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141 Fairway Ten Drive, Casselberry
$539,000
4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 3 SubDv. ⋅ 32707 Zip Code
**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 141 Fairway Ten Drive in Casselberry, a spacious 4-bedroom, 2-bath home offering a comfortable layout, versatile living spaces, and an impressive selection of indoor and outdoor features. With plenty of room for everyday living and entertaining, this home combines functionality, thoughtful updates, and the relaxed Florida lifestyle. The home features a functional floor plan with a spacious living room, separate family room, breakfast nook, and kitchen, creating multiple areas for gathering and relaxation. A fireplace serves as a welcoming focal point in the family room. The primary bedroom includes a private bathroom and closet, while three additional bedrooms provide flexibility for family, guests, or a home office. Generous windows throughout bring in natural light and create a bright, comfortable atmosphere. The property has been thoughtfully updated with important improvements for comfort and efficiency. The 5-ton central air conditioning system is only one year old, and the split-unit system was installed this year. The roof is approximately five years old, the same age as the solar panels. A whole-house water filtration system and water softener provide added convenience and improved water quality throughout the home. Outside, the property is designed for privacy, relaxation, and entertaining. The entire lot is enclosed by a 250+ foot vinyl privacy fence, creating a secure and private setting. Pavers have replaced the concrete throughout the outdoor areas, adding both visual appeal and functionality. The covered and screened patio offers a comfortable space for relaxing or entertaining and connects to the screen-enclosed in-ground saltwater pool, providing a refreshing alternative to a traditional chlorine pool. A deck, private yard, gazebo, and additional storage further enhance the outdoor space, with plenty of room for recreation, gardening, gatherings, and everyday enjoyment. A covered front porch welcomes you into the home, while the expansive fenced backyard creates a private outdoor retreat. From the updated pool area to the multiple entertaining spaces, the property offers a versatile setting for enjoying Florida's year-round outdoor lifestyle. Located in an established Casselberry neighborhood, the property offers convenient access to local parks, shopping, dining, schools, and everyday services. Major roadways including SR 436 and US 17-92 provide convenient connections throughout Seminole County and the greater Orlando area.

141 Fairway Ten Drive, Casselberry

920 Saza Run, Casselberry
$699,900
4 Beds ⋅ 3 Baths ⋅ Lost Lake Glen SubDv. ⋅ 32707 Zip Code
Welcome to Your Oasis in Lost Lake Glen! Escape to this stunning, freshly painted luxury pool home in Casselberry’s highly desirable Lost Lake Glen community. Boasting an open floor plan with dramatic 12-foot ceilings, elegant French doors, and a large three-car garage! This home offers the perfect blend of grand entertainment spaces and private retreats. Inside is a thoughtfully designed split-floor plan featuring timeless Brazilian cherry wood floors in the formal living and dining rooms. Work from home effortlessly in your private front-view office, then gather in the massive 16'x19' family room, complete with beautiful engineered wood floors. The chef-ready kitchen is a culinary dream, featuring a functional cooking island, granite countertops, 42" wood cabinets, and premium, new stainless-steel appliances—including a brand-new, energy-efficient LG refrigerator. The spectacular 13'x27' master suite is a true sanctuary. It features a private sitting area, direct sliding-door access to the pool, dual walk-in closets, dual vanities, a relaxing garden tub, and a double walk-in shower. On the opposite side of the home, a clever Jack-and-Jill setup connects bedrooms two and three, alongside a private fourth bedroom that would make an excellent in-law suite. Your favorite spot will undoubtedly be the large, screen-enclosed poolside back porch. It frames the spectacular spa pool equipped with a brand-new heater, perfect for year-round outdoor entertainment or quiet relaxation. Additional premium upgrades include a deep sink in the laundry room and convenient pull-down attic steps for extra storage. Offering luxury, comfort, and peace of mind, this exceptional property has no CDD fees and low annual HOA dues of only $700. Lost Lake Glen is such a nice community; people just don't move. This is a rare opportunity to own a home in Lost Lake Glen.

920 Saza Run, Casselberry

1000 Lake Of The Woods Boulevard Unit B202, Fern Park
$137,000
1 Beds ⋅ 1 Baths ⋅ Ashwood Condo SubDv. ⋅ 32730 Zip Code
Welcome to this immaculate 1-bed, 1-bath condo with an open layout, spacious light-filled living room, functional kitchen with plenty of storage, and a peaceful primary bedroom with a generous closet. THIS CONDO INCLUDES ONE ASSIGNED PARKING SPACE DIRECTLY IN FRONT OF THE UNIT ALONG WITH AMPLE GUEST PARKING. Residents and guests get to enjoy exclusive access to the community’s pool, clubhouse, laundry facilities and courtyard. SIGNIFICANT RECENT HOME IMPROVEMENTS INCLUDE: VANITY, TOILET AND DOORS (2/2023), BUILT IN SHELVING (2/2023), REFRESHED KITCHEN CABINETS WITH PAINT AND ADDED BACKSPLASH 2/2023), REPLACED DISHWASHER (8/2024). Located just minutes away from everything Orlando has to offer don’t wait and schedule your private tour today!

