29

Casselberry, FL Homes for Sale under $500,000

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  • /31

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft

    207 Waverly Dr, Casselberry, FL 32730

    Welcome to Waverly Dr in Fern Park — a beautifully updated pool home offering comfort and peace of mind. This light-filled home features a brand-new roof, a 2022 water heater, and a fully fenced backyard, perfect for privacy, pets, and entertaining. Inside, you’ll find an open and inviting layout with fresh, neutral finishes, updated luxury vinyl plank flooring, and a modern kitchen with white

    Agent Photo

    Evelyn Tejada

    REGENCY REAL ESTATE LLC

    (321) 467-7725

    207 Waverly Dr, Casselberry, FL 32730
  • /40

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,775 Sq Ft

    1057 Nodding Pines Way, Casselberry, FL 32707

    One or more photo(s) has been virtually staged. Don’t miss your chance to own this beautifully renovated 3-Bed, 2-Bath home in the heart of Casselberry and Tuskawilla. With 1,775 sq ft of living space, no HOA, and no rear neighbors, this property offers both privacy and modern comfort. Every major update has been taken care of in 2025 — including a brand-new roof, HVAC, water heater, and complete

    Anne Boice FLOCK & COMPANY REAL ESTATE

    1057 Nodding Pines Way, Casselberry, FL 32707
  • /29

    $405,000

    • 4 Beds
    • 3.5 Baths
    • 1,968 Sq Ft

    553 Sunbranch Ln, Casselberry, FL 32707

    Built in 2021 and set on a prominent corner lot, this Victorian-inspired residence is located within an intimate community of just 15 homes, offering a rare sense of privacy while remaining close to everyday conveniences. A covered front patio overlooks a lush green common area, creating an inviting place to relax and enjoy the neighborhood setting. Inside, the home feels open and light, with

    Alex Vastardis COLDWELL BANKER REALTY

    553 Sunbranch Ln, Casselberry, FL 32707
  • /35

    $441,990

    • 3 Beds
    • 2.5 Baths
    • 1,772 Sq Ft

    2307 Gratia Place, Casselberry, FL 32707

    Welcome to this corner lot single-family home located in a gated community in the heart of Casselberry! This 3-bedroom, 2.5-bath residence offers comfort, style, and space—perfect for families or anyone who loves to entertain. Step inside to find bright, open living areas with laminate flooring throughout the main living spaces, creating a warm and inviting atmosphere. The spacious kitchen opens

    Julio Lopez JCL REALTY INC

    2307 Gratia Place, Casselberry, FL 32707
  • /67

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,602 Sq Ft

    351 Lilac Rd, Casselberry, FL 32707

    HURRY! Perfect location! NO HOA, NO CDD! Welcome to your gorgeous home in the highly sought-after Carriage Hill neighborhood within Casselberry's charming Garden District! GREAT LOCATION! PRICED TO SELL! This charming total 2,180 Sq-Ft home 3-bedroom 2-baths home features spacious living room for entertaining guests, in ground swimming pool, private backyard, and 2-car garage. This home feels

    Hamid Dghirni PREMIUM PROPERTIES R.E. SERVICE

    351 Lilac Rd, Casselberry, FL 32707
  • /64

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    1951 Canny Cove, Winter Park, FL 32792

    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

    1951 Canny Cove, Winter Park, FL 32792
  • /67

    $439,000

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

    1900 Erudite Way, Winter Park, FL 32792

    Seller offering $10,000 credit to buyer at closing—may be applied toward buyer’s rate buy-down, closing costs, or prepaid expenses (subject to lender approval).Step into effortless style and comfort in this beautifully crafted 2024 townhome located in Winter Park's desirable Grayson Square community. From the moment you arrive, you’ll appreciate the home’s modern curb appeal and smart features,

    Erica Diltz BALDWIN PARK REALTY LLC

    1900 Erudite Way, Winter Park, FL 32792
  • /46

    $490,000

    • 4 Beds
    • 2 Baths
    • 1,793 Sq Ft

    236 Plaza Oval, Casselberry, FL 32707

    Welcome to this beautiful one of kind property in the heart of Casselberry, Fl. This home is fully renovated offering 4 bedrooms and 2 baths with a two story guest house in the back. As you enter the front door you can find an open floor plan with your living room to the right, dining room and kitchen to the left, the kitchen offers granite countertops and solid cabinets, stainless steel

    Yanet Garcia-Rodriguez HOME WISE REALTY GROUP, INC.

