Homes for Sale Near Hagerty High in Chuluota - 13 homes

Remarks: *$19K reduction!!* Welcome to your private retreat in one of Chuluota’s most desirable gated communities. Situated on a rare .60-acre homesite, this spacious 5-bedroom, 3-bath pool home offers nearly 3,500 square feet of living space designed for comfortable family living and entertaining. Built in 2003, the home features a highly desirable three-way split floor plan that provides both privacy and flexibility for growing families, guests, or a home office. The generous living areas flow seamlessly to the outdoor space, creating the perfect setting for everyday living and weekend gatherings. Step outside to your screen-enclosed pool and lanai with an extended side patio, ideal for enjoying Florida living year-round. The oversized backyard with a wrought-iron fence offers plenty of room for play, pets, and outdoor activities, while the adjacent conservation reserve on two sides provides exceptional privacy, with no neighbors on the left or rear of the home. Major updates have already been completed for peace of mind, including both HVAC systems replaced in 2024 with Wi-Fi-enabled and app-controlled thermostats, a new roof in 2019, new Spanish driftwood look tile on the first floor, French doors to the pool/patio, and upgraded kitchen cabinets and lighting. Additional highlights include a 3-car garage with the third a golf cart garage, with a wall to separate the space for additional storage. There is access to the community lake, perfect for enjoying kayaking or fishing. The community offers access to the Flagler Trail for hiking or biking. Located in the highly sought-after Oviedo/Chuluota area of Seminole County, this home offers the perfect balance of space, privacy, and convenience while remaining close to top-rated schools, parks, shopping, and dining. If you’ve been searching for a home with space to grow, room to play, and privacy to relax, this exceptional property is ready to welcome you home.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Joanne Maglalang (703-843-4328)

Remarks: One or more photo(s) has been virtually staged. Rare opportunity to own a beautifully upgraded, move-in ready home in highly desirable Chuluota — loaded with major improvements and designed for today’s lifestyle. From the moment you step inside, you’ll notice the fresh interior paint, premium vinyl flooring throughout, and modern recessed lighting that create a bright, clean, and inviting atmosphere. Every detail has been thoughtfully updated to offer both style and peace of mind. Big-ticket upgrades are already complete, including a new roof (2024), a new water heater (2025), and two AC systems with updated units from 2022 and 2018 — giving buyers confidence and long-term value. The kitchen features a stylish new backsplash, while both primary bathroom showers have been tastefully renovated for a fresh, modern feel. This home also includes highly desirable efficiency upgrades such as whole-house surge protection, a complete water filtration system, a water softener with 3-stage filtration, and an irrigation system. The spacious 3-car garage offers exceptional flexibility and includes an EV charger — an increasingly sought-after feature for modern homeowners. Homes with this level of updates, functionality, and value in Chuluota do not become available often. Schedule your private showing today before this exceptional property is gone.

Listing is courtesy of: REDFIN CORPORATION (407-708-9747)

Listing Agent: David Penney (904-226-2435)

Remarks: The desirable Trails community in Chuluota now has one of its best value homes available. Over 2,500 hundred square feet of living space with four bedrooms, two bathrooms, a 400 square foot screened lanai sitting on nearly one third of an acre in the low $500,000s. The attractive quality of engineered hardwood floors greet you inside the front door and covers the living, dining, and family rooms. Tile is found in the wet areas with brand new carpet throughout the bedrooms. The spacious four bedroom split plan was covered with a brand new roof in March of 2026. The new in 2022 attractive, stained, six foot high wood fence has a double gate egress to the beautiful park behind the home that is the perfect meeting place at the Snow Hill Trailhead found at the head of Flagler Trail South. All this beauty left no room for rear neighbors. Sitting at the end of a cul-de-sac, the attractive front elevation of 100 Festive Court is a welcome home sight when you turn onto this short, one block street. Contact your agent and schedule your tour at your first opportunity!

