Homes for Sale Near Chiles Middle in Oviedo - 52 homes

Remarks: Welcome to this beautifully maintained 4-bedroom, 3-bathroom, 2,355 sq ft 1-story home in the highly sought-after Twin Rivers Community in the River Crossing Long Branch Lane Community, in the heart of Oviedo! Nestled on a premium homesite backing to a peaceful conservation area, this property offers privacy, energy efficiency, and flexible living spaces to suit a variety of lifestyles. From the moment you enter, you'll appreciate the soaring ceilings, abundant natural light, and skylights that create a bright and airy atmosphere throughout the home. The spacious kitchen is the heart of the home, featuring new appliances (2026), a convenient breakfast bar, and a cozy eat-in dining area, making it perfect for everyday living and entertaining. The home boasts a 52-panel solar system (paid in full), helping keep electric bills at an average of approximately $35 per month. Additional major updates include a newer A/C (2020), roof replaced in 2018, washer and dryer in 2024, and a complete re-pipe in 2014, providing years of worry-free ownership. Enjoy the flexibility of multiple living spaces, with the former formal living room and family room converted into versatile flex rooms that can easily serve as home offices, a gym, playroom, media room, or even additional bedrooms. A cozy wood-burning fireplace adds warmth and character to the home. Step outside to your own private retreat, where an expansive covered lanai spanning the entire width of the home overlooks a peaceful conservation area. The backyard is enhanced by mature fruit trees, offering both beauty and bounty. Located in a community with a low HOA, residents enjoy access to a neighborhood park and walking trails. All of this is just minutes from shopping, dining, entertainment, banking, and everything that makes Oviedo one of Central Florida's most desirable places to call home. With major system updates, exceptional energy efficiency, flexible living spaces, and a prime Oviedo location, this home truly has it all!

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

Listing Agent: Elizabeth Vermilya (407-883-0880)

Remarks: Welcome to 1152 Twin Rivers Blvd, a beautifully reimagined pool home tucked away in Oviedo’s desirable Riverside at Twin Rivers community, where peaceful conservation views, everyday convenience, and effortless living come together. Backing to conservation, with no rear neighbors, this thoughtfully updated residence offers the ideal setting for anyone seeking space to gather, grow, and unwind. Framed by mature oak trees and timeless architecture, the home immediately impresses with its soaring entryway and inviting curb appeal. Inside, rich wood-look tile flooring extends throughout the home, complemented by fresh interior paint, updated lighting, upgraded hardware, and stylish modern finishes that create a warm yet refined atmosphere. Designed for both connection and flexibility, the layout offers generous living spaces alongside private retreats. The formal dining room has been transformed into a dedicated office filled with natural light, ideal for remote work, study, or creative endeavors. The renovated kitchen serves as the heart of the home with shaker-style cabinetry, quartz countertops, farmhouse sink, updated fixtures, recessed lighting, and seamless flow into the dining and living areas, creating a space that feels equally suited for quiet evenings or lively gatherings. The downstairs primary suite offers comfort and privacy with custom closets, dual vanities, granite counters, a soaking tub, and a separate shower. Upstairs, spacious secondary bedrooms and an updated bath create the perfect setup for family living, guests, hobbies, or a media space. Step outside and experience one of the home’s most exceptional features — a private backyard retreat designed for year-round Florida living. The screened pool and expansive deck provide the perfect backdrop for entertaining, while the pergola patio, hammock lounge area, and fully fenced yard create multiple outdoor spaces to relax and recharge. Beyond the fence, the lush conservation area delivers serenity and privacy. Additional improvements include a newer roof, upgraded wood staircase, renovated laundry room, updated bathroom fixtures and countertops, new sinks and faucets, ceiling fan/light combinations throughout, upgraded exterior door hardware and locks, refreshed pergola, expanded concrete pool deck, and extensive exterior enhancements. Residents of Riverside at Twin Rivers enjoy a nature-centered lifestyle surrounded by preserves, walking trails, and green spaces, while remaining just moments from shopping, dining, parks, and commuter routes. Even more exceptional is the home’s proximity to some of Seminole County’s top-rated public schools; both the elementary and middle schools are accessible by walking or biking. This location also offers convenient access to Central Florida’s major employment and lifestyle hubs, including nearby medical facilities, Oviedo on the Park, and higher education opportunities. With easy connectivity to Research Park, Siemens, Lockheed Martin, Seminole State College, and major highways including 417, the location supports both everyday convenience and long-term lifestyle value.