1000 Lake Of The Woods Boulevard Unit B202, Fern Park

420 Nantahala Court, Casselberry
$359,000
4 Beds ⋅ 2 Baths ⋅ Seminole Sites SubDv. ⋅ 32707 Zip Code
Virtually Staged. Seller is very motivated to sell! Offering a $5,000 concession for the buyers!! Welcome to 420 Nantahala Ct, Casselberry, FL Welcome home to this beautifully updated 4-bedroom, 2-bathroom home tucked away on a quiet cul-de-sac in Casselberry. Featuring a desirable open floor plan, remodeled flooring, and a private vinyl-fenced backyard, this home offers a comfortable and inviting layout designed for both everyday living and entertaining. Step inside to a spacious living area with remodeled floors that provide a fresh, modern look and a seamless flow throughout the main living spaces. The open-concept design connects the living, dining, and kitchen areas, creating an ideal setting for family gatherings and entertaining guests. The four-bedroom, two-bathroom layout provides plenty of flexibility for family, guests, a home office, or additional living space. Enjoy the Florida lifestyle in the private backyard, enclosed by a vinyl privacy fence that provides added seclusion and creates a great space for outdoor entertaining, pets, or simply relaxing. The home also features a water softener system installed in 2019, which was professionally serviced in July 2025, providing added convenience and comfort for the next homeowners. Conveniently located near shopping, dining, parks, schools, and major roadways, 420 Nantahala Ct offers the perfect combination of updated interior living, outdoor privacy, modern conveniences, and a convenient Casselberry location. Move-in ready and thoughtfully improved, this home is ready for its next chapter. Come see everything 420 Nantahala Ct has to offer!

420 Nantahala Court, Casselberry

4011 August Court, Casselberry
$294,900
3 Beds ⋅ 3 Baths ⋅ Deer Run Unit 14b SubDv. ⋅ 32707 Zip Code
Welcome to this charming 3-bedroom, 2.5-bath townhome tucked away on a quiet, private street surrounded by mature trees and natural beauty. Filled with natural light, this home offers an inviting great room with soaring ceilings and beautiful second-story windows, creating a bright and open atmosphere. The primary bedroom is conveniently located on the first floor, while the second level features additional bedrooms and a loft overlooking the great room, adding character and flexibility to the floor plan. Enjoy additional living and entertaining space in the large enclosed back porch, perfect for relaxing while enjoying the peaceful surroundings. The community offers amenities including a swimming pool, and tennis court. Conveniently located near Red Bug Lake Road and SR 417, with easy access to shopping, dining, and major roadways. This light-filled townhome is truly a hidden gem, combining a unique floor plan, beautiful surroundings, community amenities, and a convenient Casselberry location.

4011 August Court, Casselberry

1915 E Lake Drive, Casselberry
$399,900
4 Beds ⋅ 3 Baths ⋅ Buttons Sub Amd SubDv. ⋅ 32707 Zip Code
WOW! Price Reduced! Beautiful and Spacious House! This 4-bedroom, 3-bathroom, concrete-block single-family home offers more than 2,100 square feet of living area, an incredibly versatile layout, and TWO MASTER BEDROOMS—perfect for a growing family, In-Law Suite, multigenerational living, or anyone looking for extra space and flexibility. ROOF, WINDOWS replaced in 2023! Situated on a quarter-acre-plus lot with Southern exposure, this beautiful home enjoys an abundance of natural light and a fantastic location directly across the street from the lake, offering peaceful water views right from the front of the property. And best of all—NO HOA! Step inside and discover a beautifully renovated interior featuring a NEW kitchen with cherry cabinets and granite countertops, NEW matching tile flooring throughout, three beautifully updated bathrooms, and fresh interior and exterior paint. The spacious floor plan provides plenty of room to spread out, with two master suites, an eat-in kitchen, dining room, living room, family room, bonus room, and a large separate laundry/utility room with washer and dryer included. One of the home's standout features is the oversized screened-in porch spanning the entire rear of the home, creating an exceptional additional living and entertaining area overlooking lush greenery. Whether you're enjoying your morning coffee, hosting friends and family, or simply relaxing outdoors, this space is sure to become a favorite. Parking will never be a concern! The property offers a two-car carport plus a large driveway with room for more than five additional vehicles, providing plenty of space for family, guests, boats, recreational vehicles, or multiple cars. The spacious backyard also includes a bonus storage shed, with plenty of room for everybody, pets, gardening, outdoor activities, and future possibilities. The home is conveniently located on city water with a private septic system and is being offered AS-IS with the right to inspect. Located near excellent schools, including Sterling Park Elementary, South Seminole Middle, and Lake Howell High School, and close to shopping, dining, major roads, and everyday conveniences. Four bedrooms total (two master suites). Three bathrooms. Lake views, NO Front neighbors. Huge, screened porch, fully Fenced!. Plenty of parking. No HOA. Newly renovated. This is a home with the space, flexibility, and features you've been looking for—come see it before it's gone!!! Room sizes, schools, and square footage are deemed accurate but are not warranted.

