Casselberry Real Estate

Homes for Sale in Casselberry, FL Between $400,000 to $500,000

Welcome to your dedicated resource for Homes for Sale Between $400,000 to $500,000 in Casselberry, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As local Casselberry, FL agents, Zen Home Group specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the properties currently available between $400,000 to $500,000 below, or contact a local agent to discuss the details that matters most to your search.

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All Casselberry, FL Homes for Sale Between $400,000 to $500,000

ONLY $240,000 DOWN PAYMENT TO SELLER FINANCE (less than Half down!!) !!!!!!!!!!! Lot has 100ft of frontage on 17-92 and it’s a corner lot and outparcel to a large and newish 55+ apartment community. Adjacent outparcel is being built up to be a block commercial bdg by and for a Roofing and Construction company. This will likely instantly bump your value once complete! Two doors down from 7-Eleven, and at a turn lane on a 6-lane busy highway, US Hwy 17-92!!! Busy corridor!! Zoning is C-2. Unincorporated Seminole County jurisdiction. Utilities are available right at the road. Modular office does convey with sale!! Appointments necessary to see inside of it. Otherwise, the lot is an open lot with no fence so drive in any day or time. Willing to seller finance with down payment. Ask about it. Also, will barter/trade for other properties. IF YOU WANT TO FINANCE WITH LESS THAN IS REQUIRED TO SELLER FINANCE...GO THROUGH OUR PREFERRED LENDER FOR A $1,000 CREDIT AT CLOSING!!! Rare opportunity to own property smack dab in the middle of 17-92 just before Maitland Blvd and I-4!! Busy spot! Location, location, location!!

8390 S Us Highway 17-92 Highway Unit 1001-1009, Fern Park

A Rep Of A Pt Of Blk D Crystal Bowl Add SubDv. ⋅ 32707 Zip Code

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.

78 S Winter Park Drive, Casselberry

4 Beds ⋅ 3 Baths ⋅ A Rep Of A Pt Of Blk D Crystal Bowl Add SubDv. ⋅ 32707 Zip Code

Beautifully renovated and fully furnished, this versatile property presents a rare opportunity for those looking to establish an assisted living facility, group home, or residential care business — or, with simple modifications, can be converted back into a single-family residence. Set on an oversized 0.36-acre lot in a well-established Casselberry golf community, the home also offers a convenient Seminole County location for prospective clients and their families. Inside, the 4-bedroom, 3-bath layout delivers a bright, open feel with a functional split-bedroom floor plan built for comfort and privacy — a configuration equally suited to assisted living, group home use, residential care, or traditional single-family living. The updated kitchen shines with stainless steel appliances, abundant cabinetry, generous pantry storage, and expansive granite countertops — ideal for daily care operations or, just as easily, a busy family kitchen. Additional interior highlights include updated fixtures, generously sized living and dining areas, and a cozy fireplace in the main family room. The primary suite offers a private en-suite bath with granite vanity countertops and a double closet. Outside, the massive circular driveway provides ample parking, as well as a large screened patio, and spacious backyard offering room to relax, entertain, or expand. Just minutes from shopping, dining, parks, AdventHealth ER, and Oviedo Medical Center, this move-in-ready, turnkey property offers exceptional flexibility — whether as an income-ready care facility or a comfortable single-family home in one of Central Florida's most accessible and desirable areas.

78 S Winter Park Drive, Casselberry

3 Beds ⋅ 2 Baths ⋅ Royal Oaks SubDv. ⋅ 32707 Zip Code

Welcome home to Royal Oaks! This beautifully renovated 3BR/2BA split-plan home is move-in ready, featuring brand new paint throughout, new gorgeous luxury laminate flooring, fully renovated bathrooms, and brand new appliances. New roof (2021) for added peace of mind. Located in the sought-after gated community of Royal Oaks, enjoy a sparkling community pool plus an HOA that covers lawn mowing, manicuring, and outside pest control. Low-maintenance living at its finest — don't miss this one!

1393 Waukon Circle, Casselberry

4 Beds ⋅ 2 Baths ⋅ Howell Cove 3rd Sec SubDv. ⋅ 32707 Zip Code

More than just a house—it's a place to call home. This beautifully maintained 4-bedroom, 2-bath residence sits on more than one-third of an acre and reflects years of pride in ownership. Step inside and you'll immediately understand why the same owners have proudly called this home for more than three decades. With a 50-year fiberglass shingle roof installed in 2018 and an A/C system replaced in 2020, this home offers added peace of mind and is truly move-in ready. Inside, you'll find a lovingly maintained interior featuring wood-look porcelain tile flooring throughout—there's no carpet—offering both easy maintenance and lasting appeal. Don't overlook the custom cabinets and granite countertops in the kitchen and also plantation shutters and 3 sets of french doors throughout. .Step outside to the oversized enclosed back patio, the perfect spot to enjoy your morning coffee, entertain guests, or unwind in the evenings while overlooking the spacious backyard.

