Homes for Sale Near Chiles Middle in Oviedo - 31 homes

Remarks: 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: One or more photo(s) has been virtually staged. This 3 bedroom, 2 bathroom home is tucked away in a quiet, established neighborhood in Oviedo. Inside, you’ll find a light and bright open layout with vaulted ceilings, warm-toned engineered hardwood floors, and a cozy wood-burning fireplace. The living, dining, and kitchen spaces flow seamlessly, creating an inviting feel for both everyday living and entertaining. The fully renovated kitchen is both stylish and highly functional, featuring quartz countertops, a two-tone cabinet design with soft-close doors and dovetail drawers, tile backsplash, and thoughtfully designed storage including pull-out shelving, a lazy Susan, and dedicated baking sheet storage. The layout maximizes workspace and flow, making it ideal for cooking, hosting, and everyday use. A newer refrigerator (2026) and updated appliances complete the space. The primary suite offers a walk-in closet with a California Closet system and plantation shutters, while both bathrooms have been tastefully updated with quality finishes. One of the true highlights of the home is the oversized screened-in porch with vaulted ceilings and skylights, adding nearly 430 sq ft of additional living space, perfect for relaxing, entertaining, or enjoying Florida evenings year-round. Major updates include HVAC (2023) with UV light, new electrical panels with whole-house surge protection (2026), replumbing (2020), water heater (2022), roof (2014), and energy-efficient hurricane-rated windows and doors (2017). Interior and exterior recently repainted. Fully fenced backyard with irrigation, mature landscaping, and storage shed. Low HOA with community amenities including playground, tennis, pickleball, and basketball courts. Conveniently located near shopping, dining, parks, and easy access to State Road 417.

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

Listing Agent: Suzanne Muchow (407-325-5562)

Remarks: Welcome to 1251 Twin Rivers Blvd, a move-in ready 3-bedroom, 2-bath pool home in the heart of Oviedo's coveted Twin Rivers community! This well-maintained one-story home offers 2,109 sq ft of light-filled living space with vaulted ceilings that create an open, spacious feel from the moment you walk in. The kitchen is the true heart of the home, featuring classic oak cabinetry with custom pull-outs in every cabint, a peninsula with sink and breakfast bar seating. The breakfast area wrapped is in natural light to enjoy relaxing views of the pool. Two new sliding glass doors make indoor-outdoor living seamless. Major updates give buyers true peace of mind: NEW ROOF in 2026, full REPLUMB completed in 2021, and PRIMARY BATHROOM REMODELED in 2021. Your private screened pool enclosure is ready for Florida living at its finest. Whether you're hosting a weekend cookout or enjoying a the Florida sunshine there is plenty of room! There is convenient storage at the lanai, plus a separate patio area perfect for a fire pit or outdoor lounge. The fully fenced yard offers privacy on all sides. Oviedo is consistently ranked among Central Florida's best places to live!! You are minutes from top-rated Seminole County schools, UCF, SR 417, and a fantastic selection of shopping and dining. Don't miss this opportunity to own a pool home in RIVERSIDE at Twin Rivers, one of Oviedo's most desirable communities!

Listing is courtesy of: NEXTHOME DIAMOND PROPERTIES (321-356-1222)

Listing Agent: Christine Gerardi (321-356-1222)

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)

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. 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: 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: 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)