Casselberry Schools and Nearby Homes for Sale and Rent

Please click on one of the below schools to see properties that are marked as being nearby those schools in the MLS.

Elementary Schools


Middle Schools

High Schools





Newest Casselberry Homes by School

  • 207 DOSTER DR, CASSELBERRY, FL - MLS# O6411163

    Lake Howell High - O6411163 - 207 DOSTER DR, CASSELBERRY, FL 32707
    Just Added on 05/29/2026 5:03PM

    $385,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to 207 Doster Drive, a beautifully updated home featuring numerous recent upgrades and modern finishes throughout in the sought-after Sausalito Shores community of Casselberry. The kitchen has been completely refreshed with custom oak slim shaker cabinetry, stunning Taj Mahal quartz countertops, and brand-new stainless steel appliances. Luxury vinyl plank flooring flows throughout the home, offering both style and durability. Major system updates provide peace of mind, including a 2018 roof, 2017 Trane HVAC system, 2026 water heater, and new sliding glass doors installed in 2026. Step outside to enjoy the privacy of the newly installed 2026 fence and freshly laid sod, creating the perfect space for entertaining, pets, or outdoor relaxation. With quality upgrades, contemporary finishes, and significant mechanical improvements already completed, this move-in-ready home is an exceptional opportunity you won't want to miss. Optional HOA membership in Sausalito Shores provides access to exceptional community amenities including a private boat ramp to Lake Howell, clubhouse, pavilions, playground, dog run, and boat/RV storage. Conveniently located near SR 436, Red Bug Lake Road, shopping, dining, parks, and major roadways including I-4, this home offers both comfort and convenience in a prime location. Schedule your private showing today!

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    Listing is courtesy of: HONEST REAL ESTATE COMPANY

  • 432 E ST #432, CASSELBERRY, FL - MLS# G5112993

    Winter Springs High - G5112993 - 432 E ST #432, CASSELBERRY, FL 32707
    Just Added on 05/29/2026 12:35PM

    $142,500 | Condo | 1 beds | 1.0 baths

    NEWLY UPDATED 1 BEDROOM 1 BATH IN CASSELBERRY, MOVE-IN READY. BUILDINGS ARE ALL ONE STORY WITH NO NEIGHBORS ABOVE. NEWER A/C. ROOF WAS PUT ON 2022. HOME IS IN LAKE KATHRYN VILLAGE CONDOS ON LAKE KATHRYN. ALL NEW WINDOWS AND NEW DOORS. LAKE ACCESS WITH A PRIVATE DOCK AND BOAT LAUNCH. HOA IS 370.00 A MONTH INCLUDES WATER/SEWER, GARBAGE AND WASHER & DRYER. LAUNDRY IS ONLY SHARED BY 4 UNITS RIGHT OUTSIDE YOUR BACK DOOR. PARKING IN FRONT OF UNIT AND VISTOR PARKING IS AROUND THE CORNER. COMMON RECREATIONAL AREA FOR PARTIES AND GRILLING OUT. BUYER MUST BE APPROVED BY THE HOA. GREAT FOR HOMEOWNERSHIP OR INVESTMENT AS LEASING IS ALLOWED. SELLER WILL ASSIST WITH CLOSING COSTS.

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    Listing is courtesy of: RICHLAND PROPERTIES

  • 1475 BARKING DEER CV, CASSELBERRY, FL - MLS# O6409591

    Lake Howell High - O6409591 - 1475 BARKING DEER CV, CASSELBERRY, FL 32707
    1 Day on yellowkey

    $330,000 | Townhouse | 3 beds | 2.5 baths | 1 gar

    Welcome home to this charming 3-bedroom, 2.5-bath townhome nestled in the desirable Villas at Deer Run! Featuring a bright and open floor plan, this beautifully maintained residence offers comfortable living with thoughtful updates throughout. The spacious kitchen overlooks the family and dining areas, creating the perfect flow for everyday living and entertaining. Just off the main living space, enjoy relaxing mornings or peaceful evenings on the screened patio overlooking a serene, wooded view. Upstairs, the generous primary suite provides a private retreat complete with its own screened balcony, perfect for unwinding after a long day! Two additional bedrooms, a convenient second-floor laundry room, and abundant natural light make this home both functional and inviting. Recent updates include fresh interior paint and elegant plantation shutters that add warmth and style throughout the home. Ideally located near the Deer Run Golf Course, shopping, dining, schools, and major roadways, this move-in ready townhome combines convenience, comfort, and low-maintenance living. Don’t miss your opportunity to call 1475 Barking Deer Cove home!

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    Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY

  • 987 AUTUMN GLEN LN, CASSELBERRY, FL - MLS# O6411643

    Lake Howell High - O6411643 - 987 AUTUMN GLEN LN, CASSELBERRY, FL 32707
    1 Day on yellowkey

    $624,900 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Experience true peace of mind and value at 987 Autumn Glen Lane, a meticulously maintained Casselberry retreat where major components have been thoughtfully updated. This home stands out for its extensive list of recent capital improvements, including a new roof (2023), HVAC (2023), electrical panel (2022), a replumb (2020), and a tankless water heater. The interior living spaces are anchored by a stunning master bath renovation (2022) that offers a modern, spa-like feel. Outdoors, your private oasis awaits, featuring a sparkling pool with a new heater and refreshed deck (2024), all secured by a brand-new vinyl fence (2025). Situated in the heart of highly desirable Seminole County, this property offers access to top-rated schools and premier local parks. The location is a commuter’s dream, providing seamless access to the best of Central Florida and a straightforward drive to the coast. With all the heavy lifting already completed, this home is perfectly positioned for its next chapter. Schedule your private viewing today!