3611 Dahill Court, Casselberry

4 Beds ⋅ 2 Baths ⋅ Indian Hills SubDv. ⋅ 32730 Zip Code

Sign by 7/30, receive $5,000 cash back at closing and a one year home warranty. Welcome to 2102 Winnebago Trail, a charming residence located in a desirable neighborhood in Fern Park. This inviting home offers a functional layout, comfortable living spaces, and access to a variety of community amenities designed to enhance your lifestyle. Step inside to discover bright and spacious living areas filled with natural light, creating a warm and welcoming atmosphere. The kitchen provides ample cabinetry and workspace, making meal preparation convenient and enjoyable, while the adjoining dining and living areas offer the perfect setting for everyday living or entertaining guests. Comfortable bedrooms provide privacy and flexibility, making this home ideal for families, or first-time buyers. Enjoy outdoor living with private outdoor space perfect for relaxing or entertaining. Conveniently situated near shopping, dining, and major roadways, this home provides easy access to nearby destinations including Altamonte Mall, Cranes Roost Park, and the retail and dining options along State Road 436. Commuters will appreciate convenient access to Orlando and surrounding areas. Whether you're searching for a primary residence or investment opportunity, this property offers comfort, convenience, and community living in a desirable Fern Park location. Sellers are also adding a home warranty for added piece of mind. Schedule your showing today!

2102 Winnebego Trail, Fern Park

4 Beds ⋅ 2 Baths ⋅ Sterling Oaks SubDv. ⋅ 32707 Zip Code

Price adjustment...., Wonderful opportunity to enjoy comfortable Florida living in a well-established neighborhood With NO HOA!! Step inside to discover bright, open living spaces filled with natural light, creating a warm and welcoming atmosphere. The upgraded high-end kitchen serves as the heart of the home, offering ample cabinet, modern appliances and counter space to prepare meals with ease. With desirable split floor plan that's perfect for today's lifestyle. The thoughtfully designed layout separates the primary suite from the 3 additional bedrooms, creating a private retreat while providing ideal space for family, guests, or a home office. Step outside to your private screened-in patio. Enjoy a private over 0.30 Acre backyard with endless possibilities—whether you envision weekend barbecues, gardening, or creating your own outdoor oasis. Conveniently located near shopping, dining, parks, top-rated schools, and major highways, this home offers easy access to Downtown Orlando and Central Florida's world-famous attractions.Whether you're searching for your forever home or your next investment, 1560 Guinevere Drive combines a functional layout, an excellent location, and the comfort you've been looking for. Schedule your private showing today and discover this wonderful home!

1560 Guinevere Drive, Casselberry

3 Beds ⋅ 2 Baths ⋅ Howell Cove 4th Sec SubDv. ⋅ 32707 Zip Code

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.

3633 Jericho Drive, Casselberry

3 Beds ⋅ 3 Baths ⋅ Buttons Sub Amd SubDv. ⋅ 32707 Zip Code

Welcome to a rare lakefront retreat offering privacy, space, and an exceptional lifestyle with NO HOA! Tucked away at the end of the road in Casselberry, this two-story single-family home offers 3 bedrooms, 2.5 bathrooms, 1,793 square feet of living space, and a fully screened saltwater pool overlooking the beautiful waters of Lake Azalea. NEW ROOF 2026. One of the most impressive features of this property is the expansive backyard, which stretches all the way from the home to the lake, creating a private waterfront setting that is increasingly difficult to find. The fully screened pool area features a covered patio space along with plenty of additional screened-in pool deck for enjoying Florida's year-round outdoor lifestyle. Beyond the pool, the spacious yard offers a fire pit area, room to relax and entertain, and a large side yard with ample space to park a boat, RV, or other recreational equipment. Inside, the welcoming foyer opens to a front living room with a custom wallpaper accent wall and offers excellent flexibility as a formal sitting area, home office, or additional living space. The kitchen features stainless steel appliances, updated cabinet hardware, and an open connection to the main living areas. From the downstairs living spaces, enjoy beautiful sightlines through the screened pool enclosure and beyond to the lake, creating a seamless connection between the interior and the spectacular outdoor setting. A switchback staircase with decorative spindles leads to the second floor, where the oversized primary suite is privately positioned at the rear of the home and offers wonderful views toward the lake. The spacious primary bathroom features dual vanities, a glass-enclosed shower, and a full garden tub. Two additional bedrooms and a full bathroom are also located upstairs, along with a generously sized laundry room for added convenience. Fresh interior paint and new lighting and fans throughout. Whether you're looking for a private lakefront residence, a home with room for a boat or RV, or simply a property where you can enjoy a pool and expansive backyard without HOA restrictions, this unique Casselberry property offers an exceptional opportunity to enjoy the best of Florida living on Lake Azalea. Make an appointment to see this home today!