Listing is courtesy of: DALTON WADE INC (888-668-8283)

Listing Agent: George Crawford, Pa (407-394-6586)

Remarks: Welcome home to this FABULOUS 3 way SPLIT plan 4 bedroom, 3 1/2 bath SCREENED POOL gem!! This beautifully manicured 1 acre lot has mature trees and landscaping. With DEEDED access to pristine LAKE PICKETT, you can launch your boat or jet skis from the private beach area. As you enter the home's large foyer, there is a SEPARATE dining room and living room. An office or flex space is on the same wing as the primary bedroom. Here you will find HARDWOOD FLOORING, tray ceiling, sitting area and his/her closets. The ensuite bathroom has a large WHIRLPOOL tub, dual sinks, GRANITE countertops and a large stand alone shower. Onward to the second wing of the home, INSIDE LAUNDRY, 1/2 bath and 2 additional bedrooms with a jack and jill bathroom. The kitchen features GRANITE countertops, TILE backsplash, wine and coffee area, breakfast bar and a breakfast nook and NEWER appliances. It overlooks the family room with a WOOD burning fireplace. Off the family room, is the 4th bedroom suite with NEW carpet. This is perfect for guests or in-laws. The UPDATED bathroom gives an added touch to this third wing of the home. CROWN MOLDING throughout the home, roof is from 2018, water heaters NEW 2026, HVAC NEW 2026. The covered lanai area is perfect to relax and enjoy your morning coffee. The NEW pool screens and NEWLY sealed pavers give this retreat even more finishing touches. Extra storage in the extended 2 car garage for a small workshop or golf cart area. Seminole County Schools, 10 minutes to shopping, 45 minutes to the beaches, 20 minutes to UCF and Seminole State College. This well desired neighborhood is the perfect mix of where country meets luxury!! Schedule your tour today!!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Heather Pryor (321-303-5393)

Remarks: Welcome to this exceptional custom-built 5-acre estate, where luxury living meets peaceful country surroundings. Built in 2015 and impeccably maintained, this 2,345 sq. ft. home shows like new and offers high-end upgrades throughout. With striking stone front accents, a two-car garage with parking pad, the curb appeal immediately sets the tone for the quality found inside. Step through the front door into an open and inviting floor plan with soaring ceilings and beautiful high-end laminate flooring throughout the main level. The living area features a stunning stacked stone double-sided fireplace creates a dramatic focal point. Two sets of French doors lead to the expansive covered lanai and pool area, while the opposite side of the fireplace adds ambiance to the outdoor living space. The kitchen is open to the living/dining areas featuring 42” KraftMaid soft-close cabinetry, granite countertops, stainless steel appliances, a gas stove with canopy hood, and a spacious breakfast bar that opens to the main living areas. The primary suite offers a true retreat with a generous walk-in closet and a spa-inspired bathroom showcasing a custom concrete walk-in shower with bench seating, dual sinks, dual shower heads, and multiple body jets. The split floor plan provides privacy, with two additional bedrooms tucked behind a sliding barn door. They share a beautifully designed bath featuring a free-standing double-sink vanity and a walk-in shower with penny tile flooring. Upstairs, a versatile bonus room or fourth bedroom with a half bath offers flexible space for guests, a home office, or media room. Outdoor living is truly where this home shines. The covered lanai overlooks a salt-chlorinated pool and heated spa, surrounded by stamped concrete and paver accents. The pool is self-leveling, never needing to be drained, and the lanai is pre-plumbed for a future summer kitchen. Cozy evenings by the outdoor side of the stone fireplace make this space ideal for year-round Florida living. For equestrian enthusiasts, this property is a rare find. Zoned for horses, it features a three-stall open-air barn with tack and hay rooms, fenced grass pasture, and a separate lighted arena. With deeded access to bridle paths, you can ride directly from your property, no trailer needed. A rare and highly desirable bonus is the DEEDED KEYED ACCESS TO LAKE PICKET, widely regarded as one of Central Florida’s best lakes for swimming and boating. Whether you envision trail rides, sunset boat cruises or simply enjoying lake days with family and friends, this access expands the lifestyle possibilities. For those who prefer boating over horses, the barn easily offers space for boat storage and recreational equipment. Additional upgrades include whole-house foam insulation, wiring for security cameras, a climate-controlled safe room in the garage, a Generac whole-house generator (2024), new four-board fencing (2024), new well pump (2025), new driveway concrete fines (2025), fresh interior and exterior paint, and newly sealed pool pavers. Take advantage of an additional bonus of a 1% lender credit (of loan amount) toward closing costs or rate buy-down (inquire for more info). This is more than just a home. t’s a turnkey lifestyle property offering privacy, quality craftsmanship, and the perfect balance of luxury and land. Come take a tour today!

Listing is courtesy of: EXP REALTY LLC (407-305-4300)

Listing Agent: Justin Core (407-305-4300)

Remarks: Welcome to this beautifully updated home in the desirable Trails community of Chuluota! Backing to conservation with a scenic water view from the private pool, this spacious 6-bedroom, 4.5-bath home offers room to live and entertain. Nearly $100K in recent upgrades include tile flooring, crown molding, 5¼” baseboards, fresh interior paint, a tankless water heater. Recent updates include a whole-house water filtration system and a reverse osmosis system in the kitchen. First and second floor HVAC systems replaced in 2021. The primary bath has been fully renovated with modern finishes. Enjoy a prime location conveniently located near nature trails, shopping, and an elementary school, plus access to a community park. Schedule your showing today!