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 195 PINE KNOLL CT, CASSELBERRY, FL - MLS# O6411682

    Lyman High - O6411682 - 195 PINE KNOLL CT, CASSELBERRY, FL 32707
    1 Day on yellowkey

    $279,000 | Townhouse | 2 beds | 2.0 baths | 1 gar

    Welcome to the lovely community of Concord Woods Village in Casselberry Fl. This 2 bed 2 bath home has had a makeover including new roof, drywall ceilings and walls have been refinished and retextured. New water heater, electrical panel, disposal,plumbing repipe, dishwasher,stove,refrigerator,microwave, ceiling fans and light fixtures,also the A/C system has been replaced including the refrigerant lines. The community features swimming pool, playground area and tennis court. This home is conveniently located just 1 block from 17/92 in Casselberry FL.Lake Concord is across the street. City Hall is a couple of blocks away, restaurants and shopping places are minutes away.

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    Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC

  • 1795 LAUREL BROOK LOOP, CASSELBERRY, FL - MLS# O6410883

    Lake Howell High - O6410883 - 1795 LAUREL BROOK LOOP, CASSELBERRY, FL 32707
    3 Days on yellowkey

    $475,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Welcome home to this stunning ONE-STORY, 4 BEDROOM, 2 BATHROOM residence featuring PAID OFF Solar Panels for energy efficiency and a low electric bill. Step inside this beautifully maintained home located behind the gates in the sought after Oakhurst community. This updated home offers soaring ceilings, abundant natural light, and a desirable split floor plan. The entire home is enhanced with stylish LUXURY VINYL FLOORING combining durability with modern design. As you enter the foyer, you see the formal living room and formal dining room. Continuing through to the gourmet kitchen you'll find hand-painted cabinetry, Calacatta QUARTZ Countertop with custom backsplash, under cabinet lighting, functional island and custom oversized Stainless-steel sink. Off of the kitchen is the primary bedroom featuring a spa-inspired en-suite bath with a GLASS ENCLOSED walk-in SHOWER, Soaking Tub, SEPARATE WATER CLOSET, a walk-in Closet and a Linen Closet for additional storage. From the kitchen, the OPEN LAYOUT flows seamlessly into the breakfast nook and Family room, with direct access to a COVERED LANAI w/PAVERS. Down the hall from the Family Room are bedrooms 2, 3 and 4 along with the Updated GUEST bathroom. The back yard has room to play and roam that is fully fenced with PVC. Newer Roof installed in 2021, A/C replaced in 2021, Hot Water is 2018, Solar Panels installed in 2018 and maintained with transferable warranty for peace of mind. This home is conveniently located to lots of Winter Springs/Oviedo shopping, restaurants, activities and entertainment.

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    Listing is courtesy of: THE WILKINS WAY LLC

  • 333 KIMI CT, CASSELBERRY, FL - MLS# O6411001

    Lake Howell High - O6411001 - 333 KIMI CT, CASSELBERRY, FL 32707
    3 Days on yellowkey

    $575,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    OASIS in OAK LEAF. Jump into your saltwater pool and call it Friday! Tucked away on a quiet cul-de-sac in Casselberry, this beautifully maintained pool home offers the perfect blend of comfort, flexibility, and Florida living. With easy access to Winter Springs, Oviedo, Red Bug Lake Road, SR-417, and the Cross Seminole Trail, the location keeps you close to everything while still feeling private and tucked away. UCF is approximately 25 minutes away, while major theme parks and Florida beaches are approximately 50 minutes away, making weekend getaways and day trips incredibly convenient. The floor plan offers spacious living areas and flexible space that can easily function as a home office, nursery, workout room, playroom, or guest area depending on your needs. The renovated kitchen opens naturally into the main living spaces, creating an easy flow for both everyday living and entertaining. The primary bedroom features a custom blackout slide curtain creating the perfect retreat for restful evenings and relaxing mornings. The renovated primary bathroom and renovated hall bathroom add fresh, updated style throughout the home. The backyard is truly your oasis featuring a saltwater pool, gas heated spa, paver pool deck area, expansive screened lanai, outdoor firepit, and private backyard setting designed for relaxing and making memories year-round. Fire up the grill for birthdays, football weekends, and celebrations with friends, or sip lemonade on the lanai after a long day. Wrought iron rear fencing and pool safety fencing add both functionality and peace of mind. Major updates and improvements include Renovated Kitchen (2021), Renovated Primary Bathroom (2021), Renovated Hall Bathroom (2021), Roof (2022), Water Heater (2021), Pool Pump (2023), and French Drains (2020). Nearby & Close To: The Geneva School, Winter Springs, Oviedo, Tuscawilla Country Club, Red Bug Lake Park, Cross Seminole Trail, UCF, Downtown Winter Park, shopping, dining, major hospitals, SR-417, Orlando attractions, and Florida beaches.

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    Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY

  • 295 QUAIL CT, CASSELBERRY, FL - MLS# O6410280

    Lake Howell High - O6410280 - 295 QUAIL CT, CASSELBERRY, FL 32707
    3 Days on yellowkey