1915 E Lake Drive, Casselberry

638 Sausalito Boulevard Unit B5, Casselberry
$250,000
2 Beds ⋅ 2 Baths ⋅ Sausalito SubDv. ⋅ 32707 Zip Code
Welcome to this charming one-story condo offering comfortable, easy living with an inviting open floor plan and a desirable view of the community pool. Featuring 2 bedrooms and 2 baths, this home also includes a double carport for convenient covered parking. The fully enclosed porch adds valuable living space, complete with a vaulted ceiling and laundry facilities. The well-appointed kitchen features white appliances, solid-surface countertops, and a stunning tiled accent wall, while the oversized breakfast-bar island creates the perfect gathering spot for meals, entertaining, or casual conversation. With its versatile living spaces, thoughtful layout, and poolside outlook, this condo is ready to welcome you home.

638 Sausalito Boulevard Unit B5, Casselberry

1183 Paseo Del Mar Unit A, Casselberry
$170,000
1 Beds ⋅ 1 Baths ⋅ Marbeya Club Condo SubDv. ⋅ 32707 Zip Code
Completely remodeled with modern style and a serene water view! This beautifully updated 1-bedroom, 1-bath condo offers an open, light-filled floor plan with a sophisticated, contemporary feel. Completely remodeled in 2025, the interior features porcelain wood-look tile throughout and a beautifully redesigned kitchen with quartz countertops, an oversized breakfast bar, crisp white cabinetry, contrasting island cabinetry, stainless steel appliances, pendant lighting and modern finishes. The open living area flows naturally to the screened patio, extending the living space outdoors and creating a peaceful spot for morning coffee, casual dining or simply unwinding while enjoying the water view. The contemporary design continues into the bedroom and fully remodeled bath with a quartz-topped vanity, modern fixtures and coordinating finishes. The thoughtful updates create a polished, move-in-ready home. The building roof was also replaced in 2025. Marbeya Club embraces its lakefront setting with amenities designed to make the most of life on the water. Residents enjoy a waterfront community pool, clubhouse, boat ramp and docks, along with boat docking and trailer parking at no additional fee, making it easy to enjoy the lake just steps from home. Mature landscaping and peaceful waterfront surroundings complete the relaxed community atmosphere. Centrally located between Winter Park, Maitland, Altamonte Springs and Winter Springs, you'll enjoy convenient access to medical facilities, shopping, restaurants, major employment centers and everyday necessities, along with the dining, shopping and entertainment of Winter Park's Park Avenue and easy connections throughout Greater Orlando. Start the morning with coffee overlooking the water, spend an afternoon out on the lake, or head out to enjoy everything Central Florida has to offer – then come home to your own peaceful lakeside retreat. BACK ON THE MARKET through no fault of the seller or property.

1183 Paseo Del Mar Unit A, Casselberry

250 Raintree Drive, Casselberry
$274,900
3 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 24 SubDv. ⋅ 32707 Zip Code
This 3-bedroom, 2-bath corner-unit townhome offers a spacious single-story layout with plenty of room to make it your own. The home features tile flooring throughout much of the living space, high ceilings, ceiling fans, and large windows that bring in plenty of natural light. The kitchen offers plenty of cabinet and counter space along with stainless-steel appliances. The home features spacious bedrooms and separate living and dining areas. Sliding glass doors lead to the outdoor area. The property features a 2-car garage with parking space for up to 3 vehicles. Located in an area zoned for A-rated schools, this home offers plenty of space and a great opportunity for buyers looking to update and add their personal touch.

250 Raintree Drive, Casselberry

1610 Grand Rue Drive, Casselberry
$342,999
3 Beds ⋅ 3 Baths ⋅ Legacy Place SubDv. ⋅ 32707 Zip Code
Welcome home to this beautifully maintained 2022 end-unit townhome in the desirable Legacy Place community! Offering 3 bedrooms, 2.5 bathrooms, a versatile loft, and a private patio, this move-in-ready home showcases true pride of ownership while delivering exceptional value. Step inside to a bright, open-concept floor plan filled with natural light from energy-efficient double-pane tinted windows. The chef-inspired kitchen is the heart of the home, featuring 42-inch shaker-style cabinetry, granite countertops, a spacious center island, walk-in pantry, stainless steel appliances, and stylish LED track lighting. Ceramic tile flooring flows throughout the main living areas, kitchen, and bathrooms, creating a clean, modern feel. The spacious primary suite offers a relaxing retreat with a walk-in closet and a private en-suite bath featuring dual vanities and a walk-in shower. A split-bedroom layout provides added comfort and privacy for family members or overnight guests, while the upstairs loft offers flexible space for a home office, media room, or play area. Enjoy peaceful mornings and relaxing evenings on your private patio overlooking the conservation area and walking trail, with no rear neighbors for added privacy. The home is equipped with an ADT Smart Home Security System and a Rain Soft whole-home water filtration system for added comfort and peace of mind. Additional features include a one-car garage with private driveway parking, a high-capacity smart front-load washer and dryer, a second refrigerator in the garage, and all drapes and window treatments. Residents enjoy a low HOA that includes lawn maintenance, along with outstanding community amenities including a playground, dog park, yoga lawn, picnic area, putting green, and scenic walking trails. Conveniently located near shopping, dining, SR 417, and the Cross Seminole Trail, and zoned for top-rated Seminole County schools, this exceptional home offers the perfect blend of style, comfort, convenience, and low-maintenance living. Don't miss your opportunity to own one of Legacy Place's most desirable end-unit homes! Schedule your private showing today!

