Oviedo/Chuluota Homes with Two Story Property Description

Oviedo/Chuluota Homes with Two Story Property Description

Welcome to the enchanting region of Oviedo and Chuluota, nestled in the heart of Seminole County, Florida. Known for its picturesque landscapes, friendly neighborhoods, and a strong sense of community, this area offers the perfect blend of suburban tranquility and convenient access to urban amenities. With lush greenery, serene lakes, and a range of recreational activities, residents enjoy a vibrant lifestyle surrounded by nature's beauty.

Oviedo, with its charming downtown area and historic sites, is a hub for local dining and shopping experiences. Just a stone's throw away, Chuluota boasts a more rural ambiance, making it ideal for those seeking peace and quiet while still being close to the bustling city life. With top-rated schools, parks, and community events, families find this region an ideal place to call home.

If you’re searching for a home that combines elegance with comfort, look no further than our stunning two-story properties available in Oviedo and Chuluota. These homes are designed with both style and functionality in mind. Featuring spacious layouts, modern kitchens, and ample living areas, they provide the perfect backdrop for family gatherings and entertaining guests. The second story often offers breathtaking views and additional privacy, making it an ideal retreat for relaxation.

Whether you’re a growing family or simply seeking more space, our two-story homes in this delightful region promise to meet your needs while offering a lifestyle that is both enriching and fulfilling. Explore the charm of Oviedo and Chuluota today, and discover your dream home in this beautiful part of Florida!

Newest Oviedo/Chuluota Homes with Two Story Property Description

$1,100,000
5 Beds 4 Baths Live Oak Reserve Unit Three SubDv. 32766 Zip Code
Virtually Staged. Luxury 5-Bedroom Pool Home on an Oversized Conservation Lot in Live Oak Reserve | Oviedo, Florida Welcome to an exceptional opportunity to own a beautifully updated home in Live Oak Reserve, one of Oviedo, Florida’s highly sought-after communities. Situated on an oversized lot backing to conservation, this impressive 5-bedroom, 4.5-bathroom home with a private solar-heated pool and spa offers a rare combination of elegant living, modern comfort, privacy, and an exceptional Central Florida lifestyle. Inside, the thoughtfully designed floor plan offers generous space for everyday living and entertaining, featuring five spacious bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. At the heart of the home is a beautifully updated kitchen featuring stylish cabinetry, upgraded countertops, modern appliances, LED lighting, and a reverse osmosis water filtration system with a dedicated tap for fresh, purified drinking water. Designed for both everyday living and entertaining, the kitchen offers a welcoming and functional gathering space for family and friends. The spacious primary suite provides a private retreat with a built-in vanity, while the beautifully remodeled primary bathroom creates a refined and relaxing space. Throughout the home, numerous updates and thoughtful improvements enhance the property’s comfort, functionality, and appeal. Major improvements include a roof replacement in 2019, both A/C units replaced in 2020, and a new water heater in 2020. Sonos speakers throughout the house add a premium whole-home entertainment experience. The outdoor living space is truly a standout feature. Enjoy Florida’s year-round lifestyle from the large screened-in lanai featuring a private pool and spa. Whether you’re entertaining guests, relaxing poolside, or enjoying a quiet evening outdoors, this private backyard provides an exceptional extension of the home’s living space. The oversized conservation lot offers a peaceful natural backdrop, added privacy, and a serene setting surrounded by nature. Residents of Live Oak Reserve enjoy an impressive array of community amenities, including a resort-style swimming pool with splash pad, fitness center, clubhouse, basketball courts, tennis courts, and playgrounds. Surrounded by beautiful wooded conservation areas, the community offers a tranquil setting while remaining conveniently connected to everything Oviedo and Central Florida have to offer. The location is exceptional, with convenient access to UCF, Research Park, Seminole State College, hospitals, restaurants, shopping, entertainment, and major highways. Families will also appreciate the property’s proximity to highly regarded schools, adding to the appeal of this desirable Oviedo location. Combining beautifully updated interiors, a private saltwater pool and spa, oversized conservation homesite, spacious 5-bedroom floor plan, dedicated office, loft, remodeled primary bathroom, reverse osmosis drinking water system, whole-house Sonos audio, and outstanding community amenities, this Live Oak Reserve residence offers an exceptional opportunity to experience the best of Oviedo, Florida living. Luxury, privacy, resort-style amenities, and a private saltwater pool, all set against a beautiful conservation backdrop in one of Oviedo’s most desirable communities.