    $425,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Welcome to your private Florida retreat in the highly desirable Sterling Park community — where upgraded comfort, entertaining space, and everyday convenience all come together in this beautifully updated 3 Bedroom / 2 Bathroom home situated on a quiet cul-de-sac corner lot. Designed with comfort and functionality in mind, this desirable SPLIT FLOOR PLAN offers added privacy with a spacious owner’s suite separated from the guest bedrooms — creating the perfect layout for families, guests, remote work, or multigenerational living. From the moment you arrive, the mature landscaping, oversized driveway, ranch-style curb appeal, and newer vinyl fencing create a warm and inviting first impression. Step through the enclosed front porch into a bright OPEN-CONCEPT layout designed for both relaxing and entertaining. At the heart of the home, a stunning wood-burning fireplace anchors the main living area, while the formal dining space and oversized living room flow seamlessly together under recessed lighting and abundant natural light. French doors with built-in blinds open to your true OUTDOOR OASIS — an oversized covered lanai added in 2019 that creates the perfect indoor/outdoor Florida lifestyle experience. The kitchen was designed with both function and style in mind and will impress any home chef with its professional gas stove top, dramatic beautiful stone countertops, solid wood cabinetry, slow-close drawers, breakfast bar island, pantry storage, newer appliances, and open sightlines overlooking the living and dining spaces. Entertaining is effortless with the built-in wet bar and wine cooler ready for gatherings year-round. Privately positioned away from the secondary bedrooms, the spacious owner’s suite feels like a true retreat with room for a California King bed, a large walk-in closet with custom built-ins, and a beautifully remodeled spa-inspired bathroom featuring dual vanities, upgraded fixtures, oversized glass-enclosed tiled shower, dual shower heads, and a luxury rain shower feature. Additional upgrades and features include: Roof replaced in 2023 House generator connection Tankless water heater (2019) Water softener Luxury wood-look vinyl flooring Newer window treatments throughout Lawn irrigation system Attic fan Gas connection Washer & dryer included Newer appliances (within last 2 years) EV Charger in Garage The fully fenced backyard offers privacy and flexibility with plenty of room to create your dream outdoor lifestyle — whether you envision adding a future custom pool, creating an outdoor kitchen and entertaining area, or designing your own private vegetable and herb garden oasis. There is ample space to truly personalize the outdoor living experience while still enjoying room to relax, play, and entertain. Located in Sterling Park, residents enjoy access to community amenities including pool, tennis courts, playgrounds, sidewalks, golf nearby, and deed-restricted community living — all with convenient access to shopping, dining, parks, major roadways, and the greater Orlando area. This is the kind of home buyers walk into and immediately picture themselves living in. Schedule your private showing today.

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    Listing is courtesy of: IAD FLORIDA LLC

  • 481 S TRIPLET LAKE DR, CASSELBERRY, FL - MLS# O6409945

    Lyman High - O6409945 - 481 S TRIPLET LAKE DR, CASSELBERRY, FL 32707
    9 Days on yellowkey

    $359,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Perfectly positioned in the heart of Casselberry, this beautifully updated 3-bedroom, 2-bath home offers the ideal combination of location, privacy, and peace of mind, with no HOA and no CDD fees. Tucked away on a quiet residential street, the property backs to a conservation area, creating a serene setting with exceptional outdoor living space. Inside, the thoughtfully renovated kitchen features wood cabinetry with soft-close drawers, granite countertops, stainless steel appliances, and a functional layout that flows seamlessly into the dining and living areas. Tile flooring throughout the home adds both style and easy maintenance. Designed for worry-free living, this home has been extensively updated within the last few years, including updated plumbing and water lines, an upgraded electrical panel, energy-efficient double-pane windows and sliding doors, HVAC system, roof replacement, fresh interior paint, renovated bathrooms, updated lighting, and modern finishes throughout. Additional highlights include a two-car garage, gutters, a sprinkler system, and fully fenced backyard. Enjoy peaceful mornings on the rear patio with a cup of coffee, or take advantage of the oversized backyard offering endless possibilities for entertaining, gardening, pets, outdoor recreation, or simply relaxing in your private outdoor retreat. Conveniently located near the SR-436 corridor with easy access to 17-92, 417, and I-4, this home is just minutes from Winter Park, Maitland, and Orlando. Residents enjoy close proximity to Secret Lake Park, Triplet Lake Park, Lake Concord Park, the Cross Seminole Trail, Casselberry Golf Club, as well as shopping, dining, entertainment, and top-rated Seminole County schools and universities. With all the major updates already completed and no deferred maintenance, this move-in-ready home offers long-term reliability and the Florida lifestyle today?s buyers are searching for.

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    Listing is courtesy of: CENTURY 21 BE3

  • 956 OSCEOLA TRL, CASSELBERRY, FL - MLS# O6407211

    Winter Springs High - O6407211 - 956 OSCEOLA TRL, CASSELBERRY, FL 32707
    10 Days on yellowkey

    $260,900 | Single Family Home | 3 beds | 2.0 baths

    One or more photo(s) has been virtually staged. Welcome to this Casselberry home offering a comfortable layout and a convenient Central Florida location. Inside, you’ll find spacious living areas, well-sized bedrooms, and a functional kitchen with ample cabinet and counter space. The home features a natural flow throughout with plenty of room for everyday living, relaxing, or entertaining guests. Enjoy the outdoor space ideal for gatherings, gardening, or creating your own private retreat. Conveniently located near shopping, dining, parks, major roadways, and local attractions, this property provides easy access to both Orlando and the surrounding communities.

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    Listing is courtesy of: MAINSTAY BROKERAGE LLC

  • 309 REDWING WAY, CASSELBERRY, FL - MLS# O6408660

    Lyman High - O6408660 - 309 REDWING WAY, CASSELBERRY, FL 32707
    12 Days on yellowkey

    $375,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    WELCOME HOME to this charming single-family house in the desirable Sterling Park Community which is centrally located close to UCF, Full Sail, Rollins College and Winter Park. This home offers 3 bedrooms and 2 bathrooms. A large spacious eat-in kitchen, along with a sizable Great Room with vaulted ceilings! The Great Room includes a wood burning fireplace as a focal point, ranging the full height of the vaulted ceiling. Ceramic tile covers the living area, kitchen and bathrooms. There is new carpet in the bedrooms. The entire inside of the home has been freshly painted a nice neutral color for its new owners! Newer Roof was installed in 2018. New Garage Door motor 2025. There is a screened in porch to enjoy fresh air with your morning coffee! The large backyard is a clean slate! You have plenty of room! In fact, you have room to add a pool and will still have yard available for your family and/or pets to play! This home is a clean slate! You have the opportunity to put your own stamp on it, making it your own! It is located just minutes from shopping, dining and major highways! No matter what you need, it is close by!