1459 Azalea Avenue, Casselberry

4 Beds ⋅ 2 Baths ⋅ Sterling Oaks SubDv. ⋅ 32707 Zip Code

Just Reduced 10K! OPEN and spacious, this thoughtfully designed floor plan is perfect for entertaining. Brand NEW Energy Efficient 3.5 ton AC installed 6-26. with NEW Duct work. THIS IS A 4 BEDROOM HOME THAT WAS CONVERTED TO A 3 BEDROOM. IT CAN EASILY BE CONVERTED BACK. Volume ceilings and skylights fill the home with abundant natural light, while ceiling fans throughout provide comfort year-round. Elegant arched doorways add architectural charm and depth to each space. The large, chef-inspired kitchen is ideal for cooking and gathering, complemented by a gas range and gas water heater. Cozy evenings by the fireplace create a warm, inviting atmosphere. The home offers spacious bedrooms and updated master and guest bathrooms. Tile flooring runs throughout, and energy-efficient dual-pane windows provide added comfort and savings. Step outside to your private outdoor retreat featuring an extra-large screened-in porch, a fully fenced backyard, and a relaxing hot tub on the patio. Beautiful stone pavers enhance both the backyard and portions of the front exterior, adding style and durability. Additional features include a garage with a workbench and enclosed storage, with an oversized parking area, plus a full-size high-efficiency washer and dryer that convey with the home. NO HOA! This well-maintained property is a must-see—schedule your showing today.

1616 E Sandpiper Trail, Casselberry

4 Beds ⋅ 2 Baths ⋅ Seminole Raceway 1st Add SubDv. ⋅ 32707 Zip Code

Pre-Construction. To be built. This home will be completed August 2026. The photos are of another home in the community by the same builder with the same floor plan and finishes. 4-bedroom, 2-bath home combines modern finishes with a layout designed for real life. The split floor plan offers privacy, with the primary suite set apart from the secondary bedrooms, ideal for families, guests, or a dedicated office space. From the moment you walk in, high ceilings and natural light create a bright, open feel. The kitchen sits at the heart of the home, featuring quartz countertops, an oversized island with custom fluted detailing, soft-close cabinetry, stainless steel appliances, and plenty of storage. It’s a clean, functional space that naturally connects to the dining and living areas, making it easy to entertain or just enjoy everyday living. Sliding glass doors lead out to the rear patio, giving you a comfortable outdoor space to relax, grill, or unwind in the evenings. Ceramic tile runs throughout the home for a cohesive, low-maintenance finish, and the interior laundry room adds practical convenience. Located in Casselberry in Seminole County, this home benefits from access to highly rated Seminole County schools. The street is also seeing multiple new single-family homes under construction, creating a strong sense of growth and long-term value in the neighborhood. Brand-new construction, thoughtful design, and move-in-ready condition, ready for its first owner to step in and make it home.

1531 Oak Lane, Casselberry

4 Beds ⋅ 3 Baths ⋅ Deer Run Unit 12b SubDv. ⋅ 32707 Zip Code

Step into comfort and versatility with this beautifully maintained 4-bedroom, 2.5-bathroom home designed for both everyday living and effortless entertaining. The eat-in kitchen offers abundant counter space, ideal for meal prep and gatherings, and flows seamlessly into a separate formal dining room and spacious family room. The primary bedroom is conveniently located on the first floor and features private access to the backyard through sliding glass doors, while a second set of sliding doors from the family room enhances indoor-outdoor living. Throughout the home, you’ll find Atroguard flooring—known for its durable, water-resistant laminate design with a wood fiber core—adding both style and functionality. Step outside to a shaded backyard retreat with an exceptional outdoor space, complete with a screened-in porch and high ceilings—perfect for relaxing or hosting guests. The backyard has been cleared of trees, offering a more open space with added usability and flexibility. This home is also equipped with a high-end RainSoft EC5 water treatment and purification system, providing enhanced water quality throughout the home. Recent updates include a newer roof (2023) for added peace of mind. Ideally situated near Red Bug Lake Rd, SR-434, and SR-417, with easy access to the Cross Seminole Trail, parks, shopping, dining, and top-rated Seminole County schools. Schedule your private showing today and come see everything this home has to offer!

4485 Weeping Willow Circle, Casselberry

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