    236 Plaza Oval, Casselberry, FL 32707
  • /27

    $415,000

    • 4 Beds
    • 3 Baths
    • 1,966 Sq Ft

    254 Oak Park Place, Casselberry, FL 32707

    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

    254 Oak Park Place, Casselberry, FL 32707
  • /21

    $489,990

    • 3 Beds
    • 2 Baths
    • 1,998 Sq Ft

    870 Moonlit Ln, Casselberry, FL 32707

    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

    870 Moonlit Ln, Casselberry, FL 32707
  • /69

    $469,000

    • 5 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    110 E Lauren Ct, Casselberry, FL 32730

    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

    Kyle Morioka MARK SPAIN REAL ESTATE

    110 E Lauren Ct, Casselberry, FL 32730
  • /34

    $432,000

    • 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
  • /36

    $415,000 Pre-Foreclosure

    • 4 Beds
    • 2 Baths
    • 1,683 Sq Ft

    3799 Sutters Mill Cir, Casselberry, FL 32707

    Tucked away in the established Sutters Mill community, this spacious single family home offers the perfect blend of comfort, character, and opportunity. Set on a generous cleared lot with sidewalks and mature surroundings, the property invites a relaxed Florida lifestyle both indoors and out, complemented by a newer roof replaced just two years ago for added peace of mind. Inside, the

    Marisa Falk THE AGENCY ORLANDO

    3799 Sutters Mill Cir, Casselberry, FL 32707
  • /40

    $409,900

    • 4 Beds
    • 2 Baths
    • 2,091 Sq Ft

    505 Dew Drop Cove, Casselberry, FL 32707

    Price Improvement! Welcome to this inviting 3-bedroom plus flex room, 2-bath home on a beautiful corner lot in Casselberry. With a brand-new roof from March 2025, a screened-in pool, and well-kept landscaping, this home offers comfortable and enjoyable Florida living. The split floor plan provides a private primary room with a walk-in closet, pool views, and a bathroom with a standing shower. The

    Stella Bueno LAWHUN ENTERPRISES IV, LLC DBA: FLORIDA REALTY INVESTMENTS IV

    505 Dew Drop Cove, Casselberry, FL 32707
  • /34

    $421,000

    • 3 Beds
    • 2 Baths
    • 1,446 Sq Ft

    209 Twelve League Cir, Casselberry, FL 32707

    SELLER OFFERING BUYER $5000 TOWARDS RATE BUY DOWN OR CLOSING COSTS! NEW KITCHEN. NEW BATHROOMS. NEW FLOORS. NEW AC. NEW APPLIANCES. PARTIALLY FENCED IN YARD. ROOF 2017. FIREPLACE. Pack your bags and move right into this renovated retreat with modern farmhouse touches- nestled in the serene Sterling Park neighborhood in Casselberry. Upon entering, you'll be greeted by an open and airy floor plan.

    Linda Jokbengboon COMPASS FLORIDA LLC

    209 Twelve League Cir, Casselberry, FL 32707
  • /43

    $443,000

    • 4 Beds
    • 2 Baths
    • 1,981 Sq Ft

    2040 Manhattan Ln, Casselberry, FL 32707

    Welcome to this well maintained home in Legacy Park! This spacious 4-bedroom, 2-bath residence offers modern comfort and timeless style. Step inside to find an open-concept living area filled with natural light. The kitchen features elegant quartz countertops, classic appliances, and plenty of cabinet space for storage. The split floor plan provides privacy, with the primary suite offering a

    Joanne Otero KELLER WILLIAMS ADVANTAGE III

    2040 Manhattan Ln, Casselberry, FL 32707
  • /67

    $460,000

    • 4 Beds
    • 2 Baths
    • 1,959 Sq Ft

    1779 Laurel Brook Loop Unit 1, Casselberry, FL 32707

    Welcome to 1779 Laurel Brook Loop, a beautifully updated home in a quiet gated Casselberry community offering sidewalks for strolls, a community pool, and playground. Zoned for sought-after Seminole County schools, this location provides everyday convenience with Publix, Walmart, dining, shopping, medical offices, and entertainment just minutes away, plus easy access to major roadways for smooth

    Stacie Brown Kelly KELLER WILLIAMS ADVANTAGE REALTY

    1779 Laurel Brook Loop Unit 1, Casselberry, FL 32707
  • /24

    $479,000 New Construction

    • 4 Beds
    • 3 Baths
    • 1,957 Sq Ft

    200 Golden Days Dr, Casselberry, FL 32707

    BRAND NEW Construction Casselberry Home with NO HOA in the great Casselberry Heights neighborhood. This new build house has 4 full bedrooms and 3 full bathrooms which consist of an open floor plan, two master suites, and many builder upgrades such as luxury vinyl flooring throughout the entire home, white shaker cabinets with quartz waterfall countertops in the kitchen, granite countertops in the