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    Listing is courtesy of: BHHS FLORIDA REALTY

  • 251 PINE TREE DR, CASSELBERRY, FL - MLS# V4949143

    Lyman High - V4949143 - 251 PINE TREE DR, CASSELBERRY, FL 32707
    13 Days on yellowkey

    $319,000 | Single Family Home | 3 beds | 2.0 baths | 1 car

    Spacious 3/2 Casselberry home that was built to last! The back yard is fenced in and comes with a man/woman cave or shed and is large enough to add a pool, several dogs and many humans. This beauty has a 2022 A/C, newer flooring, bathrooms, cabinets and laundry room that has a washer and dryer for the keeping. If location is what you are looking for then look no further, it is centrally located to Sanford, Lake Mary, Longwood, Altamonte Springs, Maitland, Winter Park, Orlando and a quick drive to Sanford or Orlando International Airport. If your home search includes being close to a Target, Home Depot, Starbucks, Publix, shopping, endless choice of restaurants, the beaches, theme parks and colleges then this is the one for you!

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    Listing is courtesy of: GAFF'S REALTY COMPANY

  • 2353 GRATIA PL, CASSELBERRY, FL - MLS# O6406654

    Winter Springs High - O6406654 - 2353 GRATIA PL, CASSELBERRY, FL 32707
    13 Days on yellowkey

    $525,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    One or more photo(s) has been virtually staged. Stunning 4 Bed rooms and 3 Baths, home in beautiful Gated Community Near Geneva School in Casselberry. Welcome to this beautifully maintained single-family home featuring 4 spacious bedrooms and 3 full bathrooms and spacious Patio, perfectly located in one of the area’s most desirable gated communities — just behind Geneva School. One of the home’s most desirable features is the convenient first-floor bedroom and full bathroom, making it ideal for elderly family members, guests, or families with small children. Designed for both comfort and entertaining, this home offers: Spacious 2-car garage Expansive 30x15 covered patio with a fully built-in outdoor kitchen Private backyard oasis filled with mature fruit trees including mango, sapodilla, fig, peach, lemon, sugar apple, and moringa Enjoy peaceful mornings and relaxing evenings in a community known for its beauty and family-friendly atmosphere. Residents love the scenic lake with walking paths, resort-style pool, playground, and dog park. Additional highlights: Excellent schools nearby Convenient access to Hwy 17-92 and State Road 434 Close to shopping, dining, and everyday conveniences Secure gated entrance and beautifully maintained surroundings This home offers the perfect combination of privacy, comfort, nature, and convenience. Whether you love entertaining outdoors, gardening, or simply enjoying a peaceful neighborhood, this property has it all. Showings are done by appointments only as the property is occupied by Tenants. Furniture is not included in the sale. Reach out to the agent if you have any questions. Come & see this exceptional home today — you will fall in love!

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    Listing is courtesy of: BLISSFUL REAL ESTATE LLC

  • 291 IVEY RD, CASSELBERRY, FL - MLS# O6404621

    Lyman High - O6404621 - 291 IVEY RD, CASSELBERRY, FL 32707
    14 Days on yellowkey

    $2,195 | Single Family Home | 3 beds | 2.0 baths

    Beautiful and fully Remodeled 3 Large Bedrooms with 2 en Suite Bathrooms Home located at Secret Lake Add in Casselberry. The gourmet Kitchen is featuring a Wood Cabinets, Kitchen Island with Granite Countertop, Stainless Steel Appliances; huge living room, nice laundry room, and rear patio for entertainment. A MUST SEE IT. Great Location-Location near to Hospital, shopping centers, college and more.

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    Listing is courtesy of: VENCORP REAL ESTATE

  • 116 GEORGETOWN DR #116, CASSELBERRY, FL - MLS# O6408442

    Lake Howell High - O6408442 - 116 GEORGETOWN DR #116, CASSELBERRY, FL 32707
    15 Days on yellowkey

    $199,900 Reduced | Condo | 2 beds | 2.5 baths | 1 car

    Roomy 2-bed 2.5-bath townhouse/Condo in a Lakefront Condo Community. Lake Howell Arms Condos are located on the west shore of a 400-acre private fish & Ski Lake Howell in southern Seminole County on the border of Winter Park. Fenced-in stone patio. Large bedrooms. Updated Master bath features a walk-in shower and a balcony, with ample closet space. Good-sized guest bedroom with an updated guest bath featuring a tub/shower. Energy-efficient windows. HE Washer/Dryer. Plus, as a big bonus, this property includes a coveted Carport. There are 276 Units and only 60 Carports. New 12/2025 complete A/C system. New breaker panel 6/2025. New water heater Expansion Tank 6/2025. Updated new light fixtures in the kitchen, half bath, and closet hallway in the master bedroom. 7/2025. Huge lakefront Community pool. Private Boat ramp. Boat trailer parking is available on the property at no charge. This is a great starter or investment property. Water, sewer, and Trash are included in the maintenance fee. New roofs 2021. Replumbed in 2018.

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    Listing is courtesy of: FLORIDA REALTY INVESTMENTS

  • 1801 GRAND RUE DR, CASSELBERRY, FL - MLS# O6407878

    Winter Springs High - O6407878 - 1801 GRAND RUE DR, CASSELBERRY, FL 32707
    15 Days on yellowkey

    $349,900 Reduced | Townhouse | 3 beds | 2.5 baths | 2 gar

    Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom townhome located in the desirable Legacy Park community! From the moment you step through the front door, you’ll appreciate the warm and inviting layout designed to make you feel right at home. The first floor features a spacious living area that flows seamlessly into the kitchen, complete with a breakfast bar perfect for bar stools and gathering with family and friends. The kitchen offers granite countertops, stainless steel appliances, dark wood cabinetry, a pantry, and direct access to the spacious 2-car garage. Upstairs, you’re welcomed by a versatile landing area ideal for a cozy reading nook or small flex space, leading into the thoughtfully designed split floor plan. The spacious primary suite features a walk-in closet and a private ensuite bathroom with a soaking tub, separate stand-up shower, and double sink vanity. Across the landing, you’ll find two generously sized guest bedrooms along with a full guest bathroom. The rear-entry 2-car garage provides plenty of parking, while additional designated guest parking is conveniently located nearby. Residents of Legacy Park enjoy access to community amenities including a pool, playground, walking trail, and scenic lake just minutes from your front door. Ideally situated with easy access to major highways, shopping, dining, and top-rated Seminole County Public Schools, this home offers both comfort and convenience. Schedule your private showing today!

