Homes for Sale Near Chiles Middle in Oviedo - 28 homes

Remarks: Under contract-accepting backup offers. Welcome home to the beautifully updated 1116 Parker Canal Ct. in Oviedo, FL, ideally situated on a quiet cul-de-sac. This 4-bedroom, 2-bath residence is not only exceptionally well maintained, but also offers peace of mind with major upgrades, including a new ROOF (2022), FULL PEX REPIPE (2017), updated HVAC system (2024) with an Air Purifier & UV Light (2026), and WATER HEATER replacement (2022). Step inside to a bright and inviting main living area highlighted by soaring cathedral ceilings that create an open, airy feel and enhance the home’s spacious layout. If the kitchen is the heart of the home, this one truly delivers—perfectly positioned between two spacious living areas, making it ideal for both everyday living and entertaining. The kitchen features quartz countertops, an updated backsplash, and modern fixtures, creating a bright and functional space. Both bathrooms were updated in 2024, including a new walk-in shower, updated guest vanity and fixtures, and a garden tub in the primary bath for a spa-like, relaxing feel. Additional highlights include extra built-in storage on the patio, adding convenience and functionality rarely found. Conveniently located near Twin Rivers Golf Club and the Riverside Recreation Center, with easy access to parks, shopping, and major roadways. This move-in-ready home combines thoughtful updates, a prime location, A-rated schools, and a desirable cul-de-sac setting—an excellent opportunity in one of Oviedo’s most sought-after neighborhoods.

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Madelyn Karuli (941-952-8180)

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: Price improvement!! Welcome to 3335 Red Ash Circle, located in the highly sought-after Live Oak Reserve community. This beautifully maintained home offers the perfect blend of comfort, luxury, and functionality. The exterior features a roof replaced in 2018 and a stunning heated 30x15 pool with a 7x7 spa, built in 2021 by Blue Haven, making it perfect for year-round relaxation and entertaining. The backyard is designed for both beauty and convenience, showcasing a spacious travertine limestone patio, low-maintenance artificial turf throughout the fully fenced yard, and mature Eureka palms that provide exceptional privacy and a tranquil outdoor setting. Inside, the home features thoughtful upgrades including an upstairs A/C unit replaced in 2024 and a downstairs A/C unit replaced in 2016 for efficient climate control. The gourmet kitchen is a true centerpiece of the home, featuring elegant 40x20 porcelain plank tile flooring, a striking exotic granite backsplash, and an oversized full slab island ideal for cooking, dining, and entertaining. Abundant cabinetry and a custom pantry provide excellent storage and organization. High-end appliances include a double oven, induction cooktop, wine refrigerator, and a custom hood with an exterior blower for optimal ventilation. This move-in ready home also offers a convenient in-law suite, making it ideal for multi-generational living or guests. Residents of Live Oak Reserve enjoy resort-style amenities including a community pool, clubhouse, fitness center, playgrounds, sports courts, and scenic walking trails, all located within the highly rated Seminole County school district. This exceptional property truly offers the best of Florida living in one of the area’s most desirable communities. Schedule your private showing today.

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

Listing Agent: Nate Soares, Jr (407-480-8495)

Remarks: Some homes are defined by their sense of space and the lifestyle they enable—1050 Dishman Loop is precisely one of those properties. Tucked away on a generous 1/4 acre lot in a quiet, established pocket of Oviedo, this 3-bedroom, 2-bathroom residence offers a sprawling footprint and a layout designed for real-life functionality. From the classic curb appeal of the grey stucco exterior and the deep, shaded front yard to the updated roof installed in 2020, providing peace of mind. Step inside, and the home rises to meet that first impression with a massive open-concept core. The kitchen is equipped with stainless steel appliances and is positioned perfectly to anchor the social spaces, acting as the hub for both everyday life and hosting large gatherings. The home is unique, featuring a formal living room, a dedicated dining area, and a truly expansive Family Room. The split floor plan ensures a high degree of privacy, with a secondary bedroom tucked away in its own wing with a full ensuite bath, while two additional bedrooms share a second full bathroom on the opposite side of the home. The transition to outdoor living is a standout feature of this property. Sliding glass doors lead you to a massive, fully screened-in back porch that serves as a perfect shaded retreat. This substantial bonus space overlooks the oversized, fully fenced backyard shaded by a lush canopy of mature trees. Residents here also benefit from a low HOA fee, ensuring the community remains well-maintained without high monthly costs. The surrounding area of Oviedo is the final mic drop. Consistently ranked as one of the best places to live in Florida, Oviedo offers an incredible quality of life with its top-rated Seminole County schools, vibrant community events, and a perfect balance of suburban quiet and modern convenience. You are just minutes away from the shopping and dining of the Oviedo on the Park district, as well as the University of Central Florida (UCF). With easy access to the 417 and 408 expressways, commuting to Downtown Orlando or the executive airport is effortless.