1610 Grand Rue Drive, Casselberry

1442 Canterbury Circle, Casselberry
$434,900
3 Beds ⋅ 2 Baths ⋅ Camelot Unit 2 SubDv. ⋅ 32707 Zip Code
Virtually Staged. Welcome to this beautifully updated **3-bedroom, 2-bath pool home, Roof (2022)** offering the perfect combination of comfort, style, and convenience, all in a desirable **NO-HOA community**. Step inside to a bright, freshly painted interior featuring **luxury vinyl plank flooring throughout**. The thoughtfully designed floor plan includes a cozy family room, separate dining room, and a versatile **office/flex room**, providing plenty of space for both everyday living and working from home. Decorate vernada in the front with flowers, coffee table at the front entrance or enjoy the spacious large sun-room in the back. The **upgraded kitchen** is sure to impress with beautiful **quartz countertops, new cabinetry, and stainless steel appliances**, creating a clean and modern space for cooking and entertaining. Step outside and enjoy your own private Florida retreat. The **covered patio overlooks a resurfaced swimming pool**, surrounded by beautiful palms, mature trees, and a variety of fruit trees that create a peaceful and relaxing atmosphere. The **fully fenced backyard** offers added privacy and plenty of room for entertaining, pets, gardening, or simply enjoying the outdoors. Additional highlights include a **2022 roof, 2-car garage, paved driveway, and fresh interior and exterior paint**, making this home truly move-in ready. The location adds even more appeal. **Walk or bike to Dew Drop Park**, reach **Wirz Park in approximately six minutes**, or enjoy a round at **Casselberry Golf Club just eight minutes away**. The home is also conveniently located near **Casselberry Elementary School and South Seminole Academy**, as well as restaurants, grocery stores, shopping, and everyday conveniences. With its **updated interior, private pool, NO HOA, spacious fenced backyard, and convenient Casselberry location**, this beautifully cared-for home offers everything you need to enjoy the Florida lifestyle. **Schedule your private showing today!**

1442 Canterbury Circle, Casselberry

324 Seminola Boulevard, Casselberry
$369,900
4 Beds ⋅ 2 Baths ⋅ Secret Lake SubDv. ⋅ 32707 Zip Code
Welcome to Casselberry's Secret Lake community. This home is Spacious, Move-In Ready, and offers 4 Bedrooms, 2 Full Bathrooms with a Split Floorplan. There is ample parking under the Carport and in the Circular Driveway. Inside the home, you'll find an Open Split-Level Floor Plan with 2 Bedrooms and a Full Bathroom on one side of the home AND 2 more Bedrooms and a Full Bathroom on the other side of the home giving your family LOTS of extra space and privacy. The Kitchen comes equipped with Real Wood Cabinets, Granite Countertops, and Stainless Steel Appliances including Fridge, Dishwasher, Built-In Microwave, and Stove. The Primary Bedroom is Extra Large with Double Closets and it's own private entrance. The house was REMODELED in 2020 including NEW Roof, Windows, AC, Water Heater, Electrical Panels, New Flooring throughout and Re-Plumb. Inside Laundry Closet with Washer & Dryer are included. The back yard is fully fenced and at the back of the yard is Secret Lake running behind some of the houses on Seminola Blvd and Secret Way. This location is very convenient and close to major highways US 1792, Semoran Blvd, and Red Bug Lake Rd where there are lots of Restaurants, Shops, Grocery Stores, Gyms, and outdoor activities with Casselberry Golf Course nearby and everything else you need is right at your fingertips.

324 Seminola Boulevard, Casselberry

513 Polaris Loop Unit 101, Casselberry
$179,000
2 Beds ⋅ 1 Baths ⋅ Summit Village Unit 2 SubDv. ⋅ 32707 Zip Code
Welcome to 513 Polaris Loop in Casselberry — easy, maintenance-free living at its finest in this beautifully maintained single-story end-unit condo. This charming 2-bedroom, 1-bathroom home features no carpet throughout, laundry room, an updated bathroom, new windows, new hot water heater, and a newer sliding glass door that fills the space with natural light. As an end unit, you’ll also enjoy added privacy and a bright, open feel. True low-maintenance living awaits: the HOA covers exterior maintenance, grounds care, sewer, trash, and water so you can focus on enjoying life. Residents have access to three community pools, tennis courts, and a clubhouse for recreation and socializing. Ideally located near shopping, dining, and everyday conveniences, with easy access to Winter Park and Altamonte Springs. This move-in-ready condo offers the perfect blend of comfort, convenience, and relaxed Central Florida living. Don’t miss this opportunity — schedule your private showing today!