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    Listing is courtesy of: MARKET CONNECT REALTY LLC

  • 3563 S SAINT LUCIE DR, CASSELBERRY, FL - MLS# O6407212

    Lake Howell High - O6407212 - 3563 S SAINT LUCIE DR, CASSELBERRY, FL 32707
    16 Days on yellowkey

    $335,000 | Single Family Home | 3 beds | 2.5 baths | 2 gar

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. ***MULTIPLE OFFERS REC'D highest & best offers due Mon 5/18 11am.*** HUGE POTENTIAL - Welcome to this charming two-story pool home located in the Hollowbrook West community of Casselberry. With inviting living spaces, thoughtful updates, and an ideal layout for both everyday living and entertaining, this home offers the perfect opportunity to enjoy the Florida lifestyle. A covered front entry creates a warm welcome, while the existing mulch beds offer endless opportunities for gardening, landscaping, and adding your own personal touch to the outdoor spaces. Inside, the home features a bright and functional floor plan filled with natural light and character. Warm laminate wood flooring flows through the main living areas, while a cozy corner WOOD BURNING FIREPLACE serves as the focal point of the spacious living room, creating the perfect atmosphere for relaxing evenings or gathering with guests. Just beyond, the formal dining room is highlighted by natural light from both the wide window over the kitchen sink and a clerestory window above, enhancing the open and airy feel of the space. Sliding glass doors open from the living area to your own private Florida oasis. The expansive covered 22 x 28 patio overlooks a SCREENED POOL, ideal for relaxing, entertaining, or enjoying warm Florida evenings year-round. An adjacent paver patio provides additional outdoor space, while the FULLY FENCED BACKYARD enhances both privacy and functionality. Major exterior improvements completed in 2021 include the roof replacement, patio roof replacement and pool re-screening, pool liner replacement, and installation of white vinyl fencing, while the HVAC system was replaced in 2023. Designed with convenience in mind, the first floor also features a recently UPDATED half bathroom and a spacious primary suite tucked privately downstairs. The primary retreat offers a peaceful escape at the end of the day and includes its own full bathroom for added comfort and convenience. Upstairs, two additional bedrooms share a full bathroom updated with a GRANITE countertop vanity, LED-lighted mirror and tiled shower-equipped bathtub. A versatile oversized landing overlooking the living room below creates the perfect space for a reading nook or desk, while the upstairs laundry closet helps simplify daily routines. The attached 2 car garage includes shelving and workspace areas, providing storage and functionality. Hollowbrook West is located near shopping, dining, parks, sports facilities, and major roadways connecting to Winter Park, Oviedo, Downtown Orlando, and surrounding areas. One of the street’s standout features is the paved fenced access path leading directly to Red Bug Elementary and the adjacent Red Bug Lake Park, where residents can enjoy playgrounds, soccer fields, tennis and volleyball courts, scenic lake views, picnic pavilions, and outdoor recreation opportunities year-round. Combined with Seminole County’s highly rated schools, this location offers both convenience and a wonderful connection to the outdoors. While offering plenty of charm and functionality, the home also presents an EXCELLENT OPPORTUNITY TO ADD VALUE through cosmetic updates and completion of a few remaining projects, including repairing the pool pump, replacing the water heater (2001), exterior siding, and shower valve in the primary bathroom and finishing the primary bath’s bare board ceiling. With space, character, and endless potential, this home is ready for its next chapter with you!

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    Listing is courtesy of: FINCH REAL ESTATE COMPANY

  • 2900 WAREHAM CT, CASSELBERRY, FL - MLS# O6407827

    Lake Howell High - O6407827 - 2900 WAREHAM CT, CASSELBERRY, FL 32707
    16 Days on yellowkey

    $289,000 | Townhouse | 2 beds | 2.5 baths

    Welcome home to this beautifully updated and maintained townhome tucked away on peaceful Wareham Court in desirable Casselberry. From the moment you step inside, it’s clear this home has been lovingly cared for and thoughtfully updated. The heart of the home is the bright, inviting HUGE kitchen. There's tons of counter space and cabinets surrounding an island. The space also features charming skylights that bathe the space in natural light—truly super cute and perfect for everyday living or entertaining. The kitchen and bathrooms were tastefully updated, including all flooring, custom blinds, sinks, and toilets, giving the interior a clean, modern feel throughout. Double-paned windows and sliding doors enhance comfort and efficiency while filling the home with light. Major systems have also been addressed for peace of mind, including a new roof in 2020, air conditioning replaced in 2019, and a brand-new water heater in 2024. Immaculate inside, this home shows true pride of ownership at every turn. So much storage in this unit - closets galore! Quiet screened patio in back perfect for enjoying outdoors and the natural wooded view behind. It's like your own privacy in the city. Whether you’re relaxing at home or enjoying the surrounding community, this move-in ready townhome offers comfort, style, and confidence in one exceptional package.

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    Listing is courtesy of: OLDE TOWN BROKERS INC

  • 634 STANHOPE DR, CASSELBERRY, FL - MLS# O6404714

    Lake Howell High - O6404714 - 634 STANHOPE DR, CASSELBERRY, FL 32707
    18 Days on yellowkey

    $399,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Fully renovated and move-in ready! This stunning 3-bedroom, 2-bath home with a 2-car garage in the Sausalito Shores community has been completely updated inside and out. Featuring an open-concept layout, the home offers a brand-new kitchen with wood cabinets, quartz countertops, and stainless steel appliances. New luxury vinyl flooring runs throughout, combining durability with a modern look. The spacious primary suite includes a walk-in closet and a beautifully updated bathroom with double sinks and a walk-in shower. Major upgrades provide peace of mind, including a new roof, new windows (Low-e Glass, Double-Panel), updated electrical, and 2024 A/C and water heater. Fresh interior and exterior paint, along with new light fixtures, ceiling fans, and hardware, complete the renovation. Conveniently located near Red Bug Lake Rd and Lake Howell, with easy access to FL-436. Situated in a low HOA community that offers Clubhouse Rentals, RV and Boat Storage, Tennis Courts, Basketball Courts, Dog Run, Pavilions, Private Dock and Lake Access for an additional fee, this home is perfect for first-time buyers or a growing family. Don’t miss this turnkey opportunity!