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

Listing Agent: Stacie Brown Kelly (407-221-4954)

Remarks: Under contract-accepting backup offers. Welcome to an extraordinary executive estate in the heart of Oviedo—where timeless elegance meets resort-style living and everyday convenience. This impressive two-story residence offers 5 bedrooms, 4.5 bathrooms, an office, and over 4,300 square feet of thoughtfully designed living space, perfectly suited for luxury buyers seeking both sophistication and functionality. From the moment you arrive, the dual side-entry two-car garages—one oversized—set the tone for the scale and versatility this home provides. Step through beautifully framed glass double doors into a breathtaking two-story foyer that opens to a grand, columned living room adorned with a statement chandelier and soaring windows that flood the home with natural light, creating a warm yet refined ambiance throughout. Designed for both entertaining and everyday living, the home wraps gracefully around its spectacular outdoor oasis, maximizing privacy and serene conservation views. The resort-style backyard is nothing short of exceptional—featuring a massive screened-in pool with infinity-edge spa, elegant fire bowls, travertine decking, multiple covered entertaining spaces, and a seamless indoor-outdoor flow that elevates Florida living. Host unforgettable gatherings at the outdoor bar and serving areas, dine al fresco at the grand table for ten, or unwind around the fire pit lounge set—all of which convey with the home. At the heart of the home, the gourmet kitchen is a true chef’s dream, showcasing custom solid wood cabinetry, granite countertops, stainless steel appliances, a center island, built-in desk, and a long breakfast bar—perfectly designed for both entertaining and everyday living. It flows seamlessly into a spacious dinette and family room overlooking the pool, while a butler’s pantry with additional sink, storage, and serving space connects to an elegant formal dining room with tray ceilings and chandelier, enhancing both function and style. Just off the kitchen and dinette, a sophisticated wine tasting bar with a dedicated cellar creates a striking focal point for elevated entertaining. The first floor also features a private, recessed ensuite bedroom with a connected pool bath—ideal for multi-generational living—along with a discreetly positioned half bath for guests and a spacious office off the foyer. Upstairs, the expansive primary suite is a true sanctuary, complete with tray ceilings and a private flex space ideal for a nursery, office, or reading nook. A hallway leads to the spa-inspired bath, flanked by dual walk-in closets, each with a custom closet system. The bathroom features dual vanities, a jetted soaking tub, and an oversized dual-entry shower with dual heads and corner seating. The second level is completed by three additional generously sized bedrooms—most with walk-in closets—two full bathrooms, a versatile loft, and a well-appointed laundry room with cabinetry and a utility sink. The current owners enhanced the home with plantation shutters throughout and rich wood flooring in place of all carpet. Owners also replaced the roof in 2015 and the A/C systems in 2016, 2018, and 2019. Additional highlights include abundant storage, a fully fenced back yard, a 90x125 homesite with no rear neighbors, and top-rated A schools. This is more than a home—it’s a private retreat designed for creating meaningful memories, entertaining with ease, and living beautifully. Call me today to set up a time to tour this home in person!

