Homes for Sale Near Chiles Middle in Oviedo - 51 homes

Remarks: Under contract-accepting backup offers. 4 Bed 2.5 Bath Pool Home with Conservation Area – AMAZING OPPORTUNITY TO BUY BELOW MARKET VALUE w/ NEWER ROOF, FRESH EXTERIOR PAINT. Home is located in the desirable community Alafaya Woods of Oviedo in Seminole County. This residence offers a spacious and functional layout with bright, open living areas perfect for both everyday living and entertaining. The home features all bedrooms upstairs, a comfortable primary suite, and a thoughtfully designed floor plan that maximizes space and natural light. Enjoy a generous backyard ideal for outdoor gatherings, relaxing evenings, or future customization overlooking conservation area. The community features a park, playground, tennis courts, basketball courts, picnic area with covered pavilion, walking trails, sidewalks, and well-maintained common areas, offering plenty of outdoor recreation and green space for residents. Conveniently situated near top-rated schools, shopping, dining, and major roadways, this property offers both comfort and accessibility. Whether you're a first-time homebuyer, upgrading, or looking for an investment opportunity, this home is a fantastic choice. Don’t miss the opportunity to make this Oviedo gem your own—schedule your private showing today!

Listing is courtesy of: REALTY LYNK INC (407-494-0803)

Listing Agent: Denise San Miguel (407-443-2070)

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. Welcome to this well-maintained 2-bedroom, 2-bath home in the established community of Alafaya Woods. Offering 1,091 heated sq ft, this home features a comfortable layout with thoughtful updates throughout. Recent improvements include luxury vinyl flooring (2024), roof (2018), water heater (2015), and updated A/C, breaker box, and windows (2013)—giving buyers confidence in the home’s major systems. The functional floor plan provides inviting living spaces along with a 2 car garage, making it a great fit for everyday living or investment. Situated on a lot just under a quarter acre, there’s a screened porch and plenty of outdoor space to enjoy, garden, or create your own oasis. Conveniently located in Oviedo and zoned for top rated schools: Stenstrom Elementary, Chiles Middle, and Oviedo High School. Easy access to shopping, dining, and major roadways including 417 and Alafaya Trail and less than an hour from World Famous "Daytona Beach". 45 minutes will take you to Disney, Sea World and Universal. Call today for a showing/ No flood insurance required (Zone X). Low HOA.

Listing is courtesy of: SAVVY PROPERTIES LLC (407-432-1593)

Listing Agent: Ronda Beaulieu (407-432-1593)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this charming 4 bedroom, 2 bath Oviedo home in the Riverside at Twin Rivers community! With high ceilings and an abundance of natural light, this home offers a bright, open feel and a great foundation to make your own. The split floor plan provides both functionality and privacy, with a spacious primary suite opposite of the secondary bedrooms. The primary suite features a large walk-in closet and an ensuite bath with double vanities, a generous walk-in shower, and a separate water closet. Three guest bedrooms share a large bathroom with double vanities and access to the patio. Step outside to a large screened-in patio and fully fenced backyard that is perfect for enjoying Florida evenings, entertaining, or creating your ideal outdoor oasis. Located in Oviedo, one of Orlando's most desirable suburbs, you’ll enjoy a peaceful, established neighborhood, zoned for top rated schools and just minutes from the shops, restaurants, and events at Oviedo on the Park. Major system updates include a brand new roof to be installed prior to closing, A/C replaced in 2023, and a water heater from 2019. Call today for your private showing!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Lindsey Hudson (865-712-8452)