Listing is courtesy of: ELEGANT REALTY LLC (407-985-2840)

Listing Agent: Wayne Mottley (407-741-3804)

Remarks: Welcome Home! Step into this beautifully updated residence tucked away in a peaceful cul-de-sac, where modern comfort and style come together. This stunning home features an open floor plan filled with natural light and countless upgrades! Enjoy a brand-new kitchen with stylish cabinets, gorgeous countertops, and stainless-steel appliances that make every meal a pleasure. Freshly painted inside and out, with new flooring throughout and a fully remodeled bathroom, this home is truly move-in ready. Located in a highly sought-after A+ school zone, it’s perfect for families seeking both quality and convenience. The spacious layout creates an inviting atmosphere ideal for entertaining or simply relaxing at home. Don’t miss the chance to make this beautifully refreshed home yours—great location, modern updates, and top-rated schools make it an incredible find!

Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)

Listing Agent: Jose Velez (407-285-1130)

Remarks: Under contract-accepting backup offers. Presenting 1996 Magies Ct, a single-story pool home on a cul-de-sac water front lot in Oviedo's Riverside at Twin Rivers. This 4-bedroom, 2-bath residence has been renovated top to bottom with over 20 documented upgrades and every major system replaced. From the roof to the plumbing, windows to the pool, this is a brand-new home wrapped in an established neighborhood. The big-ticket items are done: full reroof (Feb 2025), impact-rated windows and sliding doors throughout (Oct 2024), A/C replacement (2018), whole-house repipe (2018), new electrical panel (2024), and pool fully resurfaced with new equipment and salt system (Dec 2024). Both bathrooms rebuilt (Nov 2024). New insulated garage door and garage AC (2025). Plantation shutters on every window. The kitchen features white shaker cabinetry, dark tile backsplash, and clerestory windows flooding the space with natural light. All appliances updated: stove and microwave (2020), French door refrigerator (2024), and dishwasher (2025). The breakfast nook and living room open to the pool through the new sliding glass doors. The primary suite has warm hardwood floors and the en-suite master bathroom features a dual vanity, center storage tower, and matte black fixtures. A walk-in closet completes the owner's suite. The newly resurfaced pool features a screen enclosure, water feature covered patio with ceiling fan, and a large fenced yard under mature live oaks and Spanish moss. The lot backs to a fountain pond perfect for enjoying those serene Florida nights. Interior updates: popcorn ceiling removal and repaint (2025), full LED lighting upgrade in every room, fresh interior paint (2026), tile and carpet flooring throughout (2020). Curb appeal refreshed: widened driveway (2025), new ProVista St. Augustine front yard with irrigation controller (2025), new front door (2024), exterior paint (2023), and storage shed on poured concrete pad (2025). Walk to A-rated Partin Elementary and Chiles Middle. Hagerty High zone. A renovated pool home on a water front lot with this level of updates does not come on the market twice in this neighborhood. Call today for your private showing before this one is gone.

