Casselberry, FL Homes for Sale under $500,000

Located in the highly desirable Casa Aloma neighborhood of Winter Park, this updated 3-bedroom, 2-bath, 2,083 sq ft home offers Spanish architectural combined with thoughtful modern improvements. Built in 1969, the home features concrete block construction on a concrete foundation, providing durability and peace of mind. Situated on a corner lot with updated landscaping, the property offers

Brian Bauer SOUTHERN LAND & HOMES

Beautiful and meticulously maintained home located in the heart of Casselberry with NO HOA, offering an excellent combination of comfort, functionality, and outdoor living. This property features 4 bedrooms and 2 bathrooms with a bright open-concept layout and high ceilings that enhance the sense of space throughout the main living areas. The kitchen is well designed for everyday living and

Jonathan Casique PM ELITE REALTY LLC

COME take a look at this Beautiful Ranch Style Home in the heart of Casselberry. This Single-Story Home sits on .25 acres and offers all the comfortness of home in a quiet and peaceful setting in the small community of Spicewood. Once you enter the home, you'll notice the Tall VAULTED Ceilings throughout the Living Room as well as the openess of the Kitchen, Dining Room, and Living Room areas.

JoAnna Browning MAINFRAME REAL ESTATE

Discover comfortable Winter Park living in this bright and stylish 3-bedroom, 2.5-bathroom corner-unit townhome located in the gated Grayson Square community. Abundant natural light fills the open-concept living area, which flows seamlessly to a covered lanai that’s perfect for relaxing mornings or quiet evenings. The modern kitchen includes stainless steel appliances, quartz countertops, and

Denise Del Castillo LPT REALTY, LLC

Price Reduced | Best Value in Grayson Square! Step into effortless style and modern comfort in this beautifully crafted 2024 townhome, now priced to sell in Winter Park’s gated Grayson Square community. From the moment you arrive, the home’s sleek curb appeal and smart features set the tone, including keypad entry, smart lighting, and thoughtful upgrades throughout. Inside, the open-concept main

Erica Diltz BALDWIN PARK REALTY LLC

Located in the desirable South Division of Sunset Oaks, Seminole County, this charming single-family home offers 4 spacious bedrooms and 3 modern bathrooms. The property features a lovely backyard, perfect for outdoor gatherings or quiet relaxation. Nestled in a family-friendly neighborhood, this home provides both comfort and convenience, making it an ideal choice for your next chapter.

Richard Roberts ROBERTS & ROBERTS REALTY INC

Located on a corner homesite in the vibrant city of Casabury, this home is a must-see! Welcome to this stunning home in the desirable gated community of Lost Lake, backing up to serene conservation land. This meticulously maintained residence features a spacious layout, enjoy vaulted ceilings throughout the formal living and dining areas, creating an airy and open atmosphere.The oversized master

Kristi Quick RE/MAX TITANIUM GROUP

Beautifully updated 5-bedroom, 3-bath home with over 2,000 sq ft, including a separate in-law suite, located in the highly desirable Fern Park area. This spacious property offers a flexible layout perfect for multigenerational living, guests, or rental income. The main home features bright open living spaces, a modern kitchen, and generously sized bedrooms. The private in-law suite includes its

Jason Neves MARK SPAIN REAL ESTATE

Welcome home to 3520 Jericho Drive, a beautifully maintained single family residence nestled in a quiet, established Casselberry neighborhood known for mature trees, generous lot sizes, and a true sense of community. From the moment you arrive, the elongated driveway with space for multiple vehicles and the inviting front porch set the tone for a home designed for both comfort and connection.

Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

Welcome to 301 Hound Run Place, where homeownership dreams transform into reality! Boasting 1,627 square feet, this charming home features three spacious bedrooms and two full baths, and a convenient two-car garage and is skillfully updated living space that's move-in ready. Every detail has been carefully considered, creating a home that seamlessly blends comfort with contemporary style making

Ruby Margaret CHARLES RUTENBERG REALTY ORLANDO

Modern design, Open concept layout, Sleek quartz counter top, All new appliances, New luxury vinyl plank flooring, New lanai upgrade. This beautiful 4 bedrooms and 2 full bath is situated on a 8,250 square feet lot was newly fenced in 2024 which gives a sense of privacy and spaciousness as you enter into the lanai. There is two detached sheds for your storage convenience. This beautiful done was

Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

Preferred Lender rate Incentives available. This beautifully maintained 3-bedroom, 2.5-bath townhome with a one-car garage, located in a newly gated community that offers comfort, style, and convenience. The home features ambient high-hat lighting throughout, creating a warm and modern atmosphere. The spacious kitchen is ideal for everyday living and entertaining, while the open living area is

Irene Navarro LIFESTYLE INTERNATIONAL REALTY

PRICE IMPROVEMENT! INCREDIBLE OPPORTUNITY! 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, beautifully refreshed immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedrooms, 2 full bathrooms and open floor plan. You will notice the enhanced curb appeal from the moment

Jennifer Conrado CHARLES RUTENBERG REALTY ORLANDO

**Single-Family Home with Detached ADU & Pool**Tucked away in a quiet cul-de-sac, this over 2,000 sq. ft. home with a detached Accessory Dwelling Unit (ADU) is a rare find in the highly desirable, non-HOA community of North Orlando Terrace! NEWER ROOF (2022), as well as a massive remodel in 2023 that consisted of NEW kitchen, bathrooms, plumbing, electrical panel, interior/exterior paint,

Elliot Shugan THE SHUGAN GROUP INC

One or more photo(s) has been virtually staged. Huge Price Reduction!!!!! - Motivated Seller!! Welcome to this beautifully maintained 4-bedroom, 2-bathroom pool home nestled in the heart of Maitland, within sought-after Seminole County. Offering over 1,600 square feet of bright and open living space, this home is designed for comfort and functionality. The sun-filled floor plan features an

Dominick Florio RE/MAX TOWN & COUNTRY REALTY

One or more photo(s) has been virtually staged. Price ENHANCEMENT! The best value in the area. Do not miss out on the opportunity to be the next owner of Conifer Avenue!This POOL home is amazing in every way and is truly a must see! Original Owner with incredible pride of ownership. Brand NEW Roof, Brand NEW Water Heater 2025, HVAC 2020, entire replumb and newer windows throughout. Nestled in

Denise Korrey KORR REALTY CORP

Located in the desirable city of Maitland, just three miles from Winter Park’s renowned Park Avenue, this extensively updated 3-bedroom, 3.5-bath townhouse offers modern living in a prime Central Florida location. Tucked within a quiet residential setting and zoned for highly rated Seminole County schools, the home provides easy access to dining, shopping, and entertainment while maintaining a

Veronica Figueroa EXP REALTY LLC

Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, style, and convenience. Situated within a one-mile radius of all that Winter Park has to offer, this well-maintained home truly stands out in terms of location, location, location! The open floor plan is ideal for entertaining, with a spacious living room providing ample space

Carl Mataushek REAL ESTATE FIRM OF ORLANDO

Motivated seller! Brand new townhouse professionally decorated, and available today! Built in 2024, this property offers a great floorplan: with a lot of natural light and coziness. Fall in love with the modern and spacious house located in a prestigious area! Close to shops and markets this is an amazing opportunity for those looking for a quiet neighborhood but close to everything at the same

Priscilla Triska FLORIDA CONNEXION PROPERTIES

SELLER MOTIVATED! Get ready to fall in love with this stunning Winter Park home! Tucked away in a peaceful cul-de-sac, this fully renovated 3-bedroom, 2-bath beauty blends modern style with everyday comfort. Step into the family room and instantly feel the openness of the bright, airy layout. The open floor plan creates a seamless flow from the living area to the brand-new kitchen, making the

Linda Jokbengboon COMPASS FLORIDA LLC