2710 Regal Pine Trail, Oviedo

$665,000
5 Beds 3 Baths North Chuluota SubDv. 32766 Zip Code
Virtually Staged. Situated on a quiet dead-end street, this property has much to offer! With a tremendous floorplan that includes 5 bedrooms + an office + a bonus room, this home gives you great versatility and lots to enjoy. As you enter the foyer you can’t help but notice the high ceilings to the second story. Beautiful new luxury vinyl plank flooring throughout most of the home, including downstairs, the staircase and upstairs! On the first floor…Versatile and spacious living and dining areas. Great downstairs guest en-suite. A nice private office. Light and bright open kitchen and family room floor plan which is an expansive space that gives you a great day to day functionality or a wonderful opportunity to entertain. Upstairs is a treat for sure… A tremendous bonus room that is another great living space. The master suite is a fabulous setup with a large bedroom and a master bath that has separate vanities, a soaking tub and a large walk -in closet. You even have a plumbed wall in the master bedroom for any water feature you may want to add! There are 3 more good size bedrooms upstairs along with a separate laundry room. Then step outside to the open patio off the family room and enjoy your terrific ¼ acre fenced-in property with beautiful Tabbouleh trees along the back of the property. Other notable features – BRAND NEW ROOF – 2026, Freshly painted inside and out – 2026, 2 Updated AC Systems - 2019 & 2023 , New Hot Water Heater - 2022. All of this, and so close Publix and other shopping and restaurants!

166 W 11th Street, Chuluota

$925,000
4 Beds 5 Baths Osprey Lakes Ph 2 SubDv. 32766 Zip Code
Executive-Style Pool Home in Gated Osprey Lakes Welcome to this stunning executive-style home in the gated community of Osprey Lakes! Offering 4 bedrooms, 4 bathrooms, and an abundance of living space, this home is designed for comfort, entertaining, and everyday living. The spacious primary suite is conveniently located on the main floor, along with the home's primary living areas. Upstairs, you'll find three additional bedrooms and an oversized loft, providing the perfect space for a game room, media room, or second family room. Brand-new carpet throughout the upstairs adds a fresh, updated feel. The 3-car garage has been partially converted into a home office, offering an ideal workspace, while still allowing the option to easily convert it back to a full 3-car garage if desired. Situated on one of the largest lots in Osprey Lakes, the backyard is truly an outdoor retreat. Relax in the beautiful saltwater pool, surrounded by an expansive screened enclosure and spacious deck, perfect for entertaining family and friends. Behind the pool, you'll find a large backyard with plenty of room for children, pets, or outdoor activities. This home also features owned solar panels that transfer with the property, dramatically reducing monthly electric costs. The pool was resurfaced in 2022 and is equipped with AquaLink smart controls, allowing you to conveniently manage the pool lights and heater. Additional updates include two HVAC systems installed in 2017 and 2018, as well as newer windows throughout much of the home. There is a whole house water filter and reverse osmosis for the kitchen sink. With its spacious floor plan, premium lot, energy-efficient upgrades, and exceptional outdoor living space, this home truly has it all. There are simply too many features to list—you have to see it in person. Schedule your private tour today and discover everything this exceptional Osprey Lakes home has to offer!