513 Polaris Loop Unit 101, Casselberry

1033 Crystal Bowl Circle, Casselberry
$590,000
5 Beds ⋅ 3 Baths ⋅ Camelot Unit 2 SubDv. ⋅ 32707 Zip Code
Welcome to 1033 Crystal Bowl Circle in beautiful Casselberry, FL! This extensively upgraded five-bedroom, three-bath single-family home is perfectly nestled in a quiet, tree-lined neighborhood, offering the ideal balance of space, comfort, and modern finishes. With two spacious owner’s suites—each featuring luxurious private bathrooms with exquisite tilework, his and hers sinks in the main primary suite, and custom closets—everyone in the family can enjoy their own retreat. Step inside to discover an open floor plan flooded with natural light and stylish, wood-look tile throughout the living areas. The family room boasts a cozy fireplace, while the open dining space is perfect for gatherings and entertaining. The flexible bonus room—ideal for a game room or office—flows seamlessly to a refinished lanai and patio deck, opening up to a private, fenced backyard with lush, re-sodded grass and an upgraded sprinkler system. The chef’s kitchen is a showstopper, showcasing tall cabinetry, stunning quartz countertops, stainless steel appliances, a pantry, and elegant crown molding. All bathrooms have been tastefully remodeled, and new lighting, fresh paint inside and out, and updated doors and hardware provide a modern, cohesive feel throughout. NO HOA! Additional upgrades include a new AC unit, water heater, garage flooring, refinished closets, and a serviced roof with transferable warranty. With two-car parking, proximity to top schools, shopping, restaurants, expressways, parks, and walking trails, this move-in ready home is truly a rare find. Don’t miss your chance to own this stunning Casselberry residence!

1033 Crystal Bowl Circle, Casselberry

1000 Lake Of The Woods Boulevard Unit 105E, Fern Park
$135,000
2 Beds ⋅ 2 Baths ⋅ Ashwood Condo SubDv. ⋅ 32730 Zip Code
Welcome to easy Florida living—without the stairs! This inviting 2-bedroom, 2-bathroom condo is conveniently located on the first floor of a gated community in the desirable 32730 area. Say goodbye to going up and down stairs and enjoy the ease of single-level living! The spacious layout offers comfortable living and dining areas, well-sized bedrooms, and plenty of natural light. Relax and unwind by the community pool, perfect for enjoying sunny Florida days. Conveniently located near shopping, dining, entertainment, major roadways, and everyday amenities, this condo is an excellent opportunity for a first-time buyer, downsizer, or investor. First-floor convenience, gated-community privacy, and a community pool—this is Florida living made easy. Come see why this one deserves a spot at the top of your list!

1000 Lake Of The Woods Boulevard Unit 105E, Fern Park

519 Polaris Loop Unit 109, Casselberry
$165,000
2 Beds ⋅ 1 Baths ⋅ Summit Village Unit 2 SubDv. ⋅ 32707 Zip Code
Take me home! New Price! Don't miss out on this lovely updated 2-bedroom, 1-bath single-story end unit in Summit Village, Casselberry—with no upstairs neighbors. You will love the nice updates including granite counter tops in the kitchen and bath, updated lighting, new paint, luxury vinyl flooring, and new carpeting in the bedrooms. The practical layout includes an indoor laundry room with a washer and dryer, spacious bedrooms, and a walk-in primary closet. Enjoy a charming courtyard with sliding glass doors, a welcoming front porch, and community amenities including a clubhouse, tennis courts, and pools. Water, sewer, trash, and lawn maintenance are included in the low HOA. Shopping, restaurants, and public transportation are all nearby. It's ready for you to make this your own! This is a Fannie Mae HomePath property. Contact us today! This one won’t last long.