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

Listing Agent: Marci Blanchard (407-590-2112)

Remarks: Under contract-accepting backup offers. Virtually Staged. Welcome to Twin Rivers Country Club Estates, Oviedo's popular golf course community! Step through classic crafted Therma-Tru front doors to timeless beauty and luxury in this colonial style 5 bedroom, 2.5 bath pool home. Included in the gorgeous updated kitchen are Italian Carrara marble counters and backsplash beneath custom cherry finished maple cabinets adorned with Cal Crystal knobs. Deluxe renovations in the primary ensuite boast dual vanities with granite counters, ample built-in custom cabinets, a walk-in shower equipped with multiple jets and rain shower. Ten-foot french doors lead to the fully fenced backyard oasis. Relax on the large covered patio, or swim in the oversized 25,000 gallon 7-foot deep lap pool, complete with sun shelf and built-in spa. Mature magnolia, bamboo, and vibernum add to the exotic beauty of this space, and the hanging bench swing completes the resort style. Double paned windows throughout, with plantation shutters, as well as hurricane grade front windows. Roof 2017, AC 2017, Re-plumbed, and installed with propane powered instant water heater. The sellers generously include their fabulous Troy-Built Riding Lawn Mower, Generac Whole House Generator, Portable Fire Pit, Pressure Washer, and Pool Equipment with this home! Location, Location, Location! With UCF and Seminole State nearby, and Oviedo on the Park minutes away, convenience is yours to a variety of great restaurants, a dog park, community concerts, and food truck nights. SR-417 makes the 45min drive to Orlando amusement parks, or 50 minute drive to New Smyrna Beach a breeze. Little Big Econ State Forest is close by for hiking and paddling, and the Cross Seminole Trail is equal distance for walking, biking, and jogging with friends. Do not miss your opportunity to live here!

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

Listing Agent: Melissa Weathers (407-620-9886)

Remarks: Welcome to this freshly painted, well maintained, loved, 4 bed-room, 2 full bath pool home located in the sought after, family-oriented community of Twin Rivers. As you enter your new home you will immediately see the vaulted ceiling, the openness, the abundant natural light and the redesigned open concept custom eat-in kitchen. Next, your eyes will take you to the breakfast bar island adorned with a beautiful granite counter tip. The breakfast bar island comfortably seats four and offers plenty of storage for you larger appliances and bowls down below. As you look to the right in this custom kitchen you will see a bay window large enough for a table for six. Next to the dinette table is a smartly designed coffee buffet with built in shelving waiting for your cookbooks, your Keurig coffee maker or your coffee press. The coffee buffet also offers a three-door cabinet below for all your baking appliances. Continuing in the kitchen you will see ample storage throughout with the white Shaker soft close cabinets, spice rack drawer and shelving with the pull-out feature for ease of use. Lastly, your new custom complete with a Whirlpool side-by-side refrigerator, GE stove/convection oven, KitchenAid dishwasher (approx. 1 year old), stainless steel undermount sink and finally, topping it all off with recessed lighting and vaulted ceiling. Directly off the custom kitchen is a nice size laundry room with LG washer and dryer, both convey. Beside the washer and dryer is a tall cabinet for pantry space or additional storage use. This four bedroom family home comes complete with a split floor plan, master bedroom en suite with double vanity, water closet, separate shower and garden tub. Master is a nice size big enough for a king size bed and also provides a walk in closet. As you continue your tour across the great room you'll see the three additional bedrooms and the newly designed hall bathroom. Also, fairly new and custom designed is the bonus room/office space. Easily closed off with two French doors. this additional room would also be ideal for a nursery or play room. This well-maintained pool home is situated on a beautiful corner lot with lush landscaping, St Augustine sod and a double car garage. The backyard with pool is privately fenced with plenty of room for play and a family pet. Child protection screens convey but were not used in photos. Sellers have maintained meticulous record keeping of all maintenance and upkeep. Home offers a transferable one-year termite bond. And, due to the underground utilities, sellers have never lot power in this home. The Twin Rivers community is approximately 2.8 miles from UCF, walking distance to the elementary and high schools, minutes from Twin Rivers Golf Course and Riverside Park AND close to the Oviedo Skate Park. All the shopping you could ever want is a short drive away. Saving the BEST FOR LAST, Seminole Conty Schools in this district are A+ rated.