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Maria Peralta (407-766-2607)

Remarks: Country living with optional HOA, yet close to everything! This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, convenience, and space—ideal for families seeking both privacy and accessibility. Step inside to find a freshly updated interior, updated bathrooms, complemented by a roof replaced in 2024 for added peace of mind. The home features an inviting, open feel with thoughtful extras that make everyday living easy and enjoyable. Outside, you’ll fall in love with the expansive, fully fenced backyard—perfect for entertaining, relaxing, or storing your toys. There’s ample room for RV and boat storage, plus a storage shed for all your tools and equipment. Enjoy evenings gathered around the fire pit or unwind on the screened lanai overlooking your private outdoor oasis. A cozy front porch adds even more charm and a welcoming touch. Additional highlights include an indoor laundry room with washer and dryer included, along with built-in cabinetry for extra storage and functionality. Located on a quiet cul-de-sac and zoned for A-rated Seminole County schools, this home offers both tranquility and top-tier education options. Don’t miss your chance to own this versatile and beautifully maintained property—homes like this don’t last long!

Listing is courtesy of: KNIGHTS REALTY (407-252-7411)

Listing Agent: Frank Mediavilla (407-252-7411)

Remarks: Welcome to this 2 acre 4 bedroom, 3 and half bath with office LAKEFRONT ESTATE located on the spring fed, SKIABLE, Lake Mills in Seminole County!! You will be WOWED as you enter the NEW, ANDERSON front doors. GORGEOUS refinished engineered hardwood HICKORY WOOD flooring throughout. The GOURMET kitchen is a chef's dream with QUARTZITE countertops, TILE backsplash, GAS range and NEW Thermador refrigerator, BAR area with BUILT IN ice maker, making cooking a dream as you admire the lake from your ISLAND or BREAKFAST bar. The family room and dining room have beautiful SHIPLAP ceilings. FRENCH doors surround the SCREENED POOL LANAI to your backyard OASIS! The primary bedroom is DOWNSTAIRS for easy pool and lake visits. Upstairs you will find two LARGE bedrooms with ENSUITE bathrooms. These rooms have amazing lake views! The fourth bedroom is HUGE and can be used as a bonus room, workout area or the perfect flex room for your needs. PLANTATION SHUTTERS throughout. METAL ROOF in 2021, HVAC units 2023. The two car garage has plenty of storage, WORKSHOP area and a possible IN-LAW SUITE could easily be designed as there is already a FULL BATHROOM! RV and BOAT parking area and there is NO HOA! Take a walk to the backyard to your PRIVATE BOAT DOCK and RAMP with your own BOAT LIFT. You will enjoy the serene views, beautiful skies and true Florida living at its best! Fabulous Seminole schools, 10 minutes to shopping, 15 minutes to UCF and Seminole State College. 45 minutes to Kennedy Space Center and the beaches. Bring your boat, golf cart, and ALL your toys! Schedule your appointment today!!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Heather Pryor (321-303-5393)