519 Polaris Loop Unit 109, Casselberry

304 Shadow Oak Drive, Casselberry
$419,500
4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 04 SubDv. ⋅ 32707 Zip Code
Some homes simply check the boxes. Others invite you to slow down, settle in, and imagine the life waiting for you inside. Welcome to 304 Shadow Oak Drive—a thoughtfully designed single-story, 4-bedroom, 2-bathroom pool home nestled in one of Casselberry's established communities, where abundant natural light, generous living spaces, and timeless character come together. As you step through the front door, you're welcomed by an open, airy atmosphere filled with sunshine streaming through oversized windows. The spacious living room draws you in with its warm gas fireplace, creating an inviting focal point for cozy evenings, gatherings, or quiet moments of relaxation. Designed with a desirable split-bedroom floor plan, the home offers a functional layout that balances openness with privacy. The expansive dining area provides exceptional flexibility for everyday dining, entertaining, or special occasions, while the adjoining living spaces flow seamlessly, creating an inviting environment for both everyday living and hosting guests. Tucked away for added privacy, the spacious primary suite serves as a peaceful retreat at the end of the day—a comfortable space to relax, recharge, and make your own. The additional bedrooms offer flexibility for a variety of needs, while the thoughtful floor plan makes the home feel both spacious and connected. Step outside and discover what truly makes this property shine. The backyard unfolds into your own private Florida oasis, where the sparkling in-ground swimming pool and attached spa invite you to unwind beneath the Florida sunshine. Surrounded by a fully fenced backyard, this outdoor space offers the perfect setting for entertaining, relaxing, gardening, or simply enjoying the year-round Florida lifestyle. Whether you're hosting weekend barbecues, gathering around the pool, or savoring a quiet morning outdoors, this backyard was designed to be enjoyed. A large driveway provides ample parking for multiple vehicles and guests, while the low HOA adds convenience within this well-established neighborhood. Ideally located in the heart of Casselberry, Florida, this home offers convenient access to Red Bug Lake Road, State Road 436, US Highway 17-92, Interstate 4, and SR-417, placing you just minutes from Winter Park, Altamonte Springs, Longwood, Lake Mary, Downtown Orlando, Orlando Sanford International Airport, shopping, dining, parks, recreation, grocery stores and everyday conveniences. If you've been searching for a single-story pool home in Casselberry with 4 bedrooms, 2 bathrooms, a split floor plan, a gas fireplace, a fully fenced backyard, low HOA, and generous living spaces, 304 Shadow Oak Drive offers the perfect opportunity to add your own personal style while enjoying all the comfort, space, and convenience this Central Florida location has to offer. Schedule your private showing today and experience everything 304 Shadow Oak Drive has to offer today.

304 Shadow Oak Drive, Casselberry

125 E Lauren Court, Fern Park
$335,000
3 Beds ⋅ 2 Baths ⋅ Prairie Lake Manors SubDv. ⋅ 32730 Zip Code
Welcome home! Yes, you have lake access to Prairie Lake! This move-in ready, updated 3-bedroom, 2-bathroom home offers the perfect combination of modern upgrades and versatile outdoor space. Step into the front living room filled with natural light from large windows and pass through the dining area into a cozy family room featuring a classic fireplace. The heart of the home features an updated kitchen and updated bathrooms. Enjoy outdoor living on the screen-enclosed back porch or in the spacious, fully fenced backyard. Outdoor amenities include a utility shed equipped with electrical service, a chicken coop (2022) and extra parking. Major systems and components have been updated for peace of mind: Roof: 2017; HVAC: 2026; Water Heater: 2026; Septic Tank & Drain field: Fully replaced, including lift station, 2022; Samsung Appliances: Refrigerator and Range (2025), Washer/Dryer (2024), and Dishwasher (2020); Irrigation and Drainage (with sump pump) 2021; Exterior Paint: 2025. This home offers convenient access to Maitland, Altamonte Springs, and so much more due to its proximity to Maitland Blvd, I-4, 17/92, and 436. Schedule your showing today!

125 E Lauren Court, Fern Park

1391 Avalon Boulevard, Casselberry
$477,000
4 Beds ⋅ 2 Baths ⋅ Camelot Unit 2 SubDv. ⋅ 32707 Zip Code
Welcome to this lovingly maintained, one-owner home offering an exceptional combination of quality updates, thoughtful features, and an unbeatable location in the heart of Casselberry. Major improvements provide peace of mind, including a new HVAC system (2025), updated ductwork (2026), reinforced insulation (2026), new gas water heater (2026), new range, dishwasher, microwave, and garbage disposal (2026), roof replaced (2017), and exterior painted (2022). The home also features replacement windows with a lifetime warranty, hurricane shutters, a transferable termite bond, irrigation with reclaimed water, security system wiring, and natural gas service with a gas heat pump, gas water heater, and range. Inside, you'll find a cozy wood-burning fireplace and a versatile enclosed garage that could easily serve as a fifth bedroom, home office, or bonus room. One of the bathrooms offers direct access to the back porch, making it ideal as a future pool bath. The fully vinyl-fenced backyard includes a private rear gate providing direct access to the newly renovated Dew Drop Park, where you'll enjoy basketball and tennis courts, a playground, pavilion, dock, and open green space just steps from your backyard. This rare opportunity combines decades of meticulous ownership with outstanding updates and an incredible park-side setting that is difficult to find.