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 78 S WINTER PARK DR, CASSELBERRY, FL - MLS# O6405496

    Lyman High - O6405496 - 78 S WINTER PARK DR, CASSELBERRY, FL 32707
    19 Days on yellowkey

    $499,000 | Single Family Home | 4 beds | 3.0 baths

    One or more photo(s) has been virtually staged. Beautifully renovated and furnished, this versatile investment property presents a rare opportunity with established income already in place. Currently operating as a licensed assisted living facility with a tenant secured through December 2027, the property offers immediate cash flow potential at $4,500/month. Situated in a convenient Seminole County location and within a well-established golf community in Casselberry, this home sits on a spacious, oversized 0.36-acre lot. Inside, the 4-bedroom, 3-bath bright, open layout features a functional split-bedroom floor plan designed for both comfort and privacy, making it well-suited for assisted living, group home use, residential care, or future residential occupancy. Recent improvements include updated electrical wiring, new plumbing, and a newer roof on the west side of the home. The updated kitchen offers stainless steel appliances, abundant cabinetry, pantry storage, and expansive granite countertop space ideal for daily operations or shared living functionality. Interior highlights include laminate flooring throughout, updated fixtures, spacious living and dining areas, and a cozy fireplace in the main family room. The primary suite features a private en-suite bathroom with granite vanity countertops and a double closer. Additional features include an attached 2-car garage, massive circular driveway with ample parking, large screened patio, and an expansive backyard offering flexibility for outdoor enjoyment or future enhancements. Minutes away from shopping, restaurants, parks, AdventHealth ER, and the Oviedo Medical Center, this is an exceptional opportunity for investors seeking an income-producing property in one of Central Florida’s most accessible and desirable areas.

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    Listing is courtesy of: CREEGAN GROUP

  • 2922 WILLOW BAY TER, CASSELBERRY, FL - MLS# O6406678

    Lake Howell High - O6406678 - 2922 WILLOW BAY TER, CASSELBERRY, FL 32707
    19 Days on yellowkey

    $549,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar

    Under contract-accepting backup offers. Tucked behind the gates of one of Seminole County’s most quietly desirable communities, this home delivers something increasingly difficult to find in today’s market: true move in ready ownership with an exceptional level of care. From the moment you arrive, it is obvious this property has been maintained far beyond the standard. Every improvement feels intentional. Every system feels considered. Every space reflects pride of ownership that buyers immediately recognize but rarely encounter. Inside, the home offers 2,200 square feet with 4 bedrooms, 2 baths, and a split layout that balances comfort, functionality, and everyday livability. The kitchen has been thoughtfully updated with quartz countertops, stainless steel appliances, upgraded fixtures, and clean modern finishes that feel timeless rather than trendy. Natural light flows through the living spaces, while the enclosed lanai creates an entirely separate extension of the home designed for year-round enjoyment. What truly separates this property from competing homes is the level of investment already made by the current owner. Fresh interior and exterior Sherwin Williams paint. Newer roof. Updated flooring. Expanded paver patio. Integrated outdoor lighting and camera system. Vinyl privacy fencing. Insulated lanai under AC. The kind of upgrades buyers do not fully appreciate until they begin comparing homes and realizing how many properties still need work. Positioned in the heart of Seminole County, this home offers quick access to shopping, dining, major roadways, parks, and some of Central Florida’s most desirable daily schools, all while maintaining the privacy and stability of a gated neighborhood that has been exceptionally managed for decades.

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    Listing is courtesy of: COMPASS FLORIDA LLC

  • 1434 LAKE SHORE DR, CASSELBERRY, FL - MLS# O6406496

    Winter Springs High - O6406496 - 1434 LAKE SHORE DR, CASSELBERRY, FL 32707
    20 Days on yellowkey

    $264,000 | Manufactured Home | 4 beds | 2.0 baths

    Under contract-accepting backup offers. Under contract-accepting backup offers. Multiple Offers..Highest and best by 5:00p.m. Mon. May 18th Discover and enjoy this GREAT VALUE at 1434 Lakeshore Drive, Casselberry! This spacious 4-Bedroom, 2-Bath Pool Home sits on quarter-acre lot with NO HOA, giving you the freedom to bring all your toys: Boats, Jet Skis, Trailers, RVs, and more! Property also has Walk-In Storage Shed/Shop, extra Concrete Parking Areas, Wood Fenced Yard with Access Gates, Fire Pit Area and New Air Conditioning System. Enjoy Florida living with your own Above-ground Pool and Screened Patio; perfect for relaxing and entertaining. Inside, you'll find large Wood Kitchen with Stainless Steel Appliances & Sink, comfortable living spaces with Cathedral Ceilings & Luxury Vinyl and laminate Floors with plenty of room for family and guests. Located in a highly desired school district and close to dining, shopping and major roadways, this home offers the perfect combination of space, convenience, and flexibility. Don't miss this unusual opportunity to have it all at a GREAT PRICE.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 1162 CARMEL CIR #440, CASSELBERRY, FL - MLS# O6406222

    Lake Howell High - O6406222 - 1162 CARMEL CIR #440, CASSELBERRY, FL 32707
    21 Days on yellowkey