    Jorge Rodriguez JR REALTY GROUP LLC

    200 Golden Days Dr, Casselberry, FL 32707
  • /57

    $424,990

    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    301 Hound Run Place, Casselberry, FL 32707

    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

    301 Hound Run Place, Casselberry, FL 32707
  • /28

    $475,000

    • 4 Beds
    • 2 Baths
    • 1,793 Sq Ft

    281 Sandpiper Dr, Casselberry, FL 32707

    Beautifully remodeled from top to bottom, this 4-bedroom, 2-bath pool home in Sterling Park is truly move-in ready. Every inch has been updated, featuring an open floor plan, new windows, and new doors that bring in incredible natural light. The bright, modern layout is centered around a stunning dual-sided fireplace, creating a perfect focal point for both the living and dining areas. The

    Mario Zendeli COMPASS FLORIDA LLC

    281 Sandpiper Dr, Casselberry, FL 32707
  • /49

    $439,000

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

    1842 Puritan Ave, Winter Park, FL 32792

    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

    1842 Puritan Ave, Winter Park, FL 32792
  • /18

    $499,000

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

    1422 Tierra Cir, Winter Park, FL 32792

    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

    1422 Tierra Cir, Winter Park, FL 32792
  • /37

    $489,900

    • 5 Beds
    • 2.5 Baths
    • 2,092 Sq Ft

    431 S Hawthorn Cir, Winter Springs, FL 32708

    **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

    431 S Hawthorn Cir, Winter Springs, FL 32708
  • /36

    $479,899

    • 4 Beds
    • 2 Baths
    • 1,647 Sq Ft

    736 Forest Glen Ct, Maitland, FL 32751

    One or more photo(s) has been virtually staged. New Price - 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 inviting layout with

    Dominick Florio RE/MAX TOWN & COUNTRY REALTY

    736 Forest Glen Ct, Maitland, FL 32751
  • /45

    $460,000

    • 3 Beds
    • 2 Baths
    • 1,694 Sq Ft

    2152 Conifer Ave, Winter Park, FL 32792

    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, HVAC 2020, entire replumb and newer windows throughout. Nestled in the highly coveted community of Eastbrook in Winter Park. A perfect location just minutes to everything. This residence boasts an array of desirable features. As you stroll down

    Denise Korrey KORR REALTY CORP

    2152 Conifer Ave, Winter Park, FL 32792
  • /25

    $436,900

    • 3 Beds
    • 2.5 Baths
    • 1,916 Sq Ft

    2808 Bright Bird Ln, Winter Park, FL 32792

    Gorgeous 2-Story Townhome, newly built in 2024. Located in upscale Winter Park, Florida, close to fine dining, shopping and entertainment. Not far from downtown Orlando and Orlando theme parks, this manicured gated community showcases beautiful landscaping and a sparkling pool surrounded by coveted modern architecture. The home contains the high-end Lux Fresh interior package, and owner has added

    Steven Koleno BEYCOME OF FLORIDA LLC

    2808 Bright Bird Ln, Winter Park, FL 32792
  • /7

    $419,900

    • 3 Beds
    • 2 Baths
    • 1,852 Sq Ft

    1254 Dunbar St, Altamonte Springs, FL 32701

    MOTIVATED SELLER... PRICE REDUCED. Beautifully Maintained 3-Bedroom, 2-Bathroom Home Offers the Perfect Blend of Comfort, Style, And Functionality. Step Inside to a Spacious Open-Concept Floor Plan Where the Living and Dining Areas Flow Seamlessly Perfect For Entertaining or Relaxing Family Nights. The Modern Kitchen Features Stainless Steel Appliances, Ample Counter Space, And Elegant Finishes.

    Ivan Tobon OUTLET REALTY

    1254 Dunbar St, Altamonte Springs, FL 32701
  • /26

    $465,000

    • 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
  • /33

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,727 Sq Ft

    1914 Bonanza Ct, Winter Park, FL 32792

    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 entire space feel

    Linda Jokbengboon COMPASS FLORIDA LLC

    1914 Bonanza Ct, Winter Park, FL 32792

Home Trends in Casselberry, FL

Housing Trends

Median Sale Price
$351,000
Median Single Family Sale Price
$375,000
Median Townhouse Sale Price
$291,250
Median 2 Bedroom Sale Price
$180,150
Median 1 Bedroom Sale Price
$139,499
Average Price Per Sq Ft
$224
Number of Homes for Sale
83
Last 12 months Home Sales
482
Months of Supply
2.10
Median List Price
$369,900
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
0%
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