5 Bedroom homes for sale & real estate in Casselberry, FL

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Incredible opportunity to own this wonderfully maintained 5 bedroom, 3.5 bathroom home with OVER 3,500 square feet of living space and NO HOA in the highly sought after Ranchlands community. This home has a beautiful covered front porch, circular driveway with lots of parking space, an OVERSIZED primary bedroom located on the 1st floor with TWO WALK-IN CLOSETS, primary bathroom that doubles as a SAUNA, a large kitchen with stainless steel appliances, interior laundry room, a whole home WATER FILTRATION SYSTEM, large totally enclosed back porch, and beautiful oversized lot with a view of a small lake nearby. The original garage was enclosed and converted into a HUGE workspace that can be a w

$680,000

5 beds3.5 baths3,566 sq ft

203 Herrell Rd, Winter Springs, FL 32708

Covered front porch • Two walk-in closets • Circular driveway

3D WALKTHROUGH

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Welcome Home to this stunning 5-bedroom, 3.5-bathroom residence located in the sought-after gated and pool community of Royal Oaks! From the moment you arrive, you'll be captivated by the beautiful curb appeal and meticulously maintained landscaping. Step inside and feel immediately welcomed by soaring ceilings that create a bright, open, and airy atmosphere. The formal living and dining area is an elegant space for special gatherings, enhanced by stylish wainscoting that adds a refined touch. The immaculate, updated kitchen is flooded with natural light and has abundant cabinet space, granite countertops, stainless steel appliances, and an abundance of counter space—including a dedic

$670,000

5 beds3.5 baths2,461 sq ft

1402 Waukon Cir, Casselberry, FL 32707

Gated community • Pool community • Updated kitchen

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
* * 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, light fixtures and luxury vinyl plank flooring throughout. WOW! Inside, modern design and timeless comfort blend seamlessly. The open-concept kitchen flows effortlessly into the dining and living spaces, creating the perfect setting for both family life and entertaining. A spacious fam

$489,900

5 beds2.5 baths2,092 sq ft

431 S Hawthorn Cir, Winter Springs, FL 32708

Detached adu • Open concept kitchen • Central location

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Welcome to 352 Misty Oak Run, a stunning lakefront property in the serene, gated community of Lake Griffin Estates in Casselberry, Florida. This beautifully renovated 5-bedroom home boasts a range of recent upgrades that make it move-in ready and perfect for modern living. Step inside to discover new porcelain wood-look tile flooring throughout all living areas, adding a touch of elegance and durability. The kitchen has been fully updated with new cabinets, countertops, and top-of-the-line stainless steel appliances, including an LG Smart, Wi-Fi enabled refrigerator, making cooking and entertaining a joy. Creating a bright and welcoming atmosphere, the entire home features new ceiling fans

$625,000

5 beds3 baths2,654 sq ft

352 Misty Oaks Run, Casselberry, FL 32707

Gated community • Lakefront property • New toilets

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ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Welcome to this lakefront home in the community of Parkstone. This home has private shoreline along the serene Lake Jesup that is ready for your new dock and boat. Situated on almost . 75 acre lot, this property delivers with peaceful views. At the heart of this 3,512 sq ft residence are five spacious bedrooms and three and a half bathrooms, including two master suites with en suite baths for comfort and flexibility. Whether you're accommodating guests or planning for multigenerational living, this layout is both functional and inviting. A large loft adds bonus space perfect for a home office, game room, or media center. Enjoy a low maintenance lifestyle with an HOA that maintains your yard

$780,000

5 beds4.5 baths3,512 sq ft

1225 Stone Harbour Rd, Winter Springs, FL 32708

Private shoreline • Nearby trails • Large loft

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Under Construction. A masterpiece of luxury design by LUIH Luxury Homes, perfectly positioned in the prestigious neighborhood of Hollieanna Shores. As you arrive, a striking façade with an elegant arched entryway sets an unforgettable tone. Beyond the front door, soaring ceilings and designer finishes frame an expansive living room where glass sliders dissolve the boundary between indoor and outdoor living, creating a seamless transition to the lanai and resort-style backyard. At the heart of the home, a chef’s kitchen designed for both performance and beauty exceeds every expectation. Sleek quartz countertops, a full Thermador appliance suite, custom cabinetry, and an oversize