    $235,000 | Condo | 2 beds | 2.0 baths | 1 car

    Come live the resort lifestyle with carefree maintenance in the beautiful and gated Carmel by the Lake community on 400 acre Lake Howell. This furnished 2 bed, 2 bath; 4th-floor condo, with elevators, is all on one level and offers serene views of towering oak trees, and the shady walking paths around the lovely grounds leading to Lake Howell (a large ski lake). Stepping into this lovely home, you’ll immediately notice the light and bright spacious eat-in kitchen with pass-through to the dining and living room. You won’t be able to draw your eyes from the oversized glass sliders to the covered screened lanai that faces east. Enjoy your morning coffee with peaceful views of the sunrise on your own private back porch. The large master bedroom offers views of sunrises and majestic trees, a master bath with double sinks, walk-in closet and large shower. This split plan has an inside Laundry, hall bath and a 2nd bedroom in front. Other extras include a designated covered parking spot and storage assigned to unit, newer appliances, and private community boat ramp on Lake Howell to spend hours of fun on the water. This location is prime as you are just minutes away from many shopping options, restaurants, UCF, beaches, only 35 minutes to Disney, Orlando International airport, Sanford airport and close to Winter Park or Altamonte train services and major roadways for an easy commute to all that Central Florida has to offer. All this and zoned for Seminole County schools. Carmel by the Lake is like living in your own private gated resort with community pool, hot tub, tennis/pickle ball court, racketball, clubhouse, boat ramp, fishing pier and lakeside walking paths. The monthly HOA is very comprehensive and offers a lot: high-speed internet, cable with over 200 channels, water, sewer, trash, grounds upkeep, building exterior maintenance and community maintenance. Don't miss out on this gem, schedule your private tour today! Property may be under video/audio surveillance.

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    Listing is courtesy of: COLDWELL BANKER REALTY

  • 3633 JERICHO DR, CASSELBERRY, FL - MLS# O6405169

    Lake Howell High - O6405169 - 3633 JERICHO DR, CASSELBERRY, FL 32707
    21 Days on yellowkey

    $499,900 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    One or more photo(s) has been virtually staged. WELCOME-BIENVENIDO to HOWELL COVE! Beautiful 3-bedroom, 2-bathroom home located in the Seminole County area! This property features a NEW A/C (2026), fresh interior paint, and sits on a spacious 0.96-acre lot the property extends beyond the fence line and backs up to a conservation area and no rear neighbors, offering extra privacy, comfort, and peaceful views. The semi-circle driveway creates an elegant entrance while providing convenient easy-in/easy-out access without the need to reverse. As soon as you enter the home, you will notice the tile flooring throughout the entire house. The spacious living room features French doors leading to a screened patio and a huge deck overlooking the beautiful backyard. The property extends beyond the fence line and backs up to a conservation area. The fully remodeled kitchen with wood cabinets is perfect for hosting amazing dinners with family and friends. The garage has been freshly painted, including the floor. Do you have an RV or boat? This home offers a dedicated side parking area with a concrete pad and an accessible fence gate for extra convenience. There is also a storage shed already waiting for you! Don’t wait too long! Schedule your private showing or tour today.

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    Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY

  • 481 KENTIA RD, CASSELBERRY, FL - MLS# O6406227

    Lake Howell High - O6406227 - 481 KENTIA RD, CASSELBERRY, FL 32707
    22 Days on yellowkey

    $320,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar

    Solid 3-bedroom, 2-bath block home on a corner lot in an established Casselberry neighborhood. Detached 2-car garage, plus a separate storage shed in the back. Original throughout and ready for its next chapter. Mature trees and a generous corner lot give this one room to breathe. Large detached garage offers flexibility beyond parking, and the backyard shed adds extra storage for tools, lawn equipment, or projects. Minutes from 17-92, 436, and 434, with quick access to Winter Park, Altamonte Springs, and downtown Orlando. Top-rated Seminole County schools, nearby shopping and dining, and a short drive to Lake Concord Park and the Cross Seminole Trail. Bring your vision and make it your own.

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    Listing is courtesy of: LPT REALTY, LLC

  • 240 SPRING WIND WAY, CASSELBERRY, FL - MLS# O6402835

    Lake Howell High - O6402835 - 240 SPRING WIND WAY, CASSELBERRY, FL 32707
    22 Days on yellowkey

    $279,000 | Townhouse | 3 beds | 2.0 baths | 1 gar

    Under contract-accepting backup offers. There’s something special about a home that just feels right the moment you walk in. Located in the desirable Pinetree Village section of Deer Run, this 3 bedroom, 2 bathroom home offers comfortable living with soaring 18-foot ceilings and a warm, welcoming layout that makes the space feel open and inviting. Natural light fills the main living area, while thoughtful improvements throughout give the home a fresh, well-cared-for feel. Two private patios give you extra space to enjoy your morning coffee, unwind in the evenings, add container gardens, or create cozy outdoor seating areas for relaxing and entertaining. The kitchen features upgraded cabinets and countertops, along with recent interior paint, knockdown ceiling texture, and brand new tile in the bathrooms. You’ll appreciate the convenience of inside laundry, a covered carport, and an attached one-car garage with extra room for storage. Set in a lovely, well-maintained community with a pool, pickleball courts, and basketball courts, this neighborhood is made for enjoying the Florida lifestyle. Two miles of sidewalk trails are right outside your door, and you can even walk to Sterling Park Elementary School. The location couldn’t be more convenient — close to plenty of shopping and restaurants, just minutes from Winter Park, and with easy access to State Road 417 for an easy commute. Comfortable, inviting, and easy to love — this is the kind of home that simply fits your life.

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    Listing is courtesy of: LPT REALTY, LLC

  • 4000 CROSSROADS PL, CASSELBERRY, FL - MLS# O6406115

    Lake Howell High - O6406115 - 4000 CROSSROADS PL, CASSELBERRY, FL 32707
    23 Days on yellowkey

    $229,900 | Townhouse | 2 beds | 2.5 baths

    Beautifully updated end-unit 2-bedroom, 2.5-bath, two-story townhome featuring major improvements completed within the past five years. The kitchen showcases stainless steel appliances, stylish cabinetry, and Corian countertops, offering both functionality and modern appeal. The thoughtfully designed layout is perfect for everyday living, relaxing, and entertaining guests. Enjoy the cozy corner fireplace, soaring volume ceilings open to the second floor, and wood-look tile flooring throughout the first-floor living areas and spacious primary bedroom. The first floor also includes an updated half bath for added convenience. Step outside to a spacious covered porch and outdoor deck with the potential to be fenced for additional privacy. The community offers an abundance of amenities, and the community pool is conveniently located just steps from your front door. Upstairs, you’ll find the guest bedroom, a full bathroom, washer and dryer area, and an open loft space that offers flexibility for a home office, media area, or additional living space. The home’s major systems have been well maintained, and the HOA replaced the roof for the entire building between 2021 and 2022, providing added peace of mind for the next owner. This home presents the perfect opportunity to add your personal touch with a fresh coat of paint and make it truly your own.

