Homes for Sale Near Chiles Middle in Oviedo - 49 homes

Remarks: Under contract-accepting backup offers. Welcome to your lakeside retreat at 620 Lake Drive in the heart of Chuluota—where peaceful living meets everyday convenience. Nestled on a quiet street with no HOA, this charming 3-bedroom, 2-bath home offers the freedom and serenity you’ve been searching for. Set along the shores of beautiful, spring-fed Lake Catherine, you’ll enjoy stunning waterfront views and the kind of tranquil setting that’s hard to find. Inside, the home features laminate wood flooring throughout and fresh interior paint, creating a clean, cohesive feel from room to room. The kitchen is both functional and inviting, complete with 42” cabinets, tile backsplash, and under-cabinet lighting—perfect for cooking and entertaining. The dining room stands out with a warm tongue-and-groove wood ceiling, adding character and charm. Recent updates include newer sliding glass doors that lead out to a covered and screened patio, ideal for relaxing evenings or weekend gatherings. The spacious backyard offers plenty of room to enjoy the outdoors, whether you're hosting, gardening, or simply taking in the lakefront views. Additional highlights include a 1-car garage plus a 1-car carport, providing ample parking and storage. If you’ve been dreaming of lakefront living with no restrictions, this is your opportunity—what are you waiting for?

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Jackie Criswell (407-687-0906)

Remarks: OVIEDO POOL HOME W/ WHOLE HOUSE SOLAR! This energy-efficient, 4-bedroom, 2-bathroom pool home features a split plan bedroom arrangement for privacy, two separate common areas for gathering, and an eat-in kitchen with quartz countertops, buffet/coffee bar area & large pantry. This home also has interior laundry and a 2-car garage with a ceiling fan & extra overhead lighting for a future workshop or gym. The fenced backyard is the shining star featuring the solar heated, chlorine POOL w/ lighting & fountain jets, screen enclosed with a covered pool deck area. Bonus points for having lawn outside of the screen enclosure for gardening, play or your favorite four-legged friends! Recent updates to this property include 2026: Resurface pool deck, replace pool light, pool tile repair & regrouting; 2025: Shed; 2024: Luxury vinyl plank floors (LVP), baseboards, refreshed light fixtures & ceiling fans, vinyl fence; 2023: Shutters, washer & dryer. Ekana Green is a gated community with a basketball court, tennis court & wooded green space. The community entrance sits adjacent to a shopping plaza with a grocery store and restaurants for the ultimate convenience. Oviedo on the Park is 2 miles away, Oviedo’s Aquatic Center is 2.5 miles, and less than 4 miles gets you to UCF & an SR-417 interchange. Convenience & Fun in the Sun!

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

Listing Agent: Sheri Malin (407-603-5221)

Remarks: Welcome home to this charming 4-bedroom, 2-bath single-family home in Oviedo, located in a desirable, family-friendly neighborhood just minutes from Oviedo on the Park. This well-maintained home offers a functional layout with spacious bedrooms and comfortable living areas ideal for everyday living. Enjoy Florida living in the fully fenced backyard, perfect for entertaining, pets, or relaxing evenings around the wood-burning fire pit. The outdoor space offers privacy and flexibility for future enhancements. Zoned for top-rated Seminole County schools, this home is conveniently located near parks, shopping, dining, and major roadways. A rare opportunity to own a move-in ready home in one of Oviedo’s most sought-after areas.

Listing is courtesy of: ALIGN REAL ESTATE LLC (305-389-2922)

Listing Agent: Aarohi Shah (407-399-6496)

Remarks: Welcome to a home that perfectly blends space, functionality, and forward-thinking efficiency in the heart of Live Oak Reserve. From the moment you step inside, you're greeted by a bright, open-concept design enhanced by soft gray tones and abundant natural light. The kitchen serves as the heart of the home, featuring Corian countertops, 42-inch wood cabinetry, and a layout that opens seamlessly into the family room—ideal for gathering with family and friends. The main level offers exceptional flexibility, including a luxurious primary suite complete with a private sitting area, spacious walk-in closets, and a spa-inspired bath with dual vanities, a soaking tub, and separate shower. A secondary guest suite with full bath provides comfort and privacy for visitors, while a formal dining room and French-door-enclosed office or living space add both elegance and practicality. Upstairs, three additional bedrooms and a full bath are complemented by an expansive bonus room—perfect for a media room, playroom, or home gym. Step outside to a covered lanai overlooking a fully fenced backyard—your own private space for outdoor living and entertaining, plus an oversized paver driveway with three car garage. Other updates include a newer roof (2018) and water heater 2026. What truly elevates this home is the fully installed paid off solar energy system (2019). Designed for efficiency and sustainability, this feature offers substantial long-term savings on electricity while reducing your environmental footprint—making this home as smart as it is stunning.

Listing is courtesy of: TUSCAWILLA REALTY, INC (407-921-3738)

Listing Agent: Joe Lopez (407-921-3738)

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: 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)