1391 Avalon Boulevard, Casselberry

1048 Crystal Bowl Circle, Casselberry
$859,900
4 Beds ⋅ 6 Baths ⋅ Crystal Bowl Add SubDv. ⋅ 32707 Zip Code
Welcome to a truly one-of-a-kind waterfront estate where the tranquility of country living meets the convenience of city life. Nestled on nearly one acre of private lakefront property in the heart of Casselberry, this exceptional multigenerational home is an incredibly rare opportunity to own a custom-built retreat unlike anything else on the market. Designed with both everyday living and unforgettable entertaining in mind, this expansive residence offers incredible flexibility with multiple living areas and up to three potential primary suites, making it ideal for extended families, guests, or those seeking dedicated work-from-home space. Rich Brazilian hardwood floors add warmth and elegance to the formal living and dining rooms, while the spacious kitchen features a generous island with abundant prep space, creating the perfect gathering place for family and friends. The oversized bonus room offers endless possibilities as a home theater, fitness studio, game room, or creative space. Just outside, an elevated deck overlooks the sparkling pool, creating a seamless connection to the beautifully renovated detached guest residence. The detached suite is a true highlight, offering approximately 864 square feet of beautifully updated living space complete with one bedroom, one and a half bathrooms, & private accommodations ideal for multigenerational living, long-term guests, a home office, or gym. The convenient half bath also provides direct access from the pool area, making outdoor entertaining effortless. Mature trees provide a peaceful canopy over the nearly one-acre homesite. Whether you enjoy gardening, relaxing with a morning coffee, or simply taking in the serene surroundings, this property offers an outdoor lifestyle that is difficult to find. A spacious workshop shed provides the perfect space for hobbies, woodworking, storage, or DIY projects, complementing the detached two-car garage with additional parking for a boat, RV, trailer, and ample guest parking courtesy of the circular driveway. Enjoy private access to Lake Crystal Bowl, where fishing, kayaking, paddle boarding, and other non-gas-powered boating activities await. It's a peaceful waterfront setting that feels miles away from the city, yet places you in one of Central Florida's most convenient locations. Thoughtfully updated throughout, the home features six beautifully remodeled bathrooms, four air conditioning systems, three of which have been replaced within the last five years, new roof, new electrical panels & outlets, new garage door, updated knockdown ceilings, energy-efficient LED recessed lighting, a new sprinkler system, updated main primary bathroom, new windows, and so much more! Perfectly situated in a quiet, established neighborhood within the sought-after Winter Springs High School district, this extraordinary property is within walking distance to quality schools and just minutes from shopping, dining, major highways, two golf courses, scenic bike trails, and Butterfly Park directly across the street. Rarely does a property combine nearly an acre of waterfront, a detached guest home, extensive updates, exceptional parking, workshop space, beautiful gardens, and an unbeatable location into one extraordinary offering. This is more than a home—it's a legacy property designed to bring generations together while offering the privacy, flexibility, and lifestyle today's buyers are searching for.

1048 Crystal Bowl Circle, Casselberry

4008 W Maryland Place, Casselberry
$226,900
2 Beds ⋅ 2 Baths ⋅ Deer Run Unit 14b SubDv. ⋅ 32707 Zip Code
Virtually Staged. Dreams Do Come True... By You Know Who! Bring your DPA, FHA, VA offers! WATERFRONT VIEWS • TWO PRIMARY SUITES • EXPANSIVE SCREENED LANAI Wake up every day to peaceful water views and the feeling of your own private retreat! Nestled among mature trees and lush landscaping, this beautifully maintained waterfront townhome offers the perfect blend of comfort, privacy, and low-maintenance living. Designed with flexibility in mind, this spacious residence features two private primary suites—one conveniently located on the first floor and another upstairs, making it ideal for guests, roommates, or multigenerational living. The heart of the home is an open-concept Great Room where oversized sliding glass doors frame the tranquil pond and flood the living space with natural light. Step outside to the massive screened lanai, an incredible extension of your living space that's perfect for morning coffee, evening wine, outdoor dining, or simply relaxing while enjoying the calming sights and sounds of nature. The kitchen shines with brand-new premium stainless steel appliances, all still under transferable warranty, plus a sunny breakfast nook for casual meals. A generous dining area easily accommodates family dinners and holiday gatherings while overlooking the beautiful waterfront scenery. Additional features include an in-unit washer and dryer, outdoor storage closet, and carefree living with exterior maintenance handled for you. The community offers outstanding amenities including a sparkling swimming pool, clubhouse, and resurfaced tennis courts—giving you the lifestyle you deserve without spending your weekends doing yard work. Whether you're searching for your primary residence, a seasonal escape, or a smart investment, this waterfront gem delivers the perfect combination of peaceful surroundings, resort-style amenities, and everyday convenience. Don't miss your opportunity to own a slice of paradise!

4008 W Maryland Place, Casselberry

1552 Cougar Court, Casselberry
$365,000
2 Beds ⋅ 2 Baths ⋅ Deer Run Unit 11 SubDv. ⋅ 32707 Zip Code
Buyer changed their mind, their loss is your opportunity! Charming Dual-Master Retreat in Deer Run! Welcome to 1552 Cougar Ct, a beautifully functional 2-bedroom, 2-bathroom home in the heart of Casselberry's sought-after Deer Run community. Thoughtfully designed with a dual master suite layout, this 1,315 sq ft residence offers privacy and flexibility ideal for roommates, multigenerational living, guests, or a dedicated home office setup — each bedroom enjoys its own full en-suite bath. Step outside to your own private oasis: a screened-in pool paired with a covered patio, perfect for year-round Florida entertaining, morning coffee, or simply unwinding after a long day without the hassle of bugs or excess sun. Deer Run is known for its established tree-lined streets, community amenities, and convenient access to shopping, dining, and major roadways — putting Winter Springs, Winter Park, and Downtown Orlando all within easy reach. Whether you're a first-time buyer, downsizer, or investor, this move-in-ready gem offers a rare combination of privacy, functionality, and outdoor living in one of Casselberry's most desirable neighborhoods. Don't miss your chance to make 1552 Cougar Ct your own — schedule your private showing today!

