, providing additional storage space. 2026 New Windows and Sliding Glass Door (permitted), 2024 New Electrical Panel and New Roof (permitted by Community), 2023 New dryer, and 2021 New A/C. With all of these updates and the building’s concrete-block construction and ample community parking and storage parking (with registration with the office) really adds to the home’s value. Marbeya Club offers true Florida lakefront living with a community boat ramp, boat dock (first come, first served), fishing pier, lakefront pool, clubhouse with kitchen, and beautiful water views throughout. Bring your boat, kayak, or paddleboard and enjoy stunning sunrises over Lake Howell. Conveniently located near Howell Branch and Semoran, the community is just minutes from Park Avenue, COSTCO, Altamonte Mall, Maitland Center, Full Sail University, and major highways including the 408 and the 417. Easy access to Downtown Orlando, UCF, and Orlando International Airport. Schedule your private showing today.

1158 Calle Del Norte Unit C, Casselberry
1319 Quintuplet Drive, Casselberry
$464,000
3 Beds ⋅ 3 Baths ⋅ Sportsmans Paradise Rep Of A Pt Of SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to a home where distinctive architecture, generous living space, and an established Casselberry setting come together in something anything but ordinary. This 4-bedroom, 2 bath home is wood-frame A frame giving more than 2,000 sqft of character filled living space, with soaring lines and spacious interior designed for gathering, entertaining, and everyday living. Step outside and the property resembles even more. Spend Florida days by the pool, gather around the fire pit in the evenings, or take advantage of direct access to Lake Marie from your backyard. Pick limes and pineapple from backyard plants adding a little to this wonderful landscape. Tucked along a quiet street yet minutes from dining, shopping, and everything that is needed. If you're looking for a home that doesn't look or live like everything else on the market, you've found it.

1319 Quintuplet Drive, Casselberry
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