407 Osprey Lakes Circle, Oviedo

$650,000
4 Beds 3 Baths Live Oak Reserve SubDv. 32766 Zip Code
Welcome to this beautifully maintained 4-bedroom, 3-bathroom home with an additional dedicated office, located in the highly sought-after Live Oak Reserve community in Oviedo. Perfectly positioned on a tranquil pond homesite, this spacious residence offers peaceful water views, exceptional privacy, and a versatile floorplan designed for today’s lifestyle. Step inside through the impressive two-story foyer, where formal living and dining rooms create an elegant first impression. Beyond, the home opens into a bright and inviting kitchen and family room, creating the perfect space for everyday living and entertaining. The family room features two sets of sliding glass doors that frame the serene pond views while seamlessly connecting indoor and outdoor living. The well-appointed kitchen offers 42-inch cabinetry, solid surface countertops, stainless steel appliances, a breakfast bar, closet pantry, and a sunny dinette overlooking the covered patio and backyard. A private home office and full bathroom are conveniently located on the first floor, making an ideal space for working from home or accommodating overnight guests. The first-floor bath also provides easy access to the patio, offering excellent functionality should you decide to add a future pool. Upstairs, the spacious owner’s suite serves as a peaceful retreat, complete with beautiful pond views, two walk-in closets, a linen closet, and an en-suite bath featuring dual vanities, a relaxing garden tub, and a large walk-in shower. Three generously sized secondary bedrooms, each with ample closet space, share a full bathroom with a double-sink vanity and tub/shower combination. Throughout the home, you’ll appreciate the open floorplan, abundant natural light, and neutral paint and flooring, providing the perfect backdrop for any decorating style. Step outside to the large covered patio overlooking the expansive backyard and picturesque pond beyond. Whether you envision adding a pool, creating an outdoor kitchen, or simply enjoying peaceful evenings watching the wildlife, this backyard offers endless possibilities. Residents of Live Oak Reserve enjoy an outstanding array of resort-style amenities, including a community pool, clubhouse, fitness center, multiple playgrounds, tennis courts, pickleball courts, basketball courts, soccer and baseball fields, along with convenient access to top-rated Seminole County schools, shopping, dining, and major roadways. Don’t miss your opportunity to own this exceptional home in one of Oviedo’s most desirable communities!

2582 Double Tree Place, Oviedo

$849,000
5 Beds 4 Baths Sanctuary Ph 2 Villages 2 & 4 SubDv. 32766 Zip Code
Amazing 5-bedroom, 4-bath Oviedo home with a 3-car garage, more than 5,000 total square feet, and no rear neighbors, located on a quiet street in the back of The Sanctuary. Enjoy peaceful conservation views throughout the community, along with state-of-the-art amenities including a fitness area, tennis and volleyball courts, resort-style pool facilities, and a playground. This desirable Oviedo location is known for top-rated public schools, parks, sports fields, and convenient access to the University of Central Florida, Full Sail University, area attractions, and beaches. The floor plan features a downstairs primary suite plus a second downstairs bedroom with pool bath, currently used as an office and craft area. Upstairs are three additional bedrooms, two bathrooms, and a loft that opens to a back balcony with majestic conservation views. The spacious downstairs living areas include 9-foot ceilings, 8-foot doors, a formal living room, formal dining room, spacious kitchen, breakfast nook, and family room—perfect for entertaining. Tile flooring enhances these main living spaces. Designed for Florida living, the home wraps around a large, covered lanai overlooking a private wooded conservation backyard. Extra-accent windows and two sets of glass sliders fill the home with natural light and beautiful views. Glass double front doors open to a dramatic foyer with 19-foot ceilings, a formal living room, and a lovely staircase with oak banister and white spindles that continue along the open loft. Custom lighting, tray ceilings, crown molding, and solid wood cabinets in the kitchen, laundry room, bathrooms, and office add quality and character throughout. All appliances convey, including a GE washer and dryer (2023), Whirlpool refrigerator (2020), Maytag dishwasher (2022), built-in oven, cooktop, microwave, and disposal. The private primary suite offers an extended sitting area and two walk-in closets. The primary bathroom includes two raised vanity areas, a prep/sitting counter, garden Jacuzzi tub with glass-block window, and spacious double-headed shower. The dedicated laundry room includes cabinets, shelving, and a utility sink. Brick pavers enhance the back lanai, front porch, and courtyard driveway, complementing the home’s beautiful Mediterranean-style architecture. The split 3-car garage and courtyard driveway provide added parking. Recent updates include all three HVAC units replaced (2018, 2019, and 2023), 80-gallon hot water heater (2020), roof with gutters and downspouts (2015), exterior high-quality paint (Spring 2026), and interior high-quality paint (2025). 2-car garage is 21 x 20 & 1-car garage is 21 x 10. Meticulously maintained and move-in ready—call today to schedule your showing. (The land behind 3198 Heirloom Rose Pl is owned by the community and it will never be developed; it is a buffer behind this property.)