1552 Cougar Court, Casselberry

623 Swallow Drive, Casselberry
$355,000
3 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 01 SubDv. ⋅ 32707 Zip Code
Short Sale. Welcome to the heart of Casselberry's desirable Deer Run community, where this beautifully maintained 3-bedroom, 2-bathroom pool home perfectly blends comfort, functionality, and peace of mind. Designed with an open floor plan, the home features tile flooring in the kitchen, bathrooms, foyer, and living room, with durable laminate running throughout the main living areas. The kitchen offers a brand-new refrigerator and is pre-wired for a microwave, which will be included with the home. Fresh interior paint (2024) and updated interior doors in all bedrooms and one bathroom add a fresh, modern touch. The spacious family room flows seamlessly to a large screened-in patio—refinished in 2025 with sleek new concrete flooring—perfect for relaxing or entertaining while enjoying views of the private, mulched backyard. Safety and convenience are top-of-mind with a newly installed pool safety fence (2024) and a new pool pump (2025). This home also offers major updates for long-term peace of mind, including a new roof (2024), full home repipe (2024), updated outlets and switches (2024), water heater (2021), and an A/C unit with a brand-new fan motor (2024). A transferable 2-10 Home Warranty is included through May 2026, making this home truly move-in ready. Don’t miss your chance to own this gem in a well-established neighborhood!

623 Swallow Drive, Casselberry

805 Westwind Lane, Fern Park
$294,900
3 Beds ⋅ 3 Baths ⋅ Lake Of The Woods Sec 09 Twnhs SubDv. ⋅ 32730 Zip Code
Virtually Staged. "Price Improvement" Welcome to 805 Westwind Lane, a spacious 3-bedroom, 3-bathroom townhome located in the desirable Lake of the Woods community of Fern Park. Each bedroom features its own private bathroom, including a convenient first-floor bedroom that may serve as a primary suite, guest retreat, or flexible home office. A private entrance and inviting courtyard create a warm welcome, while the eat-in kitchen offers generous counter space and plenty of room for casual dining. Sliding glass doors throughout the first level fill the living spaces with natural light and provide easy access to the outdoor areas. Upstairs, a distinctive landing with high-set windows offers an elevated view of the surrounding scenery and leads to two additional spacious bedrooms, each with its own en suite bathroom. The home also features an enclosed screened porch, an attached two-car garage, a newer A/C system installed in 2022, and a new roof completed in 2025. Residents enjoy access to an expansive community pool and clubhouse with a fitness room, sauna, billiards room, and grand ballroom. The home may also be purchased furnished, offering added convenience for a seasonal residence or move-in-ready lifestyle. Conveniently located near shopping, dining, entertainment, sports venues, and Central Florida’s renowned attractions. Schedule your private tour today and discover everything this exceptional townhome and community.

805 Westwind Lane, Fern Park

660 Kenwick Circle Unit 104, Casselberry
$135,000
1 Beds ⋅ 1 Baths ⋅ Oxford Square Condo SubDv. ⋅ 32707 Zip Code
Ground floor one FRESHLY PAINTED -Bedroom, 1-Bath Condo in the Oxford Square Community of Casselberry! This charming first-floor condo has all kitchen appliances, plus NEW washer and dryer. The property has been well maintained and features a recently replaced roof, a new flooring, ceramic tile flooring throughout, and is in great condition. The HOA fee includes water, trash collection, exterior maintenance, and access to community amenities, including two swimming pools, a community center, and tennis courts. Don't miss this excellent opportunity to own your home. This property is move-in-ready home in a desirable location! Close to main roads, UCF, shopping in winter park and only a short drive to downtown Orlando Business district.

660 Kenwick Circle Unit 104, Casselberry

1921 Winnebago Trail, Fern Park
$589,000
4 Beds ⋅ 2 Baths ⋅ Indian Hills Unit 6 SubDv. ⋅ 32730 Zip Code
Welcome home to this solid block pool home in one of Seminole County's most desirable neighborhoods! Step inside to find spacious living areas. The kitchen provides ample cabinets plus a pantry and eat in-counter. The adjoining dining and living areas provide the perfect setting for everyday living or entertaining. The split bedroom floor plan provides privacy and flexibility, making this home ideal. Enjoy outdoor living with the screened pool, covered porch area and workshop building! Huge yard for families and pets! Walk to Kewannee Park, a county park that offers walking trails, a boardwalk, fishing ponds, basketball court and play-grounds! A-Rated Seminole County Public School district.

1921 Winnebago Trail, Fern Park