Casselberry, FL Homes under $500,000

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  $452,000

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  2033 Canny Cove, Winter Park, FL 32792

  Step into this stunning townhome and be greeted by an open-concept kitchen, dining, and living area—perfect for entertaining. The modern kitchen is equipped with stainless steel appliances, sleek gray cabinets, and elegant quartz countertops. Upstairs, the Primary Bedroom features a spacious walk-in closet and a luxurious en-suite bathroom with a dual-sink quartz vanity and a private water

  Monica Puche LPT REALTY, LLC

  2033 Canny Cove, Winter Park, FL 32792
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  $414,900

  • 3 Beds
  • 3 Baths
  • 1,892 Sq Ft

  547 Queens Mirror Cir, Casselberry, FL 32707

  Come see this 3 bedroom, 3 bath home with a 2-car garage on an oversized lot in the Queens Mirror neighborhood of Casselberry. This home was built, owned and loved by the same family and is now ready for a new owner! Looking for vintage charm? Then this may be the home you've been searching for! Open the door to the large foyer and you will immediately know that you have stepped into something

  Karen Weathers CHARLES RUTENBERG REALTY ORLANDO

  547 Queens Mirror Cir, Casselberry, FL 32707
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  $440,000

  • 4 Beds
  • 2 Baths
  • 1,765 Sq Ft

  1621 Puritan Ave, Winter Park, FL 32792

  Down Payment Assistance Available! Welcome to 1621 Puritan Ave, a beautifully renovated pool home located in the highly desirable Winter Park area on the Seminole County side. This property qualifies for multiple down payment assistance programs, making it an excellent opportunity for first-time buyers. Recent upgrades include a new roof (2023), resurfaced pool (2023), and an updated A/C system

  Alejandro Colon PREFERRED REAL ESTATE BROKERS

  1621 Puritan Ave, Winter Park, FL 32792
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  $500,000

  • 4 Beds
  • 3 Baths
  • 3,270 Sq Ft

  544 Legacy Park Dr, Casselberry, FL 32707

  Welcome to your new home in the desirable Legacy Park community! Priced to sell quickly, this stunning four-bedroom, three-bath residence boasts a little over 3,200 sq. ft. of spacious living, making it the lowest price per square foot in the area. Built in 2007, this home features a durable roof and a new air conditioning system installed in 2019. The first floor welcomes you with a bright

  Bianca Botelho RE/MAX ASSURED

  544 Legacy Park Dr, Casselberry, FL 32707
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  $469,900 Pre-Foreclosure

  • 3 Beds
  • 2.5 Baths
  • 1,801 Sq Ft

  2037 Canny Cove, Winter Park, FL 32792

  Nestled in the coveted Grayson Square community of highly desired Winter Park, FL, 2037 Canny Cove Lane is a contemporary 3-bedroom, 2.5-bath townhome built in 2023. The open-concept layout features a stylish kitchen with stainless steel appliances, quartz countertops, and ample storage, seamlessly flowing into the spacious gathering room. The owner's suite offers a private retreat with an

  Claire Sims LLC LPT REALTY, LLC

  2037 Canny Cove, Winter Park, FL 32792
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  $409,900

  • 3 Beds
  • 2 Baths
  • 1,885 Sq Ft

  2625 Queen Mary Place, Maitland, FL 32751

  Auction Property. Located in desirable Brittany Gardens, this home offers spacious living areas and a smart, open floorplan — perfect for customization and renovation. Step inside to find a large great room, ideal for entertaining. The generously sized master suite features a luxurious bathroom with a soaking tub, separate shower enclosure, and dual vanities. Additional bedrooms are

  Wade Stafford ALL FLORIDA PROPERTY GROUP,INC

  2625 Queen Mary Place, Maitland, FL 32751
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  /23

  $429,900

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  1842 Puritan Ave, Winter Park, FL 32792

  Step into this beautifully 2024 REMODELED 4-bedroom, 2-bathroom home located in a newly Re-Urbanized area of Winter Park, FL. Fully renovated in 2024, this 1,836-square-foot residence offers modern design, high-end finishes, and peace of mind with major system updates, including a 2022 roof, 2024 water heater, 2024 HVAC, 2024 plumbing, and 2024 electrical system.The interior features a

  Marissa Crawford COMPASS FLORIDA LLC

  1842 Puritan Ave, Winter Park, FL 32792
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  $499,000

  • 3 Beds
  • 2 Baths
  • 1,908 Sq Ft

  1221 Thunder Trail Unit 1, Maitland, FL 32751

  Maitland home UNDER $500k! NEW roof in 2023 and HVAC 2019. Welcome home to this gardener's paradise in Maitland! This 3 bedroom, 2 bathroom, plus office home sits on a lush lot in a cul-de-sac. The open concept main space allows you to entertain large parties with visibility throughout. The expansive fireplace makes a statement alongside the vaulted ceilings. The backyard offers a swim spa and

  Jeanine Rule KELLER WILLIAMS WINTER PARK

  1221 Thunder Trail Unit 1, Maitland, FL 32751
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  $499,900

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1422 Tierra Cir, Winter Park, FL 32792

  INCREDIBLE OPPORTUNITY! PRICE IMPROVEMENT and 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedrooms, 2 full bathrooms and open floor plan. Many wonderful upgrades include a new roof (2022), HVAC system (2022),

  Jennifer Conrado CHARLES RUTENBERG REALTY ORLANDO

  1422 Tierra Cir, Winter Park, FL 32792
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  $494,900

  • 3 Beds
  • 2.5 Baths
  • 1,907 Sq Ft

  2774 Bright Bird Ln, Winter Park, FL 32792

  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

  2774 Bright Bird Ln, Winter Park, FL 32792
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  $439,900

  • 3 Beds
  • 3.5 Baths
  • 2,103 Sq Ft

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751

  Nestled in the heart of Maitland, just 3 miles from the charming Park Avenue in Winter Park, this beautifully updated 3-bedroom, 3.5-bathroom TOWNHOUSE offers a perfect blend of modern convenience, comfort, and style. With its prime location, this home is ideal for those who appreciate the best of both worlds—peaceful residential living with easy access to the vibrant dining, shopping, and

  Ben Laube EXP REALTY LLC

  1994 Kenaston Rd Unit 1994, Maitland, FL 32751

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