Remarks: Under contract-accepting backup offers. BEAUTIFUL BREEZES AND EXCEPTIONAL VIEWS IN THIS CHARMING HOME LOVINGLY MAINTAINED IN THE FAVORABLE SANCTUARY COMMUNITY! A brick paver driveway and walkways with pretty landscaping and butterfly gardens welcome you to your new chapter of serenity. There’s plenty of space to enjoy everyday living & entertaining in this open & generously sized 5 bedroom, 4 bath and a 3 car garage offering 3,034 sq. ft. of elegant finishes. A spacious and newly remodeled kitchen delivers function & good looks made easy for the entertainer. The Quartz Calacatta Trevis countertops shine and compliment the sparkling backsplash. A breakfast bar, upgraded appliances, 42” cabinetry with soft close drawers and pull out shelving, a new touchless faucet, plenty of pantry space and a nicely sized eat in nook and you’re ready to enjoy your gourmet meal. Looking for a little more formal? Enjoy dinner in your formal dining room conveniently putting the butlers pantry to work. The family room opens to the kitchen and is light and bright due to the windows overlooking the sparkling pond and allowing natural light in creating a cozy atmosphere. The outdoor porch is screened in with a large sitting area and a four person spa perfect for relaxing and listening to the birds - all yours to enjoy privately or with a crowd. A formal living room with a custom stacked stone electric fireplace and cabinets makes it easy to relax. Thoughtfully set far from the busy family area, you'll find a spacious master suite with beautiful views of the hummingbird garden and pond, a tray ceiling with two walk in organized closets and an impressive bathroom complete with two raised sinks, an additional sitting area with new granite countertops & best of all, a new and oversized heated, Jacuzzi tub for luxuriating soaks. A block glass window lead you to a newly remodeled walk in shower. In addition this home has four additional bedrooms including a huge secondary suite perfect for a teenager, guests or the in-laws and ensures ample personal space for everyone to work, play & rest. All of the bathrooms have new granite countertops and newly tiled walk in showers. A simply stunning home built with the most exquisite luxuries. Additional extras to include; crown molding and 5 1/3 baseboards throughout, two newer Trane air conditioners (2021), a newer 80 gallon Hybrid premium water heater (2022), 24 owned solar panels making the home completely solar powered (2012), concrete Polyaspartic Coating for garage flooring (2024), an electric car charger, newer exterior paint (2017), an inside laundry room with more than enough space for folding, plenty of storage, ceiling fans throughout, knockdown ceilings, a Ring doorbell, impressive volume ceilings with decorative plant shelves and hardwood flooring (2019) and ceramic tile in all traffic areas. Conveniently located in the Sanctuary in a fabulous community with an oversized swimming pool, splash pad, fitness center, basketball courts and pickleball. Imagine ending your day watching the sun set over the glistening water and seeing beautiful wildlife. See this beautiful, move-in ready, model home & enjoy Florida style living at its best!

Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)

Listing Agent: Sharon Mikol (407-963-3679)

Remarks: Under contract-accepting backup offers. Currently under contract. Seller welcomes strong backup offers!! This stunning 5-bedroom, 4-bathroom home is one of the most extensively upgraded properties in the community, offering designer finishes, smart-home enhancements, and peaceful conservation views. Built in 2022 by MI Homes, It has been finished with over $80,000 in additional custom designer upgrades since its construction. This residence showcases beautiful quartz countertops, a striking marble backsplash, 42” cabinetry, premium GE appliances, a 9+ ft waterfall island, a custom-built butler’s pantry, oversized custom-built master closet, premium upgraded recessed lighting, designer chandeliers and pendants, a dual wine/beverage cooler, under-cabinet lighting, luxury vinyl plank flooring throughout both levels and much, much more! The home welcomes you with a dramatic double-height foyer featuring a sculptural chandelier, a custom geometric feature wall, and warm wood architectural framing—every sightline revealing intentional design. The open living and dining areas are filled with natural light and offer unobstructed conservation views where you can enjoy your morning coffee while watching the wildlife that frequent the property. A first-floor guest suite—complete with a Murphy bed and a full bathroom—provides exceptional flexibility, perfect for visiting guests or to use as a dedicated home office for remote work. Upstairs, you’ll find a spacious loft, a generously sized family room, custom closets in the secondary bedrooms, and an additional private guest suite with a feature headboard, custom lighting and its own en-suite bath. The primary retreat is a true sanctuary. This expansive suite features a tray ceiling, elevated lighting, and a private balcony overlooking serene conservation views. There is plenty of room for a cozy sitting area, ideal for morning coffee or evening relaxation. The fully customized dream closet is a standout luxury feature—designed with pant racks, velvet-lined jewelry storage, belt racks, built-in drawers, and tailored shelving, offering boutique-level organization. Additional upgrades include a full suite of smart-home amenities: 360° 4K HD cameras, keyless & remote entry controlled by the touch of a button on an app, MyQ Wi-Fi garage access, and a whole-house SpringWell water filtration system. The 3-car tandem garage provides abundant storage, space for a home gym, three ceiling-mounted racks, and a 240V EV charging outlet. The backyard offers tranquil conservation views with ample room for a future pool or outdoor oasis. Located in a beautiful private gated community and zoned for top-rated Seminole County schools, this home offers true turnkey luxury. Seller open to fully furnished sale with an acceptable proposal. Schedule your viewing today!

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

Listing Agent: Alex Khanimov (407-606-6317)

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: 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: 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)