Listing is courtesy of: PARK PLACE REAL ESTATE (407-504-1110)

Listing Agent: Peggy Mann (407-761-4006)

Remarks: Welcome to Twin Rivers, one of Oviedo’s most desirable established communities! Situated on an oversized lot backing to conservation, this beautifully updated 4-bedroom, 2.5-bath home offers 2,111 square feet of thoughtfully designed living space with no rear neighbors and exceptional privacy. Inside, you’ll find a spacious split floor plan featuring luxury vinyl flooring, stainless steel appliances, granite countertops, and a versatile office/flex room with French doors that’s perfect for working from home, a playroom, or additional living space. The heart of the home opens seamlessly into the large family room and screened porch, creating the ideal setting for both everyday living and entertaining. A professionally completed addition in 2023 expanded the home’s living area, adding valuable square footage and functionality. The primary suite offers dual walk-in closets and a comfortable retreat at the end of the day. Major updates have already been completed for peace of mind, including a new roof (2022), HVAC system (2023), updated plumbing (2019), and newer windows throughout. Additional features include a sprinkler system, storage shed, 220-volt EV charging outlet in the garage, and an assumable solar system with a monthly payment of approximately $174, helping offset utility costs. Step outside and enjoy the oversized, fully fenced backyard overlooking conservation land, providing a private outdoor setting rarely found in this price range. Conveniently located near Riverside Park, Twin Rivers Golf Club, UCF, Seminole State College, Lockheed Martin, Siemens, shopping, dining, and major roadways. With a low HOA of just $237 annually, this move-in-ready home combines space, upgrades, energy efficiency, and an unbeatable location. Schedule your private showing today!

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

Listing Agent: Archie Ferguson (321-201-0163)

Remarks: PRICED BELOW APPRAISED VALUE — instant equity at $800,000, now $100,000 under original ask. The backyard alone sells it: Blue Haven heated pool & spa (2021), travertine pavers, Eureka palms, artificial turf, fully fenced. Inside, a gourmet kitchen with full-slab island, exotic granite backsplash, double oven, induction cooktop, wine fridge, and custom vent hood. Main-level in-law suite for multi-gen living. Big-ticket items done: roof (2018), upstairs A/C (2024). Live Oak Reserve amenities + top-rated Seminole County schools. Priced to sell — schedule your private showing today.

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

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

Remarks: Beautifully maintained and updated one-owner pool home in Aulin’s Landing, a private gated community of just 48 homes in Oviedo. From the paver driveway and welcoming front porch to the thoughtful updates throughout, this home offers space, function, and timeless style. Step inside to find the dining room to your right and a spacious living room straight ahead with views of the private backyard and pool. The dining room connects seamlessly to the kitchen through a newly added butler’s pantry and walk-in pantry. Fully remodeled in 2020, the kitchen features quartz countertops, tile backsplash, generous island with breakfast bar, and a bright eat-in space. Open to the living room, it creates an inviting gathering space for everyday living and entertaining. This home offers a rare double primary suite layout with one suite downstairs and another upstairs. The first-floor suite features a spacious bedroom, large walk-in closet, and ensuite bath with granite counters, dual sinks, and a soaking tub. A convenient pool bath is also located on the main floor. Step outside and enjoy your private pool and paver patio, while still having yard space to run, play, or simply relax. As this house has the largest lot in the neighborhood. Upstairs, a spacious loft serves as the center of the second floor. The primary suite offers plenty of room along with a walk-in closet and ensuite bath with dual sinks, shower and a soaking tub. Two secondary bedrooms share a full bath and each features its own walk-in closet. The fifth bedroom includes a private ensuite bath, offering flexibility for guests or multigenerational living. Upstairs flooring was replaced in 2023 and downstairs flooring in 2020. Built-ins, wainscoting, and crown molding throughout add warmth and character. Conveniently located near top-rated Seminole County schools, shopping, dining, and community events at Oviedo on the Park, with endless nearby nature trails and easy access to 417. Homes in Aulin’s Landing seldomly become available—come see this lovingly cared for home for yourself.