Remarks: Under contract-accepting backup offers. Welcome Home to Your Private Oasis in Chuluota – Pool, Water Views, and Pure Florida Serenity! Imagine stepping into a stunning 4-bedroom, 2.5-bath, 2,820 sq ft two-story pool home that feels like a peaceful retreat, yet puts you just minutes from everything Central Florida offers. Nestled on a generous 1/5-acre lot with breathtaking water views right beyond your fully fenced backyard, this gem delivers the perfect blend of space, luxury upgrades, and everyday wow-factor. As you approach the inviting front entry, warm natural light pours in through every room, creating that instant "I'm home" feeling. The thoughtfully designed main level flows effortlessly: a spacious family room, a dedicated office with an elegant glass-tiled French door (ideal for remote work or quiet focus), a convenient half bath, and an open-concept heart-of-the-home featuring a chef's kitchen with not one, but TWO pantries, an island, counter space galore, and seamless connection to the dining area and expansive living room. Step through the shaded sliding glass doors to your own private paradise—a sparkling pool equipped with a solar pool pump for efficient, cost-savings year-round, plus a soothing waterfall feature. Surrounded by a generous deck ideal for morning coffee, evening barbecues, or simply unwinding while gazing at your lush green yard and serene water views just beyond the fence. Picture casting a line for bass, watching sunsets dance on the water, or soaking in the tranquility of nature right at your doorstep. Upstairs, the entire level has been beautifully renovated—including fresh new flooring throughout—for a modern, cohesive feel. The versatile loft awaits—the ultimate spot for family game nights, movie marathons, or a cozy reading nook. All four bedrooms are conveniently located here, including a luxurious owner's suite that feels like a high-end spa retreat. The recently remodeled en suite bathroom boasts dual vanities, a separate walk-in shower, a deep standalone soaking tub, and two generous walk-in closets (his and hers)—designed for ultimate relaxation and storage. A second full bath with walk-in shower serves the additional bedrooms beautifully. Additional highlights include a massive shed for tools, toys, or hobbies, plus that rare mix of privacy and convenience. Chuluota delivers the best of both worlds: quiet rural charm with friendly neighbors, abundant nature trails, and nearby golf, all in the heart of highly desirable Seminole County—home to top-rated A+ schools (including standout Walker Elementary, consistently rated 9/10 on GreatSchools, and Hagerty High, ranked among Florida's best), low crime rates, and ongoing recognition as one of Florida's premier places to live. Enjoy easy access to pristine parks, vibrant restaurants, world-class beaches, Walt Disney World, UCF, and Orlando's exciting amenities—without the traffic congestion. This isn't just a house...it's the lifestyle you've been dreaming of. Don't miss your chance to own this rare water-view pool home in one of Seminole County's prettiest, most peaceful pockets. Schedule your private showing today and come experience the serenity for yourself.

Listing is courtesy of: SUNFLORIDA REALTY (407-365-8888)

Listing Agent: Chris Sileo (772-913-5347)

Remarks: One or more photo(s) has been virtually staged. Welcome to this exceptional pool home in the highly desirable community of The Trails, offering 5 bedrooms, 3 full bathrooms, and an additional office/guest room designed for both flexibility and comfort. The first floor features beautiful wood-look tile flooring throughout, creating a seamless and durable living space. The fully remodeled kitchen is the heart of the home, showcasing elegant quartz countertops, a striking vent hood, and a full suite of stainless steel appliances. The living room area features an electric fireplace and beautiful built-in wood open shelving. A full bathroom on the main level perfectly complements the office/guest room, making it ideal for visitors or multi-generational living. Upstairs, the spacious primary suite provides a private retreat. The laundry area is thoughtfully located on the second floor, eliminating the need to carry laundry up and down the stairs. The washer and dryer are included for added convenience. Four additional bedrooms and a generous loft/family room area offer additional gathering space — perfect for movie nights, a playroom, or a secondary living area. Major updates include a roof replaced in 2018 with the flat roof over pool patio replaced in December of 2023, a new AC system installed in 2023, a fully remodeled kitchen, newer flooring, and full interior and exterior repainting, providing peace of mind. Step outside to enjoy the large white vinyl-fenced backyard featuring a saltwater pool with screen enclosure, while still leaving plenty of yard space for entertaining, play, or future outdoor enhancements. A stone-stacked outdoor fire pit creates the perfect setting for gathering. This beautifully maintained home combines thoughtful upgrades, a functional layout, and inviting outdoor living. Do not miss out on this gem today!

Listing is courtesy of: DAHLIA REALTY GROUP (689-777-4111)

Listing Agent: Rachael Klinker (407-687-6418)

Remarks: Welcome to your private slice of country living with modern comforts. Nestled on over five fully fenced acres, this beautifully maintained 3 bedroom, 2 bath ranch style home offers the perfect blend of functionality, charm, and outdoor freedom. With 1,617 square feet of living space under air, the home has been thoughtfully remodeled, with owners investing nearly $80,000 in updates, creating a move in ready retreat that feels both warm and refined. Inside, you’ll find engineered wood flooring throughout and a well appointed galley style kitchen featuring stainless steel appliances, ideal for both everyday living and entertaining. A separate indoor utility room with washer and dryer adds convenience, while the spacious family room opens through French doors to a large covered and screened porch, seamlessly blending indoor and outdoor living. The primary suite is generously sized and also offers French door access to the covered porch, creating a peaceful escape. The primary bathroom includes a separate soaking tub and walk in shower, while the guest bathroom features a walk in tub, providing enhanced accessibility. Two additional bedrooms are comfortably sized and include coat closets for ample storage. Outside, the property truly shines. Equestrian enthusiasts will appreciate the two stall horse barn complete with feed room, tack room, and wash rack, all topped with a newer barn roof. A long private right of way runs along the right side of the property, offering easy access from front to back. The two car garage and extended driveway provide plenty of parking and storage options. The grounds are freshly landscaped and fully enclosed with a wood fence, offering privacy and peace of mind. Toward the rear of the property, you’ll find a serene pond and wooded area, home to abundant wildlife including deer, creating a tranquil natural setting. Adding further value, the home’s shingle roof is only two years old, ensuring durability and reduced maintenance for years to come. Located off State Rd 419, you are just minutes from Oviedo and the 408. Highly rated Seminole County schools, UCF and Seminole State college are also nearby. Easy access to the Space Coast in under 45 minutes. Hiking trails, parks and lots of outdoor activities are nearby and waiting to be explored. Ideal for buyers seeking acreage, privacy, and equestrian amenities, this move in ready ranch home with a barn, pond, and extensive upgrades offers the perfect balance of country living and modern comfort.