Listing is courtesy of: LAKESIDE REALTY WINDERMERE INC (407-876-5575)

Listing Agent: Francisco Orchilles (407-925-4552)

Remarks: Location. Lifestyle. Luxury. Welcome to an extraordinary, beautifully appointed 4-bedroom, 2-bath pool residence nestled in the highly coveted and established Twin Rivers community of Oviedo. Gracefully positioned on a rare and expansive .44-acre conservation homesite with no rear neighbors, this property offers exceptional privacy, tranquil natural views, and an enviable sense of space — all in an unbeatable, highly desirable location. From the moment you enter, soaring vaulted ceilings and abundant, natural light create an airy, welcoming, and sophisticated ambiance. The elegant formal living and dining spaces blend seamlessly, enhanced by gorgeous luxury vinyl plank flooring that flows throughout the main living areas, striking the perfect balance between warmth, durability, and modern refinement. At the heart of the home lies a stunning, thoughtfully renovated chef-inspired kitchen designed for both comfortable everyday living and effortless entertaining. Expansive tiled countertops and backsplash, sleek newer appliances, generous bar seating, and a charming sunlit eat-in area make this space as functional as it is stylish — ideal for peaceful morning coffee, festive holiday gatherings, or intimate evenings with friends. The desirable split floor plan offers privacy and comfort, with a spacious and serene primary suite tucked away as a true retreat. Dual walk-in closets, a beautifully updated tiled shower, relaxing garden tub, new frameless glass enclosure, and contemporary lighting elevate the space into a spa-like sanctuary. The secondary bath has also been tastefully remodeled with clean, modern finishes, ensuring comfort and style for family or guests. Additional thoughtful upgrades include a newer AC system, refreshed pool features, and an enhanced sprinkler system for easy, efficient maintenance. Step outside and discover your own private, resort-style Florida oasis. A generous 20x12 covered and screened patio creates the perfect setting for relaxed outdoor living, whether hosting lively celebrations or enjoying quiet sunset evenings. The impressive 7-foot-deep saltwater pool features a unique underwater table with built-in seating and umbrella sleeve — an inviting and distinctive touch perfect for long, sun-drenched afternoons. A raised, heated spa and sleek aluminum accent fencing add architectural elegance, while the expansive fenced yard still provides abundant green space, including a charming, colorful corner flower garden. Fresh, lush St. Augustine sod in both the front and back yards enhances the home’s manicured curb appeal, and the property line extends well beyond the rear fence (see survey), offering even greater privacy, flexibility, and possibility. And then there’s the location — truly exceptional. Walking distance to Carillon Elementary and Hagerty High School, and just minutes from Twin Rivers Golf Club, the Oviedo Skate Park, UCF, Siemens, Lockheed Martin, Waterford Town Center, SR 417, and Downtown Orlando — convenience, community, and connectivity come together effortlessly. This is more than a home — it is a refined lifestyle opportunity in one of Oviedo’s most desirable and well-loved neighborhoods. Opportunities of this caliber are rare. Come experience the comfort, privacy, and understated luxury for yourself — and let’s get you to closing.

Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)

Listing Agent: Bethanne Baer (407-228-1112)

Remarks: One or more photo(s) has been virtually staged. Exceptional 5-bedroom, 4.5-bath Oxford model pool home with new roof (2025) and Water Heater (2025), positioned on a private conservation lot within the Sanctuary community. This thoughtfully designed home features a grand two-story foyer with octagonal detail, formal dining room, executive office, and a private guest suite with en-suite bath and full kitchen—perfect for multi-generational living or extended stays. The expansive kitchen showcases stainless steel appliances, convection oven, dual dishwashers, butler’s pantry, breakfast bar, and wine storage, all opening to spacious living areas designed for entertaining. The primary suite offers tray ceilings, dual walk-in closets, and a spa-inspired bath with Jacuzzi tub, walk-through shower, dual vanities, and a separate water closet. Additional highlights include two separate two-car garages, no rear neighbors, and a serene conservation backdrop. Located in a top-rated school district with convenient access to UCF, major highways, the airport, and Downtown Orlando.

Listing is courtesy of: CENTURY 21 ALTON CLARK (407-636-4637)

Listing Agent: Christina Weaver (407-592-6818)