$1,799,000

5 beds4.5 baths3,203 sq ft

105 Tangelo Ct, Maitland, FL 32751

Designer finishes • Arched entryway • Soaring ceilings

VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Welcome to the best of Winter Park living, where luxury meets lifestyle and every day feels like a getaway. This stunning custom home, built by Lundev, sits on a quiet, tree-lined street just a mile from Park Avenue and only steps from beautiful Lake Osceola. Imagine walking to brunch on Park Ave, then coming home to launch your paddleboard from the end of your street. From the moment you pull up, the home makes an impression from its striking architecture to the curved driveway that feels both elegant and inviting. Inside, it’s designed for the way people actually live and entertain today. The chef’s kitchen is the heart of the home, featuring a massive marble island, sleek cus

$3,250,000

5 beds5.5 baths4,296 sq ft

473 Fletcher Pl, Winter Park, FL 32789

Tree lined street • Custom home • Paddleboard access

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Spacious 5-Bedroom Home Rebuilt in 2019! This beautifully refreshed single-family residence offers 5 bedrooms and 3 bathrooms, giving everyone room to stretch out, breathe, and claim a favorite corner. Mature trees cradle the home on a generous 0.31-acre lot, so time outdoors feels like slipping into a green, sunlit haven. After a fire, the property underwent a full rebuild in 2019, gifting it the sturdiness and spirit of a home with a well-earned second chance. A NEW POOL SCREEN ENCLOSURE followed in 2021. An extended driveway and side-loading 2-car garage offer effortless parking and room to maneuver. The split floor plan adds a welcome sense of privacy. French doors open into a covered,

$575,000

5 beds3 baths2,609 sq ft

600 Chelsea Rd, Longwood, FL 32750

0.31 acre lot • Split floor plan • Top rated schools

3D & VIDEO TOUR

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
One or more photo(s) has been virtually staged. This beautiful two-story residence is located in the highly desired Temple Heights neighborhood in the heart of Winter Park. Situated on an expansive double lot, this well-maintained home offers over 3,900 sq ft of heated living space and features 5 bedrooms and 4 bathrooms in the main home, plus a large separate pool home/In-Law Suite complete with its own bathroom and kitchenette. The home features original hardwood and vinyl flooring throughout, high vaulted ceilings, and an open floor plan designed for both comfort and entertaining. The family room and kitchen overlook the covered lanai, oversized pool, and spacious, private backyard. Fren

$2,490,000

5 beds4 baths3,948 sq ft

1205 Mayfield Ave, Winter Park, FL 32789

In-law suite • Open floor plan • Double lot

NEW CONSTRUCTION

ABOUT THIS HOME
5 Bedroom Homes for Sale in Casselberry, FL
Pre-Construction. To be built. An extraordinary opportunity to claim one of Lake Seminary’s desired shorelines awaits. Masterfully envisioned by Heathrow Custom Homes, this newly built lakefront estate introduces a fresh standard of modern luxury for Maitland and Winter Park. Poised on an expansive 0.69-acre parcel, the residence spans nearly 6,500 square feet of impeccably curated living space, where sophisticated architecture and bespoke finishes harmonize with the tranquil beauty of the lake. A striking floating staircase framed by floor-to-ceiling glass offers a captivating first impression, while the grand entry reveals uninterrupted vistas of the pool terrace and shimmering wate