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

Listing Agent: Barrett Spray (407-927-3650)

Remarks: Under contract-accepting backup offers. WELCOME TO THE SANCTUARY IN OVIEDO — WHERE NATURE, LOCATION, & LIFESTYLE COME TOGETHER! Tucked away on a quiet cul-de-sac in highly sought-after The Sanctuary, this MOVE-IN READY home offers the perfect blend of comfort, privacy, and convenience. Situated on a premium homesite with tranquil GREENBELT AND WATER BACK VIEWS, this beautifully maintained 3-bedroom, 2-bath home delivers the Florida lifestyle buyers are searching for. Inside, you’ll love the spacious and versatile floor plan featuring a formal living room, separate dining room, and an inviting family room — offering plenty of space for entertaining or everyday living. The kitchen is the heart of the home with generous QUARTZ counter space, and an open layout that flows seamlessly into the main living area — perfect for gatherings, hosting, and everyday functionality. Buyers will also appreciate that there is NO CARPET throughout the home, offering a clean, modern look with easy maintenance. The large primary suite overlooks the beautiful backyard and water views. The home also features beautiful brick paver driveway and back patio upgrades that add curb appeal and outdoor charm. Step outside to a large FENCED BACKYARD with peaceful nature views — the ideal setting for relaxing evenings, pets, play, or weekend gatherings. Living in The Sanctuary means enjoying one of East Seminole County’s most desirable communities, featuring incredible resort-style amenities including a resort-style community pool, fitness center, tennis courts, basketball court, community playground, and clubhouse. Perfectly located near top-rated Seminole County schools, UCF and Seminole State, Research Park, and Oviedo on the Park with restaurants, shopping, splash pad, playground, dog park, and open-air events. 2790 Blue Springs Cove is more than just a home — it’s a lifestyle opportunity in one of Oviedo’s premier communities!

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

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

Remarks: Welcome to 935 Ekana Green Ct, a spacious and beautifully maintained home located in the gated community of Ekana Green. Offering over 2,300 square feet of living space, this 4-bedroom, 2.5-bath home is perfectly positioned on a quiet cul-de-sac with peaceful pond, conservation, and golf course views. Inside, the open floor plan is enhanced by soaring 12-foot ceilings, crown molding, and tile flooring throughout the main living areas. The gourmet kitchen, updated with granite countertops, 42-inch cabinets, and stainless steel appliances, features a bright breakfast nook ideal for morning coffee. The oversized primary suite includes a cozy sitting area, high ceilings, and generous closet space. The additional bedrooms and office offer wood laminate flooring—no carpet anywhere in the home. Step outside to an expansive 40’ x 40’ screened lanai with a private storage room, perfect for relaxing or entertaining. Upgrades include a water softener system, new gutters, an interior/exterior speaker system, and a full alarm system for added peace of mind. Residents enjoy access to tennis courts and golf, and the home is zoned for top-rated schools, with convenient proximity to shopping, dining, and major highways. This move-in ready home offers comfort, space, and scenic views—don't miss your opportunity to make it yours.