3198 Heirloom Rose Place, Oviedo

$1,499,000
5 Beds 4 Baths North Chuluota SubDv. 32766 Zip Code
Experience lakefront living on beautiful Horseshoe Lake in the heart of Chuluota, where you have the most beautiful sunsets imaginable. Nestled on a sprawling waterfront homesite with direct lake access, this custom residence combines timeless craftsmanship, thoughtful updates, and breathtaking views to create a truly special retreat. From the moment you step inside, you'll be captivated by the soaring 33-foot vaulted ceilings, dramatic wall of windows, and stunning views of the lake beyond. At the center of the main living space is a striking Rumford fireplace, serving as both a focal point and gathering place while adding warmth and character to the home. Natural light fills the expansive living and dining areas, creating an inviting atmosphere for everyday living and entertaining. The updated kitchen features modern finishes and appliances while maintaining a seamless connection to the home's main living spaces and spectacular waterfront backdrop. Downstairs, a flexible bonus space offers the perfect opportunity to create a private in-law suite, complete with the potential for separate access, making it ideal for multigenerational living, long-term guests, or a home office. A quaint bonus room overlooking the lake is tucked just off the primary suite. This charming space features a unique spiral staircase providing private access from the outdoor screened enclosure, creating a seamless indoor-outdoor connection. Ideal as a serene reading room, cozy lounge, home office, or creative sanctuary, all enhanced by peaceful water views Outside, the lifestyle opportunities are endless. Enjoy boating, fishing, paddleboarding, or simply relaxing by the water from your private dock and boathouse. The finished upper level of the boathouse provides additional space for entertaining, relaxing, or taking in panoramic views of Horseshoe Lake. A detached front shed/workshop offers even more flexibility for hobbies, storage, or creative projects. This home has been extensively improved and meticulously maintained, including: • Replumbed (2020) • Interior repainted and new railings installed (2020) • New water softener and purification system (2021) • Front shed/work studio added (2021) • New upstairs air handler (2022) • Screened porch enclosure added (2023) • New sprinkler system pump (2026) • Kitchen renovation and new appliances (2023) • Two bathroom renovations (2024) • Downstairs foyer, bedroom, and bathroom retiled (2024) • Custom woodwork improvements (2024) • New roof (2024) • New carpet (2024) • Finished upper level of boathouse (2024) Offering a rare combination of lakefront living, extensive recent upgrades, flexible living spaces, and direct access to one of Seminole County's most beautiful lakes, this is a property that must be experienced in person. Only 20 minutes from UCF and 30 minutes to the airport!

240 W 7th Street, Chuluota

$5,990,000
7 Beds 6 Baths 32766 Zip Code
One or more images have been virtually staged. Experience luxury lakefront living on the crystal-clear, spring-fed waters of private Lake Mills, one of Central Florida's most sought-after ski lakes. Boasting 200 feet of shoreline, this custom-built Beau Einheight estate offers a rare combination of waterfront recreation, equestrian potential, privacy, and convenience in Seminole County's top-rated school district. Built in 2009 with exceptional craftsmanship, the home features fully insulated concrete block construction for outstanding energy efficiency, durability, and sound insulation. Designed for both everyday comfort and large-scale entertaining, the thoughtfully designed floor plan includes a first-floor primary suite, private office, elevator, wine cellar, and butler's pantry. The chef's kitchen serves as the heart of the home, featuring Thermador appliances, a gas range, custom Busby cabinetry, an oversized center island, and a hidden door leading to an expansive walk-in pantry. Throughout the residence, unique architectural details and hidden spaces add character and functionality, including a secure safe room concealed behind the office and an additional 800-square-foot hidden bonus area upstairs. Outdoor living is nothing short of spectacular. The vanishing-edge pool and spa overlook the lake and are surrounded by an expansive travertine deck and summer kitchen, creating the perfect setting for entertaining or relaxing while enjoying panoramic water views. Just beyond, the custom Hodgkins-built dock is equipped with both boat and jet ski lifts, providing immediate access to boating, skiing, wakeboarding, and fishing on Lake Mills. A spacious game room with a full bar opens directly to the pool area, seamlessly blending indoor and outdoor living. The property is equally appealing for equestrian enthusiasts, offering room for horses, no HOA restrictions, and the potential for agricultural tax benefits. Despite its private setting, the estate is conveniently located just minutes from UCF, Orlando International Airport, downtown Orlando, major employment centers, and Central Florida's renowned attractions, while remaining less than an hour from the coast. A truly rare opportunity to own one of Lake Mills' most impressive waterfront estates, where luxury, recreation, and privacy come together in an exceptional setting.