Listing is courtesy of: CENTERGATE REALTY LLC (407-228-9711)

Listing Agent: Will Navarro (407-832-1234)

Remarks: SPECTACULAR 4 bedroom 3 1/2 bath home with an office, flex room and upstairs bonus room is ready for its new owners!! With deeded access to SKIABLE, LAKE PICKETT. As you pull into the CIRCULAR DRIVEWAY with the two car garage, the grand entrance of this home will have you WOWED With a formal dining room and wine bar, separate living room and office with built-in book shelves, this is only the beginning of what this home has to offer. The primary bedroom is DOWNSTAIRS with adjoining bathroom. The WHIRLPOOL tub is ready for relaxing baths. His and her vanities and large wrap-around closet. The kitchen is a CHEF'S DREAM! It boosts CUSTOM CABINETRY, thermador INDUCTION cooktop with a built in retractable vent. NEW dishwasher, also newer appliances. GRANITE countertops, coffee station and reverse osmosis system.Enjoy your morning coffee overlooking the SCREENED, SALTWATER POOL with a spa from the breakfast nook. Washer and dryer will stay along with an additional refrigerator in the INSIDE laundry room. Additionally, a full bedroom and bath is also DOWNSTAIRS. The COZY family room has large windows with natural lighting and a two sided WOOD burning fireplace. Just on the other side of the fireplace is the most beautiful flex space. Picture yourself reading a book or sipping wine overlooking the backyard with NO REAR NEIGHBORS. The spiral staircase leads you upstairs to two bedrooms and a full bath. The flex space or bonus room can be used as you desire. There is a balcony off the bonus room and rear bedroom for sitting or bird watching. With an ACRE of property, this home feels peaceful, private and yet within 10 minutes to the grocery store. Seminole County Schools, 45 minutes to the beach and Kennedy Space Center. UCF and Seminole State college are just a short 20 minute drive. Schedule your tour of this FABULOUS home today!!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Heather Pryor (321-303-5393)

Remarks: Rare opportunity to own a custom 5-bedroom, 4-bath pool home on over an acre in the gated community of Estates on Lake Mills! Situated on a quiet cul-de-sac with conservation views, this exceptional residence offers privacy, space, and a thoughtfully designed 3-way split floor plan that captures the feel of private estate-style living, ideal for both family living and entertaining. The formal living and dining areas open seamlessly to the lanai through roll-away sliding glass doors, creating the perfect indoor-outdoor entertaining experience. A private office/den provides an ideal work-from-home retreat, while the gourmet kitchen features custom wood cabinetry, granite counters, a large island with breakfast bar, walk-in pantry, and a casual dining area that flows into the spacious family room. The luxurious primary suite includes a sitting area, large walk-in closet, French doors to the lanai, and a spa-inspired bath with dual vanities, jetted tub, and walk-in shower. Three large secondary bedrooms are privately separated from the main living area by pocket doors. Upstairs you will find a bedroom and bath along with a media room and bonus room. Step outside to your private outdoor oasis featuring a sparkling resort-style pool and spa plus a fully equipped summer kitchen with grill, refrigerator, and ample counter space—perfect for year-round entertaining. Additional highlights include a spacious 3-car garage, private pathway access to a neighboring gated community, top-rated Oviedo schools, close proximity to UCF, and convenient access to Downtown Orlando, offering the perfect blend of privacy, luxury, and convenience. Homes in Estates on Lake Mills rarely become available—schedule your private showing to experience this exceptional property in person.

Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)

Listing Agent: Kathleen Harrison (407-435-9565)