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

Listing Agent: Phat Nguyen (407-452-8751)

Remarks: Under contract-accepting backup offers. Discover the perfect blend of comfort, style, and location in this beautifully maintained 4-bedroom, 2.5-bath home located in the highly desirable Alafaya Woods community in Oviedo. Perfectly positioned on a spacious corner lot, this property combines functionality, charm, and modern upgrades. From the moment you arrive, you’ll appreciate the pride of ownership and the many valuable improvements throughout the home. Inside, you’ll find an inviting and versatile layout featuring a formal living room, dining room, and an oversized family room designed for both everyday living and entertaining. The home showcases beautifully remodeled bathrooms, brand-new luxury vinyl flooring throughout the home, and a bright, welcoming atmosphere with plenty of natural light flowing throughout the living spaces. The kitchen is thoughtfully positioned overlooking the main living areas, creating a seamless connection ideal for gatherings, family time, and entertaining guests. The spacious family room provides endless possibilities for relaxing, hosting celebrations, movie nights, or creating the perfect flex space to fit your lifestyle. Major improvements provide peace of mind for future homeowners, including a roof replaced in 2016, updated windows installed in 2019, a brand-new A/C system in 2025, and a water heater replaced in 2024. These significant updates make this home move-in ready while adding long-term value and efficiency. Step outside and enjoy the oversized backyard with ample space to create your ideal outdoor retreat, add a pool, entertain, garden, or simply enjoy Florida living year-round. The corner lot location provides additional privacy, curb appeal, and extra outdoor space rarely found in similar homes. Location is everything, and this home truly delivers. Conveniently located near top-rated Seminole County schools, shopping, dining, parks, and major highways, residents enjoy quick access to everything Central Florida has available. Just minutes from University of Central Florida, Research Park, Siemens, Lockheed Martin, and major employers, this property is ideal for families, professionals, and investors alike. Enjoy nearby outdoor recreation at Oviedo on the Park, trails, sports complexes, and multiple community parks, while still being within easy reach of Downtown Orlando, Orlando International Airport, and world-famous attractions. This is an exceptional opportunity to own a beautifully updated home in one of Oviedo’s most established and sought-after communities. Schedule your private showing today and experience everything this incredible property has available.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Fatima Pereira De Araque (407-861-0800)

Remarks: Under contract-accepting backup offers. This Stunning 5-bedroom, 3-bathroom pool home in a newer gated community offers the perfect blend of luxury, comfort, and functionality-designed with every detail in mind. From the moment you arrive, you'll be impressed by the well-manicured yard and extended driveway, providing both curb appeal and convenient parking. The welcoming front porch with a charming space for a swing sets the tone for the warmth and elegance that awaits inside. Step through the grand entryway adorned with beautiful wainscoting and into a thoughtfully designed layout with amazing wood-look tile. The formal dining room features matching wainscoting and is perfect for hosting gatherings. The gourmet kitchen is a chef's dream, complete with a large center island with pendant lights, granite countertops, stainless steel appliances, double ovens, a walk-in pantry and a spacious casual dining area. The kitchen flows seamlessly into a generously sized family room featuring an electric fireplace, creating an inviting space for everyday living and entertaining. A guest bedroom and full bath are conveniently located on the first floor, along with a spacious laundry room that includes a built-in storage bench for added functionality. Upstairs, a beautiful wood staircase with wrought-iron railings leads to an expansive loft-ideal as a media room, home office, or playroom. Three secondary bedrooms all feature walk-in closets, while the luxurious primary suite impresses with a double-door entry, a spa-like bathroom with a garden tub, seamless glass shower, dual vanities, and an enormous walk-in closet. Step outside to your private backyard oasis. The saltwater pool features color-changing LED lights and a sun shelf for lounging or play. A panoramic screen enclosure offers uninterrupted views of the lush conservation area beyond the enclosure which has an extended roof for an added entertainment area. The fenced yard and landscaped borders provide added privacy. Additional features include a 3-car tandem garage, 2 AC units for zoned comfort, Brita Pro whole-house water filter and softener system, updated lighting, and a Simply Safe Security System that covers the doors and windows downstairs. Located in one of Seminole County's most sought after areas-zoned for top-rated schools and conveniently located near Siemens, Lockheed Martin, Research Park and easy access to SR-417. This is more than a home-It's A Lifestyle. Don't miss your chance to own this beautifully upgraded, move-in-ready retreat!

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

Listing Agent: Melinda Jarzynka (407-694-3655)