680 Lake Mills Road, Oviedo

$649,000
4 Beds 4 Baths Sanctuary Ph 2 Village 10 SubDv. 32766 Zip Code
One or more photo(s) has been virtually staged. SIGNIFICANT PRICE IMPROVEMENT! Now offered at $649,000, this move-in-ready residence in The Sanctuary presents an exceptional opportunity in one of Oviedo's most sought-after communities. Located within a top-rated Seminole County school district, the home offers 2,725 square feet with four bedrooms, a dedicated office, three full baths, one half bath and a desirable first-floor primary suite. Volume ceilings, abundant natural light and an open floor plan create comfortable spaces for everyday living and entertaining. The family room is anchored by a fireplace and flows seamlessly into the kitchen and dining areas. The kitchen features granite countertops, stainless steel appliances, solid wood cabinetry, a breakfast bar and a RainSoft whole-home water treatment and softener system. The first-floor primary suite includes two walk-in closets, one with a custom organization system, and a spacious bath with dual vanities, a soaking tub and a separate walk-in shower. Extensive recent improvements provide lasting value, including a new roof (2026), fresh upstairs interior paint (2026), exterior paint (2025), first-floor air conditioning replaced (2025), second-floor air conditioning replaced (2020), luxury vinyl plank flooring throughout the main living areas, office and primary suite (2024), hardwood flooring upstairs (2022), new carpet on the staircase (2022), updated kitchen appliances, fresh landscaping and both air conditioning systems serviced in 2026. Outdoor living includes a large screened lanai with two ceiling fans, a covered seating area, an outdoor patio and a fully fenced backyard offering exceptional privacy with a partial pond view. A Mediterranean-inspired outdoor fireplace under the lanai conveys with the home. Residents of The Sanctuary enjoy approximately 800 acres of conservation areas, a resort-style swimming pool, clubhouse, fitness center, playgrounds, tennis and basketball courts, parks and walking trails. Conveniently located near State Road 417, the University of Central Florida, Research Park, Seminole State College, shopping, dining, Orlando International Airport and Orlando Sanford International Airport, this well-maintained home combines major capital improvements, a flexible floor plan and outstanding value at its new price.

3904 Heirloom Rose Place, Oviedo

$550,000
4 Beds 3 Baths Riverside At Twin Rivers Un 2 SubDv. 32766 Zip Code
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.

1152 Twin Rivers Boulevard, Oviedo

$849,990
5 Beds 3 Baths Killaloe By The Lake SubDv. 32766 Zip Code
Classic Country Charm, tucked inside one of Chuluota's most sought-after lake communities. This MOVE-IN READY Cape Cod residence sits on just over an acre of mature, tree-lined property with deeded access to Lake Pickett, one of Central Florida's most pristine private lakes. The streets here are quiet. The neighbors wave. And the only sound at night is the kind of silence buyers drive an hour to find. This 5-bedroom, 2.5-bath home offers 2,864 square feet of living space wrapped in the character that most modern homes simply lack. The wide covered front porch sets the tone before you even step inside. Once through the door, warm hardwood-look tile flooring, crown molding, and a sun-filled layout designed for real family living greet you at every turn. The heart of the home is the main living area, anchored by a wood-burning fireplace and framed by views of the brick paver patio and sprawling backyard beyond. French doors connect the kitchen and dining area to the outdoors effortlessly, made for the kind of easy Florida living this neighborhood was built around. The kitchen delivers with shaker cabinetry, dark granite countertops, and stainless steel appliances with walk-in pantry/utility room. The primary suite is on the main floor, offering the privacy and separation that busy professionals need. The ensuite bath is the standout of the home: a freestanding clawfoot soaking tub, a walk-in tile shower, double vanities, and the kind of quiet that makes mornings feel intentional. Also on the main floor, a dedicated home office and a generous flex room give you the space to work, create, or simply stop converting the dining room into something it was never meant to be. A stunning staircase with warm wood treads and classic balusters rises to the second floor, a statement piece that earns every inch. Upstairs, four additional bedrooms with room for every child, every guest, and every stage of family life, each benefiting from treetop views and natural light that only a lot like this can provide. Outside, the story is the land. Over an acre of usable property in a neighborhood where lots like this are increasingly rare. Room for a pool. Room to breathe. And Lake Pickett access steps away for kayaking, fishing, and unhurried evenings on the water. Located within Seminole County's top-rated school district, minutes from downtown Oviedo's dining and shopping, and with quick access to SR 417 connecting you to Orlando, Lake Nona, and the airport in under 30 minutes.

761 N Belfast Place, Chuluota

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