$4,999,000

5 beds7 baths6,466 sq ft

360 Lake Seminary Cir, Maitland, FL 32751

Floating staircase • Lakefront estate • Twenty-foot island

Property at 2412 Chantilly Ave, Winter Park, FL 32789, 5 beds, 6.5 baths

$2,350,000

5 beds6.5 baths4,506 sq ft

2412 Chantilly Ave, Winter Park, FL 32789

Property at 1885 Temple Dr, Winter Park, FL 32789, 5 beds, 3.5 baths

$2,295,000

5 beds3.5 baths3,691 sq ft

1885 Temple Dr, Winter Park, FL 32789

Property at 126 Seville Chase Dr, Winter Springs, FL 32708, 5 beds, 4 baths

$759,000

5 beds4 baths3,205 sq ft

126 Seville Chase Dr, Winter Springs, FL 32708

Property at 516 Henkel Cir, Winter Park, FL 32789, 5 beds, 6 baths

$3,599,000

5 beds6 baths4,143 sq ft

516 Henkel Cir, Winter Park, FL 32789

Property at 550 Palmer Ave, Winter Park, FL 32789, 5 beds, 6.5 baths

$7,200,000

5 beds6.5 baths5,939 sq ft

550 Palmer Ave, Winter Park, FL 32789

Property at 3319 Ellwood Ct, Winter Park, FL 32792, 5 beds, 3 baths

$480,000

5 beds3 baths1,546 sq ft

3319 Ellwood Ct, Winter Park, FL 32792

Property at 7502 Waunaqua Dr, Winter Park, FL 32792, 5 beds, 3 baths

$567,000

5 beds3 baths2,615 sq ft

7502 Waunaqua Dr, Winter Park, FL 32792

Property at 2920 Abbey Ct, Winter Park, FL 32792, 5 beds, 3 baths

$650,000

5 beds3 baths2,312 sq ft

2920 Abbey Ct, Winter Park, FL 32792

Property at 710 East Ct, Longwood, FL 32750, 5 beds, 2 baths

$360,000

5 beds2 baths1,533 sq ft

710 East Ct, Longwood, FL 32750

Property at 1302 Raintree Pl, Winter Park, FL 32789, 5 beds, 5.5 baths

$5,300,000

5 beds5.5 baths4,738 sq ft

1302 Raintree Pl, Winter Park, FL 32789

Property at 457 E New England Ave, Winter Park, FL 32789, 5 beds, 4.5 baths

$3,100,000

5 beds4.5 baths3,847 sq ft

457 E New England Ave, Winter Park, FL 32789

Property at 5275 Pine Lily Cir, Winter Park, FL 32792, 5 beds, 3.5 baths

$719,000

5 beds3.5 baths3,152 sq ft

5275 Pine Lily Cir, Winter Park, FL 32792

Property at 1540 Palm Ave, Winter Park, FL 32789, 5 beds, 3.5 baths

$1,999,000

5 beds3.5 baths3,423 sq ft

1540 Palm Ave, Winter Park, FL 32789

Property at 2215 Marsh Sedge Ln, Winter Park, FL 32792, 5 beds, 2.5 baths

$799,000

5 beds2.5 baths2,646 sq ft

2215 Marsh Sedge Ln, Winter Park, FL 32792

Based on information submitted to the MLS GRID as of Sat Dec 06 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

5 Bedroom Homes for Sale in Casselberry

There are currently 4 5 bedroom homes in Casselberry. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Casselberry stay on the market for 81 days and receive 1 offers. Popular neighborhoods include Indian Hills, Lake of the Woods Townhouse, Deer Run, Seminole Heights, and North Orlando. This map is refreshed with the newest listings in Casselberry every 15 minutes.

In the past month, 24 homes have been sold in Casselberry. In addition to houses in Casselberry, there were also 28 condos, 16 townhouses, and 1 multi-family unit for sale in Casselberry last month. Casselberry is a minimally walkable city in Florida with a Walk Score of 33. Casselberry is home to approximately 26,171 people and 8,537 jobs. Find your dream home in Casselberry using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Casselberry are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Casselberry. Our Casselberry real estate stats and trends will give you more information about home buying and selling trends in Casselberry. If you're looking to sell your home in the Casselberry area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Casselberry with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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