Homes for Sale Near Chiles Middle in Oviedo - 47 homes

Remarks: Under contract-accepting backup offers. Nestled in the highly sought-after community of The Sanctuary, this beautifully maintained 4-bedroom, 2-bath home offers the perfect blend of comfort, style, and privacy. Situated on a rare conservation lot with serene views on three sides, this one-story home features a desirable split floor plan and open-concept design filled with an abundance of natural light from oversized windows and soaring 14-foot ceilings. The updated kitchen is the heart of the home, showcasing stainless steel appliances, ample counter space, and seamless flow into the spacious living and dining areas—perfect for entertaining. Oversized Primary Bedroom features tray ceiling, 2 walk-in closets, slider to lanai and seamlessly flows into the primary bathroom with dual sinks, Garden Tub and separate shower. Luxury vinyl flooring runs throughout the home, adding warmth and durability. Enjoy peaceful mornings or relaxing evenings from the screened-enclosed lanai overlooking the pond and lush conservation views. Additional highlights include a convenient inside laundry room, new roof and gutters (2026), and easy one-floor living. Residents of The Sanctuary enjoy resort-style amenities including a community pool, clubhouse, playground, fitness center, and tennis courts. Located within top-rated A-rated school zones and just minutes from shopping, dining, and major roadways, this Oviedo gem offers the lifestyle you’ve been waiting for.

Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)

Listing Agent: Fran Zvaigzne (407-754-8402)

Remarks: Under contract-accepting backup offers. Welcome to this exceptional 4-bedroom, 3-bath home with a dedicated office easily convertible to a 5th bedroom in the highly sought-after Live Oak Reserve community. Offering 3,592 square feet of thoughtfully designed living space, this impressive two-story residence with a 3-car garage seamlessly blends elegance, comfort, and outstanding indoor-outdoor living. Designed for both everyday living and entertaining, the home features a spacious, open layout with refined finishes and abundant natural light throughout. From the moment you step inside, you’ll appreciate the soaring ceilings, abundant natural light, plantation shutters throughout, and a highly functional floor plan designed for both everyday living and entertaining. The extended first-floor primary suite provides a private retreat, while the spacious living and dining areas allow plenty of room for gathering with family and friends. The beautifully appointed kitchen features granite countertops, stunning elongated cherry wood cabinetry, stainless steel appliances, and both under-cabinet and over-cabinet low-voltage lighting that creates a warm ambiance in the evenings. The adjacent family room is equipped with four surround-sound speakers, and automatic stair lighting illuminates your path upstairs with both style and convenience. The second floor offers three spacious bedrooms, a full bath, and an expansive media room, pre-wired for surround sound and pre-plumbed for a wet bar or kitchenette. This versatile space offers endless possibilities and can easily be enclosed to create a private in-law suite, guest retreat, or multi-generational living area. Step outside and discover your own private resort. Almost 2800 square feet of travertine hardscaping surrounds a stunning custom saltwater pool and expansive spa, creating an unforgettable outdoor living experience. The space has been thoughtfully designed for future enhancements with places for a pergola and a summer kitchen. This home is equipped with permanent soffit lighting, allowing for effortless seasonal ambience while enhancing year-round beauty and curb appeal. Additional upgrades include mature landscaping, extensive outdoor enhancements, and a desirable 3-car garage, all situated on a premium homesite within one of Seminole County’s most sought-after communities. This prime location offers exceptional access to Oviedo's top-rated A-ranked public schools as well as premier private schools. Residents of Live Oak Reserve enjoy an exceptional amenity package featuring a resort-style community pool with water slides, tennis courts, pickleball courts, basketball courts, a fitness center, playgrounds, and miles of sidewalks perfect for walking, running, biking, and connecting with neighbors. Ideally located near A-rated Seminole County schools, shopping, dining, and major commuter routes, this home offers the best of Central Florida living—just approximately 45 minutes from both world-famous theme parks and Florida’s beautiful beaches. This is a rare opportunity to enjoy luxury, convenience, and an unparalleled sense of community all in one remarkable home.

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

Listing Agent: Ashley Woodard (407-588-0434)

Remarks: Fantastic 4-Bedroom Home on Quiet Cul-de-Sac. You will love the open concept split plan. The center of the home features a large great room and the kitchen. To the left is the master suite with beautifully tiled shower and separate garden tub. On the other side are the other 3 bedrooms. Featuring granite counters, stainless steel appliances, and wood laminate floors the upgrades are already present. The incredible Oviedo/Seminole County schools are the cherry on top . Close to the Oviedo aquatic center, and the community golf clubhouse you will enjoy the incredibly convenient location – close to everything but on a quiet secluded cul-de-sac.

Listing is courtesy of: INFINITY REAL ESTATE GROUP (407-760-0835)

Listing Agent: Christopher Paul (321-277-7609)

Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home in the highly sought-after Sanctuary community of Oviedo. Nestled on a quiet street, this inviting residence offers a versatile floor plan designed for both everyday living and entertaining. Upon entry, you'll appreciate the volume ceilings, abundant natural light, and attractive low-maintenance laminate flooring. The spacious front living and dining area provides endless flexibility and can serve as a formal living room, casual gathering space, home office, or even a game room. The private owner's suite features volume ceilings, a large transom window, a spacious walk-in closet, and an ensuite bath complete with dual vanities, a garden tub, separate shower, and private water closet. At the heart of the home, the kitchen overlooks the dinette and family room, creating the perfect gathering space. Featuring stainless steel appliances, granite countertops, and ample prep space, the kitchen is ideal for both daily living and entertaining. French doors from the family room lead to your own fenced backyard retreat. Relax on the patio with your morning coffee or unwind in the evening while overlooking the sparkling pool, installed just two years ago and featuring a low-maintenance design and sun shelf. Thoughtful outdoor features include vinyl fencing, decorative rock landscaping, turf pet areas, and pet doors to keep four-legged family members happy. Bedrooms two, three, and four are privately situated toward the rear of the home. Residents of The Sanctuary enjoy an impressive array of amenities including a resort-style pool, splash pad, clubhouse with fitness center, basketball, tennis and pickleball courts, soccer field, and multiple playgrounds. Zoned for highly rated "A" Seminole County schools and conveniently located near UCF, Seminole State College, Publix, Orlando Sanford International Airport, Orlando International Airport, and major roadways, this home also offers easy access to thousands of acres of state and county forests and is approximately 45 minutes from Florida's beautiful beaches. Don't miss the opportunity to own this exceptional pool home in one of Oviedo's most desirable communities. Schedule your private showing today!

Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)

Listing Agent: Sandra Buckner (407-808-0300)

Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom, 2,355 sq ft 1-story home in the highly sought-after Twin Rivers Community in the River Crossing Long Branch Lane Community, in the heart of Oviedo! Nestled on a premium homesite backing to a peaceful conservation area, this property offers privacy, energy efficiency, and flexible living spaces to suit a variety of lifestyles. From the moment you enter, you'll appreciate the soaring ceilings, abundant natural light, and skylights that create a bright and airy atmosphere throughout the home. The spacious kitchen is the heart of the home, featuring new appliances (2026), a convenient breakfast bar, and a cozy eat-in dining area, making it perfect for everyday living and entertaining. The home boasts a 52-panel solar system (paid in full), helping keep electric bills at an average of approximately $35 per month. Additional major updates include a newer A/C (2020), roof replaced in 2018, washer and dryer in 2024, and a complete re-pipe in 2014, providing years of worry-free ownership. Enjoy the flexibility of multiple living spaces, with the former formal living room and family room converted into versatile flex rooms that can easily serve as home offices, a gym, playroom, media room, or even additional bedrooms. A cozy wood-burning fireplace adds warmth and character to the home. Step outside to your own private retreat, where an expansive covered lanai spanning the entire width of the home overlooks a peaceful conservation area. The backyard is enhanced by mature fruit trees, offering both beauty and bounty. Located in a community with a low HOA, residents enjoy access to a neighborhood park and walking trails. All of this is just minutes from shopping, dining, entertainment, banking, and everything that makes Oviedo one of Central Florida's most desirable places to call home. With major system updates, exceptional energy efficiency, flexible living spaces, and a prime Oviedo location, this home truly has it all!

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

Listing Agent: Elizabeth Vermilya (407-883-0880)

Remarks: Welcome to 1152 Twin Rivers Blvd, a beautifully reimagined pool home tucked away in Oviedo’s desirable Riverside at Twin Rivers community, where peaceful conservation views, everyday convenience, and effortless living come together. Backing to conservation, with no rear neighbors, this thoughtfully updated residence offers the ideal setting for anyone seeking space to gather, grow, and unwind. Framed by mature oak trees and timeless architecture, the home immediately impresses with its soaring entryway and inviting curb appeal. Inside, rich wood-look tile flooring extends throughout the home, complemented by fresh interior paint, updated lighting, upgraded hardware, and stylish modern finishes that create a warm yet refined atmosphere. Designed for both connection and flexibility, the layout offers generous living spaces alongside private retreats. The formal dining room has been transformed into a dedicated office filled with natural light, ideal for remote work, study, or creative endeavors. The renovated kitchen serves as the heart of the home with shaker-style cabinetry, quartz countertops, farmhouse sink, updated fixtures, recessed lighting, and seamless flow into the dining and living areas, creating a space that feels equally suited for quiet evenings or lively gatherings. The downstairs primary suite offers comfort and privacy with custom closets, dual vanities, granite counters, a soaking tub, and a separate shower. Upstairs, spacious secondary bedrooms and an updated bath create the perfect setup for family living, guests, hobbies, or a media space. Step outside and experience one of the home’s most exceptional features — a private backyard retreat designed for year-round Florida living. The screened pool and expansive deck provide the perfect backdrop for entertaining, while the pergola patio, hammock lounge area, and fully fenced yard create multiple outdoor spaces to relax and recharge. Beyond the fence, the lush conservation area delivers serenity and privacy. Additional improvements include a newer roof, upgraded wood staircase, renovated laundry room, updated bathroom fixtures and countertops, new sinks and faucets, ceiling fan/light combinations throughout, upgraded exterior door hardware and locks, refreshed pergola, expanded concrete pool deck, and extensive exterior enhancements. Residents of Riverside at Twin Rivers enjoy a nature-centered lifestyle surrounded by preserves, walking trails, and green spaces, while remaining just moments from shopping, dining, parks, and commuter routes. Even more exceptional is the home’s proximity to some of Seminole County’s top-rated public schools; both the elementary and middle schools are accessible by walking or biking. This location also offers convenient access to Central Florida’s major employment and lifestyle hubs, including nearby medical facilities, Oviedo on the Park, and higher education opportunities. With easy connectivity to Research Park, Siemens, Lockheed Martin, Seminole State College, and major highways including 417, the location supports both everyday convenience and long-term lifestyle value.

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

Listing Agent: Stacie Brown Kelly (407-221-4954)

Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, style, and location in this beautifully maintained 4-bedroom, 2.5-bath home located in the highly desirable Alafaya Woods community in Oviedo. Perfectly positioned on a spacious corner lot, this property combines functionality, charm, and modern upgrades. From the moment you arrive, you’ll appreciate the pride of ownership and the many valuable improvements throughout the home. Inside, you’ll find an inviting and versatile layout featuring a formal living room, dining room, and an oversized family room designed for both everyday living and entertaining. The home showcases beautifully remodeled bathrooms, brand-new luxury vinyl flooring throughout the home, and a bright, welcoming atmosphere with plenty of natural light flowing throughout the living spaces. The kitchen is thoughtfully positioned overlooking the main living areas, creating a seamless connection ideal for gatherings, family time, and entertaining guests. The spacious family room provides endless possibilities for relaxing, hosting celebrations, movie nights, or creating the perfect flex space to fit your lifestyle. Major improvements provide peace of mind for future homeowners, including a roof replaced in 2016, updated windows installed in 2019, a brand-new A/C system in 2025, and a water heater replaced in 2024. These significant updates make this home move-in ready while adding long-term value and efficiency. Step outside and enjoy the oversized backyard with ample space to create your ideal outdoor retreat, add a pool, entertain, garden, or simply enjoy Florida living year-round. The corner lot location provides additional privacy, curb appeal, and extra outdoor space rarely found in similar homes. Location is everything, and this home truly delivers. Conveniently located near top-rated Seminole County schools, shopping, dining, parks, and major highways, residents enjoy quick access to everything Central Florida has available. Just minutes from University of Central Florida, Research Park, Siemens, Lockheed Martin, and major employers, this property is ideal for families, professionals, and investors alike. Enjoy nearby outdoor recreation at Oviedo on the Park, trails, sports complexes, and multiple community parks, while still being within easy reach of Downtown Orlando, Orlando International Airport, and world-famous attractions. This is an exceptional opportunity to own a beautifully updated home in one of Oviedo’s most established and sought-after communities. Schedule your private showing today and experience everything this incredible property has available.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Fatima Pereira De Araque (407-861-0800)