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    Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO

  • 161 PINESONG DR, CASSELBERRY, FL - MLS# O6405987

    Lake Howell High - O6405987 - 161 PINESONG DR, CASSELBERRY, FL 32707
    23 Days on yellowkey

    $270,000 | Townhouse | 2 beds | 2.0 baths | 1 gar

    Welcome to this charming 2-bedroom, 2-bath home nestled in the sought-after Deer Run community of Casselberry. This well-maintained property features an open and inviting layout with vaulted ceilings, abundant natural light, and easy-flow living spaces perfect for both relaxing and entertaining. The kitchen offers ample cabinet and counter space with a convenient breakfast bar overlooking the main living area. The spacious primary suite includes a private bath and generous closet space, while the second bedroom is ideal for guests, a home office, or flex space. Step outside to enjoy your own private back porch, the perfect spot for morning coffee or quiet evenings overlooking a peaceful setting. Additional highlights include a private garage, indoor laundry area, and low-maintenance living. Located close to shopping, dining, parks, major roadways, and Seminole County schools, this home offers comfort, convenience, and privacy all in one.

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    Listing is courtesy of: REGENCY REAL ESTATE LLC

  • 368 FAIRGREEN PL, CASSELBERRY, FL - MLS# V4948941

    Lake Howell High - V4948941 - 368 FAIRGREEN PL, CASSELBERRY, FL 32707
    23 Days on yellowkey

    $625,000 | Single Family Home | 5 beds | 2.0 baths | 2 gar

    At the heart of Kings Point in Deer Run, where opportunities to own are few and far between, this extensively renovated lakeview residence delivers a level of design, quality, and lifestyle that is increasingly difficult to replicate. Thoughtfully reimagined to luxury standards from top to bottom, every detail of this home was selected with intention—creating a property that feels both elevated and effortlessly livable. From the moment you enter, the home’s scale and natural light make an immediate impression. Cathedral ceilings, four skylights, expansive living spaces, and wide views of the pool and water beyond create an atmosphere that feels open, calm, and connected to the outdoors. Four separate sets of sliding glass doors blur the line between indoor and outdoor living, allowing the home to unfold naturally around the resort-style screened pool and custom outdoor entertaining space. The kitchen was designed for those who appreciate both beauty and function, featuring high-end appliances, a gas cooktop, custom ventilation hood, double ovens, wine refrigerator, and a layout that anchors the home with sophistication and ease. Throughout the property, the finishes reflect a refined, cohesive design aesthetic—from the tile flooring and newly installed bedroom floors to the striking wood-burning fireplace framed by a custom whitewashed accent wall and stone. Outside, the experience becomes even more compelling. The newly resurfaced pool, lake views, and custom stone outdoor kitchen and bar create a setting that feels tailored for both intimate evenings and large-scale entertaining. The backyard offers an exceptional sense of privacy rarely found in this area, with tranquil lake views and no rear homes in sight—only the rolling green hills of what was once the golf course, creating a peaceful and remarkably open backdrop. Surrounded by easy-maintenance landscaping, irrigation, and mature surroundings, the property offers a sense of privacy and permanence that is increasingly rare in today’s market. Beyond the aesthetics, the value of the improvements speaks for itself: brand-new roof, brand-new windows, freshly painted interior and exterior, and comprehensive renovations throughout provide the peace of mind and finish quality buyers expect in a truly turnkey luxury home. With five bedrooms (one that would make a perfect office), beautifully updated living spaces, and a location within one of Casselberry’s most sought-after communities, 368 Fairgreen Place is more than a renovated home—it is a carefully curated property designed for buyers who recognize quality, appreciate craftsmanship, and understand how rare it is to find a home where every element has already been done at such a high level.

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    Listing is courtesy of: COLDWELL BANKER COAST REALTY

  • 1557 CLOVERBAY LN, CASSELBERRY, FL - MLS# O6402128

    Winter Springs High - O6402128 - 1557 CLOVERBAY LN, CASSELBERRY, FL 32707
    23 Days on yellowkey

    $389,000 | Townhouse | 4 beds | 3.5 baths | 2 gar

    Under contract-accepting backup offers. Welcome to this meticulously kept three-story townhome located in the desirable Legacy Park community in Casselberry! Offering the perfect blend of space, style, and convenience, this home features a flexible floorplan with a spacious guest suite on the main level — ideal for visitors, a home office, or multigenerational living. Upstairs, you’ll love the open-concept living spaces accented by newer engineered hardwood floors and abundant natural light. The kitchen has been thoughtfully refreshed with appliances replaced in 2024, creating a modern and functional space for everyday living and entertaining. A standout feature is the custom built-in bar area, adding character and the perfect spot to host friends and family. Step outside to the oversized balcony, ideal for enjoying your morning coffee or relaxing in the evenings. This meticulously maintained home also offers valuable updates including a 2022 roof and 2023 A/C for added peace of mind. The spacious two-car garage provides ample parking and storage space. Legacy Park residents enjoy access to wonderful community amenities including a resort-style pool and neighborhood park/playground area. Conveniently located near shopping, dining, Seminole County parks, and major roadways including 17-92 and SR-417, this location makes commuting to Orlando, Winter Park, and surrounding areas a breeze. This move-in ready home truly offers low-maintenance living with all the space and upgrades you’ve been looking for!

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    Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS