Homes for Sale Near Chiles Middle in Oviedo - 50 homes

Remarks: One or more photo(s) has been virtually staged. Welcome! This delightful 4-bedroom, 3-bathroom pool home enjoys a tranquil cul-de-sac setting and a versatile one-story floor plan, resulting in a cozy environment for daily living and a home ready for life’s ever-changing needs. The split-bedroom floor plan offers great privacy forever, while the dedicated living spaces, glistening in-ground pool, and beautiful chef’s kitchen are there to bring everyone together. High ceilings, recessed lighting, fresh interior/exterior paint, and no carpet add to the appeal of this move-in-ready home. For added convenience, the property features a large brick paver driveway and a split three-car garage, providing ample parking and added flexibility. Use the separate one-car garage for more parking, as a workshop, or whatever your mind can envision. Whether it is a normal day or a special occasion, this functional home thrives. The community is moments from modern amenities and activities, offering outstanding convenience while set amid Florida’s natural beauty. Within the neighborhood, a resort-like community pool/splash pad, clubhouse, fitness center, parks, and sports courts await. Nearby, residents will find the Oviedo Mall, Publix at Riverside Landing, and a variety of other dining and shopping options at your fingertips. For nature enthusiasts, Riverside Park and Little Big Econ State Forest/canoe launch offer immediate outdoor adventures. At the same time, golfers will appreciate the proximity to Twin Rivers Golf Club for convenient rounds. Don't miss the chance to make this beautiful home yours – schedule your private showing today.

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Under contract-accepting backup offers. Move-in ready and beautifully updated, this home in the highly sought-after Alafaya Woods community in Oviedo checks all the boxes. Zoned for top-rated schools, the property features a brand new roof and AC (2025), fresh interior paint, and stylish upgrades throughout. The kitchen and bathrooms have been thoughtfully renovated, complemented by modern light fixtures and clean knockdown ceilings for a contemporary feel. The spacious split-bedroom floorplan offers both privacy and functionality, ideal for families or guests. Step outside to enjoy a fully fenced backyard—perfect for pets, entertaining, or relaxing evenings at home. Located just minutes from shopping, dining, and everything the greater Orlando area has to offer, this home delivers the perfect combination of comfort, convenience, and value. Don’t miss your opportunity to own in one of Oviedo’s most desirable neighborhoods!

Listing is courtesy of: ADAMUS REALTY GROUP, INC (407-620-6608)

Listing Agent: Jon Adamus (407-620-6608)

Remarks: Under contract-accepting backup offers. Tucked away on a private, lake view lot, this beautifully maintained pool home offers the perfect blend of comfort, function and Florida living in the heart of Oviedo’s Alafaya Woods community. This move-in ready home combines thoughtful upgrades with serene outdoor living, all set on a peaceful private lot with lake views. From the moment you arrive, you’ll notice the pride of ownership with a freshly painted exterior (2023), updated paver driveway (2020), and newly completed walkways and pool patio drainage (2025), creating both curb appeal and functionality. Inside, the home features an inviting layout with an updated kitchen (2021) designed for everyday living and entertaining. Major system updates provide peace of mind, including a newer roof (2018), HVAC (2018), re-piped plumbing with PEX (2019), and updated windows (2016). The home has also been meticulously maintained with a recent house pressure wash and soft roof wash (2026), making it truly turnkey for its next owner. Step outside to your backyard oasis perfect for relaxing evenings or entertaining guests. Located in a low-HOA community known for its tree-lined streets and top-rated Seminole County schools, residents enjoy access to amenities including tennis courts, basketball courts, and a playground. Conveniently situated near shopping, dining, UCF, and major roadways, this home offers the perfect blend of comfort, updates, and location.

Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)

Listing Agent: Francesca Agostino (516-697-8958)

Remarks: Welcome home in Oviedo! Wait until you see this spacious four bedroom, three bath POOL home located in the highly desirable Riverside community in Oviedo! Perfectly positioned on a quiet conservation lot with no rear neighbors, this home offers privacy, flexibility, and peace of mind with major updates already completed. Designed with a three-way split floor plan, the layout provides ideal separation of space for family, guests, or multi-generational living. The living areas showcase new and updated flooring (2026) complemented by a fresh partial interior repaint. Enjoy Florida living at its best around your recently resurfaced pool and patio...perfect for relaxing or entertaining. Prepare for entertaining in your beautifully updated kitchen, with tons of storage and newer appliances. Rest easy knowing that the big items have been tended to, bringing tremendous value and confidence, including a new roof in 2025, a 2022 HVAC replacement, and a 2019 full home replumb. Conveniently located near top-rated schools, parks, shopping, dining, and major highways, you’ll enjoy living in one of Oviedo’s popular communities. Watch the rocket launches from your front yard! Live just 45 minutes from the beach, 45 minutes from Disney, just minutes from UCF and SR 417, with easy access to downtown and all that is Central Florida. When you invest in Oviedo, you invest in your future! Move-in ready, thoughtfully updated, and beautifully situated - this is the one to call home.

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

Listing Agent: Debbi Jones (407-470-3390)

Remarks: Location, Location, Location! Less than 4 miles from UCF, 3 miles from Hagerty High School, and 2 miles from Seminole State College, this beautifully updated 4-bedroom, 3-bathroom single-story pool home perfectly combines comfort, style, and functionality. Nestled on an oversized lot in the highly sought-after Big Oaks community, this property offers privacy, space, and peace of mind with numerous recent upgrades. Step inside to a bright, open floor plan that seamlessly connects the living, dining, and kitchen areas ideal for everyday living and entertaining. The expansive master suite boasts soaring ceilings and a newly renovated spa-inspired bathroom with elegant, modern finishes your own private retreat. The chef’s kitchen is a true highlight, featuring granite countertops, a stylish backsplash, an oversized island with added cabinetry, and a cozy breakfast nook for casual meals. Enjoy true Florida living in your outdoor oasis: a covered lanai, sparkling private pool, and an extended patio perfect for BBQs, family gatherings, or simply soaking up the sun. The spacious backyard offers additional green space for pets, play, or even a future garden. A unique bonus is the flexible In-Law Suite with a private entrance, bedroom, full bath, kitchenette, and living area ideal for multi-generational living and/or guests. Recent Upgrades Include: New Roof in 2023 Updated A/C System Fresh Exterior Paint Families will love being zoned for top-rated schools, including Hagerty High School just minutes away. The location couldn’t be better close to shopping, dining, medical centers, and major employers like Lockheed Martin, UCF, and Valencia College. With easy access to 417, 434, and 426, you’re just a short drive from Disney, Universal, and Central Florida’s beautiful beaches. This is more than a home, it’s a lifestyle upgrade. Don’t wait—schedule your private showing today!!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Monica Cuervo (407-701-3095)

Remarks: Welcome to this well-maintained 3-bedroom, 2.5 bathroom single-family home in the highly sought-after Twin Rivers community in Oviedo. Featuring formal living and dining rooms, this home offers a functional layout ideal for both everyday living and entertaining. The main living area is highlighted by a cozy fireplace, while the large screened porch provides the perfect space to relax or host gatherings year-round. Conveniently located near Oviedo on the Park, Twin Rivers Golf Course, UCF, and a variety of shopping and dining options, this home offers both comfort and accessibility in one of Oviedo’s most desirable neighborhoods.

Listing is courtesy of: LUKER & CO REAL ESTATE LLC (321-244-2542)

Listing Agent: Tom Luker (407-415-2821)

Remarks: Welcome to this charming 3-bedroom, 2-bath home located in the Riverside at Twin Rivers community in Oviedo. With 1,305 square feet of living space, this home offers a bright and open layout designed for comfortable everyday living. Upon entering, you are greeted by high vaulted ceilings that enhance the living space and create an open connection between the living room, kitchen, and dining area. The kitchen features stainless steel appliances, a beautiful modern backsplash, and an eat-in dining area. Just off the kitchen, a sliding glass door provides natural light and convenient access to the backyard. The primary bedroom offers a private retreat with its own sliding glass door leading directly to the patio. The en-suite bathroom includes a shower and tub combination. Step outside to the covered, screened-in lanai overlooking the fully fenced backyard, providing a comfortable space to relax or enjoy the outdoors. This home is conveniently located near a variety of restaurants, shopping, and the mall, while also offering easy access to major highways for commuting to Downtown Orlando and surrounding areas. With its open layout, thoughtful features, and desirable location, this home presents a wonderful opportunity to enjoy all that Oviedo has to offer.

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

Listing Agent: David Bollet (407-927-4595)

Remarks: Under contract-accepting backup offers. Beautifully updated and move-in ready, this 4-bedroom, 2-bath home offers over 2,000 square feet of well-designed living space in excellent condition. Major updates have already been taken care of, including a new roof, new appliances, and all-new flooring, giving peace of mind and a fresh, modern feel throughout. Both bathrooms were fully remodeled in 2023, along with new PEX plumbing - complete re-pipe 2023, new gutters 2023, and the home was further upgraded with a whole-home water filtration system in 2024. The layout offers flexibility for everyday living, work-from-home space, or hosting guests, with generous room sizes and great natural light. This is a solid, well-maintained home where the big-ticket items are done—making it easy for the next owner to move right in and enjoy.

Listing is courtesy of: FOLIO REALTY LLC (407-917-0241)

Listing Agent: Jennifer Dollar (407-252-3762)

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: Under contract-accepting backup offers. Welcome to this stunning 4-bedroom, 2-bathroom home located on a desirable corner lot in a vibrant community filled with amenities! Step inside to find tall ceilings, an open, split floorplan, and no carpet throughout, offering both style and easy maintenance. At the heart of the home is a beautifully updated kitchen, complete with granite countertops, tile backsplash, stainless appliances, large island, closet pantry, updated fixtures, and a built-in banquet in the dinette—perfect for casual family meals. The kitchen seamlessly flows into the family room, creating an inviting space for gatherings and spending time as a family. A separate formal living and dining area offers additional flexibility for entertaining or relaxing. Working from home is a breeze in the dedicated office/den, featuring elegant French doors for privacy and built-ins surrounding the large, front-facing window. The spacious master retreat is located at the back of the home and offers backyard views, walk-in closet, and en-suite bathroom that boasts a large, double sink vanity, garden tub, tile shower, linen closet, and water closet. Three good size bedrooms, with large closets and windows, are located down a hallway off the left side of the home and share a large secondary bathroom, complete with double-sink vanity and shower/tub combo. Step through French doors to the covered patio and fenced backyard, ideal for outdoor dining, play, letting your pets and little ones run around without worry, or simply enjoying the Florida sunshine. The interior laundry room provides convenient access to the two-car garage, adding practicality to everyday living. This sought-after community offers a wealth of amenities including a community pool, fitness center, clubhouse, basketball, tennis, and pickleball courts, plus a park, playground, soccer field, and baseball field—everything you need for an active, fun-filled lifestyle. To top it all off, the home is just a quick walk or bike ride to Partin Elementary and Chiles Middle Schools, making this the ideal location for families with little ones! Don’t miss your chance to call this beautiful home your own—schedule your private showing today!

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

Listing Agent: Jean Scott (407-759-5320)